View 12118 PLUMPTON DRIVE Winter Garden, FL MLS# O6396191
$2,750
3

Beds

2.1

Baths

1,567

Sq.Ft.

12118 PLUMPTON DRIVE

Winter Garden, FL

Courtesy of CALL IT CLOSED INTL REALTY
View 15220 GROVESIDE ROAD Winter Garden, FL MLS# O6396417
  • New Construction with Virtual Tour
1 of 20
$2,800
3

Beds

2.1

Baths

1,846

Sq.Ft.

15220 GROVESIDE ROAD

Winter Garden, FL

Courtesy of WENDY MORRIS REALTY
View 7245 HALF MOON LAKE DRIVE Winter Garden, FL MLS# O6396181
$2,950
3

Beds

2.1

Baths

1,825

Sq.Ft.

7245 HALF MOON LAKE DRIVE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
The time to sell is now! THE TIME TO SELL IS NOW!
View 6168 GLORY BOWER DRIVE Winter Garden, FL MLS# O6395736
$2,800
3

Beds

2.1

Baths

2,128

Sq.Ft.

6168 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of WENDY MORRIS REALTY
View 1220 PRIORY CIRCLE Winter Garden, FL MLS# O6395601
$3,000
3

Beds

2.1

Baths

1,971

Sq.Ft.

1220 PRIORY CIRCLE

Winter Garden, FL

Courtesy of FOLIO REALTY LLC
View 6154 HAMLIN RESERVE BOULEVARD Winter Garden, FL MLS# O6395397
$4,800
4

Beds

3.1

Baths

3,087

Sq.Ft.

6154 HAMLIN RESERVE BOULEVARD

Winter Garden, FL

Courtesy of ALLUX REAL ESTATE LLC
View 15221 SUNRISE GROVE COURT Winter Garden, FL MLS# S5146801
$2,800
3

Beds

2.1

Baths

1,844

Sq.Ft.

15221 SUNRISE GROVE COURT

Winter Garden, FL

Courtesy of REALTY ONE SPECIALISTS LLC
View 64 N PARK AVENUE Winter Garden, FL MLS# O6394825
$5,995
4

Beds

4.0

Baths

2,225

Sq.Ft.

64 N PARK AVENUE

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 1323 PRIORY CIRCLE Winter Garden, FL MLS# O6394581
$2,950
3

Beds

2.1

Baths

1,840

Sq.Ft.

1323 PRIORY CIRCLE

Winter Garden, FL

Courtesy of LIBERTY HOME SALES INC
View 80 WINDTREE LANE 203 Winter Garden, FL MLS# O6394220
$1,650
2

Beds

2.0

Baths

918

Sq.Ft.

80 WINDTREE LANE 203

Winter Garden, FL

Courtesy of ROMAN REALTY GROUP, LLC
View 1335 PRIORY CIRCLE Winter Garden, FL MLS# O6388888
$2,790
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
$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
  • Adult Community 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 16870 SANCTUARY DRIVE Winter Garden, FL MLS# O6394261
  • Recently Listed with Virtual Tour
1 of 100
$12,950
5

Beds

5.0

Baths

4,038

Sq.Ft.

16870 SANCTUARY DRIVE

Winter Garden, FL

Courtesy of FORTUNE GLOBAL REALTY
View 314 DOUGLAS WAY 900 Winter Garden, FL MLS# O6393613
$1,570
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
$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 15267 HONEYBELL DRIVE Winter Garden, FL MLS# S5146372
$675
1

Beds

1.0

Baths

1,000

Sq.Ft.

15267 HONEYBELL DRIVE

Winter Garden, FL

Courtesy of VESTI LLC
View 10030 SALT POINT DRIVE Winter Garden, FL MLS# O6393755
$2,550
3

Beds

2.1

Baths

1,568

Sq.Ft.

10030 SALT POINT DRIVE

Winter Garden, FL

Courtesy of CT HOMES REALTY CORPORATION
View 15823 TOLLINGTON ALLEY Winter Garden, FL MLS# O6392920
$2,795
3

Beds

2.1

Baths

1,850

Sq.Ft.

15823 TOLLINGTON ALLEY

Winter Garden, FL

Courtesy of FUSILIER MANAGEMENT GROUP

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

1,041

Estimated median home price

$609,900
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 - 100K2
$100K - 200K21
$200K - 300K98
$300K - 400K83
$400K - 500K141
$500K - 600K168
$600K - 700K124
$700K - 800K118
$800K - 900K87
$900K - 1M74
$1M - Max125

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family713
Townhouse141
Condo145
Commercial10
Rental211
Lots and Land29
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home2
Farms0

(Data as of 5/24/2026)

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 5/24/2026.