2299 VIA TUSCANY
Winter Park, FL 32789
$2,025,000
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 ...
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Listing Courtesy of: CORCORAN PREMIER REALTY
407-965-1155
Buyer Represented by: REDFIN CORPORATION
| Listing Id: | O6355858 |
|---|---|
| List Price: | $2,150,000 |
| Close Price: | $2,025,000 |
| Close Date: | 2026-08-06 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Closed |
| Bedrooms Total: | 4 |
| Bathrooms Full: | 3 |
| Bathrooms Half: | 1 |
| Living Area: | 3,986 |
| Tax Annual Amount: | $13,185 |
| Lot Size Square Feet: | 17,640 |
| Lot Size Acres: | 0.4 |
| Architectural Style: | Mid-Century Modern, Traditional |
| Waterfront?: | No |
| City: | Winter Park |
| County Or Parish: | Orange |
| Subdivision Name: | Maitland Shores |
| Postal Code: | 32789 |
| Year Built: | 1953 |
| Appliances: | Dishwasher, Disposal, Electric Water Heater, Range Hood |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 4 |
| Building Area Source: | Public Records |
| Building Area Total: | 5353 |
| Building Area Units: | Square Feet |
| Direction Faces: | Northeast |
| Foundation Details: | Crawlspace, Slab |
| Construction Materials: | Block |
| Cooling: | Central Air, Zoned |
| Fireplace Features: | Family Room, Living Room, Wood Burning |
| Directions: | From Palmer take Mayfield to Via Tuscany to home on left. Or from Horatio to Via Tuscany to home on right. |
| Elementary School: | Dommerich Elem |
| Exterior Features: | Awning(s), Garden, Private Mailbox, Sidewalk |
| Fencing: | Other, Wood |
| Flooring: | Tile, Wood |
| Garage Spaces: | 2 |
| Garage?: | Yes |
| Community Features: | Park, Playground, Sidewalks, Tennis Court(s) |
| Heating: | Central |
| High School: | Winter Park High |
| Interior Features: | High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Vaulted Ceiling(s), Window Treatments |
| Laundry Features: | Inside, Laundry Room |
| Levels: | Two |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Features: | Landscaped, Oversized Lot, Private, Sidewalk, Street Brick |
| Lot Size Acres: | 0.4 |
| Postal Code Plus4: | 1238 |
| Middle Or Junior School: | Maitland Middle |
| MLS Area Major: | 32789 - Winter Park |
| MLS Area Major: | 32789 - Winter Park |
| Original List Price: | $2,345,000 |
| Other Equipment: | Irrigation Equipment |
| Parcel Number: | 30-21-32-5476-01-020 |
| Parking Features: | Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Side, Golf Cart Parking, Guest |
| Patio And Porch Features: | Covered, Front Porch, Patio |
| Pets Allowed: | Yes |
| Pool Features: | In Ground, Lighting, Other |
| Township: | 21 |
| Road Surface Type: | Brick |
| Roof: | Shingle |
| Tax Year: | 2025 |
| Sewer: | Septic Tank |
| Special Listing Conditions: | None |
| State Or Province: | FL |
| Utilities: | BB/HS Internet Available, Cable Available, Electricity Connected, Fiber Optics, Natural Gas Connected, Public, Water Connected |
| View: | Garden, Pool |
| Water Source: | Public |
| Public Survey Range: | 32 |
| Public Survey Section: | 30 |
| Zoning: | R-1AA |
| Possession: | Close Of Escrow |
| Additional Lease Restrictions: | Please review any local ordinances governing lease terms and frequency |
| Available For Lease Yn: | Yes |
| Backups Requested Yn: | Yes |
| Building Area Total Srch Sq M: | 497.31 |
| Calculated List Price By Calcula: | 539.39 |
| Cddyn: | No |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6355858?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6355858?w=Customer |
| Dpryn: | No |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | X |
| Homestead Yn: | Yes |
| Lease Restrictions Yn: | No |
| Living Area Meters: | 370.31 |
| Lot Size Square Meters: | 1639 |
| Minimum Lease: | 6 Months |
| Pet Restrictions: | Please check with City of Winter Park and Orange County Ordinances. |
| Realtor Info: | Septic/Sewer Addendum Required, Sign, Survey Available, Termite Bond/Warranty |
| Room Count: | 15 |
| Sdeo yn: | No |
| Total Acreage: | 1/4 to less than 1/2 |
| Unit Number Yn: | No |
| Water Access: | Lake - Chain of Lakes |
| Water Access Yn: | Yes |
| Water Extras: | Boat Ramp - Private |
| Water Extras Yn: | Yes |
| Water View: | No |
| Zoning Compatible Yn: | Yes |
| Association 2 Yn: | 0 |
| Attribution Contact: | 407-965-1155 |
| Originating System Name : | Stellar MLS |
| In Law Suite Description: | 1 Bathroom, 1 Bedroom, Attached, No Private Entrance |
| In Law Suite Yn: | Yes |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2025-11-04 |
| Fireplace?: | Yes |
| Pool Private?: | Yes |
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Property Last Updated: October 21, 2026 05:57 AM - ET
