USAFLWinter ParkMaitland Shores2299 Via Tuscany
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Virtual Tour
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$2,200,000

For Sale

6 months ago

2299 Via Tuscany, Winter Park, FL

House

MLS® O6355858

4 Bed

4 Bath

3986 sqft

2 Parking

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3986 sqft
Garage Yes
Taxes $26,035
Days Active 178
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, a gorgeous 4-bedroom, 3.5-bath home in the coveted Winter Park Vias. With 3, 986 square feet on a 0.40-acre lot, it offers the perfect blend of luxury and comfort, featuring updated kitchens and baths, 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
FireplaceNo
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

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

Price History

-End Date
Not Sold YetSold Price

For Sale

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

Home Appraisal

This property is estimated to sell between: $1,357,000 and $2,622,000.
Similar properties in this area sold on average for: $1,357,000
Expected to sell very soon! Similar properties sold in 148 days. This home has been on eXp Realty for 178 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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2299 Via Tuscany, Winter Park, FL

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