Odessa Homes with Sailboat Water Water Frontage

Welcome to Odessa, Florida – a hidden gem nestled in the heart of Hillsborough County, where the sun-kissed landscapes meet serene waterways. This charming community is known for its picturesque scenery, friendly neighborhoods, and a vibrant lifestyle that appeals to families, retirees, and everyone in between. Odessa offers a perfect blend of suburban tranquility and easy access to the bustling cities of Tampa and St. Petersburg, making it an ideal place for those seeking both relaxation and adventure.

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, where you can set sail right from your backyard! These exceptional properties not only provide direct access to some of Florida's most beautiful waterways but also offer a lifestyle centered around outdoor activities, from fishing and kayaking to leisurely boat rides.

The homes in this area are designed to embrace the coastal lifestyle, featuring spacious layouts, modern amenities, and lush landscaping that enhances the natural beauty of the surroundings. With a variety of architectural styles to choose from, you’re sure to find the perfect abode that reflects your personal taste.

Odessa is more than just a location; it’s a community that fosters connections among its residents. With top-rated schools, local parks, and a variety of dining and shopping options, you’ll find everything you need just a short drive away. Embrace the charm of Odessa and discover the unparalleled joy of living in a waterfront home that truly embodies the Florida dream!

Newest Odessa Homes with Sailboat Water Water Frontage

$3,999,000

8 Beds ⋅ 10 Baths ⋅ Unplatted SubDv. ⋅ 33556 Zip Code

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

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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