View 15738 SHOREBIRD LANE Winter Garden, FL MLS# O6394474
  • Recently Listed with Virtual Tour
1 of 23
$3,950
4

Beds

4.0

Baths

2,768

Sq.Ft.

15738 SHOREBIRD LANE

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 64 N PARK AVENUE Winter Garden, FL MLS# O6394825
  • Recently Listed with Virtual Tour
1 of 38
$5,995
4

Beds

4.0

Baths

2,225

Sq.Ft.

64 N PARK AVENUE

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 17063 QUICKSILVER AVENUE Winter Garden, FL MLS# O6394853
$2,995
4

Beds

3.1

Baths

2,492

Sq.Ft.

17063 QUICKSILVER AVENUE

Winter Garden, FL

Courtesy of U KEY REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 1323 PRIORY CIRCLE Winter Garden, FL MLS# O6394581
  • Recently Listed with Virtual Tour
1 of 35
$2,950
3

Beds

2.1

Baths

1,840

Sq.Ft.

1323 PRIORY CIRCLE

Winter Garden, FL

Courtesy of LIBERTY HOME SALES INC
View 15155 CANOE PLACE Winter Garden, FL MLS# O6394636
  • Recently Listed with Virtual Tour
1 of 39
$6,000
5

Beds

4.1

Baths

4,045

Sq.Ft.

15155 CANOE PLACE

Winter Garden, FL

Courtesy of ALL CENTRAL FLORIDA REALTY LLC
View 80 WINDTREE LANE 203 Winter Garden, FL MLS# O6394220
  • Recently Listed with Virtual Tour
1 of 23
$1,750
2

Beds

2.0

Baths

918

Sq.Ft.

80 WINDTREE LANE 203

Winter Garden, FL

Courtesy of ROMAN REALTY GROUP, LLC
View 8138 SOLDIERWOOD STREET Winter Garden, FL MLS# O6392308
  • Recently Listed with Virtual Tour
1 of 50
$4,300
4

Beds

3.0

Baths

3,075

Sq.Ft.

8138 SOLDIERWOOD STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1335 PRIORY CIRCLE Winter Garden, FL MLS# O6388888
  • Recently Listed with Virtual Tour
1 of 32
$2,900
3

Beds

2.1

Baths

1,898

Sq.Ft.

1335 PRIORY CIRCLE

Winter Garden, FL

Courtesy of FOLIO REALTY LLC
View 13251 PONTOON ROAD Winter Garden, FL MLS# O6394481
  • Recently Listed with Virtual Tour
1 of 12
$2,800
3

Beds

2.1

Baths

1,814

Sq.Ft.

13251 PONTOON ROAD

Winter Garden, FL

Courtesy of FORTRESS REAL ESTATE TEAM LLC
View 14155 LAKEVIEW PARK ROAD Winter Garden, FL MLS# O6393788
  • Recently Listed with Virtual Tour
1 of 26
$3,200
4

Beds

3.0

Baths

2,088

Sq.Ft.

14155 LAKEVIEW PARK ROAD

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 16288 MERRY ALY Winter Garden, FL MLS# O6393824
  • Recently Listed with Virtual Tour
1 of 24
$2,499
3

Beds

2.1

Baths

1,553

Sq.Ft.

16288 MERRY ALY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 17329 BEACHGRASS ALLEY Winter Garden, FL MLS# O6394144
  • Recently Listed with Virtual Tour
1 of 41
$3,700
4

Beds

3.0

Baths

2,510

Sq.Ft.

17329 BEACHGRASS ALLEY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 16282 MERRY ALLEY Winter Garden, FL MLS# O6394602
  • Recently Listed
1 of 23
$2,850
3

Beds

2.1

Baths

1,770

Sq.Ft.

16282 MERRY ALLEY

Winter Garden, FL

Courtesy of VANTASURE REALTY LLC
View 314 DOUGLAS WAY 900 Winter Garden, FL MLS# O6393613
  • Recently Listed with Virtual Tour
1 of 11
$1,600
2

Beds

2.0

Baths

930

Sq.Ft.

314 DOUGLAS WAY 900

Winter Garden, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 1226 PORTMOOR WAY Winter Garden, FL MLS# O6393825
  • Recently Listed with Virtual Tour
1 of 60
$3,700
5

Beds

3.0

Baths

2,856

Sq.Ft.

1226 PORTMOOR WAY

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 15327 OAK APPLE COURT 8B Winter Garden, FL MLS# S5146415
$2,200
3

Beds

2.1

Baths

1,544

Sq.Ft.

15327 OAK APPLE COURT 8B

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 13465 SAGESTONE DRIVE Winter Garden, FL MLS# O6393123
  • Recently Listed with Virtual Tour
1 of 9
$2,650
3

Beds

2.1

Baths

1,567

Sq.Ft.

13465 SAGESTONE DRIVE

Winter Garden, FL

Courtesy of DOUBLE M GROUP COMPANY
View 16021 TOLLINGTON ALLEY Winter Garden, FL MLS# O6393427
  • Recently Listed with Virtual Tour
1 of 15
$3,500
4

Beds

3.0

Baths

2,689

Sq.Ft.

16021 TOLLINGTON ALLEY

Winter Garden, FL

Courtesy of KICANTO REALTY
View 16294 MERRY ALY Winter Garden, FL MLS# O6393782
  • Recently Listed with Virtual Tour
1 of 24
$2,650
3

Beds

2.1

Baths

1,553

Sq.Ft.

16294 MERRY ALY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15187 HARROWGATE WAY Winter Garden, FL MLS# O6392814
  • Recently Listed with Virtual Tour
1 of 12
$2,550
3

Beds

2.0

Baths

1,296

Sq.Ft.

15187 HARROWGATE WAY

Winter Garden, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM

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

953

Estimated median home price

$589,000
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 - 100K4
$100K - 200K15
$200K - 300K96
$300K - 400K81
$400K - 500K155
$500K - 600K155
$600K - 700K112
$700K - 800K92
$800K - 900K79
$900K - 1M62
$1M - Max102

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family646
Townhouse144
Condo128
Commercial11
Rental221
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 3/27/2026)

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 3/31/2026.