2299 Via Tuscany, Winter Park, FL 32789

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

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Sold Price
$2,025,000
List Price
$2,150,000
Closing Date
Aug 06, 2026
MLS#
O6355858
Type
Single Family Residential
Property Style
Single Family
Bedrooms
4
Bathrooms
4
Living Area
3,986
Lot Size
17,640
Subdivision
Maitland Shores
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

Community Features
Park, Playground, Sidewalks, Tennis Court(s), No Deed Restriction
Exterior Construction
Block
Style
Two Story
Interior
High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Window Treatments
Interior Features
High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Window Treatments
Appliances
Dishwasher, Disposal, Electric Water Heater, Range Hood
Exterior
Awning(s), Garden, Private Mailbox, Sidewalk
Roof
Shingle
High School
Winter Park High
Middle School
Maitland Middle
Elementary School
Dommerich Elem
Located Near
Landscaped, Oversized Lot, Private, Sidewalk, Street Brick
Utilities
BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Natural Gas Connected, Public, Water Connected
Fireplace
Yes
Garage
Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Side, Golf Cart Parking, Guest
Floor
Tile, Wood
Heating
Central
Cooling
Central Air, Zoned
Pool
Yes
Pool Type
Private
Water
Boatable Water, Lake Front

Listing courtesy of CORCORAN PREMIER REALTY. Selling Office: REDFIN CORPORATION.

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