255 Stirling Avenue, Winter Park, FL 32789

$2,835,000
4
BD
4
BA
3,635
SqFt

Show Photos

Verify your account to unlock exclusive photos, mortgage tools, and more.

Sold Price
$2,835,000
List Price
$3,100,000
Status
SOLD
MLS#
O6346603
Closing Date
Nov 24, 2025
Bedrooms
4
Bathrooms
4
Half-baths
1
Living Area
3,635
Subdivision
Virginia Heights

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 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.

Additional Information

Year Built
1982
Construction
Frame
Living Area
3,635
Acres
0.32
Interior Features
Ceiling Fans(s), Eat-in Kitchen, High Ceilings, PrimaryBedroom Upstairs
Cooling
Central Air
Heating
Central
Garage Spaces
2
Garage Description
2 Car Garage
Exterior Features
Balcony, Lighting, Private Mailbox, Rain Gutters
View
Water
Waterfront
Yes
Waterfront Description
Lake Front, Lake Privileges
Water
Boatable Water, Lake Front
Sewer
Public Sewer
Pool Description
In Ground

Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY. Selling Office: COLDWELL BANKER RESIDENTIAL RE.

How much is your home worth?

...get instant property value now!

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years

Does not include any taxes or fees.
Please consult a financial professional.
Calculator source: Real Geeks

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale. Availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited and may violate relevant federal and state law. Data last updated on