2299 Via Tuscany Winter Park, FL 32789
Pending MLS# O6355858
4 beds 4 baths 3,986 sq ft Single Family
Details for 2299 Via Tuscany
MLS# O6355858
Description for 2299 Via Tuscany, Winter Park, FL, 32789
Under contract-accepting backup offers. 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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 4
Bathrooms: 4
Lot Size: 0.40 Acres
Square Feet: 3,986 sq ft
Year Built: 1953
Garage: Yes
Stories: 2 Story
Construction: Block
Subdivision: Maitland Shores
Foundation: Crawlspace,Slab
County: Orange
School Information
Elementary: Dommerich Elem
Middle: Maitland Middle
High: Winter Park High
Room Information
Main Floor
Porch: 14x40
Primary Bathroom:
Primary Bedroom: 14x23
Florida Room: 11x25
Kitchen: 14x22
Great Room: 16x24
Dining Room: 12x24
Utility Room: 8x14
Bathroom 3:
Library:
Family Room: 18x22
Bedroom 2: 12x17
Upper Floor
Bathroom 2:
Bedroom 4: 11x15
Bedroom 3: 11x15
Bathrooms
Full Baths: 3
1/2 Baths: 1
Additonal Room Information
Laundry: Inside, Laundry Room
Interior Features
Appliances: Range Hood, Electric Water Heater, Dishwasher, Disposal
Flooring: Porcelain Tile,Tile,Wood
Basement: Crawl Space
Doors/Windows: Window Treatments
Fireplaces: Family Room, Living Room, Wood Burning
Additional Interior Features: Split Bedrooms, Window Treatments, High Ceilings, Living/Dining Room, Vaulted Ceiling(s), Stone Counters, Main Level Primary
Utilities
Water: Public
Sewer: Septic Tank
Other Utilities: Cable Available,Electricity Connected,Fiber Optic Available,Natural Gas Connected,High Speed Internet Available,Municipal Utilities,Water Connected
Cooling: Central Air, Zoned
Heating: Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Parking Description: driveway, Circular Driveway, Golf Cart Garage, Guest, Electric Vehicle Charging Station(s), Garage Faces Side
Roof: Shingle
Pool: Other, In Ground
Lot View: Garden,Pool
Fencing: Other, Wood
Additional Exterior/Lot Features: Garden, Sprinkler/Irrigation, Awning(s), Covered, Patio, Front Porch, Landscaped, Oversized Lot, Private
Community Features
Community Features: Park, Tennis Court(s), Playground, Sidewalks
Driving Directions
From Palmer take Mayfield to Via Tuscany to home on left. Or from Horatio to Via Tuscany to home on right.
Financial Considerations
Tax/Property ID: 30-21-32-5476-01-020
Tax Amount: 13185
Tax Year: 2025
A broker reciprocity listing courtesy: CORCORAN PREMIER REALTY
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Sales History & Tax Summary for 2299 Via Tuscany
Sales History
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Tax Summary
| Tax Year | Estimated Market Value | Total Tax |
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| Currently not available. | ||
Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 2299 Via Tuscany
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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