2439 Sherbrooke Rd, Winter Park, FL 32792

Off market may 2023 for $475K

$626,018

Est. refi paymentEst. refi $3,346/mo

•

1,906

sq ft

2439 Sherbrooke Rd, Winter Park, FL 32792

About this home

This LOCATION is like no other, with its destination being on a quiet cul-de-sac; surrounded by beautiful oak trees that canopy over the road leading to the home. It is the perfect destination for anyone wanting to settle in the area, with great schools near by. This rare Winter Park Home is waiting for you to call it your very own! Upon entering you’re greeted by a formal living room where three large windows provide an exceptional amount of natural light. Just off the formal living room is the formal dining room. Adjacent to the dining room you’ll find your inviting kitchen featuring classic style wood cabinets and plenty of room for the chef in the household to whip up their favorite recipes! A welcoming family room next to the kitchen has patio doors with access to the HUGE screened lanai that overlooks the yard that has plenty of room to add a garden or pool…leave the doors open and enjoy indoor/outdoor living and entertaining. An oversized lot gives you plenty of outdoor space to enjoy the amazing Florida weather. Easy access to Winter Park High School, the Orlando VA Medical Center, Cady Way Trail/Park, Winter Park Pines Golf Club along with plenty of local shopping and dining. The house has some amazing potential and is rather advantageous for buyers looking for an astounding spot not far from downtown Winter Park. Schedule your tour today!

Single-familyProperty Type

1972Year Built

10,541 sq ftLot Size

$328Est. Price/Sq.Ft.

2 car garageParking

Listed by Briar Makin • EXP REALTY LLC

Contact: 888-883-8509

Bought with Paul Giles • COMPASS FLORIDA LLC

Redfin checked: 3 minutes ago

•Source:Stellar MLS as Distributed by MLS Grid #G5068309

Redfin Estimate

$626,018

$151K since sold in May 2023$8,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.5% higher than the average sale price ($623K) of 6 comparable homes.

SOLD SEP 25, 2026
$610,000
A
4 beds2 baths1,968 sq ft
744 Cornwall Rd, Winter Park, FL 32792
SOLD JUL 17, 2026
$576,000
B
3 beds2 baths1,873 sq ft
517 Roughbeard Rd, Winter Park, FL 32792
SOLD AUG 25, 2026
$560,000
C
3 beds2 baths1,889 sq ft
2010 Summerfield Rd, Winter Park, FL 32792
SOLD JUN 23, 2026
$710,000
D
3 beds2 baths1,677 sq ft
1108 Fairway Dr, Winter Park, FL 32792
SOLD SEP 1, 2026
$630,000
E
3 beds2 baths1,915 sq ft
2504 Forfarshire Dr, Winter Park, FL 32792
SOLD MAY 22, 2026
$650,000
F
3 beds2 baths1,701 sq ft
638 Blairshire Cir, Winter Park, FL 32792

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Earn from this home

Sell

$232,000

Est. take-home

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Refinance

Est. cash available

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Rent

$2,741/mo

Redfin rental estimate

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Market trends in 32792, FL

Last updated September 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

97.5%

0.2% MoM

Median sale price

$423K

$826 MoM

Avg. days on market

42d

8 days MoM

Recently sold homes

149

20 MoM

New listings for sale

NEW 18 HRS AGO
$220,000
2 beds1.5 baths1,281 sq ft
4786 Tangerine Ave #4786, Winter Park, FL 32792
NEW 24 HRS AGO
$529,000
3 beds3 baths1,602 sq ft
7641 Village Green Dr, Winter Park, FL 32792
NEW 29 HRS AGO
$650,000
4 beds2.5 baths1,770 sq ft
1458 Lone Feather Trl, Winter Park, FL 32792
$309,000
3 beds2.5 baths1,602 sq ft
5468 Bracken Ct, Winter Park, FL 32792
OPEN SUN, 1PM TO 4PM
$479,900
3 beds2 baths1,647 sq ft
7536 Village Green Dr, Winter Park, FL 32792
$1,349,000
4 beds3.5 baths2,575 sq ft
1939 Woodcrest Dr, Winter Park, FL 32792
$1,249,000
6 beds5.5 baths5,021 sq ft
1445 Via Sangro Pl, Winter Park, FL 32792
$329,000
3 beds2 baths1,229 sq ft
1740 Puritan Ave, Winter Park, FL 32792
$750,000
5 beds3.5 baths3,496 sq ft
8061 Pleasant Pine Cir, Winter Park, FL 32792
3D WALKTHROUGH
$415,900
3 beds2 baths1,412 sq ft
3409 Ferndell Dr, Winter Park, FL 32792
See all

Provided by Redfin

Sale history for 2439 Sherbrooke Rd

Tax history for 2439 Sherbrooke Rd

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

10,541 Sq. Ft.

Year renovated

1972

Sq. Ft.

1,906

Year built

1972

Style

Single Family Residential

County

Orange County

APN

302209797100060

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 17, 2026.

R-1A \N

Residential District

These districts are established within the city to provide areas for single-family dwellings and necessary accessory buildings. The regulations enumerated for this district are designed to encourage and promote the construction of and the continued use of the land for single-family dwellings, to promote and encourage a suitable environment for family life, to prohibit uses of the land which would substantially interfere with development or continuation of single-family dwellings in the districts, and to prevent use of the land for purposes which would overburden the public facilities. Permitted as conditional uses within these districts will be certain structures and uses required to serve the residents such as public schools, churches and noncommercial recreational uses. Areas zoned for R-1A districts shall be those existing low-density residential areas plus certain undeveloped areas which should develop in a similar manner according to the comprehensive plan.

Permitted uses

Include but are not limited to:

Housing-Single unit

Oct 9, 2023 • Final

Residential window door replacement

Remove and replace windows with new windows of the same size.

Remodel

Aug 28, 2023 • Final

Residential roof

Remove and replace architectural shingles on a residential building.

Roofing

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Parking Features: Driveway
Garage Spaces: 2
Has Attached Garage
Has Garage

Interior

Virtual Tour

Bedroom Information
# of Bedrooms: 3

Bathroom Information
# of Full Baths (Total): 2

Laundry Room Information
Laundry Features: In Garage

Other Rooms Information
# of Rooms: 9

Heating & Cooling
Heating Information: Central
Cooling Information: Central Air

Interior Features
Interior Features: Eat-in Kitchen, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Thermostat, Walk-in Closet(s)
Appliances: Dishwasher, Dryer, Range, Refrigerator, Washer
Flooring: Carpet, Tile, Vinyl

Exterior

Building Information
Construction Materials: Block
Roof: Shingle

Exterior Features
Patio And Porch Features: Covered, Patio, Screened
Exterior Features: Rain Gutters, Sidewalk, Sliding Doors

Property Features
Universal Property Id: US-12095-N-092230797100060-R-N

Waterfront Information
Waterfront Feet Total: 0
Water View Y/N: 0
Water Access Y/N: 0
Water Extras Y/N: 0

Property Information
CDD Y/N: 0
Homestead Y/N: 1
Property Type: Residential
Property Sub Type: Single Family Residence
Zoning: R-1A

Land Information
Total Acreage: 0 to less than 1/4

Lot Information
Lot Features: Cul-De-Sac
Lot Size Acres: 0.24
Road Surface Type: Asphalt
Lot Size Square Meters: 979

Building Information
MFR_BuildingAreaTotalSrchSqM: 240.25

Financial

Tax Information
Tax Annual Amount: $2,227.18
Tax Year: 2022

Lease / Rent Details
Lease Restrictions YN: 0

Utilities

Utility Information
Water Source: Public
Sewer: Public Sewer
Utilities: Public

Location

Multi-Unit Information
Unit Number YN: 0

HOA Information
MFR_Association2YN: 0
Association Approval Required Y/N: 0

School Information
Elementary School: Brookshire Elem
Middle Or Junior High School: Glenridge Middle
High School: Winter Park High

Location Information
Directions: Turn right onto Summerfield Rd. Turn left onto Greene Dr. Turn left at the 1st cross street onto Sherbrooke Rd. Home will be down on the left.

Community Information
Community Features: Golf, Park, Playground, Pool, Sidewalks, Tennis Courts
Pets Allowed: Yes

Public facts

Beds: 5
Baths: 2.0
Sq. Ft.: 1,906
Stories: 1.0
Lot Size: 10,541 square feet
Style: Single Family Residential
Year Built: 1972
Year Renovated: 1972
County: Orange County
APN: 302209797100060

Home facts updated by county records on Aug 17, 2026

Other

Miscellaneous Information
Third Party YN: 1

Listing Information
Attribution Contact: 888-883-8509
Previous Status: Pending
Backups Requested YN: 0
Home Warranty YN: No

Listing Date Information
Days to Contract: 8
Status Contractual Search Date: 2023-05-24

Listing Price Information
Calculated List Price By Calculated Sq Ft: 283.26

Green Information
Green Verification Count: 0
Direction Faces: South

Home Information
Living Area: 1906
Living Area Units: Square Feet
Living Area Source: Public Records
Living Area Meters: 177.07
Building Area Total: 2586
Building Area Units: Square Feet
Building Area Source: Public Records
Foundation Details: Slab
Levels: One

Around this home

Schools

Brookshire Elementary School

Public PreK-5 • Assigned • 0.5mi

4/10

Glenridge Middle School

Public 6-8 • Assigned • 1.2mi

7/10

Winter Park High School

Public 9-12 • Assigned • 0.3mi

7/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

9/10 Heat Factor

7 days above 107° expected this year, 22 days in 30 years

9/10 Wind Factor

99% chance of strong winds in next 30 years

2/10 Air Factor

0 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Winter Park, FL • 32792

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.6 hours in June and 6.8 hours in December, placing it above the U.S. average for solar exposure.

8.6 hrs

6.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$595,000 – $720,000

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Home values near 2439 Sherbrooke Rd

Data from public records.

Address	Redfin Estimate
2427 Sherbrooke Road, Winter Park, FL 4 Beds \| 3 Baths \| 2141 Sq. Ft.	$640,577
2409 Sherbrooke Road, Winter Park, FL 4 Beds \| 2 Baths \| 1936 Sq. Ft.	$661,290

Address	Redfin Estimate
2421 Sherbrooke Road, Winter Park, FL 3 Beds \| 2 Baths \| 1779 Sq. Ft.	$585,915
2451 Sherbrooke Road, Winter Park, FL 3 Beds \| 2 Baths \| 1768 Sq. Ft.	$585,482

Address	Redfin Estimate
2415 Sherbrooke Road, Winter Park, FL 4 Beds \| 2 Baths \| 2219 Sq. Ft.	$610,909
2445 Sherbrooke Road, Winter Park, FL 5 Beds \| 3 Baths \| 2163 Sq. Ft.	$786,195

Property information provided by Stellar MLS as Distributed by MLS Grid when last listed in 2023. This data may not match . Learn more.

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