View 16549 PARABLE WAY Winter Garden, FL MLS# O6453528
  • Recently Listed
1 of 46
$545,000
4

Beds

3.1

Baths

2,494

Sq.Ft.

16549 PARABLE WAY

Winter Garden, FL

Courtesy of RC GROUP REALTY LLC
View 5567 CYPRESS HILL ROAD Winter Garden, FL MLS# O6453267
$519,995
3

Beds

2.0

Baths

1,650

Sq.Ft.

5567 CYPRESS HILL ROAD

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION
View 15102 STUTTGART ALLEY Winter Garden, FL MLS# O6452362
  • Recently Listed with Virtual Tour
1 of 32
$525,000
4

Beds

2.1

Baths

2,204

Sq.Ft.

15102 STUTTGART ALLEY

Winter Garden, FL

Courtesy of SPRING REALTY ONE LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 390 GROVE COURT Winter Garden, FL MLS# O6452674
  • Recently Listed
1 of 71
$585,000
3

Beds

2.0

Baths

1,660

Sq.Ft.

390 GROVE COURT

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 6707 MARMALADE ALLEY Winter Garden, FL MLS# O6452928
$480,000
4

Beds

3.1

Baths

1,902

Sq.Ft.

6707 MARMALADE ALLEY

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 13006 SERENE GLADE ROAD Winter Garden, FL MLS# S5160084
  • Recently Listed with Virtual Tour
1 of 31
$498,900
3

Beds

2.1

Baths

2,096

Sq.Ft.

13006 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 5513 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6452296
  • Recently Listed with Virtual Tour
1 of 69
$575,000
3

Beds

2.0

Baths

1,920

Sq.Ft.

5513 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of THE SIMON SIMAAN GROUP
View 524 S HIGHLAND AVENUE Winter Garden, FL MLS# O6451915
$518,000
3

Beds

2.0

Baths

1,782

Sq.Ft.

524 S HIGHLAND AVENUE

Winter Garden, FL

Courtesy of TARA MOORE REAL ESTATE
View 5522 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6451777
  • Recently Listed with Virtual Tour
1 of 73
$499,900
3

Beds

2.0

Baths

2,072

Sq.Ft.

5522 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
View 921 WESTCLIFFE DRIVE Winter Garden, FL MLS# O6449499
  • Recently Listed with Virtual Tour
1 of 30
$570,000
4

Beds

2.1

Baths

2,354

Sq.Ft.

921 WESTCLIFFE DRIVE

Winter Garden, FL

Courtesy of RE/MAX EXCLUSIVE COLLECTION
View 10097 BEACH PORT DRIVE Winter Garden, FL MLS# O6448875
$579,900
3

Beds

3.0

Baths

2,200

Sq.Ft.

10097 BEACH PORT DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 108 DOE RUN DRIVE Winter Garden, FL MLS# O6451420
  • Recently Listed
1 of 34
$620,000
4

Beds

3.0

Baths

2,835

Sq.Ft.

108 DOE RUN DRIVE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 14230 SUNRIDGE BOULEVARD Winter Garden, FL MLS# O6450563
  • Recently Listed with Virtual Tour
1 of 43
$629,900
3

Beds

2.0

Baths

2,270

Sq.Ft.

14230 SUNRIDGE BOULEVARD

Winter Garden, FL

Courtesy of VALIANT REALTY GROUP LLC
View 14355 BRAEMAR STREET Winter Garden, FL MLS# S5160001
  • Recently Listed with Virtual Tour
1 of 38
$535,000
3

Beds

2.1

Baths

2,206

Sq.Ft.

14355 BRAEMAR STREET

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 9279 GRAND ISLAND WAY Winter Garden, FL MLS# O6450136
  • Recently Listed with Virtual Tour
1 of 71
OPEN HOUSE: Thursday 10/29 4:00 PM - 6:00 PM
$505,000
3

Beds

2.1

Baths

1,908

Sq.Ft.

9279 GRAND ISLAND WAY

Winter Garden, FL

Courtesy of DOUGLAS ELLIMAN
View 9662 WATERWAY PASSAGE DRIVE Winter Garden, FL MLS# O6450688
  • Recently Listed with Virtual Tour
1 of 55
$515,000
3

Beds

2.1

Baths

2,014

Sq.Ft.

9662 WATERWAY PASSAGE DRIVE

Winter Garden, FL

Courtesy of JBM REALTY LLC
View 15066 MARBLED GODWIT DRIVE Winter Garden, FL MLS# O6442442
  • Recently Listed with Virtual Tour
1 of 77
$535,000
3

Beds

2.1

Baths

2,156

Sq.Ft.

15066 MARBLED GODWIT DRIVE

Winter Garden, FL

Courtesy of DREAM FINDERS REALTY GROUP CORP
View 622 SIGLER DRIVE Winter Garden, FL MLS# O6447381
  • Recently Listed with Virtual Tour
1 of 15
$604,580
3

Beds

2.1

Baths

1,634

Sq.Ft.

622 SIGLER DRIVE

Winter Garden, FL

Courtesy of DAVILA HOMES
View 15725 SIGNATURE DRIVE Winter Garden, FL MLS# O6449736
  • Recently Listed with Virtual Tour
1 of 63
$569,000
6

Beds

3.0

Baths

2,714

Sq.Ft.

15725 SIGNATURE DRIVE

Winter Garden, FL

Courtesy of FORTUNE INTERNATIONAL REALTY
View 17138 ARROWHEAD BOULEVARD Winter Garden, FL MLS# O6450444
  • Recently Listed with Virtual Tour
1 of 22
$499,900
2

Beds

2.0

Baths

1,185

Sq.Ft.

17138 ARROWHEAD BOULEVARD

Winter Garden, FL

Courtesy of Orlando - WEICHERT, REALTORS® - Hallmark Properties

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

972

Estimated median home price

$599,000
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 - 100K1
$100K - 200K35
$200K - 300K73
$300K - 400K73
$400K - 500K150
$500K - 600K164
$600K - 700K112
$700K - 800K107
$800K - 900K108
$900K - 1M50
$1M - Max99

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family665
Townhouse149
Condo120
Commercial6
Rental241
Lots and Land25
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 10/28/2026)

Information deemed reliable but not guaranteed.

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 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 10/29/2026.

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 10/29/2026.