Seminole County Homes with Sailboat Water Water Frontage

Seminole County Homes with Sailboat Water Water Frontage

Welcome to Seminole County, located in the beautiful state of Florida! Known for its picturesque landscapes and vibrant communities, Seminole County offers a unique blend of urban amenities and natural beauty.

If you're a fan of waterfront living, Seminole County has a lot to offer, especially for those looking for homes with sailboat water frontage. Imagine waking up to stunning views of the water every day, with the convenience of having your boat right at your doorstep. Whether you're a boating enthusiast or simply enjoy the tranquility of waterfront living, Seminole County's homes with sailboat water frontage are sure to exceed your expectations.

With a variety of housing options available, from cozy waterfront cottages to luxurious waterfront estates, there's something for everyone in Seminole County. Enjoy the perfect blend of relaxation and recreation as you explore the waterways, soak in the sun, and create lasting memories with family and friends.

Don't miss out on the opportunity to experience the magic of waterfront living in Seminole County. Contact us today to find your dream home with sailboat water frontage and start living the life you've always dreamed of.

Newest Seminole County Homes with Sailboat Water Water Frontage

13180 Ipolita Street, Venice
$525,000
3 Beds ⋅ 3 Baths ⋅ Islandwalk At The West Villages SubDv. ⋅ 34293 Zip Code
Virtually Staged. A BEAUTIFUL LAKEFRONT SETTING, A SPACIOUS FLOOR PLAN, AND ENDLESS POSSIBILITIES TO MAKE IT YOUR OWN! Welcome to 13180 Ipolita Street, located in the highly desirable, gated community of IslandWalk in Wellen Park. This DiVosta-built Oakmont model offers 3 bedrooms, 3 bathrooms, a versatile den, and 2,000 square feet of living space, all situated on a picturesque lakefront lot. From the moment you enter, your eyes are drawn to the beautiful water views beyond the main living area. High ceilings, 8-foot doors, and an open floor plan create a bright, spacious atmosphere, while the thoughtfully designed layout offers both comfortable everyday living and plenty of room for entertaining. The kitchen features maple cabinetry, Corian countertops, and stainless steel appliances, opening to the dining and great room areas. The primary suite offers generous closet space and a distinctive dual-bathroom arrangement, while the split-bedroom design provides privacy for guests. A separate den adds flexibility for a home office, reading room, hobby space, or whatever best suits your lifestyle. One of the home's most appealing features is the covered and screened lanai overlooking the lake. Whether enjoying your morning coffee, entertaining friends, or simply relaxing at the end of the day, this peaceful setting offers the opportunity to enjoy Florida's beautiful weather and waterfront scenery year-round. And here's where the possibilities become even more exciting! Imagine expanding the lanai, adding a private pool, and creating your very own outdoor oasis with beautiful lake views as the backdrop. There's wonderful potential to transform this outdoor space into something truly spectacular, subject to community approval and applicable permitting. What makes this home especially appealing is its potential. Lovingly maintained by its original owner, the home offers a wonderful blank canvas for someone ready to bring their own style, vision, and personality to life. Imagine the possibilities of updating the finishes, introducing your favorite colors and design elements, and creating spaces that truly reflect the way you want to live. With its desirable lakefront location, generous proportions, and versatile floor plan, the foundation is already here to create something special — a home that could truly become a standout in the neighborhood. Beyond your front door, IslandWalk offers an exceptional resort-style lifestyle with beautiful grounds, scenic lakes, walking and biking trails, Venetian bridges, resort-style pools, a lap pool, fitness facilities, pickleball and tennis courts, bocce ball, a dog park, and numerous clubs and social activities. A full-time Lifestyle Director helps bring the community together through an impressive calendar of events and activities. Conveniently located near Downtown Wellen Park and CoolToday Park, the spring training home of the Atlanta Braves, you'll enjoy easy access to shopping, dining, entertainment, medical facilities, and the Gulf Coast's beautiful beaches. This is more than an opportunity to purchase a home in one of Venice's most sought-after communities — it's an opportunity to create a home that is uniquely yours. Bring your imagination, add your personal touches, and discover just how special this lakefront property can become. The possibilities are endless!

13180 Ipolita Street, Venice

47 Shoreland Drive, Osprey
$1,299,000
2 Beds ⋅ 2 Baths ⋅ Towns-End Shores SubDv. ⋅ 34229 Zip Code
Exceptional Key West-Style Waterfront Living in Osprey, Florida! Welcome to 47 Shoreland Drive, where beautifully appointed interiors, extensive upgrades, and an exceptional waterfront setting come together to create a truly remarkable Key West-style Florida residence. Meticulously maintained and thoughtfully improved, this stunning home shows like a model and offers the perfect combination of elegance, comfort, and coastal living. From the moment you arrive, you’ll appreciate the home’s impressive curb appeal and charming Key West-style architecture, enhanced by updated exterior siding, a durable metal roof, and newly replaced front steps. Inside, beautifully maintained living spaces and thoughtful details create a warm, inviting atmosphere ideal for both everyday living and entertaining. Step outside and embrace the Florida waterfront lifestyle! Enjoy peaceful water views, refreshing breezes, and the convenience of your own private dock and boat lift, providing boating access to the Intracoastal Waterway and the Gulf of America. Watch dolphins swimming by and kayakers paddling along the waterways, adding to the natural beauty and charm of this waterfront setting. Whether you’re spending an afternoon on the water, entertaining family and friends, or simply relaxing and taking in the surroundings, this property offers an exceptional opportunity to enjoy coastal living. The inviting swimming pool features a PebbleTec finish, creating the perfect setting for outdoor relaxation and entertaining. An outdoor lift provides additional convenience. Additional RV or boat parking along the side of the home offers even more flexibility for enjoying the Florida lifestyle. The home’s many improvements reflect years of care and pride of ownership. Please see or request the list of improvements that have been made through the years. Ideally situated in desirable Osprey, this waterfront retreat offers convenient access to Sarasota, Venice, beautiful Gulf Coast beaches, shopping, and recreation. Enjoy nearby waterfront dining at popular local favorites such as Deep Lagoon Seafood & Oyster House and Casey Key Fish House, where you can relax at the waterfront tiki bar, enjoy fresh seafood, and take in the beautiful coastal atmosphere. Everyday conveniences are equally appealing, with Publix grocery shopping nearby, making errands and daily essentials easily accessible. Beautifully maintained, extensively improved, and offering the waterfront lifestyle you’ve been dreaming of, 47 Shoreland Drive is a property you won’t want to miss. Schedule your private showing today!

47 Shoreland Drive, Osprey

2228 Harbor View Drive, Dunedin
$3,499,000
3 Beds ⋅ 4 Baths ⋅ Harbor View Villas SubDv. ⋅ 34698 Zip Code
A rare expression of refined waterfront living in Dunedin...Welcome home! Set along an expansive stretch of open water with wide-open views of the Intracoastal, Hurricane Pass, local islands, and beyond to the Gulf, this exceptional three-story concrete residence offers the ultimate setting for the discerning boater. With deepwater access, no fixed bridges, and unobstructed passage to the Gulf, the property delivers the freedom to cruise, explore, and enjoy Florida’s extraordinary waterways without compromise. A 10,000-pound boat lift makes spontaneous days on the water an effortless part of everyday life. Designed to capture its remarkable surroundings, the home features panoramic water views throughout the main living level, where an elegant great room with fireplace flows seamlessly into gracious entertaining spaces. The thoughtfully appointed kitchen, breakfast area, formal dining room, and butler’s pantry create an inviting setting for everything from intimate gatherings to memorable evenings overlooking the water. A spacious, beautifully appointed primary suite occupies the main living level, offering sweeping waterfront views, a large sitting area with a cozy fireplace, and a luxurious, spa-inspired bath with dual vanities, a water closet, and an oversized walk-in closet. Enjoy serene mornings on the main level balcony, taking in the salt air, sparkling views and Florida wildlife while sipping your coffee...the perfect start to the day. Welcome family and friends with gracious entertaining areas, and spend sunny afternoons and evenings relaxing in the waterfront pool. Two additional ensuite bedrooms and an expansive media room occupy the upper level, with a fabulous balcony for bird's eye views...the perfect perch to take in the starlight of the night sky. For those who require a fourth bedroom, the media room could easily be converted to accommodate such needs. Solid concrete construction on all floors and impact-rated windows and doors offer peace of mind and tranquility. A private waterfront pool, and impressive four-plus-car garage further distinguish this exceptional residence. Here, the boating lifestyle is not simply an amenity—it is a way of life. From effortless Gulf excursions to tranquil afternoons by the pool and spectacular waterfront sunsets, this is an extraordinary opportunity to experience the very best of Florida coastal living.

2228 Harbor View Drive, Dunedin

536 Ketch Lane, Longboat Key
$2,895,000
3 Beds ⋅ 3 Baths ⋅ Country Club Shores SubDv. ⋅ 34228 Zip Code
Better than new. No history of storm damage. And just two canal lots from Sarasota Bay. This completely reimagined waterfront residence in Country Club Shores delivers the best of Longboat Key living, with direct canal access to the Bay and a lifestyle that invites you to kayak, boat, entertain, and enjoy the water every day. Spanning approximately 3,000 square feet, this thoughtfully renovated home offers 3 bedrooms, 3 baths, a dedicated media room, and a private office. Exceptional craftsmanship shines throughout, with 10-foot ceilings, custom millwork, impact-rated windows and doors, wide-plank porcelain flooring, and thoughtfully chosen finishes. The showpiece kitchen pairs a dramatic 9-foot Dolomite island with Thermador refrigerator and freezer columns and a 48-inch, six-burner gas range. Twelve-foot bifold impact doors and 8-foot bifold windows open the living spaces to the outdoors, creating an effortless connection to the patio and beautiful water views. The owner's suite is a private, Zen-inspired retreat overlooking the water, complete with a luxurious two-person hydrojet soaking tub and an aroma steam shower with dual rain heads and hand showers. A media room with surround sound and a wet bar sets the stage for relaxed evenings, while the separate office offers dual workstations and a pull-out sofa for additional guests. Two spacious guest suites feature beautifully appointed baths with floor-to-ceiling porcelain tile and premium fixtures. Outside, 110 feet of seawall and a versatile dock system make the waterfront lifestyle the real star. Enjoy an entertaining area, a dedicated mooring station with shore power and water, and a floating dock perfect for launching kayaks or heading out by boat. With Sarasota Bay just around the corner, spontaneous days on the water become a part of everyday life. On Longboat Key's desirable south end, adjacent to the Resort at Longboat Key Club and minutes from St. Armands Circle and Sarasota, the property also includes deeded beach access. A rare opportunity to enjoy a completely renovated, exceptionally appointed waterfront home without the projects, compromises, or storm-related concerns. Seller motivated. Schedule your private showing and experience it for yourself.

536 Ketch Lane, Longboat Key

6626 Clark Street, Hudson
$589,900
3 Beds ⋅ 2 Baths ⋅ Hudson Beach Estates SubDv. ⋅ 34667 Zip Code
MOVE-IN READY waterfront pool home with DIRECT GULF ACCESS * 3 bedrooms * 2 updated bathrooms * 1,982 heated square feet * oversized corner lot * NO HOA * wide saltwater canal * no fixed bridges * approximately 110 feet of concrete seawall * covered boat-lift structure * floating dock * fish-cleaning station * screen-enclosed heated pool * private tropical setting * Beautifully updated interior with an open, spacious floor plan * oversized family room designed for entertaining * fresh interior paint * tile flooring throughout the main living areas * recessed lighting * ceiling fans * built-in shelving * dedicated dining area * The updated kitchen is the centerpiece of the home, featuring abundant white cabinetry * stainless-steel appliances * built-in oven and microwave * marble-look backsplash * stone countertops * and an incredible 4-FOOT BY 10-FOOT GRANITE ISLAND with an integrated cooktop, extensive storage, electrical outlets and comfortable seating * Both bathrooms have been updated * primary bathroom features an oversized walk-in shower with floor-to-ceiling tile, frameless glass enclosure, handheld showerhead and built-in bench * interior laundry has been relocated inside the home for added convenience * Additional mini-split-equipped flex space has previously served as a full game room with shuffleboard, pinball and foosball * also ideal for a workshop, hobby room or recreational space * separate storage area includes additional matching flooring and useful materials for the new owner * Step outside to your own private Florida retreat * heated swimming pool beneath a screened enclosure * covered outdoor entertaining areas * custom outdoor lighting * mature tropical landscaping * impressive staghorn fern * privacy-fenced pool setting * outdoor shower * firepit area * exceptional outdoor privacy * Boaters will appreciate the wide canal, direct Gulf access, covered boat-lift structure, floating dock, fish-cleaning station and underwater lighting * oversized covered parking * boat and RV parking * RV electrical hookup and dump station * separate golf-cart parking * golf-cart-friendly neighborhood * FULL-HOUSE ELECTRICAL REWIRE with outlets elevated to approximately four feet * COMPLETE PEX REPIPE * roof replaced in 2015 * 3-ton central HVAC installed in 2021 and elevated * pool pump replaced in 2024 * additional mini-split system * public water and sewer * Expansive driveway with convenient entrances from both Clark Street and Raie Avenue * oversized corner lot provides exceptional parking and accessibility for boats, RVs, golf carts and guests * Conveniently located near Hudson Beach, marinas and waterfront favorites including Sam’s Beach Bar and Inn on the Gulf—where coastal dining, live entertainment and spectacular Gulf sunsets are just a golf-cart ride away *

6626 Clark Street, Hudson

9525 Blind Pass Road Unit 505, St Pete Beach
$549,000
2 Beds ⋅ 2 Baths ⋅ Courageous The Condo SubDv. ⋅ 33706 Zip Code
Experience the absolute pinnacle of coastal living in this meticulously updated 2 bedroom, 2bathroom residence. Perched on the 5th floor of a premier mid-rise building within a 24- hour gated, park-like community directly on Boca Ciega Bay, this 1,175 sq. ft. home delivers stylish finishes, unmatched views, and modern peace of mind. Inside, discover a light-filled open layout boasting fresh neutral paint, brand-new Levolor blinds, and gorgeous, professionally installed Shaw luxury vinyl plank flooring throughout. Step through wide sliding glass doors—completely rebuilt in 2025 with brand-new tracks and hardware onto your private, west-facing covered balcony to take in unobstructed, breathtaking daily sunsets across the Intracoastal and distant Gulf waters. Balcony includes refurbished hurricane shutters for effortless storm protection. Gourmet kitchen is perfect for entertaining - featuring solid wood cabinetry, rich granite countertops, a large center island, and sleek stainless steel appliances. From your primary suite, wake up to water views with direct balcony access, an expansive window, and a spacious walk-in closet. Enjoy the generously sized guest room with ample closet space and high-floor eastern views stretching toward vibrant downtown St. Petersburg. Both bathrooms were professionally modernized in 2022 with sleek mirrors, contemporary light fixtures, modern medicine cabinets, and high-end glass shower doors for a spa-like finish. In-unit washer/dryer conveniently located near both bedrooms. Exceptional improvements ($2M+ Invested) for you to fully enjoy in this pristine, well-maintained building. Recent major capital projects include: Seawalls (2026), reconstructed walkways, balconies with premium gemstone finish and new railings, comprehensive stucco repairs, waterproofing, and exterior paint. Roof replacement (2020), HVAC system (2019). Nestled in a secure, park-like setting with top-tier management, residents enjoy access to an active, coastal lifestyle - with waterfront pool, Jacuzzi, you can sunbathe and relax directly along the Intracoastal. Ther are Har-Tru tennis and pickleball courts, and community docks and boat slips available to lease or purchase. Convenient clubhouse with on-site gym, sauna, library, game/meeting rooms, and a beautifully updated waterfront ballroom for private events. Prime location just minutes from Gulfport, vibrant downtown St. Petersburg, top-rated Gulf beaches, and an easy commute to Tampa International Airport. Whether you’re searching for a turnkey primary home, a seasonal winter retreat, or an exceptional coastal investment, this Boca Ciega Bay gem delivers style, scenery, and complete peace of mind. Schedule your private tour today!

9525 Blind Pass Road Unit 505, St Pete Beach

3482 Flamingo Avenue, Sarasota
$6,975,000
6 Beds ⋅ 7 Baths ⋅ Bay Island SubDv. ⋅ 34242 Zip Code
Some homes are defined by their architecture, others by their setting. Casa Flamingo is a rare convergence of both, offering a distinctive vision of waterfront living on the coveted north end of Siesta Key. Set across nearly an acre of lush grounds, this custom-built estate encompasses nearly 10,000sqft of total space, ideal for multi-generational living. Beyond the gated entrance, a palm-lined drive passes beneath the guest house’s striking arched passageway, opening to a courtyard where hand-carved Cantera stone introduces the shimmering waters of a 45-ft long pool. The grounds unfold toward the waterfront, where white sand creates a private beach-like retreat, complete with a launch for kayaking and a private dock and lift. Along the protected waters of Hanson Bayou, deep-water boating offers effortless access to the Gulf of Mexico without fixed bridges. Here, outdoor living takes on an entirely different dimension, with spaces designed for leisurely afternoons and sunset gatherings. The main residence centers around an expansive great room and chef’s kitchen, complemented by an expansive primary suite and additional guest accommodations. Elevated above the entrance, the separate guest house offers a private retreat for family and guests. Completing the estate is an oversized 3-car garage. From the private dock, Sarasota Bay, Big Pass, and the open Gulf become an extension of everyday life. Casa Flamingo offers a rare opportunity to experience the north end of Siesta Key, with Sarasota’s celebrated dining, cultural destinations, and boutique shopping just moments away.

3482 Flamingo Avenue, Sarasota

9359 Blind Pass Road Unit 502, St Pete Beach
$1,095,000
3 Beds ⋅ 2 Baths ⋅ Captiva Cay SubDv. ⋅ 33706 Zip Code
A MUST-SEE TOP-FLOOR WATERFRONT CONDO AT CAPTIVA CAY! Imagine stepping out your front door and enjoying beautiful views of the beautiful Gulf, while your back door opens to breathtaking, wide-open Intracoastal waters. Welcome to the waterfront lifestyle you’ve been dreaming of! This beautifully remodeled, top-floor 3-bedroom, 2-bath condo offers the best of coastal living. Enjoy your own private beach, where you can relax in the sun, launch your paddleboard or kayak, or simply spend the day enjoying the beautiful surroundings. BOATERS, THIS ONE IS FOR YOU! Enjoy a private boat slip with a boat lift accommodating up to a 32-foot boat, with NO FIXED BRIDGES for easy access to open water! Resort-style amenities include: Beautiful clubhouse, completely remodeled with a brand-new kitchen Two swimming pools, including a lap pool Relaxing hot tub Fully equipped fitness center Private marina Tennis cour and Pickle Ball ts available Beautifully updated landscaping Plenty of guest parking Pet-friendly community – dogs welcome with NO WEIGHT LIMIT! Take a leisurely walk around the beautifully maintained property and enjoy everything this special waterfront community . Whether you’re looking for a full-time residence, a vacation getaway, or the perfect place to enjoy the Florida lifestyle, this exceptional condo at Captiva Cay is a MUST SEE! Beautiful Gulf views in the front, Intracoastal views in the back, your boat waiting at your private slip, and paradise in between!

9359 Blind Pass Road Unit 502, St Pete Beach

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