Discover an extraordinary MULTI-GENERATIONAL estate in Nokomis where luxury, versatility, and resort-style living come together on a beautifully secluded property. Thoughtfully designed to accommodate extended families, independent living arrangements, and unforgettable entertaining, this remarkable retreat is tucked away on a quiet private road shared by only five residences and surrounded by mature trees, offering exceptional privacy while remaining just minutes from Nokomis Beach, I-75, shopping, dining, and the Gulf Coast’s renowned attractions. At the heart of the property is an incredible screened outdoor oasis spanning more than 3,000 square feet, completed in 2021 with new roofing. Designed for year-round enjoyment, this spectacular space features a heated swimming pool, relaxing spa, multiple covered gathering areas, high-powered ceiling fans, an outdoor shower, and an impressive custom tiki bar complete with a built-in grilling station, refrigerators, blender station, and a wood/pellet pizza oven. Whether hosting large celebrations or enjoying a quiet evening at home, this outdoor living environment rivals a private luxury resort. Inside, the thoughtfully designed floor plan offers five bedrooms, four full bathrooms, and two half bathrooms, including a separate in-law-style living arrangement ideal for extended family, long-term guests, or multigenerational living. An expansive game room with a fireplace and convertible pool/air hockey table creates the perfect indoor entertainment space. The spacious kitchen was designed with both functionality and style in mind, featuring a 36-inch range, double wall ovens, a ceiling-mounted pot filler, abundant workspace, and a distinctive cedar-lined pantry. Significant improvements were completed between 2015 and 2017, with most HVAC systems replaced within the past decade for added peace of mind. Beyond the main residence, the property offers exceptional flexibility with a climate-controlled 14’ x 40’ detached building ideal for a home office, studio, fitness room, or future guest accommodations, an air-conditioned workshop/man cave, and an impressive 30’ x 50’ RV and boat garage with 50-amp service, plus an additional exterior 50-amp hookup. There is ample room for recreational vehicles, boats, trailers, equipment, and all your outdoor toys. The outdoor amenities continue well beyond the pool enclosure with a fire pit gathering area, ping-pong, foosball, cornhole, two separately fenced yard areas, and an expansive open field offering endless possibilities for recreation, gardening, or even horses, with Fox Lea Farm just minutes away. Additional highlights include a recently updated whole-house reverse osmosis water purification system with pH-balanced water delivered throughout the entire home at every faucet, a private irrigation well, and convenient access to the Legacy Trail located approximately 500 yards from the property. Offering a rare combination of privacy, recreation, functionality, and resort-style amenities, this exceptional Nokomis estate presents an opportunity unlike anything else currently available in the area.