View 15293 NIGHT HERON DRIVE Winter Garden, FL MLS# O6350632
$755,000
5

Beds

3.1

Baths

3,956

Sq.Ft.

15293 NIGHT HERON DRIVE

Winter Garden, FL

Courtesy of RATIO REAL ESTATE, LLC
View 15807 SWEET LEMON WAY Winter Garden, FL MLS# O6361039
$752,000
5

Beds

4.0

Baths

2,867

Sq.Ft.

15807 SWEET LEMON WAY

Winter Garden, FL

Courtesy of SUNNY 365 REALTY GROUP
View 15641 SHORE WALK DRIVE Winter Garden, FL MLS# S5130403
$749,000
4

Beds

3.1

Baths

3,267

Sq.Ft.

15641 SHORE WALK DRIVE

Winter Garden, FL

Courtesy of LA ROSA REALTY KISSIMMEE
The time to sell is now! THE TIME TO SELL IS NOW!
View 514 LYNDON PLACE Winter Garden, FL MLS# G5101300
$749,000
4

Beds

3.0

Baths

2,600

Sq.Ft.

514 LYNDON PLACE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 14710 SCOTT KEY DRIVE Winter Garden, FL MLS# S5138514
$749,000
5

Beds

3.1

Baths

2,935

Sq.Ft.

14710 SCOTT KEY DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 18339 OLIVER TWIST WAY Winter Garden, FL MLS# O6280496
  • Virtual Tour
1 of 55
OPEN HOUSE: Sunday 1/25 11:00 AM - 2:00 PM
$748,000
4

Beds

3.0

Baths

2,931

Sq.Ft.

18339 OLIVER TWIST WAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 5943 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5102277
$746,650
4

Beds

3.1

Baths

2,688

Sq.Ft.

5943 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1528 JUNIPER HAMMOCK STREET Winter Garden, FL MLS# S5135615
$745,000
7

Beds

4.0

Baths

4,700

Sq.Ft.

1528 JUNIPER HAMMOCK STREET

Winter Garden, FL

Courtesy of NUMBER 1 BROKER, LLC
View 2394 BARONSMEDE COURT Winter Garden, FL MLS# O6373715
  • Recently Listed with Virtual Tour
1 of 42
OPEN HOUSE: Saturday 1/24 1:00 PM - 3:00 PM
$745,000
3

Beds

2.0

Baths

2,310

Sq.Ft.

2394 BARONSMEDE COURT

Winter Garden, FL

Courtesy of TEAMCONNECT REALTY LLC
View 14978 LEBEAU LOOP Winter Garden, FL MLS# S5135292
$744,900
5

Beds

3.1

Baths

2,845

Sq.Ft.

14978 LEBEAU LOOP

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 7187 WILD STRAWBERRY RUN Winter Garden, FL MLS# S5133703
$742,200
5

Beds

4.0

Baths

3,602

Sq.Ft.

7187 WILD STRAWBERRY RUN

Winter Garden, FL

Courtesy of VYLLA HOME
View 5220 LAKE WASHINGTON STREET Winter Garden, FL MLS# O6355595
$735,000
4

Beds

2.1

Baths

2,708

Sq.Ft.

5220 LAKE WASHINGTON STREET

Winter Garden, FL

Courtesy of BLOOM HOME GROUP REALTY LLC
View 15607 SYLVESTER PALM DRIVE Winter Garden, FL MLS# O6364144
$735,000
3

Beds

2.0

Baths

2,092

Sq.Ft.

15607 SYLVESTER PALM DRIVE

Winter Garden, FL

Courtesy of THE C SMITH REAL ESTATE GROUP LLC
View 12249 ENCORE AT OVATION WAY Winter Garden, FL MLS# O6344139
  • Recently Listed with Virtual Tour
1 of 41
$735,000
4

Beds

3.0

Baths

2,346

Sq.Ft.

12249 ENCORE AT OVATION WAY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 6357 WILD PERSIMMON WAY Winter Garden, FL MLS# G5105172
$730,184
3

Beds

3.1

Baths

2,515

Sq.Ft.

6357 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1073 VINSETTA CIRCLE Winter Garden, FL MLS# O6328215
$724,900
5

Beds

3.1

Baths

3,568

Sq.Ft.

1073 VINSETTA CIRCLE

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 16489 SILVER BROOK WAY Winter Garden, FL MLS# O6347441
$720,000
4

Beds

3.0

Baths

2,080

Sq.Ft.

16489 SILVER BROOK WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 5526 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6365476
$720,000
5

Beds

3.0

Baths

2,240

Sq.Ft.

5526 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 5966 CYPRESS HILL ROAD Winter Garden, FL MLS# O6376219
  • Recently Listed with Virtual Tour
1 of 30
$719,000
4

Beds

3.1

Baths

2,839

Sq.Ft.

5966 CYPRESS HILL ROAD

Winter Garden, FL

Courtesy of DALTON WADE INC
View 13706 WERRINGTON DRIVE Winter Garden, FL MLS# S5138020
$715,000
4

Beds

3.1

Baths

2,807

Sq.Ft.

13706 WERRINGTON DRIVE

Winter Garden, FL

Courtesy of USA DREAMS REALTY CORP.

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

814

Estimated median home price

$589,945
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 - 100K7
$100K - 200K12
$200K - 300K72
$300K - 400K83
$400K - 500K142
$500K - 600K118
$600K - 700K97
$700K - 800K76
$800K - 900K67
$900K - 1M49
$1M - Max91

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family526
Townhouse129
Condo117
Commercial7
Rental239
Lots and Land33
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/22/2026)

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 1/24/2026.

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.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

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.

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

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 1/24/2026.

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 1/24/2026.