View 708 MARSH REED DRIVE Winter Garden, FL MLS# O6405579
$2,990
3

Beds

2.1

Baths

1,985

Sq.Ft.

708 MARSH REED DRIVE

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 13890 TITLE WAY Winter Garden, FL MLS# O6372589
  • Virtual Tour
1 of 32
$2,950
3

Beds

2.1

Baths

1,717

Sq.Ft.

13890 TITLE WAY

Winter Garden, FL

Courtesy of PRISTINE INTERNATIONAL REALTY LLC
View 1323 PRIORY CIRCLE Winter Garden, FL MLS# O6394581
  • 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
The time to sell is now! THE TIME TO SELL IS NOW!
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
View 15883 TOLLINGTON ALLEY Winter Garden, FL MLS# O6401288
$2,950
3

Beds

2.1

Baths

1,850

Sq.Ft.

15883 TOLLINGTON ALLEY

Winter Garden, FL

Courtesy of DALTON WADE INC
View 7972 MINUTEMAN LOOP Winter Garden, FL MLS# O6406618
  • Recently Listed with Virtual Tour
1 of 5
OPEN HOUSE: Sunday 5/31 1:30 PM - 3:30 PM
$2,950
4

Beds

2.0

Baths

1,977

Sq.Ft.

7972 MINUTEMAN LOOP

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 15250 GROVESIDE ROAD Winter Garden, FL MLS# O6408481
  • Recently Listed with Virtual Tour
1 of 15
$2,950
3

Beds

2.1

Baths

1,846

Sq.Ft.

15250 GROVESIDE ROAD

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 14387 BRAEMAR STREET Winter Garden, FL MLS# G5111869
  • Recently Listed with Virtual Tour
1 of 22
$2,950
4

Beds

2.1

Baths

2,094

Sq.Ft.

14387 BRAEMAR STREET

Winter Garden, FL

Courtesy of SCATES REALTY & INVESTMENT PRO
View 7000 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6381796
$2,900
4

Beds

3.1

Baths

1,914

Sq.Ft.

7000 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 15113 WHITE WAGTAIL LANE Winter Garden, FL MLS# O6388369
$2,900
3

Beds

2.0

Baths

1,765

Sq.Ft.

15113 WHITE WAGTAIL LANE

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 17651 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6390876
  • New Construction with Virtual Tour
1 of 23
$2,900
3

Beds

2.0

Baths

1,788

Sq.Ft.

17651 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 16067 PEBBLE BLUFF LOOP Winter Garden, FL MLS# S5147791
$2,900
3

Beds

2.1

Baths

2,012

Sq.Ft.

16067 PEBBLE BLUFF LOOP

Winter Garden, FL

Courtesy of ACKLEY FLORIDA PROPERTY MANAGEMENT INC
View 16435 PARABLE WAY Winter Garden, FL MLS# O6402360
  • Virtual Tour
1 of 35
$2,900
4

Beds

3.0

Baths

2,030

Sq.Ft.

16435 PARABLE WAY

Winter Garden, FL

Courtesy of INTEREALTY SERVICE
View 17077 HARBOR OAK PARKWAY Winter Garden, FL MLS# O6407976
$2,900
3

Beds

3.0

Baths

2,106

Sq.Ft.

17077 HARBOR OAK PARKWAY

Winter Garden, FL

Courtesy of RATIO REAL ESTATE, LLC
View 8115 SAYINGS DRIVE Winter Garden, FL MLS# O6411105
  • Recently Listed with Virtual Tour
1 of 20
$2,900
4

Beds

2.1

Baths

1,992

Sq.Ft.

8115 SAYINGS DRIVE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 224 FAULKNER STREET Winter Garden, FL MLS# O6411344
  • Recently Listed
1 of 32
$2,865
3

Beds

2.0

Baths

1,591

Sq.Ft.

224 FAULKNER STREET

Winter Garden, FL

Courtesy of WINTER GARDEN REAL ESTATE
View 15481 BAY BRIDGE STREET Winter Garden, FL MLS# O6380391
  • New Construction with Virtual Tour
1 of 30
$2,850
3

Beds

2.1

Baths

1,670

Sq.Ft.

15481 BAY BRIDGE STREET

Winter Garden, FL

Courtesy of GLASSTONE GROUP INC
View 15192 CHAPTER WAY Winter Garden, FL MLS# O6387353
  • Virtual Tour
1 of 20
$2,850
4

Beds

3.1

Baths

2,486

Sq.Ft.

15192 CHAPTER WAY

Winter Garden, FL

Courtesy of INTOP PROPERTY MANAGEMENT
View 5783 CITRUS PARK DRIVE Winter Garden, FL MLS# O6391947
  • New Construction with Virtual Tour
1 of 42
$2,850
3

Beds

2.1

Baths

1,846

Sq.Ft.

5783 CITRUS PARK DRIVE

Winter Garden, FL

Courtesy of GOLDEN KEY REAL ESTATE SOLUTIONS LLC
View 16085 SCARPETTA STREET Winter Garden, FL MLS# O6393325
  • New Construction with Virtual Tour
1 of 27
$2,850
3

Beds

2.0

Baths

1,689

Sq.Ft.

16085 SCARPETTA STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES

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

1,040

Estimated median home price

$609,306
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

Price Count
$0 - 100K 1
$100K - 200K 25
$200K - 300K 96
$300K - 400K 79
$400K - 500K 142
$500K - 600K 172
$600K - 700K 127
$700K - 800K 114
$800K - 900K 87
$900K - 1M 72
$1M - Max 125

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 718
Townhouse 136
Condo 143
Commercial 10
Rental 214
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/29/2026)

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 5/29/2026.