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
View 422 CHARLOTTE STREET Winter Garden, FL MLS# O6383783
  • Recently Listed with Virtual Tour
1 of 16
$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
  • Recently Listed with Virtual Tour
1 of 43
$354,000
3

Beds

2.1

Baths

1,544

Sq.Ft.

1532 SCARLET OAK LOOP 70B

Winter Garden, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
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 3706 Winter Garden, FL MLS# O6382574
  • Recently Listed with Virtual Tour
1 of 21
$295,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3706

Winter Garden, FL

Courtesy of LEGACY PLUS REALTY
View 14501 GROVE RESORT AVENUE 1328 Winter Garden, FL MLS# S5143796
  • Recently Listed with Virtual Tour
1 of 26
$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 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 216 DEEPCOVE ROAD Winter Garden, FL MLS# O6380575
$300,000
2

Beds

2.1

Baths

1,236

Sq.Ft.

216 DEEPCOVE ROAD

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 14501 GROVE RESORT AVENUE 1518 Winter Garden, FL MLS# O6380808
  • Recently Listed with Virtual Tour
1 of 49
$310,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1518

Winter Garden, FL

Courtesy of FLORIDA CAPITAL 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 636 COKE AVENUE Winter Garden, FL MLS# O6379919
  • Recently Listed with Virtual Tour
1 of 15
$342,000
2

Beds

1.0

Baths

914

Sq.Ft.

636 COKE AVENUE

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
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 1528 Winter Garden, FL MLS# O6376561
$289,900
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1528

Winter Garden, FL

Courtesy of EXP REALTY LLC
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 1300 EASTERN PECAN PLACE 208 Winter Garden, FL MLS# O6377670
$299,900
3

Beds

2.0

Baths

1,453

Sq.Ft.

1300 EASTERN PECAN PLACE 208

Winter Garden, FL

Courtesy of SELECTA 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

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

877

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 - 500K144
$500K - 600K136
$600K - 700K103
$700K - 800K83
$800K - 900K71
$900K - 1M62
$1M - Max99

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family589
Townhouse127
Condo122
Commercial9
Rental241
Lots and Land28
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 2/23/2026)

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 2/23/2026.