View 16954 TRADEWIND POINT Winter Garden, FL MLS# O6431248
$482,000
3

Beds

2.0

Baths

1,692

Sq.Ft.

16954 TRADEWIND POINT

Winter Garden, FL

View 16521 BARBOURS CREEK WAY Winter Garden, FL MLS# O6431438
  • New Construction with Virtual Tour
1 of 27
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16521 BARBOURS CREEK WAY

Winter Garden, FL

View 16515 BARBOURS CREEK WAY Winter Garden, FL MLS# O6431481
  • New Construction with Virtual Tour
1 of 27
$414,990
3

Beds

2.1

Baths

1,567

Sq.Ft.

16515 BARBOURS CREEK WAY

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 721 SUNBURST COVE LANE Winter Garden, FL MLS# O6430259
$440,000
4

Beds

2.0

Baths

1,878

Sq.Ft.

721 SUNBURST COVE LANE

Winter Garden, FL

View 16931 RESEDA ALLEY Winter Garden, FL MLS# O6430332
$379,990
3

Beds

2.1

Baths

1,568

Sq.Ft.

16931 RESEDA ALLEY

Winter Garden, FL

View 665 STEVELYNN CIRCLE Winter Garden, FL MLS# O6430182
$468,000
3

Beds

2.0

Baths

1,540

Sq.Ft.

665 STEVELYNN CIRCLE

Winter Garden, FL

View 17398 SWEET MORO DRIVE Winter Garden, FL MLS# TB8534769
  • New Construction with Virtual Tour
1 of 28
$470,782
3

Beds

2.1

Baths

1,635

Sq.Ft.

17398 SWEET MORO DRIVE

Winter Garden, FL

View 7272 WINDY WILLOW STREET Winter Garden, FL MLS# G5115861
$483,258
3

Beds

2.1

Baths

1,697

Sq.Ft.

7272 WINDY WILLOW STREET

Winter Garden, FL

View 7276 WINDY WILLOW STREET Winter Garden, FL MLS# G5115862
$456,213
3

Beds

2.1

Baths

1,764

Sq.Ft.

7276 WINDY WILLOW STREET

Winter Garden, FL

View 10660 WORDS DRIVE Winter Garden, FL MLS# O6429603
$445,000
4

Beds

2.1

Baths

1,992

Sq.Ft.

10660 WORDS DRIVE

Winter Garden, FL

Courtesy of GLASSTONE GROUP INC
View 13640 SPLASHING ISLA DRIVE Winter Garden, FL MLS# O6427250
  • Adult Community with Virtual Tour
1 of 49
$409,000
2

Beds

2.0

Baths

1,574

Sq.Ft.

13640 SPLASHING ISLA DRIVE

Winter Garden, FL

Courtesy of SERHANT
View 234 GRAND ROYAL CIRCLE Winter Garden, FL MLS# O6429098
$389,990
3

Beds

2.0

Baths

1,534

Sq.Ft.

234 GRAND ROYAL CIRCLE

Winter Garden, FL

View 14501 GROVE RESORT AVENUE 1409 Winter Garden, FL MLS# O6429900
$387,900
3

Beds

2.0

Baths

1,396

Sq.Ft.

14501 GROVE RESORT AVENUE 1409

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 15510 CAMPDEN STREET Winter Garden, FL MLS# S5154448
$369,900
3

Beds

2.1

Baths

1,924

Sq.Ft.

15510 CAMPDEN STREET

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 10108 SALT POINT DRIVE Winter Garden, FL MLS# S5154452
$425,000
3

Beds

2.1

Baths

1,505

Sq.Ft.

10108 SALT POINT DRIVE

Winter Garden, FL

View 13765 GOLDEN RUSSET DRIVE Winter Garden, FL MLS# O6428789
$365,000
3

Beds

2.1

Baths

1,600

Sq.Ft.

13765 GOLDEN RUSSET DRIVE

Winter Garden, FL

View 15514 CAMPDEN STREET Winter Garden, FL MLS# O6425709
$375,000
3

Beds

2.1

Baths

1,917

Sq.Ft.

15514 CAMPDEN STREET

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 6208 ARALIA IVY LANE Winter Garden, FL MLS# O6427212
$390,000
3

Beds

2.1

Baths

1,560

Sq.Ft.

6208 ARALIA IVY LANE

Winter Garden, FL

Courtesy of Winter Park - WEICHERT, REALTORS® - Hallmark Properties
View 15190 SUNRISE GROVE CT Winter Garden, FL MLS# O6427822
$400,000
3

Beds

2.1

Baths

1,902

Sq.Ft.

15190 SUNRISE GROVE CT

Winter Garden, FL

View 10607 WORDS DRIVE Winter Garden, FL MLS# O6428851
$434,900
4

Beds

2.1

Baths

1,992

Sq.Ft.

10607 WORDS DRIVE

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

1,010

Estimated median home price

$606,720
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 - 200K20
$200K - 300K91
$300K - 400K75
$400K - 500K149
$500K - 600K166
$600K - 700K108
$700K - 800K110
$800K - 900K111
$900K - 1M61
$1M - Max118

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family703
Townhouse137
Condo133
Commercial9
Rental181
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 9/3/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

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. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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 9/3/2026.