Quick Siesta Key FL MLS Search

Browse All Properties for Sale with Wet Bar

$5,750,000
5 Beds 8 Baths Sarasota Beach SubDv. 34242 Zip Code
Experience elevated coastal living in this exceptional 5-bedroom, 5.3-bath contemporary retreat, ideally located just steps from world-famous Siesta Public Beach and a short stroll to Siesta Village, where boutique shopping, dining, lively nightlife, and island charm await. Thoughtfully designed for effortless resort-style living, this four-level residence offers breathtaking Gulf views, expansive light-filled interiors, a private elevator, and extraordinary indoor and outdoor entertaining spaces. As the day draws to a close, the western sky transforms into a spectacular canvas of brilliant oranges, pinks, purples, and golds, creating unforgettable sunsets over the Gulf that can be enjoyed from multiple levels of the home, including the stunning rooftop retreat. The private outdoor oasis features a heated saltwater pool with sun shelf, spa, custom entertainment bar, lush tropical landscaping, and covered parking for up to four vehicles. Inside, the home showcases wide-plank wood-look porcelain flooring, painted tongue-and-groove ceilings, custom aluminum railings, and a dramatic four-story glass atrium staircase. The luxurious primary suite enjoys Gulf views, a private balcony, and a spa-inspired bath with a soaking tub, rain shower, dual vanities, and generous storage. Four additional ensuite guest bedrooms, each with private balconies and walk-in closets, provide exceptional comfort and privacy for family and guests. Designed for entertaining, the main living level features an open-concept great room with a custom fireplace, built-in dining, beverage bar, and a chef's kitchen appointed with custom cabinetry, granite countertops, GE Monogram appliances, a hidden coffee bar, oversized island, and banquet seating for ten. The adjoining Gulf-view terrace offers a fully equipped outdoor kitchen, creating the perfect setting for seamless indoor-outdoor living. Crowning the home is an extraordinary 950-square-foot rooftop terrace showcasing panoramic Gulf views and front-row seats to Siesta Key's legendary sunsets, where the ever-changing sky erupts in vibrant hues reflected across the Gulf waters. Complete with a full outdoor kitchen, beverage cooler, ice maker, automated louvered pergola, and powder bath, it is the ultimate venue for entertaining, enjoying sunset cocktails, or relaxing beneath the stars above the coastline. Additional highlights include a four-zone HVAC system, elevator service to every level including the rooftop, abundant secure storage, smart home prewiring with security cameras, low-maintenance tropical landscaping with irrigation and lighting, and superior concrete and masonry construction with a hollow-core concrete roof system and hurricane-rated impact glass, delivering exceptional durability, energy efficiency, and peace of mind. This is a rare opportunity to own a true luxury beach retreat that combines world-class construction, spectacular Gulf views, dramatic nightly sunsets painted across the Gulf sky, and an unbeatable location just steps from Siesta Beach and all the shopping, dining, and entertainment of Siesta Village.

5547 Avenida Del Mare, Sarasota

$4,000,000
2 Beds 3 Baths Terrace SubDv. 34242 Zip Code
Perched 15 floors above the Gulf of Mexico within The Terrace—Frank Folsom Smith's iconic beach-front landmark on Siesta Key—two corner residences were combined to create an extraordinary 2,365-SF home. Completely reimagined by award-winning architect Michael Halflants of Halflants + Pichette Studio for Modern Architecture, the residence received the prestigious AIA Florida/Caribbean Honor Award of Excellence in Interior Design and was featured in Sarasota Magazine's Dream Homes issue. Original interior walls were removed to reveal uninterrupted vistas that extend along the shoreline of Siesta Key, across Sarasota Bay, and to the downtown Sarasota skyline. The result is a flowing two-bedroom, two-and-a-half-bath residence where panoramic views, exceptional materials, and thoughtful design exist in perfect balance. At the center of the home, a sculptural Etimoe hardwood core houses the kitchen, storage, primary bath, and an expansive walk-in closet, bringing warmth and architectural definition to the open floor plan. Floor-to-ceiling, seven-panel bi-fold glass doors disappear completely at the corners, creating a seamless connection to the Gulf and inviting coastal breezes into the living spaces. Custom folding partitions provide privacy between the primary suite and main living areas without compromising the home's openness or visual continuity. Thoughtful custom details continue throughout the residence, including a custom steel desk overlooking the Gulf of Mexico, creating a work-from-home setting few could rival. The raw concrete ceiling from Smith's original 1969 design was scraped and clear-coated to a soft sheen, transforming a defining element of the building into a striking contemporary feature. Large-format porcelain tile, custom steel detailing, and carefully selected wood finishes complete a sophisticated material palette that feels both timeless and contemporary. Residents of The Terrace enjoy private access to Siesta Key's renowned beach and are just moments from the shops, restaurants, and energy of Siesta Village. More than a luxury beachfront residence, this is a rare opportunity to own an award-winning home within one of Sarasota's most recognizable waterfront landmarks, where exceptional architecture and Gulf-front living are seamlessly intertwined.

5400 Ocean Boulevard Unit #15 1-4, Sarasota

$799,900
2 Beds 2 Baths Our House At The Bch SubDv. 34242 Zip Code
Welcome to your Siesta Key beach retreat! Perfectly positioned directly across from world-famous Siesta Key Beach, this immaculate, beautifully renovated 2-bedroom, 2-bath condominium offers the ideal combination of coastal luxury and exceptional investment potential. Completely renovated in 2019, this turnkey residence features recently installed hurricane-impact windows and sliding glass doors, a beautifully updated kitchen with stone countertops and stainless-steel appliances, a remodeled master suite, updated bathrooms, all-new PVC plumbing throughout, in-unit laundry, and a bright, open floor plan designed for easy beach living. Relax on your private lanai overlooking the tranquil lake or take a short walk to the powder-soft sands and crystal-clear waters of Siesta Key Beach. A rare attached private garage with epoxy floors provides additional convenience and storage. Residents and guests enjoy outstanding community amenities, including a pavilion with grills, an outdoor shower, a heated pool, tennis and pickleball courts, and beautifully maintained tropical grounds. Investors will appreciate the short-term rental flexibility, with both on-site professional property management and self-management options available, allowing owners to maximize rental income while maintaining complete flexibility. Whether you’re searching for a full-time residence, vacation getaway, or income-producing property, this condominium checks every box. Most furnishings are negotiable, offering the opportunity to purchase a fully furnished, turnkey property and begin enjoying or renting it immediately. Located just minutes from Siesta Key Village’s popular restaurants, boutique shopping, and entertainment, this is a rare opportunity to own a move-in-ready property in one of Florida’s most sought-after beach communities.

1135 Lake House Circle Unit C115, Sarasota

$5,250,000
3 Beds 4 Baths Sunset Beach SubDv. 34242 Zip Code
Introducing Residence #304 at Sunset Beach, Siesta Key's newest luxury address, where sophisticated coastal design and effortless living come together in an exclusive boutique beachfront community. One of only 11 private residences, this beautifully appointed home offers an exceptional blend of spacious interiors, elevated finishes, and timeless modern elegance. Designed to maximize comfort and functionality, the open-concept floor plan is filled with natural light through floor-to-ceiling hurricane-impact glass that seamlessly connects the living spaces to expansive outdoor terraces. The chef's kitchen is thoughtfully crafted with custom cabinetry, premium Wolf and Sub-Zero appliances, and designer finishes, while the spacious great room creates the perfect setting for entertaining or simply unwinding after a day on the beach. Luxurious bedroom suites provide a private retreat, each designed with comfort and sophistication in mind. Situated on 2.5 Gulf-front acres with 175 feet of private beachfront, Sunset Beach offers an unmatched collection of resort-style amenities, including a beachfront pool and spa, private cabanas, a fire pit, fitness center, grilling area, bicycles, and private owner storage. Just a short walk from Siesta Key Village, you'll enjoy boutique shopping, acclaimed restaurants, coffee shops, and live entertainment while returning home to the privacy and exclusivity of one of the island's most coveted new communities. Residence #304 offers the perfect combination of luxury, location, and exceptional design, making it an extraordinary opportunity to own at Siesta Key's newest luxury address.

70 Avenida Veneccia Unit 304, Sarasota

$6,750,000
4 Beds 4 Baths Sunset Beach SubDv. 34242 Zip Code
Introducing Residence #201 at Sunset Beach—the corner model residence at Siesta Key's newest luxury address. This professionally designed showcase home offers breathtaking Gulf views, abundant natural light, and an exceptional blend of modern coastal elegance, all within an exclusive collection of just 11 beachfront residences. Designed for both everyday living and effortless entertaining, the residence features an open-concept floor plan with floor-to-ceiling hurricane-impact glass that seamlessly connects the interior to expansive Gulf-front terraces. Every detail has been thoughtfully curated with high-end designer finishes, a custom chef's kitchen featuring Wolf and Sub-Zero appliances, and a private bar in the living area—perfect for hosting family and friends. Situated on 2.5 Gulf-front acres with 175 feet of private beach, Sunset Beach offers resort-style amenities including a beachfront pool and spa, cabanas, fire pit, fitness center, grilling area, bicycles, and private owner storage. Ideally located, you'll enjoy the privacy of a boutique beachfront community while being just a short walk to Siesta Key Village, where charming boutiques, waterfront dining, coffee shops, and live entertainment await. Experience refined beachfront living at one of Siesta Key's most exclusive new communities. Contact us today to schedule your private tour of Residence #201.

70 Avenida Veneccia Unit 201, Sarasota

$7,675,000
5 Beds 7 Baths Hidden Harbor SubDv. 34242 Zip Code
Ready NOW. This exceptional waterfront estate by Dynan Construction, Sarasota's premier luxury builder, offers a rare opportunity to own a brand-new custom home without the wait. Renowned for impeccable craftsmanship, architectural integrity, and timeless coastal design, Dynan delivers a residence built to the Fortified Home Gold Standard, providing enhanced resilience against Florida's coastal elements while maintaining uncompromising luxury. Thoughtfully curated, every space reflects sophisticated design, elevated finishes, and enduring style. The gourmet kitchen is appointed with a premium Thermador appliance package, while Brizo plumbing fixtures are featured throughout the home, adding a refined level of quality and craftsmanship. This five bedroom single-story residence offers seven bathrooms - five full bathrooms, a dedicated pool bath, and an additional powder bath, creating a functional layout designed for both everyday living and effortless entertaining. Situated within the exclusive Hidden Harbor community—an intimate waterfront enclave known for its mature landscaping and lush, canopy-lined streets—the property enjoys a deep-water canal with direct access to Sarasota Bay and the Gulf of America. Designed to embrace Florida's indoor-outdoor lifestyle, expansive 10-foot sliding glass doors open to a resort-inspired outdoor living area complete with a custom pool and spa that is elevated to the finish floor of the home, covered pergola, and fully equipped outdoor kitchen. From sunrise cruises to sunset returns, enjoy the convenience of a private outdoor shower located just steps from the new dock and 10,000-pound boat lift. Every detail has been thoughtfully considered, from the seamless entertaining spaces to the carefully selected designer finishes throughout. Additional features include smart-home lighting controls, prewiring for security cameras and blinds, indoor/outdoor surround sound, and preparation for a future whole-house generator, providing convenience and peace of mind. Dual garage spaces—including a two-car garage and an additional one-car garage—offer the versatility to accommodate vehicles, water toys, bicycles, and storage with ease. Located just a short bike ride from the world-renowned Siesta Key Beach, this remarkable home combines luxury, durability, and an exceptional waterfront lifestyle with easy access to Sarasota's finest beaches, dining, shopping, and cultural attractions.

5215 Hidden Harbor Road, 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

$1,349,000
3 Beds 4 Baths Hamilton Club SubDv. 34242 Zip Code
Siesta Key, exclusive gated community of only 18 homes with Marina, pool and tennis all within a private, lush, tropical paradise . Walking paths around the lagoon as well as the beautiful Marina make Hamilton Club a truly unique lifestyle. Inspired by the architcture of Bermuda with its close ties to 17th Century Great Britian is recognised by its striking pastel colored walls and "welcoming arms" staircases . Very close to the Village and Beach , yet equally convenient to Downtown . This sophisticated townhome has been completly renovated with fine finishes , wood and stone prevail with architectural beauty . Soaring ceilings bring in the most elegant lighting . The kitchen with its sweeping bar of magnificent granite can accomodate a large party-open to the Great Room , it is both sleek and inviting .Premium appliances include Miele, Bosch , GE and KitchenAid .Expansive counter space , built in shelving and a variety of pantries and drawers add to the incredible functionality. The Great Room with 20 foot ceilings opens to the screened balcony with a charming view of the lagoon and pool area . The primary bedroom is enhanced by the stunning view of treetops and is all the more cozy for having its own fireplace . Impact rated windows and a metal roof combine to make this solid structure weather worthy . On the ground floor , in addition to the oversized two car gargage is a climate controlled bonus room which opens to the ground floor lanai . Boating , swimming , tennis and walking paths , within a private and peaceful environment close to everything -that is the Hamilton Club .

3942 Hamilton Club Circle Unit 13, Sarasota

$1,135,000
2 Beds 2 Baths Peppertree Bay SubDv. 34242 Zip Code
Rarely available beach-view residence with deeded access to the renowned shores of Siesta Key Beach. Located on the third floor, this bright and inviting unit features a versatile layout, including a pull-out sofa on the lanai with a privacy partition—perfect for creating a comfortable third sleeping area for guests. The well-designed split floor plan offers a spacious dining area, an eat-in kitchen with bar seating, two generously sized bedrooms, and two full bathrooms. Ample storage can be found throughout the home, along with the added convenience of in-unit laundry. Enjoy the ultimate coastal lifestyle with just a short stroll—approximately 70 steps—to the beach, as well as easy access to the community clubhouse, fitness center, and pool. Residents are treated to an array of resort-style amenities, including two heated swimming pools, two clubhouses ideal for entertaining, tennis courts, a fully equipped fitness center, and multiple BBQ areas. A scenic fishing pier invites you to cast a line or simply relax and watch boats and yachts glide by. Ideally located just minutes from shopping, dining, entertainment, golf courses, biking trails, boating, and the vibrant arts and culture of Sarasota. Beautifully updated in 2023 (to the studs, to include all new electric and plumbing) and offered turnkey furnished, this residence is move-in ready and perfectly suited as a primary home, vacation getaway, or income-producing investment.

1080 W Peppertree Lane Unit 305A, 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

$2,200,000
5 Beds 3 Baths Siesta Rev SubDv. 34242 Zip Code
Price Reduced! Spacious island living, strong weekly rental income, and a prime north Siesta Key location come together in this beautifully maintained 5-bedroom, 3-bath furnished home just steps from beach access No. 1 at Shell Road on Big Pass. Built above base flood elevation of 11 feet, this property offers a valuable advantage on Siesta Key, along with the comfort, privacy, and usability today’s buyers are looking for. Fully gated and walled, the home sits on a generous lot surrounded by lush tropical landscaping, with an oversized 3-car garage and large paver driveway providing ample space for vehicles, beach gear, and a golf cart. Inside, the home offers large, open living spaces ideal for gathering and entertaining, featuring 12-foot ceilings, crown molding, arched openings, travertine flooring, and a spacious living room with gas fireplace. The kitchen includes stainless steel appliances, oak cabinetry, a breakfast nook overlooking the backyard oasis, and easy flow to the separate dining area and main living spaces. French doors open to a large terrace overlooking the tropical backyard, while an additional side terrace offers a private place to relax. The main-floor primary suite is a standout, offering direct terrace access, an oversized bedroom, two walk-in closets, and a luxurious en-suite bath with dual vanities, soaking tub, walk-in shower, and floor-to-ceiling travertine. Two additional bedrooms and a full bath are also located on the first floor, creating a functional and flexible layout. Upstairs, two generous guest bedrooms, a full bath, and a wet bar with beverage fridge provide an ideal retreat for visitors, with one bedroom opening to a private terrace overlooking the backyard. Designed for indoor-outdoor island living, the backyard is a true tropical oasis with mature landscaping, a heated saltwater pool with fountain, paver deck, large turf area, outdoor shower, and an exceptional tiki hut bar and outdoor kitchen complete with a built-in gas grill, two bar fridges, and porcelain countertops. An additional fenced side yard offers extra space for pets or outdoor enjoyment. Offered turn-key furnished, with a five-bedroom layout, generous lot size, multiple terraces, abundant storage, central vacuum, and expected 2026 rental income of $190,000. This home is an outstanding opportunity for those seeking a private Siesta Key retreat, income-producing investment, or both. Ideally located near world-renowned Siesta Key Beach and just a short drive to downtown Sarasota’s restaurants, shopping, and cultural attractions, this property offers the best of island living with convenience, comfort, and flexibility.

3508 La Paloma Avenue, 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

$2,490,000
3 Beds 4 Baths Casarina SubDv. 34242 Zip Code
You will be WOWED! by this Furnished 2400+ Sq Ft of Elegant BEACHSIDE LIVING with (3) Generously Sized Bedrooms & (3.5) Baths with STUNNING FINISHES THROUGHOUT!.....RARELY AVAILABLE Corner Unit in this Special Boutique Community---a Resort-Style PET FRIENDLY "low density" plush 7 acre residential complex with over 200 feet of Powdery Quartz sand frontage along with "Old Florida" Clubhouse; Courts; Beachside Pool & Cabanas and an Onsite Manager....Upon Entrance you will be Greeted with a Grand Hallway that leads to a BRIGHT & SPACIOUS Floor Plan, reminiscent of a Single Story Home...Each Bedroom is Privately Located, each with it's own Full Baths....ENTERTAINING is "Extra Special" with Expansive Living Areas and Ideally Centrally Located Wet Bar....WELL-APPOINTED INTERIORS, including: Porcelain Tile throughout; Quartz Countertops; Hurricane Impact Windows/Sliders; "Hotel Style" Primary Suite with Seating Enclave & Sumptuous Ensuite Bath; Abundant Storage & Closet Space; In-Unit Laundry and Importantly...ease of Indoor/Outdoor Living with Multiple Sliders leading to "Wrap-Around" Balcony/Lanai--Perfect for Morning Coffees or Indulging your Favorite Cocktails while Watching Majestic Sunsets over the Gulf....*****Deeded Beach Access, convenient for long strolls collecting Seashells or just "Toes in the Sand" relaxing at Top Rated Siesta Key Beach. Dining/Shopping and Nightlife of the main village are just minutes away...GARAGE PARKING...---Ideal as Second Home/Vacation, Investment or Year-Round Residence. Island Living @ It's Finest!

5880 Midnight Pass Road Unit 511, 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

$2,000,000
5 Beds 4 Baths Sarasota Beach SubDv. 34242 Zip Code
Live the Siesta Key lifestyle at its best in this exceptional, elevated waterfront residence, positioned just one block from Siesta Village and only three blocks to Sunset Pier and world-famous white quartz sands and aqua waters of Siesta Beach. Whether you’re seeking a primary residence, vacation retreat or potential income-producing investment, this home offers the location, boating access and peace of mind today’s buyers value most. Custom-designed and built by the engineer-owner, this striking Key West–inspired, three-story home offers approximately 4,210 square feet of air-conditioned living space, thoughtfully engineered for energy efficiency, durability and low maintenance. The main living level begins at approximately 19 feet above base flood elevation, a significant advantage that helps reduce flood risk and insurance costs. Built in compliance with FEMA and Florida building codes, the home earned Florida Power & Light’s Build Smart designation, verified to be 40% more energy-efficient than required by Florida energy standards. Designed for everyday living and entertaining, the expansive open-concept main level features soaring tray ceilings, glass block accents, porcelain tile with marble inlays and abundant natural light. The chef’s kitchen offers extensive custom cabinetry, abundant quartz countertop workspace, an oversized island and stainless-steel appliances, seamlessly flowing into an expansive formal dining room ideal for hosting family and friends. The home offers five bedrooms and five baths, including a spacious owner’s suite with vaulted ceilings, spa-style bath and an oversized bonus room opening to multiple balconies with tranquil water views. A large recreation room, workshop, and generous storage add flexibility for full-time living or guest accommodations. Additional features include impact windows, wind-rated low-maintenance exterior siding, zoned HVAC with UV filtration, central vacuum, oversized four-car garage, additional driveway parking and landscaped, maintenance-free grounds. Outdoor living is a highlight, featuring a saltwater pool with titanium heat pump and hydraulic cover, expansive paver deck, outdoor kitchen with a seven-foot stainless steel grill, wet bar, pergola, gazebo and ambient LED lighting, ideal for relaxed island entertaining. Boaters will appreciate the canal-front setting with a 7,000-pound boat lift, providing easy access to Sarasota Bay and downtown by water. From morning experiences along the shoreline to breathtaking sunsets over the Gulf, every day on Siesta Key feels like a vacation. And when you're ready to explore beyond the island, downtown Sarasota is just a short drive away, offering world-class dining, arts and culture, including the Ringling Museum, Van Wezel Performing Arts Hall, St. Armands Circle and ever-popular Sarasota Farmers Market. Offering exceptional value as one of the lowest price-per-square-foot elevated waterfront homes on Siesta Key, this residence combines location, construction quality, efficiency and lifestyle, an outstanding opportunity to own in the heart of Siesta Key.

605 Avenida De Mayo, Sarasota

$12,900,000
5 Beds 6 Baths Gulfmead Estates SubDv. 34242 Zip Code
Discover a rare opportunity to enjoy pristine Gulf views, aquamarine waters, and a deep-water dock on the very North end of Siesta Key, just minutes to downtown Sarasota. One of Siesta Key’s most stunning and secluded waterfront sites — a residence offering a rare combination of historic significance, panoramic views of Big Pass, and exceptional structural integrity. Located approximately 200 feet south of civic leader Henry Higel’s early 20th-century Higelhurst Hotel, the pioneering developer’s beloved coastal breezes still beckon family and friends to enjoy swimming, water sports, boating, fishing, shoreline picnics, and direct, no-bridge access to the sparkling Gulf. Multiple covered porches and expansive windows provide front-row views of vivid sunsets and frolicking dolphins. Named for its pineapple stair finials symbolizing welcome, the Pineapple House was built in 2008 with an engineer-homeowner’s meticulous eye for detail. Constructed on pilings and grade beams, the home is set on a 31,293-square-foot lot and encompasses 6,596 square feet under air, with more than 13,000 total square feet. Designed by Diane Weinman with a refined Boca Grande aesthetic and built by ML Collingwood, the dwelling projects enduring quality, thoughtful engineering, and elevated coastal living. Enter through the impressive double doors to a sensual treat of symmetry and light. Main-level windows crowned with transoms frame views of the tropical blue sky. Walnut engineered flooring, Jerusalem stone, eight-foot doors, custom millwork, and generous closets enhance both functionality and beauty throughout. Scaled to feel both warm and elegant, the interiors are enriched with refined finishes and thoughtful architectural detailing. Living spaces encompass a formal dining room with butler’s pantry, living room, bookcase-lined library or sitting room, private office with built-in desk and cabinetry, dedicated home gym, and a flexible gathering room. A second primary or guest suite on the main level offers a private sitting area, breakfast bar, screened porch, and picture-perfect water views. An elevator conveniently serves all three floors. The chef’s kitchen anchors the main living areas with honed granite countertops, Sub-Zero appliances, custom Campbell cabinetry, and a walk-in pantry, opening to casual dining spaces and sun-filled outdoor porches. Upstairs, the primary suite is a tranquil retreat featuring a spa-inspired bath, oversized walk-in closet, shaded terrace, and outdoor shower. The expansive dock features two boat lifts: one 22,000-pound lift suitable for a 32- to 36-foot vessel and a second 10,000-pound lift. A humidity-controlled four-car tandem garage and a separate two-car garage accommodate up to six vehicles along with extensive marine and recreational gear. Solar panels and a 30kW generator underscore the home’s focus on energy efficiency and resilience. Outdoor living is highlighted by a 20,000-gallon heated saltwater lap pool surrounded by Shellcrete patios and Ipe decking. A perched beach with fire pit and swings welcomes gatherings overlooking Big Pass, while a 75-foot rear setback ensures privacy within a lushly landscaped yard. Rich in history, resilient and luxurious, intimate and refined, this is Sarasota waterfront living at its most authentic and coveted. Photos 1 and 2 reflect the new colors that the home is being painted.

3440 Gulfmead Drive, Sarasota

$29,995,000
7 Beds 11 Baths Siesta Rev SubDv. 34242 Zip Code
Under Construction. Under Construction. Welcome to 3990 Higel Avenue, set to be completed in August of 2026 and can be offered fully furnished. Where architectural brilliance meets unrivaled luxury on Sarasota’s exclusive Gulf-front shores. 3990 Higel is 1 of 1. Having direct ocean frontage, while having the ability to have your own private bock/lift. This 13,035 square-foot masterpiece is designed by the acclaimed DSDG Architects, built by Nutter Construction, and interior designed by Angela Rodriguez Interiors. This home sits gracefully on one acre of prime Gulf-front property, delivering an unparalleled coastal living experience. As you arrive, a grand private driveway lined with lush tropical landscaping and a stately entrance sets the tone for this extraordinary estate. The main residence features 5 spacious ensuite bedrooms, meticulously designed with ultra-luxurious finishes, custom millwork, and designer lighting throughout The interiors blend modern sophistication with timeless elegance, offering soaring ceilings, expansive walls of glass, and seamless transitions between indoor and outdoor spaces. The great room, bathed in natural light, showcases floor-to-ceiling windows that frame breathtaking views of the turquoise Gulf waters. A reflecting pool with fountain features mirrors the beauty of the estate’s serene surroundings, while retractable glass walls blur the lines between indoor comfort and outdoor splendor. The gourmet kitchen is a culinary dream, outfitted with custom cabinetry, designer hardware, and state-of-the-art appliances, including an oversized island ideal for both entertaining and everyday living. The primary suite is a sanctuary unto itself, complete with private sitting areas, a balcony with mesmerizing Gulf views, and a spa-inspired ensuite bath adorned with exquisite finishes, soaking tub, and oversized shower. Each additional bedroom offers equally luxurious accommodations, ensuring guests experience unrivaled comfort and style. Outdoor living rivals a world-class resort with multiple terraces, a sparkling infinity-edge pool, and expansive lounging areas surrounded by lush gardens. A firepit area and thoughtfully designed hardscaping invite al fresco dining and relaxation under the stars. For boating enthusiasts, a private deeded 20,000 lb boat lift provides direct access to the Gulf, seamlessly connecting the estate to Sarasota’s waters. Adding to the grandeur is a detached 2-bedroom guest house, complete with its own living space, ensuring the utmost privacy and convenience for family and friends. Designed for entertaining, the home also includes a dedicated party room and an elegant wine room to showcase your finest collection. Every detail has been carefully considered – from the structural integrity and elevation designed for storms to the cutting-edge smart home systems and incredible engineering. This estate represents the pinnacle of craftsmanship and design, set in one of Sarasota’s most coveted waterfront locations. 3990 Higel Avenue is more than just a home; it is a timeless retreat where luxury, tranquility, and Gulf-front beauty converge to create an extraordinary living experience.

3990 Higel Avenue, Sarasota

$3,900,000
5 Beds 6 Baths Siesta Cove Sub SubDv. 34242 Zip Code
An extraordinary statement of modern coastal elegance, this custom waterfront residence built in 2018 is a masterclass in refined living, where architectural detail, craftsmanship, and setting converge in the coveted enclave of Siesta Cove. Framed by sweeping water views and constructed with hurricane-rated windows and doors, the residence offers both elevated design and enduring peace of mind. Spanning five bedrooms and six full bathrooms, the home is thoughtfully curated for effortless luxury. The primary en-suite retreat on the main level provides a private sanctuary, while light-filled interiors and tranquil water vistas create a seamless connection to the outdoors from nearly every room. The great room commands attention with intricate ceiling artistry, custom built-in shelving, and a sleek electric fireplace—an inviting yet dramatic centerpiece for both intimate evenings and grand entertaining. A temperature-controlled walk-in wine cellar and elegant wet bar elevate the experience further. At the heart of the home, the kitchen is a vision of light and sophistication, featuring new designer Cambria countertops (Wolf & Subzero appliances) including double ovens, built-in refrigerated drawer and a built-in freezer drawer, a generous walk-in pantry, and a welcoming eat-in layout complemented by an adjacent breakfast bar. Plantation shutters and discreet electric blinds throughout the home enhance the ambiance with effortless control of light and privacy. A richly appointed den or office behind French doors offers quiet refinement, while a sweeping staircase ascends to an upper level designed for both comfort and indulgence. Here, a spacious bonus room opens to a private screened balcony, ideal for sunrise reflections or sunset cocktails. Four additional bedrooms include three luxurious en-suite accommodations and a fourth with a dedicated full bath just beyond. One suite is distinguished by its own wet bar with refrigeration for morning coffee or evening refreshment, along with custom built-in closet drawers—an unexpected touch of indulgence. The outdoor living experience is nothing short of resort-caliber. A sparkling pool and spa, enhanced by a new electric pool heater, are complemented by an outdoor shower, built-in grill, and beverage cooler—creating a private oasis for entertaining under the stars. Boaters will appreciate the 39-foot private dock with water, electric, and lift, just moments (only 3 properties away) from the Intracoastal Waterway. Additional features include an elevator servicing all levels from the oversized three-car garage, abundant storage, a fully fenced yard, and lush, mature landscaping that envelops the property in privacy and beauty. Perfectly positioned near world-class beaches, upscale shopping, and fine dining, this exceptional Siesta Cove residence is more than a home—it is a lifestyle defined by grace, comfort, and uncompromising waterfront luxury.

5326 Siesta Cove Drive, Sarasota

$1,650,000
3 Beds 4 Baths Siesta Villa SubDv. 34242 Zip Code
Superb Location. Big Family Retreat. Excellent Investment. Quiet Beach Days. The search for your ultimate beach retreat ends at 436 Canal Road. This 3-bedroom, 3 ½ bath home has all the extras you’re looking for. Your home is located just steps to world famous Siesta Key Beach. You are an easy walk, bike ride, or golf cart drive to Siesta Key Village where you will experience great food, entertainment and eclectic shopping. Enjoy fishing or dropping your kayak or paddleboard off your private community dock to explore Siesta Key by water. Or relax by the west-facing pool shared by only 4 units. At home, use your interior elevator to take you to all four floors. The oversized garage comes with a new garage door, a mini-split AC unit and plenty of room for your golf cart and beach toys. The first floor of living space has an open-plan kitchen with stainless steel appliances, a dining area and living room. There is also a balcony, laundry and half-bath on this floor. The next floor contains 3 spacious bedrooms and 2 baths. The Primary bedroom has an en-suite with dual sinks, both a garden tub and shower, and two walk-in closets. The top level had a surprise flex space that opens to the large roof top terrace with stunning views of the gulf. The flex space currently has 2 twin beds, a wet bar with under-counter sink, and a full bath with shower. Your home has a 2026 Roof, 2-AC units (2025 and 2022), and new Garage Door (2025). The property is currently being utilized as a WEEKLY rental and sleeps 8. The community is pet-friendly (owners only). Seller is grossing $100k using VRBO. Projections of $167,000+ with property manager. Come visit paradise on Siesta Key.

436 Canal Road Unit A, Sarasota

$1,375,000
2 Beds 2 Baths Gulf & Bay Club SubDv. 34242 Zip Code
Incredible Gulf-front first-floor residence (10’ elevation) within the amenity-rich 32-acre campus of the Gulf & Bay community on Siesta Key. This 2-bedroom, 2-bath furnished condominium is ideally positioned in the highly desirable F Building and offers direct walk-out access to the beach with unobstructed views of 800 feet of private shoreline and the expansive Gulf of Mexico. Just steps from the sand, this exceptional location delivers the ultimate Gulf & Bay lifestyle—blending convenience, privacy, and breathtaking coastal scenery. This unit did not flood during recent storms. The remodeled kitchen features abundant cabinetry, a beverage cooler, and a comfortable eat-in area with a built-in desk. The primary suite captures beautiful Gulf views and includes a walk-in closet plus an additional wall closet. The en-suite bath has been tastefully remodeled with a frameless travertine shower, dual vanities, and a dedicated makeup area. The spacious guest bedroom offers two full Murphy beds, providing flexible sleeping accommodations. Additional highlights include a new A/C system (2025), 20" x 20" tile throughout the main living areas, and smooth ceilings—no popcorn. Gulf & Bay is truly one of the best resort complexes on Siesta key featuring: 2 clubhouses, 3 heated pools, pickleball courts, tennis courts (1 HarTru), well equipped fitness center, hot tub, multiple grill areas all leading out to World Famous, gorgeous Siesta Key Beach!

5740 Midnight Pass Road Unit 104F, Sarasota

$4,095,000
4 Beds 4 Baths Sara Sands SubDv. 34242 Zip Code
Completed in 2024, this custom one-story canal-front residence in the sought-after Sara Sands neighborhood offers a seamless blend of modern coastal design and effortless island living. Ideally located just minutes from Siesta Key Village, you’re close to boutique shopping, top restaurants, coffee shops, popular wine bar, and lively evening entertainment—while enjoying excellent boating water with quick 10–15 minute access to the Intracoastal Waterway. The home welcomes you with striking curb appeal, featuring a wide paver driveway, lush tropical landscaping, and a covered entry leading to an impressive wood front door. Inside, the open, airy floor plan is designed to maximize indoor-outdoor living. The main living space flows beautifully into the outdoors, highlighted by a dramatic covered lanai with a rich wood-plank ceiling, recessed lighting, and modern ceiling fans—creating a resort-style atmosphere year-round. The gourmet chef’s kitchen is both functional and elegant, showcasing custom wood cabinetry, quartz countertops, premium appliances, and a dedicated beverage bar ideal for entertaining. Large sliding glass doors open fully to the expansive covered patio, creating a true extension of the living space. This thoughtfully designed home offers four bedrooms and four bathrooms, providing privacy and comfort for family and guests alike. Each space is finished with clean lines, high ceilings, and quality craftsmanship throughout. Outdoors is where this property truly shines. The large covered patio deck includes multiple seating and dining areas, a fully equipped outdoor kitchen, and overlooks a resort-style pool with sun shelf, all framed by tropical landscaping and tranquil canal views. A covered boathouse with 10,000 lb lift, charming gazebo, and fenced yard complete this exceptional waterfront setting—perfect for boating days, sunset gatherings, and relaxed island evenings. This is a rare opportunity to own a nearly new canal-front home in one of Siesta Key’s most desirable neighborhoods—offering luxury, lifestyle, and location in perfect harmony.

5078 Sandy Beach Avenue, Sarasota

$5,250,000
3 Beds 4 Baths Sarasota Beach SubDv. 34242 Zip Code
A truly one-of-a-kind beachfront home with spectacular western-facing Gulf views, this is one of only 7 homes on private Tenacity Lane at the north end of Siesta Key. A few steps along your private backyard path lead you to the powdery white sands of Siesta Key Beach. Built with the main living areas above county elevation requirements, the home captures sweeping beach-and-ocean panoramas from nearly every room. The living room features a stone fireplace, soaring ceilings, and a wall of sliding glass doors that frame the Gulf and fill the space with natural light. The kitchen and dining area also afford water views and include stainless steel appliances, a gas cooktop, built-in oven/microwave, and a wet bar—ideal for entertaining. A standout feature is the upper loft overlooking the beach with its own private deck for an even higher vantage point. The spacious primary suite includes a beach-facing alcove—perfect for a private office or reading nook—along with a large bath with dual sinks, a jetted tub, a separate shower, and a private balcony. Two additional bedrooms are generous in size with large windows, en-suite baths, and water views. Outside, the expansive beachfront deck is partially covered and provides scenic space for grilling, stargazing, or simply enjoying the beach view. The ground level houses a two-car garage, abundant storage, and a full bath. The expansive driveway accommodates parking for 12+ vehicles, alongside a large covered outdoor space for relaxing in the shade. Zoned Residential Multi-Family and offered furnished, this private, direct beachfront property is just steps to Siesta Key Village, renowned for it’s nightlife, dining, shopping, and entertainment. The true value of this property is in the land - it's location, direct beach frontage and access. This is an exceptional opportunity to enjoy as-is, renovate, or reimagine entirely. A prime Siesta Key setting with endless potential—a truly rare opportunity to secure a legacy property and create something extraordinary on one of Florida’s most coveted stretches of sand.

216 Tenacity Lane, Sarasota

$4,650,000
4 Beds 4 Baths Ten35 Seaside SubDv. 34242 Zip Code
One-of-a-Kind Gulf-Front Luxury at Ten35 Seaside! Welcome to Unit #503—an extraordinary, custom-designed Gulf-front residence on South Siesta Key. Thoughtfully reimagined with over $400,000 in bespoke upgrades, this one-of-a-kind home delivers a level of luxury, craftsmanship, and exclusivity rarely offered. From the moment you arrive, convenience meets prestige with two deeded parking spaces and one of only eleven private storage lockers in the building. Inside, a reconfigured layout maximizes sweeping, unobstructed Gulf views, while curated finishes include exquisite precious stone slabs, advanced AV and home automation, and custom acoustic paneling for a truly immersive living experience. The chef’s kitchen is a showpiece, featuring a backlit precious stone backsplash, premium appliances, and custom cabinetry designed for both beauty and performance. An adjacent wet bar—complete with custom shelving, a full-size Sub-Zero wine refrigerator, and beverage cooler—sets the stage for effortless entertaining. The Gulf-front primary suite is a serene retreat with panoramic views, a spacious walk-in closet, and a spa-inspired en-suite bath with dual vanities and an expansive walk-in shower. Three additional guest suites provide luxurious comfort and privacy for family and guests alike. Outdoor living is equally impressive, with a generous Gulf-front terrace and custom outdoor kitchen, ideal for alfresco dining while taking in the sights and sounds of the shoreline. Residents of Ten35 Seaside enjoy a resort-style lifestyle with beach attendants, a Gulf-front pool, fire pits and grilling areas, a state-of-the-art fitness center, on-site property management, and an optional on-site rental program offering income potential. A rare offering at one of Siesta Key’s most coveted addresses, Unit #503 represents the pinnacle of Gulf-front living—where exceptional design, unparalleled customization, and breathtaking views come together. This is more than a residence; it’s a coastal masterpiece.

1035 Seaside Drive Unit 503, Sarasota

$4,950,000
4 Beds 6 Baths Siesta Beach SubDv. 34242 Zip Code
Virtually Staged. Under Construction. Be the first owner of this exceptional new construction home. Enjoy gorgeous, wide Grand Canal views with quick access to Sarasota Bay—a true boater’s dream. This home showcases high-end construction at its core, featuring a standing seam metal roof, hurricane-impact windows and sliders, elegant stone detailing, and meticulous craftsmanship throughout—no detail has been overlooked. Offering 4 bedrooms and 5 bathrooms, including a pool bath and an additional half bath, the layout is both luxurious and functional. Enter through the grand foyer with soaring ceilings, custom trim work, and striking shiplap accents. The open floor plan seamlessly connects the grand room, dining area, and bonus space, all leading to a stunning pool and patio with outdoor kitchen, perfect for entertaining. The chef’s kitchen is beautifully appointed with stone countertops, custom cabinetry, and premium finishes, complemented by matching stone counters and custom cabinetry in all bathrooms, creating a cohesive and elevated design throughout the home. Custom wood decking winds its way to the dock, enhancing the waterfront lifestyle. The home also features laundry rooms on all three floors, a spacious loft, and thoughtfully designed primary and guest bedroom suites. This is a rare opportunity to own a meticulously crafted waterfront residence designed for luxury living and boating enthusiasts alike.

527 Venice Lane, Sarasota

$7,500,000
4 Beds 5 Baths Cocoanut Bayou SubDv. 34242 Zip Code
A timeless coastal estate with an air of refined European elegance, this gated waterfront residence on the protected deep waters of Cocoanut Bayou harmonizes classic architecture with thoughtful modern enhancements. Newly updated with wide-plank white oak engineered hardwood flooring and a gleaming white kitchen featuring new pearl quartz countertops and a Zellige tile backsplash, the home offers an elevated, move-in-ready experience for buyers seeking both luxury and serenity on Siesta Key. Step through custom arched double doors into a luminous grand foyer with 12-foot ceilings and beautifully crafted architectural details that introduce the home’s balance of scale, sophistication, and warmth. The soaring central living room, with its 24-foot ceilings, new hardwood floors, and expansive terrace, sets the tone for both intimate gatherings and grand entertaining. A sweeping 48-foot waterfront terrace extends the full width of the home, creating a captivating outdoor living space with room for dining, lounging, and enjoying breezy evenings by the stone fireplace. Inside, the newly refreshed gourmet kitchen shines with exceptional professional-grade appointments, including two Sub-Zero refrigerators, Wolf cooking equipment, two Miele dishwashers, Sub-Zero freezer drawers with ice maker, an oversized island, a casual dining area with French doors to the terrace, and an outdoor kitchen featuring a Wolf grill. The adjoining bar/butler’s pantry is well equipped with a 150-bottle, dual-temperature zoned Sub-Zero wine refrigerator and built-in Sub-Zero icemaker, along with additional glass-front cabinetry to display your treasured items. The kitchen flows effortlessly into a waterfront grand living room with five sets of French doors opening onto the terrace, for seamless indoor/outdoor living, and an elegant formal dining room for special occasions. On the opposite wing, you will find a handsome library/office, a home gym, and a large family room with serene water views and French doors to the terrace. A recently upgraded powder room and two large storage closets complete this level. The private second level, accessed by a sweeping staircase or the commercial-grade elevator, features four generous bedroom suites with walk-in closets, spa-inspired baths, and engineered hardwood flooring. The primary suite, a serene retreat, offers a gas fireplace, an expansive private terrace with bayou and bay views, the perfect spot to see incredible sunrises, and a luxurious marble bath with soaking tub, dual vanities, a large dual shower, and a built-in Sub-Zero mini-fridge. Spacious dual custom closets and a dressing area with a vanity complete the space. Boaters will appreciate the deep-water dock with direct access to Sarasota Bay and the Gulf of Mexico. Additional features include a second-floor laundry with a new Samsung washer and dryer, a 12-car garage, a whole-house sound system, impact-resistant windows and doors, concrete construction, state-of-the-art security, 4 HVAC units (one recently installed), and mature tropical landscaping that provides privacy and a true sense of retreat. A private community beach offers the rare opportunity to enjoy Siesta Key’s renowned white sands moments from home. Ideally located near Siesta Key Beach, Siesta Village, and vibrant downtown Sarasota, this exceptional estate combines architectural beauty, modern updates, and an enviable waterfront setting—offering a lifestyle entirely its own.

4205 Higel Avenue, Sarasota

$4,000,000
4 Beds 4 Baths Bay Island Shores SubDv. 34242 Zip Code
Coastal Elegance on the Northern tip of Siesta Key. Discover timeless luxury in this waterfront estate nestled in the exclusive Bay Island enclave on Siesta Key's coveted North end. With panoramic views of Roberts Bay and the Intracoastal Waterway, this home captures the essence of Florida lifestyle- elegant, relaxed and designed for seamless indoor/outdoor living. Step inside to find all new engineered hardwood flooring, a gourmet kitchen with all new top of the line appliances featuring a Sub-Zero refrigerator, Bosch dishwasher, a Jenn Air Oven/Microwave combination, a 5-burner gas cooktop, a warming drawer and all new custom-made wood cabinetry. It also has a double door pantry for all your kitchen supplies and a built-in desk for all your recipes or a workstation for the family. The rear of the home has a wall of sliders across the back which gives you expansive views out to the bay. This level has 3 bedrooms and 3 baths, two of them are bedroom suites and there is a large laundry room with new washer/dryer and a wall of shelving for any storage or folding needs. The second level encompasses your main bedroom suite and two expansive screened-in porches/lanais for incredible southern and northern views. The all-new main bath has a soaking tub, a walk-in shower all new cabinetry and a walk-in closet. Stepping outside embrace the outdoors with an open-air pool, and an outdoor shower. Boating enthusiasts will appreciate the three docks, featuring a 16,000-pound boat lift, a 10,000-pound lift for an accessory boat or jet ski, and mooring for a 35-foot boat. The property offers direct sailboat access to the Gulf of Mexico, making it a boater's paradise. The property features a complete newer seawall installed in 2018 with a new wall and cap. The northern tip offers the convenient access to the gulf and easy-on/off the island for shopping, restaurants and access to downtown Sarasota. Freeling Drive is renowned for its pristine waters. From your backyard, watch dolphins play and kayakers glide by. Catch fresh stone crabs and blue crabs right off your dock. You're just minutes away from Siesta Key Beach, Shell Beach, downtown Sarasota, shopping, and the arts.

878 Freeling Drive, Sarasota

$989,000
3 Beds 2 Baths Gulf & Bay Club Bayside SubDv. 34242 Zip Code
Owner Financing Available ~ Siesta Key ~ Siesta Key Beach - Private Beach Access ~ Gulf & Bay Bayside Community ~ Three Bedrooms ~ Two Bathrooms ~ Weekly Rental Property ~ Two Pools / Sauna's ~ Tennis ~ Pickleball ~ Day Dock ~ Garage (Deeded).This bright and serene two-story unit offers a welcoming second-floor entrance and is conveniently located just a short distance from the beach, making it truly move-in ready. As a weekly rental property, it is completely turn-key and situated within the desirable Gulf & Bayside Community. The residence features updates throughout and boasts an excellent layout designed for both comfort and style. Main Level Features: Upon entering, you are greeted by a light-filled kitchen equipped with a vaulted breakfast nook, stainless steel appliances, and a breakfast bar. The kitchen seamlessly flows into the dining room, which is enhanced by a wet bar and a beverage refrigerator, perfect for entertaining. The spacious living room, with its inviting vaulted ceiling, provides an ideal setting for gatherings and relaxation. The first-floor primary bedroom includes an ensuite bathroom that also serves as the guest bathroom. From here, you have access to the screened lanai, creating a seamless indoor-outdoor living experience. Tile flooring extends throughout the main level, except for the staircase leading to the upper floor. Upper Level and Additional Spaces: Upstairs, the home features a bright, multi-use loft area, as well as two luminous guest bedrooms. Each bedroom is complemented by a private Juliet balcony, and they share a bathroom with an enclosed shower. Additional conveniences include an in-unit stackable washer and dryer and a deeded, private one-car garage. Community Amenities: Residents of this community enjoy access to a variety of amenities, including private beach access, two pools, a sauna, a day dock, barbecue grills, tennis and pickleball courts, and a clubhouse. The property is beautifully showcased in photos and a drone virtual tour, inviting you to come and experience all it has to deliver. This is a weekly rental community, the management of which is at the discretion of the owner. Use the onsite management or one of your choosing. Easy to show even during active tenant stays.

1225 Siesta Bayside Drive Unit 1225B, Sarasota

$11,975,000
5 Beds 8 Baths Hidden Harbor SubDv. 34242 Zip Code
Under Construction. Introducing one of Hidden Harbor’s most significant new offerings—a waterfront estate meticulously crafted by Dynan Construction Co. one of Sarasota’s most respected and sought-after luxury builders. Known for their uncompromising standards, Fortified Gold engineering, and elite coastal construction methods, Dynan Construction Co. has earned a prestigious reputation across Florida for delivering residences that marry innovative design with enduring structural integrity. This home represents a rare level of elevated coastal living, where artistry and engineering come together in flawless harmony. This bay front property’s unique footprint extends across to a deep saltwater canal, allowing unobstructed panoramic Bay views while still providing protected harbor docking—an extraordinary combination rarely found in Sarasota. Just beyond the resort-level pool and terraces, a stretch of private white-sand shoreline delivers a true barefoot-beach experience, steps from your outdoor living spaces. Designed for both grand entertaining and effortless everyday living, the home features a full outdoor kitchen, covered dining pavilion, outdoor shower, and an expansive poolscape that blends seamlessly with the surrounding water and sky. Inside, every surface, finish, and detail has been curated to reflect a standard of luxury that defines Sarasota’s elite design culture—custom millwork, designer lighting, elevated stone selections, and a palette inspired by refined coastal sophistication. The estate plan offers 5 bedrooms, a dedicated office, gym with built in Sauna, plus additional wellness/lifestyle spaces, and thoughtful livability throughout. The primary suite is conveniently located on the main level, offering privacy, water views, and immediate access to the outdoor living areas. Two laundry rooms, an elevator, and multiple flexible-use rooms create convenience for multigenerational living, extended guests, or long-term functionality. Car enthusiasts and coastal adventurers will appreciate the 4-car garage plus a golf cart/motorcycle garage, providing exceptional storage and flexibility. Located just minutes from Siesta Key, this home not only offers immediate access to world-renowned beaches but beyond the waterfront lifestyle, the estate is a short drive to Sarasota’s vibrant cultural scene—from performances at the Van Wezel and Sarasota Opera House to exhibitions at The Ringling Museum. A rare convergence of architectural pedigree, luxury construction, and irreplaceable waterfront setting—this Hidden Harbor estate stands as a defining example of elevated coastal living on Florida’s Gulf Coast.

1290 Hidden Harbor Way, Sarasota

$4,490,000
3 Beds 5 Baths Siesta Isles SubDv. 34242 Zip Code
Experience elevated coastal living in this award-winning “Marlin Model” by Nutter Custom Construction, perfectly positioned on Siesta Key’s coveted Grand Canal. Completed in 2023 and showcased as the builder’s signature home, this completely custom Yacht-Modern residence blends refined elegance, contemporary design, and exceptional waterfront functionality. With 4,294 sq. ft. under air and 6,405 total sq. ft., this home offers 3 ensuite bedrooms (please note gym can be converted into 4th bedroom), 3 full baths, 2 half baths—including a dedicated pool bath—plus multiple flexible indoor and outdoor living spaces ideal for relaxed luxury and entertaining. Floor-to-ceiling glass doors reveal sweeping water views and seamless indoor-outdoor flow. Elevated construction and smart-home technology offer modern security and peace of mind. No water intrusion or damage during recent hurricanes. The chef’s kitchen is a standout, featuring a 10-ft waterfall island, European white dolomite counters, hidden walk-in pantry, Wolf appliances, built-in coffee system, under-cabinet toe lighting, and formal dining with wine cooler and ice maker. The primary suite is a private retreat with dual walk-in closets, hidden entry doors, freestanding soaking tub, oversized designer shower and steam room, and private outdoor shower garden. Outside, enjoy resort-style living with a multi-level pool and raised spa with infinity spillover, expansive lounging deck, covered living and dining with motorized screens, full outdoor kitchen, turf backyard with putting green, and multiple terraces. For boating enthusiasts, the property offers 104 ft of waterfront, a new concrete seawall, 104 ft of composite dock, two Golden Gear boat lifts with remotes (20,000lb & 5,000lb), water and shore power. Hop on your boat and be in the Gulf in less than 15 minutes. This property has received prestigious recognition, earning Best Custom Home, Best Kitchen, and Best Staircase in the Parade of Homes awards — reflecting exceptional craftsmanship and design distinction. The oversized 2.5-car garage provides excellent storage and functionality, offering space for a golf cart or the option to create a golf simulator setup. Located in Siesta Isles with a voluntary HOA, less than one mile to Siesta Key Beach and moments to Siesta Village by golf cart or bike. Click on the Virtual Tour Link to get a behind the scenes look! ** Furniture negotiable

5362 Shadow Lawn Drive, 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

$3,845,000
3 Beds 4 Baths Bay Island SubDv. 34242 Zip Code
Look no further. Welcome home to your coastal Siesta Key waterfront retreat, a boater’s dream come true. On the desired north end of Siesta Key, this four-bedroom, four-bath residence spans 4,622 square feet of meticulously designed living space. Elevated above flood plain, the residence blends architectural craftsmanship with a premier waterfront lifestyle. Directly on the Intracoastal Waterway with no fixed bridges, the property offers swift access to Big Pass and open Gulf waters. The dock presents panoramic bay views and a new 95-foot seawall with a 40-foot slip equipped with power, water and solar lit pilings, ideal for boating or serene sunrise and sunset viewing. The outdoor experience is elevated by a heated saltwater pool and spa, complete with smart controls, waterfall features and porcelain shellstone decking. Inside, a gourmet kitchen centers the home, featuring a Sub-Zero refrigerator, six-burner Dacor gas range with stainless vent hood, Advantium microwave-convection oven, wine refrigerator, wet bar, soft-close cabinetry with glass uppers, decorator granite surfaces, expansive island and illuminated custom cabinetry. The open-concept family room showcases a cathedral ceiling with sweeping bay vistas, creating a striking indoor-outdoor connection. The expansive primary suite features a private waterfront balcony, new carpet, custom walk-in closet and a spa-style en-suite with a deep soaking tub, frameless rain shower, and dual vanities. Two guest bedrooms are on the first floor, including a rear en-suite with a private entrance that also serves as a dedicated pool bath. A bonus room used as a game and fitness space offers flexible potential and can easily be converted into a fourth bedroom. This residence is within the city limits, allowing for potential short-term rental income, making it an attractive opportunity for personal enjoyment and investment. Additional highlights include hurricane-impact windows and doors, Hunter Douglas custom treatments, crown molding, Brazilian cherry wood flooring and refined interior finishes throughout. Professionally landscaped grounds with new sod, an irrigation system and hardscape pathways complete the setting. Minutes from Siesta Key Beach and Village and a short drive to Southside Village and downtown Sarasota, this residence merges waterfront access with design, privacy and location, offering a rare opportunity to own a premier property on Florida’s Gulf Coast. Click on the fly-through video and Matterport walk-through for more images. Live where every day feels like a resort vacation, make it come true!

810 Siesta Drive, Sarasota

$2,700,000
3 Beds 4 Baths Beach Residences SubDv. 34242 Zip Code
Experience luxury living at the highly-regarded Hyatt Beach Residence Club of Siesta Key! This stunning 4th-floor condominium boasts 3 bedrooms and 3.5 baths, offering incredible Gulf Views for breathtaking sunsets from your private balcony. From the moment you enter through the elegant foyer, you’ll be transported to a tropical paradise. Every detail in this home has been meticulously designed to create a sense of comfort and sophistication. The master suite is a true sanctuary, featuring a spa-like bath and private access to an outdoor terrace that overlooks the powdery quartz sand beaches of Siesta Key. The deluxe chef’s kitchen is a culinary enthusiast's dream, equipped with top-of-the-line appliances, including a wine refrigerator, making it perfect for entertaining guests. Unwind at the beachfront pool, complete with private cabanas, a hot tub, and a cozy fire pit. Indulge in food and drinks at the Tiki Bar, or head straight to the beach and take advantage of the resort’s paddleboard and beach chair services. The waterfront terrace features a Ping Pong and billiards table, ensuring fun-filled days. Hyatt hospitality is renowned for its legendary concierge services, offering a front desk staff, valet parking, and 24-hour security. Electric charging stations are conveniently located on-site. NIGHTLY RENTALS are permitted, providing an excellent investment opportunity. An onsite program director is available to offer recommendations for recreational activities, and residents have access to an indulgent spa facility and fitness center featuring a steam room. The condo fee covers ALL YOUR MONTHLY EXPENSES, including cable, electric, gas, and water. Plus, enjoy complimentary breakfast each morning! Located just a short distance from Siesta Key Village, you'll find a vibrant array of shopping and dining options, making it the entertainment hub of the island. Proximity to the cultural arts of downtown Sarasota and St. Armand's Circle means even more fantastic dining and shopping experiences right at your fingertips. Don’t miss out on this extraordinary opportunity to own a piece of paradise!

915 Seaside Drive Unit 407, Sarasota

$10,500,000
5 Beds 7 Baths Sandy Hook SubDv. 34242 Zip Code
Welcome to this extraordinary Gulf-front estate located in one of Siesta Key’s most exclusive enclaves. Situated on a full acre in the private Sandy Hook community, this fully renovated, turnkey residence offers over 5,000 square feet of refined living space and more than 3,000 square feet of covered outdoor areas, all just a short stroll from Siesta Key Village and with direct access to a private community beach. Inside, the layout features five en-suite bedrooms, two powder baths, a dedicated office, and a three-car garage with beach cruisers and kayaks included. Floor-to-ceiling Andersen impact windows frame panoramic Gulf views, while rich finishes like Sapele mahogany siding, IPE hardwood decking, and a custom Pecky Cypress entertainment system reflect the home’s elevated craftsmanship. The chef’s kitchen is a showpiece, centered around a Labradorite Lumarian Blue granite island imported from Brazil, with Wolf, Miele, and Sub-Zero appliances throughout. The spa-inspired primary suite includes a waterfall feature wall, dual curbless shower, lighted soaking tub, and Toto smart toilets. A private elevator and full smart-home system ensure ease and efficiency. Outdoor living is exceptional, with a heated saltwater pool and Jacuzzi, a fully equipped summer kitchen, a covered outdoor living room with fireplace and TV, a poolside theater with dual fireplaces and TVs, and a sunset-facing gas fire pit. The professionally designed $1M+ tropical landscape includes advanced mosquito-misting and irrigation systems for effortless maintenance. With direct access to a private, resident-only beach and an ideal location just minutes from restaurants, shopping, and entertainment, this one-of-a-kind estate offers a rare opportunity to experience the best of coastal living on Siesta Key. Designed for elevated living and effortless enjoyment, 26 Sandy Hook Road S is more than a home—it is a fully realized Gulf-front sanctuary.

26 Sandy Hook Road N, Sarasota

$2,075,000
4 Beds 4 Baths Sarasota Beach SubDv. 34242 Zip Code
This newer construction home is perfect for year-round living or as a beach retreat. Additionally, it has made nearly $100,000.00 in rental income. Its design and amenities are exceptional as is it’s versatility! The elevator extends from the street level 3+ car garages to the main living floor and the upper floor. You are greeted on the main floor with a large living room opening to a main dining room. The dining room extends to the large chef’s kitchen and its breakfast bar which easily seats 6 for casual dining. This floor also contains one of the 2 primary suites toward the rear of the home with views of the backyard pool area. The main level also has a large ½ bath and an additional family/entertainment room. The primary suite is furnished with a king-size bed, a primary bath with dual vanities, water closet and extra-large shower. Closet space was not spared and there is abundant storage as well. The kitchen has a large walk-in pantry, upgraded appliances, soft close drawers and doors and plenty of storage. The upper, 3rd level, has a large family room, a breakfast bar, mini fridge, microwave and plenty of counterspace and storage for long lazy nights in front of the tv or with a good book. The laundry area is on this floor along with another primary suite, primary bath with a beautiful soaking tub, separate shower, water closet and walk-in closet as well as 2 additional large guest bedrooms and a full bath. All this is wrapped with beautiful outdoor space, private balconies and porches on all living levels and a covered sitting area beside the sparkling heated pool. If you prefer the beach, Siesta Key beach is a short 3 block walk, and the village is filled with wonderful restaurants, shops and all beach life’s necessities are all close at hand. The Seller’s preference is to sell the home turnkey but if that isn’t your desire, they will accommodate the needs of the buyer.

5365 Calle Florida, Sarasota

$4,250,000
5 Beds 5 Baths Siesta Rev SubDv. 34242 Zip Code
Pre-Construction. To be built. Welcome to Your Dream Coastal Retreat Steps from Siesta Beach! This custom three-story home on Siesta Key’s coveted north end features five bedrooms, 4 full and 1 half bathrooms and combines elegant design, elevated construction, and thoughtful luxury finishes. The light-filled, open-concept floor plan seamlessly connects the great room, dining space, and a gourmet chef’s kitchen, which features a quartz waterfall island, custom cabinetry, and high-end appliances. **Expansive sliding glass doors open to over 1,200 square feet of covered outdoor living space, framing views of lush tropical landscaping and a resort-style pool with a sun shelf. The primary suite is a true sanctuary, complete with a free-standing soaking tub and an oversized walk-in shower. The outdoor living experience is unrivaled. Multiple covered lanais and balconies provide perfect spaces for entertaining, relaxing with morning coffee, or enjoying Sarasota’s sunsets. **Additional features include an elevator servicing all three levels, additional guest suites, flexible bonus spaces, a two-car garage, and storm-rated windows and doors for elevated construction. Stylish coastal architecture with Hardie board siding and a metal roof completes the package. **Located just steps from Siesta Key’s world-famous beaches and minutes from the vibrant shops and restaurants of Siesta Village, this location offers the perfect blend of luxury and island lifestyle. **Short-term rentals are permitted, providing a flexible investment opportunity. **This property is also conveniently located in close proximity to Downtown Sarasota, Southside Village, and top hospitals, restaurants, and entertainment. This is your chance to build a custom masterpiece in a truly unparalleled location. Build your dream home with us, or purchase the lot and plans separately. Use our trusted general contractor or bring your own builder. Are you ready to turn your vision into a reality?

160 Garden Lane, Sarasota

$7,200,000
5 Beds 6 Baths Cocoanut Bayou SubDv. 34242 Zip Code
A truly exceptional waterfront retreat in one of Sarasota’s most coveted enclaves—Cedar Park Circle on North Siesta Key—this gated and private estate offers over 220 feet of prime bayfront with panoramic views of Cocoanut Bayou and Roberts Bay. Residents enjoy unrivaled boating access to the Gulf of Mexico and exclusive private deeded beach access. Spanning over 10,600 total square feet, including 6,500 square feet under air, this architectural masterpiece features 5 bedrooms, 5.5 bathrooms, and thoughtfully designed spaces across multiple expansive levels with an optional elevator if desired. Soaring ceilings, timeless finishes, and seamless indoor-outdoor living define the home’s coastal elegance. From the welcoming arbored front patio to the impressive wood-and-iron entry, every detail invites you in. Inside, the main living areas are designed for both comfort and grandeur. The foyer/sitting room opens to sweeping pool and bay views, while the massive great room impresses with an oversized stone gas fireplace, beamed ceilings, chandeliers, French doors, and a spacious dining area with custom built-ins. Around the corner, the newly renovated gourmet kitchen and den provide the perfect blend of everyday luxury and effortless entertaining. Here, you’ll find white-on-white custom cabinetry, quartz countertops, an 8-burner Wolf gas cooktop, dual SubZero refrigerator/freezers, a built-in Miele coffee system, and discreetly integrated conveniences like a second dishwasher and refrigerator. The adjoining den and breakfast nook boast tranquil water views, making this space an ideal private retreat. For the boating enthusiast, the property offers 150 feet of dockage, a 20,000-lb boat lift, two jet ski lifts, and a deep-water cut-in dock accommodating a 50’ vessel. After a day on the water, unwind on the expansive travertine-tiled back terrace with its teak summer kitchen, fire pit, multiple lounging and dining areas, and a saltwater infinity pool—all overlooking the bay. Hurricane-impact windows and doors, along with a new Dam Easy flood barrier, provide peace of mind. Private quarters are equally impressive. The luxurious master wing features his-and-her baths and closets, a dedicated exercise room or home office, and an outdoor tiled balcony—combining convenience, privacy, and resort-like amenities. On the opposite side of the home, three spacious guest suites each offer private balconies and baths. The ground floor grotto/media room with a full bar, wine room, steam bath, fifth bedroom, and two outdoor patios creates the ultimate guest haven. Additional features include dual laundry rooms (one on each wing), an oversized two-car garage with built-in storage, additional parking within the compound, and under-house storage. Designer landscape lighting, a four-zone heating/cooling system, and meticulous craftsmanship throughout ensure this residence is as functional as it is beautiful. This is a once-in-a-lifetime opportunity to own a one-of-a-kind sanctuary where private beach access, world-class boating, and timeless coastal luxury come together seamlessly at Cocoanut Bayou’s exclusive waterfront enclave.

265 Cedar Park Circle, Sarasota

$1,450,000
3 Beds 3 Baths Roberts Point SubDv. 34242 Zip Code
PRICE REDUCED $100,000 — FULLY FURNISHED* Whether you are looking for the IDEAL SECOND HOME that's furnished, has a pool and low maintenance grounds, or a PERFECTLY APPOINTED, remodeled with DESIGNER LIGHTING, 3 bedroom home, this fits the bill. Welcome to Roberts Point Road, one of the most desirable streets on Siesta Key—just steps to Shell Beach and minutes to the North Bridge for easy mainland access. This coastal residence blends island charm with smart, modern updates and is offered fully furnished for immediate, effortless enjoyment. Enter through a tranquil, private courtyard—perfect for quiet mornings or intimate evenings—into a dramatic, sunlit interior with soaring 22' ceilings and grand windows. The open-concept living area is anchored by a beautifully appointed, REMODELED KITCHEN with a center island, high-end fixtures, and dining space. Seamless indoor-outdoor living extends to a front courtyard patio with a HEATED POOL and a conveniently fenced, turfed backyard space that’s both low-maintenance but perfect for a dog run. The first-floor primary suite offers direct access to the courtyard balcony, dual walk-in closets, and a REMODELED dual vanity LUXURIOUS BATH. Enjoy two laundry rooms for ultimate convenience—one downstairs adjacent to the primary suite and a second laundry upstairs. The upper level provides two flexible bonus areas—ideal for a MEDIA LOFT and a DEDICATED OFFICE SPACE with built-in cabinetry. Signature updates include: NEW 2024 ROOF (big-ticket item complete), NEW POOL HEATER, NEW PAVER DRIVER and NEW PRIVACY LANDSCAPING—all enhancing comfort, curb appeal, and peace of mind. Bike to Siesta Key Beach, or head to Siesta Key Village, Southside Village, and downtown in minutes. CALL TODAY TO VIEW this the perfect, fully-furnished* island home—freshly updated, beautifully appointed, and ready now. (*staged items n/a).

4108 Roberts Point Road, Sarasota

$5,685,000
5 Beds 7 Baths Hidden Harbor SubDv. 34242 Zip Code
Positioned along a deepwater canal in the private, tree-lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida living. With a design that transcends trends and nearly 7,000 square feet of thoughtfully curated interiors, the home embodies a sense of enduring sophistication, where natural materials, warm textures and elegant proportions create an atmosphere that is refined and welcoming. Just over a mile from the world-renowned sands of Siesta Key Beach, this is a home that celebrates the best of Sarasota’s lifestyle, a water connection, a celebration of indoor-outdoor living and architectural details that convey quiet luxury. Set on more than half an acre with 135 feet of water frontage, the residence opens with a stunning walnut-domed foyer, where soaring ceilings and floor-to-ceiling windows flood the space with light. Rich finishes—including Birdseye maple, tongue-and-groove cypress tray ceilings, and handcrafted millwork—are woven throughout the home, delivering a consistent sense of quality and character. The kitchen is a dream for chefs and entertainers alike, appointed with quartz countertops, a large center island, professional-grade appliances, a built-in espresso machine, and a walk-in butler’s pantry that seamlessly connects to formal and casual living areas. The owner’s suite is a private retreat, complete with a sitting room, dual walk-in closets, a spa-style bath with steam shower and a peaceful balcony overlooking the water. Each of the four guest suites offers its own en-suite bathroom and generous closet space, with three featuring walk-in closets and one boasting a built-in wall closet, ensuring privacy and comfort. Whether you need a quiet office, a vibrant game room or a cozy retreat, the bonus room, game room and loft offer the flexibility to suit your lifestyle. True to its coastal character, the home opens fully to expansive covered terraces designed for year-round enjoyment. Retractable screens, a wood-paneled ceiling, integrated fans, and ambient lighting create an outdoor living room atmosphere, complete with a fireplace and a full summer kitchen with built-in grill and bar seating. Beyond, the resort-style pool and raised spa are surrounded by tropical landscaping and natural stone decking, with multiple lounge areas designed for sun and shade. A custom fire pit anchors the space, offering a cozy, elegant setting for evening gatherings with water views. Water enthusiasts will appreciate the boat dock, built to accommodate a large vessel, complete with a boat lift. With quick access to the Intracoastal Waterway, the location is as functional as it is beautiful. Below, the expansive under-building garage offers room for more than 10 vehicles across five bays, plus a workshop, EV charging station and golf cart storage. A brand new whole-house generator was installed in June of 2025, creating peace of mind. Set on a quiet cul-de-sac just minutes from Sarasota’s best beaches, shopping, dining and cultural destinations, this rare offering is a seamless blend of timeless design, superior craftsmanship and the relaxed elegance of coastal Florida living.

5132 Jungle Plum Road, Sarasota

$1,970,000
3 Beds 3 Baths Palm Bay Club SubDv. 34242 Zip Code
BREATHTAKING amazing Gulf of Mexico views and ONCE IN A LIFETIME OPPORTUNITY for this ONE-OF-A-KIND condominium residence in the desirable Gulffront Tower building in the Palm Bay Club on the island of Siesta Key. This turnkey furnished residence is a combined 2-bedroom unit with the adjacent 1-bedroom unit, redesigned to create a fabulous 2-bedroom plus den/study, which could be converted back to a third bedroom. On the desirable southwest corner of the fifth floor, walls of glass allow for dramatic panoramic beach and Gulf of Mexico views. Every room has stunning views of the wide, white quartz-sand beach of #1 Siesta Key beach and the azure Gulf of Mexico. The spacious, light-filled living room has marble floors with a separate dining area. In the kitchen you will find a Subzero refrigerator, an eat-at breakfast bar, ample storage, a pantry room and a view overlooking the beach as you prepare your meals. The owner's suite boasts French doors, a sitting room, a boudoir bathroom with jetted tub, grass cloth wallcoverings and a view looking south down the beach. The guest bedroom is private with an incredible Gulf of Mexico view and ensuite bathroom. The study could be converted back to a third bedroom but currently has a wet bar, many built-ins, work desk and amazing views. This residence includes a powder room, 2 air conditioners, 2 water heaters, newer washer/dryer, surround sound, turnkey furnished and is just waiting for your personal touch and update to make it your own. Resort amenities include private deeded access to white-sand beaches and beach chairs, two heated swimming pools (one beachside), large hot tub and pool overlooking the Intracoastal waterway, barbecue grills, fishing pier, lighted tennis & pickleball courts, fitness center, complimentary wifi and 24-hour security. EXCELLENT RENTAL POTENTIAL as the Palm Bay Club offers an upscale rental program with a 3-day minimum rental policy which is an attractive opportunity as an investment, winter retreat or primary residence. Enjoy the island lifestyle only minutes from the boutiques, fun restaurants and entertainment in Siesta Village and a short drive to museums, theater, art galleries & restaurants in downtown Sarasota.

5966 Midnight Pass Road Unit G-51 & G-58, Sarasota

$4,325,000
5 Beds 6 Baths Gulfmead Estates SubDv. 34242 Zip Code
One or more photo(s) has been virtually staged. *Located on the north end of Siesta Key, this custom-built luxury waterfront home sits on a very private lot, surrounded by lush tropical landscaping and mature coconut palms. Perfectly positioned on a coastal playground just off Big Pass, it offers deep-water access, boating convenience, and serene natural beauty. The flexible layout includes 5 en-suite bedrooms, an elevator to all three levels, and a spacious main-level suite ideal for guests or multigenerational living. An engineer-approved option to remove a non-load-bearing wall allows for easy creation of a great room concept—a virtual rendering is included in the photo gallery to illustrate the potential. The chef’s kitchen features GE Monogram and Fisher & Paykel appliances, a butler’s pantry, beverage station, and pocketing glass doors opening to a full summer kitchen, PebbleTec saltwater pool and spa, and lush outdoor spaces. Hurricane-rated windows and doors, elevated construction, and a full-home generator protected the interior during recent storms—no water intrusion or damage occurred, with water reaching only the garage level. Extras include a 13,000 lb. lift, composite dock, 3-car garage with EV charger, whole-house water filtration, security system, and ample storage. A rare opportunity to own a private, resilient, and reimagined Siesta Key waterfront retreat.

3465 Gulfmead Drive, Sarasota

$7,454,237
4 Beds 6 Baths Mira Mar Sub SubDv. 34242 Zip Code
Welcome to one of the most impeccably reimagined residences at 8155 Midnight Pass on the quiet southern end of Siesta Key — a breathtaking bayside coastal estate that artfully blends modern innovation with timeless design. Set on nearly an acre of prime waterfront with 154 feet of shoreline, this gated property offers just under 7,500 square feet of luxurious living area with more than 9,200 total square feet of combined living and entertaining space, recently transformed through a full-scale two-year architectural renovation by Braidenview Architects and Christner Brothers — winners of the 2024 Aurora Grand Award for Best Renovated Home. From the moment you arrive at the gated motor court, you’ll be struck by the serenity of the grand live oaks, artistically designed landscaping, and elegant curb appeal. Inside, the home, with classical proportions, opens to soaring ceilings, DuChateau European oak flooring, and thoughtful details at every turn — from custom cabinetry and designer lighting to Euro-Wall sliders and state-of-the-art automation by Coastal Smart Homes. The heart of the home features multiple expansive living areas, all with views of Little Sarasota Bay and the Intracoastal Waterway from nearly every room, a show-stopping kitchen outfitted with Wolf and Sub-Zero appliances, double islands, and a butler’s pantry make for effortless entertaining. With four bedrooms, 2 of which offer additional sleeping areas in the suites, six baths, a private gym, a large office with two separate workspaces, a sewing/project room, and bespoke closets throughout — every space is both beautiful and functional. Step outside to enjoy a reimagined resort-style pool and new spa, Brazilian IPE decking, and multiple areas to savor sunsets over the Intracoastal Waterway. For boating enthusiasts, there is an impressive 200-foot dock with lift to accommodate a 25’ vessel plus an additional mooring area. Whether hosting a family celebration or simply savoring the coastal breeze, this property is designed for making lasting memories. Plus you are minutes from Siesta Key beach when you want to take a walk and put your toes in the famed quartz-sand as you watch the sun disappear into the horizon. With Sarasota’s vibrant cultural offerings, shopping and dining just moments away, you are all set to enjoy every imaginable amenity for an impressive lifestyle.

8155 Midnight Pass Road, Sarasota

$2,550,000
4 Beds 3 Baths Sarasota Beach SubDv. 34242 Zip Code
Welcome to 601 Avenida De Mayo, a stunning waterfront home nestled in the heart of Siesta Key. This exquisite property offers a rare opportunity to live in one the most coveted locations on the island, just a short walk from the the Village, powdery sands and crystal-clear waters that Siesta Key is renowned for. This exceptional property features a spacious double lot, offering ample outdoor space and a beautifully landscaped garden that enhances the home's curb appeal. Privacy is a paramount, with a private gate leading you into your own tropical oasis. The expansive grounds provide a perfect setting for relaxation or entertaining, with a sparkling pool and dock complete with a new 16,000 pound boat lift. Inside, the home boasts three levels of beautifully designed living spaces. The first floor features a spacious playroom and movie room, perfect for family gatherings and entertaining guests, with easy access to the screened lanai and pool area. The second floor is dedicated to comfort and privacy, with a luxurious master bedroom, a well-appointed en-suit bath, two master closets. Two additional bedrooms and one more bathroom complete this level, providing plenty of space for family and guests. The third floor is a true highlight, offering an open-concept kitchen, living room, and large bedroom, bathroom. The bright, airy space is perfect for both relaxation and entertaining, and the terrace provides an ideal setting to enjoy sunsets. For those who love to entertain or simply enjoy the beauty of Siesta Key, this waterfront retreat offers a unique compination of luxury, privacy, and unparalleled access to the Gulf and the vibrant life in Siesta Village. Don't miss your chance to own this incredible property-your piece of paradise on Siesta Key.

601 Avenida De Mayo, Sarasota

$3,000,000
5 Beds 5 Baths Twitchell Ralph S Siesta Key SubDv. 34242 Zip Code
**BELOW APPRAISED VALUE**This exquisite Key West-inspired residence, perfectly positioned along Siesta Key's pristine Gulf waters, embodies the epitome of sophisticated coastal living. Spanning an impressive 4,486 square feet, this custom-built haven seamlessly blends casual elegance with luxurious comfort. The home's grand entrance welcomes you through a covered porch into a spectacular open floor plan, where soaring ceilings and gleaming hardwood floors set the stage for refined entertainment. The great room showcases a majestic floor-to-ceiling natural cut coral fireplace, while the gourmet kitchen boasts premium KitchenAid appliances, granite countertops, and a convenient butler's pantry. Triple pocketing glass doors create a magnificent 10-foot opening to an expansive covered balcony, perfect for enjoying endless Gulf vistas. The main level features two generously sized bedrooms, shared bath facilities, and a thoughtfully placed elevator. The upper level houses a sumptuous primary suite, complete with hardwood floors, a private Gulf-view balcony, and a luxurious ensuite bathroom. An adjoining private office with full bath offers additional Gulf views. Outdoor living reaches new heights with a Gulf-side heated pool and spa, complemented by a 2,300-square-foot travertine patio. A mother-in-law suite provides perfect accommodations for family or visitors. Modern amenities include impact glass, hurricane protection, and a new metal roof. The low-maintenance exterior features composite siding, Trek decking, and a circle paver driveway. Down a private, gated lane this coastal masterpiece sits moments from Siesta Key Village and the renowned Siesta Beach, while downtown Sarasota's cultural attractions lie just 15 minutes away. Recently enhanced with new pool equipment, landscape lighting, and a mosquito mist system, this residence represents the pinnacle of island living.

137 Big Pass Lane, Sarasota

Start Your Search

Siesta Key Real Estate & Homes With Wet Bar

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Siesta Key, FL. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!