2299 Via Tuscany, Winter Park, FL 32789

$2,025,000
4
BD
4
BA
3,986
SqFt

Show Photos

Verify your account to unlock exclusive photos, mortgage tools, and more.

Sold Price
$2,025,000
List Price
$2,150,000
Status
Sold
MLS#
O6355858
Closing Date
Aug 06, 2026
Property Type
Single Family
Bedrooms
4
Bathrooms
4
Living Area
3,986
Lot Size
17,640
Region
Winter Park
Area
3986
County
Orange
Acres
0.40
Year Built
1953

Property Description

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.

Additional Information

Roof
Shingle
Land Type
Park, Playground, Sidewalks, Tennis Court(s), No Deed Restriction
Parking
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Side, Golf Cart Parking, Guest
Appliances
Dishwasher, Disposal, Electric Water Heater, Range Hood
Zoning
R-1AA
Lot Size
17,640
Construction
Block
Pets
Yes
Year Built
1953
Sewer
Septic Tank
Heating
Central
Subdivision
Maitland Shores
Water
Boatable Water, Lake Front
Living Area
3,986
Style
Two Story
Pool
Yes

Listing courtesy of CORCORAN PREMIER REALTY. 407-965-1155

Selling Office: REDFIN CORPORATION.

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years

Does not include any taxes or fees.
Please consult a financial professional.
Calculator source: Real Geeks

MFR MLS is the source of this information via Internet Data Exchange Program. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale. Availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited and may violate relevant federal and state law. Data last updated on