225 total properties
Listings provided on behalf of Weichert Realtors - Hallmark Properties
View 13360 SUNNY RETREAT LANE Winter Garden, FL MLS# S5156584
  • Recently Listed with Virtual Tour
1 of 62
$595,000
3

Beds

2.0

Baths

2,000

Sq.Ft.

13360 SUNNY RETREAT LANE

Winter Garden, FL

View 2420 BALFORN TOWER WAY Winter Garden, FL MLS# O6438016
$619,900
3

Beds

2.0

Baths

1,572

Sq.Ft.

2420 BALFORN TOWER WAY

Winter Garden, FL

View 11006 ROBERT FROST DRIVE Winter Garden, FL MLS# O6437992
  • Recently Listed with Virtual Tour
1 of 44
$629,000
4

Beds

3.0

Baths

2,136

Sq.Ft.

11006 ROBERT FROST DRIVE

Winter Garden, FL

Courtesy of LUXE PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 13235 SPRING GROVE WAY Winter Garden, FL MLS# O6437214
  • Recently Listed with Virtual Tour
1 of 46
$595,000
3

Beds

2.0

Baths

1,916

Sq.Ft.

13235 SPRING GROVE WAY

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 393 LAKE AMBERLEIGH DRIVE Winter Garden, FL MLS# O6436549
  • Recently Listed with Virtual Tour
1 of 29
$600,000
3

Beds

2.1

Baths

2,684

Sq.Ft.

393 LAKE AMBERLEIGH DRIVE

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 16771 OAKBORO STREET STREET Winter Garden, FL MLS# O6436008
$787,000
5

Beds

4.0

Baths

2,840

Sq.Ft.

16771 OAKBORO STREET STREET

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN
View 7278 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6436600
  • Recently Listed with Virtual Tour
1 of 30
$599,000
4

Beds

2.0

Baths

2,014

Sq.Ft.

7278 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 12349 SILK MIMOSA ALLEY Winter Garden, FL MLS# O6436494
$652,990
4

Beds

4.0

Baths

2,622

Sq.Ft.

12349 SILK MIMOSA ALLEY

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 17307 BAL HARBOUR DRIVE Winter Garden, FL MLS# O6436527
  • Recently Listed with Virtual Tour
1 of 47
$660,000
3

Beds

2.0

Baths

2,123

Sq.Ft.

17307 BAL HARBOUR DRIVE

Winter Garden, FL

Courtesy of LOVELAND PROPERTIES
View 301 VALENCIA COURT Winter Garden, FL MLS# NS1089084
  • Recently Listed with Virtual Tour
1 of 29
$750,000
4

Beds

2.1

Baths

2,029

Sq.Ft.

301 VALENCIA COURT

Winter Garden, FL

View 301 VALENCIA COURT Winter Garden, FL MLS# NS1089084
  • Recently Listed with Virtual Tour
1 of 29
$750,000
4

Beds

2.1

Baths

2,029

Sq.Ft.

301 VALENCIA COURT

Winter Garden, FL

Courtesy of WHITE WHALE REAL ESTATE
View 5024 PALMETTO PARK DRIVE Winter Garden, FL MLS# O6436423
  • Recently Listed with Virtual Tour
1 of 32
$779,000
4

Beds

3.1

Baths

3,064

Sq.Ft.

5024 PALMETTO PARK DRIVE

Winter Garden, FL

View 16319 HONEY HARVEST STREET Winter Garden, FL MLS# O6430058
  • Recently Listed with Virtual Tour
1 of 14
$614,999
4

Beds

3.1

Baths

2,332

Sq.Ft.

16319 HONEY HARVEST STREET

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 8711 EDEN COVE DRIVE Winter Garden, FL MLS# O6434770
  • Recently Listed with Virtual Tour
1 of 37
$699,000
4

Beds

3.0

Baths

2,291

Sq.Ft.

8711 EDEN COVE DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 527 COPPERDALE AVENUE Winter Garden, FL MLS# O6434504
$675,000
4

Beds

2.0

Baths

2,328

Sq.Ft.

527 COPPERDALE AVENUE

Winter Garden, FL

View 12331 SILK MIMOSA ALLEY Winter Garden, FL MLS# O6434131
$663,065
4

Beds

4.0

Baths

3,160

Sq.Ft.

12331 SILK MIMOSA ALLEY

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 15081 MASTHEAD LANDING CIRCLE Winter Garden, FL MLS# O6432899
  • Recently Listed with Virtual Tour
1 of 44
$635,000
4

Beds

2.1

Baths

2,842

Sq.Ft.

15081 MASTHEAD LANDING CIRCLE

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 12325 SILK MIMOSA ALLEY Winter Garden, FL MLS# O6433281
$659,310
4

Beds

3.1

Baths

2,743

Sq.Ft.

12325 SILK MIMOSA ALLEY

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 8111 PACIFIC LOON STREET Winter Garden, FL MLS# O6433324
  • Recently Listed with Virtual Tour
1 of 41
$595,000
5

Beds

3.0

Baths

2,668

Sq.Ft.

8111 PACIFIC LOON STREET

Winter Garden, FL

View 531 HEARTHGLEN BOULEVARD Winter Garden, FL MLS# O6433153
  • Recently Listed with Virtual Tour
1 of 53
$660,000
4

Beds

3.0

Baths

3,029

Sq.Ft.

531 HEARTHGLEN BOULEVARD

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE III

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

1,010

Estimated median home price

$605,948
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 - 200K21
$200K - 300K91
$300K - 400K76
$400K - 500K149
$500K - 600K165
$600K - 700K109
$700K - 800K110
$800K - 900K110
$900K - 1M62
$1M - Max116

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family699
Townhouse141
Condo133
Commercial9
Rental181
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 9/1/2026)

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 2026 New Smyrna Beach Board of REALTORS, Inc. All rights Reserved.

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 9/2/2026.