View 16576 BARBOURS CREEK WAY Winter Garden, FL MLS# O6423785
  • Recently Listed with Virtual Tour
1 of 27
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16576 BARBOURS CREEK WAY

Winter Garden, FL

View 16588 BARBOURS CREEK WAY Winter Garden, FL MLS# O6423874
  • Recently Listed with Virtual Tour
1 of 27
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16588 BARBOURS CREEK WAY

Winter Garden, FL

View 9991 SCHROEDER ALLEY Winter Garden, FL MLS# O6422573
  • Recently Listed with Virtual Tour
1 of 45
$385,000
3

Beds

2.1

Baths

1,568

Sq.Ft.

9991 SCHROEDER ALLEY

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 341 E LAFAYETTE STREET Winter Garden, FL MLS# O6423558
  • Recently Listed with Virtual Tour
1 of 7
$179,000
2

Beds

1.0

Baths

1,106

Sq.Ft.

341 E LAFAYETTE STREET

Winter Garden, FL

Courtesy of LA ROSA REALTY ORLANDO LLC
View 13551 DANIELS LANDING CIRCLE Winter Garden, FL MLS# O6423265
  • Recently Listed with Virtual Tour
1 of 53
OPEN HOUSE: Saturday 7/11 3:00 PM - 5:00 PM
$299,500
2

Beds

2.1

Baths

1,293

Sq.Ft.

13551 DANIELS LANDING CIRCLE

Winter Garden, FL

View 15006 CHAPTER WAY Winter Garden, FL MLS# O6422762
  • Recently Listed with Virtual Tour
1 of 53
$435,000
3

Beds

2.1

Baths

1,717

Sq.Ft.

15006 CHAPTER WAY

Winter Garden, FL

Courtesy of PREFERRED RE BROKERS III
View 8150 RED STOPPER LANE Winter Garden, FL MLS# O6416867
  • Recently Listed with Virtual Tour
1 of 47
$450,000
3

Beds

2.1

Baths

1,738

Sq.Ft.

8150 RED STOPPER LANE

Winter Garden, FL

View 13230 SERENE GLADE ROAD Winter Garden, FL MLS# G5114659
  • New Construction with Virtual Tour
1 of 10
$456,496
3

Beds

2.1

Baths

1,644

Sq.Ft.

13230 SERENE GLADE ROAD

Winter Garden, FL

View 14014 SCARLET ASTER ALLEY Winter Garden, FL MLS# O6418814
$469,000
3

Beds

3.0

Baths

1,808

Sq.Ft.

14014 SCARLET ASTER ALLEY

Winter Garden, FL

View AVALON ROAD Winter Garden, FL MLS# O6421486
  • Recently Listed with Virtual Tour
1 of 24
$195,000
Studio

Beds

0.0

Baths

AVALON ROAD

Winter Garden, FL

View 417 SOUTHERN PECAN CIRCLE 201 Winter Garden, FL MLS# O6421941
  • Recently Listed with Virtual Tour
1 of 19
$275,000
2

Beds

2.0

Baths

1,264

Sq.Ft.

417 SOUTHERN PECAN CIRCLE 201

Winter Garden, FL

View 689 BETHUNE AVENUE Winter Garden, FL MLS# O6421715
  • Recently Listed with Virtual Tour
1 of 46
$434,000
4

Beds

2.0

Baths

1,434

Sq.Ft.

689 BETHUNE AVENUE

Winter Garden, FL

View 13158 BOUNTY AVENUE Winter Garden, FL MLS# O6421321
$395,000
3

Beds

2.1

Baths

1,567

Sq.Ft.

13158 BOUNTY AVENUE

Winter Garden, FL

View 13349 HARBOR SHORE LANE Winter Garden, FL MLS# G5114466
  • Recently Listed with Virtual Tour
1 of 24
$316,000
2

Beds

2.1

Baths

1,236

Sq.Ft.

13349 HARBOR SHORE LANE

Winter Garden, FL

View 6843 POINT HANCOCK DRIVE Winter Garden, FL MLS# G5114589
  • Recently Listed with Virtual Tour
1 of 16
$435,000
3

Beds

2.0

Baths

1,720

Sq.Ft.

6843 POINT HANCOCK DRIVE

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 3303 Winter Garden, FL MLS# O6421329
  • Recently Listed with Virtual Tour
1 of 30
$215,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 3303

Winter Garden, FL

View Address not provided Winter Garden, FL MLS# O6420656
  • Recently Listed with Virtual Tour
1 of 16
$217,500
1

Beds

1.0

Baths

942

Sq.Ft.

Address not provided

Winter Garden, FL

View 16435 HAMLIN HILLS ROAD Winter Garden, FL MLS# O6420316
  • Recently Listed with Virtual Tour
1 of 14
$455,900
3

Beds

2.1

Baths

1,736

Sq.Ft.

16435 HAMLIN HILLS ROAD

Winter Garden, FL

Courtesy of VALSTAR REALTY LLC
View 1300 EASTERN PECAN PLACE 208 Winter Garden, FL MLS# O6420493
  • Recently Listed with Virtual Tour
1 of 32
$295,000
3

Beds

2.0

Baths

1,453

Sq.Ft.

1300 EASTERN PECAN PLACE 208

Winter Garden, FL

View 16558 BARBOURS CREEK WAY Winter Garden, FL MLS# O6420061
  • Recently Listed with Virtual Tour
1 of 67
$464,990
3

Beds

2.1

Baths

1,817

Sq.Ft.

16558 BARBOURS CREEK WAY

Winter Garden, FL

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

$609,611
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 - 100K1
$100K - 200K22
$200K - 300K92
$300K - 400K64
$400K - 500K127
$500K - 600K164
$600K - 700K102
$700K - 800K98
$800K - 900K92
$900K - 1M64
$1M - Max121

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family650
Townhouse125
Condo137
Commercial11
Rental200
Lots and Land21
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/9/2026)

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

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 7/10/2026.