View 14501 GROVE RESORT AVENUE 2223 Winter Garden, FL MLS# S5144425
  • Recently Listed with Virtual Tour
1 of 10
$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 317 SOUTHERN PECAN CIRCLE 102 Winter Garden, FL MLS# O6384866
  • Recently Listed with Virtual Tour
1 of 42
$240,000
1

Beds

1.0

Baths

738

Sq.Ft.

317 SOUTHERN PECAN CIRCLE 102

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 515 9TH STREET Winter Garden, FL MLS# O6383185
  • Recently Listed with Virtual Tour
1 of 31
$287,900
3

Beds

2.0

Baths

770

Sq.Ft.

515 9TH STREET

Winter Garden, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
The time to sell is now! THE TIME TO SELL IS NOW!
View 1362 WINTER GREEN WAY Winter Garden, FL MLS# O6382555
$250,000
2

Beds

1.1

Baths

1,144

Sq.Ft.

1362 WINTER GREEN WAY

Winter Garden, FL

Courtesy of LOKATION
View 14501 GROVE RESORT AVENUE 1343 Winter Garden, FL MLS# O6382214
$225,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1343

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 303 SOUTHERN PECAN CIRCLE 107 Winter Garden, FL MLS# S5143459
  • Recently Listed with Virtual Tour
1 of 15
$255,000
1

Beds

1.0

Baths

838

Sq.Ft.

303 SOUTHERN PECAN CIRCLE 107

Winter Garden, FL

Courtesy of HOMESMART
View 14501 GROVE RESORT AVENUE 1224 Winter Garden, FL MLS# S5142326
  • Recently Listed with Virtual Tour
1 of 39
$285,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1224

Winter Garden, FL

Courtesy of FLARE PROPERTIES LLC
View 14501 GROVE RESORT AVENUE 3135 Winter Garden, FL MLS# O6378661
  • Recently Listed with Virtual Tour
1 of 40
$270,000
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3135

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14501 GROVE RESORT AVENUE 2138 Winter Garden, FL MLS# O6379849
  • Recently Listed with Virtual Tour
1 of 61
$209,500
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 2138

Winter Garden, FL

Courtesy of ERA GRIZZARD REAL ESTATE
View 1300 EASTERN PECAN PLACE 106 Winter Garden, FL MLS# O6379184
$270,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

1300 EASTERN PECAN PLACE 106

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 14501 GROVE RESORT AVENUE 3128 Winter Garden, FL MLS# G5107535
$250,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3128

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 1422 BASIN STREET Winter Garden, FL MLS# O6377176
$179,000
4

Beds

1.0

Baths

880

Sq.Ft.

1422 BASIN STREET

Winter Garden, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
View 1261 WINTER GREEN WAY Winter Garden, FL MLS# O6372438
$240,000
3

Beds

2.0

Baths

1,400

Sq.Ft.

1261 WINTER GREEN WAY

Winter Garden, FL

Courtesy of RE/MAX ASSURED
View 14501 GROVE RESORT AVENUE 1503 Winter Garden, FL MLS# S5142327
$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 14051 GROVE RESORT AVENUE 1705 Winter Garden, FL MLS# O6371816
$215,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14051 GROVE RESORT AVENUE 1705

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14501 GROVE RESORT AVENUE 3424 Winter Garden, FL MLS# S5141575
$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 430 SOUTHERN PECAN CIRCLE 106 Winter Garden, FL MLS# O6372489
$225,000
1

Beds

1.0

Baths

838

Sq.Ft.

430 SOUTHERN PECAN CIRCLE 106

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP 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 373 ERON WAY 47 Winter Garden, FL MLS# O6371713
$169,999
2

Beds

2.0

Baths

840

Sq.Ft.

373 ERON WAY 47

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
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

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

879

Estimated median home price

$594,990
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 - 200K12
$200K - 300K84
$300K - 400K77
$400K - 500K145
$500K - 600K135
$600K - 700K103
$700K - 800K84
$800K - 900K70
$900K - 1M62
$1M - Max101

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family591
Townhouse127
Condo122
Commercial9
Rental237
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 2/24/2026)

Information deemed reliable but not guaranteed.

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 2/24/2026.