$3,299,000 for Sale

255 stirling avenue , winter park, FL 32789

Beds 4 Baths 4 3,635 Sqft 0.32 Acres 1 of 53
Property Description
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.
Waterfront
Water Name:  LAKE VIRGINIA
Water Description:  Lake Front, Lake - Chain of Lakes
General Information
Sale Price: $3,299,000
Price/SqFt: $908
Status: Active
MLS#: O6346603
City: winter park
Post Office: winter park
Schools: winter park high
County: Orange
Subdivision: virginia heights
Acres: 0.32
Bedrooms:4
Bathrooms:4   (3 full, 1 half)
House Size: 3,635 sq.ft.
Acreage: 0.32 est.
Year Built: 1982
Property Type: Single Family Residence
Style:
Features & Room Sizes
Paved Road:  Paved
Construction:  Wood Frame
Exterior Misc:  Balcony, Lighting, Private Mailbox, Rain Gutters
Pool:  Yes
Pool Description:  In Ground
Fireplaces:  Yes
Fireplace Description:  Living Room
Basement:  No
Foundation :  Slab
Appliances:  Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Cooling:  Central Air
Heating:  Central
Waste:  Public Sewer
Watersource:  Public
Tax, Fees & Legal
Est. Summer Taxes:  $0
Est. Winter Taxes:  $32,331
Legal Description:  VIRGINIA HEIGHTS G/107 LOT 9 BLK H


Information provided by My Florida Regional MLS DBA Stellar MLS, Copyright 2025
All information provided is deemed reliable but is not guaranteed and should be independently verified. Participants are required to indicate on their websites that the information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing By: Alison Mosley of PREMIER SOTHEBY'S INTL. REALTY, Phone: 407-644-3295
941-662-7630 Call Cary Saffran for more information about this property.

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This Home located at
255 stirling avenue, winter park FL 32789
is currently for sale priced at $3,299,000 and was listed on September, 25, 2025 and has been on the market for 15 days and was last updated on September, 28, 2025.

255 stirling avenue has 4 bedrooms, 4 bathrooms, and approximately 3,635 square feet. This home is in the winter park high school district with 0.32 acres and was built in 1982. 255 stirling avenue is in the 32789 ZIP Code area of winter park.

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