873 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 213 W TILDEN STREET Winter Garden, FL MLS# O6381848
  • Recently Listed with Virtual Tour
1 of 32
$765,000
4

Beds

2.0

Baths

2,151

Sq.Ft.

213 W TILDEN STREET

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 13900 FOX GLOVE STREET Winter Garden, FL MLS# S5143671
  • Recently Listed
1 of 40
$689,900
5

Beds

3.0

Baths

3,887

Sq.Ft.

13900 FOX GLOVE STREET

Winter Garden, FL

Courtesy of SELECT ESTATES, LLC
View 214 MELJANE DRIVE Winter Garden, FL MLS# O6381916
  • Virtual Tour
1 of 30
$489,900
3

Beds

2.0

Baths

1,264

Sq.Ft.

214 MELJANE DRIVE

Winter Garden, FL

Courtesy of BERGER REALTY & INVESTMENTS
The time to sell is now! THE TIME TO SELL IS NOW!
View 9312 HOLLISTON CREEK PLACE Winter Garden, FL MLS# S5143665
  • Recently Listed with Virtual Tour
1 of 21
$1,200,000
4

Beds

3.1

Baths

3,077

Sq.Ft.

9312 HOLLISTON CREEK PLACE

Winter Garden, FL

Courtesy of K REALTY
View 15408 LEBEAU LOOP Winter Garden, FL MLS# O6383534
  • Recently Listed with Virtual Tour
1 of 43
$580,000
4

Beds

2.1

Baths

2,415

Sq.Ft.

15408 LEBEAU LOOP

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 17059 HARBOR OAK PARKWAY Winter Garden, FL MLS# O6379959
  • Recently Listed with Virtual Tour
1 of 67
$640,000
4

Beds

3.0

Baths

2,692

Sq.Ft.

17059 HARBOR OAK PARKWAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 16055 SILVER BROOK WAY Winter Garden, FL MLS# O6381599
$685,000
3

Beds

2.1

Baths

2,072

Sq.Ft.

16055 SILVER BROOK WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12140 BRACCO STREET Winter Garden, FL MLS# O6381940
  • Recently Listed with Virtual Tour
1 of 46
$484,990
3

Beds

2.1

Baths

1,788

Sq.Ft.

12140 BRACCO STREET

Winter Garden, FL

Courtesy of BAHIA INTERNATIONAL REALTY
View 14030 FRASIER STREET Winter Garden, FL MLS# O6381952
  • Recently Listed with Virtual Tour
1 of 48
$509,000
4

Beds

2.1

Baths

2,011

Sq.Ft.

14030 FRASIER STREET

Winter Garden, FL

Courtesy of BAHIA INTERNATIONAL REALTY
View 4842 LIME RICKEY ALLEY Winter Garden, FL MLS# O6381954
  • Recently Listed with Virtual Tour
1 of 51
$569,900
4

Beds

2.1

Baths

2,114

Sq.Ft.

4842 LIME RICKEY ALLEY

Winter Garden, FL

Courtesy of BAHIA INTERNATIONAL REALTY
View 6982 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6381394
  • Recently Listed with Virtual Tour
1 of 45
$490,000
4

Beds

2.1

Baths

1,860

Sq.Ft.

6982 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of CREEGAN GROUP
View 1530 Spring Ridge Circle Winter Garden, FL MLS# 1069002
$535,000
3

Beds

2.0

Baths

1,721

Sq.Ft.

1530 Spring Ridge Circle

Winter Garden, FL

Brevard
View 17138 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5107975
$637,325
4

Beds

3.0

Baths

2,102

Sq.Ft.

17138 INGRAM BLUFF DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 770 W BAY STREET Winter Garden, FL MLS# O6380207
  • Virtual Tour
1 of 82
$1,795,000
13,580

Sq.Ft.

770 W BAY STREET

Winter Garden, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 216 DEEPCOVE ROAD Winter Garden, FL MLS# O6380575
$300,000
2

Beds

2.1

Baths

1,236

Sq.Ft.

216 DEEPCOVE ROAD

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 14075 LOCHEND WAY Winter Garden, FL MLS# O6380897
  • Recently Listed with Virtual Tour
1 of 43
$534,999
4

Beds

3.0

Baths

2,197

Sq.Ft.

14075 LOCHEND WAY

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 12940 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6381140
$919,000
5

Beds

4.1

Baths

3,894

Sq.Ft.

12940 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 12915 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6381156
$594,000
4

Beds

3.0

Baths

2,143

Sq.Ft.

12915 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 13869 EASDALE ALLEY Winter Garden, FL MLS# O6381162
  • Recently Listed
1 of 3
$411,995
3

Beds

2.1

Baths

1,760

Sq.Ft.

13869 EASDALE ALLEY

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 413 COUNTRY COTTAGE LANE Winter Garden, FL MLS# O6381173
  • Recently Listed with Virtual Tour
1 of 39
$609,900
3

Beds

2.1

Baths

2,550

Sq.Ft.

413 COUNTRY COTTAGE LANE

Winter Garden, FL

Courtesy of LIBERTY HOME SALES INC

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

903

Estimated median home price

$594,990
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

Price Count
$0 - 100K 6
$100K - 200K 13
$200K - 300K 88
$300K - 400K 77
$400K - 500K 152
$500K - 600K 135
$600K - 700K 108
$700K - 800K 90
$800K - 900K 68
$900K - 1M 64
$1M - Max 102

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 606
Townhouse 130
Condo 127
Commercial 9
Rental 230
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 3/2/2026)

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 3/2/2026.

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 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.

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

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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 3/2/2026.

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 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.

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 3/2/2026.