View 1625 Priory CIRCLE Winter Garden, FL MLS# S5104032
$385,000
3

Beds

2.1

Baths

1,780

Sq.Ft.

1625 Priory CIRCLE

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 12043 HOLYSTONE STREET Winter Garden, FL MLS# O6339950
$385,000
3

Beds

2.1

Baths

1,568

Sq.Ft.

12043 HOLYSTONE STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 632 DHARMA CIRCLE Winter Garden, FL MLS# O6396151
  • Recently Listed with Virtual Tour
1 of 24
$380,000
3

Beds

2.0

Baths

1,315

Sq.Ft.

632 DHARMA CIRCLE

Winter Garden, FL

Courtesy of LA ROSA RTY WINTER GARDEN LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 3327 Winter Garden, FL MLS# O6178930
$379,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3327

Winter Garden, FL

Courtesy of FLORIDA CAPITAL REALTY
View 884 KLONDIKE STREET Winter Garden, FL MLS# O6389922
$375,000
4

Beds

2.0

Baths

1,485

Sq.Ft.

884 KLONDIKE STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13705 GOLDEN RUSSET DRIVE Winter Garden, FL MLS# O6390740
$369,900
3

Beds

2.1

Baths

1,590

Sq.Ft.

13705 GOLDEN RUSSET DRIVE

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 15098 WINDFLOWER ALLEY Winter Garden, FL MLS# O6386823
$365,000
2

Beds

2.1

Baths

1,276

Sq.Ft.

15098 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 15659 JUNGLE ALLEY Winter Garden, FL MLS# S5143684
$360,000
3

Beds

2.1

Baths

1,732

Sq.Ft.

15659 JUNGLE ALLEY

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14501 GROVE RESORT AVENUE 2129 Winter Garden, FL MLS# O6311969
$359,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2129

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 14501 Grove Resort Ave 2129 Winter Garden, FL MLS# A11950039
$359,000
3

Beds

2.0

Baths

14501 Grove Resort Ave 2129

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 14501 GROVE RESORT AVENUE 3619 Winter Garden, FL MLS# O6374077
$355,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3619

Winter Garden, FL

Courtesy of REALTY ONE GROUP ESTATES
View 14501 GROVE RESORT AVENUE 3538 Winter Garden, FL MLS# O6280623
$351,450
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3538

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 14501 GROVE RESORT AVENUE 3202 Winter Garden, FL MLS# O6338004
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3202

Winter Garden, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 14501 GROVE RESORT AVENUE 1603 Winter Garden, FL MLS# O6357304
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1603

Winter Garden, FL

Courtesy of SUNSHINE REALTY & PROP. MGNT
View 14501 GROVE RESORT AVENUE 1203 Winter Garden, FL MLS# S5144506
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1203

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View Address not provided Winter Garden, FL MLS# O6390273
$350,000
1,700

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of Clermont - WEICHERT, REALTORS® - Hallmark Properties
View 14267 AVENUE OF THE GROVES Winter Garden, FL MLS# O6390455
$350,000
2

Beds

2.1

Baths

1,289

Sq.Ft.

14267 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 15353 OAK APPLE COURT Winter Garden, FL MLS# O6393663
$350,000
3

Beds

2.1

Baths

1,699

Sq.Ft.

15353 OAK APPLE COURT

Winter Garden, FL

Courtesy of EPIC REAL ESTATE ADVISORS LLC
View 15316 OAK APPLE COURT B Winter Garden, FL MLS# O6397688
  • Recently Listed with Virtual Tour
1 of 28
$349,999
3

Beds

2.1

Baths

1,544

Sq.Ft.

15316 OAK APPLE COURT B

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 1532 SCARLET OAK LOOP 70B Winter Garden, FL MLS# S5143993
  • Virtual Tour
1 of 43
OPEN HOUSE: Saturday 4/18 11:00 AM - 2:00 PM
$349,000
3

Beds

2.1

Baths

1,544

Sq.Ft.

1532 SCARLET OAK LOOP 70B

Winter Garden, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO

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

974

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 - 200K19
$200K - 300K95
$300K - 400K80
$400K - 500K148
$500K - 600K152
$600K - 700K119
$700K - 800K100
$800K - 900K88
$900K - 1M65
$1M - Max107

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family673
Townhouse134
Condo129
Commercial12
Rental231
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 4/16/2026)

Information deemed reliable but not guaranteed.

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 4/16/2026.

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 4/16/2026.