

2299 Via TuscanyWinter Park, FL, 32789
- Price per sqft
- $508
- Sold on
- Aug 6, 2026
About this property
BACK ON MARKET. 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.

Property details
- Property type
- Single Family Residence
- Street address
- 2299 Via Tuscany
- City
- Winter Park
- State
- FL
- ZIP code
- 32789
- Year built
- 1953
- New construction
- No
- Faces
- Northeast
- Rooms
- 15
- Living area
- 3,986 sqft
- Total building area
- 5,353 sqft
- Architectural style
- Traditional, Mid-Century Modern
- Levels
- Two
Price & sale history
| Date | Event | Price | Change from previous recorded asking price |
|---|---|---|---|
| SoldMLS #O6355858 | $2,025,000 | Not applicable | |
| Price reducedMLS #O6355858 | $2,150,000Change: −8.3%−$195,000 | −8.3%−$195,000 | |
| Listed for saleMLS #O6355858 | $2,345,000 | Not applicable |
Location
Recent sales nearby






















