View 17317 BEACHGRASS Winter Garden, FL MLS# O6365266
  • New Construction with Virtual Tour
1 of 30
$609,990
4

Beds

3.1

Baths

2,791

Sq.Ft.

17317 BEACHGRASS

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 15442 ENCHANTED MELODY WAY Winter Garden, FL MLS# S5146095
$609,850
4

Beds

3.0

Baths

2,420

Sq.Ft.

15442 ENCHANTED MELODY WAY

Winter Garden, FL

Courtesy of A & V FLORIDA REALTY GROUP LLC
View 17037 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5108288
$609,611
4

Beds

3.1

Baths

2,520

Sq.Ft.

17037 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 12391 SILK MIMOSA ALLEY Winter Garden, FL MLS# O6414276
$607,679
4

Beds

3.0

Baths

2,200

Sq.Ft.

12391 SILK MIMOSA ALLEY

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 17156 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5109791
$606,440
4

Beds

3.0

Baths

2,102

Sq.Ft.

17156 INGRAM BLUFF DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 17144 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5109520
$605,455
4

Beds

3.1

Baths

2,520

Sq.Ft.

17144 INGRAM BLUFF DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 181 ZACHARY WADE STREET Winter Garden, FL MLS# O6412174
$600,000
5

Beds

3.0

Baths

2,940

Sq.Ft.

181 ZACHARY WADE STREET

Winter Garden, FL

View 8807 FOUNTAIN PALM ALY Winter Garden, FL MLS# O6400597
$599,999
4

Beds

3.1

Baths

2,581

Sq.Ft.

8807 FOUNTAIN PALM ALY

Winter Garden, FL

Courtesy of CHERRY'S FOCUSED IN REALTY LLC
View 1005 CHASE DRIVE Winter Garden, FL MLS# O6411451
  • Virtual Tour
1 of 41
$599,999
4

Beds

2.1

Baths

2,319

Sq.Ft.

1005 CHASE DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 16834 HOBE SOUND COURT Winter Garden, FL MLS# O6401373
  • New Construction with Virtual Tour
1 of 18
$599,990
4

Beds

3.1

Baths

2,494

Sq.Ft.

16834 HOBE SOUND COURT

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16822 HOBE SOUND COURT Winter Garden, FL MLS# O6423720
  • Recently Listed with Virtual Tour
1 of 35
$599,990
4

Beds

3.1

Baths

2,489

Sq.Ft.

16822 HOBE SOUND COURT

Winter Garden, FL

View 1801 BURDOCK DRIVE Winter Garden, FL MLS# O6419427
  • Recently Listed with Virtual Tour
1 of 45
$599,900
3

Beds

2.0

Baths

2,534

Sq.Ft.

1801 BURDOCK DRIVE

Winter Garden, FL

View 6137 WATERSIDE ISLAND LANE Winter Garden, FL MLS# O6418786
  • Recently Listed with Virtual Tour
1 of 34
$599,900
4

Beds

3.1

Baths

2,607

Sq.Ft.

6137 WATERSIDE ISLAND LANE

Winter Garden, FL

View 17865 ADRIFT ROAD Winter Garden, FL MLS# O6329586
  • Virtual Tour
1 of 26
$599,000
4

Beds

3.1

Baths

2,484

Sq.Ft.

17865 ADRIFT ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12554 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# O6346537
$599,000
4

Beds

3.1

Baths

2,743

Sq.Ft.

12554 WESTHAVEN OAK DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13067 TOLLCROSS WAY Winter Garden, FL MLS# O6367311
$599,000
3

Beds

2.1

Baths

1,906

Sq.Ft.

13067 TOLLCROSS WAY

Winter Garden, FL

View 921 Westcliffe Drive Winter Garden, FL MLS# B26027811
$599,000
4

Beds

2.1

Baths

2,354

Sq.Ft.

921 Westcliffe Drive

Winter Garden, FL

View 6316 MANUSCRIPT STREET Winter Garden, FL MLS# O6409661
$599,000
4

Beds

2.1

Baths

2,608

Sq.Ft.

6316 MANUSCRIPT STREET

Winter Garden, FL

View 1808 WESTERN TRAILWAY DRIVE Winter Garden, FL MLS# S5152973
  • Recently Listed with Virtual Tour
1 of 34
OPEN HOUSE: Sunday 7/19 12:00 PM - 2:00 PM
$599,000
3

Beds

2.0

Baths

1,860

Sq.Ft.

1808 WESTERN TRAILWAY DRIVE

Winter Garden, FL

Courtesy of FLORIDA IN MOTION REALTY INC
View 5960 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5112227
  • New Construction with Virtual Tour
1 of 5
OPEN HOUSE: Friday 7/17 1:00 PM - 5:00 PM
$597,996
3

Beds

2.0

Baths

1,772

Sq.Ft.

5960 FLOWERING CHERRY BEND

Winter Garden, 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

978

Estimated median home price

$602,728
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 1
$100K - 200K 21
$200K - 300K 91
$300K - 400K 65
$400K - 500K 141
$500K - 600K 170
$600K - 700K 106
$700K - 800K 105
$800K - 900K 91
$900K - 1M 63
$1M - Max 124

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 672
Townhouse 136
Condo 135
Commercial 11
Rental 200
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 7/14/2026)

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 7/15/2026.

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 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 7/15/2026.