2299 VIA TUSCANY
WINTER PARK, FL, 32789
$2,345,000
4 Beds
3.5 Baths
3,986 SqFt
0.4 Acres
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$2,345,000
2299 VIA TUSCANY
WINTER PARK, FL, 32789
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.

Property Details

Price:
$2,345,000
MLS #:
O6355858
Status:
Active
Beds:
4
Baths:
3.5
Address:
2299 VIA TUSCANY
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
MAITLAND SHORES
Neighborhood:
32789winterpark
City:
WINTER PARK
Listed Date:
Nov 4, 2025
State:
FL
Finished Sq Ft:
3,986
Total Sq Ft:
5,353
ZIP:
32789
Lot Size:
17,640 sqft / 0.40 acres (approx)
Year Built:
1953

Schools

Elementary School:
Dommerich Elem
Middle School:
Maitland Middle
High School:
Winter Park High

Interior

Appliances
Dishwasher, Disposal, Electric Water Heater, Range Hood
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Porcelain Tile, Tile, Hardwood
Heating
Central
Laundry Features
Inside, Laundry Room

Exterior

Architectural Style
Mid- Century Modern, Traditional
Community Features
Park, Playground, Sidewalks, Tennis Court(s)
Construction Materials
Block
Exterior Features
Awning(s), Garden, Irrigation System, Private Mailbox, Sidewalk
Parking Features
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Side, Golf Cart Parking, Guest
Roof
Shingle

Financial

Tax Year
2025
Taxes
$26,035
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2299 VIA TUSCANY
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