973 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 14501 GROVE RESORT AVENUE 3239 Winter Garden, FL MLS# S5160379
$165,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3239

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 16549 PARABLE WAY Winter Garden, FL MLS# O6453528
  • Recently Listed
1 of 46
$545,000
4

Beds

3.1

Baths

2,494

Sq.Ft.

16549 PARABLE WAY

Winter Garden, FL

Courtesy of RC GROUP REALTY LLC
View 15633 PANTHER LAKE DRIVE Winter Garden, FL MLS# O6453209
  • Recently Listed with Virtual Tour
1 of 64
$2,395,000
4

Beds

4.1

Baths

4,556

Sq.Ft.

15633 PANTHER LAKE DRIVE

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 5567 CYPRESS HILL ROAD Winter Garden, FL MLS# O6453267
$519,995
3

Beds

2.0

Baths

1,650

Sq.Ft.

5567 CYPRESS HILL ROAD

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION
View 15646 SWEET LEMON WAY Winter Garden, FL MLS# O6449177
  • Recently Listed with Virtual Tour
1 of 48
$1,950,000
5

Beds

3.1

Baths

3,871

Sq.Ft.

15646 SWEET LEMON WAY

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 721 FOSTER AVENUE Winter Garden, FL MLS# O6451848
  • Recently Listed with Virtual Tour
1 of 19
$699,000
7

Beds

3.0

Baths

2,245

Sq.Ft.

721 FOSTER AVENUE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 14026 FRASIER STREET Winter Garden, FL MLS# O6451346
  • Recently Listed with Virtual Tour
1 of 46
$464,900
3

Beds

2.1

Baths

1,985

Sq.Ft.

14026 FRASIER STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 15102 STUTTGART ALLEY Winter Garden, FL MLS# O6452362
  • Recently Listed with Virtual Tour
1 of 32
$525,000
4

Beds

2.1

Baths

2,204

Sq.Ft.

15102 STUTTGART ALLEY

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
View 14492 SUNBRIDGE CIRCLE Winter Garden, FL MLS# S5160319
$1,060,000
5

Beds

4.0

Baths

4,436

Sq.Ft.

14492 SUNBRIDGE CIRCLE

Winter Garden, FL

Courtesy of FLORIDA REALTY TEAM OF CENTRAL
View 390 GROVE COURT Winter Garden, FL MLS# O6452674
  • Recently Listed
1 of 71
$585,000
3

Beds

2.0

Baths

1,660

Sq.Ft.

390 GROVE COURT

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 13055 SANDCASTLE DRIVE Winter Garden, FL MLS# O6453203
  • Recently Listed with Virtual Tour
1 of 35
$874,990
3

Beds

3.1

Baths

2,808

Sq.Ft.

13055 SANDCASTLE DRIVE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 14503 AVENUE OF THE RUSHES Winter Garden, FL MLS# O6450700
$850,000
4

Beds

3.1

Baths

3,315

Sq.Ft.

14503 AVENUE OF THE RUSHES

Winter Garden, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 740 MAGNOLIA STREET Winter Garden, FL MLS# O6452679
  • Recently Listed
1 of 3
OPEN HOUSE: Saturday 10/31 1:00 PM - 4:00 PM
$850,000
5

Beds

2.1

Baths

2,557

Sq.Ft.

740 MAGNOLIA STREET

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 730 MAGNOLIA STREET Winter Garden, FL MLS# O6452698
  • Recently Listed
1 of 3
OPEN HOUSE: Saturday 10/31 1:00 PM - 4:00 PM
$850,000
5

Beds

2.1

Baths

2,557

Sq.Ft.

730 MAGNOLIA STREET

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 13537 SPLASHING ISLA DRIVE Winter Garden, FL MLS# TB8560424
  • Recently Listed with Virtual Tour
1 of 66
$430,000
3

Beds

2.0

Baths

1,574

Sq.Ft.

13537 SPLASHING ISLA DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS-PLANT CITY
View 9380 BOLSHOI ALLEY Winter Garden, FL MLS# O6452249
  • Recently Listed with Virtual Tour
1 of 30
$455,000
3

Beds

2.1

Baths

1,691

Sq.Ft.

9380 BOLSHOI ALLEY

Winter Garden, FL

Courtesy of REALTY ONE GROUP INSPIRATION
View 6707 MARMALADE ALLEY Winter Garden, FL MLS# O6452928
$480,000
4

Beds

3.1

Baths

1,902

Sq.Ft.

6707 MARMALADE ALLEY

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 2139 TILLMAN AVENUE Winter Garden, FL MLS# S5160111
$825,000
4

Beds

4.0

Baths

3,078

Sq.Ft.

2139 TILLMAN AVENUE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 617 Marsh Reed Drive Winter Garden, FL MLS# 1090823
$775,000
5

Beds

4.0

Baths

3,164

Sq.Ft.

617 Marsh Reed Drive

Winter Garden, FL

Brevard
View 14656 PYLON COURT Winter Garden, FL MLS# O6452240
  • Recently Listed with Virtual Tour
1 of 66
$2,300,000
7

Beds

6.1

Baths

4,634

Sq.Ft.

14656 PYLON COURT

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES 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

972

Estimated median home price

$599,000
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 - 200K35
$200K - 300K73
$300K - 400K73
$400K - 500K150
$500K - 600K164
$600K - 700K112
$700K - 800K107
$800K - 900K108
$900K - 1M50
$1M - Max99

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family665
Townhouse149
Condo120
Commercial6
Rental241
Lots and Land25
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 10/28/2026)

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 10/28/2026.

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 10/28/2026.

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.

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 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 10/28/2026.