Odessa Homes with Sailboat Water Water Frontage

Welcome to Odessa, Florida, a hidden gem nestled in the heart of Hillsborough County. Known for its picturesque landscapes and serene atmosphere, Odessa offers a perfect blend of suburban tranquility and vibrant community life. With its lush greenery and scenic views, this charming city is ideal for those seeking a peaceful escape from the hustle and bustle of city living, all while being just a short drive from the bustling urban centers of Tampa and St. Petersburg.

One of the most alluring features of Odessa is its stunning homes with sailboat water frontage. Imagine waking up to breathtaking views of shimmering waters right outside your window, where your mornings can start with a cup of coffee on your deck, and your evenings can be spent watching the sunset reflect off the water. These waterfront properties provide not just a home, but a lifestyle. Whether you're an avid sailor or simply enjoy the tranquility that comes with living by the water, these homes offer direct access to some of Florida's most beautiful waterways.

Odessa is also known for its excellent schools, family-friendly parks, and a strong sense of community, making it an ideal place for families and individuals alike. With a variety of outdoor activities, from boating to fishing, and charming local shops and restaurants, there's always something to explore. If you’re dreaming of a life where you can sail away on a whim, Odessa’s sailboat water frontage homes are waiting to welcome you home. Embrace the Florida lifestyle and discover the magic of waterfront living in Odessa!

Newest Odessa Homes with Sailboat Water Water Frontage

$2,900,000

Unplatted SubDv. ⋅ 33556 Zip Code ⋅ TB8534725 MLS ⋅ Active Status

One of Odessa's Most Unique Legacy Properties – Four Parcels, Lakefront Home, Established Nursery & Endless PossibilitiesOpportunities like this are exceptionally rare. Set on 3.67 acres across four contiguous parcels in one of Odessa's most sought-after locations, this remarkable offering is far more than a residence—it's a private lakefront estate, an established nursery, a thriving business opportunity, and an investment in the future.Perfectly positioned in the heart of Odessa with nearly 400 feet of highly visible Gunn Highway frontage, this rare offering has been a recognized destination in the community for nearly 50 years as an established nursery. Spanning four contiguous parcels, the property includes extensive nursery infrastructure, mature inventory, and exceptional flexibility for its next owner—whether continuing the business, creating a remarkable private estate, establishing a multi-generational family compound, or exploring future opportunities. Tucked within this extraordinary setting, the charming residence enjoys tranquil views of a spring-fed lake framed by towering oaks, lush gardens, and the timeless beauty that has made this property one of Odessa's most distinctive legacy estates.Whether you're an entrepreneur seeking a turnkey business, an investor looking for a unique asset, someone dreaming of creating an extraordinary private estate or family compound, or a buyer searching for land in a premier Odessa location, this property offers possibilities that are nearly impossible to duplicate.The four parcels provide flexibility rarely found in today's market, while the lakefront setting, prime Gunn Highway frontage, and desirable Odessa location combine to create exceptional long-term value. Imagine enjoying the privacy and tranquility of waterfront living while owning a property with income-producing potential, future possibilities, and a legacy that has been cultivated over decades.Properties like this are not defined by square footage—they're defined by opportunity. This is your chance to own a one-of-a-kind Odessa property where lifestyle, business, investment potential, and natural beauty come together in a truly unforgettable setting.Schedule your private tour and discover why this is one of the Tampa Bay area's most extraordinary offerings. Home is down the trail on the west side of the property and sits on an appx 18 Acre Spring Fed Lake. Lakefront appx 120 feet with appx 70x4 ft dock. Irregular lot dimensions sue to 4 parcels combined. Buyer to verify via Survey.

0000 Gunn Highway, Odessa

$3,999,000

8 Beds ⋅ 10 Baths ⋅ Unplatted SubDv. ⋅ 33556 Zip Code ⋅ TB8500578 MLS ⋅ Active Status

*Priced below appraisal value.* This masterfully crafted eight-bedroom sanctuary represents the absolute embodiment of high-end living within the serene Odessa landscape, presented to the open market for the first time ever. Situated on a sprawling two-acre waterfront estate on the shores of the 434-acre Lake Keystone, the arrival experience is a cinematic journey through double-swing arched wrought iron gates leading to a majestic two-story portico anchored by massive Tuscan columns and a symmetrical facade. Inside, the residence reveals a luminous open floor plan defined by soaring architectural ceilings and polished tan tile flooring. A private elevator provides seamless access to all areas of the 10,357-square-foot compound, ensuring an effortless bridge between the grand social spaces and the upper-level retreats. The culinary stage is a professional-grade epicenter anchored by a massive granite central island, extensive custom wood cabinetry, and a dedicated wine gallery secured by a grapevine-motif iron gate. For formal occasions, the dining hall is distinguished by a metallic-gold accent wall and an intricate tulip-shaped chandelier. The interior transitions through a series of specialized wings, including an English-style private office encased in floor-to-ceiling dark wood bookcases, a coffered-ceiling game room with a shuffleboard and custom bar, alongside a tiered cinema equipped with plush leather recliner seating. The upper recreation wing delivers a world-class entertainment experience, while a dedicated fitness center allows for convenient in-home workouts. The owner’s sanctuary serves as a private wellness retreat, featuring a four-poster canopy bed, an octagonal tray ceiling, and a spa-inspired ensuite with "his and hers" vanities and a deep granite-encased soaking tub. The lifestyle transcends the interior through expansive glass doors that reveal an unparalleled outdoor paradise. A custom-shaped saltwater pool is flanked by raised stone fire pits and an expansive travertine deck. The summer kitchen is equipped with a professional grill and a stone fireplace for evening ambiance. For the modern adventurer, a private boat ramp and a covered boathouse with boat and jet ski lifts provide immediate access to Lake Keystone, while a fully equipped lodge-style guest house ensures absolute autonomy for visitors or extended family. Engineered for longevity, the 2009 construction has been maintained with meticulous care, featuring exterior masonry paint refreshed within the last four years and major HVAC and water heating systems audited and serviced within the last two weeks. Positioned moments from the storied equestrian trails of Odessa and zoned for the desirable Steinbrenner High School, this high-performance legacy property delivers a distinguished balance of privacy and urban connectivity without concession.

9205 Post Road, Odessa

$2,900,000

3 Beds ⋅ 3 Baths ⋅ Unplatted SubDv. ⋅ 33556 Zip Code ⋅ TB8463972 MLS ⋅ Active Status

Some buyers see a home. Visionaries see a legacy. Offered for the first time in over 40 years, this one-of-a-kind Odessa property spans approximately 3.67 acres across four contiguous parcels, stretching all the way from Gunn Highway to a private spring-fed lake. Combining prime road frontage, an established income-producing nursery, and a stunning 3-bedroom, 2.5-bath lakefront home on just over an acre, this rare offering delivers the perfect blend of lifestyle, business, and investment potential. The lakefront residence overlooks an approximately 18-acre spring-fed lake with a 70-foot dock, where very few homes share the shoreline, creating an exceptionally private and peaceful setting beneath majestic oak trees. The remaining parcels have long operated as a beloved nursery and rustic country store, while the original guard shack, now a half bath, offers a charming reminder of the area's historic horse track. Whether you envision continuing the thriving nursery business, creating a private family estate, preserving its rich history, or exploring future agricultural or development opportunities (subject to zoning approval), the possibilities are as valuable as the land itself. More than a home, this is a once-in-a-generation legacy property in one of Tampa Bay's most desirable locations.

9906 Gunn Highway, Odessa

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