For more information regarding the value of a property, please contact us for a free consultation.
2299 VIA TUSCANY Winter Park, FL 32789
Want to know what your home might be worth? Contact us for a FREE valuation!

Our team is ready to help you sell your home for the highest possible price ASAP
Key Details
Sold Price $2,025,000
Property Type Single Family Home
Sub Type Single Family Residence
Listing Status Sold
Purchase Type For Sale
Square Footage 3,986 sqft
Price per Sqft $508
Subdivision Maitland Shores
MLS Listing ID O6355858
Sold Date 08/06/26
Bedrooms 4
Full Baths 3
Half Baths 1
HOA Y/N No
Year Built 1953
Annual Tax Amount $13,185
Lot Size 0.400 Acres
Acres 0.4
Property Sub-Type Single Family Residence
Source Stellar MLS
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.
Location
State FL
County Orange
Community Maitland Shores
Area 32789 - Winter Park
Zoning R-1AA
Interior
Interior Features High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Window Treatments
Heating Central
Cooling Central Air, Zoned
Flooring Tile, Wood
Fireplaces Type Family Room, Living Room, Wood Burning
Fireplace true
Appliance Dishwasher, Disposal, Electric Water Heater, Range Hood
Laundry Inside, Laundry Room
Exterior
Exterior Feature Awning(s), Garden, Private Mailbox, Sidewalk
Parking Features Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Side, Golf Cart Parking, Guest
Garage Spaces 2.0
Fence Other, Wood
Pool In Ground, Lighting, Other
Community Features Park, Playground, Sidewalks, Tennis Court(s)
Utilities Available BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Natural Gas Connected, Public, Water Connected
View Y/N No
Water Access Yes
Water Access Desc Lake - Chain of Lakes
View Garden, Pool
Roof Type Shingle
Porch Covered, Front Porch, Patio
Attached Garage true
Exposure Northeast
Garage true
Private Pool Yes
Building
Lot Description Landscaped, Oversized Lot, Private, Sidewalk, Street Brick
Entry Level Two
Foundation Crawlspace, Slab
Lot Size Range 1/4 to less than 1/2
Sewer Septic Tank
Water Public
Architectural Style Mid-Century Modern, Traditional
Structure Type Block
New Construction false
Schools
Elementary Schools Dommerich Elem
Middle Schools Maitland Middle
High Schools Winter Park High
Others
Pets Allowed Yes
Senior Community No
Ownership Fee Simple
Special Listing Condition None
Read Less

© 2026 My Florida Regional MLS DBA Stellar MLS. All Rights Reserved.
Bought with David Bollet REDFIN CORPORATION
NEARBY SCHOOLS & BUSINESSES
GET MORE INFORMATION


