View 110 WINDTREE LANE 202 Winter Garden, FL MLS# O6414527
$219,900
2

Beds

2.0

Baths

918

Sq.Ft.

110 WINDTREE LANE 202

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 1300 EASTERN PECAN PLACE 102 Winter Garden, FL MLS# S5151632
$275,000
2

Beds

2.0

Baths

1,152

Sq.Ft.

1300 EASTERN PECAN PLACE 102

Winter Garden, FL

Courtesy of KELLER WILLIAMS LEGACY REALTY
View 1008 STUCKI TERRACE Winter Garden, FL MLS# O6414791
  • Recently Listed with Virtual Tour
1 of 22
$215,000
2

Beds

2.0

Baths

814

Sq.Ft.

1008 STUCKI TERRACE

Winter Garden, FL

Courtesy of INDEPENDENCE REALTY GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 1701 E BAY STREET Winter Garden, FL MLS# O6413973
  • Recently Listed with Virtual Tour
1 of 32
$295,000
2

Beds

2.0

Baths

825

Sq.Ft.

1701 E BAY STREET

Winter Garden, FL

Courtesy of STIRLING INTERNATIONAL REAL ES
View 200 SOUTHERN PECAN CIRCLE 206 Winter Garden, FL MLS# O6411162
$260,000
2

Beds

2.0

Baths

1,276

Sq.Ft.

200 SOUTHERN PECAN CIRCLE 206

Winter Garden, FL

Courtesy of FANNIE HILLMAN & ASSOCIATES
View 338 WINDFORD COURT Winter Garden, FL MLS# O6413058
  • Recently Listed
1 of 29
$330,000
3

Beds

2.0

Baths

1,050

Sq.Ft.

338 WINDFORD COURT

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 1437 SCARLET OAK LOOP Winter Garden, FL MLS# O6411620
  • Recently Listed with Virtual Tour
1 of 71
$350,000
3

Beds

2.1

Baths

1,684

Sq.Ft.

1437 SCARLET OAK LOOP

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 205 HORSTFIELD DRIVE Winter Garden, FL MLS# O6410222
$315,000
3

Beds

2.0

Baths

1,048

Sq.Ft.

205 HORSTFIELD DRIVE

Winter Garden, FL

Courtesy of TARA MOORE REAL ESTATE
View 14200 AVALON ROAD 409 Winter Garden, FL MLS# O6410860
  • Recently Listed with Virtual Tour
1 of 33
$232,000
2

Beds

2.0

Baths

1,253

Sq.Ft.

14200 AVALON ROAD 409

Winter Garden, FL

Courtesy of STOCKWORTH REALTY GROUP
View 13759 GOLDEN RUSSET DRIVE Winter Garden, FL MLS# O6409757
$340,000
3

Beds

2.1

Baths

1,647

Sq.Ft.

13759 GOLDEN RUSSET DRIVE

Winter Garden, FL

Courtesy of BEYCOME OF FLORIDA LLC
View 14501 GROVE RESORT AVENUE 3429 Winter Garden, FL MLS# O6401719
$319,900
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3429

Winter Garden, FL

Courtesy of DOUBLE M GROUP COMPANY
View 330 SOUTHERN PECAN CIRCLE 205 Winter Garden, FL MLS# S5150108
$300,000
3

Beds

2.0

Baths

1,453

Sq.Ft.

330 SOUTHERN PECAN CIRCLE 205

Winter Garden, FL

Courtesy of US REALTY HUB LLC
View 14501 GROVE RESORT AVENUE 3211 Winter Garden, FL MLS# O6408877
$271,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3211

Winter Garden, FL

Courtesy of UNITED REALTY GROUP INC
View 15625 BOGGY OAK CIRCLE 108B Winter Garden, FL MLS# G5112579
$340,000
3

Beds

2.1

Baths

1,419

Sq.Ft.

15625 BOGGY OAK CIRCLE 108B

Winter Garden, FL

Courtesy of SCATES REALTY & INVESTMENT PRO
View 11 WINDTREE LANE B Winter Garden, FL MLS# O6409169
$195,000
2

Beds

2.0

Baths

918

Sq.Ft.

11 WINDTREE LANE B

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14501 GROVE RESORT AVENUE 1439 Winter Garden, FL MLS# O6407410
$180,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1439

Winter Garden, FL

Courtesy of INTEREALTY SERVICE
View 13527 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6408480
$335,000
3

Beds

2.1

Baths

1,365

Sq.Ft.

13527 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 170 WINDTREE LANE Winter Garden, FL MLS# S5150050
$204,900
2

Beds

2.0

Baths

918

Sq.Ft.

170 WINDTREE LANE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 441 E CYPRESS STREET Winter Garden, FL MLS# O6407560
$320,000
Studio

Beds

0.0

Baths

441 E CYPRESS STREET

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 342 WINDFORD COURT Winter Garden, FL MLS# O6407632
$339,900
3

Beds

2.0

Baths

1,194

Sq.Ft.

342 WINDFORD COURT

Winter Garden, FL

Courtesy of RE/MAX 200 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

1,072

Estimated median home price

$614,950
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 - 100K1
$100K - 200K21
$200K - 300K91
$300K - 400K78
$400K - 500K147
$500K - 600K183
$600K - 700K137
$700K - 800K118
$800K - 900K90
$900K - 1M73
$1M - Max133

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family757
Townhouse139
Condo138
Commercial11
Rental196
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 6/15/2026)

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 6/16/2026.