261 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 16425 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6383709
$435,000
3

Beds

2.1

Baths

1,662

Sq.Ft.

16425 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14372 BREDA CENTER LOOP Winter Garden, FL MLS# O6385377
  • Recently Listed
1 of 32
$580,000
4

Beds

2.1

Baths

2,700

Sq.Ft.

14372 BREDA CENTER LOOP

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 17724 PORTER ROAD Winter Garden, FL MLS# G5108345
  • New Construction
1 of 3
$471,735
3

Beds

2.1

Baths

1,644

Sq.Ft.

17724 PORTER ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 10043 SEQUEL ALLEY Winter Garden, FL MLS# O6384246
  • Virtual Tour
1 of 37
$560,000
4

Beds

3.1

Baths

2,502

Sq.Ft.

10043 SEQUEL ALLEY

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 16613 POINT ROCK DRIVE Winter Garden, FL MLS# R4910718
$499,000
3

Beds

2.0

Baths

1,689

Sq.Ft.

16613 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of CREDIT HOME CORP
View 7935 WINTER WREN STREET Winter Garden, FL MLS# O6379423
$535,000
3

Beds

2.0

Baths

1,850

Sq.Ft.

7935 WINTER WREN STREET

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 4842 LIME RICKEY ALLEY Winter Garden, FL MLS# O6381954
$534,900
4

Beds

2.1

Baths

2,114

Sq.Ft.

4842 LIME RICKEY ALLEY

Winter Garden, FL

Courtesy of BAHIA INTERNATIONAL REALTY
View 14075 LOCHEND WAY Winter Garden, FL MLS# O6380897
  • Virtual Tour
1 of 43
$525,000
4

Beds

3.0

Baths

2,197

Sq.Ft.

14075 LOCHEND WAY

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 15220 BLUE PEACOCK LANE Winter Garden, FL MLS# O6381797
$510,000
3

Beds

2.1

Baths

1,868

Sq.Ft.

15220 BLUE PEACOCK LANE

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 15032 GROVESIDE ROAD Winter Garden, FL MLS# O6380710
  • New Construction with Virtual Tour
1 of 8
$475,765
3

Beds

2.1

Baths

1,846

Sq.Ft.

15032 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 15044 GROVESIDE ROAD Winter Garden, FL MLS# O6380734
  • New Construction with Virtual Tour
1 of 59
$488,430
3

Beds

2.1

Baths

1,846

Sq.Ft.

15044 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 15056 GROVESIDE ROAD Winter Garden, FL MLS# O6380756
  • New Construction with Virtual Tour
1 of 59
$507,975
3

Beds

2.1

Baths

1,846

Sq.Ft.

15056 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 13953 EASDALE ALLEY Winter Garden, FL MLS# O6381882
$509,900
3

Beds

2.1

Baths

1,770

Sq.Ft.

13953 EASDALE ALLEY

Winter Garden, FL

Courtesy of SELECTA REALTY LLC
View 12911 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6379918
$548,000
3

Beds

2.1

Baths

2,062

Sq.Ft.

12911 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 8906 DODDINGTON WAY Winter Garden, FL MLS# O6377538
$550,000
4

Beds

3.0

Baths

2,352

Sq.Ft.

8906 DODDINGTON WAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 5121 PASSION FLOWER WAY Winter Garden, FL MLS# O6376887
$579,000
4

Beds

2.1

Baths

2,114

Sq.Ft.

5121 PASSION FLOWER WAY

Winter Garden, FL

Courtesy of MIAMI REALTY SOLUTION GROUP
View 512 GARDEN HEIGHTS DRIVE Winter Garden, FL MLS# S5142675
$549,900
4

Beds

2.0

Baths

1,700

Sq.Ft.

512 GARDEN HEIGHTS DRIVE

Winter Garden, FL

Courtesy of MARCILLO REAL ESTATE LLC
View 9803 AMBER CHESTNUT WAY Winter Garden, FL MLS# S5142809
$535,000
4

Beds

3.1

Baths

2,303

Sq.Ft.

9803 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 16230 CARRAWAY BAY ALLEY Winter Garden, FL MLS# NS1087076
$529,999
4

Beds

3.1

Baths

2,474

Sq.Ft.

16230 CARRAWAY BAY ALLEY

Winter Garden, FL

View 16230 CARRAWAY BAY ALLEY Winter Garden, FL MLS# NS1087076
$529,999
4

Beds

3.1

Baths

2,474

Sq.Ft.

16230 CARRAWAY BAY ALLEY

Winter Garden, FL

Courtesy of WATSON 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

1,040

Estimated median home price

$609,306
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

Price Count
$0 - 100K 1
$100K - 200K 25
$200K - 300K 96
$300K - 400K 79
$400K - 500K 142
$500K - 600K 172
$600K - 700K 127
$700K - 800K 114
$800K - 900K 87
$900K - 1M 72
$1M - Max 125

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 718
Townhouse 136
Condo 143
Commercial 10
Rental 214
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/29/2026)

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 5/29/2026.

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

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 real estate for sale/lease on this web site come in part from the New Smyrna Beach Board of REALTORS® Multiple Listing Service (MLS) in which this real estate firm (Broker) participates. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with the Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with the MLS IDX logo. 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. Federal law prohibits discrimination on the basis of race, color, sex, religion, handicap, familial status or national origin in the sale, rental or financing of housing.

This data updated periodically, at an interval not to exceed 7 days.

IDX information 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.

Some properties which appear for sale on this website may subsequently have sold and may no longer be available.

© Copyright 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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 5/29/2026.

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 5/29/2026.