luxury houses for sale Sarasota County, United States (page 6)

New complete renovation. 7th floor of Tower I at Condo on the Bay, offering full Sarasota Bay views, stunning sunsets, and a romantic view of the Ringling Bridge. The reimagined floor plan relocated bedroom doorways for enhanced privacy between the primary suite and guest bedroom, and both bedrooms now feature oversized walk-in closets. The open-concept kitchen has been fully reimagined with all-new appliances, granite counters, and a breakfast bar that's ideal for entertaining while taking in the water views. Additional highlights include split-bedroom design, solid surface counters, solid wood cabinetry, and a spacious outdoor balcony overlooking the bay. Residents enjoy resort-style amenities within this guard-gated community: 24-hour security, clubhouse, multiple fitness centers, two heated pools, tennis and pickleball courts, a marina with fishing piers, boat slips that allow boat lifts and kayak storage, and kayak lifts. Assigned garage parking and guest parking are included. Located adjacent to Sarasota's 53-acre park called The Bay with an outdoor cinema, sunset beach, tropical boardwalk and multiple entertainment venues. Condo On The Bay is also located within a short walking distance to over 20 restaurants, cafes, and shopping. Move-in ready for the buyer seeking a true waterfront lifestyle in the heart of Sarasota.

Experience timeless coastal luxury in this exceptional custom estate, perfectly positioned in the prestigious Country Club Shores on the sought-after south end of Longboat Key. Constructed by renowned John Cannon Homes, this classical waterfront residence showcases the exceptional craftsmanship, architectural detail, and quality for which the builder is celebrated. Soaring ceilings, elegant millwork, walls of glass, and exquisite finishes create a light-filled home that perfectly frames the surrounding water views while offering nearly 4,400 square feet of beautifully designed living space. Ideally situated just one home from Sarasota Bay, this rare waterfront property captures sweeping bay views while providing the privacy, protection, and peace of mind that come with its prime location and newer construction. Beautifully updated in 2025 by Brista Homes, the residence features four bedrooms, five full baths, a spacious game room, and a generous loft office with breathtaking bay views-an inspiring space for working remotely or simply relaxing while enjoying spectacular sunsets. Multiple indoor and outdoor living areas are thoughtfully designed for effortless entertaining and everyday coastal living. Light-filled interiors blend refined custom details with relaxed elegance. The gourmet kitchen, appointed with newer appliances (2022), opens seamlessly to the living and dining areas, creating an inviting setting for intimate family gatherings or grand-scale entertaining. The luxurious primary suite is a private sanctuary featuring direct pool access, an elegant tray ceiling, and dual custom walk-in closets. Upstairs, guest suites offer en-suite baths and generous closets, providing exceptional privacy and comfort for family and visitors alike. Extensive recent improvements include a new roof (2025), updated windows, new balusters, and thoughtfully selected designer finishes throughout, creating a residence that perfectly balances timeless elegance with today's modern conveniences. Outdoor living is equally extraordinary. Expansive terraces, a sparkling pool, and tranquil waterfront views create the perfect backdrop for the coveted Florida lifestyle. For boating enthusiasts, the deep-water canal frontage features a composite dock, a 12,000-pound boat lift, and a newer seawall, providing immediate access to Sarasota Bay and just minutes to the Gulf of Mexico. Country Club Shores is one of Longboat Key's most prestigious waterfront communities, encompassing 19 picturesque streets with distinctive nautical and golf-inspired names. The homeowners association maintains the beautifully landscaped common areas and hosts a variety of neighborhood social events, fostering an exceptional sense of community. Residents enjoy convenient beach access and an unbeatable location just minutes from the world-class shopping and dining of St. Armands Circle, as well as the acclaimed restaurants, theaters, galleries, and cultural attractions of downtown Sarasota. Offering panoramic water views, exceptional boating, beach access,and an outstanding south Longboat Key location, this is a rare opportunity to own an extraordinary waterfront residence where timeless architecture, modern luxury, and the very best of Florida coastal living come together.

Designed by renowned Sarasota architect Guy Peterson, this striking contemporary waterfront residence is tucked within the coveted Lido Shores community, where private deeded beach access and protected waters create one of Sarasota's most sought-after coastal lifestyles. Occupying one-and-a-half lots along the tranquil shoreline of Pansy Bayou, the residence blends award-worthy architecture with extensive recent renovations, offering an extraordinary balance of modern design, waterfront living, and effortless indoor-outdoor entertaining. Walls of floor-to-ceiling impact glass capture ever-changing bayou vistas while flooding the home with natural light. Spanning more than 4,600 square feet, the four-bedroom residence has been extensively remodeled from 2020 through 2024 with exceptional attention to detail. New hurricane-rated Viracon glass windows and doors, new stucco, wood flooring throughout, updated plaster walls and ceilings, new roof, elevator servicing all three living levels, new HVAC compressors, and a whole-house 32-kW generator provide peace of mind while preserving the home's clean architectural aesthetic. Sophisticated Ketra lighting adjusts throughout the day to complement natural sunlight, while a distributed audio system, security cameras, alarm system, and integrated smart-home features further elevate everyday living. A dramatic foyer introduces 18-foot ceilings and expansive waterfront views that immediately draw your eye through the residence. The formal living room is anchored by floor-to-ceiling glass framing peaceful water views from nearly every vantage point. The open-concept layout flows effortlessly into the dining area, highlighted by an imported Czech hand-blown glass chandelier, before continuing into the gourmet kitchen and family room. The chef's kitchen is thoughtfully designed with sleek custom cabinetry, stone countertops, oversized center island with seating, newer premium appliances, wine refrigeration, ice maker, two dishwashers, multiple beverage refrigerators, and expansive prep areas. Overlooking the family room with walls of custom built-ins, the space remains connected to the waterfront beyond while maintaining a clean contemporary aesthetic. A sculptural solid-wood staircase with glass railings, together with the elevator, provides access to each level. The second floor is devoted to private accommodations, highlighted by the waterfront primary suite offering its own terrace, walls of glass overlooking the pool and bayou, spacious walk-in closet, and a beautifully reimagined spa-inspired bath. Two additional bedroom suites enjoy private baths, while a fourth bedroom currently serves as a den. The upper levels continue to impress with a private office and full bath opening onto an expansive third-floor terrace overlooking the bay and downtown skyline. Above, the rooftop observation deck captures panoramic views stretching from Sarasota Bay to the Gulf. Outdoor living is every bit as remarkable. A newly constructed IPE waterfront deck extends to the water's edge-positioned closer to the shoreline than would be permitted today-creating an exceptional entertaining venue overlooking the peaceful waterfront. The private dock is equipped with a boat lift. The resort-inspired grounds also feature a heated lap pool, spa, outdoor entertaining pavilion, new irrigation system, extensive landscape lighting, and tranquil garden spaces that perfectly complement the home's modern architecture.

The Gillespie Park Casa del Sol Is Finally on the Market! Nestled beneath a canopy of majestic oaks in Sarasota's beloved and historic Gillespie Park, Casa del Sol is an extraordinary Mediterranean-inspired estate where timeless architecture, modern luxury, and resort-style living come together just moments from the heart of downtown. Built in 2007 with solid masonry construction, this remarkable property offers 3,338 total square feet, including a 2,854-square-foot main residence, a beautifully appointed 484-square-foot detached studio casita resting above the spacious detached 2 car garage w/covered carport. This 4 bedrooms, 4.5 bathrooms, is offered for under $2 million. Designed to capture the romance of an authentic Mediterranean villa, the home showcases imported Colombian roof tiles, handcrafted Colombian brick pavers, rich hardwood flooring, elegant French doors, a chef's kitchen with stainless steel appliances, a gas range and fireplace, dual-zone HVAC, a tankless water heater, and a convenient second-floor laundry room. Every detail reflects exceptional craftsmanship while blending seamlessly with today's modern lifestyle. Step outside to your own private tropical retreat, where lush landscaping, a sparkling heated pool (with fountain water feature), and a newly installed privacy fence create an atmosphere of serenity and effortless entertaining. The detached studio casita offers outstanding flexibility as a luxurious guest suite, executive office, fitness studio, creative space, or income-producing accommodation. It is separately metered for convenience. Just a 2 min walk from the 10-acre John Hamilton Gillespie Park and a 2 minute drive (or short walk or bike ride) from Downtown Main Street and Sarasota's award-winning restaurants, boutiques, theaters, galleries, waterfront, and renowned Farmers Market, Casa del Sol places the very best of Sarasota at your doorstep. Located within the desirable Downtown Neighborhood (DTN) zoning district allowing one-week minimum short-term rentals, the property presents a rare opportunity as a primary residence, seasonal escape, or exceptional investment. Rarely does a home provide this level of architectural distinction, walkable downtown convenience, investment flexibility, and resort-inspired living. Casa del Sol is finally on the market, offering an extraordinary opportunity to experience one of Sarasota's most coveted lifestyles.

MOVE IN READY and extensively upgraded, this exceptional lakefront residence offers nearly 3,900 square feet of living space with 4 bedrooms, 4 full bathrooms, a dedicated office, an expansive second floor bonus room, a private pool and spa, an extended 3 car garage, and spectacular long lake views in the highly sought after gated community of IslandWalk at West Villages. An impressive two story foyer welcomes you into a thoughtfully designed floor plan highlighted by a 12 foot coffered ceiling in the great room, 10 foot ceilings throughout the main living areas, 8 foot interior doors, custom 24 inch tile flooring, crown molding throughout, and new hardwood flooring. Electric roll down sunshades in the great room provide added comfort while framing beautiful views of the lake. The gourmet kitchen was designed with both style and functionality in mind, featuring 52 inch wood cabinetry, granite countertops, a large center island, a walk in pantry with custom shelving, abundant cabinet storage, and an adjacent dining area ideal for everyday living or entertaining. A central vacuum system with a convenient kitchen sweep station adds everyday convenience. The spacious first floor primary suite enjoys peaceful lake views and features custom shelving in the walk in closet along with a beautifully appointed en suite bathroom. Two additional guest bedrooms on the first floor each include their own private bathroom, while the dedicated office offers a quiet workspace. Upstairs, nearly 1,000 square feet of additional living space includes a large bonus room, a fourth bedroom, a full bathroom, and its own dedicated air conditioning system, creating exceptional flexibility for guests or additional living space. Outdoor living is equally impressive. The screened lakefront lanai features a resurfaced pool and spa with convenient interior control system, a stainless outdoor kitchen, dedicated lanai air conditioning, a repaved paver lanai and pool deck, electric Kevlar storm screens, an electric hurricane shutter, and electric blinds that create a seamless indoor and outdoor living experience while maximizing the beautiful water views. Extensive updates and improvements make this home completely move in ready. New hardwood flooring and a new staircase complement the home's timeless finishes. All windows and doors are hurricane impact rated. The smart plumbing system provides leak detection and allows remote water shutoff from your smartphone. Every sink has been replumbed with braided water supply lines for added reliability. The oversized garage has been extended by four feet and includes dedicated air conditioning, added insulation, ceiling mounted storage, additional built in storage, and an epoxy finished floor. Completing the exterior is a paver driveway and sidewalk that enhance the home's outstanding curb appeal. IslandWalk at West Villages offers an exceptional lifestyle with two amenity centers featuring resort style and lap pools, fitness centers, tennis courts, pickleball, bocce, walking and biking trails, playgrounds, and an active social calendar. Conveniently located near Downtown Venice, Gulf beaches, shopping, dining, golf courses, medical facilities, and CoolToday Park.

This tastefully updated and remodeled single story home is ideally located within the sought after Bird Key neighborhood. Set on a large corner lot, it features a clean, contemporary style that feels both current and easy to live in. The home offers three bedrooms, two and a half bathrooms, and a two car garage, creating a comfortable and well balanced living environment. Inside, the open concept split floor plan provides both flow and definition, with separate living and family rooms suited to modern living. The remodeled kitchen features quartz countertops and sleek contemporary cabinetry and is centrally positioned to connect the main living, dining, and family spaces. Both living areas open through impact sliding glass doors to the lanai and pool, creating an easy transition between indoor and outdoor living. Fully opening sliders from the living and family rooms extend the space onto the pool deck, making the home particularly well suited for entertaining. The primary suite includes a spacious bedroom, walk in closet, and an updated en suite bathroom. Two additional guest bedrooms and a bathroom are located on the opposite side of the home, offering privacy for family and guests. The generously sized family room easily incorporates a small home office area. Recent improvements include a new tile roof in 2025, whole house propane generator 2025, a newer air conditioning system in 2023, and impact windows for added security and peace of mind. Bird Key offers one of Sarasota's most desirable locations, just minutes from downtown Sarasota, St. Armands Circle, and Lido Beach. Residents also benefit from the nearby Bird Key Yacht Club, currently undergoing a full redevelopment and expected to reopen early in 2027 as a premier destination for boating, tennis, and social activities. PLEASE NOTE FRONT DOOR ENTRY IS LOCATED ON BOBWHITE WAY.

Exotic and extremely private bay front property on the market for the first time in 40 years. In fact, this is only the third time it's been available in 100 years. Travel back in time to find ancient oaks and large palms, Banyans, and cedars. It's an idyllic paradise reminding us of why people have come to these shores for millennia. Even the beachfront appears unadulterated as do several others along Sarasota's north shore. Although this is direct waterfront, most of the land is not in the flood zone creating many possibilities for new structures on or near grade. What is most unique is the 444-foot lot depth. This is almost 4 times that of other bayfront parcels being redeveloped in the area. This extreme distance provides complete privacy from Bay Shore Road and with each adjacent property a multi-acre estate, the feeling of spaciousness and seclusion is complete. Leave the world behind on the long, winding shell drive through tree canopy and lush vegetation. At the end of the road is the original homesite on a small bluff directly on and overlooking Sarasota Bay. Your views are of Longboat and Lido Key and out New Pass to the Gulf of Mexico. Looking south you see our bustling little city of Sarasota and the John Ringling Bridge. Enjoy sea breezes in the afternoon and sunsets all year round. The original home on property evokes a bygone era but land values, building codes and FEMA regulations point toward new construction. A parcel like this is an architects dream providing the size necessary to create what anyone might want, elevation allowing cascading terraces down to the waterfront and multiple, potential footprints for accessory dwellings, accessory structures and more. Bay Shore Road has become an eclectic location for the grandest homes in Sarasota. This has led to sales over 10 million dollars and have exceeded 15 million. But you could not put a price on the most spectacular neighbor, Ca' d Zan. John Ringling's gilded Venetian palace anchors the neighborhood to the north and downtown Sarasota is just 2 miles south. Other nearby cultural & educational institutions include the Ringling Museum of Art, the Asolo Theater of Performing Arts, the Sarasota Ballet, the Ringling College of Art & Design and our newest amenity, The Bay Park Conservancy redeveloping 53 acres of City waterfront into a world class public park.

Located in the highly sought-after Bay Isles community on Siesta Key, this property at 847 Freeling Drive offers a rare opportunity to customize and create your ideal coastal home. Positioned on the first street onto Siesta Key, the location provides exceptional convenience to the bridge, mainland, and all that the island has to offer. The home features 4 bedrooms and 4.5 bathrooms, with the upper level remaining intact and in great condition. The ground level experienced flooding during the recent hurricanes; however, the seller has already completed professional remediation, providing a clean slate for updates and renovations to suit your vision. Situated on a protected deep-water basin, the property is ideal for boating and waterfront living, complete with a private dock, no fixed bridges, and direct access just minutes to the Gulf. The home also features a pool, offering the perfect foundation to create a true coastal retreat. This is a unique opportunity to secure a well-located waterfront property and finish it to your exact specifications in one of Siesta Key’s most desirable communities.

Virtually Staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home's light-filled, open design and thoughtful updates make an immediate impression. The main living spaces flow effortlessly from the chef's kitchen to expansive entertaining areas and out to the lanai, where golf course views frame the heated pool, spa, and outdoor kitchen. The first-floor primary suite is a true retreat, featuring high ceilings, multiple closets, and a flexible sitting area that can serve as a nursery, gym, or private office. Upstairs, guests enjoy their own wing complete with a loft, theater, and screened terrace-ideal for relaxing or hosting in style. A split four-car garage, custom finishes, and generous room throughout reflect the craftsmanship expected in one of Sarasota's most distinguished country club communities. The Oaks offers 24-hour security, two championship golf courses, an acclaimed racquets program, fitness and wellness facilities, and fine dining-all just minutes from the beaches and top-rated schools. Experience this home for yourself-take the 3D virtual tour and book your private showing today.

This is over FIVE ACRES in one of Sarasota's most PRIVATE communities, where seeing deer in your backyard is normal, the only traffic you'll hear is birds, and you can finally enjoy the kind of quiet that's becoming incredibly hard to find. Even though it feels like you're miles away from everything, you're less than 15 minutes from groceries and restaurants around Lakewood Ranch, about 25 minutes from downtown Sarasota, and roughly 30 minutes from Siesta Key Beach. You really don't have to choose between CONVENIENCE and PRIVACY anymore. Inside, the home is just over 4,000 square feet with FOUR bedrooms, FOUR bathrooms, plus BONUS room and LOFT space, soaring ceilings, and an open floor plan that was designed for both everyday living and entertaining. The chef's kitchen flows into the great room, while the covered lanai and saltwater pool become an extension of the living space. This home was CUSTOM built in 2016 with hurricane resilience in mind. It features IMPACT windows and doors throughout, a whole-house GENERATOR, and it's about 42' elevated and NOT in a flood zone. When everyone else is worrying about storms, this is the kind of home designed to help you feel prepared. You're just minutes from Lakewood Ranch, but without the high HOA and CDD fees or the cookie-cutter neighborhoods where the view out your window is the side of your neighbor's house. Here there's room to throw the ball, have a garden, or play in the treehouse. Sitting on more than FIVE ACRES, you have room to dream. Add a barn, create a homestead, bring horses, build another structure, or simply leave it exactly as it is and enjoy the PRIVACY that comes with owning this much land. Nestled within The Ranches at Bern Creek neighborhood which has all properties 5-10 acres in size, you will always maintain your peace, even when new development starts filling in around the area. Finding a beautiful custom home with acreage and just a short drive to Lakewood Ranch, downtown, and the beaches-with this level of privacy, hurricane preparedness, low HOA fees, and a location that's still convenient to everything Sarasota has to offer-is incredibly rare.

Perfectly positioned along the water, this exceptional residence offers a refined coastal lifestyle just moments from Siesta Key. Tucked away on a quiet street, the contemporary home enjoys southern exposure and approximately 100 feet of canal frontage with direct access to Sarasota Bay. Designed for both entertaining and everyday living, the open-concept interior features soaring ceilings exceeding 14 feet and expansive walls of impact-rated pocketing glass. When opened, the living areas flow seamlessly to a covered outdoor lounge, resort-style pool and spa, and a fully equipped outdoor kitchen, creating effortless indoor-outdoor living. The primary suite is privately located on the east side of the home and features oversized windows and glass sliders opening directly to the waterfront pool terrace, along with a custom walk-in closet and spa-inspired en-suite bath. On the west wing, two sun-filled guest bedrooms with walk-in closets share a beautifully appointed bathroom. A flexible bonus or media room serves as a fourth bedroom and includes an en-suite bath and walk-in closet. Additional features include a dedicated study or den, a fully air-conditioned split three-car garage, and thoughtfully designed spaces that balance style and functionality. With direct boating access to the Intracoastal and no HOA restrictions, this property offers an ideal waterfront lifestyle. Enjoy daily sunsets over the water and front-row views of Siesta Key's Fourth of July fireworks-all from the comfort of your own home. Conveniently located minutes from Siesta Key Beach, Downtown Sarasota, and premier dining, shopping, and cultural destinations-including The Bay Park, Selby Gardens, and the Van Wezel Performing Arts Hall-this home presents a rare opportunity to enjoy contemporary design, privacy, and boating access in a sought-after coastal setting.

This 5.01-acre parcel is strategically positioned near the new Sarasota Memorial Hospital - Venice campus on Laurel Rd, placing it at the center of one of South Sarasota County's most rapidly expanding corridors. The area is experiencing significant commercial and residential growth, including the planned development of major national retailers and dining destinations such as Walmart, The Home Depot, Texas Roadhouse, Chili's, Panda Express, Chick-fil-A, Panera Bread, and Whataburger, further reinforcing the long-term growth trajectory of this location. Featuring 327 feet of frontage on Curry Lane, the property is currently zoned RMF-1 (5 units per acre), with neighboring parcels zoned OUE, OPI, and RMF-3, offering strong potential for future development opportunities Situated within an A-rated school district and located in Flood Zone X. A 2,262 sq ft residence is currently on-site, featuring 3 bedrooms, 3 bathrooms, a dedicated office, and a loft area, offering flexibility for interim use, rental income potential, or future redevelopment. Conveniently located just 0.8 miles to Publix, 1.5 miles to Laurel Nokomis School, and under 6 miles to both Nokomis and Venice Beaches, this property combines accessibility with strong growth fundamentals. Opportunities of this scale, location, and surrounding development are increasingly rare-secure your position in one of the area's most active and evolving corridors today.

Live the Ultimate Florida Lifestyle in This Waterfront Paradise! Nestled in the heart of Phillippi Gardens, this extraordinary property offers the perfect blend of tranquility, luxury, and convenience. Set on an OVERSIZED .61-ACRE LOT WITH OVER 400 FEET OF PRIVATE WATER FRONTAGE. Along two serene waterways just off Phillippi Creek, this home is a true tropical oasis-peaceful and secluded, yet minutes from everything Sarasota has to offer. Inside, the residence showcases a flexible layout with FOUR SPACIOUS BEDROOMS, some easily adaptable for office, studio, or guest use, and FOUR FULL BATHROOMS making it ideal for hosting loved ones and guests. The interior has been thoughtfully updated from 2017 through 2024 blending modern comfort with timeless charm. Interior Highlights Include: An expansive great room with a DUAL-SIDED WOOD-BURNING FIREPLACE, a gourmet kitchen featuring stainless steel appliances, farmhouse sink and pot filler. Three bedrooms on the main level, including one en-suite, and a second-floor master suite with a PRIVATE BALCONY OFFERING BREATHTAKING SUNRISE AND SUNSET VIEWS. Step outside and feel like you're on vacation every day. The lush, tropical grounds are packed with resort-style amenities: Tiki hut with a full bar and grill, two fire pits, five-zone low-voltage night lighting creating a magical evening ambiance, heated pool and spa, boat lift, a new boathouse (2019) and new seawall (2023/2024). Additional Upgrades: Two new A/C units (2019), septic-to-sewer conversion (2018). Tucked away at the end of a quiet cul-de-sac, this home offers privacy without sacrificing accessibility. You're just a short bike ride to the Gulf beaches, near The Landings for shopping and dining, and minutes from downtown Sarasota's vibrant arts and culture scene.

Virtually Staged. Exquisite new construction on Siesta Key redefines island luxury! Substantial progress has already taken place to complete this masterpiece. This is a rare opportunity to own a meticulously designed custom residence on a prime corner parcel of approximately one-quarter acre, just blocks from world-renowned Siesta Key Beach. Easily accessible from both the north and south bridges, this exceptional new build delivers the ultimate coastal lifestyle where refined interiors meet effortless outdoor living.Siesta Key Beach is frequently recognized as one of the best beaches in the U.S. and worldwide, celebrated for its famous powder quartz sand and crystal-clear waters. Its global reputation has been affirmed by TripAdvisor’s Travelers’ Choice Best of the Best Beaches and Dr. Beach’s annual rankings, making this location as iconic as it is desirable. Just moments from Siesta Key Village, enjoy efficient access to boutique shopping, coffee shops, and acclaimed dining while still benefiting from an extraordinary amenity: your own private boat dock access on the canal just across the street. Spend the day boating and return home with ease, parking your vessel at your own dock—a true island luxury! This thoughtfully curated residence reflects the vision of a hands-on developer deeply involved in every aspect of design, from interior finish selections to landscaping and amenities. Created for buyers who appreciate incredible craftsmanship and fine detail, the home offers 4,195 square feet of interior living space and an additional 3,756 square feet of outdoor living, seamlessly blending indoor and outdoor environments. The chef’s kitchen is designed for both entertaining and everyday ease, complete with a “dirty kitchen” for behind-the-scenes preparation. The light-filled great room opens to a nearly 50-foot wraparound terrace, creating a spectacular setting for hosting family and friends. Two beautifully appointed bedrooms are located on the main living level, ideal for guest suites or a secondary primary. Take the stairs or the private elevator one level up to access the primary suite, featuring a truly custom bath with bespoke tile, designer finishes, a soaking tub, and a spacious shower that creates a spa-like retreat. Two additional bedrooms with a shared bath complete the upper level. Flexible, elegant, and intelligently executed, the suite of spaces within this home allows effortless tailoring to any lifestyle, from multi-generational living to a dynamic entertainer’s paradise.Imagine a home where the luxuries of island beach life blend perfectly with a private, resort-style retreat. Step outside to your inground pool and spa for cooling off or casual lounging, head up to the rooftop deck for sunset cocktails and starlit conversation, or enjoy your private boating access just steps from your front door. When you are ready for a taste of city life, Downtown Sarasota’s rich cultural tapestry with its farmers markets, arts, galleries, festivals, waterfront parks, and world-class dining is only a short drive away. This is more than a home; it is an invitation to own your piece of the new Siesta Key lifestyle—elevated, effortless, and extraordinary!

This home truly has it all - space, privacy, layout made for everyday living and entertaining! This is a rare opportunity to own a private, estate-sized home on over an acre in Sarasota-quietly tucked inside the gated community of Beneva Oaks at the end of a cul-de-sac. Set back from the road and surrounded by towering oak trees, the property offers a sense of peace, space, and privacy that makes it easy to feel at home the moment you arrive. Built in 1980 by a professional builder for his own family, the home was intentionally created to fully enjoy the beauty, shade, and tranquility of the property-something that can be felt throughout the home. With more than 5,200 square feet of living space, the interior offers a versatile layout designed to bring people together while still allowing room to spread out. A welcoming foyer with a graceful spiral staircase sets the tone, opening to multiple living areas ideal for hosting holidays, celebrating milestones, or enjoying everyday moments with family. The formal dining room provides a beautiful setting for special gatherings, while the eat-in kitchen serves as the heart of the home, featuring double ovens, a separate Sub-Zero refrigerator and freezer, and views of the lush backyard. The main-level primary suite offers a peaceful retreat, complete with a sitting area and a renovated spa-style bathroom with a freestanding soaking tub and custom walk-in shower. A first-floor office with custom built-ins and surround sound adds flexibility for working from home or creative use. Upstairs, four additional bedrooms, two full baths, and a flexible bonus space provide extra room for guests or hobbies. Three bedrooms open onto a screened balcony, while an additional open balcony invites quiet moments to unwind and take in the surrounding greenery. Outdoor living is an extension of the home itself, with a screened lanai, resurfaced saltwater pool, Trex decking, and paver walkways creating a setting for both entertaining and everyday relaxation. The backyard is bordered by city-owned green space beyond the rear wall, enhancing privacy and reinforcing the feeling of a natural retreat. Thoughtful updates throughout include new flooring, renovated bathrooms, four zoned air-conditioning systems, tankless water heaters, updated irrigation with a private well, a replaced septic system, a newer roof, and maintained fencing. A circular driveway and three-car side-entry garage completes the property Thoughtfully designed, surrounded by nature, and brimming with comfort...your new home awaits!

Virtually Staged. Nestled within the exclusive enclave of Regent Lake, an intimate community of just 13 residences, this exceptional lakefront estate offers a rare opportunity to enjoy refined living on more than an acre overlooking a picturesque spring fed lake. Showcasing the sought after Osprey floor plan, this thoughtfully designed four bedroom, three bathroom residence spans more than 3,100 square feet and includes a private office, an oversized three car garage, and a split floor plan that balances elegant entertaining with everyday comfort. A long approach welcomes you to a setting defined by privacy, tranquility, and sweeping water views. Inside, the spacious living areas are thoughtfully designed to capture the beauty of the surrounding landscape while providing an inviting flow for both everyday living and entertaining. The gourmet kitchen is the heart of the home, featuring granite countertops, custom wood cabinetry, stainless steel appliances, a built in oven and microwave, cooktop, walk in pantry, center island, breakfast bar, and a charming morning room overlooking the grounds. The primary suite serves as a peaceful retreat with direct access to the lanai and pool, serene lake views, dual closets, dual vanities, a soaking tub, and a separate walk in shower. Designed to embrace Florida's indoor outdoor lifestyle, the screened lanai and sparkling pool provide the perfect backdrop for entertaining or quiet evenings watching spectacular sunsets over the water. The expansive homesite offers a private fenced area for pets and abundant opportunities to enjoy the natural beauty and wildlife surrounding the lake. Thoughtful improvements include a new air conditioner and water heater in 2025, Bahama hurricane shutters, a whole house generator with a buried 500 gallon propane tank, a reinforced 150 mile per hour rated garage door, added attic insulation, and beautiful new flooring throughout all bedrooms. With low HOA fees, no CDD fees, and a location just minutes from shopping, dining, top rated schools, and Sarasota's world renowned beaches, this is more than a home. It is an opportunity to enjoy the privacy of an estate sized waterfront home with the convenience of city amenities nearby.

Introducing THE RETREAT, a stunning two-story residence. FOUR (4) bedroom, THREE (3) bath. Paver driveway, 3 CAR GARAGE, LVP flooring. Home has been professionally staged. Pool size is 12 x 26 , leaving plenty of green space for pets in the backyard! Back yard fence will fully enclose the back yard with gates on both sides of the home. This exceptional new build boasts superior block construction, a durable metal roof, impact-resistant windows, doors, and sliders. Inside is a thoughtfully designed open floor plan, featuring soaring 10-foot ceilings and elegant 8-foot solid core doors that enhance the home's impressiveness. The gourmet kitchen is complete with a 6-foot island, luxurious quartz countertops, custom shaker cabinetry, and a top-of-the-line appliance package, perfect for both daily meals and entertaining. The primary bedroom, located on the main level, is a serene retreat with stunning tray ceilings, large his/her walk-in closets, double vanity, and a spacious walk-in shower. Bedroom 2, also on the first floor, is versatile and can serve as an additional bedroom or a home office. Upstairs, you'll find two more generously sized bedrooms that share a beautifully appointed full bathroom. The home's detailed interior is complemented by luxury vinyl plank flooring throughout both levels, providing durability and style. Outdoors, a gas-heated saltwater pool and paver deck creates the ideal setting for relaxation and entertainment. Conveniently located with easy access to downtown Sarasota, the Legacy Trail, Payne Park, Sarasota Memorial Hospital, and the world-renowned beaches of Longboat and Siesta Keys, this home offers the perfect blend of luxury, comfort, and convenience for modern family living. Experience elevated living at its finest in your RETREAT!

A rare opportunity to own a one of a kind custom built residence in the heart of downtown Sarasota, 1680 Cherry Lane is tucked into one of Laurel Park's most charming streets while being just moments from everything that makes downtown so special. Blending timeless architecture with modern luxury, this brand new residence offers an exceptional lifestyle defined by thoughtful design, refined finishes, and one of Sarasota's most coveted locations.Spanning 3,128 square feet, this thoughtfully designed two story home features five bedrooms and four bathrooms, including a first floor primary suite and an additional main level bedroom that can easily function as a private office, guest suite, or den. Upstairs, three additional bedrooms provide flexibility for family, guests, or multigenerational living, creating a floor plan that is equally suited for everyday living and entertaining.At the heart of the home, the open concept living spaces are centered around a beautifully appointed chef's kitchen featuring premium Thermador appliances, custom cabinetry, quartzite countertops, and an oversized island that seamlessly connects the kitchen, dining, and living areas. Expansive PGT impact rated windows and doors flood the home with natural light while creating a seamless connection to the outdoor living spaces, while the private pool provide the perfect backdrop for year round entertaining and relaxation.Located within the highly sought after Southside Elementary School district, this exceptional residence is just minutes from downtown Sarasota's acclaimed restaurants, boutique shopping, Burns Court, Bayfront Park, Marina Jack, the city's vibrant arts and cultural scene, and Sarasota's world renowned Gulf beaches. Combining custom craftsmanship, luxury finishes, and an unbeatable location, 1680 Cherry Lane presents a rare opportunity to own a brand new custom home in one of Sarasota's most desirable neighborhoods.

Virtually Staged. Rare brand-new construction in the heart of Laurel Park, 1681 Oak Street offers the ideal blend of modern luxury, thoughtful functionality, and an unbeatable downtown Sarasota lifestyle. Perfectly positioned in one of Sarasota’s most sought-after neighborhoods, this newly built residence places you just moments from downtown dining, shopping, Bayfront Park, Burns Court, Marina Jack, and Sarasota’s world-renowned Gulf beaches, while offering the charm and convenience of coveted downtown living.Spanning 3,128 square feet, the thoughtfully designed two-story floor plan features five bedrooms and four baths, including a first-floor primary suite and an additional main-level bedroom that can easily function as a private office, guest suite, or den. Upstairs, three additional bedrooms provide flexibility for family, guests, or multigenerational living, creating a layout that balances everyday comfort with long-term versatility.Designed for both elevated entertaining and daily living, the open-concept interior is centered around a beautifully appointed kitchen with premium Thermador appliances, custom cabinetry, quartzite surfaces, and seamless connection to the main living spaces. Expansive impact-rated PGT windows and doors fill the home with natural light while providing peace of mind and enhancing the home’s clean, modern aesthetic.Outside, a serene private pool creates a true backyard retreat and extends the living experience outdoors for year-round enjoyment. Whether hosting friends after dinner downtown or enjoying a quiet afternoon at home, the outdoor setting offers the perfect balance of privacy and relaxation.Located within the highly sought-after Southside Elementary School district and just minutes from Sarasota’s beaches, cultural amenities, restaurants, parks, and waterfront, 1681 Oak Street presents a rare opportunity to own a newly built home in Laurel Park, where quality construction, location, and lifestyle come together in one exceptional offering.

*THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**Opportunities like this don't come up often. Set on an oversized lakefront lot with a rare combination of water views and a private preserve backdrop, this home offers a level of privacy that's hard to find, especially within 3.7 miles to Nokomis beach. With more than $175,000 in thoughtful post-closing upgrades, the design feels clean and current with a modern coastal look that isn't overdone. Impact windows and doors throughout, light finishes, and a barely lived in condition give it that fresh, move in ready feel without the timeline or uncertainty of new construction. It shows the way a model home does, and with no CDD fees, it stands out in a price point where many buyers expect added costs. The layout is both functional and flexible, which is what makes it live so well. In addition to three bedrooms and three full bathrooms, there are multiple spaces that can adapt to your day to day. The bonus room is currently set up as a gym but could easily serve as a fourth bedroom, media room, or playroom. At the front of the home, the office is being used as a playroom and offers another flexible space for work, guests, or hobbies. It gives you options without feeling oversized or wasted. Thoughtful upgrades run throughout the home. Kef speakers indoors and out integrated with MusicCast, smart lighting, Lutron shades, a custom bar feature, and energy efficient insulation all add to the overall comfort and ease of living here. The primary suite is designed with function in mind, including a custom closet that makes everyday organization simple. But, out back is where the setting really comes to life. The combination of lake and preserve creates a peaceful, private backdrop, and the pool and spa added in 2025 feel like a natural extension of the home. Paired with the outdoor kitchen and fenced yard, it is a space that works just as well for quiet evenings as it does for entertaining. Located in Cassata Lakes, but outside the gates for the larger estate lots, it is a community known for newer homes without the higher fees. If you have been waiting for something that offers privacy, flexibility, and that close to the beach lifestyle without the usual trade offs, schedule your private showing today!

Waterfront property. Build your dream custom home with Skyline Custom Development, an unmatched luxury waterfront home contractor/specialist. Quietly nestled in one of Sarasota's most treasured neighborhoods, Cherokee Park, this lot sits on a secluded street outlined with beautiful banyan and canopy trees. This coveted property features mature landscaping and offers 100 feet of water frontage on a canal that opens up to the magical waters of Sarasota Bay. Additionally, this property contains a brand new seawall and dock. An ideal centrally located property just a bike ride away from the world-renowned beaches of Siesta Key and trendy downtown Sarasota. *Existing structure to be removed. ***Subject property to be divided, existing home to be torn down.

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?

Under Construction. Now nearing completion and expected to be delivered in approximately 60 days. Positioned within the exclusive Harbor Section of Bay Isles on Longboat Key, 500 Harbor Cove Circle is a newly constructed waterfront estate offering a rare combination of exceptional boating access, modern architecture, resort-inspired living, and one of the Gulf Coast's most coveted addresses. Located behind the double gates of Bay Isles and directly across from The St. Regis Longboat Key Resort, residents enjoy immediate proximity to world-class hospitality, fine dining, marina services, championship golf, and tennis, while ownership includes access to the Bay Isles Beach Club. Encompassing 5,120 square feet under air and 8,564 square feet total, the residence features 5 bedrooms, 5 full baths, 1 half bath, a private office, elevator access to all levels, and a 4-car garage. A fully integrated smart home automation system provides seamless control of lighting, climate, security, audio, window treatments, pool and spa functions, and key home systems throughout the property. The arrival experience unfolds through a lagoon-inspired reflecting pool, floating stairway, and lush tropical landscaping, creating a dramatic resort-style arrival. Architectural lighting, natural stone, warm wood accents, and expansive walls of glass establish a sophisticated coastal aesthetic throughout the residence. Inside, expansive living spaces are enhanced by Venetian plaster, custom millwork, large-format stone surfaces, and carefully curated architectural details. One of the home's defining architectural statements is a dramatic 20+ foot monolithic travertine feature wall wrapping an entire corner of the residence, creating a striking design element rarely found in residential construction. The chef's kitchen is anchored by an oversized Calacatta marble waterfall island, premium custom cabinetry, integrated appliances, and generous entertaining space. Designed for seamless indoor-outdoor living, the residence opens to expansive covered terraces, a resort-style pool and spa, and a fully equipped outdoor kitchen featuring a grill, pizza oven, refrigeration, and multiple gathering spaces. Wellness-focused amenities include a private fitness area, sauna, cold plunge, and dedicated spaces for relaxation and recovery, creating a private wellness retreat. For boating enthusiasts, the property offers approximately 100 feet of protected waterfront frontage with direct access to Sarasota Bay and the Gulf of Mexico in less than two minutes. The dock is designed to accommodate a substantial yacht while still providing room for multiple additional lifts for a tender, fishing boat, personal watercraft, and other recreational vessels-an increasingly rare offering among Florida's premier waterfront estates. One of the Gulf Coast's rare opportunities to enjoy new construction, large-yacht capability, and resort-inspired living within the exclusive Harbor Section of Bay Isles.

Pre-Construction. To be built. New construction waterfront residence on Siesta Key featuring warm modern coastal architecture, clean lines, and natural materials thoughtfully curated throughout. Located at 4857 Primrose Path, this canal-front home offers approximately 3,935 square feet of air-conditioned living space with 4 bedrooms, expansive indoor-outdoor entertaining spaces, and a private courtyard-style pool design centered around privacy, natural light, and seamless connection to the outdoors.Thoughtfully designed to maximize natural light and spatial flow, the residence features large walls of glass, covered lanais, and multiple rooms overlooking the pool and waterfront. Stone accents, warm wood detailing, and refined architectural finishes create an inviting atmosphere while maintaining a clean contemporary aesthetic.The kitchen serves as the centerpiece of the home with custom cabinetry, an oversized waterfall island, premium appliances, designer surfaces, and a concealed prep pantry providing additional functionality and storage.Positioned on a canal-front homesite in one of Siesta Key’s most desirable neighborhoods, the property offers convenient boating access along with close proximity to Siesta Beach, Siesta Key Village, and downtown Sarasota dining and entertainment.Additional features include:• Approximately 4,300 square feet under roof• Elevated construction designed to current Florida wind and flood standards• Resort-inspired courtyard pool and outdoor entertaining spaces• Large covered terraces and second-floor balcony areas• Custom landscaping and curated architectural detailing throughout• Oversized glass openings designed to maximize natural light• Two-story floor plan with private guest accommodationsA thoughtfully designed new construction residence combining refined architecture, quality materials, and waterfront living in one of Siesta Key’s most sought-after locations.Estimated completion: Winter 2026.For additional renderings, floor plans, and project details, visit:4857PrimrosePath dotc0m

Located within the gated and highly desirable community of Bay Isles on Longboat Key, this 4 bedroom, 3 bathroom pool home encompasses 2827 square feet of living space. The residence features a functional and spacious floor plan, including a well-appointed bedroom layout, an open kitchen and family room combo, and a formal living and dining room combo. This property is priced competitively, offering an exceptional opportunity for a buyer or investor to come in and renovate the home with their own personal style and modern finishes. The outdoor living area features a private pool, providing a quiet retreat within a stunning waterfront community. Bay Isles residents enjoy a premier island lifestyle with access to a private beach area and cabana, while separate memberships are available for those interested in world-class golf or the local marina. The location is ideal for enjoying the best of the Florida Gulf Coast, situated in close proximity to local restaurants, boutique shopping, and the famous St. Armand's Circle. Whether you are looking for a primary residence or a seasonal getaway, this home serves as the perfect canvas to create a custom masterpiece in one of Longboat Key's most sought-after enclaves.