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SoldSingle Family ResidenceSold

255 Stirling Avenue

Winter Park, FL 32789

$2,835,000

  • 4Beds
  • 4Baths3 full, 1 half
  • 3,635Sq Ft
  • $780Per Sq Ft
  • 0.32Acres
  • 1982Built
Subdivision
Virginia Heights
County
Orange
MLS®
O6346603

Overview

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.

Listing Snapshot

Price
$2,835,000
Days On Site
N/A
Bedrooms
4
Inside Area (SqFt)
3,635 sqft
Total Baths
4
Full Baths
3
Partial Baths
1
Lot Size
0.32 Acres
Year Built
1982
MLS® Number
O6346603
Status
Sold
Property Tax
$32,331 (2025)
HOA/Condo/Coop Fees
N/A
Sq Ft Source
Public Records

Property Details

General Features

13 items
Acres
0.32
Attached Garage
Yes
Direction Faces
South
Foundation
Slab
Garage
Yes
Garage Spaces
2
Levels
Two
Parking
Attached
Property Sub Type
Single Family Residence
Sewer
Public Sewer
SqFt Total
4,580
Water Source
Public
Zoning
R-1AAA

Interior Features

17 items
Appliances
Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
Cooling
Central Air
Fireplace
Yes
Fireplace Features
Living Room
Flooring
Carpet, Tile, Wood
Heating
Central
Interior
Eat-in Kitchen, High Ceilings
Laundry Features
Inside

Rooms

RoomDimensionsLevelFeatures
Bathroom 2Second
Bedroom 3Second
Bedroom 4Second
DenFirst
Dining RoomFirst
FoyerFirst
KitchenFirst
Living RoomFirst
Master BedroomSecond

Exterior Features

10 items
Construction Details
Frame
Exterior
Balcony, Lighting, Rain Gutters, Dock
Lot Features
Corner Lot, Waterfront
Pool Features
In Ground, Private
Private Pool
Yes
Roof
Shingle
View
Lake, Water
Waterfront
Yes
Waterfront Features
Lake Privileges, Lake Front
Waterview
Lake, Water

Community Features

3 items
MLS Area
32789 - Winter Park
Township
22
Roads
Paved

Location

255 Stirling Avenue, Winter Park, FL 32789 · 32789 - Winter Park

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Neighborhood & Commute

ZIP Code 32789

Median household income
$110,150
Income per person
$78,898
Households
12,171
Average household size
2.08
Median age
44.5

Source: Walk Score.

Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.

Schools

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

Price & Status History

  1. Listing updated with changes from the MLS®
  2. Status changed to Closed
  3. Price changed to $3,100,000

Friends & Family

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Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY (407) 304-6458

Stellar MLS

Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.

Last checked: 2026-11-10 04:21 AM EST

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