429 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 14954 GUAVA BAY DRIVE Winter Garden, FL MLS# O6324753
$525,000
4

Beds

2.1

Baths

2,204

Sq.Ft.

14954 GUAVA BAY DRIVE

Winter Garden, FL

Courtesy of EMANORS
View 16330 BRISK BREEZE ALLEY Winter Garden, FL MLS# G5106012
$525,000
3

Beds

2.1

Baths

2,170

Sq.Ft.

16330 BRISK BREEZE ALLEY

Winter Garden, FL

View 9354 MEADOW HUNT WAY Winter Garden, FL MLS# O6400695
$525,000
3

Beds

2.1

Baths

2,079

Sq.Ft.

9354 MEADOW HUNT WAY

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1158 ORANGE SEASON LANE Winter Garden, FL MLS# O6402123
$525,000
3

Beds

2.1

Baths

2,444

Sq.Ft.

1158 ORANGE SEASON LANE

Winter Garden, FL

Courtesy of OAK AVENUE REAL ESTATE LLC
View 9606 WOODCRANE DRIVE Winter Garden, FL MLS# O6410113
  • Virtual Tour
1 of 36
OPEN HOUSE: Saturday 7/11 11:00 AM - 2:00 PM
$525,000
3

Beds

2.1

Baths

2,101

Sq.Ft.

9606 WOODCRANE DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 2241 WHITE FEATHER LOOP Winter Garden, FL MLS# O6411576
$525,000
3

Beds

2.1

Baths

2,152

Sq.Ft.

2241 WHITE FEATHER LOOP

Winter Garden, FL

View 1343 CASTLEPORT ROAD Winter Garden, FL MLS# O6414756
$525,000
3

Beds

2.0

Baths

2,170

Sq.Ft.

1343 CASTLEPORT ROAD

Winter Garden, FL

View 132 ZACHARY WADE STREET Winter Garden, FL MLS# O6411394
$525,000
3

Beds

2.0

Baths

1,708

Sq.Ft.

132 ZACHARY WADE STREET

Winter Garden, FL

View 5963 GLORY BOWER DRIVE Winter Garden, FL MLS# O6318887
$523,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

5963 GLORY BOWER DRIVE

Winter Garden, FL

View 869 BENDING OAK TRAIL Winter Garden, FL MLS# O6358341
$520,000
4

Beds

2.0

Baths

1,975

Sq.Ft.

869 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 1979 STANDING ROCK CIRCLE Winter Garden, FL MLS# S5150723
$520,000
3

Beds

2.1

Baths

2,082

Sq.Ft.

1979 STANDING ROCK CIRCLE

Winter Garden, FL

View 15183 BRIDGEWATER CROSSINGS BOULEVARD Winter Garden, FL MLS# O6416462
  • Recently Listed with Virtual Tour
1 of 47
$520,000
3

Beds

2.1

Baths

1,998

Sq.Ft.

15183 BRIDGEWATER CROSSINGS BOULEVARD

Winter Garden, FL

View 776 RAINFALL DRIVE Winter Garden, FL MLS# O6400904
$519,000
3

Beds

2.0

Baths

2,238

Sq.Ft.

776 RAINFALL DRIVE

Winter Garden, FL

View 6174 WHISPERING GLEN Winter Garden, FL MLS# O6407807
  • New Construction with Virtual Tour
1 of 20
$518,290
3

Beds

2.1

Baths

1,628

Sq.Ft.

6174 WHISPERING GLEN

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 5771 MANGROVE COVE AVENUE Winter Garden, FL MLS# O6288226
$518,000
3

Beds

2.1

Baths

2,124

Sq.Ft.

5771 MANGROVE COVE AVENUE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 16197 WIND VIEW LANE Winter Garden, FL MLS# O6397229
$517,000
3

Beds

2.1

Baths

2,027

Sq.Ft.

16197 WIND VIEW LANE

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 15063 GROVESIDE ROAD Winter Garden, FL MLS# O6420626
  • New Construction with Virtual Tour
1 of 19
$516,430
3

Beds

2.1

Baths

1,846

Sq.Ft.

15063 GROVESIDE ROAD

Winter Garden, FL

View 14075 LOCHEND WAY Winter Garden, FL MLS# O6380897
$515,000
4

Beds

3.0

Baths

2,197

Sq.Ft.

14075 LOCHEND WAY

Winter Garden, FL

View 1112 JUNIPER HAMMOCK COURT Winter Garden, FL MLS# O6388013
$515,000
4

Beds

2.0

Baths

2,545

Sq.Ft.

1112 JUNIPER HAMMOCK COURT

Winter Garden, FL

View 13552 AUTUMN HARVEST AVENUE Winter Garden, FL MLS# O6404264
$515,000
3

Beds

3.0

Baths

1,955

Sq.Ft.

13552 AUTUMN HARVEST AVENUE

Winter Garden, FL

Courtesy of REALTY ONE GROUP EVOLUTION

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

957

Estimated median home price

$605,455
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 - 200K22
$200K - 300K91
$300K - 400K64
$400K - 500K133
$500K - 600K167
$600K - 700K103
$700K - 800K101
$800K - 900K92
$900K - 1M63
$1M - Max120

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family657
Townhouse129
Condo136
Commercial11
Rental199
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/10/2026)

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.

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.

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 7/10/2026.

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 7/10/2026.