781 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 15401 PORTER ROAD Winter Garden, FL MLS# S5140743
  • Recently Listed with Virtual Tour
1 of 49
$558,000
5

Beds

3.0

Baths

2,322

Sq.Ft.

15401 PORTER ROAD

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 14090 AVENUE OF THE GROVES Winter Garden, FL MLS# O6367193
  • Recently Listed with Virtual Tour
1 of 29
$349,990
2

Beds

2.1

Baths

1,076

Sq.Ft.

14090 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of DTB FLORIDA REALTY, INC.
View 64 ZACHARY WADE STREET Winter Garden, FL MLS# O6370095
  • Recently Listed with Virtual Tour
1 of 33
$480,000
4

Beds

2.0

Baths

1,888

Sq.Ft.

64 ZACHARY WADE STREET

Winter Garden, FL

Courtesy of REALTY AND COMPANY INT., LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11195 GREEN CITRON ALLEY Winter Garden, FL MLS# TB8459795
  • Recently Listed with Virtual Tour
1 of 39
$624,990
3

Beds

2.0

Baths

1,791

Sq.Ft.

11195 GREEN CITRON ALLEY

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 14501 GROVE RESORT AVENUE 1746 Winter Garden, FL MLS# S5140877
$210,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1746

Winter Garden, FL

Courtesy of KATHRYN VALENTINE PA
View 81 WINDTREE LANE 104 Winter Garden, FL MLS# G5105928
$215,000
2

Beds

2.0

Baths

918

Sq.Ft.

81 WINDTREE LANE 104

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6837 Pasturelands Pl Winter Garden, FL MLS# A11936347
  • Recently Listed with Virtual Tour
1 of 16
$465,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

6837 Pasturelands Pl

Winter Garden, FL

Courtesy of SPACE REAL ESTATE AGENCY
View 16632 POINT ROCK DRIVE Winter Garden, FL MLS# OM715702
$550,000
4

Beds

3.1

Baths

2,292

Sq.Ft.

16632 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of REMAX/PREMIER REALTY
View 5074 BREEZY ACRES STREET Winter Garden, FL MLS# O6369788
  • Recently Listed with Virtual Tour
1 of 56
OPEN HOUSE: Sunday 1/4 7:00 AM - 8:00 AM
$900,000
7

Beds

4.1

Baths

4,720

Sq.Ft.

5074 BREEZY ACRES STREET

Winter Garden, FL

Courtesy of NEW HEIGHTS REALTY GROUP
View 3136 IRISH PEACH DRIVE Winter Garden, FL MLS# O6367113
  • Recently Listed with Virtual Tour
1 of 35
$599,900
3

Beds

2.0

Baths

2,136

Sq.Ft.

3136 IRISH PEACH DRIVE

Winter Garden, FL

Courtesy of CASTLE REALTY PROFESSIONAL GROUP LLC
View 6007 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5105905
$674,475
4

Beds

2.1

Baths

2,235

Sq.Ft.

6007 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15479 SUGAR CITRUS DRIVE Winter Garden, FL MLS# O6369431
  • Recently Listed with Virtual Tour
1 of 77
$450,000
4

Beds

3.0

Baths

1,853

Sq.Ft.

15479 SUGAR CITRUS DRIVE

Winter Garden, FL

Courtesy of ALLIANCE REALTY ENTERPRISES INC
View 14501 GROVE RESORT AVENUE 2534 Winter Garden, FL MLS# O6369252
  • Recently Listed with Virtual Tour
1 of 22
$265,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2534

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 13169 CALMING BREEZE WAY Winter Garden, FL MLS# G5105866
  • Recently Listed with Virtual Tour
1 of 64
$549,990
3

Beds

2.1

Baths

2,078

Sq.Ft.

13169 CALMING BREEZE WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13013 SERENE GLADE ROAD Winter Garden, FL MLS# G5105868
  • Recently Listed with Virtual Tour
1 of 57
$579,990
3

Beds

2.1

Baths

1,836

Sq.Ft.

13013 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14501 GROVE RESORT AVENUE 3230 Winter Garden, FL MLS# S5140628
  • Recently Listed with Virtual Tour
1 of 34
$235,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3230

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 7327 DUXBURY LANE Winter Garden, FL MLS# O6369786
  • Recently Listed with Virtual Tour
1 of 25
$370,000
2

Beds

2.1

Baths

1,456

Sq.Ft.

7327 DUXBURY LANE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 873 GAYLE MILL DRIVE Winter Garden, FL MLS# O6368964
$940,000
4

Beds

3.1

Baths

2,677

Sq.Ft.

873 GAYLE MILL DRIVE

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 18344 OLIVER TWIST WAY Winter Garden, FL MLS# S5140531
  • Recently Listed with Virtual Tour
1 of 34
$789,990
4

Beds

3.0

Baths

2,924

Sq.Ft.

18344 OLIVER TWIST WAY

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 8197 LAKEVIEW CROSSING DRIVE Winter Garden, FL MLS# TB8458488
  • Recently Listed with Virtual Tour
1 of 34
$499,900
3

Beds

2.0

Baths

1,685

Sq.Ft.

8197 LAKEVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, 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

786

Estimated median home price

$585,000
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 - 100K7
$100K - 200K8
$200K - 300K65
$300K - 400K82
$400K - 500K139
$500K - 600K123
$600K - 700K88
$700K - 800K68
$800K - 900K64
$900K - 1M49
$1M - Max93

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family507
Townhouse122
Condo111
Commercial10
Rental230
Lots and Land32
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 12/31/2025)

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.

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 2025 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 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 2025 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 12/31/2025.

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 12/31/2025.