756 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 11181 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6382203
  • New Construction with Virtual Tour
1 of 32
$860,776
4

Beds

3.1

Baths

3,327

Sq.Ft.

11181 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 14501 GROVE RESORT AVENUE 1328 Winter Garden, FL MLS# S5143796
  • Recently Listed with Virtual Tour
1 of 26
$329,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1328

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14501 GROVE RESORT AVENUE 1343 Winter Garden, FL MLS# O6382214
$225,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1343

Winter Garden, FL

Courtesy of KARDOSH REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 16292 BRIGHT LEAF ROAD Winter Garden, FL MLS# O6382083
  • Recently Listed with Virtual Tour
1 of 24
$444,690
3

Beds

2.1

Baths

1,553

Sq.Ft.

16292 BRIGHT LEAF ROAD

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 12919 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6381746
$674,000
4

Beds

3.1

Baths

2,508

Sq.Ft.

12919 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of ORLANDO TBI REALTY LLC
View 15306 SANDFIELD LOOP Winter Garden, FL MLS# O6381721
$775,000
4

Beds

4.1

Baths

3,919

Sq.Ft.

15306 SANDFIELD LOOP

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 530 SETTING SUN DRIVE Winter Garden, FL MLS# G5108053
$549,000
3

Beds

2.0

Baths

2,365

Sq.Ft.

530 SETTING SUN DRIVE

Winter Garden, FL

Courtesy of MORRIS REALTY AND INVESTMENTS
View 213 W TILDEN STREET Winter Garden, FL MLS# O6381848
$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
$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
$489,900
3

Beds

2.0

Baths

1,264

Sq.Ft.

214 MELJANE DRIVE

Winter Garden, FL

Courtesy of BERGER REALTY & INVESTMENTS
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 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

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

PriceCount
$0 - 100K6
$100K - 200K13
$200K - 300K88
$300K - 400K77
$400K - 500K152
$500K - 600K135
$600K - 700K108
$700K - 800K90
$800K - 900K68
$900K - 1M64
$1M - Max102

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family606
Townhouse130
Condo127
Commercial9
Rental230
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/2/2026)

Information deemed reliable but not guaranteed.

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.

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 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 3/3/2026.

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 3/3/2026.

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 3/3/2026.