239 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 6072 GLORY BOWER DRIVE Winter Garden, FL MLS# O6389207
  • Recently Listed with Virtual Tour
1 of 37
$479,000
3

Beds

2.1

Baths

2,128

Sq.Ft.

6072 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of INTOP REALTY LLC
View 1408 SPRING RIDGE DRIVE Winter Garden, FL MLS# O6390610
  • Recently Listed with Virtual Tour
1 of 25
$469,000
3

Beds

2.0

Baths

1,614

Sq.Ft.

1408 SPRING RIDGE DRIVE

Winter Garden, FL

Courtesy of SOUTHERN HERITAGE REALTY, INC
View 6530 PASTURELANDS PLACE Winter Garden, FL MLS# O6390459
  • Recently Listed with Virtual Tour
1 of 53
$515,000
3

Beds

2.1

Baths

2,067

Sq.Ft.

6530 PASTURELANDS PLACE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
The time to sell is now! THE TIME TO SELL IS NOW!
View 8156 WOOD SAGE DRIVE Winter Garden, FL MLS# V4947783
  • Recently Listed with Virtual Tour
1 of 42
$459,000
3

Beds

2.1

Baths

1,853

Sq.Ft.

8156 WOOD SAGE DRIVE

Winter Garden, FL

Courtesy of APARO-GRIFFIN PROPERTIES INC
View 17055 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5109480
$580,682
4

Beds

3.0

Baths

2,102

Sq.Ft.

17055 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1419 HUNTERMAN LANE Winter Garden, FL MLS# O6390064
$479,900
5

Beds

4.1

Baths

2,840

Sq.Ft.

1419 HUNTERMAN LANE

Winter Garden, FL

Courtesy of ENTERA REALTY LLC
View 16149 WIND VIEW LANE Winter Garden, FL MLS# O6389892
$505,000
3

Beds

2.1

Baths

2,036

Sq.Ft.

16149 WIND VIEW LANE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 18185 CIDER MILL LANE Winter Garden, FL MLS# O6389891
  • Recently Listed with Virtual Tour
1 of 15
$470,500
3

Beds

2.1

Baths

1,817

Sq.Ft.

18185 CIDER MILL LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 2230 ROMANUM DRIVE Winter Garden, FL MLS# O6389947
  • Recently Listed with Virtual Tour
1 of 29
$565,000
4

Beds

4.0

Baths

2,562

Sq.Ft.

2230 ROMANUM DRIVE

Winter Garden, FL

Courtesy of SELECTA REALTY LLC
View 9936 GOLDEN LAGOON ALLEY Winter Garden, FL MLS# O6390052
  • Recently Listed with Virtual Tour
1 of 41
$475,000
4

Beds

2.1

Baths

1,816

Sq.Ft.

9936 GOLDEN LAGOON ALLEY

Winter Garden, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 13837 LANYARD WAY Winter Garden, FL MLS# O6388993
  • Recently Listed with Virtual Tour
1 of 38
$500,000
3

Beds

2.1

Baths

1,994

Sq.Ft.

13837 LANYARD WAY

Winter Garden, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 374 MILLWOOD PLACE Winter Garden, FL MLS# O6387757
  • Recently Listed with Virtual Tour
1 of 70
$575,000
3

Beds

2.0

Baths

2,200

Sq.Ft.

374 MILLWOOD PLACE

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 14143 TITLE WAY Winter Garden, FL MLS# O6388764
  • Recently Listed with Virtual Tour
1 of 43
$485,000
4

Beds

2.1

Baths

1,992

Sq.Ft.

14143 TITLE WAY

Winter Garden, FL

Courtesy of AAA GLOBAL VENTURES PA
View 1112 JUNIPER HAMMOCK COURT Winter Garden, FL MLS# O6388013
  • Recently Listed with Virtual Tour
1 of 44
$530,000
4

Beds

2.0

Baths

2,545

Sq.Ft.

1112 JUNIPER HAMMOCK COURT

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 2621 SHIREHALL LANE Winter Garden, FL MLS# O6386585
$500,000
3

Beds

2.0

Baths

1,960

Sq.Ft.

2621 SHIREHALL LANE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 15333 HAMLIN PARK DRIVE Winter Garden, FL MLS# TB8483746
  • Recently Listed with Virtual Tour
1 of 31
$489,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

15333 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 7007 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6388545
  • Recently Listed with Virtual Tour
1 of 22
$470,000
3

Beds

2.1

Baths

1,845

Sq.Ft.

7007 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 628 ORANGE BELT LOOP Winter Garden, FL MLS# O6389653
  • Recently Listed with Virtual Tour
1 of 68
$529,900
3

Beds

2.1

Baths

1,850

Sq.Ft.

628 ORANGE BELT LOOP

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 9354 MCLAREN ALLEY Winter Garden, FL MLS# O6390060
  • Recently Listed with Virtual Tour
1 of 59
$545,000
3

Beds

2.1

Baths

2,014

Sq.Ft.

9354 MCLAREN ALLEY

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 16848 HAMLIN VISTA ALLEY Winter Garden, FL MLS# O6387459
  • Recently Listed with Virtual Tour
1 of 37
OPEN HOUSE: Sunday 3/15 11:00 AM - 2:00 PM
$575,000
4

Beds

3.0

Baths

2,088

Sq.Ft.

16848 HAMLIN VISTA ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS

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

936

Estimated median home price

$590,245
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 - 100K4
$100K - 200K11
$200K - 300K93
$300K - 400K78
$400K - 500K151
$500K - 600K157
$600K - 700K110
$700K - 800K93
$800K - 900K73
$900K - 1M59
$1M - Max107

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family639
Townhouse134
Condo127
Commercial11
Rental223
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 3/15/2026)

Information deemed reliable but not guaranteed.

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 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.

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.

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 3/15/2026.

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 3/15/2026.