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 1433 PRIORY CIRCLE Winter Garden, FL MLS# O6364550
$385,000
3

Beds

2.1

Baths

1,840

Sq.Ft.

1433 PRIORY CIRCLE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 9790 AMBER CHESTNUT WAY Winter Garden, FL MLS# R4909072
$380,900
3

Beds

2.1

Baths

1,626

Sq.Ft.

9790 AMBER CHESTNUT WAY

Winter Garden, FL

Courtesy of KIMBRIDGE REALTY, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15537 HONEYBELL DRIVE Winter Garden, FL MLS# G5104542
  • Adult Community with Virtual Tour
1 of 25
$379,800
3

Beds

2.1

Baths

1,584

Sq.Ft.

15537 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of LUXE PROPERTIES
View 14501 GROVE RESORT AVENUE 2129 Winter Garden, FL MLS# O6311969
$379,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2129

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 1519 PRIORY CIRCLE Winter Garden, FL MLS# O6347316
$379,000
3

Beds

2.1

Baths

1,916

Sq.Ft.

1519 PRIORY CIRCLE

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 618 FOSTER AVENUE Winter Garden, FL MLS# O6336710
$375,000
3

Beds

2.0

Baths

1,010

Sq.Ft.

618 FOSTER AVENUE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 1224 PRIORY CIRCLE Winter Garden, FL MLS# O6336777
$375,000
3

Beds

2.1

Baths

2,010

Sq.Ft.

1224 PRIORY CIRCLE

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 15098 WINDFLOWER ALLEY Winter Garden, FL MLS# O6299952
$374,900
2

Beds

2.1

Baths

1,284

Sq.Ft.

15098 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7327 DUXBURY LANE Winter Garden, FL MLS# O6369786
  • Recently Listed with Virtual Tour
1 of 25
$370,000
2

Beds

2.1

Baths

1,456

Sq.Ft.

7327 DUXBURY LANE

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 14501 GROVE RESORT AVENUE 3218 Winter Garden, FL MLS# S5133220
$369,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3218

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 GROVE RESORT AVENUE 2423 Winter Garden, FL MLS# O6347744
$360,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2423

Winter Garden, FL

Courtesy of REVEL REALTY LLC
View 1428 SCARLET OAK LOOP Winter Garden, FL MLS# O6359131
$359,900
3

Beds

2.1

Baths

1,592

Sq.Ft.

1428 SCARLET OAK LOOP

Winter Garden, FL

Courtesy of ERIC BRESS REAL ESTATE LLC
View 14501 GROVE RESORT AVENUE 3714 Winter Garden, FL MLS# O6315392
$359,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3714

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 14227 AVENUE OF THE GROVES RUN Winter Garden, FL MLS# O6339064
$359,000
2

Beds

2.1

Baths

1,266

Sq.Ft.

14227 AVENUE OF THE GROVES RUN

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION
View 14501 Grove Resort Ave 3307 Winter Garden, FL MLS# A11363884
$355,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 Grove Resort Ave 3307

Winter Garden, FL

Courtesy of INTERCONNECT REALTY LLC
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 612 DHARMA CIRCLE Winter Garden, FL MLS# O6370600
  • Recently Listed with Virtual Tour
1 of 43
$350,000
3

Beds

2.0

Baths

1,422

Sq.Ft.

612 DHARMA CIRCLE

Winter Garden, FL

Courtesy of ADVANCED AGE 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

763

Estimated median home price

$585,000
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 - 100K6
$100K - 200K10
$200K - 300K64
$300K - 400K80
$400K - 500K135
$500K - 600K115
$600K - 700K82
$700K - 800K70
$800K - 900K62
$900K - 1M48
$1M - Max91

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family491
Townhouse119
Condo107
Commercial9
Rental223
Lots and Land33
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 1/6/2026)

Information deemed reliable but not guaranteed.

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 1/7/2026.