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

The time to sell is now! THE TIME TO SELL IS NOW!
View 16503 BARBOURS CREEK WAY Winter Garden, FL MLS# O6420071
  • Recently Listed with Virtual Tour
1 of 67
$459,000
3

Beds

2.1

Baths

1,817

Sq.Ft.

16503 BARBOURS CREEK WAY

Winter Garden, FL

View 397 ERON WAY 42 Winter Garden, FL MLS# O6420092
  • Recently Listed with Virtual Tour
1 of 22
$225,000
3

Beds

2.0

Baths

930

Sq.Ft.

397 ERON WAY 42

Winter Garden, FL

View 16509 BARBOURS CREEK WAY Winter Garden, FL MLS# O6420095
  • Recently Listed with Virtual Tour
1 of 63
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16509 BARBOURS CREEK WAY

Winter Garden, FL

View 8019 JEREMY JOSEPH ALLEY Winter Garden, FL MLS# O6415530
$400,000
3

Beds

2.1

Baths

1,696

Sq.Ft.

8019 JEREMY JOSEPH ALLEY

Winter Garden, FL

Courtesy of SAUNDERS PLAKON
View 359 DOUGLAS WAY 54 Winter Garden, FL MLS# O6420014
  • Recently Listed with Virtual Tour
1 of 25
$229,000
2

Beds

2.0

Baths

930

Sq.Ft.

359 DOUGLAS WAY 54

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 5863 CYPRESS HILL ROAD Winter Garden, FL MLS# TB8522840
  • Recently Listed with Virtual Tour
1 of 11
$375,000
2

Beds

2.1

Baths

1,594

Sq.Ft.

5863 CYPRESS HILL ROAD

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 3227 Winter Garden, FL MLS# S5152479
  • Recently Listed with Virtual Tour
1 of 43
$365,000
3

Beds

3.0

Baths

1,544

Sq.Ft.

14501 GROVE RESORT AVENUE 3227

Winter Garden, FL

View 217 W STORY ROAD Winter Garden, FL MLS# O6417750
  • Recently Listed
1 of 27
$450,000
3

Beds

2.0

Baths

1,120

Sq.Ft.

217 W STORY ROAD

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 9078 WADING WALK LANE Winter Garden, FL MLS# O6419335
  • Recently Listed with Virtual Tour
1 of 21
$460,000
3

Beds

2.1

Baths

1,814

Sq.Ft.

9078 WADING WALK LANE

Winter Garden, FL

View 434 SAND LIME ROAD Winter Garden, FL MLS# O6416074
  • Recently Listed with Virtual Tour
1 of 22
$249,900
2

Beds

1.1

Baths

1,302

Sq.Ft.

434 SAND LIME ROAD

Winter Garden, FL

View 14942 WINDFLOWER ALLEY Winter Garden, FL MLS# O6420210
  • Recently Listed with Virtual Tour
1 of 35
$415,000
3

Beds

2.1

Baths

1,536

Sq.Ft.

14942 WINDFLOWER ALLEY

Winter Garden, FL

View 304 ERON WAY 2 Winter Garden, FL MLS# O6419000
  • Recently Listed with Virtual Tour
1 of 20
$177,900
2

Beds

2.0

Baths

840

Sq.Ft.

304 ERON WAY 2

Winter Garden, FL

View 14470 PORTER ROAD Winter Garden, FL MLS# G5114165
  • New Construction
1 of 4
$461,420
3

Beds

2.1

Baths

1,764

Sq.Ft.

14470 PORTER ROAD

Winter Garden, FL

View 721 S WOODLAND STREET Winter Garden, FL MLS# O6419636
  • Recently Listed with Virtual Tour
1 of 24
$450,000
2

Beds

1.0

Baths

1,034

Sq.Ft.

721 S WOODLAND STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 14383 BRAEMAR STREET Winter Garden, FL MLS# O6418248
$456,000
3

Beds

2.1

Baths

1,678

Sq.Ft.

14383 BRAEMAR STREET

Winter Garden, FL

View 1610 BEULAH ROAD Winter Garden, FL MLS# O6418153
$450,000
4

Beds

2.0

Baths

2,210

Sq.Ft.

1610 BEULAH ROAD

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 14501 GROVE RESORT AVENUE 1527 Winter Garden, FL MLS# O6418439
$170,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 1527

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

937

Estimated median home price

$599,990
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 - 200K21
$200K - 300K89
$300K - 400K64
$400K - 500K134
$500K - 600K163
$600K - 700K103
$700K - 800K94
$800K - 900K87
$900K - 1M63
$1M - Max118

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family638
Townhouse130
Condo135
Commercial11
Rental198
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home1
Farms0

(Data as of 7/12/2026)

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 7/12/2026.