View 12043 HOLYSTONE STREET Winter Garden, FL MLS# O6391615
  • Recently Listed with Virtual Tour
1 of 33
$390,000
3

Beds

2.1

Baths

1,568

Sq.Ft.

12043 HOLYSTONE STREET

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 16551 BARBOURS CREEK WAY Winter Garden, FL MLS# O6392014
  • Recently Listed with Virtual Tour
1 of 14
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16551 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
View 13705 GOLDEN RUSSET DRIVE Winter Garden, FL MLS# O6390740
  • Recently Listed with Virtual Tour
1 of 40
$379,900
3

Beds

2.1

Baths

1,590

Sq.Ft.

13705 GOLDEN RUSSET DRIVE

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14267 AVENUE OF THE GROVES Winter Garden, FL MLS# O6390455
  • Recently Listed with Virtual Tour
1 of 29
$350,000
2

Beds

2.1

Baths

1,289

Sq.Ft.

14267 AVENUE OF THE GROVES

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 884 KLONDIKE STREET Winter Garden, FL MLS# O6389922
  • Recently Listed with Virtual Tour
1 of 28
$375,000
4

Beds

2.0

Baths

1,485

Sq.Ft.

884 KLONDIKE STREET

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13335 DANIELS LANDING CIRCLE Winter Garden, FL MLS# S5145558
$324,000
2

Beds

2.1

Baths

1,347

Sq.Ft.

13335 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of WATSON REALTY CORP.
View Address not provided Winter Garden, FL MLS# O6390273
$350,000
1,700

Sq.Ft.

Address not provided

Winter Garden, FL

Courtesy of Clermont - WEICHERT, REALTORS® - Hallmark Properties
View 13750 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6390396
  • Recently Listed with Virtual Tour
1 of 40
$330,000
2

Beds

2.1

Baths

1,293

Sq.Ft.

13750 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 15327 TORPOINT ROAD Winter Garden, FL MLS# O6387621
$410,000
3

Beds

2.1

Baths

1,292

Sq.Ft.

15327 TORPOINT ROAD

Winter Garden, FL

Courtesy of REAL BROKER, LLC
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 7333 DUXBURY LANE Winter Garden, FL MLS# O6380757
$410,000
3

Beds

3.0

Baths

1,813

Sq.Ft.

7333 DUXBURY LANE

Winter Garden, FL

Courtesy of UPSIDE REAL ESTATE INC
View 13350 W COLONIAL DRIVE C1 Winter Garden, FL MLS# V4947708
$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
  • Virtual Tour
1 of 30
OPEN HOUSE: Sunday 3/29 12:00 PM - 2:00 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 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 16563 BARBOURS CREEK WAY Winter Garden, FL MLS# O6386283
  • New Construction with Virtual Tour
1 of 14
$414,990
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 14447 PRUNNINGWOOD PLACE Winter Garden, FL MLS# O6385194
$340,000
2

Beds

2.1

Baths

1,250

Sq.Ft.

14447 PRUNNINGWOOD PLACE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 709 PAMELA AVENUE Winter Garden, FL MLS# V4947516
$315,000
4

Beds

3.0

Baths

1,056

Sq.Ft.

709 PAMELA AVENUE

Winter Garden, FL

Courtesy of GLORY INTL. REAL ESTATE CO
View 15098 WINDFLOWER ALLEY Winter Garden, FL MLS# O6386823
  • Recently Listed with Virtual Tour
1 of 30
OPEN HOUSE: Saturday 3/28 12:00 PM - 3:00 PM
$365,000
2

Beds

2.1

Baths

1,276

Sq.Ft.

15098 WINDFLOWER ALLEY

Winter Garden, FL

Courtesy of WEMERT GROUP REALTY LLC
View 1401 N FULLERS CROSS ROAD Winter Garden, FL MLS# O6385497
$395,000
Studio

Beds

0.0

Baths

1401 N FULLERS CROSS ROAD

Winter Garden, FL

Courtesy of RE/MAX PRIME 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

947

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 - 200K14
$200K - 300K92
$300K - 400K79
$400K - 500K157
$500K - 600K156
$600K - 700K111
$700K - 800K90
$800K - 900K78
$900K - 1M58
$1M - Max108

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family641
Townhouse143
Condo126
Commercial12
Rental228
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 3/24/2026)

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

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 3/25/2026.