255 STIRLING AVENUE
WINTER PARK, FL, 32789
$3,100,000
4 Beds
3.5 Baths
3,635 SqFt
0.32 Acres
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$3,100,000
255 STIRLING AVENUE
WINTER PARK, FL, 32789
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 with proximity to Park Avenue coupled with the lakefront amenities through a Venetian canal system that uniquely connects five lakes and captures the quintessential Winter Park lifestyle. This four-bedroom three-and-a-half-bath home invites you into a two-story foyer surrounded by windows and natural light. The spacious kitchen features a mid-century tile backsplash, light cabinetry and a window out to the pool and lake. The main living space features a beautiful fireplace and back atrium that invites the stars and twinkling sunsets from the water. The 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 the home and spills into lake Virginia adding to the ambiance of the backyard where nature abounds. Continue the existing renovation with your own style or build a house of your dreams. Impeccably located with shopping and 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.

Property Details

Price:
$3,100,000
MLS #:
O6346603
Status:
Active
Beds:
4
Baths:
3.5
Address:
255 STIRLING AVENUE
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
VIRGINIA HEIGHTS
Neighborhood:
32789winterpark
City:
WINTER PARK
Listed Date:
Sep 25, 2025
State:
FL
Finished Sq Ft:
3,635
Total Sq Ft:
4,580
ZIP:
32789
Lot Size:
13,312 sqft / 0.32 acres (approx)
Year Built:
1982

Schools

Elementary School:
Audubon Park K8
Middle School:
Audubon Park K-8
High School:
Winter Park High

Interior

Appliances
Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Carpet, Tile, Hardwood
Heating
Central
Laundry Features
Inside

Exterior

Construction Materials
Wood Frame
Exterior Features
Balcony, Lighting, Private Mailbox, Rain Gutters
Roof
Shingle

Financial

Tax Year
2025
Taxes
$32,331
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255 STIRLING AVENUE
WINTER PARK, FL