Sarasota Homes with Sailboat Water Water Frontage

Sarasota Homes with Sailboat Water Water Frontage

Welcome to Sarasota County, Florida—a vibrant paradise that seamlessly blends stunning natural beauty with a rich cultural tapestry. Nestled along the Gulf Coast, Sarasota is renowned for its breathtaking beaches, lush parks, and a thriving arts scene, making it a sought-after destination for both residents and visitors alike. With a warm, sunny climate year-round, it’s no wonder that people flock to this coastal gem.

For those dreaming of a life on the water, Sarasota County offers exquisite homes with sailboat water frontage. Imagine waking up each morning to the gentle sounds of the waves and the sight of boats gliding gracefully across the water. These properties provide not only unparalleled access to the stunning waterways but also a lifestyle filled with adventure and relaxation. Whether you’re an avid sailor or simply enjoy the tranquility of waterfront living, homes with sailboat water frontage in Sarasota are the perfect choice.

These residences often feature expansive outdoor spaces, private docks, and panoramic views, allowing you to fully embrace the Florida lifestyle. Spend your days sailing the azure waters of the Gulf, exploring nearby islands, or enjoying the vibrant local dining and shopping options. In the evenings, unwind on your patio as the sun sets, painting the sky with hues of orange and pink.

Sarasota County is more than just a location; it’s a lifestyle. With its perfect blend of natural beauty, recreational opportunities, and cultural richness, it’s time to make your dream of waterfront living a reality. Discover your ideal home with sailboat water frontage today!

Newest Sarasota Homes with Sailboat Water Water Frontage

$765,000
1 Beds 2 Baths The Strand Of Sarasota SubDv. 34234 Zip Code
Discover an exceptional waterside end unit in The Strand, built in 2022, one of the largest floorplans available. This pristine residence boasts fabulous views of the Whitaker Bayou to Sarasota Bay from the large private balcony, has never been rented out/has been meticulously maintained by the original owner. This one bedroom plus a huge den with barn doors, is easily utilized as a 2nd bedroom (versatile). Impact rated doors, windows and sliders, 9 ft ceilings, along with custom Hunter Douglas window treatments, stone counters in kitchen (and baths) with upgraded white cabinets w pullouts, neutral kitchen backsplash, luxury vinyl floors in main living areas. Brand new LG washer and dryer, brand new top efficiency Carrier HVAC (compressor and in unit system), brand new InSinkErator garbage disposal, a nest thermostat, luxury lighting through residence, Modern Forms fans in main bedroom, den and living room, USB wall receptacle outlets installed in kitchen and den. A handheld shower head was installed in the main bath. The primary spacious bedroom includes a walk-in closet with custom California closets which are also installed in the den closet. One space garage parking beneath the building, plenty of outdoor guest parking and extra storage space in a secured storage room. Resort style amenities: heated pool and spa, fitness center, on-site full-time management (M-F), gas fire pit and gas grills, EV charging stations, dog park, kayak launch with storage, dog park. Located approx. one mile from vibrant downtown Sarasota with fine dining, boutiques, galleries, the bay front parks and The Bay community activities. Pet friendly association, generous rental policy (1 wk minimum 52x/year), this residence delivers refined waterfront living and easy access to coastal recreation. Boat slips are available for purchase from time to time, please inquire with listing agents.

1709 N Tamiami Trail Unit 418, Sarasota

$550,000
3 Beds 2 Baths Sorrento Woods SubDv. 34275 Zip Code
Welcome to this beautifully maintained 2,425-square-foot pool home in the desirable community of Sorrento Woods. Situated on nearly one-third of an acre with a fenced backyard, this bright and spacious three-bedroom, two-bath home offers privacy, abundant natural light, and the ideal Florida lifestyle just minutes from pristine Gulf beaches. Recent improvements provide added peace of mind, including a 2019 A/C system, 2019 garage door, 2018 reroof, and eight new impact windows installed in 2018. Enter through beautiful glass door into a welcoming foyer with soaring ceilings and sparkling pool views. The split-bedroom floor plan provides a spacious and functional layout with a formal living room, formal dining room, family room, dinette, and two car garage. The formal living room features large sliding glass doors that open to the expansive lanai. The generous primary suite is privately positioned and offers flexible space for a home office, fitness area, or sitting room with high windows, dual corner sliders leading to the lanai, two walk-in closets, and a private ensuite bath with dual sinks, garden tub, and separate walk-in shower. The kitchen is centrally located and features raised panel opaque cabinetry, gently used appliances, breakfast bar, pass-through window to the lanai, and a spacious dinette area. The formal dining room is conveniently located just off the kitchen to make serving those special meals a breeze. The adjacent family room features a wood-burning fireplace, wet bar, extra storage, and sliding glass doors leading to the lanai. The secondary bedrooms are located just off the family room and can be separated with a convenient pocketing door, creating a private guest wing. Both bedrooms feature walk-in closets and are located near the second full bath, which also serves as a convenient pool bath. Step outside to enjoy Florida living at its best. The spacious lanai offers plenty of room for outdoor dining and entertaining, while the private pool and spa create a relaxing backyard retreat. Multiple sliding glass doors provide excellent indoor-outdoor flow and allow the lanai to become a natural extension of the home's living space. Additional features include a laundry room with extra cabinetry and utility sink, a spacious two-car garage with additional storage and side-yard access, and a circular driveway with ample parking. With its spacious floor plan, private pool and spa, fenced nearly one-third-acre lot, valuable updates, and convenient proximity to Gulf beaches, this Sorrento Woods home is a wonderful opportunity to enjoy the best of the Florida lifestyle. The low HOA fees and NO CDD makes the charming community of Sorrento Woods so desirable. Residents of Sorrento Woods enjoy a private boat launch and fishing pier, as well as a playground, horseshoes and bocce ball courts. Conveniently located near shopping, dining, I75, 41, A+ rated schools, Sarasota Memorial Hospital, beautiful Gulf beaches, and the quaint downtown of Venice.

1064 Sorrento Woods Boulevard, Nokomis

$28,900
Gulf Harbor Marina SubDv. 34275 Zip Code
The industrious Gulf Harbor Marina is a very ideal spot to keep your best vessel high and dry until you are ready to splash in and go! N-60 is 9.8W X 25L X 8H, and can hold a vessel that is 8.8W, 24L and 7H, it is on the bottom rack and is easy for an owner to access their boat for quick maintenance needs and an even quicker drop in to your next water adventure. Gulf Harbor Marina is a perfect spot to keep your vessel in between uses that is next to fabulous water front restaurants, it has beautiful updated facilities, a bait shop with frozen or live bait (squid, shrimp, sardines and chum), fish cleaning tables with connected water, and a shaded gazebo for those to wait for their vessel in the shade. The marina also has a service center with lots of parts, they can order anything you need for your boat and even do repairs and installs, but if you are a do it yourself person, there are work racks where you can work on your own with day time use of electrical hook up. There is an easy phone app called speedy dock where you can schedule your splash times in advance 8:15AM-4pm, and you can have as many drop ins at no charge, just need to request it in the app. On site they carry diesel and Rec 90 fuels. There are multiple 30,000lb lifts to get boats in and out safely and quickly. There are 24/7, 365 security cameras. You will need to have 300k in liability insurance for your vessel with Gulf Harbor Marina as an intercept party. the rooftop of the storage building is open for great air flow. Plenty of parking on site for easy loading and unloading. The marina staff are extremely friendly and eager to help and provide excellent customer service.

100 Circuit Road Unit N60, Nokomis

$2,995,000
3 Beds 3 Baths Siesta Beach SubDv. 34242 Zip Code
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, Sarasota

$6,995,000
4 Beds 5 Baths Lighthouse Point SubDv. 34228 Zip Code
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

$497,800
3 Beds 2 Baths Pelican Cove SubDv. 34231 Zip Code
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, Sarasota

$299,000
1 Beds 1 Baths White Sands Village SubDv. 34242 Zip Code
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, Sarasota

$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

$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

Start Your Search