luxury houses with pool for sale Osprey, United States

Don’t miss this stunning Mediterranean-Tuscan-style residence, perfectly situated just steps from the Intercostal.  This gated Sarasota estate home located in Portofino on the Bay includes its own DEEDED boat slip and remote controlled 10,000 LB. boat lift.  Experience being near waterfront without the need for any flood insurance or stress of flooding, but still have your boat in your backyard with Bay access. This model-home-ready property features a private feeder dock slip, offering effortless access to the open water for boating. The Bay opens almost directly across from the newly opened midnight pass with Caribbean worthy turquoise water. Inside, the home has been completely renovated with top-of-the-line appliances and designer finishes throughout, blending luxury with comfort in every detail.  The luxury chefs kitchen was renovated in 2023 leaving nothing out, complete with Fulgor Milano appliances.  Enjoy the convenience of a first floor master with en suite and his and her wardrobes, a large home office and 10 foot-high ceilings with arched entryways throughout and a 25 foot high foyer with impressive feature wall and fireplace.  The upstairs features impressive Cumaru wood flooring and stairs, three large bedrooms and a newly renovated bathroom with tub. The guest suite shows off with a Juliet balcony overlooking the private back yard.  The open and inviting layout flows seamlessly into a serene private courtyard - perfect for relaxing or entertaining guests. Unwind in the soaking spa and enjoy the convenience of being just a short drive to downtown Sarasota, world-famous Siesta Key Beach, The Legacy Trail and the newly developing Sarasota Square, placing shopping, dining, and entertainment right at your doorstep.  The Portofino on the Bay community has a Kayak Launch, kayak storage and a guest slip for daily visitors passing through.  This exceptional home combines timeless architecture with modern elegance in a prime near waterfront location. Don’t miss out on this one.

Pre-Construction. To be built. Rare Opportunity on Siesta Key – Expansive Corner Lot with Private Beach Access + Custom Coastal Estate by SeaSafe Homes.A truly rare opportunity to build your dream home on one of the largest privately owned parcels on Siesta Key. Situated on an expansive over ¾-acre corner lot with nearly 37,000 square feet, this exceptional homesite offers private beach access via an exclusive pedestrian bridge leading directly to your own slice of Siesta Key’s sugar-sand shoreline.Located within an intimate enclave of only 13 homes along Heron Lagoon, this hidden gem offers unmatched privacy, serenity, and exclusivity on the south end of the island, while remaining just minutes from Siesta Key VillageFeatured here is the Wave Crest Model by SeaSafe Homes, thoughtfully designed for elevated coastal living. Built for luxury and resilience, this home features a superior 2x12 floor system and 2x6 wall construction, engineered to withstand winds up to 180 MPH, exceeding typical coastal building standards and providing peace of mind.With advanced off-site construction methods, build time can be reduced by up to 75%, minimizing weather-related construction delays and allowing you to enjoy your new home sooner.The thoughtfully designed floor plan offers 4 bedrooms, 3.5 bathrooms, and an open-concept layout ideal for full-time living, seasonal enjoyment, or luxury rental potential. The spacious kitchen flows seamlessly into the living and dining areas and includes a large walk-in pantry and extended island, perfect for entertaining. The primary suite features direct porch access, a spa-inspired bath and walk-in closet. A secondary en-suite bedroom with optional private exterior entrance offers ideal flexibility for guests or lockout rental use.Every SeaSafe home also includes energy-efficient sealed systems and upgraded insulation as standard, combining strength, efficiency, and thoughtful design.Whether you envision a legacy family estate, luxury island getaway, or investment opportunity, this extraordinary homesite paired with a premier coastal build offers a once-in-a-lifetime chance to own something truly special on Siesta Key.Private tours, lot walks, and builder consultations available upon request.

A 2-minute walk across your private footbridge to secluded beach access, this 12,684-square-foot property in Heron Lagoon presents a rare opportunity to own in one of Siesta Key’s most intimate waterfront communities. The existing residence offers the potential to renovate or personalize, all while enjoying a tranquil lagoon setting.The property features a resort-style pool already in place which will need rehabbed, creating a strong foundation for an upgraded outdoor living space. With thoughtful improvements, this home can be transformed into a private coastal retreat that embraces indoor-outdoor living.Set within an exclusive enclave of just 13 homes — while this is 1 of 6 located on the water — residents enjoy a quiet, low-HOA community with direct access to kayaking, paddleboarding, fishing, and birdwatching. Private bridge access leads to a short stroll to Siesta Key’s world-renowned quartz-crystal beaches.Conveniently located just minutes from Siesta Key Village’s shops and dining, this property offers a unique opportunity to create your own island getaway. 3D renderings are available upon request for those seeking design inspiration.

Welcome to your private coastal retreat on the barrier island of Casey Key. Nestled along charming Sandspur Lane, this exceptional home is ideally positioned between the Gulf of Mexico and Little Sarasota Bay, just three homes from private deeded beach access. Offering the perfect blend of island charm and resort-style living, this property captures the essence of Florida's coveted salt life lifestyle. The beautifully remodeled kitchen flows seamlessly into the spacious family and dining areas, creating an inviting space for entertaining and everyday living. The main residence features two generously sized bedrooms along with two versatile bonus rooms ideal for a home office, fitness studio, game room or additional guest accommodations. An attached one-bedroom in-law guest suite provides privacy and flexibility for extended family or visiting guests, making this home perfectly suited for multigenerational living or hosting. Outside, the lush tropical backyard feels like a private botanical oasis centered around a stunning 2017-built swimming pool, expansive decks and multiple outdoor living and dining spaces designed for relaxation and entertaining. Moments away, the community dock offers easy access to Little Sarasota Bay for kayaking and paddleboarding, and the beach access is perfect for enjoying breathtaking sunsets. Within Casey Key's protected conservation district, this rare island community preserves its timeless character with no high-rise development and exclusively single-family homes. Conveniently located near downtown Venice and just a short drive to Sarasota, you'll enjoy easy access to dining, shopping, marinas and local waterfront favorites. Experience the best of coastal living in one of Southwest Florida's treasured island communities.

Substantial price change, $750,000 less. Positioned at the end of a quiet cul-de-sac, this exceptional bayfront residence is a haven for boaters and sunset enthusiasts alike. Set directly at end of a peninsula on the Intracoastal Waterway, the home enjoys sweeping open-water views and effortless access to the Gulf, while capturing breathtaking, mango-hued sunsets that paint the sky each evening. Designed to fully embrace its remarkable waterfront setting, the home offers gracious formal living and dining rooms alongside a warm and inviting family room with fireplace, seamlessly open to a chef's kitchen appointed with high-end appliances and generous workspace, ideal for entertaining against a backdrop of ever-changing bay views. Walls of glass invite the outdoors in, opening to a terrace-style balcony overlooking the water, where evenings unfold with glowing skies and gentle bay breezes. From the terrace-style balcony, the home transitions naturally down to a resort-style bayfront heated pool and spa, and expansive waterfront yard, creating a stunning setting for alfresco dining, relaxation and waterfront gatherings. Boaters will appreciate the private bayfront dock and lift, protected Intracoastal waters ideal for kayaking and paddleboarding, and daily encounters with dolphins and abundant marine life, all enjoyed right from the comfort of home. The primary bedroom suite encompasses the entire top floor, creating a private sanctuary above it all. Thoughtfully designed for tranquility and privacy, the suite features expansive bay views, a private balcony positioned for sunset watching and a spa-inspired bath designed for relaxation. This serene retreat offers an owner's haven, secluded, elevated, and immersed in the beauty of the surrounding water and sky. Offering four bedrooms, four full baths and three additional half baths, the residence provides exceptional comfort and flexibility for family and guests. A three-car garage and a one-year-old metal roof complete the home, balancing refined elegance with everyday functionality. Quietly tucked away in Sarasota's sought-after Coral Cove neighborhood, yet moments from world-famous Siesta Beach and Sarasota's cultural, dining, and coastal attractions, this exceptional estate delivers an extraordinary waterfront lifestyle, where boating, sunsets and refined living come together in harmony. Tranquil, elegant and undeniably special.

Nestled within the secure, mainland West-of-Trail enclave of Coral Cove, this elevated 2-story waterfront residence offers refined coastal living on a generous 17,000+ square-foot canal-front homesite with direct access to the Intracoastal Waterway. Positioned in an X flood zone and exhibiting exceptional resilience, the property sustained no storm impact and features a standing-seam metal roof, mature landscaping, and a well servicing the irrigation system. A brick-paver circular drive introduces a striking double-door entrance, opening to a light-filled interior defined by soaring volume ceilings, clerestory windows, and an airy, sun-washed ambiance. The welcoming foyer flows into a spacious living and dining composition designed for both intimate and large gatherings. At the heart of the home, the centrally placed kitchen features expansive sightlines, abundant cabinetry, and a seamless aquarium-glass breakfast retreat overlooking tranquil water vistas. Adjacent, a large 21x24 family room with bar, wine refrigerator, sink and fireplace extends effortlessly outdoors, creating a harmonious connection between interior comfort and open-air relaxation. The main living level has a second main bedroom plus 2 guest rooms. One bedroom is currently designed as a study. A stairway ascends to an open gallery walkway leading to an extraordinary 25x18 owner's sanctuary. This upper-level retreat showcases a spa-inspired bath, custom-tailored walk-in wardrobe, plus a dedicated exercise studio or nursery. Enjoy private access to an upper sun deck overlooking the water. Outdoor living is truly exceptional, with an expansive entertainment environment featuring a swim-spa, screened lounging deck, additional open-air terrace, and fully fenced backyard ideal for pets or play. The Trex dock is engineered to accommodate a large boat, offering easy access to the bay and beyond. Coral Cove residents enjoy exclusive use of a private two-acre waterfront park and community boat ramp, fostering a close-knit, serene atmosphere. Peaceful surroundings pair beautifully with remarkable convenience to shopping, dining, and cultural attractions, while the powder-white sands of Siesta Key Beach-ranked the nation's finest-are just minutes away. A rare blend of security, scale, natural light, and waterfront sophistication, this Coral Cove offering delivers an elevated coastal lifestyle without compromise.

Beautifully renovated 4-bedroom, 4-bath pool home tucked behind the gates of the exclusive Sanderling Club. Surrounded by a grandfathered privacy wall and lush tropical foliage, the property is just steps from your own private beach. 2023 updates include - new roof, hurricane-impact windows/sliders and plumbing. Meticulously renovated in 2025-2026 with top-of-the-line finishes throughout the entire home. Luxury vinyl plank flooring flows through the open floor plan, complemented by granite countertops and a oversized granite island with lots of storage, Samsung appliances and an open-concept layout ideal for entertaining, with abundant indoor/outdoor living space with views of the oversized sparkling pool. The primary suite is a tranquil retreat with two walk-in closets and an en-suite bath featuring a double vanity and soaking tub. A thoughtful split plan offers two additional spacious bedrooms each with en-suite baths. A fully renovated pool house/mother-in-law suite with its own full bath adds flexible living options. Located in a waterfront community, residents of the Sanderling Club have exclusive beachfront access, tennis and pickleball courts, clubhouse and 24-hour security This home blends refined luxury with coastal lifestyle and privacy.

Repositioned to the market - $500,000 Price Adjustment. Exquisite custom estate in one of Siesta Key's exclusive neighborhoods. Positioned just across from Gulf-front homes in a private enclave on Siesta Key, this exceptional residence offers the ultimate in island luxury. Masterfully built by Perrone Construction and designed by acclaimed architect Rick Oswald, this custom home is a testament to craftsmanship, quality, and elegant coastal living. Sited on a nearly 22,000-square-foot homesite, the home makes a striking first impression with its stately paver driveway and welcoming entry. Inside, wide-plank engineered hardwood floors and rich architectural detailing define the refined interiors, while soaring beam-and-plank ceilings elevate the spacious great room. The heart of the home is the gourmet kitchen, featuring a Thermador six-burner gas range, custom cabinetry, stone countertops, a generous island and breakfast bar, and an adjacent grilling deck for entertaining. The dining room opens seamlessly to the expansive covered lanai, where you'll enjoy views of the lushly landscaped backyard oasis. A luxurious main-floor primary suite offers a private retreat with exquisite finishes and spa-style comforts, designed for relaxation and ease. Two upper-level guest suites provide privacy for family or visitors and are easily accessed by either the elegant staircase or a private elevator serving all levels. On the main level, a versatile game room doubles as a fourth bedroom with an adjacent half bath, ideal for guests, hobbies or additional living space. Designed with luxury and peace of mind, this home is built with solid concrete-and-steel frame construction and includes a generator, impact-rated doors and windows, lightning protection, Lutron lighting on the main level, tankless water heaters, central vacuum, and a refreshing outdoor shower. The showstopper? One of the largest residential pools on Siesta Key—nearly 44 feet long—designed for swimmers and hydrophiles alike. You'll find multiple places to relax in the sun or shade, surrounded by lush, tropical foliage and an expansive, fenced yard. Car enthusiasts will appreciate the dual two-car twin garages, while the lower-level non-conforming space offers flexibility for an exercise room, pool cabana or additional recreation space. Though built in 2014, this home rivals new construction in design and condition, with a freshly painted exterior and timeless appeal. Just moments from the world-renowned sands of Siesta Beach and Turtle Beach, with easy access to Turtle Beach Marina, island dining, boutique shopping and downtown Sarasota's vibrant cultural scene, this residence offers a rare opportunity to own a home that blends location, luxury and lifestyle.

Pre-Construction. To be built. Pre-Construction Waterfront Estate The Sanderling Club, Siesta Key. Experience the pinnacle of coastal luxury with this rare 6-bedroom, 5.5-bath waterfront estate in the exclusive Sanderling Club on Siesta Key. Set within a private, tropical oasis with direct access to the Intracoastal Waterway, this 4Bedroom/4.5 Bath home to-be-built residence by E/M Custom Homes offers refined craftsmanship, elegant coastal architecture, and a flexible multigenerational design in addition to the existing 2/1 ADU currently on the property that comes Turnkey Furnished to move in ASAP. Come live, boat, and park on property while you build your dream home. The main home to be built features 4 bedrooms and 4.5 baths, while a detached 3-car garage includes a stunning 2-bedroom, 1-bath guest suite with its own deck and water views. Plans are ready to build, or you may bring your own vision to this extraordinary property. Inside, soaring ceilings, open-concept living areas, and panoramic water views create a light-filled sanctuary. The chef's kitchen boasts premium appliances, custom cabinetry, a large island, and quartz countertops-perfect for entertaining. Retreat to the luxurious primary suite with spa-inspired bath and private terrace overlooking the water. Outdoors, enjoy a resort-style pool and spa, lush landscaping, and private dock with boat lift-ideal for boating, paddleboarding, or sunset cocktails. Multiple covered lanais provide stunning views from every angle. Residents of The Sanderling Club enjoy gated security, tennis and pickleball courts, a historic beachfront clubhouse, and access to the pristine sands of Siesta Key Beach. Whether you seek a full-time residence, seasonal retreat, or investment opportunity, this exceptional waterfront haven offers unmatched privacy, luxury, and lifestyle. 28' Scout Center Console Boat also available for purchase. Land only with existing 3-car garage/2BR ADU also available for purchase. Reference MLSA4660300

A rare opportunity situated on an expansive 1.8 acres, this estate is located behind the gates of one of Siesta Key's most exceptional estate settings. Surrounded by lush tropical foliage and serene lagoon-style water features, the property offers remarkable privacy and versatility with a 5-bedroom, 4-bath main residence and a separate 2-bedroom, 1-bath guest house-ideal for multi-generational living, hosting guests, or providing dedicated staff accommodations. The grounds evoke a secluded, natural sanctuary while remaining just minutes from Siesta Key's vibrant dining, boutique shopping, and world-renowned coastline. Positioned within the prestigious Sanderling Club, the estate grants access to one of Sarasota's most storied and sought-after communities. Celebrated for its historic bay-to-gulf setting and architectural significance, the Sanderling Club offers residents private beach access, 24-hour gated security, tennis and pickleball courts, a beach front clubhouse, and a members-only marina just steps from the property-delivering a refined coastal lifestyle unlike anywhere else. Located moments from the iconic, powder-soft sands of Siesta Beach, this property presents a rare chance to create a legacy residence in an extraordinary setting. Whether you choose to enhance the existing homes or envision an entirely new custom masterpiece, the possibilities are limitless. Properties of this scale within the Sanderling Club are exceptionally scarce, making this offering truly remarkable.

New price! Beautifully private, this exceptional Siesta Key residence delivers the lifestyle discerning island buyers seek. Ideally near the aqua Gulf waters and powdery white sands of Crescent Beach, and moments from the peaceful shoreline of Turtle Beach, this remarkable coastal retreat spans approximately 230 feet of protected boating water and is tucked at the end of a quiet, tree-lined street, offering rare privacy and a sense of peaceful seclusion seldom found on the island. This two-story home offers flexible living with three to four bedrooms, six and a half baths, an office or den, and thoughtfully designed indoor-outdoor areas that define relaxed island luxury. A gracious arrival sets the tone as antique wood-and-glass double-entry doors open to a light-filled foyer and formal living room, anchored by a custom electric fireplace and framed by soaring windows. Natural light pours in, highlighting architectural details and creating an immediate sense of warmth and understated sophistication. The heart of the home is a magnificent kitchen designed for entertaining and everyday living, featuring a generous central island that flows seamlessly into the inviting family room with a wood-burning fireplace. Walls of glass throughout dissolve the boundary between indoors and out, creating a seamless connection to the lush, private surroundings. The main level includes a private guest en-suite with direct lanai access, along with a unique screened atrium, an inviting space for alfresco dining, sunning, or quiet relaxation. An adjacent flex room easily serves as an office, studio, or additional guest suite, offering versatility for today's evolving lifestyles. Upstairs, a graceful, curved staircase leads to another en-suite bedroom, a full bath adjacent to the office or flex space, and an owner's retreat. The primary suite is a sanctuary, complete with separate spa-inspired baths, expansive walk-in closets, and a private sunset terrace overlooking the pool and tranquil canal waters, an ideal setting to unwind at the end of the day. Outdoors, the property transforms into a private waterfront oasis. The lushly landscaped pool area features cascading fountains, while boating enthusiasts will appreciate 230 feet of seawall, a private dock, a 7,000-pound boatlift, a kayak lift, and a separate fishing pier, all on deep, protected water with quick access to Sarasota Bay and the Intracoastal Waterway. Notably, the property experienced no damage or flooding during the 2024 storms, according to the owners, offering valuable peace of mind alongside its exceptional setting. Enjoy effortless access to the beach, nearby restaurants and shops, and free island trolley. When you're ready to venture beyond the island, downtown Sarasota is just minutes away over the south bridge, offering world-class dining, arts and culture, including The Ringling, Van Wezel Performing Arts Hall, St. Armands Circle, and the vibrant Sarasota Farmers Market. This is a rare opportunity to own a storm-resilient waterfront retreat that seamlessly blends privacy, boating access, accessibility, and timeless coastal elegance, the best of Siesta Key living.

This is an exciting opportunity to live in the boutique community of Mira Lago in Palmer Ranch, offering maintenance-free living in the desirable northwest corner of the ranch, minutes from everything Sarasota has to offer. This well-maintained home features 1,991 square feet with two-bedrooms plus a den, complete with a built-in desk and bookcase, perfect for a home office or flex space. High ceilings and transom windows fill the home with natural light, while the absence of carpet and the neutral color palette create a bright, clean and inviting atmosphere. Recent updates include a new air conditioner (March 2026) and a water heater (2022), providing added peace of mind. Enjoy serene, west-facing views of Crane Lake from the Florida room, where you'll take in stunning sunsets, blooming native plantings and abundant waterfowl. Mira Lago is a gated community known for its low HOA fees and exceptional amenities, including a community pool and hot tub, four scenic lakes and sidewalks with bench seating throughout. The HOA provides comprehensive services such as exterior painting every eight years (with five color options), lawn care, tree and shrub trimming, irrigation, mulching, annual power washing of driveways and sidewalks, interior pest control and cable service with 120 Frontier channels. The home is conveniently near shopping and dining, with Trader Joe's coming soon at Beneva and Whole Foods planned nearby. Costco is already just a short drive away. This is a fantastic opportunity to enjoy easy living in one of Palmer Ranch's most charming communities. Schedule your showing today.

Behind the gates of Prestancia's coveted Estates section, this fully renovated Sarasota residence captures the kind of Florida living buyers move here hoping to find-private, peaceful, and effortlessly refined. Set on an oversized homesite overlooking the manicured fairways of TPC Prestancia, the home blends timeless architecture with a fresh, modern interior designed for the way people live today. Inside, soaring ceilings, oversized windows, and expansive living spaces create an immediate sense of openness and light. The redesigned kitchen anchors the home with clean contemporary finishes, generous prep space, and seamless connection to the surrounding living and dining areas, all oriented toward the outdoor entertaining spaces and golf course views beyond. The floor plan balances comfort and flexibility with a first-floor primary retreat, a dedicated office, multiple guest suites, and an expansive upstairs bonus room with a private balcony ideal for guests, media space, fitness, or multigenerational living. Nearly every major living area connects naturally to the oversized screened lanai, creating true indoor-outdoor flow throughout the home. Outside, the resort-style pool and expansive deck are framed by lush landscaping and wide golf course vistas, offering exceptional privacy and space to entertain, unwind, or simply enjoy Sarasota's year-round sunshine. Located within one of Sarasota's most established gated communities, Prestancia offers 24/7 guarded entry, mature tree-lined streets, Audubon-sanctioned sanctuary surroundings, and optional access to TPC Prestancia's championship golf, dining, and social amenities. Just minutes from Siesta Key Beach, downtown Sarasota, The Legacy Trail, fine dining, shopping, and Sarasota's cultural attractions, this is a rare opportunity to own a move-in ready estate in one of Palmer Ranch's most desirable luxury communities.

Gulf-to-Bay estate on Casey Key offering rare, deeded private beach access a few steps from the front door and deep-water frontage on Blackburn Bay. Set on more than a half-acre, this elevated coastal residence spans more than 5,500 square feet and delivers a true dual-waterfront lifestyle with boating on one side and the Gulf of Mexico on the other. The bayfront setting is designed for outdoor living and entertaining, featuring a multi-level tropical environment with expansive pavered decks, covered lounge areas, a gazebo dining space with fully equipped summer kitchen and built-in grilling station, and an open pool terrace with heated swimming pool and spa (resurfaced with a PebbleTec finish). A second-level screened bayfront patio provides a tranquil vantage point overlooking the water. The extended dock, updated in 2018, includes a lift and offers deep-water access with no fixed bridges-ideal for sailboat or powerboat use and direct passage to the bay and Gulf. Inside, cathedral ceilings and walls of oversized impact windows and sliders frame sweeping views of the bay while filling the home with natural light. The layout is well suited for guests and multi-generational living. The first floor includes a family room, game room, two guest bedroom suites, office with built-ins (that can also be used as a fourth bedroom), and a convenient kitchenette. The second floor is dedicated to the main living spaces, featuring a bay-view living room, dining room, granite kitchen with island and informal dining area, stainless steel appliances, wet bar with wine cooler, and the primary bedroom suite with en-suite bath. A three-stop elevator and stair access connect all levels. Significant updates include a metal roof replacement (2022), multiple A/C changeouts (2017-2024), replacement of non-impact windows with Anderson impact windows, updated dock pilings and lift pilings, new ductwork, electrical upgrades, and re-piping-providing long-term confidence for coastal ownership. Located on the quiet southern end of Casey Key, this estate offers a private island setting while remaining close to everyday conveniences. Enjoy easy access to Nokomis Beach, Venice Island dining and shopping, marinas, and the Legacy Trail. Downtown Sarasota's cultural venues, golf courses, and waterfront attractions are within a short drive, making this a distinctive opportunity to enjoy Gulf beaches, boating, and refined coastal living in one of Sarasota County's most exclusive barrier-island communities.