Sarasota Homes with Sailboat Water Water Frontage

Sarasota Homes with Sailboat Water Water Frontage

Welcome to Sarasota County, Florida, a stunning coastal paradise that perfectly blends the charm of small-town living with the vibrancy of a bustling arts scene. Nestled along the Gulf of Mexico, Sarasota is renowned for its picturesque beaches, cultural attractions, and outdoor recreational opportunities. With its warm climate, beautiful parks, and numerous golf courses, it's no wonder that this area has become a sought-after destination for both residents and visitors alike.

One of the most alluring features of Sarasota County is its waterfront properties, particularly homes with sailboat water frontage. Imagine waking up each day to breathtaking views of the water, where your private dock awaits you for leisurely afternoons spent sailing the shimmering waves. These homes offer direct access to the Gulf, allowing for endless adventures on the water, whether you’re fishing, cruising, or simply soaking up the sun.

Sarasota’s sailboat water properties are not just about the lifestyle; they also embody luxury and comfort. Many of these homes boast modern designs, spacious layouts, and high-end finishes, creating an ideal sanctuary for families and retirees alike. The vibrant neighborhoods surrounding these waterfront gems are filled with friendly neighbors, boutique shops, and delightful dining options, making it easy to enjoy the best of coastal living.

Whether you're looking for a year-round residence or a vacation retreat, Sarasota County's sailboat water homes offer an unparalleled lifestyle that celebrates the beauty of Florida's sun-soaked shores. Come explore the possibilities and discover your dream home in this idyllic coastal community!

Newest Sarasota Homes with Sailboat Water Water Frontage

$525,000
3 Beds ⋅ 2 Baths ⋅ Warm Mineral Springs SubDv. ⋅ 34287 Zip Code
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
$725,000
2 Beds ⋅ 2 Baths ⋅ Bay Harbour Apts SubDv. ⋅ 34228 Zip Code
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
$8,190,000
5 Beds ⋅ 5 Baths ⋅ Elliot M A Property Siesta Key SubDv. ⋅ 34242 Zip Code
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, Sarasota
$6,000,000
4 Beds ⋅ 5 Baths ⋅ Aqualane Estates SubDv. ⋅ 34231 Zip Code
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, Sarasota
$209,000
2 Beds ⋅ 2 Baths ⋅ Warm Mineral Springs SubDv. ⋅ 34287 Zip Code
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
$1,375,000
4 Beds ⋅ 2 Baths ⋅ Coral Cove SubDv. ⋅ 34231 Zip Code
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, Sarasota
$950,000
2 Beds ⋅ 2 Baths ⋅ 2121 Main Bldg SubDv. ⋅ 34223 Zip Code
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
$200,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
Nestled in a beautifully protected marina on the exclusive Longboat Key, this premium 48x20-foot wet slip accommodates vessels up to 43 feet and provides a true vacation lifestyle with full-time live-aboard privileges. Boating enthusiasts will enjoy seamless, unrestricted deep-water access to Sarasota Bay, the Intracoastal Waterway, and the Gulf of Mexico with zero fixed bridges. The slip is fully equipped with robust dual 50-amp and dual 30-amp electrical hookups, while the marina provides comprehensive dockside services including both diesel and gasoline at the fuel dock and complimentary vessel pump-outs by professional dock hands. Owners also enjoy the flexibility to lease the slip to marina-approved vessels, offering excellent investment versatility without requiring a Longboat Key Club membership. Life at the marina combines everyday convenience with resort-style perks, featuring stunning, unobstructed sunrise and sunset views daily. The property includes water, sewer, cable TV, and Wi-Fi, alongside access to a well-maintained bathhouse, coin laundry facilities, a secure package delivery center, and free bicycle rentals. Parking is highly accessible with multiple spaces located directly next to the dock. Ownership integrates you into the Bay Isles HOA, which ensures peace of mind through 24-hour guarded gates, active security, and immaculate common area maintenance. For just $600 a year, owners can also join the walkable Bay Isles Beach Club to enjoy newly renovated beachfront facilities, volleyball nets, and picnic areas with grills. To complete the luxury experience, a complimentary community shuttle is available to transport you directly to the premier shopping and dining at St. Armand's Circle or the Longboat Key Club Resort properties.

2600 Harbourside Drive Unit P-05, Longboat Key
$425,000
Longboat Key Moorings SubDv. ⋅ 34228 Zip Code
Easy access and docking at this 75 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina on D-dock. Located on the West side of the marina. Ample turning radius between piers, so lots of room to maneuver. Direct access to Sarasota Bay and the ICW; 15 minutes to the Gulf. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village and restaurants, shopping (close to Publix, CVS, and other shops), recreational and social activities, on-site maintenance and concierge services. Each slip includes wifi, water, pump out and metered electric, along with trash pick up and dockhands to assist. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 70 LOA, usable beam is 23 ft at the head of the slip. Each vessel must be approved by the Association's Board of Directors prior to entering the marina by submitting a current photo and boat specs.

2800 Harbourside Drive Unit D-16, Longboat Key
$11,900,000
5 Beds ⋅ 6 Baths ⋅ Siesta Rev SubDv. ⋅ 34242 Zip Code
Pre-Construction. To be built. Pre-Construction. To be built. The lot is also available as vacant land (MLS #A4682294) ($6.7M). Introducing the Miller Floorplan designed by award winning Konstant Architecture (plans complete and available), a to be built waterfront estate set on one of the most extraordinary parcels on the north end of Siesta Key, one of only 10 properties with water access on the east and west. This award-winning luxury custom build plan is the example of architectural excellence at the highest level. Positioned on over three quarters of an acre with 175 feet of pristine water frontage, this rare offering captures sweeping panoramic views from Big Pass to Bayou Louise. With unobstructed access to Sarasota Bay and the Gulf, boating enthusiasts can enjoy effortless days of fishing, cruising, or island hopping directly from their backyard. This is coastal living without compromise. Designed for both elevated beauty and resilience, the Miller Floorplan features approximately 4,325 square feet of conditioned living space with a raised main living level, private elevator access, and a multi-bay garage with dedicated boat storage below. The thoughtfully designed layout includes five bedrooms, five full bathrooms, and a powder room. The primary suite is privately positioned offering a spa-inspired bath with separate water closet, expansive closet space, and seamless connection to outdoor living. The heart of the home is an open-concept living and dining space anchored by a designer kitchen with pantry and butler’s area, all oriented toward breathtaking water views. Expansive porches, screened outdoor living areas, and a resort-style pool with integrated spa and swim-off areas create a true waterfront retreat. A standing seam metal roof and sophisticated coastal architectural detailing reflect timeless style while complementing the surrounding natural beauty. Located on the coveted north end of Siesta Key, this estate offers both privacy and convenience. The beach, boating, waterfront dining, and Sarasota’s vibrant cultural and entertainment scene are moments away. Large parcels of this caliber with 175 feet of frontage and water access on the east and west side of the property, are rarely available, making this an exceptional opportunity to secure a refined blend of modern luxury, prime location, and long-term value. Where coastal beauty, architectural sophistication, and thoughtful design converge, this residence delivers an unparalleled Siesta Key lifestyle.

3550 Bayou Louise Lane, Sarasota
$2,800,000
4 Beds ⋅ 4 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Privately set on Palm Island in the heart of Siesta Key, this residence offers an exceptional combination of generous living space, thoughtful design and effortless access to the island’s most celebrated destinations. Just a short distance from the powdery, white quartz sands of Siesta Beach and the boutiques, dining and lively atmosphere of Siesta Village, this beautifully reimagined waterfront residence presents a rare opportunity to enjoy a relaxed coastal lifestyle without compromising comfort, privacy or quality. Nearly every aspect of the home was transformed, creating a fresh, modern interior, designed for both everyday living and gracious entertaining. Soaring ceilings, abundant natural light, a contemporary custom staircase and impact-rated windows and doors establish an open, airy atmosphere, while luxury vinyl and engineered hardwood flooring, recessed lighting and thoughtfully integrated storage add warmth and architectural interest. The expansive kitchen serves as the centerpiece of the home, featuring custom cabinetry, stone countertops, upgraded stainless steel appliances, wine storage and an oversized quartz island with generous seating. Designed to accommodate everything from casual mornings to larger gatherings, the kitchen flows naturally into the surrounding living and dining spaces and continues outdoors to the pool, lawn and waterfront beyond. The main-level primary suite provides a serene private retreat with direct access to the pool area, a spacious custom-fitted closet and a beautifully appointed spa-inspired bathroom. Three additional bedrooms offer comfortable accommodations for family and guests, while an upstairs, separate flex space is ideally suited for a private office, exercise room or personalized retreat. A sunroom and conveniently positioned pool bath further enhance the home’s easy indoor-outdoor connection. Outside, the property reveals one of its most distinctive features: an unusually spacious backyard for Siesta Key. A broad lawn surrounds the heated pool, creating room for outdoor dining, recreation, pets and relaxed afternoons beneath the Florida sun. Beyond the pool, peaceful canal views and a private dock provide a tranquil waterfront setting with boating access. A well supplies the irrigation system, helping maintain the lush tropical landscape. A detached two-car garage offers valuable parking and additional storage for beach equipment, bicycles, paddleboards and other island essentials to enjoy the Siesta Key lifestyle. Morning walks along Siesta Beach, afternoons beside the pool and evenings dining in Siesta Village can all become part of everyday life. Spacious, extensively remodeled, and ideally positioned near the beach, Village and boating water, 430 Island Circle is a sophisticated yet wonderfully comfortable island retreat designed for those who want to experience the very best of Siesta Key.

430 Island Circle, Sarasota
$1,150,000
Roberts Point SubDv. ⋅ 34242 Zip Code
An exceptional opportunity to create a custom waterfront residence in one of North Siesta Key’s most desirable neighborhoods. Surrounded by substantial luxury homes, this property offers a peaceful bayou setting with direct water access to Sarasota Bay for motorized craft, kayaks and paddleboards. The site is enhanced by mature tropical landscaping and tranquil water views, providing an inviting natural backdrop for a thoughtfully designed new home. Multiple outdoor living areas, terraces and elevated gathering spaces could be incorporated to take full advantage of the waterfront setting and relaxed Siesta Key lifestyle. An existing residence currently occupies the property, offering flexibility for use, rental or renovation while future building plans are developed. The home includes a roof completed in August 2023, hurricane shutters and completed storm remediation; however, the property’s compelling value lies in its land, location and potential to build new within a neighborhood known for impressive coastal residences. Conveniently positioned on North Siesta Key, the property provides easy access to Siesta Beach, Siesta Village, downtown Sarasota, shopping, dining and entertainment. Whether envisioned as a full-time residence or private island retreat, this is a rare opportunity to design a home tailored to your lifestyle in an established waterfront community.

4114 Roberts Point Circle, Sarasota
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