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 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
View 8113 RED STOPPER LANE Winter Garden, FL MLS# O6386525
  • Virtual Tour
1 of 62
OPEN HOUSE: Sunday 5/3 1:00 PM - 3:00 PM
$444,000
3

Beds

2.1

Baths

1,725

Sq.Ft.

8113 RED STOPPER LANE

Winter Garden, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
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 87 WINDTREE LANE K Winter Garden, FL MLS# G5108773
$205,000
2

Beds

2.0

Baths

918

Sq.Ft.

87 WINDTREE LANE K

Winter Garden, FL

Courtesy of BONJORN REAL ESTATE
View 15098 WINDFLOWER ALLEY Winter Garden, FL MLS# O6386823
$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
View 14446 WHITTRIDGE DRIVE Winter Garden, FL MLS# O6378698
$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
$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
$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
$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
$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
$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 17723 JAPONICA BLOOM DRIVE Winter Garden, FL MLS# O6383994
  • Virtual Tour
1 of 36
OPEN HOUSE: Saturday 5/2 12:00 PM - 2:00 PM
$429,000
3

Beds

2.1

Baths

1,584

Sq.Ft.

17723 JAPONICA BLOOM DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 317 SOUTHERN PECAN CIRCLE 102 Winter Garden, FL MLS# O6384866
$228,000
1

Beds

1.0

Baths

738

Sq.Ft.

317 SOUTHERN PECAN CIRCLE 102

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 13946 TITLE WAY Winter Garden, FL MLS# O6384098
$438,000
4

Beds

2.1

Baths

1,992

Sq.Ft.

13946 TITLE WAY

Winter Garden, FL

Courtesy of RC GROUP REALTY LLC
View 303 SOUTHERN P CIRCLE 102 Winter Garden, FL MLS# O6383580
$228,000
1

Beds

1.0

Baths

838

Sq.Ft.

303 SOUTHERN P CIRCLE 102

Winter Garden, FL

Courtesy of URBAN-O REAL ESTATE SOLUTIONS
View 16425 PRAIRIE SCHOOL DRIVE Winter Garden, FL MLS# O6383709
$435,000
3

Beds

2.1

Baths

1,662

Sq.Ft.

16425 PRAIRIE SCHOOL DRIVE

Winter Garden, FL

Courtesy of LPT 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

997

Estimated median home price

$606,440
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 - 200K18
$200K - 300K101
$300K - 400K81
$400K - 500K140
$500K - 600K155
$600K - 700K128
$700K - 800K111
$800K - 900K87
$900K - 1M68
$1M - Max107

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family688
Townhouse130
Condo140
Commercial11
Rental219
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 5/1/2026)

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

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 5/1/2026.

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 5/1/2026.