About 2299 Via Tuscany
Stunning 4-bedroom, renovated pool home with new Architectural shingle roof (2023) on a generous .40 acre lot in the highly coveted Winter Park Vias with bright open living areas, high ceilings, hardwood oak floors, two fireplaces, and a chef’s kitchen offering premium appliances including SubZero Refrigeration and Viking 6-Burner Gas Cooktop. The private backyard features a large pool, covered lanai with built-in outdoor grill w/prep space, and lush landscaping that creates a safe green space for kids and a low-maintenance oasis for empty nesters. The main floor features a large secluded primary suite and separate full suite guest bedroom plus a gorgeous study/library with built-ins providing substantial single-level living if desired. Upstairs features two nicely sized bedrooms and full bath. This home sits in a sidewalk and tree-lined neighborhood with top-rated schools and quiet streets perfect for bikes, evening strolls to the nearby parks or a meander to the Winter Park Racquet Club with its premier clay courts and private waterfront access. This location offers effortless access to downtown Winter Park’s shops, dining, parks, fitness centers/trails, cultural venues—an ideal blend of family-friendly amenities and low-maintenance, active-lifestyle appeal for empty nesters.
Features of 2299 Via Tuscany
| MLS® # | O6355858 |
|---|---|
| Price | $2,345,000 |
| Bedrooms | 4 |
| Bathrooms | 4.00 |
| Full Baths | 3 |
| Half Baths | 1 |
| Square Footage | 3,986 |
| Acres | 0.40 |
| Year Built | 1953 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Mid-Century Modern, Traditional |
| Status | Active |
Community Information
| Address | 2299 Via Tuscany |
|---|---|
| Area | Winter Park |
| Subdivision | MAITLAND SHORES |
| City | WINTER PARK |
| County | Orange |
| State | FL |
| Zip Code | 32789-1238 |
Amenities
| Parking | Circular Driveway, Driveway, Electric Vehicle Charging Station(s), Garage Faces Side, Golf Cart Parking, Guest |
|---|---|
| # of Garages | 2 |
| View | Garden, Pool |
| Is Waterfront | No |
| Has Pool | Yes |
Interior
| 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 |
| Heating | Central |
| Cooling | Central Air, Zoned |
| Fireplace | Yes |
| Fireplaces | Family Room, Living Room, Wood Burning |
Exterior
| Exterior Features | Awning(s), Garden, Irrigation System, Private Mailbox, Sidewalk |
|---|---|
| Lot Description | Landscaped, Oversized Lot, Private, Sidewalk |
| Roof | Shingle |
| Foundation | Crawlspace, Slab |
School Information
| Elementary | Dommerich Elem |
|---|---|
| Middle | Maitland Middle |
| High | Winter Park High |
Additional Information
| Date Listed | November 4th, 2025 |
|---|---|
| Zoning | R-1AA |
| Foreclosure | No |
| Short Sale | No |
| RE / Bank Owned | No |
Listing Details
| Office | CORCORAN PREMIER REALTY |
|---|
