View 159 9TH STREET Winter Garden, FL MLS# O6453622
  • Recently Listed with Virtual Tour
1 of 40
$369,900
3

Beds

2.0

Baths

1,188

Sq.Ft.

159 9TH STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 13537 SPLASHING ISLA DRIVE Winter Garden, FL MLS# TB8560424
  • Recently Listed with Virtual Tour
1 of 66
$430,000
3

Beds

2.0

Baths

1,574

Sq.Ft.

13537 SPLASHING ISLA DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS-PLANT CITY
View 9380 BOLSHOI ALLEY Winter Garden, FL MLS# O6452249
  • Recently Listed with Virtual Tour
1 of 30
$455,000
3

Beds

2.1

Baths

1,691

Sq.Ft.

9380 BOLSHOI ALLEY

Winter Garden, FL

Courtesy of REALTY ONE GROUP INSPIRATION
The time to sell is now! THE TIME TO SELL IS NOW!
View 526 WESTCLIFFE DRIVE Winter Garden, FL MLS# O6452075
$450,000
4

Beds

2.0

Baths

2,255

Sq.Ft.

526 WESTCLIFFE DRIVE

Winter Garden, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 5705 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6452416
  • Recently Listed with Virtual Tour
1 of 29
$399,900
3

Beds

2.0

Baths

1,751

Sq.Ft.

5705 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 8163 RED STOPPER LANE Winter Garden, FL MLS# O6451594
  • Recently Listed with Virtual Tour
1 of 37
$435,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

8163 RED STOPPER LANE

Winter Garden, FL

Courtesy of REAL ESTATE HOUSE FL INC
View 10606 WORDS DRIVE Winter Garden, FL MLS# O6448083
  • Recently Listed with Virtual Tour
1 of 10
$420,000
4

Beds

2.1

Baths

1,863

Sq.Ft.

10606 WORDS DRIVE

Winter Garden, FL

Courtesy of C23 REALTY LLC
View 1444 KENNY COURT Winter Garden, FL MLS# O6448407
  • Recently Listed with Virtual Tour
1 of 29
$350,000
3

Beds

2.0

Baths

1,352

Sq.Ft.

1444 KENNY COURT

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 1210 BRANDY LAKE VIEW CIRCLE Winter Garden, FL MLS# O6449523
$450,000
3

Beds

2.0

Baths

1,502

Sq.Ft.

1210 BRANDY LAKE VIEW CIRCLE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 1956 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6449142
$429,000
4

Beds

2.1

Baths

1,606

Sq.Ft.

1956 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of ORLANDO REGIONAL PROPERTY MANAGEMENT
View 8067 GLENLLOYD AVENUE Winter Garden, FL MLS# O6447368
  • Recently Listed
1 of 25
OPEN HOUSE: Saturday 10/31 10:00 AM - 12:00 PM
$394,000
3

Beds

2.1

Baths

1,626

Sq.Ft.

8067 GLENLLOYD AVENUE

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 6270 SUNNY TIME AVENUE Winter Garden, FL MLS# O6449093
  • New Construction with Virtual Tour
1 of 26
OPEN HOUSE: Saturday 10/31 10:00 AM - 4:00 PM
$435,890
3

Beds

2.1

Baths

1,683

Sq.Ft.

6270 SUNNY TIME AVENUE

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 14501 Grove Resort 3419 Winter Garden, FL MLS# A12104397
  • Recently Listed with Virtual Tour
1 of 7
$420,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 Grove Resort 3419

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 2020 PORTCASTLE CIRCLE Winter Garden, FL MLS# O6446086
  • Virtual Tour
1 of 36
OPEN HOUSE: Saturday 10/31 9:00 AM - 12:00 PM
$435,000
3

Beds

2.1

Baths

1,857

Sq.Ft.

2020 PORTCASTLE CIRCLE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14501 GROVE RESORT 1723 Winter Garden, FL MLS# S5159130
$344,900
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT 1723

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 10114 SALT POINT DRIVE Winter Garden, FL MLS# O6447275
$395,000
3

Beds

2.1

Baths

1,626

Sq.Ft.

10114 SALT POINT DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 9766 AMBER CHESTNUT WAY Winter Garden, FL MLS# L4965505
$429,900
3

Beds

2.1

Baths

1,937

Sq.Ft.

9766 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 2548 BALFORN TOWER WAY Winter Garden, FL MLS# TB8552283
$444,900
3

Beds

2.0

Baths

1,825

Sq.Ft.

2548 BALFORN TOWER WAY

Winter Garden, FL

Courtesy of OFFERPAD BROKERAGE FL, LLC
View 15515 CAMPDEN STREET Winter Garden, FL MLS# O6444349
$359,900
3

Beds

2.1

Baths

1,956

Sq.Ft.

15515 CAMPDEN STREET

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 8049 BASILICA LANE Winter Garden, FL MLS# O6439860
$399,900
3

Beds

2.1

Baths

1,860

Sq.Ft.

8049 BASILICA LANE

Winter Garden, FL

Courtesy of DREAM FINDERS REALTY GROUP CORP

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

951

Estimated median home price

$599,900
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 - 200K36
$200K - 300K70
$300K - 400K71
$400K - 500K144
$500K - 600K159
$600K - 700K112
$700K - 800K109
$800K - 900K105
$900K - 1M49
$1M - Max95

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family652
Townhouse143
Condo118
Commercial6
Rental235
Lots and Land25
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 10/31/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. 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.

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Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Copyright © 2026 Midwest Real Estate Data LLC.

Data is updated as of 10/31/2026.

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 10/31/2026.