Siesta Key FL 5000+ Sq. Ft. Real Estate, Homes, Condos for Sale - Ed Grabowski

4 Beds ⋅ 5 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Privately positioned on a tropical peninsula on Siesta Key in the coveted community of Hidden Harbor, this extraordinary bayfront estate captures sweeping views across Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline. Set on 0.62 acres with 125 feet of panoramic waterfront, the residence was masterfully built by luxury builder M. L. Collingwood and thoughtfully designed to celebrate both architectural craftsmanship and the beauty of its remarkable setting. A protected deep-water harbor, a private 50-foot dock and 20,000-pound lift create an exceptional opportunity for the serious boater, while the home’s privacy, scale and resort-style outdoor living make it equally ideal as a serene waterfront retreat. From the moment you arrive, custom mahogany doors, beveled glass transoms, lush landscaping and a gracious entry introduce the timeless character found throughout the residence. Inside, soaring ceilings, generous room proportions and walls of glass frame magnificent water views from many of the principal living areas. Rich architectural details include coffered and tray ceilings, bentwood arches, crown molding, custom millwork and travertine inset flooring. The formal living and dining rooms flow beautifully for entertaining and are complemented by a fully outfitted cherrywood-paneled bar and wine room. The executive office and library are a showpiece, featuring cherrywood paneling, an 18-foot coffered ceiling and a spiral staircase leading to upper bookshelves. The well-appointed island kitchen offers Wood-Mode cabinetry, quartzite countertops, stainless steel appliances, paneled Sub-Zero refrigeration, a Viking six-burner gas range, dual ovens, a walk-in pantry and a spacious breakfast bar. Open to the bayfront breakfast and gathering rooms, the space features an electric fireplace, adding warmth and ambiance, and connects effortlessly to the outdoor living areas. The primary suite is a private waterfront sanctuary with a bayfront sitting room and a generous bath with dual vanities, a two-person shower, a soaking tub and private water closets. Two additional guest suites are privately positioned in their own wing on the main level, along with a powder bath and laundry room. Upstairs, a fourth bedroom or game room includes a full bath, walk-in closet and private western balcony overlooking the harbor, ideal for taking in evening sunsets. Designed for relaxed Florida living, the expansive lanai features a heated saltwater infinity-edge pool, travertine decking and a shaded outdoor living space with custom ceiling detail, creating an inviting setting for alfresco dining and waterfront entertaining. Frequent dolphin and manatee sightings add to the magic of this rare waterfront setting. Additional features include a side-entry three-car garage, a paver drive and walkways, landscape lighting, a walk-in attic and abundant storage. Hidden Harbor is one of Siesta Key’s most treasured boating communities, offering exceptional privacy just one mile from the powdery white sands of Siesta Beach and close to Siesta Village’s dining, shopping and island charm. Mainland Sarasota’s cultural venues, restaurants, shopping, medical facilities and schools, including nationally acclaimed Pine View School, are also within easy reach.

1280 Hidden Harbor Way, Sarasota

$15,900,000

4 Beds ⋅ 5 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code

Inspired by the timeless grandeur of Louisiana's legendary Oak Alley Plantation, this extraordinary Gulf-to-lagoon estate is one of the most architecturally distinctive residences on Siesta Key. Positioned on a rare 1.97-acre Gulf-to-bay homesite within the private gates of The Sanderling Club, this home evokes the sophistication of a Southern manor while embracing the relaxed sophistication of Florida's Gulf Coast. A sweeping palm-lined drive, stately columned façade, and symmetrical architecture create a memorable first impression, echoing the enduring beauty that inspired its design. Constructed by Christner Bros., the residence encompasses approximately 8,209 square feet under air with four bedrooms, four full baths, one half bath, elevator access, and an oversized five-car collector's garage with dedicated workshop space. Designed for both grand-scale entertaining and refined everyday living, the home showcases soaring ceilings, handcrafted millwork, marble flooring, and a dramatic curved staircase that anchors the elegant interiors. Expansive living and dining rooms flow effortlessly onto an exceptional wraparound covered terrace, creating seamless indoor-outdoor living while framing panoramic views of the Gulf of Mexico, Heron Lagoon, and the surrounding tropical landscape. The chef's kitchen is equally suited for intimate gatherings and large-scale entertaining, featuring custom cabinetry, granite countertops, Wolf and Sub-Zero appliances, double wall ovens, generous preparation areas, and direct terrace access. A richly detailed executive office with custom built-ins, an extensive butler's pantry, media room, and abundant utility spaces further enhance the home's thoughtful design. The primary suite is a private sanctuary with terrace access, generous sitting areas, and a spa-inspired bath featuring dual vanities, extensive custom cabinetry, a walk-in shower, and abundant natural light. Three additional guest suites, each with en-suite baths, provide luxurious accommodations while overlooking the estate's lush tropical grounds. The lower level offers exceptional flexibility with expansive bonus space ideal for a wellness center, fitness studio, golf simulator, game room, collector's gallery, workshop, or additional recreational living. Impact-rated windows and doors, hurricane shutters and screens, a security system, and a newer 24-kW Kohler generator contribute to the home's enduring quality and peace of mind. The estate's setting is equally remarkable. With approximately 150 feet of pristine Gulf frontage and 150 feet of frontage along tranquil Heron Lagoon, opportunities to own a true Gulf-to-lagoon property are exceedingly rare. Launch a kayak or paddleboard from the private dock, spend afternoons on the secluded beach, or experience spectacular sunsets over the Gulf from your own backyard. Residents also enjoy the exclusive amenities of The Sanderling Club, including a private beach, marina, tennis courts, clubhouse, and one of Siesta Key's most private and prestigious waterfront communities. Just beyond the gates await Siesta Key's internationally acclaimed quartz-sand beaches, the boutiques and restaurants of Siesta Village, and the arts, dining, and cultural attractions of downtown Sarasota. 8132 Sanderling Road is a legacy estate where inspired architecture, timeless elegance, and one of Florida's rarest Gulf-to-lagoon settings come together to create an offering of exceptional significance.

8132 Sanderling Road, Sarasota

$8,500,000

5 Beds ⋅ 5 Baths ⋅ Elliot M A Property Siesta Key SubDv. ⋅ 34242 Zip Code

A rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.

4034 Roberts Point Road, Sarasota

$29,995,000

6 Beds ⋅ 10 Baths ⋅ Siesta Key SubDv. ⋅ 34242 Zip Code

Set across nearly three acres of pristine waterfront on Siesta Key, Crystal Waters is the most significant private estate in Sarasota—a once-in-a-generation offering that redefines luxury living on Florida’s Gulf Coast. With extraordinary scale, architectural pedigree, and 217 feet of direct Sarasota Bay frontage, this landmark property represents a level of craftsmanship, beauty, and exclusivity rarely seen in the region. Designed by renowned architectural firm Stofft Cooney Architects and custom-built by Chris Jorgensen of Florida West Builders, the Palm Beach-inspired estate encompasses 10,267 square feet with five bedrooms, six full baths, and two half baths. Surrounded by lush tropical gardens and panoramic bay views, every aspect of the property has been conceived to deliver an unparalleled waterfront lifestyle. A dual-gated arrival along a Tabby seashell drive leads to a stately façade framed by towering palms and a grand porte cochère. Beyond solid mahogany doors, a magnificent foyer welcomes guests with travertine floors inlaid with cabochon stone and a sweeping staircase featuring hand-crafted Chippendale railings. Walls of impact glass dissolve the boundary between indoors and out, filling the residence with natural light and uninterrupted views of Sarasota Bay. Refined details include a natural gas fireplace with imported limestone hearth, hand-crafted Vitali European oak flooring in a warm Milano finish, custom millwork, and a serene palette of coastal hues. The kitchen is both a showpiece and gathering place, appointed with custom Campbell cabinetry, Cristallo quartzite surfaces, a custom La Cornue range, dual islands, and walk-in and butler’s pantries. A bayfront breakfast nook and formal dining room open seamlessly to expansive waterfront terraces. Nearby, the clubroom showcases hand-painted Gracie chinoiserie panels, vaulted cypress ceilings, and a wet bar. The first-floor primary suite serves as a private sanctuary overlooking the bay, with French doors opening to the pool terrace. Custom dressing rooms and spa-inspired baths surround a striking octagonal vestibule featuring New Ravenna mosaic floors, Calacatta Matarazzo quartzite, a soaking tub, and marble-clad shower. Upstairs, guest suites, a lounge, and an exercise room provide exceptional accommodations. An Old Florida-style guest residence above a four-car garage offers Pecky Cypress-lined interiors, vaulted ceilings, a full kitchen, covered balcony, and spacious bedroom suite. The main residence is further complemented by an oversized three-car garage. Outdoors, winding pathways lead through beautifully curated grounds to a spectacular 56-foot vanishing-edge saltwater pool that appears to merge with the bay beyond. A covered waterfront pavilion with fireplace, summer kitchen, and tongue-and-groove ceiling creates an elegant setting for entertaining. A private tennis court and lighted pavilion with lounge and fireplace complete the resort-caliber amenities. Along the shoreline, a 90-foot dock extends into Little Sarasota Bay and features a floating kayak launch and a 20,000-pound lift capable of accommodating a 34-foot vessel. Crystal Waters is more than a residence—it is Sarasota’s defining waterfront estate. Unmatched in scale, setting, craftsmanship, and provenance, it stands as one of the finest private properties ever created on Florida’s Gulf Coast. Available lot for sale directly across the street enjoys beach access.

8501 Midnight Pass Road, Sarasota

$9,500,000

5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

Virtually Staged. Celebrated as one of SRQ Magazine’s “Home of the Year” in 2008 and born from the visionary imagination of acclaimed architect Mark Sultana and built by Voigt Construction, this extraordinary waterfront estate is not simply a home — it is a lifestyle. One of Siesta Key’s most iconic private residences, it stands as a living testament to the art of inspired modern design and the art of living beautifully. Deeply set on nearly one private acre along the tranquil Coconut Bayou, this gated 4-bedroom architectural masterpiece unfolds across multiple stories with absolute privacy, lush tropical splendor, and grounds generous enough for a pickleball court — all anchored by a fully separate guest house for family and friends who will never want to leave. From the moment the gates open, life here feels different. A breathtaking composition of glass, steel, and sculptural lines soars beneath dramatic ceilings, with natural light pouring through at every angle — whether that’s a lazy Sunday morning or a dinner party in full swing. Rise by private elevator or ascend the sweeping steel-and-glass staircase to the crown jewel of this residence: a 2,500 sq. ft. rooftop terrace, where the Siesta Key lifestyle reaches its absolute peak. Panoramic views sweep across Siesta Key, the downtown Sarasota skyline, and the shimmering waterways below — this is where memories are made. At the water’s edge, a brand-new dock on order, a double jet ski lift, and a dedicated kayak and paddleboard launch await — with direct, bridge-free access to the Intracoastal and the open Gulf beyond. This is the rare address that refuses to make you choose: the serenity of bayfront living, the thrill of open-water boating, and the privilege of private deeded beach access to the shores of Siesta Key — all from a single extraordinary estate. Designed with both beauty and resilience in mind, the residence sits impressively high and dry above the Bayou. Even through recent storms, the property remained untouched by flooding — including the pool area — offering a rare sense of peace of mind along Sarasota’s waterfront. The primary suite is a private world of its own — featuring a dedicated office/loft or exercise room, two custom walk-in closets, and a private balcony suspended above the Bayou. At the center of it all, an indulgent Champagne Jacuzzi infinity bathtub transforms every evening into a spa retreat. Downstairs, entertaining flows as naturally as conversation — from a dedicated movie theater room to tiered outdoor patios crowned by a spectacular summer kitchen, an open saltwater pool, and glowing fire bowl accents that keep the night alive. In the kitchen, Italian custom cabinetry, top-tier appliances, a service pantry, and a private wine cellar come together in a space as pleasurable to cook in as it is to gather around. Garage parking for five vehicles and separate guest quarters complete an offering with virtually nothing left to wish for. Minutes from The Out-of-Door Academy, Siesta Key Village, and Siesta Beach — this is not just an address. It is a life you’ll never want to leave.

4317 Midnight Pass Road, Sarasota

$8,950,000

6 Beds ⋅ 8 Baths ⋅ Siesta Properties Inc SubDv. ⋅ 34242 Zip Code

Rarely does a property of this caliber become available on Siesta Key. Spanning approximately 1.6 acres, this exceptional waterfront estate is framed by majestic oak trees and lush, mature landscaping, creating a private, quiet, and timeless retreat. This legacy property showcases expansive bayfront views that wrap gracefully around to a protected canal, offering both breathtaking vistas and sheltered water access. At its heart stands a classic and formal Southern-style residence, remodeled in 2008, rich in character and designed for an elegant lifestyle. Grand, beautifully proportioned rooms are designed for effortless entertainment, highlighted by a stately formal dining room worthy of the most important occasions. The expansive country kitchen is both functional and refined, featuring a professional-grade Wolf range with custom copper hood, an oversized Sub-Zero refrigerator, vintage tile flooring, and a striking chandelier that brings a touch of timeless elegance to space. A classic wood-burning fireplace adds warmth and character to the cozy wood paneled den with charming French doors opening to bayfront views. With six spacious bedrooms, six full bathrooms, and two additional half baths, this home offers exceptional comfort and ample space to accommodate family and guests with ease. Car enthusiasts will appreciate the 8 garages. Boaters will appreciate the ample opportunities to enhance this property with custom docks or lifts. For those envisioning a custom estate, the property also offers a rare opportunity to build your dream home while comfortably residing on-site in the charming guest cottage, complete with bedroom suite and kitchen—allowing you to plan, design, and construct at your own pace without ever leaving this exceptional setting. This is a true legacy offering, where expansive space and stunning waterfront beauty come together seamlessly, enhanced by breathtaking views that elevate every moment in this extraordinary setting. The Sanderling Club, the only guard-gated, single-family neighborhood on Siesta Key, offering residents tennis and pickleball courts, playground, and deeded access to a pristine stretch of Siesta Beach. Located minutes from Siesta Village, this property provides the perfect balance of serene seclusion and proximity to Sarasota’s vibrant cultural and culinary attractions.

1249 S Basin Lane, Sarasota

$4,495,000

5 Beds ⋅ 6 Baths ⋅ Saah Sub SubDv. ⋅ 34242 Zip Code

Virtually Staged. Ideally positioned on the exclusive Point Crisp Peninsula of Siesta Key, this waterfront estate offers a rare blend of privacy, scale, and direct boating access, with sweeping views spanning both Little Sarasota Bay and the Intracoastal Waterway. Set on over 230 feet of water frontage, the property features a newly constructed T-shaped dock (2025) and allows for effortless arrival by land or water, all complemented by the rare advantage of nearby beach access. Spanning more than 7,400 square feet of interior living space, the five-bedroom residence is designed for elevated coastal living, where expansive entertaining areas and walls of glass frame panoramic water views throughout. Freshly painted and ready for personal customization, the two-story interior is defined by high coffered and tray ceilings, crown molding, solid-core doors, and a blend of marble and wood flooring. A grand double-door entry opens to a soaring living area with a cathedral ceiling and statement fireplace, while floor-to-ceiling sliding glass doors create a seamless connection to the outdoor living spaces. The multi-level outdoor setting is designed for both gathering and relaxation, featuring an extended travertine deck, covered lounge areas, an outdoor gas fireplace, a summer kitchen with built-in grill and wraparound bar, an additional grilling station, and a heated pool and spa—all overlooking the tranquil waterfront. At the center of the home, the gourmet kitchen was redesigned in 2022 with quartzite countertops, custom cabinetry, professional-grade appliances, and an oversized island with seating. The adjacent family room offers built-in features and direct access to the outdoor entertaining areas, creating a natural flow for everyday living. The primary suite, located on the main level, serves as a private retreat with expansive water views, a custom walk-in closet, and a spacious en-suite bath. An additional guest suite on this level provides flexibility for a study, fitness room, or nursery. The second level is dedicated to guest accommodations and recreation, offering a home theater, an oversized game room with wraparound bar, multiple terraces, and three additional bedroom suites—one of which is generously scaled to function as a second primary suite—each with access to outdoor living spaces. The ground level includes a six-car split garage with multiple storage and utility rooms, supporting both functionality and flexibility. Located within one of Siesta Key’s most sought-after enclaves, this residence offers the unique combination of close beach access and protected boating waters. Just minutes away, Siesta Key Village provides dining and boutique shopping, while downtown Sarasota offers a vibrant cultural scene with theaters, galleries, waterfront parks, and marinas—delivering a lifestyle that balances coastal tranquility with everyday convenience.

1356 Point Crisp Road, Sarasota

$6,500,000

Coral Shores SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. An exceptionally rare opportunity to acquire a fully renovated, income-producing, nine-unit, waterfront condominium complex located adjacent to Turtle Beach on world-renowned Siesta Key. Coral Shores offers immediate short-term rental income opportunity, paired with long-term redevelopment and appreciation potential, in one of Florida’s most supply-constrained coastal markets. Property Highlights: • Nine (9) condominium units sold as a package • Just under 0.50-acre waterfront site • Direct Sarasota Bay to Gulf of Mexico access – no bridges • Four private docks with eight slips (up to ~40’+ vessels) • Heated in-ground swimming pool • Large central parking lot for tenants and guests • Shared laundry and owner storage facilities • Predominantly 2BR units with select 1BR and studio layouts Renovations & Interior Upgrades: All units have recently completed extensive renovations featuring modern coastal interiors, updated kitchens with new appliances, stone countertops and new cabinetry, glass-enclosed contemporary bathrooms, new flooring, trim, windows, and select in-unit laundry, new common pay laundry appliances with storage closets, new raised HVAC units, new pool pump equipment, and more. The property is fully turnkey for continued short-term rental use. Income & Zoning Upside: Currently operating as weekly short-term rentals with strong seasonal occupancy. Zoned for low-rise condominiums (2–3 stories), with surrounding properties zoned mid-rise (4–6 stories), providing future redevelopment or density expansion potential subject to approvals. More detail is available with executed NDA.

9022 Midnight Pass Road, Sarasota

$12,900,000

5 Beds ⋅ 7 Baths ⋅ Phillippi Shores SubDv. ⋅ 34242 Zip Code

Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, guest accommodations, or an exceptional private retreat. Throughout both residences, the finish detail is exceptional. Designer-selected materials create a cohesive and elevated aesthetic carried seamlessly across the entire compound. Custom wood flooring with intricate stone inlays, handcrafted stairwells featuring wood and stone risers, extensive crown molding, and refined architectural millwork highlight the level of craftsmanship invested in every space. Specialty stonework and thoughtfully curated finishes blend warmth with sophistication, creating interiors that feel timeless, substantial, and unmistakably high-end. Outdoor living is nothing short of spectacular. A dramatic infinity-edge pool with swim-assist system overlooks the water, enhanced by a striking waterfall feature that spills elegantly into the pool. New pool equipment (2025) supports the system. Natural rock waterfront frontage and a sculptural rock formation lead down to the shoreline, creating a one-of-a-kind coastal backdrop. Two docks serve the property — one with a double lift — offering outstanding boating access and rare protection on both sides of the point, with additional lift capacity for multiple watercraft. An outdoor shower provides added convenience after boating or swimming. Perched at the edge of the peninsula, the waterfront cabana and adjacent hot tub create a private, spa-like retreat suspended over the water — an unforgettable setting to take in sweeping sunset views. The residences were renovated separately: main house (2009) and guest house (2012). All A/C units have been renewed recently, along with the electric unit, and a new transformer (2024) services both properties. Sonos surround sound extends throughout all structures. Located on the highly desirable north end of Siesta Key, the estate offers convenient on-and-off island access while remaining just minutes from Southside Village and downtown Sarasota.

3750 Bayou Louise Lane, Sarasota

$6,300,000

5 Beds ⋅ 8 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Under Construction. An extraordinary opportunity awaits on the coveted north end of Siesta Key. Currently under construction and scheduled for completion in late 2026, this magnificent waterfront estate offers the rare chance to personalize finishes and create a truly bespoke coastal masterpiece—without the years-long process of designing, permitting, and building. Set on a remarkable and rarely available 1.25-acre estate-sized lot with direct sailboat water frontage, the property provides unobstructed access to Sarasota Bay and the open waters of the Gulf of Mexico. Boating enthusiasts will appreciate the deep-water access with no bridges to the bay, offering seamless days on the water from your own backyard. The custom-designed residence encompasses over 6,000 square feet of refined living space, thoughtfully planned to blend grand scale with effortless coastal elegance. Expansive indoor-outdoor living areas, soaring ceilings, and walls of glass are designed to capture tranquil water views and Gulf breezes. Buyers have the exclusive opportunity to select interior finishes, fixtures, and design elements—tailoring the home to their personal vision while benefiting from the expertise and timeline already in place. Complementing the main residence is a private guest house, ideal for hosting family and friends in comfort and style. The true estate setting is further enhanced by a full-sized tennis court, lush grounds with room for additional amenities, and the privacy rarely found on waterfront properties. This is a once-in-a-generation opportunity to own a newly built waterfront compound in one of the Gulf Coast’s most sought-after locations—where luxury, space, convenience and converge. These images are architectural renderings created for illustrative purposes only and are based on preliminary plans and design concepts. Renderings are intended to convey the overall vision, layout, and design intent but are not exact representations of the final constructed residence. Actual materials, finishes, dimensions, landscaping, fixtures, furnishings, ceiling details, lighting, views, and architectural elements may vary. All features, specifications, and details are subject to change without notice.

3460 Flamingo Avenue, Sarasota

$15,500,000

6 Beds ⋅ 8 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Experience private beachfront coastal luxury at this one-of-one Siesta Key home, thoughtfully curated for comfort, style, and entertainment - by Pham Development. Perfectly positioned off the Gulf, with gorgeous ocean views throughout the rooms - you can watch a world-class sunset view from your master bedroom. Spanning over 6,468 square feet under air and 9,080 total square feet, this exquisite residence captures the essence of resort-style waterfront living on more than half an acre of pristine Gulf-front land. Be at ease with a surrounding elevated riprap shoreline and the imported rocks, offering both protection and privacy. Pull into the property through the gated entry, with a paved driveway for ample parking. The ground level offers a 3-car garage, spacious private fitness studio with AC, large flex space/storage room, and huge game room that leads out to the truly special backyard - with premium turf, silica sand and a putting area. Host a sunset dinner with the full outdoor kitchen, including a freezer, wet bar, beverage center, ice machine, and 6-burner grill. Have a drink while sitting in the pool facing the ocean, relax in the champagne spa hot tub, or tan on the sun shelf. Put your toes in the sand area of the backyard, or take the paver steps down to the private beach and swim in the ocean - the ultimate paradise. Wake up to the panoramic views of the Gulf of America and Sarasota Bay, that create a daily masterpiece of color and light, and have a coffee on the master bedroom's private balcony. With 6 bedrooms, 5 full bathrooms, and 2 half baths, you can host more family and guests - along with the second living room/media room. All of the bedrooms have custom built-in closets, and the spacious ocean-view master bathroom leads to two spacious walk-in closets. The home features high-ceilings, beautiful hardwood flooring throughout, and cypress beams. The living and dining room area have a fireplace, and the open-floor plan leads out to another large balcony overlooking the ocean. Enjoy the gourmet custom kitchen with Thermador gas appliances, a walk-in pantry, and an extra large quartz island with seating. An elevator connects the 3-level home through the grand living spaces that flow seamlessly toward the water, blending indoor sophistication with the beauty of the coast. The lush tropical landscaping evokes the serenity of a private resort. Located just minutes from Siesta Beach, the Village, and the North Siesta Bridge, this rare coastal jewel offers the ultimate combination of elegance, exclusivity, and Gulf-front tranquility—a move-in ready residence truly without equal on Siesta Key.

4046 Higel Avenue, Sarasota

$12,900,000

5 Beds ⋅ 6 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code

Discover a rare opportunity to enjoy pristine Gulf views, aquamarine waters, and a deep-water dock on the very North end of Siesta Key, just minutes to downtown Sarasota. One of Siesta Key’s most stunning and secluded waterfront sites — a residence offering a rare combination of historic significance, panoramic views of Big Pass, and exceptional structural integrity. Located approximately 200 feet south of civic leader Henry Higel’s early 20th-century Higelhurst Hotel, the pioneering developer’s beloved coastal breezes still beckon family and friends to enjoy swimming, water sports, boating, fishing, shoreline picnics, and direct, no-bridge access to the sparkling Gulf. Multiple covered porches and expansive windows provide front-row views of vivid sunsets and frolicking dolphins. Named for its pineapple stair finials symbolizing welcome, the Pineapple House was built in 2008 with an engineer-homeowner’s meticulous eye for detail. Constructed on pilings and grade beams, the home is set on a 31,293-square-foot lot and encompasses 6,596 square feet under air, with more than 13,000 total square feet. Designed by Diane Weinman with a refined Boca Grande aesthetic and built by ML Collingwood, the dwelling projects enduring quality, thoughtful engineering, and elevated coastal living. Enter through the impressive double doors to a sensual treat of symmetry and light. Main-level windows crowned with transoms frame views of the tropical blue sky. Walnut engineered flooring, Jerusalem stone, eight-foot doors, custom millwork, and generous closets enhance both functionality and beauty throughout. Scaled to feel both warm and elegant, the interiors are enriched with refined finishes and thoughtful architectural detailing. Living spaces encompass a formal dining room with butler’s pantry, living room, bookcase-lined library or sitting room, private office with built-in desk and cabinetry, dedicated home gym, and a flexible gathering room. A second primary or guest suite on the main level offers a private sitting area, breakfast bar, screened porch, and picture-perfect water views. An elevator conveniently serves all three floors. The chef’s kitchen anchors the main living areas with honed granite countertops, Sub-Zero appliances, custom Campbell cabinetry, and a walk-in pantry, opening to casual dining spaces and sun-filled outdoor porches. Upstairs, the primary suite is a tranquil retreat featuring a spa-inspired bath, oversized walk-in closet, shaded terrace, and outdoor shower. The expansive dock features two boat lifts: one 22,000-pound lift suitable for a 32- to 36-foot vessel and a second 10,000-pound lift. A humidity-controlled four-car tandem garage and a separate two-car garage accommodate up to six vehicles along with extensive marine and recreational gear. Solar panels and a 30kW generator underscore the home’s focus on energy efficiency and resilience. Outdoor living is highlighted by a 20,000-gallon heated saltwater lap pool surrounded by Shellcrete patios and Ipe decking. A perched beach with fire pit and swings welcomes gatherings overlooking Big Pass, while a 75-foot rear setback ensures privacy within a lushly landscaped yard. Rich in history, resilient and luxurious, intimate and refined, this is Sarasota waterfront living at its most authentic and coveted. Photos 1 and 2 reflect the new colors that the home is being painted.

3440 Gulfmead Drive, Sarasota

$29,995,000

7 Beds ⋅ 11 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Under Construction. Under Construction. Welcome to 3990 Higel Avenue, set to be completed in August of 2026 and can be offered fully furnished. Where architectural brilliance meets unrivaled luxury on Sarasota’s exclusive Gulf-front shores. 3990 Higel is 1 of 1. Having direct ocean frontage, while having the ability to have your own private bock/lift. This 13,035 square-foot masterpiece is designed by the acclaimed DSDG Architects, built by Nutter Construction, and interior designed by Angela Rodriguez Interiors. This home sits gracefully on one acre of prime Gulf-front property, delivering an unparalleled coastal living experience. As you arrive, a grand private driveway lined with lush tropical landscaping and a stately entrance sets the tone for this extraordinary estate. The main residence features 5 spacious ensuite bedrooms, meticulously designed with ultra-luxurious finishes, custom millwork, and designer lighting throughout The interiors blend modern sophistication with timeless elegance, offering soaring ceilings, expansive walls of glass, and seamless transitions between indoor and outdoor spaces. The great room, bathed in natural light, showcases floor-to-ceiling windows that frame breathtaking views of the turquoise Gulf waters. A reflecting pool with fountain features mirrors the beauty of the estate’s serene surroundings, while retractable glass walls blur the lines between indoor comfort and outdoor splendor. The gourmet kitchen is a culinary dream, outfitted with custom cabinetry, designer hardware, and state-of-the-art appliances, including an oversized island ideal for both entertaining and everyday living. The primary suite is a sanctuary unto itself, complete with private sitting areas, a balcony with mesmerizing Gulf views, and a spa-inspired ensuite bath adorned with exquisite finishes, soaking tub, and oversized shower. Each additional bedroom offers equally luxurious accommodations, ensuring guests experience unrivaled comfort and style. Outdoor living rivals a world-class resort with multiple terraces, a sparkling infinity-edge pool, and expansive lounging areas surrounded by lush gardens. A firepit area and thoughtfully designed hardscaping invite al fresco dining and relaxation under the stars. For boating enthusiasts, a private deeded 20,000 lb boat lift provides direct access to the Gulf, seamlessly connecting the estate to Sarasota’s waters. Adding to the grandeur is a detached 2-bedroom guest house, complete with its own living space, ensuring the utmost privacy and convenience for family and friends. Designed for entertaining, the home also includes a dedicated party room and an elegant wine room to showcase your finest collection. Every detail has been carefully considered – from the structural integrity and elevation designed for storms to the cutting-edge smart home systems and incredible engineering. This estate represents the pinnacle of craftsmanship and design, set in one of Sarasota’s most coveted waterfront locations. 3990 Higel Avenue is more than just a home; it is a timeless retreat where luxury, tranquility, and Gulf-front beauty converge to create an extraordinary living experience.

3990 Higel Avenue, Sarasota

$25,000,000

5 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Pre-Construction. To be built. One or more photos was virtually staged. An unmatched LUXURY BEACH estate, this Gulf-front upcoming masterpiece offers sweeping ocean views and a private stretch of sand on Siesta Key. Currently in development for New Construction by Pham Development, the iconic Mid-Century Modern style residence is privately gated and designed to deliver resort-level living on one of Florida’s most coveted coastlines on the Gulf of America and Sarasota Bay. Spanning 14,543 sq. ft. under roof, with 6,301 sq. ft. of air-conditioned interiors, the home features 5 bedrooms, 6 full baths, and 1 half baths. Engineered for longevity, it rests on a fortified foundation with a riprap seawall installation, ensuring enduring protection for the estate, luxe pool with hot tub, and land. Lifestyle amenities rival the finest resorts: a rooftop with ocean views, and a full personal fitness center with yoga studio. Entertainment spaces abound with opportunity for a movie theater room, an ocean-view office, gun and jewelry safe room, and an up to 16-car enclosed garage. Paddleboard and kayak access lead directly to the Gulf, with options for a beach volleyball or pickleball court. The grand master suite has an expansive Gulf-facing terrace, his-and-hers walk-in closets, and spa-inspired baths. Multiple terraces, an outdoor kitchen, a chef’s kitchen, and butler’s pantry add to the all-inclusive luxury lifestyle of this home. More than a residence, this estate is a legacy home—crafted for generations, with an indoor-outdoor footprint tailored for both grand entertaining and intimate coastal living. Private showings are available upon request.

4050 Higel Avenue, Sarasota

$26,000,000

5 Beds ⋅ 7 Baths ⋅ Siesta Key SubDv. ⋅ 34242 Zip Code

Rising above an enviable stretch of shoreline, this Gulf-front estate showcases timeless architecture and coastal refinement. Designed by CMSA Architects and completed in 2020, the residence features layered rooflines, sculpted stone staircases, and soaring arched windows across more than 180 feet of Gulf frontage. With 10,600 square feet of interiors and 20,982 square feet in total, the home offers a grand yet effortless indoor–outdoor lifestyle, ideal for both elevated entertaining and daily living. A sweeping motor court, mature palms, and a grand double staircase create an immediate sense of arrival. Inside, natural light and uninterrupted Gulf vistas establish a feeling of calm, scale, and sophistication from sunrise to sunset. The great room, lined with floor-to-ceiling arched windows and anchored by a carved-stone fireplace, delivers both serenity and architectural presence. The main kitchen is a triumph of craftsmanship - featuring custom Campbell cabinetry, quartz countertops, designer lighting, Sub-Zero refrigeration, a Wolf six-burner dual-oven range, and a substantial island that anchors the open flow into the living and dining spaces. A prep kitchen and workspace elevate functionality with premium appliances, expansive storage, quartz counters, and a dedicated gift-wrapping wall. The bar and wine room create a refined entertaining destination, defined by custom cabinetry and designer lighting. An iron-and-glass–enclosed, temperature-controlled wine room serves as the focal point, complemented by adjacent illuminated display shelving. Sub-Zero refrigeration, an ice maker, and a Fisher & Paykel dishwasher drawer complete the space. Outdoors, the estate unfolds across three dramatic tiers of Gulf-facing living, featuring arched loggias and a resort-style alfresco kitchen with a wraparound bar that opens seamlessly to the main living spaces. An elevated infinity-edge pool and spa appear to merge with the Gulf, while thoughtfully designed outdoor areas transition effortlessly to a manicured lawn and direct access to the crystal-clear waters at Point of Rocks—where snorkeling, dolphin sightings, and sunset walks become part of daily life. The primary suite forms a private wing, introduced by an illuminated groin-vault corridor that enhances the home’s architectural rhythm. Gulf views fill the bedroom and its terrace, while the bath offers a symmetrically designed retreat with dual vanities, full-height mirrors, multiple chandeliers, a massive double-entry shower, a stone-surround soaking tub, a Sub-Zero–equipped coffee bar, and two exceptional custom closets. Nearby, the office provides a quiet, light-filled workspace. The upper level is devoted to comfort and privacy, offering four well-appointed guest suites, a spacious family room with a wet bar, multiple terraces capturing Gulf views, an additional office, and a laundry room. The ground level is enhanced by indoor–outdoor walkways connecting multiple spaces and generous storage, reinforcing the effortless, resort-style livability. A generator, 3-stop elevator, 6-plus humidity-controlled garage spaces, floor-to-ceiling shades, linear vents, whole-house automation, and shellstone and French oak flooring complete the offering. A short, shaded, tree-lined walk places you at Siesta Key Beach, the No. 1 beach in America by TripAdvisor, offering effortless access to one of the world’s most iconic shorelines.

7366 Point Of Rocks Road, Sarasota

$7,500,000

4 Beds ⋅ 5 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

A timeless coastal estate with an air of refined European elegance, this gated waterfront residence on the protected deep waters of Cocoanut Bayou harmonizes classic architecture with thoughtful modern enhancements. Newly updated with wide-plank white oak engineered hardwood flooring and a gleaming white kitchen featuring new pearl quartz countertops and a Zellige tile backsplash, the home offers an elevated, move-in-ready experience for buyers seeking both luxury and serenity on Siesta Key. Step through custom arched double doors into a luminous grand foyer with 12-foot ceilings and beautifully crafted architectural details that introduce the home’s balance of scale, sophistication, and warmth. The soaring central living room, with its 24-foot ceilings, new hardwood floors, and expansive terrace, sets the tone for both intimate gatherings and grand entertaining. A sweeping 48-foot waterfront terrace extends the full width of the home, creating a captivating outdoor living space with room for dining, lounging, and enjoying breezy evenings by the stone fireplace. Inside, the newly refreshed gourmet kitchen shines with exceptional professional-grade appointments, including two Sub-Zero refrigerators, Wolf cooking equipment, two Miele dishwashers, Sub-Zero freezer drawers with ice maker, an oversized island, a casual dining area with French doors to the terrace, and an outdoor kitchen featuring a Wolf grill. The adjoining bar/butler’s pantry is well equipped with a 150-bottle, dual-temperature zoned Sub-Zero wine refrigerator and built-in Sub-Zero icemaker, along with additional glass-front cabinetry to display your treasured items. The kitchen flows effortlessly into a waterfront grand living room with five sets of French doors opening onto the terrace, for seamless indoor/outdoor living, and an elegant formal dining room for special occasions. On the opposite wing, you will find a handsome library/office, a home gym, and a large family room with serene water views and French doors to the terrace. A recently upgraded powder room and two large storage closets complete this level. The private second level, accessed by a sweeping staircase or the commercial-grade elevator, features four generous bedroom suites with walk-in closets, spa-inspired baths, and engineered hardwood flooring. The primary suite, a serene retreat, offers a gas fireplace, an expansive private terrace with bayou and bay views, the perfect spot to see incredible sunrises, and a luxurious marble bath with soaking tub, dual vanities, a large dual shower, and a built-in Sub-Zero mini-fridge. Spacious dual custom closets and a dressing area with a vanity complete the space. Boaters will appreciate the deep-water dock with direct access to Sarasota Bay and the Gulf of Mexico. Additional features include a second-floor laundry with a new Samsung washer and dryer, a 12-car garage, a whole-house sound system, impact-resistant windows and doors, concrete construction, state-of-the-art security, 4 HVAC units (one recently installed), and mature tropical landscaping that provides privacy and a true sense of retreat. A private community beach offers the rare opportunity to enjoy Siesta Key’s renowned white sands moments from home. Ideally located near Siesta Key Beach, Siesta Village, and vibrant downtown Sarasota, this exceptional estate combines architectural beauty, modern updates, and an enviable waterfront setting—offering a lifestyle entirely its own.

4205 Higel Avenue, Sarasota

$3,750,000

4 Beds ⋅ 4 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Nestled within the exclusive gated Siesta Key waterfront enclave of Spice Bay, home to just 14 residences, The Somerset by London Bay Homes defines the pinnacle of coastal contemporary luxury with distinctive West Indies architecture. This two-story, four-bedroom estate harmonizes seamlessly with its lush tropical surroundings, offering serene garden views framed by palms and vibrant flowering landscapes. Just a short stroll from the home, a fully equipped, privately assigned dock along Little Sarasota Bay provides effortless boating access, featuring a 14,000-lb boat lift at the pier’s end. View the immersive 3D Interior Tour One. Spanning more than 5,000 square feet of air-conditioned living space, the estate is designed for both elegance and effortless entertainment. Expansive sliding glass walls open the great room to the pool deck and covered outdoor living area. French oak flooring and silver-toned designer lighting unify the interior, connecting the dining room, gourmet kitchen, study, and master suite with a refined, cohesive flow. A hidden entry room—currently housing a Control 4 home automation system—offers the potential for a future elevator while controlling lighting, music, and security throughout the home. Exquisite millwork enhances the interiors, including beadboard, custom built-ins, and architectural beams along the entry stair wall, great room media feature, and gallery leading to the master suite. Floating beams and polished nickel pendant lighting highlight the kitchen and dining area, while a dramatic pyramid ceiling elevates the master bedroom. The study, with its beamed ceiling and pool deck access, opens via double doors for privacy and elegance. The chef’s kitchen is outfitted with Pompeii white mist quartz countertops, a smoked stiletto tile backsplash, an oversized apron-front breakfast bar, and seamless access to the wine room and butler’s pantry. The dining area flows to the alfresco living space, complete with a fully equipped outdoor kitchen and a dedicated full pool bath. Upstairs, a loft and family room are joined by two guest suites and a fourth bedroom, offering private accommodation for visitors which includes a convenient washer dryer closet. The master suite overlooks the pool and outdoor fireplace and features a private sitting area. Its luxurious bath includes emerald quartz dual vanities, a polished nickel chandelier, a beamed ceiling, and a freestanding soaking tub beneath a picture window. Outdoor living is elevated with a motorized retractable screen, covered lounge and dining area, and a custom Bahama blue linear pool with sun shelf, spa, raised glass-tiled wall with bronze scuppers, and built-in planter. A sun deck, waterfall feature, mosquito misting system, and nearby fireplace create a serene, resort-style experience in complete privacy. The award winning white powdery sands Siesta Key beach, restaurants and fun shopping are a short three miles away. Quick access to downtown Sarasota with entertainment, dining and cultural options. Additional amenities include a three-car air-conditioned garage with motorized storage and bike lifts, a 24kW whole-house Generac generator connected to natural gas, fenced in pet exercise area and irrigation supplied by a private on-site well.

1202 Sharswood Lane, Sarasota

$11,975,000

5 Beds ⋅ 8 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Under Construction. Introducing one of Hidden Harbor’s most significant new offerings—a waterfront estate meticulously crafted by Dynan Construction Co. one of Sarasota’s most respected and sought-after luxury builders. Known for their uncompromising standards, Fortified Gold engineering, and elite coastal construction methods, Dynan Construction Co. has earned a prestigious reputation across Florida for delivering residences that marry innovative design with enduring structural integrity. This home represents a rare level of elevated coastal living, where artistry and engineering come together in flawless harmony. This bay front property’s unique footprint extends across to a deep saltwater canal, allowing unobstructed panoramic Bay views while still providing protected harbor docking—an extraordinary combination rarely found in Sarasota. Just beyond the resort-level pool and terraces, a stretch of private white-sand shoreline delivers a true barefoot-beach experience, steps from your outdoor living spaces. Designed for both grand entertaining and effortless everyday living, the home features a full outdoor kitchen, covered dining pavilion, outdoor shower, and an expansive poolscape that blends seamlessly with the surrounding water and sky. Inside, every surface, finish, and detail has been curated to reflect a standard of luxury that defines Sarasota’s elite design culture—custom millwork, designer lighting, elevated stone selections, and a palette inspired by refined coastal sophistication. The estate plan offers 5 bedrooms, a dedicated office, gym with built in Sauna, plus additional wellness/lifestyle spaces, and thoughtful livability throughout. The primary suite is conveniently located on the main level, offering privacy, water views, and immediate access to the outdoor living areas. Two laundry rooms, an elevator, and multiple flexible-use rooms create convenience for multigenerational living, extended guests, or long-term functionality. Car enthusiasts and coastal adventurers will appreciate the 4-car garage plus a golf cart/motorcycle garage, providing exceptional storage and flexibility. Located just minutes from Siesta Key, this home not only offers immediate access to world-renowned beaches but beyond the waterfront lifestyle, the estate is a short drive to Sarasota’s vibrant cultural scene—from performances at the Van Wezel and Sarasota Opera House to exhibitions at The Ringling Museum. A rare convergence of architectural pedigree, luxury construction, and irreplaceable waterfront setting—this Hidden Harbor estate stands as a defining example of elevated coastal living on Florida’s Gulf Coast.

1290 Hidden Harbor Way, Sarasota

$4,900,000

6 Beds ⋅ 7 Baths ⋅ Roberts Point SubDv. ⋅ 34242 Zip Code

Discover waterfront living on the coveted north end of Siesta Key. Set along South Coconut Bay with access to Roberts Bay and the Intracoastal Waterway, this sprawling estate offers exceptional privacy, water views, and over 7,000 square feet of refined living space. Soaring ceilings and walls of glass fill the home with natural light, while the open-concept layout and contemporary design create an ideal setting for both everyday living and entertaining. A cylindrical glass elevator serves as a subtle architectural feature within the home’s modern design. The gourmet kitchen is appointed with custom cabinetry, premium appliances, and Sub-Zero refrigeration, complemented by a built-in coffee system, 140-bottle wine cooler, and an oversized island designed for gathering. Multiple fireplaces add warmth throughout the home, while the private home theater with refreshment bar offers an elevated entertainment experience. Outdoor living includes expansive terraces, an infinity-edge pool and spa, and peaceful bayfront surroundings. The primary suite features a private waterfront terrace, fireplace, sitting area, dual walk-in closets, and morning bar. Built with reinforced concrete construction and Anderson hurricane casement windows, the home blends luxury with durability. Additional highlights include a 10-car garage, gym, office, and generously sized guest accommodations. Meticulously maintained, the home also features a freshly painted exterior. A rare opportunity on one of Siesta Key’s most sought-after streets.

4136 Roberts Point Circle, Sarasota

$4,500,000

6 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Majestic waterfront home nestled in one of Siesta Key's most exclusive neighborhoods. Prime waterfront location with direct access to the inter-coastal (no bridges) and features a 16,000 pound vertical lift and a jet ski lift. This Waterfront home features wraparound decks on multiple levels composed of Brazilian Ipe decking, wood ceilings, a private grill area with a dramatic view up the canal and a resort like swimming pool and spa featuring a rock waterfall and paver patio to fill your sun filled afternoons. Upon entering the home, you will see the amount of detail and craftsmanship that was put into this home. Hand-scraped wood flooring, coffered tongue-n-groove ceilings, huge baseboard and crown molding throughout. Expansive windows let the natural light in and an aquarium glass wall in the kitchen/family room overlooks your lower deck, swimming pool, spa and water view. The home has well over 6000 square feet of living area with the master suite occupying the first-floor level. This home affords 6 bedrooms, 5 full baths, 2 half baths, a private office with built-in cabinetry, 2 wet bars one on each level, 2 laundries with one on each level, a Sports room/ man cave with a built-in entertainment center. Upstairs has 4 bedrooms, two of which are suites, a second family room/playroom, theater/entertainment room which connects to your second level deck. The main level of the home incorporates your kitchen, family room, pantry, wet bar, dining room, private office, master suite and laundry. The kitchen features a huge walk-in pantry with entry door, a huge center island with a granite top, Subzero refrigerator, a Wolf 6 burner/griddle stove, a Wolf warming drawer, a Wolf microwave, 2 drawer Fisher Paykel dishwasher and a second Miele dishwasher for all your entertainment needs. Each level has a wet bar with the lower level having a subzero wine refrigerator and a drink refrigerator and the upstairs level has a Fisher Paykel dishwasher, an ice-maker, microwave, and a refrigerator. For the car enthusiast you have two 2 car garages with separate drives which provides additional parking as well. This spectacular home is hard to match, and you won't be disappointed. The home has an elevation of 15 feet and also has a home generator to provide comfort and a sense of security during any power outages that may occur. Schedule an appointment to see your future home!

5309 Hidden Harbor Road, Sarasota

$4,700,000

4 Beds ⋅ 5 Baths ⋅ Bay Island Shores SubDv. ⋅ 34242 Zip Code

Welcome to Casa Della Fontana — The Fountain House. Nestled on the tranquil north end of Siesta Key, this gated waterfront estate is a blend of seaside serenity, architectural distinction, and lifestyle luxury. Perched on a deep, sailboat-accessible bayou that connects to the Intracoastal Waterway, the almost half acre lot provides generous room for outdoor living, boat docking, and privacy. Built by Magnum Builders, this residence was recently transformed through a multi-year, high-end renovation to blend modern amenities with timeless character. The home is engineered with concrete footings, steel pilings, and reinforced concrete/rebar, designed for storm resilience. A Spanish barrel tile roof (2024), hurricane-rated garage doors and a whole-house generator round out the safety and durability features. This residence spans 6,827? square feet of air-conditioned living space offering 4 bedrooms, 4 full baths, and 1 half bath. At the heart of the home is the great room, soaring to 20-foot ceilings, commanding sweeping water views, and anchored by a two-story library wall. A gallery and loft overlook the formal dining space, and elegant iron railings and hand-hewn wood trestles bring an artisanal, Old World feel. A hidden wood-paneled staircase adds a dramatic, secretive touch. The gourmet kitchen is outfitted with Wolf, Sub-Zero, and Miele appliances, quartzite countertops, a coffered ceiling, a waterfront breakfast nook, and a walk-in pantry. Hand-hewn beams extend throughout the kitchen and lanai, harmonizing the interior and exterior aesthetic. The primary suite is a sanctuary: two private balconies, dual bathrooms, a central walk-in shower with dual entry, and twin walk-in closets. The guest wing, with three bedrooms and three baths, provides privacy and independent access to the driveway. Additional interior amenities include a media/game room, office/library, elevator, high ceilings, built-in features, central vacuum, and smart home automation. Designed for entertaining and coastal living, the property features a heated/in-ground gunite pool with spa, a sizable lanai with kitchen and multiple alfresco seating areas. For boating enthusiasts, the dock features three lifts and docking for large vessels. Living here means effortless access to both island leisure and Sarasota urban life. You’re just minutes from Siesta Beach’s famed white sand, Siesta Key Village’s shops and restaurants, and the art, culture, dining, and amenities of downtown Sarasota. The home’s deep-water location makes boat outings to the Gulf a delight. Casa Della Fontana is more than a house — it’s a waterfront masterpiece built for those who demand beauty, durability, and lifestyle in equal measure. With its structural reinforcements, state-of-the-art systems, and sophisticated design, it offers both peace of mind and the romance of island water front living.

749 Freeling Drive, Sarasota

$10,500,000

5 Beds ⋅ 7 Baths ⋅ Sandy Hook SubDv. ⋅ 34242 Zip Code

Welcome to this extraordinary Gulf-front estate located in one of Siesta Key’s most exclusive enclaves. Situated on a full acre in the private Sandy Hook community, this fully renovated, turnkey residence offers over 5,000 square feet of refined living space and more than 3,000 square feet of covered outdoor areas, all just a short stroll from Siesta Key Village and with direct access to a private community beach. Inside, the layout features five en-suite bedrooms, two powder baths, a dedicated office, and a three-car garage with beach cruisers and kayaks included. Floor-to-ceiling Andersen impact windows frame panoramic Gulf views, while rich finishes like Sapele mahogany siding, IPE hardwood decking, and a custom Pecky Cypress entertainment system reflect the home’s elevated craftsmanship. The chef’s kitchen is a showpiece, centered around a Labradorite Lumarian Blue granite island imported from Brazil, with Wolf, Miele, and Sub-Zero appliances throughout. The spa-inspired primary suite includes a waterfall feature wall, dual curbless shower, lighted soaking tub, and Toto smart toilets. A private elevator and full smart-home system ensure ease and efficiency. Outdoor living is exceptional, with a heated saltwater pool and Jacuzzi, a fully equipped summer kitchen, a covered outdoor living room with fireplace and TV, a poolside theater with dual fireplaces and TVs, and a sunset-facing gas fire pit. The professionally designed $1M+ tropical landscape includes advanced mosquito-misting and irrigation systems for effortless maintenance. With direct access to a private, resident-only beach and an ideal location just minutes from restaurants, shopping, and entertainment, this one-of-a-kind estate offers a rare opportunity to experience the best of coastal living on Siesta Key. Designed for elevated living and effortless enjoyment, 26 Sandy Hook Road S is more than a home—it is a fully realized Gulf-front sanctuary.

26 Sandy Hook Road N, Sarasota

$7,200,000

5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

A truly exceptional waterfront retreat in one of Sarasota’s most coveted enclaves—Cedar Park Circle on North Siesta Key—this gated and private estate offers over 220 feet of prime bayfront with panoramic views of Cocoanut Bayou and Roberts Bay. Residents enjoy unrivaled boating access to the Gulf of Mexico and exclusive private deeded beach access. Spanning over 10,600 total square feet, including 6,500 square feet under air, this architectural masterpiece features 5 bedrooms, 5.5 bathrooms, and thoughtfully designed spaces across multiple expansive levels with an optional elevator if desired. Soaring ceilings, timeless finishes, and seamless indoor-outdoor living define the home’s coastal elegance. From the welcoming arbored front patio to the impressive wood-and-iron entry, every detail invites you in. Inside, the main living areas are designed for both comfort and grandeur. The foyer/sitting room opens to sweeping pool and bay views, while the massive great room impresses with an oversized stone gas fireplace, beamed ceilings, chandeliers, French doors, and a spacious dining area with custom built-ins. Around the corner, the newly renovated gourmet kitchen and den provide the perfect blend of everyday luxury and effortless entertaining. Here, you’ll find white-on-white custom cabinetry, quartz countertops, an 8-burner Wolf gas cooktop, dual SubZero refrigerator/freezers, a built-in Miele coffee system, and discreetly integrated conveniences like a second dishwasher and refrigerator. The adjoining den and breakfast nook boast tranquil water views, making this space an ideal private retreat. For the boating enthusiast, the property offers 150 feet of dockage, a 20,000-lb boat lift, two jet ski lifts, and a deep-water cut-in dock accommodating a 50’ vessel. After a day on the water, unwind on the expansive travertine-tiled back terrace with its teak summer kitchen, fire pit, multiple lounging and dining areas, and a saltwater infinity pool—all overlooking the bay. Hurricane-impact windows and doors, along with a new Dam Easy flood barrier, provide peace of mind. Private quarters are equally impressive. The luxurious master wing features his-and-her baths and closets, a dedicated exercise room or home office, and an outdoor tiled balcony—combining convenience, privacy, and resort-like amenities. On the opposite side of the home, three spacious guest suites each offer private balconies and baths. The ground floor grotto/media room with a full bar, wine room, steam bath, fifth bedroom, and two outdoor patios creates the ultimate guest haven. Additional features include dual laundry rooms (one on each wing), an oversized two-car garage with built-in storage, additional parking within the compound, and under-house storage. Designer landscape lighting, a four-zone heating/cooling system, and meticulous craftsmanship throughout ensure this residence is as functional as it is beautiful. This is a once-in-a-lifetime opportunity to own a one-of-a-kind sanctuary where private beach access, world-class boating, and timeless coastal luxury come together seamlessly at Cocoanut Bayou’s exclusive waterfront enclave.

265 Cedar Park Circle, Sarasota

$14,500,000

6 Beds ⋅ 9 Baths ⋅ South Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

Private Island, Gated Home, Private access to deeded beach! Experience the epitome of exclusivity with unheard of waterfront views, unmatched privacy, and breathtaking, expansive vistas from your own private island retreat. Tucked away on a private island in Siesta Key’s South Cocoanut Bayou, this Tuscan-inspired estate feels like it’s been plucked from the pages of a storybook. The estate at 4315 Mangrove Place features a Tuscan-inspired central courtyard with over 4000 sq ft designed as the heart of the home. It is a grand, open-air courtyard enclosed by both the main residence and the guest villa, connected via an elegant, covered breezeway. The main residence offers soaring ceilings, intricate millwork, and expansive living spaces ideal for entertaining or quiet coastal living. A gourmet chef’s kitchen, formal dining room, library, owner ensuite located on the main level with his & hers walking closets and bathrooms, and custom home theater create a balanced blend of function and indulgence, Elevator in main residence & private elevator in guest house. Connected by a covered breezeway, the guest villa features its own living quarters, private elevator, one bedroom, full bathroom, living room and full kitchen—perfect for multigenerational living or extended guests. With six bedrooms, nine baths, a three-car garage, and an ambiance that feels like a timeless escape, this estate is more than a home—it's a legacy, a retreat, a living Castle fairytale. Outdoors, a resort-style pool and spa, and lush tropical landscaping create a serene oasis, while a private deep-water dock provides direct access to the Intracoastal and Gulf with no fixed bridges. Eligible to membership to private beach.

4315 Mangrove Place, Sarasota

$3,800,000

8 Beds ⋅ 8 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

SIESTA KEY INVESTMENT PROPERTY. Great location! Welcome to the Wildflower. Just steps from the #1 Beach in USA. Nestled within a tropical oasis, this charming 8 plex 4 ground level units and 4 second level units, with 8 parking spaces offers a unique blend of comfort and natural beauty. Surrounded by vibrant tropical flora, enter the common area courtyard centered around a sparkling heated pool, perfect for relaxing after a day at the beach. The courtyard backdrop includes a standing waterfall that offers the tranquil sounds of nature. A very unique detail to any outdoor living space. Adjacent from the pool are two screened communal areas. A game room, with tv, ping pong table, pool table, arcade & washer/dryers and restroom with shower. The second lanai has a sectional sitting area with tv, fire pit and sauna. Plenty of beach and pool accessories, noodles, rafts, beach chairs, carts, etc,. for guests to enjoy. There is also a dock, across the street that is included with the sale of the property. Ideal for kayak launching or fishing. The canal leads to the Siesta Key Grand Canal. The interiors are adorned with NEW modern finishes, appliances, and furnishings. Interior spaces can be combined by interior door. Each room has been eloquently decorated with a coastal theme. Guests can take leisurely strolls to Siesta Key Village shops, restaurants and entertainment. The free trolley stop is also around the corner. This turnkey property is in like NEW CONDITION and is the perfect investment opportunity. Schedule your showing to see this amazing slice of paradise.

544 Canal Road, Sarasota

$2,650,000

4 Beds ⋅ 5 Baths ⋅ Harmony Sub SubDv. ⋅ 34242 Zip Code

Elevated Living. Expanded Luxury. Move-In Ready. More space. More land. More peace of mind — and better value than new construction. This rare Siesta Key estate offers twice the living space and double the lot size of typical new construction homes on the Key, while sitting high and dry on an above-flood-level lot. No construction delays. No compromises. Designer Waterfront Living on Treasure Boat Way – Rare Value Meets Lasting Style Modern Waterfront Estate on Siesta Key | 512 Treasure Boat Way Perfectly situated on a spacious .44-acre corner lot in one of Siesta Key’s most sought-after boating communities, this fully renovated modern estate offers over 5,000 square feet of sophisticated living. With 4 bedrooms, 4.5 bathrooms, and a dedicated media room, the layout is both functional and refined. Enjoy deep-water dockage on a wide canal and direct access to Sarasota Bay—ideal for boaters looking to explore the Gulf of Mexico with ease. The home’s high flood elevation and no history of flooding provide peace of mind and lower insurance premiums, adding even more value to this exceptional property. Inside, dramatic design meets everyday comfort. Step through the doors to find soaring ceilings, a custom open-tread staircase with walnut treads, and a striking stone feature wall. Walls of glass flood the interiors with natural light, highlighting European porcelain flooring, designer lighting, and a double-sided fireplace that anchors the open living spaces. The gourmet kitchen is a showstopper—designed for both entertaining and daily living—outfitted with quartz countertops, flat-panel cabinetry, floating shelves, and a full suite of premium appliances. The luxurious primary suite includes private pool access and a spa-inspired bathroom with a freestanding soaking tub, dual vanities, and bespoke tilework. The dedicated media room features sliding glass doors that open to a private courtyard, offering a quiet, flexible space ideal for movie nights or casual relaxation. Treasure Boat Way has been thoughtfully renovated to preserve its original mid-century style while modernizing with sleek industrial touches. The result is a home that is sophisticated, private, and relaxing. Outside, tropical landscaping and an expansive backyard set the tone for true waterfront living. Multiple lounge areas and seamless indoor-outdoor flow make this a perfect setting for entertaining or unwinding, with captivating water views from nearly every room. Whether you’re searching for a primary residence, a vacation retreat, or an income-generating investment, 512 Treasure Boat Way checks every box—offering modern updates, premium waterfront access, and a short stroll to Siesta Key Village and Siesta Beach. This property offers strong appeal for both investors and owner-occupants. With excellent potential for short-term rental income and a layout designed for comfort and privacy, it’s equally suited for generating revenue or providing a welcoming home for a family. Schedule your private showing today to experience the pinnacle of luxury waterfront living. **No flood damage**

512 Treasure Boat Way, Sarasota

$5,685,000

5 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.

5132 Jungle Plum Road, Sarasota

$7,454,237

4 Beds ⋅ 6 Baths ⋅ Mira Mar Sub SubDv. ⋅ 34242 Zip Code

Welcome to one of the most impeccably reimagined residences at 8155 Midnight Pass on the quiet southern end of Siesta Key — a breathtaking bayside coastal estate that artfully blends modern innovation with timeless design. Set on nearly an acre of prime waterfront with 154 feet of shoreline, this gated property offers just under 7,500 square feet of luxurious living area with more than 9,200 total square feet of combined living and entertaining space, recently transformed through a full-scale two-year architectural renovation by Braidenview Architects and Christner Brothers — winners of the 2024 Aurora Grand Award for Best Renovated Home. From the moment you arrive at the gated motor court, you’ll be struck by the serenity of the grand live oaks, artistically designed landscaping, and elegant curb appeal. Inside, the home, with classical proportions, opens to soaring ceilings, DuChateau European oak flooring, and thoughtful details at every turn — from custom cabinetry and designer lighting to Euro-Wall sliders and state-of-the-art automation by Coastal Smart Homes. The heart of the home features multiple expansive living areas, all with views of Little Sarasota Bay and the Intracoastal Waterway from nearly every room, a show-stopping kitchen outfitted with Wolf and Sub-Zero appliances, double islands, and a butler’s pantry make for effortless entertaining. With four bedrooms, 2 of which offer additional sleeping areas in the suites, six baths, a private gym, a large office with two separate workspaces, a sewing/project room, and bespoke closets throughout — every space is both beautiful and functional. Step outside to enjoy a reimagined resort-style pool and new spa, Brazilian IPE decking, and multiple areas to savor sunsets over the Intracoastal Waterway. For boating enthusiasts, there is an impressive 200-foot dock with lift to accommodate a 25’ vessel plus an additional mooring area. Whether hosting a family celebration or simply savoring the coastal breeze, this property is designed for making lasting memories. Plus you are minutes from Siesta Key beach when you want to take a walk and put your toes in the famed quartz-sand as you watch the sun disappear into the horizon. With Sarasota’s vibrant cultural offerings, shopping and dining just moments away, you are all set to enjoy every imaginable amenity for an impressive lifestyle.

8155 Midnight Pass Road, Sarasota

$16,000,000

5 Beds ⋅ 5 Baths ⋅ White Beach Fruit Co Property SubDv. ⋅ 34242 Zip Code

Newly completed Gulf-front coastal contemporary home on prestigious Siesta Key by Murray Homes. This 5BR/5BA/1HB residence offers approx. 5,500 sq. ft. of living space plus 2,600 sq. ft. of recreational non-conforming space. Features include a gourmet kitchen with large island, walk-in pantry, wine refrigerator, and built-in coffee system, opening to a spacious great room with fireplace. Smart home technology, high-end lighting, and whole-house generator. Outdoor living includes Gulf-front pool and spa with beach shelf, expansive deck, summer kitchen, fireplace, and lounge areas. Upstairs lounge with vaulted wood ceilings and beverage refrigerator, plus 4 en-suite bedrooms, many with Gulf views. Primary suite with soaking tub, oversized shower, and dual vanities. Private beach on a secluded street with panoramic Gulf views. 4-car garage plus golf cart/kayak garage

7324 Point Of Rocks Road, Sarasota

$4,000,000

6 Beds ⋅ 6 Baths ⋅ Siesta Plat SubDv. ⋅ 34242 Zip Code

Sold data purposes only.

4045 Shell Road, Sarasota

$2,900,000

3 Beds ⋅ 4 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Stunning Waterfront Home on Siesta Key with Spectacular Bayou and Bay Views. Welcome to this exceptional waterfront property located on the serene and sought-after Siesta Key. Situated on a quiet dead-end street, this gorgeous home offers breathtaking views of the bayou and open bay, along with direct access to protected sailboat waters, just 100 yards from the open bay. With a 16,000lb boat lift, you'll have the perfect setup for boating enthusiasts. This expansive residence boasts 3,400 square feet of luxurious living space upstairs and an additional 2,000 square feet of air-conditioned space downstairs (currently used as storage). Built with concrete block construction and impact windows, this home offers both durability and peace of mind. Step inside to discover a spacious, open-concept living area featuring beautiful real wood floors throughout. The gourmet kitchen is a chef's dream, equipped with an 8-burner gas range, double ovens, and top-of-the-line appliances. Perfect for entertaining, the kitchen flows into the living and dining areas, all of which offer panoramic water views. The oversized primary suite is a true retreat, offering ample space, stunning views, and a spa-like ensuite bathroom. A private den/office provides a quiet place for work or relaxation. The home also includes vaulted, beamed ceilings that add character and elevate the airy feel of the living spaces. Enjoy the Florida lifestyle with your own outdoor oasis, featuring a heated saltwater pool and spa, ideal for year-round enjoyment. The upstairs front balcony provides a perfect spot to unwind and take in the spectacular sunsets over the water. With an elevator for added convenience and tons of storage throughout, this home combines functionality with luxury. Located just minutes from Siesta Village and the world-famous Siesta Beach, you'll have access to vibrant local dining, shopping, and the best sandy shores on the Gulf Coast. Don’t miss the opportunity to own this incredible waterfront property on Siesta Key, where every detail has been thoughtfully designed for comfort, style, and waterfront living at its finest.

875 Siesta Key Circle, Sarasota

$6,600,000

4 Beds ⋅ 5 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

* Pending. Accepting backup offers.* Nestled along the pristine northern shores of Siesta Key, this magnificent three-story waterfront retreat redefines coastal luxury and exclusivity. The home features 10,600 sq ft under roof with approximately 5,500sq ft under air. This exceptional home is crafted for grand entertaining and effortless relaxation. While Siesta Beach and Village are just minutes away by golf cart, the gated personal estate ensures total privacy, creating a secluded paradise where the rhythm of the waves and the beauty of the Gulf serve as the ultimate backdrop. As you approach, a sprawling driveway and state-of-the-art security gates provide both exclusivity and convenience, granting access to a four-car garage, perfect for luxury vehicles, watercraft, or additional storage. Stepping inside, you’re greeted by a grand entrance with a 34-foot-high foyer. Up the stairs you will find walls of glass showcasing unobstructed Gulf panoramas. Expansive retractable glass doors erase the line between indoors and out, immersing you in the stunning coastal setting from the moment you arrive. Descending to the main living level, a chef’s dream kitchen awaits, masterfully designed with thick quartz countertops, a spacious center island, and a custom eight-seat breakfast bar. Flowing seamlessly into sun-drenched living and dining areas, this space is enhanced by towering 12-foot ceilings, creating an atmosphere of grandeur and warmth. A hidden bonus room unveils a fully equipped outdoor kitchen and entertainment lounge, offering a seamless transition to alfresco dining and unforgettable gatherings under the stars. The upper levels of the home are dedicated to rest and rejuvenation, with four private bedroom suites, each offering breathtaking Gulf views, intimate balconies, and spa-inspired en-suite baths. The primary suite, a haven of tranquility, boasts 270-degree water views, expansive lounging terraces, and a marble-clad spa bath, designed to capture the essence of relaxation and indulgence. Beyond the home’s elegant interiors lies a spectacular tropical oasis. Designed by the renowned Lucas Lagoons, the lagoon-style pool and spa feature a cascading waterfall, offering the ultimate retreat for relaxation. A meandering stone pathway winds through the gorgeous landscape, passing a serene saltwater tidal pond, leading to a two-story Tiki retreat, an idyllic setting for sunset cocktails and ocean breezes. At the edge of the property, a Gulf-front fire pit, nestled into the immaculate white sands, invites you to unwind as the sky transforms into a breathtaking masterpiece of colors. Whether envisioned as a luxurious primary residence or an exceptional coastal retreat, this one-of-a-kind Gulf-front estate offers an unparalleled blend of seclusion, sophistication, and effortless luxury. With unrivaled beach frontage and panoramic water views, this property is more than just a home—it is a rare opportunity to own a true piece of paradise on one of the most coveted stretches of Siesta Key. This listing does not include the lot at 0 Solymar Dr. MLS number (A4642147). Creative Seller Financing Available!

3935 N Shell Road, Sarasota

$7,825,000

5 Beds ⋅ 6 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

EXQUISITE HOME. "Every detail considered" WHERE SARASOTA BAY MEETS THE GULF OF MEXICO. NORTH SIESTA KEY. Do not miss this unparalleled opportunity to own an exquisite waterfront home, where luxury, location, and breathtaking views combine to create the ultimate island sanctuary. This timeless residence, nestled on Big Pass at the entrance to the Gulf of Mexico, promises an exceptional lifestyle. The main home was untouched by hurricane waters, with only minimal cleanup needed in the non-conforming space. After the recent hurricanes, no water intrusion has been noted, underscoring the home’s robust construction. The sellers have invested in a brand-new tile roof, ensuring long-term value and peace of mind—even though the existing roof had years of life left. Elegantly appointed, this home offers an effortless transition for new owners, allowing immediate enjoyment. Located on the coveted north end of Siesta Key, the home provides unrivaled beach access and sweeping views of the Gulf of Mexico and Big Pass. Whether it's spectacular sunrises, sunsets, or the tranquility of island living, this residence is a true escape. Siesta Key has been recognized as the number one beach in the United States multiple times by Dr. Beach. The soft white sand is made almost exclusively of pure quartz, which remains cool on the feet even when baked in the Florida sun. Step inside to experience the grandeur of this architectural masterpiece by a well-renowned architect. The open-concept living space flows seamlessly, with soaring ceilings and floor-to-ceiling impact windows framing panoramic, 180-degree views of the sparkling waters. A private elevator transports you between levels, adding both convenience and sophistication. The gourmet/chef's kitchen, equipped with high-end appliances (Wolf, Miele, etc.), sets the stage for both intimate meals and grand entertaining. This home’s five spacious en-suite bedrooms, provide luxurious comfort and privacy. Designed for light and air, every room offers stunning vistas, creating an inviting and serene atmosphere. The property has undergone over $3 million in upgrades since 2020, ensuring that every detail is perfect. From Italian plaster and book-matched Calcutta Gold marble to custom wood floors and a bespoke Clive Christian kitchen, the Kohler natural gas generator supplies the entire home, three fireplaces, an elevator, a central vacuum, and 2 Tesla car chargers, no expense has been spared. Furnishing may be purchased separately. Smart home features include Lutron lighting, an integrated security system, and commercial-grade Wi-Fi in every room, ensuring modern convenience at your fingertips. Additional amenities include a four-car garage, a 40x20 pool and spa, a custom walnut library, a cellular gate call box, Seura TV mirrors in the primary and in the second primary suite, with elevator access, and motorized window blinds complete this extraordinary residence. This is a rare opportunity to own a once-in-a-lifetime waterfront home on Siesta Key. With its unparalleled location, stunning design, and luxury upgrades, this residence epitomizes elevated island living. Don’t miss the chance to call this exceptional residence HOME.

3500 Bayou Louise Lane, Sarasota

$2,600,000

4 Beds ⋅ 6 Baths ⋅ North Harbor Sub SubDv. ⋅ 34242 Zip Code

This splendid waterfront retreat on Siesta Key offers the ideal blend of luxury, comfort and coastal charm. In an enviable location known for world-renowned beaches and vibrant island living, this gracious two-story home features four bedrooms, four full baths and two half baths, creating an oasis for discerning buyers. The home showcases breathtaking views of the Intracoastal Waterway and bay from nearly every room thanks to expansive sliding glass doors that allow for seamless indoor-outdoor living. Upon entry, the grand foyer opens to a spacious great room overlooking the heated pool and marble-tiled deck. The first floor includes a large family room with a wet bar, a pool bath, and a versatile office space that could easily serve as a fourth bedroom with an en-suite bath. A convenient full bath and laundry room near the pool add practicality to the thoughtful design. The second-floor primary suite is a tranquil retreat, complete with an en-suite bath featuring a jetted soaking tub, a separate sitting room and access to a private deck. Enjoy sunrise views, coastal breezes and serene moments while overlooking the water. A split bedroom plan ensures privacy for guests, with two additional en-suite bedrooms on the second level. The upper living room, featuring a marble-surround wood-burning fireplace, and the formal dining room add elegance and comfort to the home. The eat-in kitchen opens to an upper deck, ideal for alfresco dining with picturesque water views. Outdoor living is a highlight, with a private dock on a protected lagoon with direct access to Roberts Bay, the Intracoastal Waterway and Gulf of Mexico. The fenced yard, heated pool and spacious pool deck are ideal for entertaining or simply enjoying the serene surroundings. Close to Siesta Beach and the Village, this home also offers convenient access to downtown Sarasota's fine dining, shopping, art galleries and cultural venues. This is coastal living at its finest, luxury, convenience and charm all in one exceptional property.

1358 Roberts Bay Lane, Sarasota

$10,350,000

5 Beds ⋅ 8 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

A True Island Estate…This picture perfect home is located in The Exclusive Cocoanut Bayou neighborhood. An intimate community with estate sized parcels, deep water docks, canopy lined streets and even a gated private beach. This home was redesigned by Clifford Schultz and could be featured in House Beautiful. The gated parcel is almost 2/3 of an acre, complete with mature tropical landscaping. The home features an oversized Chicago brick motor court with a 3 car side entry garage. The custom wood detailing throughout includes mahogany entry doors, crown moldings, cased impact windows, shiplap ceilings, wainscoting, custom built-ins and more. A gourmet kitchen with Campbell Custom Cabinetry featuring a butler’s pantry, a beverage station, Wolf appliances and an entertaining island complete with additional seating. The main house has a foyer gallery wall, soaring ceilings, picture perfect views, a Holiday sized living room, a coveted great room, a morning room, a private office, as well as a spectacular Owner’s suite…. all located on the first living level. The owner’s suite has a large sitting area, a spa inspired bathroom and 2 walk-in closets. The second floor has a hobby room, 3 ensuites and a flex room. The guest house above the garage has a kitchenette, a great room and an ensuite with private entrance in close proximity to the main home. The outdoor veranda is complete with kitchen, dining and living areas. The mesmerizing views of the Bayou are ever changing, a kaleidoscope of nature … you will see dolphin, manatee, area fish and seabirds, mangroves and much more. A resort style pool with travertine pavers, a separate spa, a large garden, and 2 boat docks complete this waterfront lifestyle. Cocoanut Bayou is minutes to Siesta village for shopping, dining and Siesta’s world-famous beach. You are close to downtown Sarasota which is known for its cultural significance. The opera, orchestra, ballet, symphony, performing arts center, art galleries are all at your disposal. Shop, dine or just enjoy the city that embraces it all. Sarasota County really has something for everyone. Selby Botanical Gardens, Mote Marine Aquarium, several nature parks, bike trails, water sports, Polo, sport venues, multiple Universities and the list goes on. Don’t wait to discover this unique opportunity … It will not last long.

241 Cedar Park Circle, Sarasota

$5,000,000

4 Beds ⋅ 5 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

$1 million price reduction! Welcome to Casa Bianca, a spectacular Siesta Key bayfront estate offering breathtaking views and deepwater boating minutes to the Gulf of Mexico and Sarasota Bay. This is a rare opportunity to own one of the most iconic properties in Sarasota with positioned on Big Pass. Nestled behind a privacy wall and surrounded by spectacular, colorful gardens, this waterfront oasis offers a serene retreat. By day and night, savor the stunning skyline views of the Ringling Bridge, Bird Key, Lido Key, and downtown Sarasota across the bay. This 18,250-square-foot property is located on Bay Island, the gateway to Siesta Key, on one of Sarasota's most coveted streets. The first living level is elevated nearly 18 feet; the residence boasts panoramic water views from nearly every room. The spacious, open floor plan features soaring ceilings, seamlessly flowing from the bayfront gathering area to the kitchen, dining room, and family room. Entertain guests in style with a full custom bar. The private office is equipped with a desk and built-ins, perfect for the busy executive working from home. Large, covered terraces on two levels provide ideal spaces for entertaining, dining al fresco, or relaxing. Marble floors and custom railings enhance the luxurious ambiance of this special residence. Access the upper level via a gracious staircase or the three-stop elevator to the expansive primary suite, offering breathtaking views, a dressing room, and a sumptuous bath. Three additional bedroom suites with full baths ensure privacy for overnight guests. The expansive pool area epitomizes outdoor living. Quick, deepwater access to the Gulf of Mexico and Sarasota Bay. The 1,100-square-foot garage provides abundant space for vehicles and storage. The property offers endless opportunities for connecting with nature through boating, paddle boarding, snorkeling, windsurfing, and fishing, all from your private oasis. Discover dolphins, manatees, and an array of fish and waterfowl. In the evening, savor colorful sunsets and sparkling views of downtown Sarasota, Lido Key, and Bird Key. Arguably one of the best locations on the island and in all of Sarasota, this highly desirable North Siesta Key location is minutes away from the world-famous powdery white sands of Siesta Key Beach and the crystal azure waters of Siesta Key. The quaint shops and alfresco dining spots of Siesta Village are just minutes away, while the vibrant allure of downtown Sarasota is just across the north bridge. Considered the cultural gem of Florida’s west coast, Sarasota offers abundant urban, cultural, and social activities, including fine dining, a world-renowned art museum, galleries, ballet, symphony, opera, theater, and numerous charitable events. Convenient to Sarasota Bradenton International Airport, private aviation, and multiple golf courses, with easy access to Tampa, Naples, and Miami, Casa Bianca represents the epitome of luxury waterfront living. The dock shown in photos was damaged in hurricane Milton and will not be replaced.

931 Norsota Way, Sarasota

$7,950,000

4 Beds ⋅ 5 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Experience luxury living at its finest in this breathtaking one-of-a-kind new construction condominium nestled directly on the pristine shores of world famous Siesta Beach. Spanning over 6200 square feet, this exclusive residence offers unparalleled opulence and panoramic views of the azure waters and fiery sunsets. Elegance meets convenience with a private elevator whisking you to your sanctuary above. Park your collection of vehicles effortlessly in the expansive 4-car garage before ascending to your private oasis. Step out onto expansive covered balconies to savor the sea breeze and soak in the mesmerizing vistas. Entertain with flair in the rooftop pool area, complete with a firepit for cozy gatherings under the stars. Your own private beach cabana beckons for tranquil moments by the water's edge, while the gated entrance ensures utmost privacy and security. Indulge in the ultimate relaxation within the heart of Siesta Village, where world-class dining and boutique shopping await a mere two blocks away. Retreat to the comfort of your home office or unwind in the bonus/game room after hosting guests in one of the three en suite guest bedrooms, each offering unparalleled comfort and privacy. Luxuriate in the gulf-front master suite, adorned with ceiling-to-floor windows framing the endless ocean vistas. This is a rare opportunity to own a slice of paradise on iconic Siesta Key, where every amenity and indulgence awaits at your doorstep.

84 Avenida Veneccia Unit 202 & 203, Sarasota

$8,100,000

4 Beds ⋅ 7 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code

Nestled within the coveted north end of Siesta Key, this extraordinary residence boasts a blend of modern & contemporary elegance. Situated on an expansive lot spanning approximately 0.45 acres along the scenic Roberts Point Rd, the home welcomes you through private gates into your own secluded sanctuary. Possessing a spacious driveway with garages accommodating up to 7 vehicles (5-car garage with 2 car lifts), the magnificence of this home is evident from the moment you arrive. Embellished with lavish landscaping & showcasing a grand entrance featuring a striking 6-foot by 12-foot pivotal door, this home sets a tone of unparalleled luxury. Step inside to discover a blend of state-of-the-art technology and top-of-the-line kitchen appliances catering to the discerning chef & family alike. Enjoy breathtaking views of Nettie Bayou, providing access to exceptional boating waters and direct routes to Sarasota Bay and the Gulf of Mexico. Conveniently located near renowned beaches such as Siesta Key Beach, Lido Beach & the Venice jetty - this luxurious residence ensures easy access to waterfront bliss. Designed by DSDG (Mark Sultana) Architects, the open-concept layout on the main floor seamlessly integrates the kitchen, dining area, family room, movie room, butler's pantry, additional pantry with a refrigerator, office, & half bath. Expansive sliders extend the living space to an outdoor oasis featuring a kitchen, fire pit, & dining area with electric roll-down screened enclosures & a pool bath for ultimate comfort. The stunning pool/spa area, enhanced with fire bowls offering a perfect retreat for relaxation & entertainment. Ascending to the mid-level you will discover a private guest room with an en suite & a private office/yoga room. Continue to the upper floor, where the sprawling primary suite awaits, featuring his & her spacious walk-in closets, a coffee bar, and a luxurious master bathroom with a water room. Spectacular water views & a large private balcony enhance the allure of the primary suite, while the second & third bedrooms on this level offer equally stunning views, spacious accommodations, en suite and privacy. Convenience is key with a laundry room located on the upper floor, equipped with all the amenities for storage & washing. An additional bonus area/gym on the garage level offers panoramic views of the car lifts and vehicles, enclosed with glass & featuring a half bath & mini split a/c unit. The home is equipped with an elevator & a 60k Generac generator with a 1,000 gallon propane tank to run the entire home down to landscape lightning through any power outage with ease & comfort. The home is adorned with exquisite lighting fixtures throughout, with a beautifully designed wine area greeting you upon entry. Additional enclosures ensure privacy & security for the side & backyard areas. A 16,000lb boat lift with a dock adds to the beauty, inviting you to bring your boat & explore the waters at your leisure. Enjoy leisurely walks through the serene neighborhood, with minimal traffic and panoramic water views. Shell Beach, just a short distance across Higel Ave, offers a peaceful escape with its pristine pure white sand & lovely sunsets. Experience the charm of the village with its exceptional restaurants, shops, & the renowned Siesta Key Beach, easily accessible by golf cart, bicycle, or car. We eagerly await the opportunity to introduce you to this extraordinary home & help you make it your own. Turnkey is an option! Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

3960 Roberts Point Road, Sarasota

$8,100,000

5 Beds ⋅ 7 Baths ⋅ Point Crisp SubDv. ⋅ 34242 Zip Code

Experience elegance and waterfront luxury at 1321 Point Crisp Rd, Sarasota, FL – an exquisite 5-bedroom, 6.5-bathroom, 1.35 acre estate that harmoniously blends sophistication with the natural beauty including a beautiful garden on Sarasota Bay. Nestled on the prestigious Point Crisp enclave, this home spans over 6,572 sqft of opulent living space, offering panoramic bay views that encapsulate the essence of Florida’s coastal living. As you approach this magnificent home, the expanded paver driveway leads to a commodious 4-car garage, setting a regal tone. The entrance unveils a grand foyer graced with travertine tile, inviting you into a realm where every detail is meticulously crafted to perfection. The essence of luxury is palpable throughout, from the crown molding and tray ceilings that add depth and character to each room, to the farmhouse sink and breakfast bar that complement the bespoke kitchen. Equipped with a Viking gas cook-top and under-cabinet lighting, culinary adventures await. The kitchen unifies form and function with a custom wine room and wet bar, enhancing the home’s entertainment capabilities. Immerse yourself in the panoramic bay views from the great room, where wood-burning fireplace warmth meets cathedral ceilings grandeur, creating an ambience that is both majestic and inviting. The living room captivates with full open sliders, seamlessly blending indoor opulence with the tranquility of the outdoor patio. Here, overlooking the heated saltwater pool, luxury meets leisure in a setting that boasts rare yard space and a private dock with an electric boat lift. Each of the estate’s five bedrooms comes with its own en suite, ensuring privacy and comfort for family and guests alike. The primary bedroom is a haven of tranquility, offering enchanting bay views and outdoor living space that beckons for mornings spent in serenity. The luxury en suite bathroom, complete with a soaking tub, expanded shower, and double vanity, serves as a private spa for relaxation and rejuvenation. Not to be overlooked, the media room, equipped with surround sound, offers an immersive experience for movie nights and gatherings. Additionally, the home boasts office spaces on both the first and second floors, accommodating the needs of those who work from home or require a quiet study. Its strategic location not only presents breathtaking vistas but also places you within proximity to Sarasota’s renowned dining, shopping, and cultural offerings. The embodiment of luxury and leisure, this property promises a lifestyle that is both sumptuous and serene. This home is more than just a residence; it is a masterpiece of design and craftsmanship that offers an unparalleled lifestyle. With its rare yard space, in addition to the heated saltwater pool and private dock with an electric boat lift, leisure and luxury converge in an exquisite waterscape setting. Whether you are hosting gatherings, enjoying quiet moments by the pool, or setting sail from your private dock, this estate caters to every aspect of upscale living. In summary, 1321 Point Crisp Rd stands as a testament to luxury waterfront living. With panoramic bay views, high-value interior and exterior characteristics, and unparalleled amenities, this property is truly a rare gem in Sarasota’s prestigious landscape. Do not miss the opportunity to own this pinnacle of waterfront luxury.

1321 Point Crisp Road, Sarasota

$14,995,000

6 Beds ⋅ 9 Baths ⋅ Fidder Bayou SubDv. ⋅ 34242 Zip Code

Welcome to Chateau du Soleil, "Castle of the Sun", evoking visions of radiant warmth and timeless beauty - the epitome of Gulf-front living on the west coast of Florida. Nestled along the coveted northern end of world-renowned Siesta Key, this exceptional beachfront estate offers the perfect blend of tranquility and convenience, where casual elegance meets refined luxury. As you pass through the walled and gated entry, a sense of serenity envelops you, transporting you up the meandering drive to your own private oasis. Yet, despite its secluded feel, you're just minutes away from the seaside charm of Siesta Key Village and a short drive to downtown Sarasota. Set on a sprawling 1.6-acre compound, Chateau du Soleil boasts access to a private sugar sand beach, inviting you to bask in the sun or take leisurely strolls tourist-free along the shore. Lush landscaping surrounds the property, creating a verdant backdrop for your secure coastal retreat. With 6 bedrooms, 6 full baths, 3 half baths, and 8,623 SF of luxury living space, the estate confidently claims its position as one of the most prestigious on the Gulf coast. The meticulously crafted manor-like home exudes timeless sophistication, with the finest finishes and attention to detail evident throughout. Built by award-winning custom homebuilders, Perrone Construction, in just 2008, the residence conforms to the latest hurricane preparedness standards including impact rated doors & windows, graded lot above flood elevation, generator & more. Step inside the two-story foyer with dramatic winding staircase and you’re immediately met with shimmering turquoise water views of the Gulf beyond. No feature or luxury finish was spared. Discover soaring 12-foot ceilings, marble countertops, and a marble fireplace, complemented by substantial wood trim, walnut and marble floors, and cypress ceilings. Modern whites and grays seamlessly blend throughout, imparting a sense of freshness while retaining the timeless craftsmanship often absent in new construction. The main level features an exquisite owners' suite with breathtaking water views, offering a sanctuary of comfort and luxury. Upstairs, four generous guest suites and a guest lounge provide ample accommodations, each offering either Gulf views or vistas of the immaculate gardens. Designed for both intimate gatherings and grand affairs, the spacious living areas flow seamlessly to the expansive outdoor living spaces, where guests can revel in picturesque sunsets on multiple patios, balconies, and the expansive pool deck. Whether it's a casual sundown soirée or an extravagant celebration, Chateau du Soleil provides the perfect backdrop for unforgettable moments. Outside, a new sparkling pool and spa beckon for refreshing dips, while the meticulously manicured grounds invite leisurely strolls and moments of peaceful reflection. A chipping green adds to the splendor and fun. A footbridge leads to the private beach with the powdery white sand Siesta Key is world famous for. For added convenience, separate guest/staff quarters with a kitchen and washer/dryer ensure that every visitor enjoys the utmost comfort and privacy. Chateau du Soleil is more than just a home; it's a lifestyle—a rare opportunity for the discerning buyer who seeks the ultimate in privacy and luxury in a magical beachfront setting. Don't miss your chance to experience the pinnacle of Gulf-front living at Chateau du Soleil. Schedule your private tour.

4300 Higel Avenue, Sarasota

$9,250,000

5 Beds ⋅ 5 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Welcome to Vivre Le Rêve (Living The Dream), an unparalleled estate located on one of the most coveted streets on Bay Island at the northern tip of Siesta Key. Nestled on the Freeling Drive Peninsula, this property sits on one of Sarasota's most secure and picturesque deep-water basins, just moments away from the Gulf of Mexico, with no fixed bridges obstructing your path to open water. Crafted by the renowned architect Clifford Scholz and constructed by Perrone Construction, this fully customized and enchanting residence embodies the elevated coastal lifestyle you've always envisioned. Meticulously preserved by its original owners, Vivre Le Rêve boasts striking curb appeal, lush landscaping, and an impressive 69 feet of bay frontage. The home showcases impeccable craftsmanship and carefully selected natural materials, seamlessly blending coastal exteriors with modern interiors. With 5 bedrooms, 3 bathrooms, and 2 half baths, this residence invites you into a world of comfort and tranquility. Upon entry, the home welcomes you with custom moldings, coffered and trey ceilings, and expansive windows, creating an atmosphere of genuine warmth. The family room, kitchen, and bar area provide abundant spaces for entertaining. The kitchen features custom Campbell cabinetry, Quartz countertops, Sub-Zero appliances, and a Wolf Range. A butler's pantry and food pantry separate the kitchen from the formal dining room. The family room, adorned with a stone wall and gas fireplace, boasts 21' ceilings. On the main level, you'll discover a guest bedroom, an office with custom built-ins, a laundry room, powder room, and a full guest bath. A dedicated theatre room offers an unparalleled cinematic experience with 12 theatre seats, acoustically engineered walls, a Runco projector, and an adjustable screen. Moving to the second floor, the master suite immerses you in luxury, featuring an oversized sitting room with a gas fireplace, hinged mirrors for accessories, barn doors for privacy, and a private terrace with expansive water views. The master ensuite offers a spa-like experience with dual vanities, a soaker tub, walk-in shower, water closet, and an oversized walk-in closet with custom built-ins. Additionally, there are two more bedrooms, guest bathroom, a laundry room with sink and refrigerator, and ample storage on the second floor. The ground floor presents a 2.5 car garage with workshop and wired for a electric charging station. In additional there is an oversized garage suitable for an RV, boat, or additional vehicles. Stepping outdoors, you'll be captivated by the Florida living experience. The main level terrace features an outdoor kitchen, sitting area, and expansive dining area, all equipped with motorized retractable screens and storm shutters. A separate outdoor pool bath, in-ground jacuzzi, and outdoor shower enhance the outdoor amenities. Enjoy a dip in the saltwater pool or refine your golf skills on your personal 3-hole putting green in the backyard, which is astroturfed and equipped with Sonance speakers. The waterfront lifestyle is truly luxurious, with a dock and 69' of concrete seawall, accommodating up to a 60' yacht, a 24,000lb boat lift, and a davits for a 16' boat. Numerous other features make this residence the epitome of Coastal Luxury Living, where you are unquestionably Living The Dream!

799 Freeling Drive, Sarasota

$6,995,000

4 Beds ⋅ 6 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Embark on a coastal living experience at 825 Tropical Circle, an extraordinary bayfront residence designed for an unmatched waterfront lifestyle and captivating downtown views. Crafted with meticulous attention to detail in 2010, this 6,000 sq. ft. coastal sanctuary seamlessly integrates indoor and outdoor spaces on a private 20,000 sq. ft. Point Lot, boasting 122 feet of Open Bay. Immerse yourself in the allure of Sarasota Bay with cutting-edge dock featuring shore power, and a boat lift—complementing the serene surroundings. This elegant abode offers four to six bedrooms, 4 full plus 2 half-baths, and high-end finishes throughout, including a Gourmet Chef's Kitchen with Sub Zero, Fisher-Paykel, Wolf Gas Range, and Bosch appliances. The first-floor Grand Master Suite provides a haven of luxury, featuring bay views, European Oak floors, a private study area, and dual his and hers baths. Indulge in a jetted soaking tub or unwind in a garden shower with panoramic bay views. Entertaining is elevated with a three-tiered home theater, a separate formal dining room, a butler’s pantry, and a 500-bottle wine cellar. Embrace the lush outdoor spaces with both indoor and outdoor fireplaces, surrounded by mature tropical landscaping, including Tropical Palms, Mango trees, and Bougainvillea. A short stroll from the World Famous Siesta Key Beach, this exclusive retreat seamlessly blends tranquility with vibrant coastal living. Revel in the nearby Village, offering an array of dining and entertainment options. Experience the epitome of waterfront luxury—schedule a private tour and make 825 Tropical Circle your coastal haven.

825 Tropical Circle, Sarasota

$7,700,000

5 Beds ⋅ 6 Baths ⋅ Cocoanut Bayou SubDv. ⋅ 34242 Zip Code

OVER HALF A MILLION DOLLAR PRICE REDUCTION!! A stunningly beautiful custom home in the very best of locations in coveted Cedar Park Circle on north Siesta Key. A short walk or bike ride to famed Siesta Beach and fun, eclectic Siesta Village, minutes by car or boat to mainland Sarasota and the Gulf of Mexico. This fabulous property affords awe inspiring views of Cocoanut Bayou and Robert's Bay. A rare find, this very private, fenced and gated property boasts over 220 waterfront feet on the bay and includes 150 feet of dockage complete with a new 20k pound lift, 2 jet ski lifts, plus a cut-in sea-walled dock to accommodate a 50' vessel. Two expansive levels with soaring ceilings provide both formal and casual living spaces. The front entrance to the home features an arbored patio, ideal for welcoming guests with cocktails and hors d'oeuvres. Enter the stone-faced home through an impressive wood and iron door into the foyer/sitting room overlooking the pool and bay. Just to the right is a massive great room with oversized stone gas-fireplace, french doors, beamed ceilings, chandeliers, and the expansive dining room with custom built-ins just beyond. Around the corner, enter your newly and exquisitely renovated den/kitchen/nook area with views to the Bay/bayou. All of the best finishes and fixtures make this area your perfect private retreat. The gourmet kitchen features white on white cabinets and quartz countertops, an 8 burner Wolfe gas cooktop, two SubZero refrigerator/freezers, and a built-in Miele coffee system. The custom built-ins in the den area subtly contain a myriad of conveniences including second dishwasher and refrigerator. This home is a dream for entertaining. Virtually every room has an outdoor balcony. The expansive back terrace with newly tiled travertine features a summer kitchen, fire pit, reclining areas, covered dining area, and salt water infinity pool. Just steps away, board your boat or jet skis for a jaunt on the water. The home's private quarters provide infinite serenity. The exquisite master suite comes complete with separate his and her baths and closets. The exercise room, home office and outdoor tiled deck are just steps away in the private master wing. At the opposite side of the home, three sumptuous bedrooms with private balconies and baths provide a wonderful retreat for family and guests. The ground floor grotto/media room with full bar, wine room, 5th bedroom, steam bath, and two outdoor patios is the ideal guest haven. Two laundries - one on each wing of the home, an oversized two car garage with built-in storage, parking pad and abundant parking space within the compound, and under-house storage, all add to this incredible home. Additional appointments include designer outdoor landscape lighting, 4 zone heating/cooling, impact windows and doors, and so much more. This community affords beach access just across the street at the Cocoanut Bayou private beach!

265 Cedar Park Circle, Sarasota

$3,355,000

5 Beds ⋅ 6 Baths ⋅ Tortoise Estates SubDv. ⋅ 34242 Zip Code

Nestled on the desirable quiet south end of Siesta Key is this lovely 3 story home. When you walk through the front gates you immediately hear the calming sounds of water from a nearby water feature. You step inside the front door and your eyes are drawn to the top of the winding staircase that leads to the second floor. Once you reach the top of those stairs, you want to look at the large dining room with its table seating 12 or the grandness of the living room with the vaulted ceiling and fireplace but the wall of windows has grabbed your attention. Like a giant piece of artwork, the Little Sarasota Bay and ICW are displayed for your daily view. You immediately start thinking of all the fun activities you can do...boating, jet skiing, paddle boarding, fishing...all right there for your enjoyment. When all this sinks in, you start to look at the inside surroundings. The openness and flow from the dining room or living into the kitchen brings thoughts of parties and family gatherings. The kitchen, which has two Wolff convection ovens, a cooktop with hood, Subzero refrigerator, Scotsman ice machine, and instant hot water dispenser brings out your inner chef!. Off of the kitchen is a cozy family room. There is a bathroom just off the family room which is connected to a large bedroom with walk in closet. The second floor also has the laundry room and a half bath. Take the stairs or elevator just outside of the laundry room up to the Primary level. There you will find a massive bedroom with a sitting area overlooking the balcony pool and the bay. Not one, but two primary bathrooms are on this floor along with two walk in closets, one of which is so large any fashionista would love to call it their own. Now let's explore the first floor where you will find a huge great room with multi-sliders that open up to indoor/outdoor living. You will look out into a beautifully lush oasis with a lagoon style pool. Off of the great room is a bedroom with an en suite bathroom that also serves as the pool bath with an entrance from outside. The split floor plan has a library with two bedrooms and a bath on the opposite side of the house with access to the pool from the library. There are multiple decks at this home for you to sit back and relax. There is a dock that has electricity and water and a 10,000 lb lift for your boat. And if you're feeling like a stroll, walk over to the deeded access beach and enjoy a sunset or two. Paradise awaits, come and see for yourself.

1241 Tree Bay Lane, Sarasota

$3,273,110

4 Beds ⋅ 5 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code

Sold Data Purposes Only. Exquisite Custom Delight built by John Cannon Homes located on Bay Island.

3409 Seagrape Drive, Sarasota

$5,250,000

5 Beds ⋅ 6 Baths ⋅ Island House SubDv. ⋅ 34242 Zip Code

One-of-a-kind Siesta Key Beach penthouse with views of all Siesta Beach, from Point of Rocks to Big Pass, and year-round spectacular sunsets. Measuring a whopping 5,764 sq. ft. of living space, this two-story residence is the largest private condominium on Siesta Key. Hearsay has it that the rock group ABBA stayed here while on holidays in Sarasota. This glowing beacon received an extreme glow-up in 2018, an exquisite collaboration by local artisans Clifford Scholz Architects, Jackson & Associates Construction and Studio Santa Maria. The interior was stripped to the walls and completely re-built. Everything is new: electric, plumbing, HVAC, recirculating hot water, impact glass throughout with motorized shades, wide-plank solid oak flooring, designer tile, solid-wood cabinetry, solid-core doors, LED lighting, whole-house Lutron automated lighting, whole-house Sonos sound system, motorized foyer chandelier and automated on/off closet lights. The two-car garage also received a make-over with speckled epoxy floor, spray-foam insulation, split A/C and dehumidifier. The dramatic two-story foyer announces the grandeur within. At the heart of the home is the open-concept living area consisting of kitchen, dining room, great room and sunroom with wrap-around floor-to-ceiling windows. The well-equipped kitchen has SubZero refrigerator, freezer drawer and wine storage; Wolf induction range and chimney hood; Fisher & Paykel double dishwasher drawers; five-foot “The Galley” WashStation with two disposals; wet bar; and concealed walk-in pantry. The main level also has four bedroom suites, TV room and laundry. Upstairs, the all-inclusive master retreat includes the bedroom, walk-in closet, bath, morning bar and office. The massive 700-sq. ft. bedroom has wrap-around windows with the best views of the house. The closet has a center-island dresser, inside closet with Liberty safe and tiled laundry station with drain and curb. The bath has free-standing bathtub with jetted-air full-body massage and double walk-in shower. The office has coffered ceiling and built-in storage. This level also has a 175-sq. ft. storage room. Located on the largest span of private beach on Siesta Key, Island House Beach Resort amenities include a heated swimming pool, community house and beach-side courtyard.

6142 Midnight Pass Road Unit 17N, Sarasota

$14,500,000

6 Beds ⋅ 8 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code

Imagine your very own resort-like estate in the heart of the most sought after community in all of Sarasota! Sanderling Club is nestled on the south end of the world renown barrier island of Siesta Key. This ultimate beachfront experience is the true definition of living in paradise. This property offers the most exquisite home on almost 4.5 acres with over 300 feet of beachfront. The primary residence with over 8,600 square feet of living space is ideally positioned, capturing the amber skyline and emerald green waterways of the Gulf of Mexico from every angle. The interior design of this magnificent home is perfect for entertaining with the main living areas and spacious dining room facing the west to enjoy Southwest Florida sunsets every evening. The custom kitchen features Rutt cabinetry, a large island with plenty of seating, Wolf and Sub-Zero appliances, gorgeous marble countertops accented by brushed gold hardware creating an elegant experience in the heart of the home. The family room creates a warm inviting feeling as soon as you enter the space. The attention to detail throughout including custom moulding, built in shelving, views of mature tropical foliage, and the sparkling pool create such an incredible ambiance and place to create many fond experiences with family and friends. The home office, only accessed through a secret hidden door, makes working from home a pleasure. This property is meticulously well maintained with many recent updates to the main house including: brand new roof installed in 2023, new custom kitchen, beautifully renovated bathrooms, new engineered walnut flooring throughout, elegant marble flooring, custom wood millwork, a butler’s kitchen, LED lighting throughout, newer HVAC systems and ductwork, elevator, exterior patio railings, gated entry, Smart Home Wi-Fi enabled automation, and brand new hurricane impact window and doors installed in 2023. The private owner's suite is on one level featuring a spa-like bathroom with tranquil water views. The suite offers a private waterfront terrace and dual custom closets. The two guest suites also offer breathtaking views. The lower level features another full service kitchen, an additional guest space or gym, two full bathrooms, a steam room, a sauna, an expansive garage, and additional storage room. The second kitchen is easily accessible to the salt water pool and spa, a lighted tiki hut, outdoor fire pit, tennis courts, and a new paved drive space. The guest house with over 2,300 square feet of living space was built in 2007 and is a kayaker's dream located on Heron Lagoon with 316 ft of waterfront . With an open great room plan and high ceilings your guests will feel like they are in a tropical oasis. The guest house has a full kitchen, 2 en-suite, bedrooms, a large screened in terrace, and a large deck leading out to the boat dock. The dock is ideal for launching your kayak or canoe. Relax and simply sit on the dock and enjoy the sounds of birds chirping and the sound of palm trees swaying in the wind. This estate is within the guarded & gated community of Sanderling Club. The community offers amenities such as: a beach club, tennis and pickleball courts, Paul Rudolph-designed beach cabanas, playground, and dockage on the bay.

8218 Sanderling Road, Sarasota

$1,900,000

6 Beds ⋅ 7 Baths ⋅ Sanderling Club SubDv. ⋅ 34242 Zip Code

This cherished family home has been well-adored for the past two decades, and now presents a golden opportunity rarely available in the prestigious Sanderling Club, the only guard-gated neighborhood community located on the famous island of Siesta Key. This remarkable gulf-front community is unparalleled, boasting a harmonious blend of unique architecture, meandering roads, and an idyllic Old Florida ambiance. Residents have the privilege of deeded gulf access and usage of the community’s waterfront patio and grilling area, tennis, pickleball, and volleyball courts, as well as their own exclusive beach clubhouse, masterfully crafted by the renowned architect, Paul Rudolph. Members of the Sanderling Club also have the opportunity to rent one of the historic beach cabanas or a slip for their boat, at the private bayfront marina granting access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico. Step into your own personal getaway in this 5-bedroom, 5-and-a-half-bathroom, 5-car garage, 5,600 sqft residence offering ample space for your family and friends. Accommodate guests comfortably in the separate 1-bedroom, 1-bathroom, 875 sqft guest house located above the 3-car garage. Solar panels hidden on the rear portion of the metal roof power both the electricity and water heaters in both homes. Inside the main house, discover a spacious primary suite on the upper level, complete with a private balcony, large walk-in closet, and luxurious primary bathroom. Additionally offered are three guest bedrooms, and a secluded mother-in-law suite tucked away in its own private wing of the house all on the first floor. The expansive chef’s kitchen is a culinary dream, equipped with a full-size Subzero industrial fridge and freezer, Subzero beverage cooler drawers and beverage fridge, Wolf 6-burner range and double oven, two dishwashers, and a walk-in pantry. Natural light gracefully fills the home, shining in through the tall vertical windows that extend to the soaring angled ceilings. Open the high-impact German accordion doors in the sunroom and revel in the glorious indoor-outdoor experience that Florida living is all about. Create lasting family memories, whether it’s teaching the kids to cast a fishing line or launching a kayak off the backyard dock into the blue Heron Lagoon, playing fetch with the dog in the fenced in backyard, or simply unwinding with loved ones in the heated saltwater pool and spa. The opportunities are endless, and the enjoyment is eternal. The home being sold “As-Is”, offering a wonderful opportunity to make it your own and embrace the lifestyle you’ve always dreamed of.

7309 Pine Needle Road, Sarasota

$7,250,000

5 Beds ⋅ 6 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Experience the epitome of waterfront living at 1250 Hidden Harbor Way, Siesta Key, FL, a custom-built sanctuary where coast elegance meets timeless serenity. Nestled on a private, peninsula lot, the home has sweeping bay views all the way to the Sarasota skyline, with 409 ft. of water frontage, offering 280-degree unobstructed water views. This lavish 5 bed, 5 1/2 bath residence boasts 7,506 sq ft under air, a 5-car garage that includes an additional several thousand sq ft of finished space and sits on over half an acre of lush grounds. Embrace the boating lifestyle with direct access to the sparkling waters of Sarasota Bay from your secluded deepwater dock, discreetly tucked away and equipped with two boat lifts. The outdoor haven features a gated entrance, newly painted exterior (2023), natural seawall, terraced yard, infinity pool with spa, waterfall, and slide, several large outdoor terraces with a summer kitchen sporting a brand new grill. Inside, some of the amenities you'll find are cathedral ceilings, Lutron lighting system, speaker system, built-in cabinetry features, crown molding, solid core doors, an electric/hydraulic 3-stop elevator, and a security system. The newly painted main living space is completed surrounded with bay views and is comprised of a living room with cathedral ceilings, dining room, a two-story office with loft, art niches, a gourmet kitchen with butcher block island, custom cabinetry and top-of-the-line appliances, a family room, theater room, and large laundry room with loads of storage. The primary suite features a private terrace, with dual walk-in closets and a spa-like bath with marble floors and countertops, a free-standing soaking tub, dual vanities, glass walled double shower and two water closets. On the upper level, you’ll find 4 generous bedrooms. Each has ensuite custom tiled baths and spacious walk-in closets. Three of the bedrooms have views of the bay, and the other has its view overlooking the front yard from a private alcove. Additional highlights include a crow’s nest reading/yoga room with 280-degree bay views, enormous non-conforming space, 5-car split garage with ample storage, 600 sq ft exercise center, and hobby craft room. The bayfront infinity pool with fiber optic lighting, an outdoor 'cave' shower, rock water slide, and heated spa. Just two miles from the world-renowned Siesta Key Beach, you'll find yourself drawn to the powdery white sands and azure waters that have made this locale one of the most sought-after destinations in the world. The exclusive location of this magnificent property allows for easy access to the vibrant dining, shopping, and cultural experiences that Sarasota has to offer. Yet, it retains the tranquility and privacy that one would expect from a sophisticated coastal retreat, providing the perfect balance of luxury and leisure. SELLER FINANCING AVAILABLE. **Subject to credit qualification and lender approval.

1250 Hidden Harbor Way, Sarasota

$9,330,000

6 Beds ⋅ 7 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

CONTEMPORARY LIVING WITH EXPANSIVE BAY VIEWS and Winner of HGTVs 2023 Ultimate House Hunt Waterside Category! This fabulous estate is located in Hidden Harbor, an exclusive and sought after neighborhood on the northern end of Siesta Key, with convenient access to downtown Sarasota and world-renowned Siesta Beach. This magnificent bayfront retreat is framed by 150 linear feet of water frontage and situated on over three-quarters of an acre with incredible landscaped gardens, providing its owners complete privacy. Entering this unique estate, you instantly enjoy peace and tranquility not often found with waterfront living. For the boating enthusiast, this property provides deep water with two boat lifts and a floating dock for easy access for kayaking and paddle boarding. Awe-inspiring remodeling which was completed in February 2023 has beautifully blended West Indies style and a truly contemporary feel with open living spaces, soaring ceilings, a dream kitchen and panoramic views which can be enjoyed from nearly every room. The primary suite offers dramatic water views, an expansive covered terrace, dual bathrooms, soaking tub and a walk-in shower -- all creating a truly spa-like environment. You will enjoy 6,369 sq ft of interior living space including 5 bedrooms and 7 baths, and a media room or 6th bedroom ensuite. Oversized lanais leading from the living areas and bedrooms create the perfect indoor/outdoor atmosphere. A stunning multi-level infinity pool and spa, complemented with a designer outdoor kitchen with swim-up bar, creates a resort-like ambiance. Other noteworthy amenities include a 3-car garage, generator, 500-gallon salt water aquarium, whole house water filtration system and much more. This trophy property with generous dimensions offers the buyer exceptional value and an opportunity to secure this fabulous property on beautiful Siesta Key. For more information, walk through videos, and matterport, please request the property website.

5131 Jungle Plum Road, Sarasota

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