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USAFLWinter ParkMaitland Shores2299 Via Tuscany
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2299 Via Tuscany, Winter Park, FL

House

For Sale

Listed price in listed location currency (USD).
$2,200,000

442

MLS® O6355858

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3986 sqft
Garage Yes
Taxes $13,185
Days Active 193
Lot Size 
Approx. Age 1953
Avg. Price Per Sqft $551
MLS® Number O6355858

Property Address: 2299 Via Tuscany, Winter Park, FL, 32789-1238

Average square foot calculated using Size range provided by listing agent.

Description

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.
MLS® NumberO6355858
Laundry LevelEnsuite
Central VacNo
FireplaceYes
Acreage
Exterior
GarageYes
Approx. Age1953
Basement
DrivewayCircular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Side, Golf Cart Parking, Guest
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Other:First Floor25 × 11 ft
Other:First Floor40 × 14 ft
Kitchen:First Floor22 × 14 ft
Bathroom 3:First FloorNot available
Bedroom 4:Second Floor15 × 11 ft
Dining Room:First Floor24 × 12 ft
Bedroom 2:First Floor17 × 12 ft
Utility Room:First Floor14 × 8 ft
Other:First FloorNot available
Bedroom 3:Second Floor15 × 11 ft
Great Room:First Floor24 × 16 ft
Library:First FloorNot available
Other:First Floor23 × 14 ft
Family Room:First Floor22 × 18 ft
Bathroom 2:Second FloorNot available

Price History

-End Date
Not Sold YetSold Price

For Sale

Nov 4, 2025List Date
$2,200,000List Price

Home Estimate Zoopraisal®

This property is estimated to sell between: $1,252,000 and $2,674,000.
Similar properties in this area sold on average for: $1,252,000
Expected to sell very soon! Similar properties sold in 149 days. This home has been on Zoocasa for 193 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

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Starting Address
Destination Address
2299 Via Tuscany, Winter Park, FL

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