255 Stirling Avenue, Winter Park, FL 32789
Local realty services provided by:Bingham Realty ERA Powered
Listed by:alison mosley
Office:premier sotheby's intl. realty
MLS#:O6346603
Source:MFRMLS
Price summary
- Price:$3,299,000
- Price per sq. ft.:$720.31
About this home
An incredible Winter Park Chain of Lakes opportunity on Lake Virginia with clear views of Rollins College. This transitionally designed home, situated in the highly coveted Virginia Heights, offers an opportunity like no other so close in distance to Park Avenue coupled with the lakefront amenities through a venetian canal system that uniquely connects 5 lakes and captures the quintessential Winter Park Lifestyle.
This 4-bedroom 3.5-bath home invites you into a 2-story foyer surrounded by windows and natural light. Kitchen is spacious with mid-century tile back splash, light cabinetry and a window out to pool and lake. Main living space features a beautiful fireplace and back atrium that invites the stars and twinkling sunsets from the water. Separate dining room is spacious and there is an additional den or office space to round out the first floor. All Bedrooms are upstairs and generously sized providing flexibility and the primary bedroom has the most incredible lakefront views.
A clear water canal runs alongside home and spills into lake Virginia adding to the ambiance of the backyard where nature abounds. Continue with existing renovation with your own style or build a house of your dreams. Impeccably located with shopping, dining at your fingertips as well as Rollins College. Fantastic Schools with Audubon k-8 and Winter Park High. Don’t miss this one – call for your private tour.
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Home facts
- Year built:1982
- Listing ID #:O6346603
- Added:3 day(s) ago
- Updated:September 29, 2025 at 12:04 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:3
- Half bathrooms:1
- Living area:3,635 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central
Structure and exterior
- Roof:Shingle
- Year built:1982
- Building area:3,635 sq. ft.
- Lot area:0.31 Acres
Schools
- High school:Winter Park High
- Middle school:Audubon Park K-8
- Elementary school:Audubon Park K8
Utilities
- Water:Public
- Sewer:Public, Public Sewer
Finances and disclosures
- Price:$3,299,000
- Price per sq. ft.:$720.31
- Tax amount:$32,331 (2025)
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