View 1922 SHERBOURNE STREET Winter Garden, FL MLS# G5106212
$425,000
3

Beds

2.1

Baths

1,717

Sq.Ft.

1922 SHERBOURNE STREET

Winter Garden, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 14090 AVENUE OF THE GROVES Winter Garden, FL MLS# O6367193
$349,990
2

Beds

2.1

Baths

1,076

Sq.Ft.

14090 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of DTB FLORIDA REALTY, INC.
View 14501 GROVE RESORT AVENUE 1746 Winter Garden, FL MLS# S5140877
$210,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1746

Winter Garden, FL

Courtesy of THREE MOUNTAINS REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 6837 Pasturelands Pl Winter Garden, FL MLS# A11936347
$465,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

6837 Pasturelands Pl

Winter Garden, FL

Courtesy of SPACE REAL ESTATE AGENCY
View 16632 POINT ROCK DRIVE Winter Garden, FL MLS# OM715702
$550,000
4

Beds

3.1

Baths

2,292

Sq.Ft.

16632 POINT ROCK DRIVE

Winter Garden, FL

Courtesy of RE/MAX PREMIER REALTY
View 14501 GROVE RESORT AVENUE 2534 Winter Garden, FL MLS# O6369252
  • New Construction with Virtual Tour
1 of 22
$240,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2534

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 13169 CALMING BREEZE WAY Winter Garden, FL MLS# G5105866
  • New Construction with Virtual Tour
1 of 64
OPEN HOUSE: Saturday 3/7 1:00 PM - 4:00 PM
$545,990
3

Beds

2.1

Baths

2,078

Sq.Ft.

13169 CALMING BREEZE WAY

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14501 GROVE RESORT AVENUE 3230 Winter Garden, FL MLS# S5140628
$235,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3230

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 8197 LAKEVIEW CROSSING DRIVE Winter Garden, FL MLS# TB8458488
$444,900
3

Beds

2.0

Baths

1,685

Sq.Ft.

8197 LAKEVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14501 GROVE RESORT AVENUE 1111 Winter Garden, FL MLS# O6369269
$205,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1111

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 2609 SLAGROVE COURT Winter Garden, FL MLS# O6369515
$555,000
4

Beds

2.0

Baths

2,383

Sq.Ft.

2609 SLAGROVE COURT

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 15590 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# S5140558
$449,900
4

Beds

3.0

Baths

2,196

Sq.Ft.

15590 MURCOTT BLOSSOM BOULEVARD

Winter Garden, FL

Courtesy of AMERICAN IDEAL HOMES, LLC
View 17340 BEACHGRASS ALLEY Winter Garden, FL MLS# O6365482
$504,990
3

Beds

2.1

Baths

1,816

Sq.Ft.

17340 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 5685 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6368428
$452,000
3

Beds

2.1

Baths

1,751

Sq.Ft.

5685 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 14571 BAHAMA SWALLOW BOULEVARD Winter Garden, FL MLS# O6368387
$534,900
4

Beds

2.0

Baths

2,063

Sq.Ft.

14571 BAHAMA SWALLOW BOULEVARD

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 8166 MOSAIC LANE Winter Garden, FL MLS# O6367775
$459,000
3

Beds

3.0

Baths

2,032

Sq.Ft.

8166 MOSAIC LANE

Winter Garden, FL

Courtesy of AMERICAN HORIZONS REALTY
View 14501 GROVE RESORT AVE 1622 Winter Garden, FL MLS# O6367905
$449,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVE 1622

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 16569 BARBOURS CREEK WAY Winter Garden, FL MLS# O6367479
  • New Construction with Virtual Tour
1 of 15
$444,990
3

Beds

2.1

Baths

1,817

Sq.Ft.

16569 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 16539 BARBOURS CREEK WAY Winter Garden, FL MLS# O6367487
  • New Construction with Virtual Tour
1 of 15
$470,500
3

Beds

2.1

Baths

1,817

Sq.Ft.

16539 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 15684 Orange Harvest Lp Winter Garden, FL MLS# 2257077
$469,900
3

Beds

2.1

Baths

2,012

Sq.Ft.

15684 Orange Harvest Lp

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY INC

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

902

Estimated median home price

$592,915
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 - 100K7
$100K - 200K13
$200K - 300K88
$300K - 400K78
$400K - 500K149
$500K - 600K139
$600K - 700K109
$700K - 800K87
$800K - 900K68
$900K - 1M61
$1M - Max103

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family607
Townhouse130
Condo126
Commercial9
Rental223
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/4/2026)

Information deemed reliable but 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.

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 3/5/2026.

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

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.

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 3/5/2026.