Picture yourself unwinding in your private 0.41-acre yard, taking a dip in the pool, flipping through a good book, or hosting friends on a sunny afternoon. From there, stroll over to the Winter Park Racquet Club for tennis, pickleball, or lunch (kids are covered—there’s a sidewalk the whole way), or head to the deeded lake access launch for a day of kayaking on the Winter Park Chain of Lakes. Welcome to 2299 Via Tuscany, an opportunity priced 4-bedroom, 3.5-bath home to get into the coveted Winter Park Vias while adding your final touches to personalize this home while prioritizing location, schools, privacy and connectivity. With 3,986 square feet on a 0.40-acre lot, it offers the perfect blend of luxury and comfort, featuring a super spacious kitchen, a new architectural shingle roof (2023), Pebble Tec-style pool finish, and lush landscaping. Inside, enjoy solid hardwood and modern tile floors, soaring ceilings, and two wood-burning fireplaces. The chef’s kitchen shines with SubZero refrigeration and a Viking 6-burner gas cooktop. The main floor offers a private primary suite, a guest suite, and a study/library with built-ins, while upstairs you’ll find two more bedrooms and a full bath. Modern perks include zoned A/C, a new EV charger, and epoxy-coated floors in the 2-car garage. Close to parks, the Racquet Club, and downtown Winter Park’s shops, dining, and culture, this home suits families and active lifestyles alike. Deeded lake access through the Maitland Shores Lakefront Preservation Association gives you a private ramp for kayaks, canoes, and more, plus easy access to schools, trails, and green spaces—a perfect mix of charm, amenities, and location.

Under contract-accepting backup offers. This property is being offered AS-IS as value is in the land on this rare acreage development opportunity in Orange County. The property consists of five (5) platted lots under a single parcel ID number offering 271 feet of total lake frontage across 2.18 acres of land (94,833 sf land). Existing improvements on the land include multiple improved structures producing some income-production. Use the income-production to carry your debt service while you decide how to develop the acreage. There is an existing wooden dock servicing the property. The main residential house, which was damaged by fire requires renovation. The property currently has a grandfathered multi-family use under zoning regulations with Future Land Use designation as low-medium density residential. Current zoning is R-1A zoning. Wetland and Boundary Survey identifies lots and existing accessory structures on subject property. This listing presents a rare opportunity to build your custom home and create a masterful lakefront estate overlooking the 78-acre lake, partition the lots for spec building, or develop a small PUD with a shared dock access. Excellent proximity to downtown Orlando, Baldwin Park Village and Winter Park. Great Orange County school district with newer schools.