Siesta Key FL 6+ Bedroom Real Estate, Homes, Condos for Sale - Ed Grabowski

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

$10,500,000

6 Beds ⋅ 7 Baths ⋅ Gulfmead Estates SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. This luxurious grand canal-front estate offers direct deep-water boating to the Gulf, out of one of the most exclusive neighborhoods on north Siesta Key. This in progress New Construction property by Pham Development is on an expansive 17,842 SF and 0.41 acre lot, with a 4,769 SF traditional-style home to be built. Enjoy two separate guests suites on top of the two 2-car garages, for a total of 4 garage spaces, both with elevator access to the above suites. The master bedroom will have water views, and the grand entry home hosts a total of 6 bedrooms, 6 baths, and 1 powder bath. This property's deep-water grand canal with no bridges is ideal for yachts and boats, with up to a 13-foot draft. A new dock and boat lift is set to be installed. Inside, expansive living spaces boast high-end finishes and top-of-the-line appliances, blending timeless elegance with modern comfort. Enjoy the water, and a large backyard perfect for entertaining, a private pool, and new lush landscaping—making this the ultimate waterfront estate for family.

3441 Gulfmead Drive, 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

$5,650,000

7 Beds ⋅ 9 Baths ⋅ Stickney Point Sub SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. There is only one — Siesta Sun Sets. Set against the quiet backdrop of Sabal Lake, with glimpses of the Gulf beyond, this residence unfolds with a sense of irresistible intention. Influenced by West Indies architecture, the design blends expansive indoor-outdoor living with natural textures, layered spaces, and a palette that mirrors its surroundings — soothing, sun-washed, and enduring. Across more than 4,000 square feet, the home offers seven incredible en-suite bedrooms and multiple living areas designed for both gathering and restful retreat. The great room anchors the experience, where kitchen, dining, and living spaces open outward to twin balconies — one overlooking the extensive grounds, the other framed by mature oaks, offering a quiet contrast of shade and light. Above, a private club level introduces a more intimate setting — a theater-style lounge, additional suites, and access to the rooftop deck. It is here, at the highest point of the home, that the name reveals itself. As day transitions to evening and the Gulf reflects gold, the softening sky reveals stunning sunsets, becoming the backdrop against which you count your blessings. Below, the grounds are equally considered. A multi-sport court — rare in both scale and versatility — sits alongside a resort-style pool and 360-degree spillover spa, creating a setting as seductive as it is serene. Covered outdoor living spaces extend the home’s presence, offering multiple areas for dining, gathering, and quiet retreat, all within a private, fully enclosed landscape. Siesta Sun Sets is not defined by any one feature, but by the way it brings them together — water, light, elevation, and space — into a residence that feels both grounded and removed, exclusive and secluded. A masterwork of resilient engineering and high-end coastal construction, this estate is architecturally primed to withstand coastal elements while serving as a premier venue for grand-scale entertaining and lucrative seasonal retreats. More than a home, Siesta Sun Sets is part of an exclusive Vunique collection with a proven history of strong rental performance — each residence one-of-one, purpose-built to balance bold design and bespoke experience. Here, ownership transcends address; it becomes a mark of belonging to something beautifully uncommon.

6536 Peacock Road, Sarasota

$6,195,000

9 Beds ⋅ 10 Baths ⋅ Sabal Palms SubDv. ⋅ 34242 Zip Code

Discover the ultimate expression of luxury coastal living in the heart of Siesta Key. This extraordinary 9-bedroom, 9.5-bath property is a true architectural showpiece, offering unmatched space, style, and sophistication just moments from world-renowned beaches and vibrant island amenities. Designed with an emphasis on grand-scale living, the home features an expansive great room floor plan that blends effortless comfort with refined elegance. The chef’s kitchen is a standout centerpiece, showcasing a large center island, premium appliances, and an oversized walk-in pantry. Perfect for both everyday living and large-scale entertaining. The dining area is enhanced by custom lighting, creating an inviting ambiance for memorable gatherings. A private elevator provides seamless access to all levels, while the 3-car garage adds convenience and storage flexibility. On the third floor of the home find an additional open family living room space with a wet bar and separate outdoor patio. No detail has been missed including an incredible game room. Every inch of this turnkey furnished home is finished with high-end materials and thoughtful craftsmanship. With nine spacious en-suite bedrooms, this property is ideal for multigenerational living, hosting guests, or maximizing income potential as a luxury rental investment. Outdoor living reaches new heights with a resort-style pool and covered spa, a super fun waterslide, and a putt-putt green are all within the interior of lush tropical landscaping. There are also plenty of outdoor dining and lounging options throughout with several patios and porches including an impressive rooftop deck which offers a panoramic view of the famous Siesta sunsets. Top rated Siesta beach is just a short stroll away as well as shops, the marina and dining. Whether you’re seeking a full-time residence, a second home, or a premier investment opportunity, this Siesta Key BEACH HOUSE delivers an unparalleled blend of luxury, versatility, and island living at its finest.

6548 Sabal Drive, Sarasota

$5,195,000

8 Beds ⋅ 9 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Experience refined seaside luxury in this extraordinary 8-bedroom, 8.5-bathroom residence just moments from Siesta Key Beach and Siesta Key Village. Currently operating as a successful vacation rental property, this home is thoughtfully designed to maximize both guest experience and income potential. Its expansive layout, high-end finishes, and prime location make it highly desirable for short-term rentals, with ample space to comfortably host large groups. Spanning four levels and serviced by a private elevator, the home is purpose-built for hosting. The layout includes two bedrooms on the second level, five well-appointed guest suites on the third floor—many with private baths and balconies—and a top-floor bedroom offering additional privacy. Two bunk-style rooms with a shared Jack-and-Jill bath further enhance its ability to accommodate larger parties. The primary suite provides a luxurious retreat with its own balcony and spa-inspired bathroom. The open-concept main living area serves as the heart of the home, featuring a designer kitchen with premium appliances, a large gathering island, and a dedicated bar area—ideal for entertaining. Multiple dining areas, both inside and out, create flexibility for group stays, while an upper-level flex room adds value as a game room, media space, or additional lounge area. Outdoors, guests can enjoy a private resort-style setting complete with a heated pool, sun shelf, built-in spa, and covered patio designed for comfort and entertainment. Multiple balconies and a rooftop deck offer additional gathering spaces, with sweeping Gulf views and unforgettable sunsets that consistently maximize the Florida experience. With its proven rental appeal, generous accommodations, and unbeatable location, this property presents a rare opportunity to own a **turnkey, income-producing investment** or a luxurious personal getaway in one of Florida’s most sought-after beach destinations.

336 Avenida De Mayo, Sarasota

$5,195,000

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

~Experience elevated coastal living in this fantastic BEACH HOUSE right in the heart of SIESTA KEY VILLAGE~ This beautiful home boasts 8 bedrooms + an additional bonus room = 9, plus 8 bathrooms, including 6 en-suite retreats, perfectly suited for a large primary residence or a high-performing luxury vacation rental. Ideally located and just steps from premier dining, boutique shopping, & vibrant nightlife, and only a short stroll or bike ride to the world-renowned Siesta Key Beach. This property offers the ultimate blend of convenience with the feel of a resort-style escape. Upon entering take the stairs or the convenient elevator up to the main living space. Here you will find an open chef's kitchen, large island, a beverage bar, along with the spacious living room and dining area. There are 2 bedrooms also on this level. Multiple balconies showcase great views of the village, while the home’s prime location places you moments from everything Siesta Key has to offer. It has been thoughtfully designed with high-end designer finishes and furnishings, every detail for both comfort and entertaining. The bonus room on the 4th level leads out to a spiral staircase and then up to the rooftop deck where both village and GULF VIEWS create a great backdrop for stunning SIESTA SUNSETS. Back on the 1st level, walk out to the covered patio and enjoy your private outdoor oasis with lush landscaping and the tranquil heated pool & spa designed for both relaxation and entertainment. It features an oversized sun shelf, wraparound lounge ledge and in-water bar seating. Whether you're hosting family and friends, a large group getaway or seeking a luxury investment property, this extraordinary beach house delivers unmatched living spaces throughout. It also comes beautifully turnkey furnished and ready for immediate enjoyment or rental income. THIS IS YOUR COASTAL ESCAPE...where luxury, location, and lifestyle all meet!

332 Avenida De Mayo, Sarasota

$5,390,000

6 Beds ⋅ 7 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code

Unlock a rare opportunity to own a high-performing nightly-rentable vacation property in the coveted Golden Triangle of Siesta Key—one of the most desirable short-term rental zones on the Key. This turnkey residence is already operating as a successful short-term vacation rental, offering immediate income with future bookings in place. Positioned just steps from Siesta Key Village and world-famous Siesta Beach, this property sits in the heart of the island’s premier tourism district, where nightly rentals are fully permitted and demand remains consistently strong year-round. Guests love the walkability, the proximity to dining and entertainment, and the effortless beach access—making this an ideal asset for investors seeking reliable occupancy and premium nightly rates. A luxurious Siesta Key retreat just steps from the beach, offering Gulf views, resort-style outdoor living, and high-end finishes throughout. With six bedrooms, 6.5 bathrooms, an elevator, multiple decks, a rooftop terrace, and an incredible pool with a slide, this home blends elegance with fun. Its unbeatable location—one minute to the beach and 3 minutes to Siesta Key Village—makes it ideal as a primary residence, vacation home, or high-performing investment property.

85 Avenida Messina, Sarasota

$5,249,000

8 Beds ⋅ 10 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code

Just steps from the shoreline, this coastal home offers deeded beach access and sweeping panoramic views of the Gulf. Completely remodeled in 2021, the property lives and performs like new construction, blending modern coastal design with durable, rental-ready finishes throughout. Thoughtfully designed across three living levels and serviced by a private elevator, the home features 8 bedrooms, 8 full baths, and 2 half baths, with expansive gathering spaces suited for both everyday living and hosting. With a proven track record as a high-performing short-term rental, the property generates approximately $400,000 to $500,000 annually, offering strong income potential alongside its lifestyle appeal. The top floor serves as the heart of the home, where the main kitchen and primary living area open directly to a Gulf-facing balcony showcasing breathtaking, unobstructed water views. This elevated vantage point creates a stunning backdrop for daily living, with the kitchen, dining space, and great room all positioned to take in the scenery. A secondary club room with wet bar provides an additional space to gather, while multiple balconies throughout the home frame the coastal setting from different vantage points, including select bedroom suites. Below, the outdoor living space features a private pool and integrated spa surrounded by lush landscaping, along with a fully equipped outdoor kitchen with built-in grill, refrigeration, and dining area. All eight bedroom suites offer ensuite baths and generous accommodations, with several enjoying Gulf views and private balcony access. Located near beach access and Siesta Key Village, this is a rare opportunity to own a fully renovated coastal home that delivers both luxury living and compelling investment performance.

316 Beach Road, Sarasota

$4,400,000

9 Beds ⋅ 11 Baths ⋅ Siesta Sunset SubDv. ⋅ 34242 Zip Code

5.9% Seller Financing and Nightly rentals, a unicorn. This 7-unit investment property is unique in that it operates more similar to hotel than a single family vacation rental. It has years of returning guests and it's one of very few elevated properties allowing the former mentioned, nightly rentals. 2-studios, 2-1 bedrooms, 2-2 bedrooms, and a penthouse suite with wrap around balcony. Your guests will enjoy a great pool area, sizable covered space with a grill, on site laundry, and a roof top deck. It's 1 block to both the Village and beach, guests walk everywhere. Park your car in one of the 7 newly pavered spaces and don't start it again until the vacation is over. Now for you the owner, a private office/guest check in, 2 storage areas for linens housewares etc, and a commercial laundry for turnovers. These types never trade, don't let another 20 years pass before this sells again. Cap rate and NOI is proforma

5322 Calle De La Siesta, 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

$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

$2,550,000

6 Beds ⋅ 4 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code

Exceptional four-unit boutique coastal hospitality investment ideally positioned directly across from PB13 public beach access on legendary Siesta Key. This distinguished property represents one of the island’s most compelling income-producing opportunities, offering immediate access to Siesta Beach, ranked the #1 Beach in America and #4 worldwide by TripAdvisor’s 2025 Travelers’ Choice Awards. Renowned for its 99% pure quartz crystal sand and vibrant turquoise Gulf waters, this iconic destination delivers an unparalleled coastal experience that drives year-round demand. The intimate complex features a desirable mix of one and two bedroom residences and is professionally managed and offered fully turnkey, with all systems, furnishings, and operational components optimized for short-term rental performance. This established, high-performing hospitality asset demonstrates strong guest appeal, repeat bookings, and the ability to command premium nightly rates, allowing a new owner to seamlessly step into a stabilized operation from day one. Guests are consistently drawn to the unbeatable across-the-street beach access, eliminating parking hassles and enhancing walkability, an increasingly rare and highly sought-after advantage that supports rate premiums throughout the year. The property’s boutique scale and coastal charm deliver the personalized, resort-style experience today’s travelers prefer, further strengthening occupancy and guest loyalty. No rental restrictions provide a critical competitive edge, offering complete flexibility to optimize booking strategies, pricing models, and minimum stays without regulatory limitations. Strong financials underscore the property’s exceptional performance. With limited comparable inventory, enduring demand for high-quality coastal accommodations, and an irreplaceable location on Siesta Key, this offering represents a rare opportunity to acquire a trophy boutique hospitality asset in one of Florida’s most coveted beach markets. The Point of Rocks location further elevates market performance, placing guests within walking distance of Crescent Village’s restaurants, shops, and boutiques, while maintaining direct proximity to one of the world’s most celebrated beaches. This is a truly exceptional acquisition for investors seeking immediate cash flow, long-term appreciation, and a premier presence in an iconic coastal destination.

6905 Point Of Rocks Road, Sarasota

$4,995,000

6 Beds ⋅ 5 Baths ⋅ Sarasota By The Sea SubDv. ⋅ 34242 Zip Code

Repriced to the market - reduced $250,000! An exceptional opportunity to own two stunning residences in one offering, near the powdery white sands of world-renowned Crescent Beach. Beach House Residences #301 and the Penthouse together create a rare, turnkey coastal retreat where modern elegance and relaxed island living exist in harmony. Offered fully furnished and move-in ready, this one-of-a-kind, two-level residence presents exceptional flexibility to embrace the ultimate Siesta Key lifestyle. Suited as a full-time or seasonal residence, a multi-generational family retreat, or a flexible ownership opportunity with the ability to enjoy or utilize one floor while renting another, short or long-term. Spanning the top two floors, this unique offering includes six generously sized bedrooms and five full baths (a four-bedroom, three-bath residence plus a two-bedroom, two-bath penthouse), thoughtfully designed to accommodate family and guests with ease. Expansive open floor plans welcome you with immediate Gulf views, while floor-to-ceiling glass and spacious balconies offer coastal breezes and blazing sunsets. Chef’s kitchens on each level are beautifully appointed to host unforgettable gatherings or intimate dinners, blending function with refined coastal style. Each residence enjoys its own private, secured entry, access to a state-of-the-art elevator, full kitchens, laundry rooms, luxury countertops, soft-close wood cabinetry, upscale lighting and designer fixtures. Additional highlights include spa-inspired baths, plush furnishings, 10-foot ceilings, spacious closets, a secure lobby, a private two-car garage and a hot tub on the penthouse-level balcony. Chic contemporary architecture enhances the building’s coastal presence, while sweeping Gulf and sunset views create a sense of escape. A private pet run oasis adds a thoughtful touch for four-legged companions. Outdoor living is equally inviting and as a member of the community association, residents enjoy access to the pool and private beach entry, offering a seamless connection to the Gulf. Ideally within a half block of Siesta Key’s vibrant South Village, you are moments from beloved restaurants, cafés, tiki bars, boutiques, rentals and everyday conveniences. Complimentary trolley service provides easy access to Siesta Village, evoking the charm of a relaxed island-style experience, while quick access to the Stickney Point Bridge allows effortless travel on and off the island. With its prime beach-block location, thoughtful design and rare dual-residence configuration, this is a coastal offering that feels timeless and irreplaceable, an opportunity to create lasting memories on one of Florida’s celebrated shorelines.

1140 Seaside Drive Unit 301 & Penthouse, Siesta Key

$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

$5,250,000

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

Pre-Construction. To be built. Pre-Construction Waterfront Estate | The Sanderling Club, Siesta Key. Experience the pinnacle of coastal luxury with this rare 6-bedroom, 5.5-bath waterfront estate in the exclusive Sanderling Club on Siesta Key. Set within a private, tropical oasis with direct access to the Intracoastal Waterway, this 4Bedroom/4.5 Bath home to-be-built residence by E/M Custom Homes offers refined craftsmanship, elegant coastal architecture, and a flexible multigenerational design in addition to the existing 2/1 ADU currently on the property that comes Turnkey Furnished to move in ASAP. Come live, boat, and park on property while you build your dream home. The main home to be built features 4 bedrooms and 4.5 baths, while a detached 3-car garage includes a stunning 2-bedroom, 1-bath guest suite with its own deck and water views. Plans are ready to build, or you may bring your own vision to this extraordinary property. Inside, soaring ceilings, open-concept living areas, and panoramic water views create a light-filled sanctuary. The chef’s kitchen boasts premium appliances, custom cabinetry, a large island, and quartz countertops—perfect for entertaining. Retreat to the luxurious primary suite with spa-inspired bath and private terrace overlooking the water. Outdoors, enjoy a resort-style pool and spa, lush landscaping, and private dock with boat lift—ideal for boating, paddleboarding, or sunset cocktails. Multiple covered lanais provide stunning views from every angle. Residents of The Sanderling Club enjoy gated security, tennis and pickleball courts, a historic beachfront clubhouse, and access to the pristine sands of Siesta Key Beach. Whether you seek a full-time residence, seasonal retreat, or investment opportunity, this exceptional waterfront haven offers unmatched privacy, luxury, and lifestyle. 28' Scout Center Console Boat also available for purchase. Land only with existing 3-car garage/2BR ADU also available for purchase. Reference MLS#A4660300

7233 Midnight Pass Road, Sarasota

$7,950,000

6 Beds ⋅ 9 Baths ⋅ Hidden Harbor SubDv. ⋅ 34242 Zip Code

Pre-Construction. To be built. Welcome to this newly imagined Siesta Key residence, a world curated for those with a sophisticated palate for modern architecture at the edge of the sea. Here, light dances across water and peers through your windows blending luxury, privacy and resort-style living within the exclusive enclave of Hidden Harbor. The journey begins as you approach this designer estate—a vision of coastal modernism, 4,900 square feet under air and meticulously crafted by TDI Coastal Homes, celebrated for precision, integrity, and elegance. Clean lines and natural textures blend with lush tropical surroundings, setting the stage for a life that lives like an endless retreat. The lower level invites you to linger outdoors surrounded by the scent of the saltwater breeze and the sounds of the cascading waters of the 65-foot infinity pool and spa. A covered living space blurs the line between home and horizon. A custom waterslide arcs playfully into the pool, while beyond, your private dock with a 20,000-pound lift awaits spontaneous voyages to Roberts Bay. Ascend by elevator or sculpted staircase to the heart of the home—spaces that feel both expansive and intimate. Walls of glass reveal shimmering water views, while the Meile appliance suite anchors a chef’s kitchen made for creating fine cuisine and lasting memories. Every detail and finish bears the signature of master craftsmanship. The home’s six bedrooms include two primary suites, each a retreat of its own with spa-inspired baths. Six full and three half baths offer both comfort and convenience for family and guests alike. A 700-square-foot bonus space stands ready to become whatever your imagination allows—a golf simulator, game lounge, or wellness studio. A three-car garage, new seawall, whole-home generator, and zero water intrusion during the 2024 storms provide unmatched peace of mind. As evening settles, the home transforms. Ambient lighting glows across the infinity edge and the hush of the bay replaces the day’s energy. You can almost hear the future stories unfolding here—laughter by the pool, sunrise swims, quiet coffee on the terrace. 5179 Hidden Harbor Road isn’t just a home; it’s a state of being—modern, effortless, and deeply connected to the water.

5179 Hidden Harbor Road, 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

$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

$5,450,000

7 Beds ⋅ 9 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code

Luxury Living in the Heart of Siesta Key! This beautifully designed coastal retreat offers 7 bedrooms, 7 full bathrooms, and 2 half baths, providing plenty of space for hosting family and friends in total comfort. Every detail was thoughtfully crafted to blend high-end design with relaxed Florida living. The main living area is open, airy, and filled with natural light, creating an effortless flow for both everyday life and entertaining. A private elevator makes accessing all levels a breeze, while wraparound balconies and large windows showcase the lush, tropical surroundings. At the center of the home, the chef’s kitchen features a gas range, oversized island, and ample seating—perfect for gathering, cooking, and connecting. Step outside and you’ll find your own private escape: a heated pool and spa, putting green, and a spacious patio designed for making the most of every sunny day. Whether you're lounging poolside or enjoying a casual game of ping pong, this outdoor space was made for fun and relaxation. Upstairs, the second level includes three luxurious king suites with private en-suite baths. The third floor offers four additional bedrooms—three more king suites and a bunk room with two full-over-full bunks, making it ideal for large families or groups. At the top of it all, the rooftop terrace delivers incredible views of Siesta Key Village and the nearby beach. It’s the perfect spot to take in the sunset, sip a cocktail, or stargaze late into the evening. A built-in wet bar completes the experience. This is a rare opportunity to own a one-of-a-kind home in one of Siesta Key’s most coveted locations. With stunning finishes, thoughtful amenities, and a true resort-style feel, this residence offers coastal living at its finest. Schedule your private tour today.

119 Avenida Messina, Sarasota

$2,850,000

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

Two Canal Front Unrivaled Coastal Homes Just Steps from Siesta Key Beach! This rare gem features a meticulously remodeled Main house with stunning partial views of the bay. And a charming guest cottage serves as an ideal retreat or rental for additional cash flow. The main residence boasts a contemporary design with open and spacious layouts, highlighted by soaring 24 ft ceilings adorned with stylish gray wooden accent beams. Culinary enthusiasts will be captivated by the gourmet kitchen, featuring custom-made wood cabinets complemented by exquisite Carrara Quartz countertops. Equipped with top-of-the-line appliances, including a new stainless Thermador refrigerator, Bosch dishwasher, and an impressive center island with a bar area, it truly caters to the most discerning chefs. Zoned RMF2 while located in a single-family neighborhood, this property allows for daily Airbnb rentals, making it an excellent investment opportunity. Recent upgrades include new Window World Hurricane-rated windows, French doors, and a newly installed seawall (2025), ensuring your investment remains safe and secure. The main house spans 3,005 sq ft, featuring three bedrooms and 2.5 baths adorned with luxurious Panaria marble and 24x48 tile flooring. Bathrooms boast contemporary Miseno vanities and premium Grohe and Hansgrohe fixtures. The decadent master suite invites relaxation with a rain cap shower and a sumptuous soaking tub. Both homes are equipped with new Rheem A/C units, while the property’s outdoor oasis features a large screened lanai overlooking the canal and bay. Dive into the newly resurfaced pool with a stunning stone waterfall or enjoy the expansive outdoor space, surrounded by tropical landscaping. The cozy guest cottage, covering 1,700 sq ft, includes three bedrooms and two full baths, showcasing beach-washed ceramic tile flooring, white wood Shaker cabinets, and modern KitchenAid and Bosch appliances. The new dock provides easy access to pristine boating waters with no bridges obstructing your path to the bay. Siesta Key is a haven for music lovers and foodies alike, while Sarasota delights with its vibrant art scene, ballet performances, the Asolo Performing Arts Center, the Ringling Art Museum, and world-class shopping. Relax with your favorite beverage on the rear patio, shaded by a majestic live oak, or grab your fishing rod, bathing suit, and water toys to fully embrace the Siesta Salt Life. Act fast! This exquisite property offers a luxurious lifestyle and lucrative potential in one of Florida’s most sought-after destinations!

1240 Solitude Lane, Sarasota

$4,000,000

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

Sold data purposes only.

4045 Shell Road, Sarasota

$5,400,000

7 Beds ⋅ 7 Baths ⋅ Mira Mar Beach SubDv. ⋅ 34242 Zip Code

**MLS DATA ENTRY**

147 Avenida Veneccia, Sarasota

$4,400,000

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

NEW PRICE!! RARE SIESTA KEY BEACHFRONT OPPORTUNITY! This direct Gulf-front property offers private beach access, unobstructed sunset views, and is just a short stroll from the vibrant and eclectic Siesta Village. The property includes two individual, recently renovated 3-bedroom, 2.5-bath homes styled in a charming beach cottage aesthetic. Refinished kitchens and bathrooms include stainless steel, granite/quartz, wood cabinetry, and high end fixtures and finishes. Abundant hurricane-impact windows and doors provide a light-filled and bright ambiance and bring the outdoors in. This unique parcel offers exceptional flexibility: explore the redevelopment potential to create a spectacular single estate or two stunning new beachfront residences. Alternatively, keep the homes as they are and enjoy one as your personal residence while generating income from the other, or lease both as high-performing vacation rentals. Zoned RMF1 and currently managed by Beachside Management, the homes are already under contract for much of 2025, making this an excellent income-producing property from day one. Whether you're looking for a serene personal retreat, an investment property with proven performance, or a rare opportunity to create something new on one of Florida’s most coveted stretches of beachfront, this property delivers on every front.

600/602 Beach Road Unit 1 & 2, Sarasota

$8,000,000

8 Beds ⋅ 9 Baths ⋅ Siesta SubDv. ⋅ 34242 Zip Code

Investor's Dream - Short term rentals allowed here at this amazing Siesta Key home. Designed specifically to cater to large groups, this brand new home comes fully furnished and ready to produce an impressive income. Just steps away from Siesta Key's public beach access onto Crescent Beach, all the boxes are checked here. 8 bedrooms, all en suite with 8 bathrooms and a powder room too. Amazing resort style pool & spa boasting a rain/waterfall feature and impressive outdoor living. Luxury finishes are seen throughout such as an elevator, high end appliances, solid wood cabinetry, stone surfaces, bar, oversized island, and more!

7007 Point Of Rocks Road, Sarasota

$1,150,000

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

Fantastic lot to build your dream house on ~ .32 of an ACRE and on a great canal-front lot (100x154x81). CONSTRUCTION FINACING AVAILABLE FOR QUALIFIED BUYER! This home has had significant storm damage and is now being sold as a tear down!! Situated in one of Sarasota’s premier canal locations, this property is located a quick bike ride to the beautiful sands of Siesta Key beach. Siesta Key Village is known for its endless shopping and dining venues, and just a bridge away from the mainland and all that Sarasota has to offer. With no HOA or CDD, and a large waterfront lot, this home is the perfect vacation or year round destination. Don’t miss this opportunity to own a piece of paradise. This home is being sold "as-is" and will require a cash transaction.

4915 Primrose Path, Sarasota

$1,650,000

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

This luxurious John Cannon built home is in a small gated community that is just a short walk to the world famous Siesta Key beach. Enjoy privacy and security at the end of a Cul-de-sac in this well maintained 6 bedroom, 5 ½ bath home, and is being offered Turn-Key furnished. It's the perfect home for Vacationing with Family and Friends. Features include a beautiful Kitchen with granite counter tops and high end solid wood cabinets, 20’ tray Ceilings, state of the art security system, natural gas heated pool and hot-tub, gas fireplace, three A/C zones, Pool bath, and lots of beautiful artwork. The master Bedroom is on the first floor with large sliders leading to the pool deck and the stunning master bath includes double sinks, a soaking tub, and a separate shower with built-in sauna. There is a second Master bedroom suite on the first floor that is currently being used as an office, but has a it’s own bath and walk-in closet. On the second floor there are 5 large bedrooms and 3 full baths, one bedroom is being used as a billiards room. A new tile roof was just installed in 2024. Lawn maintenance is included in the HOA fee. Everything in the home (except a few personal items) can be included in the sales price. Call for a showing today, you will be impressed. The house and garage has never been flooded.

5598 Siesta Estates Court, 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

$3,100,000

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

Introducing 5319 Calle De La Siesta, a coastal haven that effortlessly fuses opulence, convenience, and serenity. Revel in the sophistication of this remarkable residence, featuring an exclusive heated pool, ideally situated just a 3-minute stroll from Siesta Key Village and a mere 1-minute amble to the pristine Siesta Key Beach – your ultimate sanctuary. With 6 bedrooms and 4 full baths, including 2 master suites, this dwelling offers abundant space for relaxation. Each unit within the duplex boasts a screened-in balcony adorned with inviting lounging furniture, beckoning you to unwind while soaking in the island breezes. Equipped with two modern kitchens outfitted with state-of-the-art appliances, this property ensures you have all the essentials for crafting delightful meals during your stay. Step into a captivating outdoor retreat, featuring a tranquil pool, plush loungers, and a BBQ area – setting the stage for memorable gatherings. An outdoor shower adds a touch of convenience, providing a rejuvenating experience after a dip in the pool or a sun-drenched day at the beach. Beyond its impressive amenities, this residence boasts an incomparable location. A brief 3-minute walk leads you to the vibrant ambiance of Siesta Key Village, where a myriad of shops, restaurants, and entertainment options await. Additionally, Siesta Key Beach, celebrated for its world-class powdery white sands and crystal-clear turquoise waters, is just a 1-minute stroll away, allowing you to immerse yourself in the allure of the Gulf Coast.

5319 Calle De La Siesta, Sarasota

$1,700,000

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

MOTIVATED SELLER-Make an Offer! Rare and Valuable deeded Beach access just steps away! A spectacular estate home on a large corner lot has 6/7 bedrooms and 5 baths. It is the perfect home right in the heart of Siesta Key for large families and guests to enjoy the best the area has to offer. This expansive home is beautiful, light, and spacious with a pool. It has deeded access to the private gated Cocoanut Bayou Beach on the Gulf of Mexico. The home has easy on and off access to the Sarasota mainland. It has beautiful Venetian architecture with Palazzo style, terra cotta floors throughout, barrel tile roof, and gated circular driveway in a lovely residential neighborhood. There are unique and custom touches throughout the home. The carved fireplace in the Great room lends an artistic touch to the shape and size of the room framed by curved columned walls into the adjoining bonus room. There is another fireplace in the backyard patio amongst statuesque columns lending to the intimate nature of the property. This wonderful home is perfect for entertaining with a large kitchen and three sets of doors leading directly out to the outdoor patio and pool area. Some furniture and many vintage pieces are available for purchase. If you see something you like, feel free to ask about it.

4099 Higel Avenue, 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

$5,350,000

6 Beds ⋅ 7 Baths ⋅ Point Of Rocks SubDv. ⋅ 34242 Zip Code

Delight in a captivating, private Gulf-front lifestyle with breathtaking views in this fully renovated Gulf-front estate perched 12 feet above the water on tranquil Point of Rocks at the southern end of Siesta Key. Tucked away on a stunning tree-canopied street, the 2-story main residence features five exquisitely remodeled en-suite bedrooms, plus an updated 1-bedroom, 1-bath guesthouse with an adjoining a 3-car garage. Hurricane-impact glass and a new metal roof provide peace of mind. New wood-look porcelain tile flows through most of the residence, including the expansive open great room with adjacent wet bar and dining area. The chef’s kitchen includes brand-new appliances and sunset views every evening, plus an island/breakfast bar, quartz counters, walk-in pantry and windows showcasing endless views of the azure water. Sliding glass doors in the dining room open to a sizable covered and open patio surrounded by palms and lush tropical foliage – the perfect setting for soaking in awe-inspiring Gulf and sunset vistas, gentle seaside breezes and the soothing sounds of rolling waves. A long staircase provides access to Point of Rocks’ flat limestone rocks, where you can hunt for seashells in the tide pools, spot dolphins and go snorkeling or kayaking to explore the abundant marine life. Inside the home, there is plenty of space for overnight visitors, with three guest bedrooms in separate wings, and a laundry room with a half bath accessible from the pool area. The great room’s expansive east-facing windows overlook the private courtyard’s abundant palms, flourishing gardens and saltwater pool. Upstairs, a serene retreat awaits in the impeccably appointed owner’s suite, featuring refinished hardwood floors, shiplap ceiling, built-in shelves and cabinetry, large walk-in closet with built-ins and walk-in shower. The bedroom also has an alluring sitting area with multiple windows boasting views of the enchanting seascape. A generous bedroom across the hall overlooks the courtyard and pool. Across the courtyard, there is a charming guesthouse, featuring wood-look porcelain tile, a full kitchen with shiplap ceiling, quartz counters and stunning backsplash, bedroom and bath with shiplap walls, and private patio with a barbecue area. Close to dining, shopping and world-renowned Siesta Beach, this one-of-a-kind seaside sanctuary offers an unsurpassed lifestyle for discerning buyers looking for their own piece of island paradise.

7340 Point Of Rocks Road, 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

$5,475,000

11 Beds ⋅ 10 Baths ⋅ Point Of Rocks Terrace SubDv. ⋅ 34242 Zip Code

Emersed in a lush oasis-like setting, Siesta Key Inn is an enchanting experience of luxurious leisure with an island resort ambiance. The dream vacation lifestyle is a reality with full-service amenities complemented by tranquil tropical views afforded nearly every residence while being mere seconds away from the soft powdery sands of Siesta Beach. Comprised of eight one- and two-bedroom units, impeccable improvements and design aesthetics throughout meet even the highest standards. Each residence includes a full kitchen, quality finishes of Quartzite countertops, soft-close wood cabinetry, Moen and Kohler fixtures, Jacuzzi jetted tubs, upscale crown molding and LED lighting, and an inside washer and dryer to establish a true sense of home. Feel rest assured that Siesta Key Inn has been built to exceed expectation for security and comfort with prestressed concrete walls and floors with whisper mat rubber membranes between the floors, Pex plumbing, multiple tankless water heaters with natural gas and multiple electric water heaters, open-cell foam insulation in the attic, Square D electric panels, Eco-flow water filtration systems, and hurricane impact windows and doors. The property has been thoughtfully designed for you to enjoy opportunities of serene indulgence where you can lounge by the expansive pool boasting therapy jets and waterfall features, a nearby grilling area, gazebo and bike rack. To make your beach adventures all the better, there are beach chairs, umbrellas, towels and coolers to use as well. Explore the sights and attractions of Siesta Village just beyond the beach and journey over the bridge to fall in love with downtown Sarasota.

1125 Point Of Rocks Road, Sarasota

$2,750,000

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

New price - $650,000 reduction! An exceptional location for serious boaters who value deep sailboat water and quick access to Sarasota Bay, Big Pass and the Gulf of Mexico. Experience the best of waterfront living and the Siesta Key lifestyle on Bay Island, the coveted northern tip of Siesta Key. For investors, this large six-bedroom home is in an area with impressive vacation rental potential in one of the finest boating locations in the area. Gated and walled, this estate is the ultimate for privacy and living the saltwater island life. Enter an oasis canopied by mature, lush landscaping with mango and avocado trees to the expansive paver motor courtyard which offers parking for numerous cars and toys. With spectacular harbor views from the front door, the home's bright, open floor plan offers soaring beamed ceilings anchored by a wood-burning fireplace in the large dining room. A wall of glass spans the adjoining waterfront great room. An island kitchen, breakfast room, media room, guest suite and one-and-half baths complete the main living level. Two separate second-floor living areas flank this spacious home and are connected by a rooftop deck with an additional observation deck overlooking the pool and large waterfront yard, offering spectacular views of the deep-water boating harbor. The waterfront master suite offers a full bath and office; the upstairs guest wing offers three bedrooms and a full bath. Outdoors, relax in the sun by the oversized waterfront pool. Boasting 90 feet of waterfront, the large dock and 15,000-pound boat lift with water and electric offer an array of outdoor fun – just minutes to the bay and Gulf to savor fabulous Siesta Key sunsets or fish, paddleboard and kayak from your own dock; you'll enjoy colorful sunrises and amazing marine life, including dolphin and manatee. Plans are included for a two-story, guesthouse/multi-bay expansion of the air-conditioned two-car garage. Natural gas-powered generator and underground lines. Conveniently located, the famous white quartz Siesta Beach sand and azure Gulf water are minutes away. Sarasota’s vibrant downtown with restaurants, shopping, entertainment, and cultural events is a short 10 minutes by auto over the Siesta Drive Bridge.

746 Siesta Drive, Sarasota

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