255 Stirling Avenue Winter Park, FL 32789
Listing Courtesy of: MLS LogoSTELLAR / Premier Sotheby's Intl. Realty / Frank Mosley - Contact:  407-644-3295

  255 Stirling Avenue Winter Park, FL 32789

Active (12 Days)
$3,299,000 (USD)
4
BED
4
BATH
3,635
SQFT

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.

MLS #:
O6346603
Taxes
$32,331(2025)
Lot Size
0.31 acres
Type
Single-Family Home
Year Built
1982
Views
Water
County
Orange County

Listed By

Alison Mosley, Premier Sotheby's International Realty, Contact: 407-644-3295
Frank Mosley, Premier Sotheby's International Realty
Source
STELLAR
Last checked Oct 7 2025 at 8:44 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 3
  • Half Bathroom: 1
Interior Features
  • Appliances: Dishwasher
  • Appliances: Refrigerator
  • Appliances: Washer
  • Ceiling Fans(s)
  • Appliances: Disposal
  • Appliances: Microwave
  • Appliances: Dryer
  • Eat-In Kitchen
  • High Ceilings
  • Primarybedroom Upstairs
Subdivision
  • Virginia Heights
Lot Information
  • Corner Lot
Property Features
  • Fireplace: Living Room
  • Foundation: Slab
Heating and Cooling
  • Central
  • Central Air
Pool Information
  • In Ground
Flooring
  • Carpet
  • Wood
  • Tile
Exterior Features
  • Frame
  • Roof: Shingle
Utility Information
  • Utilities: Public, Water Source: Public
  • Sewer: Public Sewer
School Information
  • Elementary School: Audubon Park K8
  • Middle School: Audubon Park K-8
  • High School: Winter Park High
Living Area
  • 3,635 sqft
Additional Information: Premier | 407-644-3295
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 10/7/25 01:44