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
The time to sell is now! THE TIME TO SELL IS NOW!
View 13282 SERENE GLADE ROAD Winter Garden, FL MLS# S5144831
  • New Construction with Virtual Tour
1 of 32
$456,497
3

Beds

2.1

Baths

1,644

Sq.Ft.

13282 SERENE GLADE ROAD

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 8113 RED STOPPER LANE Winter Garden, FL MLS# O6386525
  • Recently Listed with Virtual Tour
1 of 62
$465,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

8113 RED STOPPER LANE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14447 PRUNNINGWOOD PLACE Winter Garden, FL MLS# O6385194
  • Recently Listed with Virtual Tour
1 of 26
$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 87 WINDTREE LANE K Winter Garden, FL MLS# G5108773
  • Recently Listed with Virtual Tour
1 of 39
$225,000
2

Beds

2.0

Baths

918

Sq.Ft.

87 WINDTREE LANE K

Winter Garden, FL

Courtesy of BONJORN REAL ESTATE
View 1401 N FULLERS CROSS ROAD Winter Garden, FL MLS# O6385497
  • Recently Listed with Virtual Tour
1 of 11
$395,000
Studio

Beds

0.0

Baths

1401 N FULLERS CROSS ROAD

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 1670 E Spring Ridge Circle Winter Garden, FL MLS# 1070334
$425,000
3

Beds

2.0

Baths

1,699

Sq.Ft.

1670 E Spring Ridge Circle

Winter Garden, FL

Brevard
View 1670 E SPRING RIDGE CIRCLE Winter Garden, FL MLS# O6385776
$425,000
3

Beds

2.0

Baths

1,699

Sq.Ft.

1670 E SPRING RIDGE CIRCLE

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 14446 WHITTRIDGE DRIVE Winter Garden, FL MLS# O6378698
  • Recently Listed with Virtual Tour
1 of 25
$450,000
3

Beds

2.0

Baths

1,650

Sq.Ft.

14446 WHITTRIDGE DRIVE

Winter Garden, FL

Courtesy of THE C SMITH REAL ESTATE GROUP LLC
View 375 REGAL DOWNS CIRCLE Winter Garden, FL MLS# O6377205
$334,900
3

Beds

2.0

Baths

1,464

Sq.Ft.

375 REGAL DOWNS CIRCLE

Winter Garden, FL

Courtesy of ENTERA REALTY LLC
View 14501 GROVE RESORT AVENUE 2714 Winter Garden, FL MLS# O6385819
  • Recently Listed with Virtual Tour
1 of 59
$215,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 2714

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14501 GROVE RESORT AVENUE 2713 Winter Garden, FL MLS# O6385857
  • Recently Listed with Virtual Tour
1 of 57
$215,000
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2713

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 14501 GROVE RESORT AVENUE 3611 Winter Garden, FL MLS# TB8481342
$235,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 3611

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 14501 GROVE RESORT AVENUE 1443 Winter Garden, FL MLS# S5144504
  • Recently Listed with Virtual Tour
1 of 29
$300,000
2

Beds

2.0

Baths

1,375

Sq.Ft.

14501 GROVE RESORT AVENUE 1443

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 14501 GROVE RESORT AVENUE 1203 Winter Garden, FL MLS# S5144506
  • Recently Listed with Virtual Tour
1 of 24
$350,000
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1203

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 14501 GROVE RESORT AVENUE 2223 Winter Garden, FL MLS# S5144425
  • Recently Listed with Virtual Tour
1 of 28
$287,990
2

Beds

2.0

Baths

1,265

Sq.Ft.

14501 GROVE RESORT AVENUE 2223

Winter Garden, FL

Courtesy of SACKS REALTY GROUP, INC.
View 14058 FRASIER STREET Winter Garden, FL MLS# V4947394
  • Recently Listed with Virtual Tour
1 of 30
$459,000
4

Beds

2.1

Baths

1,996

Sq.Ft.

14058 FRASIER STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC

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

915

Estimated median home price

$590,700
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 - 200K11
$200K - 300K88
$300K - 400K75
$400K - 500K149
$500K - 600K154
$600K - 700K107
$700K - 800K96
$800K - 900K70
$900K - 1M57
$1M - Max104

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family626
Townhouse130
Condo123
Commercial10
Rental224
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 3/12/2026)

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 3/12/2026.

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 3/12/2026.