Siesta Key FL Real Estate, Homes for Sale With Dog Run - Ed Grabowski

3 Beds ⋅ 2 Baths ⋅ Siesta Beach SubDv. ⋅ 34242 Zip Code

Beautifully reimagined and thoughtfully updated, this modern coastal residence on Siesta Key offers the relaxed island lifestyle so many buyers are seeking, with a wonderful blend of style, comfort and low-maintenance living. Set on an oversized lot in a peaceful neighborhood near the world-famous white quartz sands of Siesta Beach and the charm of Siesta Village, this move-in-ready home feels private, inviting and easy to enjoy. A handsome approach with tropical landscaping, a large circular driveway and a Brazilian wood pergola creates a welcoming first impression. Contemporary wood-and-glass entry doors open to a light-filled interior where hand-scraped wood floors, clean architectural lines and warm designer details give the home a fresh, sophisticated feel. The open great room, dining area and custom kitchen flow beautifully together for everyday living and effortless entertaining, with illuminated tray ceilings, striking wood beam accents and a stunning kitchen featuring custom cabinetry, Calcutta quartz countertops, a herringbone backsplash, stainless Viking appliances, pendant lighting and an oversized waterfall-edge island with shiplap detail and generous seating. Recent enhancements include a new built-in pantry, and a family room with a new electric fireplace and custom built-ins, creating a comfortable gathering space for quiet evenings or casual entertaining. The thoughtful floor plan includes three spacious bedrooms and two beautifully appointed baths with custom tilework and carefully selected finishes. Outdoors, lush tropical landscaping creates a private, Zen-like setting around the screened lanai and freeform pool. Begin your day with coffee on the pool deck while enjoying brilliant sunrises and end the evening with Siesta Key’s vibrant sunsets just minutes away at nearby Siesta Beach. The backyard has also been updated with no-maintenance faux grass for an attractive, easy-care outdoor space in this high and dry lot. Additional features include impact windows and sliding doors, a metal roof and generous parking. Ideally located near Siesta Key’s renowned beaches, the boutiques and dining of Siesta Village and vibrant downtown Sarasota’s cultural amenities just 15 minutes away, this stylish island residence is ready to be enjoyed.

622 Tropical Circle, Sarasota

$8,500,000

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

$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

$1,890,000

3 Beds ⋅ 3 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

New low price and potential seller financing! Deep boating water on the Grand Canal and Siesta Key’s world-famous beaches just minutes away, experience the best of island living. This beautifully renovated three-bedroom, three-bath waterfront residence offers a peaceful island retreat with nearly 2,900 square feet of living space plus a private office, ideal for everyday living and entertaining. On a quiet cul-de-sac in the desirable Siesta Isles neighborhood, the property enjoys approximately 99 feet of canal frontage with deep boating water and convenient access to Sarasota Bay and the Gulf of Mexico via a single bridge. The dock, rebuilt in 2024, is ready for boating, paddleboarding, kayaking, fishing and enjoying Sarasota’s exceptional waterways. Recently completed renovations have transformed the home into a fresh, move-in-ready coastal residence. Bright and welcoming interiors feature new finishes and thoughtfully selected materials. The open living spaces are designed to capture the beauty of the waterfront setting, creating a natural flow for relaxed living and entertaining. The newly redesigned kitchen features classic shaker-style cabinetry, quartz countertops and new appliances, creating a functional and stylish centerpiece for the home. Impact-rated windows and doors, a newer roof (2024), and a freshly painted exterior provide beauty and peace of mind. The spacious primary suite enjoys tranquil canal views through French doors and includes a private sitting room, creating a comfortable retreat in the home. The large primary bath provides generous space and is designed for relaxation and convenience. Outdoor living is equally inviting. The expansive pool terrace with oversized pool and spa overlooks the canal, offering a private setting for relaxing or gathering with friends and family. Begin your day with coffee on the pool deck while enjoying brilliant sunrises and end the evening with Siesta Key’s vibrant sunsets just minutes away at nearby Siesta Beach. Ideally near Siesta Key’s renowned quartz-sand beaches, the boutiques and dining of Siesta Village, and cultural amenities of downtown Sarasota, including the Ringling Museum and Marie Selby Botanical Gardens, this location combines island tranquility with convenient access to the area’s best attractions. Offering the rare combination of a beautifully renovated waterfront home, deep boating water, and a peaceful Siesta Key setting, this exceptional property captures the essence of Sarasota’s island lifestyle. Possible seller financing for qualified buyers.

951 Contento St., Siesta Key

$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

$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

$595,000

2 Beds ⋅ 2 Baths ⋅ Bay Tree Club SubDv. ⋅ 34242 Zip Code

Bay Tree Club ground-floor condo on Siesta key with a beautiful view out to the beach. You will be impressed with the overall feel and condition of the property. Bay Tree Club is a Gulf to Bay property, with beautiful St. Augustine lawns, mature oaks and common areas that are pristine and well maintained. Relaxing Pool and deck area, convenient, and close. Unique, beach-side storage cabanas are perfect for beach stuff, including bikes, fishing poles, bikes etc. The condo is in pristine condition, and perfect for a Florida getaway, vacation rental, or primary home. Modern-coastal theme is instantly comfortable and inviting. Updated, and unpretentious, the condo is in perfect move in condition. Fully furnished and tastefully decorated. Pet-friendly with 1 small pets allowed for owners only, with approval. Bay Tree Club has a great location, on the south end of Siesta nearby shops, dining, and with easy access on and off the island. Direct Access to Siesta Key Beach, Boat Docks Available. Just minutes to the Gulf!

8630 Midnight Pass Road Unit 103A, Sarasota

$1,075,000

4 Beds ⋅ 2 Baths ⋅ Siestas Bayside Waterside SubDv. ⋅ 34242 Zip Code

Under the canopy of grand oaks and banyan trees, this move-in-ready FURNISHED Siesta Key POOL home offers the perfect blend of luxury and coastal charm. Located minutes from the world-famous beach and village, this retreat has been redesigned for island living with almost every inch of the home renovated to perfection! A freshly painted exterior, paver driveway, and xeriscape landscaping create a warm welcome. Inside, an open floor plan creates effortless indoor-outdoor living with tile flooring, bright living area, and pocket sliding glass doors seamlessly connecting to your private backyard oasis. The expansive paradise features a sparkling pool and hot tub with new pump/heater, surrounded by new privacy fencing, and an extended paver patio. The heart of the home is the renovated chef's kitchen, boasting duo-toned soft-close cabinetry, quartz countertops, and tile backsplash. The oversized kitchen island and adjacent dining area set the stage for lively gatherings, while the cozy den opens up to the patio for effortless pool-side alfresco dining. The primary suite features direct pool access and a newly updated bathroom with soaking tub, walk-in shower, and modern finishes. Thoughtfully designed for privacy, the split floor plan includes a poolside guest room along with two additional bedrooms tucked in a private wing with an updated bathroom. Additional updates include a NEW AC system/ductwork and NEW Hot Water Heater ensuring year-round comfort. The oversized two car garage offers plenty of parking and extra space for a golf cart and beach gear. Enjoy the tranquility of the tree lined streets while still having easy access on and off the island. This home is being enjoyed by seasonal renters, but now it’s your turn to enjoy island life! Whether you're looking for a lucrative FURNISHED short-term rental, a seasonal retreat, or a forever home, this renovated Siesta Key gem offers the best of island living!

567 Venice Lane, Sarasota

$2,000,000

3 Beds ⋅ 4 Baths ⋅ Hamilton Club SubDv. ⋅ 34242 Zip Code

Exquisite waterfront townhome in private gated community with architectural detail in the Bermuda tradition. Lush tropical landscaping , dramatic pool area with view of lagoon and fountain and overhanging Oaks. Tennis and Pickleball Court. Deeded deep water protected dock with lift, electric and water at dock provided by the Association. No bridges to the intercoastal. This home has enchanting wide water views of the Bayou from almost every room. Mangroves make this body of water a beautiful environment for fish and other wildlife. A covered balcony overlooking the water is the perfect spot to sit and sip your cocktail. This home has been beautifully renovated with fine finishes and many artistic touches. Open gourmet kitchen witih large center island. Pantry, storage and corner sitting area with window seat. Impact glass windows throughout. Inviting great room with gas fireplace and charming ambiance. Three bedrooms with ensuite baths and large family room. Elevator from garage to second and third floor. Small enclosed yard on ground floor. Walk right out to your boat and enjoy all that Siesta Key has to offer. Located on the North end of Siesta, minutes to Shell Beach, Siesta Village and the famous white sand of Crescent Beach. Minutes by car to downtown Sarasota with endless cultural opportunities and fabulous shopping and restaurants.

3925 Hamilton Club Circle Unit 7, Sarasota

$1,700,000

3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Designer waterfront retreat on Siesta Key. Welcome to your dream coastal getaway! Tucked away on a quiet cul-de-sac, just moments from the world-renowned, powdery quartz sands of Siesta Beach, this impeccably renovated and landscaped waterfront home captures the essence of laid-back luxury and island living. Boaters will delight in the deepwater Grand Canal access—just one fixed bridge to Sarasota Bay and the Intracoastal Waterway, with direct Gulf of Mexico access. This fabulous single-level, three-bedroom, two-bath residence offers an open and airy floor plan filled with natural light, making it ideal for both full-time residence and an exceptional vacation retreat. A stunning 2023 designer renovation has infused the home with texture, warmth, and playful sophistication. From natural materials and artistic wallpaper to colorful accents and layered finishes, every detail is thoughtfully curated. Upgrades include new flooring, kitchen, bathrooms, plumbing, lighting, electrical systems, and front and garage doors. Enter through the statement front door into a welcoming foyer that opens to the expansive living room, featuring sleek, floating built-ins. The heart of the home is the striking kitchen and dining space, featuring a custom terrazzo island, quartz counters, Wolf and Miele appliances, and handcrafted cabinetry that offers generous storage. The island’s induction cooktop, drop-down exhaust fan, and bar seating blend form and function beautifully. A dedicated bar area with a wine cooler enhances the entertaining experience. The wide plank engineered oak flooring flows throughout, uniting each space with warmth and elegance. The spacious waterfront primary suite is a serene escape, complete with a spa-inspired bath, dual sinks, and a walk-in shower with private access to the pool. A thoughtful split floor plan provides privacy for two guest bedrooms and a second full bath. Even the laundry room is a showpiece, featuring art tile, a stacked washer and dryer, a beverage cooler, and whimsical details. Additional features include remote-controlled blinds, reverse osmosis in the kitchen, impact glass doors, windows, and garage door, an air-conditioned two-car garage with a paver driveway and walkways, Leaf Guard gutters, a 2023 HVAC system, 2023 attic and exterior insulation, and a 2020 roof. Seamless indoor-outdoor living begins with sliding impact glass doors that lead to the covered lanai and an oversized paver deck. Enjoy alfresco dining by the heated saltwater pool, resurfaced and retiled in 2022 with a sun shelf and spa also added for lounging. The lush, tropically landscaped backyard is fully fenced with faux turf, a putting green, and a fenced dog run, making it ideal for relaxation or play. Boating and water activities are a breeze from your private dock with a 14,000-pound remote-controlled lift, kayak launch, and seawall (2022). Just 15 minutes to open water, you'll savor days of fishing, paddleboarding, and Gulf cruising—right from your backyard. Ideally located near Siesta Village’s charming shops and restaurants, yet just minutes from mainland amenities, top-rated schools, and vibrant downtown Sarasota. Grab your flip-flops and sunscreen; this one-of-a-kind home offers the complete island lifestyle.

1031 Contento Street, Sarasota

$965,000

3 Beds ⋅ 2 Baths ⋅ Ocean View SubDv. ⋅ 34242 Zip Code

One or more photo(s) has been virtually staged. Incredible Value! Don't miss this one! Buy now and enjoy for season. Welcome to The Blue Lagoon... when you walk in it feels like new construction! A private modern coastal retreat perfectly positioned on Siesta Key’s tranquil Heron Lagoon... the ultimate vacation home or investment property. This exceptional, gated quarter-acre compound offers the rare combination of serenity, design, and functionality, ideally located between Turtle Beach and Crescent Beach, just moments from the iconic Point of Rocks. Enter through a secure electric gate framed by custom wood fencing and arrive under a majestic live oak canopy that sets the tone for the natural beauty and privacy within. Designed to maximize indoor-outdoor living, the home features two expansive screened lanais, a sparkling private pool, an extensive wood deck, lush tropical landscaping, and a private dock where you can launch a paddleboard, kayak, or canoe directly into the peaceful lagoon. The single-level custom residence offers a thoughtfully designed 3-bedroom, 2-bath layout with wide-plank wood-look tile flooring in soft white and gray tones, crisp white walls, black metal hardware, and premium wood and metal ceiling fans throughout. Soaring ceilings are clad in hand-cut cypress wood shiplap, adding both natural warmth and acoustic insulation. The gourmet kitchen is a chef’s dream, featuring high-gloss European cabinetry, quartz countertops, a striking wood-grain tile backsplash, and Café Series stainless steel appliances including a six-burner gas range with a double oven and a counter-depth French door refrigerator with filtered and instant hot water. A whole-home water filtration system ensures pure water at every tap. The spacious master suite is a true sanctuary with a double-closet hallway, soaring ceilings, and a large window and sliding glass door that open to the lanai. The spa-inspired en suite bath features floating dual white European vanities, a luxurious rainwater shower with Kohler gold fixtures, floor-to-ceiling “blue skies” tile, and organic gray cobbled stone flooring. The peaceful sound of rainfall on the metal roof at the rear of the home enhances the retreat-like experience. The guest bath offers equally sophisticated design, with iridescent honeycomb tile behind a deep soaking tub and rich gray tilework throughout. Every detail of this home has been carefully curated to reflect the essence of the Siesta Key lifestyle, luxurious, relaxed, and deeply connected to nature. Whether you’re looking for a full-time residence or a seasonal escape, The Blue Lagoon offers a once-in-a-lifetime opportunity to own a coastal property where water views, natural beauty, and modern comforts unite in perfect harmony. In addition to being a stunning private residence, this property is also ideal for seasonal use or as a high-performing vacation rental. Similar properties on Siesta Key routinely generate over $100,000 per year in rental income, making this an excellent opportunity to enjoy the home while having it support itself or even contribute toward paying it off. Use it as a vacation retreat while earning income and always have a beautiful place to stay on Siesta Key. And if your long-term vision includes building your dream home, please inquire directly about available building plans for the lot by Island Series with Yoder Homes. Visit the link for a 3D tour, video and floor plan. https://nextlevelmediasrq.hd.pics/8234-Midnight-Pass-Rd/idx

8234 Midnight Pass Road, Sarasota

$446,000

2 Beds ⋅ 2 Baths ⋅ White Sands Village SubDv. ⋅ 34242 Zip Code

This unit did not flood in any storms! Seller offering a 1 point rate buydown! Experience the ultimate in coastal living from this beautifully updated condo located just steps from the world-renowned Siesta Key Beach. Situated in a sought-after Siesta Key community, this ground floor residence offers abundant natural light and a relaxed Florida lifestyle. The spacious 2-bedroom, 2-bath layout features an open-concept living and dining area, a modern kitchen with quartz countertops and stainless steel appliances. The primary suite includes an en suite bath and ample closet space, while the guest bedroom offers flexibility for visitors or a home office. This unit is move-in ready and ideal as a full-time residence, seasonal retreat, or income-producing vacation rental. The community features resort-style amenities including a heated pool, clubhouse, beach access and boat docks (based on availability). Assigned parking and in-unit laundry provide added convenience. Located near Siesta Key Village with its vibrant dining, shopping, and entertainment options, this is a rare opportunity to own a piece of paradise in one of Florida’s most iconic island communities.

5623 Midnight Pass Road Unit 615, Sarasota

$1,250,000

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

Here's the opportunity you have been waiting for. Incredible floor plan with this concrete block home. Large bedrooms with three on one side and the owner's suite on the other. Large in-home laundry, oversized garage and a corner lot. Wonderful private waterfront living with a pool, dock and easy access to Siesta Beach. The existing floor plan makes it easy to update and if you love terrazzo floors, they are under the carpet ready to come back alive. No water or hurricane damage sustained during last year's events, according to the owner. The owner’s suite and one of the guest suites have sliding doors to the pool lanai. Two bedrooms share a Jack and Jill bath. There's even a private outdoor shower. This is a solid home waiting for someone to update and begin creating memories. Schedule your showing today.

1014 Contento Street, Sarasota

$2,950,000

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

New price! Experience the epitome of Siesta Key living in this exquisitely crafted residence near Siesta Village and renowned pristine beaches, with every conceivable amenity nearby. On a generous one-third-acre lot, this 2019 custom masterpiece by award-winning John Cannon Homes epitomizes luxury and sophistication. Boasting four spacious bedrooms, an office, and five baths, this home is an entertainer's dream, designed to host large gatherings with ease and elegance. Built with an unwavering commitment to quality and luxury, every detail has been thoughtfully considered to offer unparalleled comfort and convenience. Innovative technology is seamlessly integrated throughout the home, allowing for remote control from your smartphone, a cutting-edge media system for immersive sound and visual experiences, a Lutron lighting and blind system, and a reliable backup generator, ensuring uninterrupted enjoyment. The open-concept floor plan offers soaring ceilings illuminated by natural light. The great room flows seamlessly to the dining area and the fabulous chef’s kitchen, which features sleek custom cabinetry, an expansive island with seating, and quartz counters. Top-of-the-line Thermador appliances include a six-burner natural gas range and a built-in Miele coffee system, ensuring culinary excellence. The primary suite is a sanctuary of relaxation, welcoming its occupants after a day filled with sun and fun. Guests are pampered with their own en-suite baths and access to bespoke entertainment options, ensuring privacy and luxury for everyone. The heart of this magnificent property is the expansive outdoor lanai, featuring a stunning pool set against the backdrop of silver travertine tile, a rejuvenating spa, and a fully equipped kitchen and bar area, living room and fireplace, promising unforgettable moments under the sun or stars. As the sun sets, the outdoor living space becomes a central gathering spot, where music, laughter, and culinary delights blend to create the perfect evening. An automated irrigation system maintains lush greenery. A high-ceiling garage with a two-car lift provides ample space for your luxury vehicles, while a comprehensive camera system, impact doors, windows, and garage door, and a natural gas-powered generator ensure security and peace of mind. The high-quality construction offers an added benefit with reasonable insurance rates. This home promises a life of exquisite luxury and unmatched convenience, where the car keys are forgotten. Enjoy the convenience of being near the vibrant Village, as well as the white quartz sands and azure waters of Siesta Beach. Welcome to your paradise on Siesta Key, where every day there is a testament to the beauty of island living.

4940 Peaceable Way, Sarasota

$2,625,000

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

No Hurricane or Flood Damage. A coastal modern oasis in Siesta Cove, Siesta Key’s premier neighborhood, highlights 80 feet of waterfront with convenient boat access to Gulf and Bay, with newer seawall, boat dockage, and an extraordinary pool that invites you to enjoy Siesta Key’s relaxed lifestyle. Breathtaking Sarasota Bay vistas along the many peaceful panoramic patio terraces provide endless views of nature. On the main floor, a generous kitchen with gas cooktop island opens into the zen fireplace family room and spacious dining room with soaring ceilings and teeming with nature-filled impact windows. Quartz countertops, sleek wood cabinets, and stainless steel appliances for chefs join the jaw-dropping wall of extensive kitchen windows. Additionally, a powder room and spacious guest bedroom complete with en suite bathroom are located on the main level. Enjoy the top level primary suite, with loft office, secondary laundry room, third large bedroom and en suite bathroom. The lower level features a family room, fourth bedroom, additional laundry room, and a 2 car garage. This modern coastal retreat boasts energy efficient solar panels and is just a short bike ride away from world class Siesta Beach and the Village. Paradise awaits.

5236 Siesta Cove Drive, Sarasota

$2,210,000

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

You will absolutely fall in love with this carefully curated masterpiece on Siesta Key! Nestled in the coveted Siesta Cove neighborhood, this stunning, fully renovated home offers a rare blend of old Florida charm and modern luxury. Situated just half a mile from Siesta Beach, this exceptional residence rests on nearly half an acre, adorned with majestic live oak trees, creating a serene and private atmosphere. Gorgeous IPE decking surrounds the home, seamlessly uniting the indoors with the outdoors and infusing every space with a warm, tropical feel. Dine alfresco or lounge by the pool, shaded by retractable sunshades for ultimate comfort. An impressive array of windows gives the sensation of living among lush, mature foliage—your very own luxury treehouse. Plus, enjoy peace of mind with a brand-new roof installed in 2023! In addition to the 3,899 square feet of living space, stay active in your private 1,200 sq. ft. gym, located on the bottom, non-conforming level of the home. Take a refreshing swim in the extra-large pool, then unwind in your brand-new sauna for the ultimate relaxation experience. Retreat to the serene, spa-like marble master bathroom—a true sanctuary for rest and rejuvenation. Finally, gather in the spectacular chef’s kitchen to create memorable meals using top-of-the-line Wolf and Sub-Zero appliances. This multi-level, multidimensional home offers abundant space for grand-scale entertaining while still providing intimate, cozy retreats for quiet moments. Make sure to click on the video tour to get a better look at this fabulous home! Please see attached feature sheet for an extensive list of improvements.

5235 Siesta Cove Drive, Sarasota

$525,000

2 Beds ⋅ 2 Baths ⋅ Pointe On Midnight Pass SubDv. ⋅ 34242 Zip Code

Welcome to your waterfront paradise. The Pointe at Midnight Pass on Siesta Key, is a 5+ acre gated coastal oasis surrounded by Little Sarasota Bay, the ICW, Blind Pass Lagoon, the Gulf of Mexico, and Jim Neville Marine Preserve. This beautifully updated 2BR/2BA second-floor condo showcases breathtaking water views and invites you to experience nature up close with frequent visits from playful dolphins, gentle manatees, and an array of vibrant seabirds. This tranquil waterfront setting perfectly complements a lifestyle of adventure and relaxation. Enjoy direct water access with kayak launches and boat docks—ideal for paddling, fishing, or cruising. Inside, the gourmet kitchen is a chef’s dream, showcasing granite countertops, custom wood cabinetry, and classic travertine flooring. High-end details continue throughout, with luxury ceiling upgrades that include recessed lighting, crown molding, and refined architectural accents—adding depth and elegance to every room. Built-in custom wood cabinetry and shelving provide both beauty and functionality throughout the condo. Both bedrooms boast stunning water views and direct access to the lanai, where you’ll enjoy breathtaking panoramic vistas—the perfect place to unwind and take in the coastal serenity. Resort-style living awaits at The Pointe, featuring a heated pool, spa, fitness rooms, clubhouse with full kitchen, outdoor grilling and picnic areas, herb garden, lighted tennis and pickleball courts, lush tropical landscaping, butterfly gardens, and your very own private island with BBQ, gazebo, and a front-row seat to observe The Pointe’s resident osprey nest. Seasonal social events, plus walk, bike, or drive to Turtle Beach with ample parking, Crescent Beach, Point of Rocks, and Siesta Key Beach. Free Siesta Breeze Trolley nearby. Easy walk, bike, drive, or trolly to local shopping, dining, entertainment, and recreational water activities. Seize the opportunity to own at this stunning waterfront sanctuary—schedule your private tour today and begin living the coastal lifestyle you've always dreamed of.

9393 Midnight Pass Road Unit 201, Sarasota

$1,050,000

3 Beds ⋅ 3 Baths ⋅ Marina Del Sol SubDv. ⋅ 34242 Zip Code

Move right into this 3-bedroom furnished, light-filled condo and enjoy the beautiful life on Siesta Key. This beautiful Siesta Key condo is conveniently located on Old Stickney Point Road, with shops, restaurants and recreational activities such as boating, kayaking, and biking right on the same block, along with Siesta Key Beach Access at one end and a County Park at the other. This bright and immaculate end unit, with high ceilings and high-end fixtures has 3 bedrooms and additional space for an office or den. There is a giant breakfast room, enormous kitchen with a pantry, full laundry room with built in ironing board. High ceilings and plantation shutters thru-out! The fully furnished living room and dining room are filled with light and feature a built-in bar. The primary largest suite has views of the Intercostal water way and features access to the largest of 3 lanais, a giant walk-in closet, ensuite bathroom with walk in shower and an oversized jacuzzi tub. Marina Del Sol offers you extra storage spaces and utility rooms, 2 parking spaces, one interior and one assigned outside. There is a Clubhouse with a gym, along with a heated pool and spa. The lush grounds also have a DOG PARK (PETS ARE ALLOWED), kayak launch area, gazebo, picnic tables, BBQ's and beach area. Schedule a showing today to see this immaculate, large 3-bedroom condo.

1308 Old Stickney Point Road Unit W41, Sarasota

$2,150,000

3 Beds ⋅ 2 Baths ⋅ Midnight Harbor Sub SubDv. ⋅ 34242 Zip Code

Located on a quiet lane on Siesta Key, this beautiful waterfront home is a RARE OPPORTUNITY TO OWN A SARASOTA SCHOOL OF ARCHITECTURE LEGACY! Designed by the Father of Sarasota School of Architecture, Ralph Twitchell, in 1960 when he had perfected his homes for Florida living. Like many homes of the era, this residence lives much larger than its square footage would imply, as there are many screened areas, breezeways, and covered spaces. Entering the home through ornamental red gates, you are in a covered foyer breezeway with a flowing koi pond beside your feet. Instantly your senses become calm as your view moves through to palm trees and sailboat water. With two distinctly different home structures (the guest area and main living area), the guest structure has 2 bedrooms and a bathroom that open to the back lanai, hot tub, second koi pond and to water views beyond. The main living area has expansive sliding glass doors and clerestory windows, exposed beams and continuous pecky cypress wood ceilings that extend outside to the beautiful pool oasis and sailboat water with views leading out to Sarasota bay. The integrity of the MID-CENTURY-MODERN aesthetics immerse you in the space with its Ocala block walls, terrazzo floors, cypress walls and inviting wood burning fireplace. The kitchen has been tastefully updated with birch cabinetry & granite counters that open to the living space with a large open bar top. There is a quaint outside screened dining patio between the kitchen and garage that opens up to views of the sky. The primary suite has maintained the mid-century modern look with many built-in closets and dressers, as well as a floating birch counter in the bathroom. There is an accessory building on the property that features a spa-like atmosphere with cork flooring and a full size cedar sauna enclosed within the space. The southern facing pool area has an extended roof line providing sunshade, and a constant light show where sunlight reflects and dances tranquilly from the canal and pool. The shelled yard leads you to many outdoor spaces under shaded palm trees, 131’ of new seawall, a dock and boat lift. Close to Siesta Key beach accesses, and many restaurant choices just down the road, this home is a one-of-a-kind opportunity. Perfect for those who love nature, love Siesta Key, love architecture, and want to buy a piece of history!

1224 Port Lane, Sarasota

$1,800,000

3 Beds ⋅ 2 Baths ⋅ Siesta Manor SubDv. ⋅ 34242 Zip Code

This stunning home is located in the heart of Siesta Key.

335 Avenida Milano, Sarasota

$1,925,000

3 Beds ⋅ 2 Baths ⋅ Siesta Bayside SubDv. ⋅ 34242 Zip Code

LOCATION,Condition, and Setting on North End of Siesta Key- Both driving on/ off the island and a Boaters dream; 13,000 lb lift for your boat, updated dock, protected 110ft ONE HUNDRED and TEN FEET of protected CANAL FRONT north end Siesta Key, easy deep-water access connects to Grand Canal with one 14-foot bridge clearance to intracoastal waterways and beyond in just a few minutes. This captivating Siesta Key waterfront pool home is on a premium lot, nestled on a serene cul-de-sac. Siesta Key Village shopping, dining and entertainment along with world-famous Siesta Key beach just a short stroll away. The split floorplan provides space and privacy between you and guests. The living room, great room and kitchen are in the heart of the house. The kitchen has solid cabinetry and granite countertops, inviting culinary creations. High-top pass-through bar set up for dining, perfect for entertainment. The primary suite has walk in closet and en-suite bathroom with walk-in shower and dual shower heads, soaking tub, unwind and rejuvenate after a day of exploring the waterways. Step out double glass doors to the pool from your primary suite bonus room /flex space/ den/ fitness room -you decide. Venturing outdoors, discover an expansive patio area for alfresco dining under the newly installed electric pergola perfect for entertaining, canal front with occasional marine life sightings, borders the sparkling pool surrounded by mature lush landscape. Entertaining is easy here, offering a seamless blend of indoor and outdoor living, perfect for hosting memorable gatherings. A spacious backyard area, with ample space for sun-soaked relaxation while the updated docks with lifts for boats and kayaks invite leisurely cruises along the Intracoastal Waterways. Some improvements on home, two AC units, updated docks, lighting, irrigation system throughout, new lined sewer lines, new landscaping with down and up lighting, new paver sidewalks surrounding the entire home, hot water tank, new garage and front door, new pool pump and heater pool deck resurfaced, outdoor kitchen, epoxy garage floor, solar heater for pool. The Florida waterfront lifestyle you have been waiting for has arrived. It's time for more Vitamin SEA and enjoy the famous blue crystalline waters bordering the barrier island of Siesta Key. Downtown Sarasota has dining, shopping, galleries, theater, and opera all just 15-minute drive away! You can have it all!

638 Waterside Way, Sarasota

$1,525,000

3 Beds ⋅ 2 Baths ⋅ Siesta Isles SubDv. ⋅ 34242 Zip Code

Paradise found! Here is your opportunity to own your own private oasis on Siesta Key. Believed to be originally designed/built by the historic icon, Ruth Richmond, this beautiful waterfront home is situated on the Grand Canal and is just one bridge away from the open waters of the intracoastal waterway. Enjoy almost half acre of land that is adorned with an assortment of mature tropical landscaping. With a 10-foot privacy fence on both sides, you will feel transported to your own quiet and peaceful escape from the rest of the world. This well-maintained home has been updated both inside and out. It boasts a new roof (2022), new attic insulation 7 inches thick (2023), hurricane impact windows and doors (2022), new electrical panel (2023), new pool, paver patio and pool cage (2018), and new 16,000 lb boat lift and boat dock (2021). Relax knowing not a thing needs to be done inside as it has been completely updated including the kitchen with Cambria countertops, wood cabinets, and a breathtaking dining island. Additionally, both bathrooms have been updated, and luxury vinyl flooring has been floated throughout the entire house (underneath which is the original terrazzo floor).The oversized 2 car garage has room for storage, a workshop or golf cart. There are no mandatory HOA’s or association fees here. With the Siesta Key Village and Beaches only moments away and to be in the heart of the one of the best places to live by US News & World Report, what else could you ask for? Don’t wait. Carpe Diem!

730 Edgemere Lane, Sarasota

$1,600,000

3 Beds ⋅ 3 Baths ⋅ Sandy Cove SubDv. ⋅ 34242 Zip Code

Under contract-accepting backup offers. Backup offers accepted. Welcome to Paradise. Don't miss out on this stunning Sandy Cove I Penthouse. A hidden gem in Siesta Key’s North Village area, this is a pet friendly, gulf front community set amongst peaceful grounds, a private, crystal white sand beach in a tropical cove and fishing pier on the Gulf of Mexico. Designed by award winning Sarasota School of Architecture Architect Frank Folsom Smith. Kayak storage racks are conveniently located near the beach. Parking for two cars: one under a carport with extra storage for bikes and island beach gear plus an extra assigned open space in front of the building. This beautiful two story Penthouse has been totally renovated by Tatiana White and Sam Dickson. The entire upstairs is the owner's suite. Once you open the door, you are greeted with a gorgeous panoramic view of the Gulf of Mexico to the Northwest and to the South you see the fountain in spring-fed Cedar Lake where you can swim. The floor to ceiling hurricane grade sliders and windows allow natural light to flow throughout. Stairs and second floor Master suite were designed by Tatiana White. The Kitchen is a chef’s dream with a built in microwave/convection and oven, beautiful glass tile backsplash, farmers sink, and an abundance of cabinet space. Serve your guests on the patio through the sliding window passageway making entertaining easy. Travertine tile flooring throughout, including the two terraces. This three ensuite bedroom Penthouse offers plenty of space to be used as a full time home or a perfect seasonal getaway. Attention to detail throughout: the sculpture nook in the front foyer, the wood burning fireplace and the hand painted geckos in the third bathroom sink. Sandy Cove is just minutes away from fabulous restaurants, boutiques and entertainment in Siesta Village. The Farmer's Market is every Sunday morning right in the center of the Village. Downtown Sarasota and St. Armands Circle are just minutes away to enjoy the cultural offerings of the arts and theatre, shopping and fine dining. Pets welcome- no weight limit. HOA fees cover flood insurance for the exterior of the building.

22 Sandy Cove Road Unit 502, Sarasota

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