View 375 REGAL DOWNS CIRCLE Winter Garden, FL MLS# O6377205
$334,900
3

Beds

2.0

Baths

1,464

Sq.Ft.

375 REGAL DOWNS CIRCLE

Winter Garden, FL

Courtesy of ENTERA REALTY LLC
View 14501 GROVE RESORT AVENUE 3205 Winter Garden, FL MLS# O6157343
$332,500
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3205

Winter Garden, FL

Courtesy of ALL SELLERS & BUYERS REALTY INC
View 14501 GROVE RESORT AVENUE 3222 Winter Garden, FL MLS# O6352238
$330,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3222

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 14501 GROVE RESORT AVENUE 3735 Winter Garden, FL MLS# O6295059
$329,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3735

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 14501 GROVE RESORT AVENUE 2440 Winter Garden, FL MLS# O6312754
$329,900
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2440

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 14501 GROVE RESORT AVENUE 1328 Winter Garden, FL MLS# S5143796
$329,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1328

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14501 GROVE RESORT AVENUE 1220 Winter Garden, FL MLS# O6279431
$325,890
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1220

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 14501 GROVE RESORT AVE 1707 Winter Garden, FL MLS# O6038711
$325,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVE 1707

Winter Garden, FL

Courtesy of HOPKEY REALTY
View 14501 GROVE RESORT AVENUE 3712 Winter Garden, FL MLS# O6359458
$325,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3712

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 14501 GROVE RESORT AVENUE 3209 Winter Garden, FL MLS# O6184794
$320,000
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3209

Winter Garden, FL

Courtesy of ZEAL REALTY
View 14501 GROVE RESORT AVENUE 3439 Winter Garden, FL MLS# S5113245
$320,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 3439

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 13374 Daniels Landing CIRCLE Winter Garden, FL MLS# O6197779
$319,900
2

Beds

2.1

Baths

1,236

Sq.Ft.

13374 Daniels Landing CIRCLE

Winter Garden, FL

Courtesy of LOVELAND PROPERTIES
View Address not provided Winter Garden, FL MLS# S5135980
$319,900
3

Beds

2.0

Baths

1,499

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of HOMESMART
View 14501 GROVE RESORT AVENUE 3741 Winter Garden, FL MLS# O6306844
$317,500
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3741

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 330 SOUTHERN PECAN CIRCLE 208 Winter Garden, FL MLS# S5136841
$315,000
3

Beds

2.0

Baths

1,453

Sq.Ft.

330 SOUTHERN PECAN CIRCLE 208

Winter Garden, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 14287 AVENUE OF THE GROVES Winter Garden, FL MLS# O6373569
$315,000
2

Beds

2.1

Baths

1,152

Sq.Ft.

14287 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 709 PAMELA AVENUE Winter Garden, FL MLS# V4947516
$315,000
4

Beds

3.0

Baths

1,056

Sq.Ft.

709 PAMELA AVENUE

Winter Garden, FL

Courtesy of GLORY INTL. REAL ESTATE CO
View 316 SOUTHERN PECAN CIRCLE 205 Winter Garden, FL MLS# O6375513
$314,990
3

Beds

2.0

Baths

1,453

Sq.Ft.

316 SOUTHERN PECAN CIRCLE 205

Winter Garden, FL

Courtesy of MBA REALTY GROUP, INC
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 14501 GROVE RESORT AVENUE 3109 Winter Garden, FL MLS# O6386655
  • Recently Listed with Virtual Tour
1 of 62
$314,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3109

Winter Garden, FL

Courtesy of MBI REALTY LLC

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

896

Estimated median home price

$595,000
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 - 100K5
$100K - 200K13
$200K - 300K87
$300K - 400K78
$400K - 500K143
$500K - 600K138
$600K - 700K108
$700K - 800K89
$800K - 900K68
$900K - 1M58
$1M - Max109

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family607
Townhouse127
Condo124
Commercial10
Rental221
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 3/5/2026)

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 3/6/2026.