661 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 15025 PIGEON PLUM LANE Winter Garden, FL MLS# O6404948
  • Recently Listed with Virtual Tour
1 of 36
$599,990
4

Beds

2.1

Baths

2,605

Sq.Ft.

15025 PIGEON PLUM LANE

Winter Garden, FL

Courtesy of BLOOM HOME GROUP REALTY LLC
View 15615 HONEYBELL DRIVE Winter Garden, FL MLS# O6406267
  • Recently Listed with Virtual Tour
1 of 37
$389,900
3

Beds

2.1

Baths

1,584

Sq.Ft.

15615 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 7667 SILVER MEADOW STREET Winter Garden, FL MLS# G5112278
$551,130
4

Beds

3.0

Baths

2,102

Sq.Ft.

7667 SILVER MEADOW STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 7549 SPRING VALLEY STREET Winter Garden, FL MLS# G5112279
$730,791
4

Beds

3.1

Baths

2,515

Sq.Ft.

7549 SPRING VALLEY STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17422 SUNSET PRAIRIE DRIVE Winter Garden, FL MLS# G5112284
$671,415
4

Beds

2.1

Baths

2,235

Sq.Ft.

17422 SUNSET PRAIRIE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1015 WESTSIDE DRIVE Winter Garden, FL MLS# O6407229
  • Recently Listed with Virtual Tour
1 of 22
OPEN HOUSE: Wednesday 5/13 9:00 AM - 7:00 PM
$224,000
3

Beds

2.0

Baths

938

Sq.Ft.

1015 WESTSIDE DRIVE

Winter Garden, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 5960 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112227
  • Recently Listed with Virtual Tour
1 of 5
$557,123
3

Beds

2.0

Baths

1,772

Sq.Ft.

5960 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5978 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112233
  • Recently Listed with Virtual Tour
1 of 5
$681,240
4

Beds

2.1

Baths

2,802

Sq.Ft.

5978 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 12308 BRACCO STREET Winter Garden, FL MLS# O6406923
  • Recently Listed with Virtual Tour
1 of 35
$525,000
4

Beds

2.1

Baths

2,094

Sq.Ft.

12308 BRACCO STREET

Winter Garden, FL

Courtesy of ELITE INTERNATIONAL REALTY INC
View 1681 E SPRING RIDGE CIRCLE Winter Garden, FL MLS# B4902258
  • Recently Listed with Virtual Tour
1 of 70
$479,000
4

Beds

2.0

Baths

1,858

Sq.Ft.

1681 E SPRING RIDGE CIRCLE

Winter Garden, FL

Courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC
View 11072 SILVER SURFER ALLEY Winter Garden, FL MLS# O6406656
  • Recently Listed with Virtual Tour
1 of 33
$460,000
3

Beds

2.1

Baths

1,770

Sq.Ft.

11072 SILVER SURFER ALLEY

Winter Garden, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 6153 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112171
$680,030
4

Beds

2.1

Baths

2,235

Sq.Ft.

6153 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13552 AUTUMN HARVEST AVENUE Winter Garden, FL MLS# O6404264
  • Recently Listed with Virtual Tour
1 of 31
$530,000
3

Beds

3.0

Baths

1,955

Sq.Ft.

13552 AUTUMN HARVEST AVENUE

Winter Garden, FL

Courtesy of REALTY ONE GROUP EVOLUTION
View 921 BENDING OAK TRAIL Winter Garden, FL MLS# O6405328
  • Recently Listed with Virtual Tour
1 of 74
$575,000
4

Beds

2.1

Baths

2,481

Sq.Ft.

921 BENDING OAK TRAIL

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 15051 GROVESIDE ROAD Winter Garden, FL MLS# O6406358
  • Recently Listed with Virtual Tour
1 of 6
$483,575
3

Beds

2.1

Baths

1,846

Sq.Ft.

15051 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 980 STUCKI TERRACE Winter Garden, FL MLS# O6406121
  • Recently Listed with Virtual Tour
1 of 24
$245,000
3

Beds

2.0

Baths

984

Sq.Ft.

980 STUCKI TERRACE

Winter Garden, FL

Courtesy of REALTY HUB
View 13299 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112134
  • Recently Listed with Virtual Tour
1 of 26
$449,990
3

Beds

2.1

Baths

1,729

Sq.Ft.

13299 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13307 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112135
  • Recently Listed with Virtual Tour
1 of 53
$437,990
3

Beds

2.1

Baths

1,644

Sq.Ft.

13307 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13295 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5112136
  • Recently Listed with Virtual Tour
1 of 25
$439,990
3

Beds

2.1

Baths

1,715

Sq.Ft.

13295 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 16664 CORDOBA Winter Garden, FL MLS# O6406490
  • Recently Listed with Virtual Tour
1 of 63
$139,000
3

Beds

2.0

Baths

1,248

Sq.Ft.

16664 CORDOBA

Winter Garden, FL

Courtesy of EMPIRE NETWORK 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

1,020

Estimated median home price

$612,250
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 - 200K20
$200K - 300K101
$300K - 400K78
$400K - 500K142
$500K - 600K155
$600K - 700K132
$700K - 800K117
$800K - 900K85
$900K - 1M79
$1M - Max110

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family696
Townhouse140
Condo140
Commercial11
Rental216
Lots and Land30
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/12/2026)

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 5/13/2026.

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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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.

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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 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.

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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 5/13/2026.

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

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 5/13/2026.