View 14501 GROVE RESORT AVENUE 2530 Winter Garden, FL MLS# S5145845
  • Recently Listed with Virtual Tour
1 of 36
$275,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2530

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 GROVE RESORT AVENUE 2532 Winter Garden, FL MLS# S5145848
  • Recently Listed with Virtual Tour
1 of 40
$275,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2532

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 GROVE RESORT AVENUE 1629 Winter Garden, FL MLS# S5144771
  • Recently Listed with Virtual Tour
1 of 50
$290,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 1629

Winter Garden, FL

Courtesy of GLASSTONE GROUP INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13335 DANIELS LANDING CIRCLE Winter Garden, FL MLS# S5145558
$324,000
2

Beds

2.1

Baths

1,347

Sq.Ft.

13335 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of WATSON REALTY CORP.
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 13750 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6390396
  • Recently Listed with Virtual Tour
1 of 40
$330,000
2

Beds

2.1

Baths

1,293

Sq.Ft.

13750 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 838 BETHUNE AVENUE Winter Garden, FL MLS# O6388596
  • Recently Listed with Virtual Tour
1 of 8
$277,000
3

Beds

2.0

Baths

985

Sq.Ft.

838 BETHUNE AVENUE

Winter Garden, FL

Courtesy of LIVE MVRK LLC
View 13930 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6387127
  • Recently Listed with Virtual Tour
1 of 30
$310,000
2

Beds

2.1

Baths

1,240

Sq.Ft.

13930 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 1710 E BAY STREET Winter Garden, FL MLS# O6376343
  • Recently Listed with Virtual Tour
1 of 36
$278,700
3

Beds

2.0

Baths

972

Sq.Ft.

1710 E BAY STREET

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 225 SOUTHERN PECAN CIRCLE 208 Winter Garden, FL MLS# O6383422
  • Recently Listed with Virtual Tour
1 of 30
$299,900
2

Beds

2.0

Baths

1,264

Sq.Ft.

225 SOUTHERN PECAN CIRCLE 208

Winter Garden, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
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
View 14447 PRUNNINGWOOD PLACE Winter Garden, FL MLS# O6385194
  • Recently Listed with Virtual Tour
1 of 26
$340,000
2

Beds

2.1

Baths

1,250

Sq.Ft.

14447 PRUNNINGWOOD PLACE

Winter Garden, FL

Courtesy of HOMEVEST 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 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 1443 Winter Garden, FL MLS# S5144504
  • Recently Listed with Virtual Tour
1 of 29
$300,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1443

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 14501 GROVE RESORT AVENUE 1203 Winter Garden, FL MLS# S5144506
  • Recently Listed with Virtual Tour
1 of 24
$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 14501 GROVE RESORT AVENUE 2223 Winter Garden, FL MLS# S5144425
  • Recently Listed with Virtual Tour
1 of 28
$287,990
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2223

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 515 9TH STREET Winter Garden, FL MLS# O6383185
  • Virtual Tour
1 of 32
$287,900
3

Beds

2.0

Baths

770

Sq.Ft.

515 9TH STREET

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 422 CHARLOTTE STREET Winter Garden, FL MLS# O6383783
$305,000
3

Beds

1.0

Baths

858

Sq.Ft.

422 CHARLOTTE STREET

Winter Garden, FL

Courtesy of LIV REALTY II INC.
View 1532 SCARLET OAK LOOP 70B Winter Garden, FL MLS# S5143993
$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

936

Estimated median home price

$590,245
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 - 100K4
$100K - 200K11
$200K - 300K93
$300K - 400K78
$400K - 500K151
$500K - 600K157
$600K - 700K110
$700K - 800K93
$800K - 900K73
$900K - 1M59
$1M - Max107

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family639
Townhouse134
Condo127
Commercial11
Rental223
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 3/15/2026)

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 3/15/2026.