880 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 8768 SONOMA COAST DRIVE Winter Garden, FL MLS# O6378658
  • Recently Listed with Virtual Tour
1 of 41
$1,025,000
5

Beds

5.0

Baths

3,416

Sq.Ft.

8768 SONOMA COAST DRIVE

Winter Garden, FL

Courtesy of ANA PENA REALTY CORP
View 16115 JOHNS LAKE OVERLOOK DRIVE Winter Garden, FL MLS# O6376626
$1,420,000
5

Beds

4.1

Baths

4,965

Sq.Ft.

16115 JOHNS LAKE OVERLOOK DRIVE

Winter Garden, FL

Courtesy of POWERHOUSE REAL ESTATE NETWORK
View 14046 FOX GLOVE STREET Winter Garden, FL MLS# G5107479
$765,000
4

Beds

3.0

Baths

2,970

Sq.Ft.

14046 FOX GLOVE STREET

Winter Garden, FL

Courtesy of ENGEL & VOLKERS ORLANDO DR PHILLIPS
The time to sell is now! THE TIME TO SELL IS NOW!
View 6393 WILD PERSIMMON WAY Winter Garden, FL MLS# G5107521
  • New Construction
1 of 2
$797,210
3

Beds

3.1

Baths

2,515

Sq.Ft.

6393 WILD PERSIMMON WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14501 GROVE RESORT AVENUE 3128 Winter Garden, FL MLS# G5107535
$250,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3128

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 10072 MEMOIR AVENUE Winter Garden, FL MLS# O6378568
$419,000
3

Beds

2.1

Baths

1,717

Sq.Ft.

10072 MEMOIR AVENUE

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 4937 WILDWOOD POINTE ROAD Winter Garden, FL MLS# S5142834
$889,000
5

Beds

4.0

Baths

3,289

Sq.Ft.

4937 WILDWOOD POINTE ROAD

Winter Garden, FL

Courtesy of OLIVO REALTY GROUP, LLC
View 16669 VARONE COVE COURT Winter Garden, FL MLS# O6375749
  • Recently Listed with Virtual Tour
1 of 81
$1,450,000
7

Beds

5.0

Baths

5,613

Sq.Ft.

16669 VARONE COVE COURT

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 16461 OLIVE HILL DRIVE Winter Garden, FL MLS# O6379181
  • Recently Listed with Virtual Tour
1 of 41
$594,990
3

Beds

2.1

Baths

2,008

Sq.Ft.

16461 OLIVE HILL DRIVE

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 14633 WHITTRIDGE DRIVE Winter Garden, FL MLS# O6379535
$599,901
3

Beds

2.0

Baths

2,224

Sq.Ft.

14633 WHITTRIDGE DRIVE

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 14170 JOMATT LOOP Winter Garden, FL MLS# O6378885
  • Virtual Tour
1 of 52
$775,000
4

Beds

3.0

Baths

2,931

Sq.Ft.

14170 JOMATT LOOP

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 14730 AVENUE OF THE RUSHES Winter Garden, FL MLS# TB8470998
  • Recently Listed with Virtual Tour
1 of 85
$3,195,000
5

Beds

5.1

Baths

5,100

Sq.Ft.

14730 AVENUE OF THE RUSHES

Winter Garden, FL

Courtesy of PEOPLE'S CHOICE REALTY SVC LLC
View 1044 WOODSON HAMMOCK CIRCLE Winter Garden, FL MLS# O6377296
$520,000
4

Beds

2.0

Baths

2,487

Sq.Ft.

1044 WOODSON HAMMOCK CIRCLE

Winter Garden, FL

Courtesy of MARKET CONNECT REALTY LLC
View 8906 DODDINGTON WAY Winter Garden, FL MLS# O6377538
$550,000
4

Beds

3.0

Baths

2,352

Sq.Ft.

8906 DODDINGTON WAY

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 5121 PASSION FLOWER WAY Winter Garden, FL MLS# O6376887
$629,100
4

Beds

2.1

Baths

2,114

Sq.Ft.

5121 PASSION FLOWER WAY

Winter Garden, FL

Courtesy of MIAMI REALTY SOLUTION GROUP
View 11241 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6378044
  • New Construction with Virtual Tour
1 of 18
$807,946
4

Beds

3.0

Baths

2,113

Sq.Ft.

11241 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 12456 WESTFIELD LAKES CIRCLE Winter Garden, FL MLS# O6377406
$549,000
4

Beds

3.0

Baths

2,180

Sq.Ft.

12456 WESTFIELD LAKES CIRCLE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 14553 DRIFTWOOD COURT Winter Garden, FL MLS# O6376934
$949,900
5

Beds

3.2

Baths

4,744

Sq.Ft.

14553 DRIFTWOOD COURT

Winter Garden, FL

Courtesy of THE WILKINS WAY LLC
View 1556 COLUSO DRIVE Winter Garden, FL MLS# O6377620
  • Virtual Tour
1 of 38
$625,000
4

Beds

2.1

Baths

1,916

Sq.Ft.

1556 COLUSO DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14008 JOMATT LOOP Winter Garden, FL MLS# O6376903
  • Virtual Tour
1 of 47
$650,000
4

Beds

3.0

Baths

2,952

Sq.Ft.

14008 JOMATT LOOP

Winter Garden, FL

Courtesy of THE AGENCY FL

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

877

Estimated median home price

$594,990
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

Price Count
$0 - 100K 6
$100K - 200K 12
$200K - 300K 84
$300K - 400K 77
$400K - 500K 144
$500K - 600K 136
$600K - 700K 103
$700K - 800K 83
$800K - 900K 71
$900K - 1M 62
$1M - Max 99

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 589
Townhouse 127
Condo 122
Commercial 9
Rental 241
Lots and Land 28
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 2/23/2026)

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 2/23/2026.

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 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.

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 2/23/2026.

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 2/23/2026.