Seminole Homes with Sailboat Water Water Frontage

Seminole 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 Homes with Sailboat Water Water Frontage

$2,199,999
4 Beds 4 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Welcome to exceptional Florida living in the highly sought-after Southbay Yacht & Racquet Club. Offering approximately 4,578 square feet under roof, this spacious 4-bedroom, 3.5-bath residence combines beautifully updated interiors, exceptionally generous rooms and an extraordinary indoor-outdoor lifestyle. The heart of the home is a completely renovated kitchen featuring quartz countertops, soft-close cabinetry and drawers, built-in organizers, pull-out spice storage, a specialty appliance lift for a mixer or blender, a new refrigerator and dishwasher, and abundant functional storage. The main living area is anchored by a fully functioning wood-burning fireplace with an elegant travertine stone surround, adding warmth and character to the home. All four bedrooms are exceptionally spacious and feature large walk-in closets with custom organization systems. The primary suite and a guest bedroom are conveniently located on the first floor, providing an ideal layout for family and guests. Additional conveniences include a whole-home central vacuum system and a spacious two-car garage with an already-installed Tesla EV charging station. Major recent improvements provide additional peace of mind, including two brand-new air-conditioning systems and brand-new hurricane-rated windows installed in August 2026. The outdoor living space is truly a standout. More than 1,500 square feet of screened lanai and outdoor living area surrounds an exceptionally large residential pool ranging from approximately 3 to 8 feet deep. Two covered outdoor areas provide comfortable spaces for entertaining and relaxing, including an outdoor kitchen with a brand-new THOR grill and a separate covered TV lounge area. A pool bath is conveniently accessible directly from the lanai. Across the back of the pool enclosure, an impressive approximately 50-foot panoramic screen creates a virtually unobstructed view with no intermediate posts interrupting the sightline. Beyond the pool is an expansive green space, creating a wonderful sense of openness and privacy. The newly landscaped yard and more than 25 palm trees lining the backyard complete the lush, tropical setting. Living in Southbay Yacht & Racquet Club is about much more than the home itself. Residents enjoy an impressive collection of community amenities, including a clubhouse, heated community pool, fitness center, tennis courts, pickleball courts, basketball courts, bocce ball, library, card and game room, ballroom and banquet facilities, and the community’s highly desirable marina, where residents have opportunities to rent or lease boat slips, subject to availability. The location is equally exceptional. Pine View School is approximately one mile away, while the bay, Gulf beaches, Publix, restaurants, coffee shops, fitness and yoga studios, CVS and everyday conveniences are all close at hand. The golf-cart-friendly community makes enjoying the neighborhood and surrounding area even easier. From its oversized bedrooms and beautifully renovated kitchen to its remarkable pool, panoramic screened view and expansive outdoor entertaining areas, this home offers an uncommon combination of space, thoughtful upgrades and Florida lifestyle. Add the boating and recreational amenities of Southbay Yacht & Racquet Club, and this is a home designed to enjoy everything the Sarasota area has to provide.

154 Lookout Point Drive, Osprey

$5,885,000
4 Beds 5 Baths Mooring At Bay Pointe The SubDv. 34236 Zip Code
Behind a private gate and beneath a canopy of tropical foliage, 1621 Bay Point Court offers a secluded waterfront retreat just moments from downtown Sarasota and the open waters of Sarasota Bay. Set along Hudson Bayou, the home blends timeless coastal architecture and bright interiors with tropical surroundings, covered terraces, a private pool, and a new dock with a 13,000-pound boat lift. Completed in 2025, the residence encompasses 3,647 square feet of air-conditioned living space with 4 bedrooms, 4.5 baths, 2 private offices, a bonus room with sauna and custom details throughout. Upper transoms fill the main living areas with natural light and capture views of the pool, landscape and bayou. Beyond the foyer, the dining room, great room and kitchen flow together for daily living and entertaining. The great room features a floor-to-ceiling quartz fireplace wall and opens to the covered lanai, and heated pool. Travertine and limestone decking, a fountain, fiber-optic pool lighting and several gathering areas complete the outdoor space. A powder bath is positioned nearby. The kitchen features floor-to-ceiling custom cabinetry, quartz countertops, a pearlized herringbone backsplash and a center island with storage on 3 sides. The Thermador appliance suite includes dual convection wall ovens, cooktop, coffee system, microwave, paneled refrigerator, beverage cooler and dishwasher. A concealed walk-in pantry offers custom storage. The main-level primary suite opens to the lanai and overlooks the pool and water. Its Calacatta Gold marble bath includes a freestanding tub, dual vanity, makeup station and oversized glass-enclosed shower. A custom walk-in closet connects to the laundry room, which features built-in cabinetry, a utility sink and Speed Queen appliances. A second en suite bedroom and a custom office with built-in bookcases and cabinetry complete the first floor. Upstairs are 2 additional en suite bedrooms, a private office and a bonus or fitness room with a mirrored wall, closet storage and sauna. Both bedrooms open to an oversized covered terrace overlooking the bayou, treetops and Sarasota skyline. A finished storage area provides additional space. The gated and fully fenced 0.26-acre property encompasses approximately 67 feet of waterfront and includes a new 322-square-foot dock and boardwalk with a 13,000-pound boat lift. The climate-controlled 2-car garage offers custom flooring, extensive storage and provisions for an electric vehicle charger. Additional features include reinforced masonry construction, impact-rated windows, doors and sliders, spray-foam insulation, whole-house water filtration and softening, instant hot water, commercial-grade Wi-Fi, structured media wiring, surround sound, security cameras, smart lighting and a generator panel. The finished-floor elevation is approximately 12 feet, 4 inches NAVD, and there are no association dues. Offering the privacy of a tropical waterfront retreat in the heart of Sarasota, the property is convenient to downtown dining, shopping and cultural venues, Southside Village, Sarasota Memorial Hospital and St. Armand's Circle. Lido Key and Siesta Key beaches are easily accessible, while Sarasota-Bradenton International Airport is nearby, placing Sarasota’s boating, beaches and other destinations within easy reach.

1621 Bay Point Court, Sarasota

$775,000
3 Beds 2 Baths Harbor Crest SubDv. 34209 Zip Code
HIGH AND DRY! Gracefully positioned along the serene waters of McLewis Bayou, this HANDYMAN/FIXER-UPPER offers an incredible opportunity with approximately 90 FEET OF WATERFRONT and DIRECT BOATING ACCESS to the Manatee River and Gulf of Mexico. This 11,905 sq. ft. lot has Protected water, substantial boat capability and quick access to the Manatee River make this an exceptional setting for boaters and waterfront enthusiasts. THE POTENTIAL IS ENDLESS! Renovate and restore the charm of the existing 1947 home, or start fresh and build your dream waterfront residence on this special parcel. The current home features 3 bedrooms, 2 baths and WATER VIEWS from the elevated back deck—a perfect spot to imagine what could be. Current shingle roof is 2012. McLewis Bayou is tucked within the historic Riverview Boulevard/River District area, one of Bradenton’s most established and sought-after residential corridors, known for its mature landscaping, distinctive homes and Old Florida character. Whether you’re a BOATER, BUILDER, INVESTOR or buyer searching for the perfect waterfront homesite, opportunities like this are increasingly hard to find. Bring your vision and create something truly special on McLewis Bayou! Saint Stephen’s Episcopal School is just around the corner, along with convenient shopping, restaurants, and grocery stores. The beautiful Manatee River Garden Club is nearby, as are the scenic Riverview Boulevard corridor, Robinson Preserve, De Soto National Memorial and Palma Sola Bay. And when it’s time for the beach, the sugar-sand shores of Anna Maria Island are just a short drive away. Enjoy the best of both worlds—an Old Florida waterfront setting with boating access and all the conveniences of NW Bradenton right at your fingertips.

103 40th Street Court Nw, Bradenton

$70,000
1 Beds 1 Baths Trailer Estates SubDv. 34207 Zip Code
WATERFRONT VIEW INVESTMENT OPPORTUNITY with NO HOA FEES and NO LOT RENT! Located in the highly desirable 55+ community of Trailer Estates, this property presents an incredible opportunity to own land in a vibrant coastal community at an attractive price point. The current layout offers 1 bedroom and 1 bathroom, with **potential to create additional bedroom space and customize the home to fit your needs.** The home offers a comfortable living area, kitchen, and dining space, along with an inside utility area for added convenience. Outside, enjoy the Florida lifestyle with valuable outdoor space and a **waterfront view**, creating an appealing setting for a seasonal retreat, full-time residence, or investment opportunity. One of the biggest advantages is the ownership structure, you **own the land**, with **no lot rent, no HOA fees, and no CDD fees**. Trailer Estates is a Special Park and Recreation District governed under Chapter 418, Florida Statutes, and the annual park tax provides access to an impressive array of community amenities and services, including cable, high-speed internet, trash pickup, fire and rescue services, a marina with rentable boat slips, private beach, pool, hot tub, fitness center, shuffleboard, bocce ball, pickleball, woodshop, and nearly 60 active clubs and social activities. Whether you're looking for an affordable Florida getaway, seasonal residence, or investment property, this is an opportunity to add value and make the space your own while enjoying everything Trailer Estates has to offer. Conveniently located near shopping, dining, beaches, and the best of Bradenton and Sarasota. A rare opportunity to own land, enjoy waterfront views, avoid HOA and lot-rent expenses, and unlock the potential of this property in one of the area's most established 55+ coastal communities.

2204 Pennsylvania Avenue, Bradenton

$1,150,000
4 Beds 3 Baths Bayshore Gardens SubDv. 34207 Zip Code
Waterfront living without 5 millions price tag. This stunning 4-bedrooms, 3-bath residence features 2,498 square feet of beautifully updated living spaces, open-concept layout showcases durable tile-plank flooring throughout, stylish gourmet kitchen, a spacious great room opening to the lanai and pool area, all designed for modern comfort and effortless indoor-outdoor entertaining. This home was elevated, sit above sea-level( no flood insurance required) with additional upgrades include two ovesized driveways provide plenty of room for vehicles or an RV, 5 tons AC, tankless water heater, whole house water-filtration and new hurricane-impact windows add safety, peace of mind and potential lower homeowners insurance. Home is situated on a deep canal with no fixed bridges, your private waterfront retreat includes a saltwater pool, outdoor kitchen, expansive pavers patio, tropical landscape lighting, newer vinyl seawall panels, and a 10,000-lb remote-controlled boat lift with cover to protect the elements from the sun. With no HOA and no CDD fees, you have the flexibility to enjoy the property your way. Whether you are seeking a fulltime residence, vacation getaway, or short term (Airbnb) rental opportunity, this turn-key waterfront home delivers exceptional access to Sarasota Bay, waterfront restaurants, sandbar, world beaches, Anna Maria Island, downtown Sarasota, IMG Academy and much more. Homes offering direct bay access, substantial renovations, and this level of waterfront lifestyle are rare. Schedule your private showing today and start living the saltwater dream.

6835 Georgia Avenue, Bradenton

$799,000
2 Beds 2 Baths Harbourside Condo SubDv. 33707 Zip Code
Welcome to Beachwalker at Harbourside Build 9 unit 408. This corner unit has 2 Bedrooms, 2 Baths and Den or 3rd bedroom. There are two balconies, one with hurricane shutters on the west side and the East side balcony has a wraparound balcony off kitchen and den. Upgrades include: new washer dryer, two pantries in the eat in kitchen with stainless steel appliances, granite throughout including kitchen and baths. Both Primary & guest baths have been upgraded with tiled shower and flooring. Hardwood Flooring throughout except for bedrooms which has Carpet. Recessed lighting throughout, two niches one in Kitchen and one in Foyer. Custom built buffet in dining room and kitchen breakfast bar. Crown molding with casing around windows and doors, 4" baseboards, three ceiling fans with lights and remotes. AC 2018 and hot water heater 2006 Garage parking space #54 and assigned storage unit 408 on floor. Tenant in place, 30 days notice to vacate. This is your opportunity to experience the best of Beachwalker at Harbourside with resort-style island living. • Abundant Marine Life: Frequent sightings of dolphins, manatees, and various sea birds are common in the calm, protected waters of the Intracoastal Waterway and shallow bay areas. • Stunning Sunsets: West-facing balconies provide prime, unobstructed views of the sun setting over the water. • Active Waterways: You can watch a constant parade of sailboats, yachts, and other vessels, making the view dynamic and interesting • Interior highlights Flexible living space: • Spacious primary suite: Offers a walk-in California closet with built in storage. • Convenient laundry. • Quality construction: Solid steel reinforced concrete construction was used by JMC Communities, the original builder, rather than concrete blocks. Penthouse exclusives • One assigned parking space under the building (#54). •: A large, conveniently located storage unit near the elevator is also included #408 and another on balcony. Resort-style amenities • Pools and recreation: Six swimming pools, five tennis courts with two pickleball courts, and shuffleboard. • Fitness and relaxation: Two fitness centers, a Jacuzzi, and saunas. • Convenience for residents: Three outdoor grills, a three-station car wash with vacuum and air, and electric car charging stations. • Waterfront access: The marina has three docks and 87 deeded slips, which are available for rent or purchase from other owners. • Clubhouse features: A card room, billiard room, library, woodwork shop, and a grand room with a kitchen for events. • Outdoor activities: A 1.5-mile walking trail around the island offers a chance to see dolphins, manatees, and seabirds. • Pet-friendly policy: Allows one pet per unit, 20 pounds or under. This is your opportunity to experience the best of Beachwalker at Harbourside and resort-style island living.

7974 Sailboat Key Boulevard S Unit 408, South Pasadena

$750,000
2 Beds 2 Baths Arthurs Capri Condo SubDv. 33706 Zip Code
Enjoy waterfront living at its finest in this beautifully updated, move-in-ready end-unit townhome located in an exclusive three-home complex on the stunning Isle of Capri. From the start, you’ll love the lifestyle here—especially your boating setup with a dedicated boat slip with a 13K lift and a separate 7K platform lift for kayaks, complete with water and power. Thoughtfully maintained and designed for comfort, this 2-bedroom, 1.5-bath home also includes key upgrades for peace of mind: a new 2021 roof, a new A/C compressor and air handler with Dynamic Ozone UV light installed in May 2023, and a new 40-gallon hot water tank added in January 2024. Step inside to an open, airy living area with calming canal views! The main level features durable tile flooring and an updated kitchen with black stainless-steel appliances, pebble grey and rocky mountain sky shaker KraftMaid soft-close cabinets, an aqua quartz double sink, and sleek quartz countertops finished with a dramatic waterfall edge. The dining area includes a custom-built bar with a rich walnut countertop and generous storage, perfect for easy entertaining. Upstairs, warm wood flooring leads to a spacious primary suite with breathtaking canal views, a custom-built wall-to-wall closet with five hanging module areas and 20 drawers, and southern exposure that fills the home with natural light. The upper level also includes a second bedroom with flexibility for twin beds or a trundle bed and office space, an inside laundry area, and a fully updated main bathroom featuring ceiling-to-floor white tile with floral accent walls, a walk-in shower with Kohler fixtures, a towel warmer, and a bidet toilet. Outside, the lifestyle perks truly set this home apart: enjoy rare yard space perfect for grilling and unwinding, along with two dedicated parking spots and additional guest parking. With an unbeatable location—an easy walk to the beach and close to restaurants, shopping, and Johns Pass—this is waterfront living you’ll want to come home to every day. This unit did not experience water intrusion from Hurricane Helene or Hurricane Milton! Schedule your private showing today and make this waterfront dream your new home.

245 116th Avenue Unit 245, Treasure Island

$7,500,000
6 Beds 7 Baths Belleair Beach Unit 1 Unrec SubDv. 33786 Zip Code
An extraordinary opportunity to own a premier beachfront estate in the highly sought-after community of Belleair Beach. Positioned directly on the pristine sands of the Gulf of Mexico, this expansive 80-foot-wide by 259-foot-long beachfront lot offers breathtaking panoramic water views, nightly sunsets, and endless potential to create a custom luxury estate tailored to your vision. The existing 9,069 total square foot residence can absolutely be enjoyed as-is, renovated, or serve as a placeholder while planning your future beach house. This estate boasts 6 bedrooms and 5 full baths and 2 half baths. Designed for entertainment, the gourmet kitchen is a chef's delight. Featuring state-of-the-art appliances, wood cabinetry, and a spacious island with cooktop and hood, all perfect for culinary creations. Entertain in the oversized formal dining room or the formal living room. You and your guests will love spending time in the large upstairs game room and full bar. Retreat to one of the two lavish primary suites, one downstairs and one upstairs. Wake up to the sound of waves gently crashing against the shore. Outside, a private oasis awaits, an oversized resort style sparkling pool and covered deck with direct access to the 80 feet of white sugar sand beachfront deeded extending beyond the seawall which leaves room beachside for chairs or even jet skis. This property offers true Gulf-front ownership—ideal for long-term investment or redevelopment. Set behind private gates, the property provides exceptional privacy and generous land footprint—an increasingly rare find along the Gulf Coast. The large lot size allows for the construction of a substantial future residence, offering ample space for a grand custom home with resort-style amenities, expansive outdoor living areas, and direct beach access. Whether your vision includes multiple levels, generous square footage, a pool and spa, or expansive terraces overlooking the Gulf, this property offers the flexibility to build at scale. Located on Belleair Beach and just minutes from Clearwater Beach and Indian Rocks Beach, you will enjoy close proximity to world-class dining, shopping, and vibrant entertainment while maintaining the tranquility and exclusivity Belleair Beach is known for. Beachfront lots of this size and caliber are increasingly scarce. 1520 Gulf Blvd represents a rare opportunity to secure an irreplaceable piece of Gulf-front land with unlimited future potential. Schedule a private tour today to explore the possibilities.

1520 Gulf Boulevard, Belleair Beach

$239,900
2 Beds 2 Baths Highland Lakes Villas On The Green SubDv. 34684 Zip Code
Virtually Staged. This beautiful and spacious 2-bedroom, 2-bath villa, complete with an attached oversized garage and indoor laundry, offers nearly 1,300 heated square feet in Palm Harbor’s premier high-and-dry 55+ golf and lakefront community of Highland Lakes. Move-in ready and filled with natural light, this desirable split-bedroom floor plan features BRAND-NEW luxury vinyl plank flooring, fresh interior paint, and new ceiling fans in both the main living area and primary bedroom. Large windows and an oversized skylight fill the main living space with an abundance of natural light, creating a bright and welcoming atmosphere. The spacious primary suite features a large walk-in closet plus an additional built-in closet, dual-sink vanity, skylight, and convenient step-in shower. The well-appointed eat-in kitchen offers updated soft-close cabinets, a generous closet pantry and a convenient pass-through window to the dining room. An inviting bonus room with sliding doors opens to the rear patio, providing the perfect space for outdoor furniture and grilling, while the lush green privacy hedge creates a peaceful and private setting. The oversized attached garage provides plenty of room for both your car and golf cart, while the indoor laundry and utility room add everyday convenience. MAJOR UPDATES provide peace of mind, including a BRAND-NEW (2026) electrical panel, (2021) ROOF, (2019) electric water heater, and hurricane-impact windows in both bedrooms, and the glass slider hurricane shutter offers additional hurricane protection! Even better, this villa is situated safely above the flood plain and in a non-evacuation zone. Enjoy MAINTENANCE-FREE LIVING for a very reasonable monthly fee that includes cable, internet, lawn, trash, sewer/water, building insurance, and exterior pest control while taking advantage of the exceptional amenities Highland Lakes has to offer. Residents enjoy free green fees on three private executive golf courses, as well as tennis, pickleball, bocce, and shuffleboard leagues and clinics. Stay active with health and fitness classes, including yoga and aerobics, or enjoy the scenic golf cart paths as walking and jogging trails. The main clubhouse hosts a variety of entertainment and social events, while the Arts & Crafts Annex offers classes, studios, and a full woodshop. Numerous clubs and groups provide opportunities to connect with neighbors and enjoy a wide variety of hobbies, games, and interests. At Lake Tarpon Lodge, residents can enjoy a second heated pool, picnic and party facilities, a fishing pier, community pontoon boats, and secure complimentary RV or boat storage. Come discover the carefree lifestyle, outstanding amenities, and welcoming community of Highland Lakes—where it's time to enjoy the best of your life!

3370 Stonehaven Court W Unit B, Palm Harbor

$400,000
2 Beds 2 Baths Hudson Beach Estates SubDv. 34667 Zip Code
Welcome to this charming waterfront home in the desirable Hudson Beach Estates community, offering the perfect opportunity to enjoy the relaxed Florida coastal lifestyle. With 2 bedrooms, 2 bathrooms, and approximately 1,520 square feet of living space, this elevated single-story home provides a comfortable layout with plenty of room for everyday living and entertaining. The spacious living area features a fireplace and offers plenty of room for relaxing or entertaining. Skylights bring an abundance of natural light into the home, creating a bright and inviting atmosphere throughout the living spaces. The home's elevated design provides an open feel while creating multiple opportunities to enjoy the outdoors. One of the home's standout features is the spiral staircase leading to the rooftop SunDeck. This unique space provides the perfect spot to enjoy the Florida sunshine, take in the coastal breeze, entertain guests, or unwind at the end of the day. The elevated SunDeck adds another dimension to the home and creates an exceptional outdoor retreat. Step outside and enjoy the beauty of waterfront living. The property offers a private outdoor setting where you can relax and take in the peaceful surroundings. Whether you're enjoying a quiet morning or spending the afternoon by the water, this home offers plenty of opportunities to embrace the Florida lifestyle. The property is zoned R-4, offering additional flexibility for the future. Conveniently located near Hudson Beach, waterfront restaurants, marinas, shopping, and major roadways, this property offers an appealing combination of waterfront living and the relaxed coastal lifestyle that makes Hudson Beach so desirable. The home would benefit from some updates and repairs, offering the new owner an opportunity to personalize the property and add value.

13937 Ethel Avenue, Hudson

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