View 308 Florida Avenue Winter Garden, FL MLS# RX11156685
  • Recently Listed with Virtual Tour
1 of 20
$320,000
3

Beds

2.0

Baths

1,050

Sq.Ft.

308 Florida Avenue

Winter Garden, FL

BeachesMLS
View 14501 GROVE RESORT AVENUE 1503 Winter Garden, FL MLS# S5142327
  • Recently Listed with Virtual Tour
1 of 41
$285,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1503

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 Grove Resort Ave 3714 Winter Garden, FL MLS# A11949993
  • Recently Listed with Virtual Tour
1 of 27
$289,000
2

Beds

2.0

Baths

14501 Grove Resort Ave 3714

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 316 SOUTHERN PECAN CIRCLE 205 Winter Garden, FL MLS# O6375513
  • Recently Listed with Virtual Tour
1 of 48
$325,000
3

Beds

2.0

Baths

1,453

Sq.Ft.

316 SOUTHERN PECAN CIRCLE 205

Winter Garden, FL

Courtesy of MBA REALTY GROUP, INC
View 330 E STORY ROAD Winter Garden, FL MLS# O6374976
  • Recently Listed with Virtual Tour
1 of 21
$325,000
2

Beds

1.0

Baths

760

Sq.Ft.

330 E STORY ROAD

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 14287 AVENUE OF THE GROVES Winter Garden, FL MLS# O6373569
  • Recently Listed with Virtual Tour
1 of 26
$333,000
2

Beds

2.1

Baths

1,152

Sq.Ft.

14287 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 14501 GROVE RESORT AVENUE 3424 Winter Garden, FL MLS# S5141575
  • Recently Listed with Virtual Tour
1 of 23
$286,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3424

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 316 SOUTHERN PECAN CIRCLE 206 Winter Garden, FL MLS# O6372061
$275,000
2

Beds

2.0

Baths

1,276

Sq.Ft.

316 SOUTHERN PECAN CIRCLE 206

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 15497 W STONEYBROOK W PARKWAY Winter Garden, FL MLS# S5141114
$275,000

15497 W STONEYBROOK W PARKWAY

Winter Garden, FL

Courtesy of HOLDING GOLDEN REAL ESTATE INC
View 1329 BROKEN OAK DRIVE 51A Winter Garden, FL MLS# O6370498
$300,000
2

Beds

2.0

Baths

1,216

Sq.Ft.

1329 BROKEN OAK DRIVE 51A

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 14501 GROVE RESORT AVENUE 1727 Winter Garden, FL MLS# O6370138
  • Recently Listed with Virtual Tour
1 of 27
$299,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1727

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 612 DHARMA CIRCLE Winter Garden, FL MLS# O6370600
  • 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.
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 2534 Winter Garden, FL MLS# O6369252
  • New Construction with Virtual Tour
1 of 22
$265,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2534

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 14501 GROVE RESORT AVENUE 2527 Winter Garden, FL MLS# O6368187
$270,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 2527

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 306 DANIELS POINTE DRIVE Winter Garden, FL MLS# O6371413
  • Recently Listed with Virtual Tour
1 of 31
$310,000
3

Beds

2.0

Baths

1,326

Sq.Ft.

306 DANIELS POINTE DRIVE

Winter Garden, FL

Courtesy of SERHANT
View 14501 GROVE RESORT AVENUE 1105 Winter Garden, FL MLS# O6365470
$304,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1105

Winter Garden, FL

Courtesy of MBI REALTY LLC
View Address not provided Winter Garden, FL MLS# O6364817
$299,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of WELCOME HOME REALTY GROUP LLC
View 14501 GROVE RESORT AVENUE 2536 Winter Garden, FL MLS# O6364192
$314,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 2536

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 634 FOSTER AVENUE Winter Garden, FL MLS# TB8451057
$285,000
2

Beds

1.0

Baths

696

Sq.Ft.

634 FOSTER AVENUE

Winter Garden, FL

Courtesy of FLAT FEE MLS REALTY

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

814

Estimated median home price

$589,945
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

Price Count
$0 - 100K 7
$100K - 200K 12
$200K - 300K 72
$300K - 400K 83
$400K - 500K 142
$500K - 600K 118
$600K - 700K 97
$700K - 800K 76
$800K - 900K 67
$900K - 1M 49
$1M - Max 91

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 526
Townhouse 129
Condo 117
Commercial 7
Rental 239
Lots and Land 33
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 1/22/2026)

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 1/26/2026.

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 1/26/2026.