244 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 8154 COMMON TEAL COURT Winter Garden, FL MLS# O6454215
  • Recently Listed with Virtual Tour
1 of 29
$645,000
4

Beds

3.0

Baths

2,274

Sq.Ft.

8154 COMMON TEAL COURT

Winter Garden, FL

Courtesy of LUXE HUNTER REAL ESTATE
View 8877 LAKESHORE POINTE DR Winter Garden, FL MLS# A12115513
  • Recently Listed with Virtual Tour
1 of 35
$650,000
4

Beds

3.1

Baths

8877 LAKESHORE POINTE DR

Winter Garden, FL

Courtesy of GRAND REALTY OF AMERICA, CORP.
View 8877 LAKESHORE POINTE DRIVE Winter Garden, FL MLS# O6454023
$650,000
4

Beds

3.1

Baths

3,049

Sq.Ft.

8877 LAKESHORE POINTE DRIVE

Winter Garden, FL

Courtesy of GRAND REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View Address not provided Winter Garden, FL MLS# O6453863
  • Recently Listed with Virtual Tour
1 of 33
$530,000
3

Beds

3.1

Baths

2,072

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 16549 PARABLE WAY Winter Garden, FL MLS# O6453528
  • Recently Listed with Virtual Tour
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 5567 CYPRESS HILL ROAD Winter Garden, FL MLS# O6453267
  • Recently Listed with Virtual Tour
1 of 39
$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 15102 STUTTGART ALLEY Winter Garden, FL MLS# O6452362
  • Recently Listed with Virtual Tour
1 of 62
$525,000
4

Beds

2.1

Baths

2,204

Sq.Ft.

15102 STUTTGART ALLEY

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
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 14517 BLACK LAKE PRESERVE STREET Winter Garden, FL MLS# O6453142
$600,000
4

Beds

2.1

Baths

2,569

Sq.Ft.

14517 BLACK LAKE PRESERVE STREET

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 8943 LAKESHORE POINTE DRIVE Winter Garden, FL MLS# OM734569
  • Recently Listed with Virtual Tour
1 of 40
$639,900
3

Beds

2.1

Baths

2,052

Sq.Ft.

8943 LAKESHORE POINTE DRIVE

Winter Garden, FL

Courtesy of TROPIC SHORES REALTY
View 13006 SERENE GLADE ROAD Winter Garden, FL MLS# S5160084
  • Recently Listed with Virtual Tour
1 of 31
$498,900
3

Beds

2.1

Baths

2,096

Sq.Ft.

13006 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5513 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6452296
  • Recently Listed with Virtual Tour
1 of 69
OPEN HOUSE: Sunday 11/1 2:00 PM - 4:00 PM
$575,000
3

Beds

2.0

Baths

1,920

Sq.Ft.

5513 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of THE SIMON SIMAAN GROUP
View 1947 BAY CLOVER DRIVE Winter Garden, FL MLS# O6448444
$650,000
5

Beds

4.0

Baths

2,877

Sq.Ft.

1947 BAY CLOVER DRIVE

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 524 S HIGHLAND AVENUE Winter Garden, FL MLS# O6451915
$518,000
3

Beds

2.0

Baths

1,782

Sq.Ft.

524 S HIGHLAND AVENUE

Winter Garden, FL

Courtesy of TARA MOORE REAL ESTATE
View 5522 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6451777
  • Recently Listed with Virtual Tour
1 of 73
$499,900
3

Beds

2.0

Baths

2,072

Sq.Ft.

5522 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 921 WESTCLIFFE DRIVE Winter Garden, FL MLS# O6449499
  • Recently Listed with Virtual Tour
1 of 30
$570,000
4

Beds

2.1

Baths

2,354

Sq.Ft.

921 WESTCLIFFE DRIVE

Winter Garden, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 10097 BEACH PORT DRIVE Winter Garden, FL MLS# O6448875
$579,900
3

Beds

3.0

Baths

2,200

Sq.Ft.

10097 BEACH PORT DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 108 DOE RUN DRIVE Winter Garden, FL MLS# O6451420
  • Recently Listed
1 of 34
$620,000
4

Beds

3.0

Baths

2,835

Sq.Ft.

108 DOE RUN DRIVE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 14230 SUNRIDGE BOULEVARD Winter Garden, FL MLS# O6450563
  • Recently Listed with Virtual Tour
1 of 43
$629,900
3

Beds

2.0

Baths

2,270

Sq.Ft.

14230 SUNRIDGE BOULEVARD

Winter Garden, FL

Courtesy of VALIANT REALTY GROUP LLC
View 14355 BRAEMAR STREET Winter Garden, FL MLS# S5160001
  • Recently Listed with Virtual Tour
1 of 38
$535,000
3

Beds

2.1

Baths

2,206

Sq.Ft.

14355 BRAEMAR STREET

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.

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

950

Estimated median home price

$599,900
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 - 200K36
$200K - 300K71
$300K - 400K71
$400K - 500K144
$500K - 600K157
$600K - 700K111
$700K - 800K109
$800K - 900K105
$900K - 1M49
$1M - Max96

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family651
Townhouse143
Condo118
Commercial6
Rental233
Lots and Land25
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 11/1/2026)

Information deemed reliable but not guaranteed.

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 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 11/1/2026.

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 11/1/2026.