524 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 16827 HOBE SOUND COURT Winter Garden, FL MLS# O6376919
  • New Construction with Virtual Tour
1 of 18
$648,075
4

Beds

3.1

Baths

2,489

Sq.Ft.

16827 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16333 INGRAM HILLS ALLEY Winter Garden, FL MLS# TB8468956
  • New Construction with Virtual Tour
1 of 15
$423,999
3

Beds

2.1

Baths

1,660

Sq.Ft.

16333 INGRAM HILLS ALLEY

Winter Garden, FL

Courtesy of HOME SOLD REALTY LLC
View 1422 BASIN STREET Winter Garden, FL MLS# O6377176
$179,000
4

Beds

1.0

Baths

880

Sq.Ft.

1422 BASIN STREET

Winter Garden, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
The time to sell is now! THE TIME TO SELL IS NOW!
View 13360 SUNNY RETREAT LANE Winter Garden, FL MLS# S5142297
  • Adult Community with Virtual Tour
1 of 62
$585,000
3

Beds

2.0

Baths

2,000

Sq.Ft.

13360 SUNNY RETREAT LANE

Winter Garden, FL

Courtesy of FRONTLINE FLORIDA REALTY, INC.
View 13820 ORCHARD LEAF WAY Winter Garden, FL MLS# O6378000
$399,000
4

Beds

2.1

Baths

1,657

Sq.Ft.

13820 ORCHARD LEAF WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 9456 KOMIKA LANE W 1 Winter Garden, FL MLS# S5142815
$470,000
3

Beds

2.0

Baths

1,705

Sq.Ft.

9456 KOMIKA LANE W 1

Winter Garden, FL

Courtesy of GILVAN REALTY CORP.
View 730 RIVER GRASS LANE Winter Garden, FL MLS# G5107248
$649,900
5

Beds

3.0

Baths

2,647

Sq.Ft.

730 RIVER GRASS LANE

Winter Garden, FL

Courtesy of ASSIST2SELL BUYERS & SELLERS
View 1261 WINTER GREEN WAY Winter Garden, FL MLS# O6372438
$240,000
3

Beds

2.0

Baths

1,400

Sq.Ft.

1261 WINTER GREEN WAY

Winter Garden, FL

Courtesy of RE/MAX ASSURED
View 15062 GROVESIDE ROAD Winter Garden, FL MLS# O6376638
  • New Construction with Virtual Tour
1 of 8
$497,940
3

Beds

2.1

Baths

1,846

Sq.Ft.

15062 GROVESIDE ROAD

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 16622 PARABLE WAY Winter Garden, FL MLS# O6376696
$649,000
4

Beds

3.0

Baths

2,136

Sq.Ft.

16622 PARABLE WAY

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 6524 PASTURELANDS PLACE Winter Garden, FL MLS# S5141842
$505,000
4

Beds

3.0

Baths

2,328

Sq.Ft.

6524 PASTURELANDS PLACE

Winter Garden, FL

Courtesy of WATSON REALTY CORP
View 12748 BRODLOVE LANE Winter Garden, FL MLS# O6376072
$445,999
3

Beds

2.1

Baths

1,796

Sq.Ft.

12748 BRODLOVE LANE

Winter Garden, FL

Courtesy of CASA SOL REALTY LLC
View 12748 Brodlove Ln Winter Garden, FL MLS# A11951564
$445,999
3

Beds

2.1

Baths

1,796

Sq.Ft.

12748 Brodlove Ln

Winter Garden, FL

Courtesy of CASA SOL REALTY LLC
View 707 GRASSY STONE DRIVE Winter Garden, FL MLS# O6376356
$550,000
4

Beds

2.0

Baths

2,398

Sq.Ft.

707 GRASSY STONE DRIVE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 915 WESTCLIFFE DRIVE Winter Garden, FL MLS# G5107429
$630,000
5

Beds

3.1

Baths

2,868

Sq.Ft.

915 WESTCLIFFE DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 900 WALKERS GROVE LANE Winter Garden, FL MLS# O6376036
$490,000
3

Beds

2.1

Baths

1,905

Sq.Ft.

900 WALKERS GROVE LANE

Winter Garden, FL

Courtesy of SPECTRUM PROPERTY GROUP LLC
View 14501 GROVE RESORT AVENUE 1503 Winter Garden, FL MLS# S5142327
$285,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1503

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14051 GROVE RESORT AVENUE 1705 Winter Garden, FL MLS# O6371816
$215,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14051 GROVE RESORT AVENUE 1705

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 5668 WESTVIEW PARK DRIVE Winter Garden, FL MLS# O6375630
  • New Construction with Virtual Tour
1 of 8
$493,030
3

Beds

2.1

Baths

1,881

Sq.Ft.

5668 WESTVIEW PARK DRIVE

Winter Garden, FL

Courtesy of DRB GROUP REALTY, LLC
View 14501 Grove Resort Ave 3714 Winter Garden, FL MLS# A11949993
$289,000
2

Beds

2.0

Baths

14501 Grove Resort Ave 3714

Winter Garden, FL

Courtesy of UNITED REALTY GROUP 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

902

Estimated median home price

$592,915
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 - 100K7
$100K - 200K13
$200K - 300K88
$300K - 400K78
$400K - 500K149
$500K - 600K139
$600K - 700K109
$700K - 800K87
$800K - 900K68
$900K - 1M61
$1M - Max103

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family607
Townhouse130
Condo126
Commercial9
Rental223
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/4/2026)

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 3/5/2026.

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 3/5/2026.

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 3/5/2026.