View 2621 SHIREHALL LANE Winter Garden, FL MLS# O6386585
  • Recently Listed with Virtual Tour
1 of 26
$500,000
3

Beds

2.0

Baths

1,960

Sq.Ft.

2621 SHIREHALL LANE

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 15327 TORPOINT ROAD Winter Garden, FL MLS# O6387621
  • Recently Listed with Virtual Tour
1 of 32
$410,000
3

Beds

2.1

Baths

1,292

Sq.Ft.

15327 TORPOINT ROAD

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 15333 HAMLIN PARK DRIVE Winter Garden, FL MLS# TB8483746
  • Recently Listed with Virtual Tour
1 of 31
$489,990
3

Beds

3.1

Baths

2,072

Sq.Ft.

15333 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 15182 SUNRISE GROVE COURT Winter Garden, FL MLS# O6382211
  • Recently Listed with Virtual Tour
1 of 27
$420,000
3

Beds

2.1

Baths

1,844

Sq.Ft.

15182 SUNRISE GROVE COURT

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 838 BETHUNE AVENUE Winter Garden, FL MLS# O6388596
  • Recently Listed with Virtual Tour
1 of 9
$277,000
3

Beds

2.0

Baths

985

Sq.Ft.

838 BETHUNE AVENUE

Winter Garden, FL

Courtesy of LIVE MVRK LLC
View 7007 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6388545
$470,000
3

Beds

2.1

Baths

1,845

Sq.Ft.

7007 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 7333 DUXBURY LANE Winter Garden, FL MLS# O6380757
  • Recently Listed with Virtual Tour
1 of 44
$425,000
3

Beds

3.0

Baths

1,813

Sq.Ft.

7333 DUXBURY LANE

Winter Garden, FL

Courtesy of UPSIDE REAL ESTATE INC
View 15533 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# O6387747
  • Recently Listed with Virtual Tour
1 of 23
$495,900
3

Beds

2.0

Baths

1,765

Sq.Ft.

15533 MURCOTT BLOSSOM BOULEVARD

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 16856 HYPATIA ALLEY Winter Garden, FL MLS# O6387941
  • Recently Listed with Virtual Tour
1 of 74
$484,999
3

Beds

2.0

Baths

1,705

Sq.Ft.

16856 HYPATIA ALLEY

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 13350 W COLONIAL DRIVE C1 Winter Garden, FL MLS# V4947708
  • Recently Listed with Virtual Tour
1 of 7
$399,000
1,152

Sq.Ft.

13350 W COLONIAL DRIVE C1

Winter Garden, FL

Courtesy of LPT REALTY LLC
View 13930 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6387127
  • Recently Listed with Virtual Tour
1 of 30
OPEN HOUSE: Sunday 3/8 2:00 PM - 4:00 PM
$310,000
2

Beds

2.1

Baths

1,240

Sq.Ft.

13930 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 1710 E BAY STREET Winter Garden, FL MLS# O6376343
  • Recently Listed with Virtual Tour
1 of 34
$278,700
3

Beds

2.0

Baths

972

Sq.Ft.

1710 E BAY STREET

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 14095 TITLE WAY Winter Garden, FL MLS# O6382795
  • Recently Listed with Virtual Tour
1 of 38
$440,000
3

Beds

2.1

Baths

1,628

Sq.Ft.

14095 TITLE WAY

Winter Garden, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 225 SOUTHERN PECAN CIRCLE 208 Winter Garden, FL MLS# O6383422
  • Recently Listed with Virtual Tour
1 of 30
$299,900
2

Beds

2.0

Baths

1,264

Sq.Ft.

225 SOUTHERN PECAN CIRCLE 208

Winter Garden, FL

Courtesy of JOHN SILVA REALTY & ASSOCIATES
View 15140 SUNRISE GROVE COURT Winter Garden, FL MLS# O6388259
  • Recently Listed with Virtual Tour
1 of 47
$399,987
3

Beds

2.1

Baths

2,012

Sq.Ft.

15140 SUNRISE GROVE COURT

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 14501 GROVE RESORT AVENUE 3109 Winter Garden, FL MLS# O6386655
  • Recently Listed with Virtual Tour
1 of 62
$314,900
2

Beds

2.0

Baths

1,434

Sq.Ft.

14501 GROVE RESORT AVENUE 3109

Winter Garden, FL

Courtesy of MBI REALTY LLC
View 5706 CYPRESS HILL ROAD Winter Garden, FL MLS# O6386620
  • Recently Listed with Virtual Tour
1 of 13
$460,000
3

Beds

2.1

Baths

1,712

Sq.Ft.

5706 CYPRESS HILL ROAD

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16563 BARBOURS CREEK WAY Winter Garden, FL MLS# O6386283
  • Recently Listed with Virtual Tour
1 of 14
$419,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16563 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 18167 CIDER MILL LANE Winter Garden, FL MLS# O6386278
  • Recently Listed with Virtual Tour
1 of 15
$487,500
3

Beds

2.1

Baths

1,817

Sq.Ft.

18167 CIDER MILL LANE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13291 PEACEFUL MELODY DRIVE Winter Garden, FL MLS# G5108893
  • New Construction with Virtual Tour
1 of 53
$428,405
3

Beds

2.1

Baths

1,644

Sq.Ft.

13291 PEACEFUL MELODY DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC

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

913

Estimated median home price

$595,000
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

Price Count
$0 - 100K 4
$100K - 200K 12
$200K - 300K 88
$300K - 400K 77
$400K - 500K 148
$500K - 600K 148
$600K - 700K 110
$700K - 800K 91
$800K - 900K 69
$900K - 1M 58
$1M - Max 108

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 621
Townhouse 130
Condo 125
Commercial 10
Rental 219
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 1
Farms 0

(Data as of 3/7/2026)

Information deemed reliable but not guaranteed.

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.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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.

Data is updated as of 3/7/2026.

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 3/7/2026.