View 14280 BRAEMAR STREET Winter Garden, FL MLS# TB8500322
$539,000
3

Beds

2.1

Baths

1,964

Sq.Ft.

14280 BRAEMAR STREET

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 7808 WINTER WREN STREET Winter Garden, FL MLS# O6400269
$588,000
4

Beds

2.1

Baths

2,274

Sq.Ft.

7808 WINTER WREN STREET

Winter Garden, FL

Courtesy of BROOKSHIRE HOMES REALTY
View 204 SUNSET GARDEN LANE Winter Garden, FL MLS# O6400441
$693,270
5

Beds

4.0

Baths

2,686

Sq.Ft.

204 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14019 SNOWY OWL LANE Winter Garden, FL MLS# S5148173
$564,900
4

Beds

3.0

Baths

2,133

Sq.Ft.

14019 SNOWY OWL LANE

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 198 SUNSET GARDEN LANE Winter Garden, FL MLS# O6400188
$547,160
3

Beds

2.1

Baths

1,908

Sq.Ft.

198 SUNSET GARDEN LANE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 2202 ROMANUM DRIVE Winter Garden, FL MLS# O6398743
$579,900
3

Beds

2.0

Baths

1,889

Sq.Ft.

2202 ROMANUM DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 14005 ALDFORD DRIVE Winter Garden, FL MLS# O6401397
$650,000
3

Beds

2.1

Baths

2,334

Sq.Ft.

14005 ALDFORD DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 7107 BROWN PELICAN COURT Winter Garden, FL MLS# O6400618
$625,000
4

Beds

2.1

Baths

2,751

Sq.Ft.

7107 BROWN PELICAN COURT

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 15058 SAWGRASS BLUFF DRIVE Winter Garden, FL MLS# O6396640
$579,900
4

Beds

2.1

Baths

2,626

Sq.Ft.

15058 SAWGRASS BLUFF DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 15033 LAKE BESSIE LOOP Winter Garden, FL MLS# A12001224
$639,900
4

Beds

3.0

Baths

2,240

Sq.Ft.

15033 LAKE BESSIE LOOP

Winter Garden, FL

Courtesy of LOKATION
View 6050 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111051
$712,634
3

Beds

3.1

Baths

2,515

Sq.Ft.

6050 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7562 SPRING VALLEY STREET Winter Garden, FL MLS# G5111052
$582,490
4

Beds

3.0

Baths

2,102

Sq.Ft.

7562 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6159 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5111054
$699,745
4

Beds

2.1

Baths

2,235

Sq.Ft.

6159 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6441 WILD PERSIMMON WAY Winter Garden, FL MLS# G5111080
$617,990
4

Beds

3.1

Baths

2,515

Sq.Ft.

6441 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8031 NAVEL ORANGE LANE Winter Garden, FL MLS# O6399594
$659,000
4

Beds

2.0

Baths

2,298

Sq.Ft.

8031 NAVEL ORANGE LANE

Winter Garden, FL

Courtesy of BUYER REBATES REALTY
View 13212 SOCIAL LANE Winter Garden, FL MLS# O6398708
$595,000
4

Beds

2.1

Baths

2,526

Sq.Ft.

13212 SOCIAL LANE

Winter Garden, FL

Courtesy of PMI PRIME HOME
View Address not provided Winter Garden, FL MLS# O6399369
$599,000
3

Beds

2.0

Baths

1,827

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of RAVENSCROFT REALTY GROUP
View 7550 SPRING VALLEY STREET Winter Garden, FL MLS# G5110990
$701,340
4

Beds

3.1

Baths

2,515

Sq.Ft.

7550 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17162 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5110993
$699,970
5

Beds

4.1

Baths

3,122

Sq.Ft.

17162 INGRAM BLUFF DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6166 HAMLIN RESERVE BOULEVARD Winter Garden, FL MLS# O6399123
$664,900
4

Beds

2.1

Baths

2,818

Sq.Ft.

6166 HAMLIN RESERVE BOULEVARD

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC

About Winter Garden

The balance between reverence for yesterday and vibrant growth is reflected in the Winter Garden slogan, "A City with a Future…Preserving Its Past."  Walking down historic Plant Street or catching a glimpse of landmark buildings like Tanner Hall immediately creates an image of small-town life at its finest in the heart of this quaint Main Street community. At the same time, redevelopment and growth are evident at every turn.  Antique stores, ice cream shops, and charming cafés combine with dynamic new businesses and residential development.  Covering approximately 17 square miles, Winter Garden offers access to the West Orange Trail for biking or jogging in a naturally beautiful setting.  Other amenities include large parks, a public boat ramp on Lake Apopka, and recreational complexes for tennis, swimming, and sports play.  This vast area once covered by citrus groves is rapidly transforming into a suburban environment that preserves the friendly, intimate spirit of yesterday.  Residents enjoy easy access to Highway 50, the East West Expressway, and the Florida Turnpike.

Listings in Winter Garden, FL

1,037

Estimated median home price

$609,990
Winter Garden FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Winter Garden, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Winter Garden, FL.

Homes for Sale by Price in Winter Garden, FL

PriceCount
$0 - 100K1
$100K - 200K25
$200K - 300K92
$300K - 400K80
$400K - 500K140
$500K - 600K172
$600K - 700K129
$700K - 800K113
$800K - 900K89
$900K - 1M71
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family718
Townhouse135
Condo143
Commercial10
Rental213
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 6/1/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 6/1/2026.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 6/1/2026.