Sarasota Homes with Sailboat Water Water Frontage

Sarasota Homes with Sailboat Water Water Frontage

Welcome to Sarasota County, Florida—an enchanting destination where sun-kissed beaches meet vibrant cultural experiences. Nestled along the Gulf Coast, Sarasota is renowned for its stunning waterfront properties, particularly homes with sailboat water frontage. Here, residents can enjoy a lifestyle that seamlessly blends relaxation with adventure, making it a sought-after locale for both families and retirees alike.

Imagine waking up each morning to the gentle sounds of waves lapping against your dock, with your sailboat ready to whisk you away to explore the azure waters of the Gulf. Homes with sailboat water frontage in Sarasota offer not just breathtaking views but also direct access to some of the best sailing, fishing, and water sports in Florida. Whether you’re an avid sailor or simply enjoy the tranquility of waterfront living, these properties provide the perfect backdrop for your coastal dreams.

Sarasota is more than just picturesque homes; it boasts a rich tapestry of arts and culture, with renowned attractions like the Ringling Museum of Art, the vibrant Sarasota Opera, and the captivating Selby Botanical Gardens. The area is also home to exquisite dining options, boutique shopping, and a variety of outdoor activities, from golfing to hiking in nearby parks.

With its warm climate, friendly community, and a lifestyle that prioritizes leisure and recreation, Sarasota County is the perfect place to call home. Explore our selection of stunning sailboat water homes today and embark on your journey to coastal living in this beautiful Florida paradise!

Newest Sarasota Homes with Sailboat Water Water Frontage

3 Beds ⋅ 3 Baths ⋅ Siesta Beach SubDv.

For the buyer who believes the best of Siesta Key is experienced by boat, 5178 Oakmont Place delivers an exceptional combination of deep-water canal frontage, estate-sized privacy, refined island living, and effortless access to Sarasota Bay. Set on more than half an acre along Siesta Key’s coveted Grand Canal, this tastefully updated custom residence pairs Caribbean-inspired architecture with 93 feet of waterfront, a private dock, and impressive 30,000-lb boat lift—creating a true luxury retreat for boating enthusiasts just minutes from the bay. A winding paver driveway introduces the private tropical setting, leading to a gracious residence by award-winning builder Lee Wetherington. Inside, high ceilings, substantial crown molding, elegant archways, tray ceilings, recessed lighting, and expansive windows create an airy sense of scale, while warm bamboo flooring brings natural sophistication throughout the primary living spaces. Designed for relaxed island living and entertaining, the open great room is anchored by a striking coral stone gas fireplace and framed by French doors connecting the interior to the expansive covered veranda. The updated kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, breakfast-bar seating, generous storage, and an adjacent service bar, complemented by a separate dining area for effortless entertaining. The spacious primary suite overlooks the tropical grounds, pool, and waterway and features a tray ceiling, two walk-in closets, dual vanities, large shower, and jetted soaking tub. A desirable split-bedroom floor plan provides two additional bedroom suites, while a large private office offers flexibility for working from home, a media room, or additional lounge space. Outdoor living is a defining feature of this Siesta Key waterfront home. The wide covered veranda provides generous spaces for dining and lounging while overlooking the private swimming pool and lush tropical landscape. Beyond the pool, a pathway leads directly to the Grand Canal and an outstanding boating setup featuring approximately 93 feet of deep-water frontage, a large dock, and 30,000-lb boat lift. Cruise to Sarasota Bay, waterfront dining, or Gulf waters before returning home to enjoy sunset along the canal. Built with quality and longevity in mind, the residence was constructed above base flood elevation and includes hurricane shutters, UV window film, foil roof insulation, floored attic storage, central vacuum, and construction to Miami-Dade standards. An oversized three-car garage offers excellent space for vehicles, bikes, kayaks, paddleboards, fishing equipment, and additional storage. Despite its private, estate-like setting, the home is ideally positioned near Siesta Village, world-famous Siesta Key beaches, boating, dining, and island attractions, with downtown Sarasota approximately 15 minutes away by car. For the luxury buyer seeking a Siesta Key waterfront pool home with deep-water boating access, substantial boat lift, oversized private lot, and proximity to Sarasota Bay, 5178 Oakmont Place offers an extraordinary opportunity to embrace the coastal Florida lifestyle

5178 Oakmont Place, Siesta Key

4 Beds ⋅ 5 Baths ⋅ Lighthouse Point SubDv.

Some homes are simply built differently. Conceived as a grand private waterfront estate, this remarkable residence within the exclusive gated enclave of Lighthouse Point is a rare expression of architectural elegance, exceptional privacy, world-class boating, and effortless coastal luxury. Perfectly positioned on more than one-third of an acre overlooking a tranquil lagoon with coveted bridgeless access to Sarasota Bay and the Gulf of Mexico, this extraordinary four-bedroom, four-full-bath, one-half-bath residence unfolds across nearly five thousand square feet of refined living space. Originally conceived as a grand coastal estate and extensively reimagined in 2021, the home creates an atmosphere that is both elegant and remarkably livable. A dramatic two-story foyer with soaring tongue-and-groove ceilings, arched French doors, custom millwork, and an architectural wraparound gallery immediately establishes a while walls of glass frame shimmering water views and expansive sliding doors seamlessly connect the interior living spaces to spectacular waterfront terraces. Designed for both intimate gatherings and grand entertaining, the elegant great room flows effortlessly to the resort-inspired outdoor living areas overlooking the saltwater pool, spa, lush tropical landscaping, and private dock beyond. At the heart of the home, the custom Cucina Ricci kitchen is as beautiful as it is functional, featuring handcrafted cabinetry, an oversized entertaining island, and an exceptional suite of integrated Miele VitroLine appliances, including double ovens, induction cooking, and a built-in coffee system. Just beyond, a waterfront lounge offers the perfect setting for casual living or media enjoyment while maintaining an uninterrupted connection to the outdoor loggia. Privately situated on the main level, the owner's retreat is a true sanctuary, offering peaceful water views, direct terrace access, dual custom walk-in closets, and a beautifully renovated spa-inspired bath with oversized vanities, designer finishes, and an expansive walk-in rain shower. Upstairs, three spacious en-suite guest bedrooms and an additional loft-style lounge or office provide luxurious accommodations for family and guests. Outside, the estate lives like a private waterfront resort, where a stunning travertine pool terrace, mature tropical landscaping, integrated landscape lighting, and multiple outdoor entertaining areas create an extraordinary setting for year-round coastal living. Boating enthusiasts will appreciate the protected deep-water dock featuring a fourteen-thousand-pound lift, upgraded motors, dockside Wi-Fi, and immediate bridge-free access to Sarasota Bay and the Gulf, placing some of Florida's finest boating just moments from your backyard. Thoughtfully appointed throughout, the residence also features a fully renovated interior, impact-rated windows and doors, hurricane protection, a whole-house Kohler generator, integrated Yamaha indoor/outdoor audio, a spacious three-car garage with EV charging capability, and numerous additional upgrades that allow the home to be enjoyed with complete confidence. Residents of Lighthouse Point enjoy private tennis courts, a short stroll to the pristine beaches of Longboat Key, and convenient access to the Longboat Key Club, St. Armands Circle, and the world-class dining, shopping, and cultural attractions of downtown Sarasota. An exceptional offering in one of Longboat Key's most prestigious waterfront communities.

65 Lighthouse Point Drive, Longboat Key

1 Beds ⋅ 1 Baths ⋅ Pelican Cove SubDv.

Beautifully renovated in 2023 by the previous owner, this residence showcases stylish luxury vinyl plank (LVP) flooring throughout, along with fully updated kitchen and bathroom interiors (excluding kitchen appliances). A new hot water heater and full-size washer and dryer were installed in 2023. In 2024, a custom queen-size Murphy bed was added to enhance functionality and maximize space. Most furnishings were newly acquired in 2023, offering a modern and move-in-ready living experience. Awesome for a rental. Plus low fees for the boat slips. Pelican Cove is a gated pet friendly condominium community abounding with amenities, including a low-cost 86-slip boat harbor, kayak, and canoe launch, six heated swimming pools, hot-tub, three clubhouses, classrooms, gym, art, woodworking and pottery studios, lit tennis/pickleball courts, basketball, dog play area, walking trails, boardwalks, and fishing gazebos. Take classes at Pelican Cove University, yoga, tai-chi, water aerobics, painting, or photography. More than 37 clubs for arts, cycling, culinary arts, bridge, film and more. Relax at the evening jazz & classical music concerts, enjoy a stroll around 78 acres of lush grounds. Pelican Cove is hidden away yet minutes from everything! Come see for yourself! This is the lifestyle you deserve!

1647 Brookhouse Court Unit BR146, South Sarasota

3 Beds ⋅ 2 Baths ⋅ Pelican Cove SubDv.

Welcome to Pelican Cove, one of Sarasota's most sought-after waterfront communities west of the Trail! This bright and spacious end-unit condominium offers 2 bedrooms, 2 bathrooms, plus a den that was originally a third bedroom and can easily be converted back. Located on the second floor, the home is filled with natural sunlight from every angle, creating a warm and inviting atmosphere throughout. Centrally positioned within the community, you'll enjoy picturesque, storybook views of the Pelican Cove yacht basin from your private lanai. The tropical setting provides both beauty and privacy, making it the perfect place to relax and unwind. The open floor plan features numerous upgrades and is being offered furnished, making it truly move-in ready. Easy to show and even easier to fall in love with! Nestled within more than 75 acres of lush, gated waterfront grounds, Pelican Cove offers an unmatched resort-style lifestyle. Amenities include an 86-slip marina with affordable boat dockage, kayak and canoe launch facilities, six heated swimming pools, a spa, three clubhouses, tennis and pickleball courts, basketball courts, walking trails, boardwalks, fishing gazebos, fitness facilities, water exercise programs, dog-walking areas, and much more. Creative and social opportunities abound with two art studios, a pottery workshop, Pelican Cove University classes, and more than 37 clubs covering interests such as photography, fiber arts, cycling, culinary arts, woodworking, sculpting, cards, and music. Evening jazz and classical concerts complete the vibrant community experience. Experience the perfect combination of natural beauty, waterfront living, and an active Sarasota lifestyle. Schedule your private showing today

1601 Pelican Point Drive Unit 215, South Sarasota

1 Beds ⋅ 1 Baths ⋅ White Sands Village SubDv.

Discover one of Siesta Key's best values at White Sands Village, where island living meets exceptional affordability. This beautifully furnished one-bedroom, one-bath condominium is ideally located just across the street from world-famous Siesta Key Beach and only a short stroll to the public beach access. One of the few pet-friendly communities on Siesta Key, White Sands Village welcomes well-behaved pets, making this an outstanding opportunity for full-time residents, seasonal owners, or investors seeking strong rental appeal. The community also offers an optional on-site rental management program, providing owners with flexibility to self-manage or utilize professional rental services. Residents enjoy a heated community pool, community boat docks available on a first-come, first-served basis, and convenient on-site laundry facilities. Siesta Key Public Beach is just moments away, offering tennis, pickleball, volleyball, nature trails, a playground, pavilion, and food concessions. Crescent Beach, Turtle Beach, Siesta Key Village, and downtown Sarasota's renowned dining, shopping, arts, and entertainment are all within easy reach. Whether you're searching for a personal beach getaway, a seasonal retreat, or an investment property with excellent rental potential, this furnished condominium delivers an exceptional combination of location, lifestyle, flexibility, and value at one of Siesta Key's most attractive price points.

5641 Midnight Pass Road Unit 902, Siesta Key

3 Beds ⋅ 2 Baths ⋅ Warm Mineral Springs SubDv.

A RARE FIND—over 2,200 sq. ft. of living space, with a heated / saltwater POOL sitting on approximately ½ ACRE WATERFRONT TIP LOT offering exceptional privacy, space, and peaceful nature views! This spacious home has been thoughtfully updated with many of the big-ticket improvements already completed. Recent updates include a NEW ROOF (2021); NEW A/C, luxury vinyl plank flooring, whole-house generator, washer / dryer, and ceiling fans (2022); whole-house REPIPE, new pool cage with PANORAMIC SCREENS, Kevlar hurricane shades, and a walk-in spa tub in the primary bath (2023); plus a NEW POOL PUMP and whole-house water softener system (2025). The generous floor plan offers plenty of room to spread out, while the impressive 11' x 45' covered lanai extends the living space outdoors and provides the perfect setting for relaxing, entertaining, or enjoying the surrounding natural beauty. Tons of cabinetry and countertop space in the eat in kitchen with views of the pool. Step out to the lanai and pool area featuring panoramic screening designed to maximize the tranquil views beyond the backyard. Relax on the private dock, where you can unwind along the water, watch the birds and wildlife, and appreciate the privacy created by this unique waterfront setting. Grab your kayak and head on out to the Myakka River open water. With approximately half an acre, there is a wonderful sense of privacy and space that can be hard to find in this location. No CDD or HOA fees and furnishings are negotiable. The location is truly exceptional! Just 1.5 miles from Warm Mineral Springs and approximately 4 miles from Downtown Wellen Park, where you can enjoy restaurants, shopping, farmers markets, concerts, community events, and Atlanta Braves Spring Training at CoolToday Park. Easy access to I-75 and minutes to the new state-of-the-art Sarasota Memorial Hospital. Space, privacy, waterfront views, a pool, and extensive updates—all wrapped into one truly unique property!

108 Antilla Road, North Port

2 Beds ⋅ 2 Baths ⋅ Bay Harbour Apts SubDv.

Location! Location! Location! Awesome, Spectacular Bay views from the kitchen, dining room, living room and primary bedroom! One Bridge to the Gulf! No wait list boat slip! Longboat Key is the place you want to be for the quiet solitude of a gulf front key condo with easy access to the culture and services of Sarasota! This two bedroom, two bathroom Condo in the bay side community of Bay Harbour, has its own private marina with no wait list, and is just one bridge to the Gulf! Beach access is within minutes from several locations on Longboat, Lido and Anna Maria Island. With a Base Flood Elevation of 10 Ft, this unit was High and Dry during the storms of 2024. It has been exquisitely redesigned with upscale quartz and Cambria counter tops, ceramic and porcelain tile flooring and Bosch Appliances. There is plenty of storage available with the pantry and built in closets. Bay Harbour is a South Longboat Key community of 39 units in two buildings with a private pool, easily accessible pool baths, community room and fitness center. Each unit has assigned carport parking and separate storage. A well-managed and well-maintained community with reserves; the condo fees are among the lowest on the gulf!

448 Gulf Of Mexico Drive Unit A104, Longboat Key

5 Beds ⋅ 5 Baths ⋅ Elliot M A Property Siesta Key SubDv.

A double waterfront, rare offering on the exclusive enclave of Roberts Point Road, this fully remodeled in 2023 waterfront estate embodies refined coastal luxury, encompassing 5,458 square feet with 5 bedrooms, 4 full bathrooms, and 1 half bath. Showcasing water frontage on both the front and rear with direct, no-bridge access to Sarasota Bay, the home is set on a private 0.64-acre homesite. The property features a brand-new seawall and two exclusive dock settings, including a 16,000 lb boat lift and jet ski lift, along with a private waterfront seating area designed for effortless enjoyment of the serene surroundings. Underground utilities preserve uninterrupted water views, while soaring ceilings and a signature eagle’s nest vantage point elevate the home’s architectural presence and capture breathtaking vistas. Inside, the residence has been masterfully transformed with a refined open-concept design, anchored by a fully redesigned chef’s kitchen featuring Sub-Zero refrigeration, a gas range, new appliances and countertops, and exceptional craftsmanship throughout. Custom millwork, designer lighting, shiplap detailing, and elegant new railings define the home’s modern coastal aesthetic. The thoughtfully designed floor plan offers three distinct kitchen spaces—including a main kitchen, outdoor kitchen, and private guest suite kitchen—along with a private-entry guest residence and a versatile ground-floor loft with dual Murphy beds, providing exceptional flexibility for both everyday living and elevated entertaining. A private elevator services the home, while a new glass front entry door—currently being installed—further enhances its modern coastal presentation. Curated for both comfort and performance, the home is equipped with three new AC systems, a new well, enhanced irrigation and landscaping, a whole-home Generac generator, reverse osmosis and Kinetico water systems, and full smart home integration through Control4 automation, Sonos audio, and a high-end AV infrastructure. Outdoors, a resort-style pool and spa with both gas and electric heating and full app-based control ensure year-round enjoyment. Additional features include a six-car garage with epoxy floors, a bespoke outdoor bar and kitchen, screened enclosure, kayak storage, and a private sand area—culminating in a truly turnkey, design-forward waterfront estate in one of Sarasota’s most coveted locations.

4034 Roberts Point Road, Siesta Key

4 Beds ⋅ 5 Baths ⋅ Aqualane Estates SubDv.

Some homes are built. Others are envisioned. 1516 Ridgewood is the result of an uncompromising pursuit of excellence—a California Pacific Palisades-inspired waterfront estate where timeless architecture, extraordinary craftsmanship, and Sarasota's coveted boating lifestyle converge into one remarkable residence. Completely reimagined with virtually every surface, system, and space thoughtfully transformed, this exceptional home was designed to live as beautifully as it looks. Sunlight pours through expansive impact glass, illuminating sophisticated interiors where clean architectural lines, custom finishes, and seamless indoor-outdoor living create an atmosphere of effortless elegance. Every detail reflects a commitment to quality rarely found in today's market. Anchoring the home is a spectacular chef's kitchen designed for both culinary excellence and unforgettable entertaining. An extraordinary suite of Wolf and Sub-Zero appliances—including an eight-burner gas range with griddle, built-in coffee system, Cove dishwasher, designer refrigeration, oversized pantry, and a dramatic entertaining bar—is complemented by custom cabinetry, multiple beverage centers, ice makers, and a stunning temperature-controlled glass wine room worthy of the finest private collections. The primary suite offers a tranquil retreat inspired by the world's finest luxury resorts, while beautifully redesigned guest suites provide exceptional comfort and privacy. Throughout the residence, Turkish shell stone flooring, TruStile doors, EMTEK hardware, floating custom cabinetry, Level 5 wall finishes, and designer appointments create an understated elegance that feels both warm and sophisticated. Behind the walls lies a level of engineering that is seldom seen. A state-of-the-art Josh AI automation system seamlessly integrates lighting, climate, security, audio, and mechanical systems into one intuitive platform, placing the entire home at your fingertips. Whole-home True Audio speakers, buried fiber connectivity, dedicated IT infrastructure, multiple wireless access points, and integrated security provide technology equal to the home's extraordinary design. Constructed with longevity in mind, the residence showcases impact-rated windows and doors, concrete block construction, spray foam insulation, a standing seam metal roof, elevated mechanical systems, new electrical service, new plumbing, new water and sewer infrastructure, WiFi-enabled tankless water heaters, and countless improvements that reflect an unwavering commitment to enduring quality. Outside, the boundaries between home and resort disappear. A completely reimagined pool, expansive terraces, architectural ceilings, lush tropical landscaping, dramatic landscape lighting, and a fully appointed Wolf outdoor kitchen create an extraordinary backdrop for entertaining beneath Sarasota's spectacular sunsets. For boating enthusiasts, the experience is simply unmatched. With newly dredged water access, newer dock, and no bridges to Sarasota Bay, spontaneous afternoons on the water and unforgettable Gulf sunsets become part of everyday life. More than a luxury residence, 1516 Ridgewood is a home that inspires. It is the rare combination of visionary design, uncompromising construction, intelligent technology, and an incomparable waterfront setting—created for those who believe true luxury is measured not only by beauty, but by the extraordinary way a home makes you feel.

1516 Ridgewood Lane, South Sarasota

2 Beds ⋅ 2 Baths ⋅ Warm Mineral Springs SubDv.

ESTATE SALE! Hurricane damaged WATERFRONT HOME on a tributary of the "WILD AND SCENIC" MYAKKA RIVER. Great opportunity to renovate this SPACIOUS 2 bedroom, 2 bath waterfront home in WARM MINERAL SPRINGS! Beautiful long view down the brackish water canal. 45 feet OF WATER FRONTAGE with rip rap wall. GREAT KAYAKING, CANOEING AND FISHING on this tributary of the river. No motorized boats from November to March in order to protect the wintering manatees. NEW ROOF IN 2023. NEW WATER EQUIPMENT IN 2024 includes Well Pump, Pressure Tank, Iron Filter and Water Softener. 2 car garage. The attached Mold Inspection Report shows Elevated Mold levels in Kitchen, Dining room and Family room. Drywall removed and studs left exposed in these rooms. Existing A/C system not in working condition and needs to be replaced. Property is in an Estate and is being sold AS-IS. Enjoy the soothing waters of WARM MINERAL SPRINGS PARK only a mile and a half away. SPRING TRAINING IS NEARBY - Atlanta Braves, Tampa Bay Rays and Baltimore Orioles stadiums are a 10 - 40 minute away. Enjoy a variety of shopping, dining and special events happening by the GRAND LAKE in nearby DOWNTOWN WELLEN PARK.

11910 Saragossa Lane, North Port

4 Beds ⋅ 2 Baths ⋅ Coral Cove SubDv.

Positioned west of the Trail in Sarasota’s highly sought-after Coral Cove neighborhood, 1901 Upper Cove Terrace offers one of the area’s most compelling deep-water waterfront opportunities, pairing boating access, updated mid-century character, and an exceptional Sarasota lifestyle setting. Priced below appraisal. Set on an oversized 0.35-acre lot with 75 feet of canal frontage, this 4-bedroom, 2-bath residence spans 2,105 square feet and was thoughtfully updated in 2024 to enhance its mid-century modern character while preserving the spirit of its 1968 origins. For boaters, the value is exceptional. The property features deep-water dockage, no fixed bridges, direct Gulf access, a new lifetime vinyl bulkhead, 30-amp shore power, and a private dock that accommodates up to a 45-foot vessel. Outdoor living is central to the home, with a screened pool and spa, covered entertaining areas, and seamless indoor-outdoor flow. The property also offers room for boat and RV parking, plus a large attached workshop garage with two Level 2 EV chargers. Located in Coral Cove, residents enjoy access to a private neighborhood park and boat ramp through the community’s voluntary neighborhood association, adding another layer of boating, fishing, kayaking, and Gulf-access lifestyle appeal. Highlights include: west of the Trail location, Coral Cove neighborhood, private park and boat ramp, 4 bedrooms, 2 baths, 2,105 SF, 0.35-acre lot, 75’ canal frontage, deep-water dockage, no fixed bridges, direct Gulf access, new lifetime vinyl bulkhead, dock for up to a 45’ boat, screened pool and spa, boat/RV parking, workshop garage, and two Level 2 EV chargers.

1901 Upper Cove Terrace, South Sarasota

2 Beds ⋅ 2 Baths ⋅ 2121 Main Bldg SubDv.

Presenting 780 S Oxford Drive, an extraordinary waterfront estate set upon a rare 2-acre expanse in the coveted enclave of Englewood, Florida. This distinguished residence offers 1,733 square feet of refined living space, gracefully positioned along the tranquil banks of Gotfried Creek—your private passage to a life of leisure and adventure. With direct access to the Intracoastal Waterway and the Gulf of Mexico, the discerning yachtsman will savor unrivaled days upon the water, from serene creek excursions to sun-drenched Gulf voyages. Imagine setting sail from your own backyard, gliding effortlessly toward the pristine shores of Manasota Key Beach, a treasured destination just a short cruise or drive away. The property's sprawling acreage affords a level of privacy and exclusivity seldom found, presenting an inspired canvas to craft your own coastal sanctuary. Sophistication meets convenience here: the verdant grounds of Bay Heights Park lie moments away, while premier shopping and esteemed Lemon Bay High School remain within easy reach. In candid transparency, this residence awaits a visionary's touch. Following a hurricane, the home experienced two feet of water, prompting the conscientious owners to promptly remove and replace all drywall. The home has been professionally tested for mold, with certification forthcoming for the next owner's peace of mind. For the connoisseur seeking prestige, privacy, and unparalleled Gulf access, 780 S Oxford Drive represents a singular opportunity. Embrace the rare privilege of ownership and reimagine luxury waterfront living—an invitation to make this exceptional address your own.

780 S Oxford Drive, Englewood

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