USAFLWinter ParkMaitland Shores2299 Via Tuscany
A grand entrance scape and horse shoe drive welcome you | Image 1
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2299 Via Tuscany, Winter Park, FL

House

For Sale

Listed price in listed location currency (USD).
$2,345,000

440

MLS® O6355858

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3986 sqft
Garage Yes
Taxes $26,035
Days Active 70
Lot Size 0.4 acres
Approx. Age 1953
Avg. Price Per Sqft $588
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

Stunning 4-bedroom, renovated pool home with new Architectural shingle roof (2023) on a generous .40 acre lot in the highly coveted Winter Park Vias with bright open living areas, high ceilings, hardwood oak floors, two fireplaces, and a chef’s kitchen offering premium appliances including SubZero Refrigeration and Viking 6-Burner Gas Cooktop. The private backyard features a large pool, covered lanai with built-in outdoor grill w/prep space, and lush landscaping that creates a safe green space for kids and a low-maintenance oasis for empty nesters. The main floor features a large secluded primary suite and separate full suite guest bedroom plus a gorgeous study/library with built-ins providing substantial single-level living if desired. Upstairs features two nicely sized bedrooms and full bath. This home sits in a sidewalk and tree-lined neighborhood with top-rated schools and quiet streets perfect for bikes, evening strolls to the nearby parks or a meander to the Winter Park Racquet Club with its premier clay courts and private waterfront access. This property also offers deeded lake access to the Winter Park Chain of Lakes by becoming a member of the Maitland Shores Lakefront Preservation Association for an annual fee. The access is very convenient and offers a private ramp to store and launch kayaks, canoes, etc. This location offers effortless access to downtown Winter Park’s shops, dining, parks, fitness centers/trails, cultural venues—an ideal blend of family-friendly amenities and low-maintenance, active-lifestyle appeal for empty nesters.
MLS® NumberO6355858
Laundry LevelInside, Laundry Room
Central VacNo
FireplaceNo
Acreage0.4
Exterior
GarageYes
Approx. Age1953
Basement
DrivewayCircular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Side, Golf Cart Parking, Guest
Garage Spaces2
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

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

Similar Listings

Price History

-End Date
Not Sold YetSold Price

For Sale

Nov 4, 2025List Date
$2,345,000List Price

Home Appraisal

This property is estimated to sell between: $1,522,000 and $2,757,000.
Similar properties in this area sold on average for: $1,522,409
Expected to sell in 40 days. Similar properties sold in 110 days. This home has been on eXp Realty for 70 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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