976 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 190 ROPER DRIVE Winter Garden, FL MLS# O6447968
  • Recently Listed with Virtual Tour
1 of 51
$795,000
3

Beds

2.0

Baths

1,755

Sq.Ft.

190 ROPER DRIVE

Winter Garden, FL

Courtesy of NEXTDWELL
View 15231 GROVESIDE ROAD Winter Garden, FL MLS# O6446694
  • Recently Listed with Virtual Tour
1 of 41
$494,890
3

Beds

2.1

Baths

1,881

Sq.Ft.

15231 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 12511 GOLD HONEYSUCKLE STREET Winter Garden, FL MLS# O6447529
$882,558
5

Beds

4.0

Baths

3,045

Sq.Ft.

12511 GOLD HONEYSUCKLE STREET

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 6403 ARGENT WOOD DRIVE Winter Garden, FL MLS# O6447690
  • Recently Listed with Virtual Tour
1 of 35
$495,090
4

Beds

3.0

Baths

1,847

Sq.Ft.

6403 ARGENT WOOD DRIVE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 15302 HONEYBELL DRIVE Winter Garden, FL MLS# O6447326
  • Recently Listed with Virtual Tour
1 of 40
OPEN HOUSE: Saturday 10/10 12:00 PM - 2:00 PM
$575,000
3

Beds

2.0

Baths

1,979

Sq.Ft.

15302 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 8649 FLAGSHIP ALLEY Winter Garden, FL MLS# O6447195
  • Recently Listed with Virtual Tour
1 of 18
$495,000
3

Beds

2.1

Baths

1,685

Sq.Ft.

8649 FLAGSHIP ALLEY

Winter Garden, FL

Courtesy of BELLA VIEW REALTY LLC
View 24 W GARDEN AVENUE Winter Garden, FL MLS# O6446518
  • Recently Listed
1 of 13
OPEN HOUSE: Saturday 10/10 11:00 AM - 1:00 PM
$698,800
4

Beds

4.0

Baths

2,110

Sq.Ft.

24 W GARDEN AVENUE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View Address not provided Winter Garden, FL MLS# G5118742
  • Recently Listed with Virtual Tour
1 of 22
$722,222
4

Beds

2.1

Baths

2,235

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14066 AVENUE OF THE GROVES Winter Garden, FL MLS# O6447744
  • Recently Listed with Virtual Tour
1 of 8
$330,000
2

Beds

2.1

Baths

1,077

Sq.Ft.

14066 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of RAZZANI INTERNATIONAL REALTY
View 17332 WILD DAISY DRIVE Winter Garden, FL MLS# G5118738
  • Recently Listed with Virtual Tour
1 of 19
$814,359
4

Beds

3.0

Baths

3,038

Sq.Ft.

17332 WILD DAISY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1539 HAWKESBURY COURT Winter Garden, FL MLS# O6447692
  • Recently Listed with Virtual Tour
1 of 25
$560,000
3

Beds

2.0

Baths

2,304

Sq.Ft.

1539 HAWKESBURY COURT

Winter Garden, FL

Courtesy of REMAX SUNSTATE REALTY
View 14791 FIELD DAISY DRIVE Winter Garden, FL MLS# O6447800
  • Recently Listed with Virtual Tour
1 of 40
$531,055
3

Beds

2.1

Baths

1,992

Sq.Ft.

14791 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of TAYLOR MORRISON REALTY OF FLORIDA INC
View 1396 ROXY LANE Winter Garden, FL MLS# O6447958
  • Recently Listed
1 of 59
$499,900
4

Beds

3.0

Baths

2,030

Sq.Ft.

1396 ROXY LANE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 9936 PALLIDA HICKORY WAY Winter Garden, FL MLS# O6447966
  • Recently Listed with Virtual Tour
1 of 37
$468,000
3

Beds

2.1

Baths

1,744

Sq.Ft.

9936 PALLIDA HICKORY WAY

Winter Garden, FL

Courtesy of RC GROUP REALTY LLC
View 939 KYLEE ALLEY Winter Garden, FL MLS# O6447293
  • Recently Listed with Virtual Tour
1 of 39
OPEN HOUSE: Saturday 10/10 12:00 PM - 2:00 PM
$670,000
3

Beds

2.1

Baths

1,772

Sq.Ft.

939 KYLEE ALLEY

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 923 COLIE ALLEY Winter Garden, FL MLS# O6445624
  • Recently Listed with Virtual Tour
1 of 27
$610,000
3

Beds

2.1

Baths

1,786

Sq.Ft.

923 COLIE ALLEY

Winter Garden, FL

Courtesy of CFRP REALTY LLC
View 228 STANTON ESTATES CIRCLE Winter Garden, FL MLS# O6447271
  • Recently Listed with Virtual Tour
1 of 47
$1,425,000
4

Beds

4.0

Baths

4,189

Sq.Ft.

228 STANTON ESTATES CIRCLE

Winter Garden, FL

Courtesy of MERDIAN REALTY LLC
View 9356 TYRELLA PINE TRAIL Winter Garden, FL MLS# O6446296
  • Recently Listed with Virtual Tour
1 of 37
$495,000
4

Beds

2.1

Baths

1,838

Sq.Ft.

9356 TYRELLA PINE TRAIL

Winter Garden, FL

Courtesy of POINTON REALTY INC
View 14501 GROVE RESORT 2304 Winter Garden, FL MLS# O6447002
  • Recently Listed with Virtual Tour
1 of 49
$165,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT 2304

Winter Garden, FL

Courtesy of KELLER WILLIAMS EAGLE REALTY
View 16387 TALIESIN STREET Winter Garden, FL MLS# O6445800
  • Recently Listed with Virtual Tour
1 of 61
$620,000
3

Beds

2.1

Baths

2,130

Sq.Ft.

16387 TALIESIN STREET

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS

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

976

Estimated median home price

$595,000
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 - 200K33
$200K - 300K71
$300K - 400K75
$400K - 500K159
$500K - 600K158
$600K - 700K103
$700K - 800K113
$800K - 900K102
$900K - 1M60
$1M - Max101

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family667
Townhouse152
Condo119
Commercial6
Rental221
Lots and Land27
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home0
Farms0

(Data as of 10/7/2026)

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 10/7/2026.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. 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.

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Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Copyright © 2026 Midwest Real Estate Data LLC.

Data is updated as of 10/7/2026.

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.

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 BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

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. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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.

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 10/7/2026.