255 Stirling Avenue, WINTER PARK, FL

$3,299,000

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4

Beds

4

Baths

3,635

Square feet

0.32

Acres

Summary of 255 Stirling Avenue

255 Stirling Avenue is in WINTER PARK, FL. This Residential property for sale is currently being offered at $3,299,000. Built in 1982, this 4 bedroom, 4 bathroom Orange Residential property has been listed on RealtyInOrlando.com for 10 days. 255 Stirling Avenue is priced at $907.57 Per Square Foot, and is situated on 0.32 acres of land. Please contact your local Realtor® for more information on 255 Stirling Avenue, WINTER PARK, FL 32789-5746. Property Listing Reference: MLS number: O6346603.

About 255 Stirling Avenue

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.

Features of 255 Stirling Avenue

MLS® # O6346603
Price $3,299,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 3,635
Acres 0.32
Year Built 1982
Type Residential
Sub-Type Single Family Residence
Status Active
Taxes $32,331

Community Information

Address 255 Stirling Avenue
Area Winter Park
Subdivision VIRGINIA HEIGHTS
City WINTER PARK
County Orange
State FL
Zip Code 32789-5746

Amenities

# of Garages 2
View Water
Is Waterfront Yes
Waterfront Lake Front, Lake - Chain of Lakes
Has Pool Yes

Interior

Interior Features Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, PrimaryBedroom Upstairs
Appliances Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Heating Central
Cooling Central Air
Fireplace Yes
Fireplaces Living Room

Exterior

Exterior Features Balcony, Lighting, Private Mailbox, Rain Gutters
Lot Description Corner Lot
Roof Shingle
Foundation Slab

School Information

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

Other Information

Date Listed September 25th, 2025
Days on Market 10
Zoning R-1AAA
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficePREMIER SOTHEBY'S INTL. REALTY

Listing Map

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