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255 STIRLING AVENUE WINTER PARK FL 32789 Sold 11/24/2025

Sold for $2,835,000
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255 STIRLING AVENUE, WINTER PARK, FL 32789 Sold 11/24/25 255 STIRLING AVENUE, WINTER PARK, FL 32789 Sold 11/24/25 255 STIRLING AVENUE, WINTER PARK, FL 32789 Sold 11/24/25 255 STIRLING AVENUE, WINTER PARK, FL 32789 Sold 11/24/25

Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
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Overview of 255 Stirling Ave

4 Bedrooms
3/1 Bathrooms
2 Car Garage
4,580 Square Feet
3,635SF Living Area
Pool:
Yes
Water
Year Built 1982

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.

This luxury single family home was built in 1982 and features 4 bedrooms, and 3 full bathrooms plus 1 half bath. This home for sale is 4,580 square feet, with 3,635 sq ft being air conditioned living space. The home has a 2 car garage and has a private swimming pool.

Directions to this property are as follows: Park Avenue Winter Park Into Rollins Right On Holt Left On French To Lakeview Left On Stirling House On Left.

Please contact your ZFC agent for more information about MLS# MFRO6346603 or any other homes for sale in Winter Park or elsewhere in the Orange County area.

Features & Amenities

Appliances

Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer

Cooling

Central Air

Heating

Central

Flooring

Carpet, Tile, Wood

Lot Size

13312

View

Water view

Construction Materials

Frame

Interior Features

Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Primary Bedroom Upstairs

Exterior Features

Balcony, Lighting, Private Mailbox, Rain Gutters

Lot Features

Corner Lot

Pool Features

In Ground

Roof

Shingle

Utilities

Public

Waterfront Features

Lake Front, Lake Privileges

Water Body Name

L A K E V I R G I N I A

Laundry

Inside

Fireplace

Living Room

Zoning

R-1 A A A

Year Built

1982

Annual Real Estate Taxes

$32,331 (2025)

Legal Description

Virginia Heights G/107 Lot 9 Blk H

Property Type

Single Family Home

Direction Faces

South

MLS Number

MFRO6346603

Universal Property Id

U S-12095-N-072230890808090-R-N

Days On Market

25

Community Name

Virginia Heights

255 Stirling Ave Price Calculator

Get Mortgage Quote For This Home

The payment calculator figures for 255 Stirling Ave should be used as an estimate only. Loan terms including interest rate, and required downpayment will vary with each lender and/or individual. RE taxes for this home for sale are estimated based on the actual property taxes for this property for the tax year 2025 which are $32,331 but will likely change when this home sells. These estimations are calculated from a list price of $3,100,000 and a 25% down payment and do not include homeowners insurance which will vary greatly depending on the home characteristics and location.

Recent Home Sales near 255 Stirling Ave

Address Sale Price Bed Bth Size Location Sale Date
1450 GLENCOE RD $Log in to view 4 3/0 3,765SF Virginia Heights 12/29/2025
1450 GLENCOE RD $Log in to view 4 3/0 3,765SF Virginia Heights 09/24/2025
1336 COLLEGE PT $Log in to view 4 3/2 3,677SF Virginia Heights 05/12/2025
1391 RICHMOND RD $Log in to view 4 5/1 5,729SF Virginia Heights 12/05/2025
233 HAMPDEN PL $Log in to view 5 3/0 3,703SF Virginia Heights 08/26/2025
1270 ARLINGTON PL $Log in to view 3 4/0 3,422SF Virginia Heights 01/02/2026
141 W LAKE SUE AVE $Log in to view 2 1/0 1,962SF Virginia Heights 04/11/2025
600 OLOLU DR $Log in to view 4 3/1 5,575SF Killarney Circle 11/17/2025
2030 VERSAILLES AVE $Log in to view 4 3/2 5,001SF Fontainebleau 11/24/2025
2915 PARKLAND DR $Log in to view 4 3/1 4,844SF Lake Forest Park 08/23/2025
2401 LAFAYETTE AVE $Log in to view 4 3/1 4,831SF Fontainebleau 10/30/2025
1074 MCKEAN CIRCLE $Log in to view 4 3/0 4,829SF Palmer Park 09/19/2025

MLS# MFRO6346603 Listing History

09/25/2025 Listed for sale by PREMIER SOTHEBY'S INTL. REALTY with MLS# MFRO6346603 with a list price of $3,299,000.
11/24/2025 Sold For $2,835,000 by Ruth Harris with COLDWELL BANKER RESIDENTIAL RE.

Orange County Schools

This listing of 255 Stirling Ave Winter Park FL 32789 was last updated on 2025-11-25 11:44:02. Listing courtesy of PREMIER SOTHEBY'S INTL. REALTY.
MLS

Map of 255 Stirling Ave Winter Park FL 32789

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Zev Freidus Broker / President
Zev Freidus
Broker / President
561-235-2161
Call Me
Text Me
Email Me
When clicking Submit Request, you are registering to this website and agreeing that ZFC Real Estate, its affiliates or associated third parties may contact you, including with calls or texts by automated means. You also agree to our Terms of Use and Privacy Policy

The data relating to homes for sale or lease or other real estate for sale or for rent on the ZFC website comes in part from a cooperative data exchange program of the MLS in which this Broker participates. The real estate displayed may not be all of the homes in the database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Homes for sale that are listed by Brokers other than this Broker are marked with either the listing Broker's name or the MLS name or a logo provided by the MLS and the details page about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. ZFC, the Florida Association of Realtors and its cooperating Multiple Listing Services do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law including the fair housing act prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. 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.

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