View 14411 HAMPSHIRE BAY CIRCLE Winter Garden, FL MLS# O6430003
$6,000
4

Beds

3.2

Baths

4,010

Sq.Ft.

14411 HAMPSHIRE BAY CIRCLE

Winter Garden, FL

View 10518 TRIBUTE DRIVE Winter Garden, FL MLS# O6430561
$2,800
3

Beds

2.1

Baths

1,599

Sq.Ft.

10518 TRIBUTE DRIVE

Winter Garden, FL

View 417 SOUTHERN PECAN CIRCLE 204 Winter Garden, FL MLS# S5154974
$1,950
2

Beds

2.0

Baths

1,264

Sq.Ft.

417 SOUTHERN PECAN CIRCLE 204

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 142 SOUTHERN PECAN CIRCLE 204 Winter Garden, FL MLS# O6430750
$2,150
3

Beds

2.0

Baths

1,453

Sq.Ft.

142 SOUTHERN PECAN CIRCLE 204

Winter Garden, FL

View 16042 MICELLI DRIVE Winter Garden, FL MLS# S5155166
$3,300
5

Beds

4.1

Baths

3,878

Sq.Ft.

16042 MICELLI DRIVE

Winter Garden, FL

View 13568 AUTUMN HARVEST AVENUE Winter Garden, FL MLS# O6429635
$3,600
4

Beds

3.0

Baths

2,049

Sq.Ft.

13568 AUTUMN HARVEST AVENUE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 12890 EUREKA LEMON DRIVE Winter Garden, FL MLS# O6429575
$5,000
4

Beds

3.1

Baths

3,074

Sq.Ft.

12890 EUREKA LEMON DRIVE

Winter Garden, FL

View 7043 TWILIGHT BAY DRIVE Winter Garden, FL MLS# O6429685
$2,750
3

Beds

2.1

Baths

1,845

Sq.Ft.

7043 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of CORCORAN CONNECT LLC
View 1301 EASTERN PECAN PLACE 208 Winter Garden, FL MLS# S5154985
$1,950
2

Beds

2.0

Baths

1,264

Sq.Ft.

1301 EASTERN PECAN PLACE 208

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 11048 SUSPENSE DRIVE Winter Garden, FL MLS# O6429091
$2,650
3

Beds

2.1

Baths

1,518

Sq.Ft.

11048 SUSPENSE DRIVE

Winter Garden, FL

Courtesy of BELLA TRAE REALTY
View 442 HOME GROVE DRIVE Winter Garden, FL MLS# O6429161
$2,695
3

Beds

2.0

Baths

1,668

Sq.Ft.

442 HOME GROVE DRIVE

Winter Garden, FL

Courtesy of REAL PROPERTY MANAGEMENT AND REALTY
View 15121 BOOK CLUB ROAD Winter Garden, FL MLS# O6429298
$3,100
4

Beds

3.0

Baths

2,042

Sq.Ft.

15121 BOOK CLUB ROAD

Winter Garden, FL

View 15075 TEA TREE DRIVE Winter Garden, FL MLS# O6428708
  • New Construction with Virtual Tour
1 of 38
$5,800
4

Beds

3.0

Baths

3,038

Sq.Ft.

15075 TEA TREE DRIVE

Winter Garden, FL

View 6162 GLORY BOWER DRIVE Winter Garden, FL MLS# O6428754
$3,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

6162 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 1061 PORTMOOR WAY Winter Garden, FL MLS# G5115667
$3,200
4

Beds

2.0

Baths

1,804

Sq.Ft.

1061 PORTMOOR WAY

Winter Garden, FL

Courtesy of ELITE EVOLUTION PROPERTIES
View 16318 HONEY HARVEST STREET Winter Garden, FL MLS# S5154556
$3,900
5

Beds

4.1

Baths

2,569

Sq.Ft.

16318 HONEY HARVEST STREET

Winter Garden, FL

View 15742 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6428553
$3,600
4

Beds

3.0

Baths

2,369

Sq.Ft.

15742 SWEET LIMETTA DRIVE

Winter Garden, FL

View 12143 STONEYBROOK WEST PARKWAY 101-102 Winter Garden, FL MLS# O6428942
  • New Construction with Virtual Tour
1 of 8
$394,200
7,300

Sq.Ft.

12143 STONEYBROOK WEST PARKWAY 101-102

Winter Garden, FL

View 1470 BROKEN OAK DRIVE 27C Winter Garden, FL MLS# O6428198
$2,450
3

Beds

2.1

Baths

1,699

Sq.Ft.

1470 BROKEN OAK DRIVE 27C

Winter Garden, FL

View 7591 TANGERINE KNOLL LOOP Winter Garden, FL MLS# O6427588
$3,450
4

Beds

3.1

Baths

2,697

Sq.Ft.

7591 TANGERINE KNOLL LOOP

Winter Garden, FL

Courtesy of TRUVISION REAL ESTATE 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

1,034

Estimated median home price

$605,948
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 - 300K88
$300K - 400K78
$400K - 500K158
$500K - 600K168
$600K - 700K114
$700K - 800K115
$800K - 900K108
$900K - 1M64
$1M - Max118

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family716
Townhouse149
Condo133
Commercial9
Rental183
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 8/28/2026)

Information deemed reliable but not guaranteed.

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 8/28/2026.