View 6225 FLOWERING CHERRY BEND DRIVE Winter Garden, FL MLS# G5113896
$846,095
6

Beds

4.1

Baths

3,412

Sq.Ft.

6225 FLOWERING CHERRY BEND DRIVE

Winter Garden, FL

View 15154 TEA TREE DRIVE Winter Garden, FL MLS# G5113803
$989,990
5

Beds

4.1

Baths

3,839

Sq.Ft.

15154 TEA TREE DRIVE

Winter Garden, FL

View 13856 GLYNSHEL DRIVE Winter Garden, FL MLS# O6416757
  • Virtual Tour
1 of 46
OPEN HOUSE: Sunday 8/23 11:00 AM - 2:00 PM
$850,000
5

Beds

4.0

Baths

3,538

Sq.Ft.

13856 GLYNSHEL DRIVE

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 15160 TEA TREE DRIVE Winter Garden, FL MLS# G5113740
  • New Construction with Virtual Tour
1 of 39
OPEN HOUSE: Saturday 8/22 1:00 PM - 5:00 PM
$874,990
4

Beds

3.0

Baths

2,740

Sq.Ft.

15160 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13086 SUNRISE HARVEST DRIVE Winter Garden, FL MLS# O6415942
$829,000
5

Beds

3.1

Baths

2,835

Sq.Ft.

13086 SUNRISE HARVEST DRIVE

Winter Garden, FL

View Address not provided Winter Garden, FL MLS# G5113601
$877,275
6

Beds

4.0

Baths

4,236

Sq.Ft.

Address not provided

Winter Garden, FL

View 16043 SILVER BROOK WAY Winter Garden, FL MLS# O6417421
$950,000
5

Beds

4.1

Baths

3,899

Sq.Ft.

16043 SILVER BROOK WAY

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 1338 UNION CLUB DRIVE Winter Garden, FL MLS# O6412710
$890,000
4

Beds

3.1

Baths

2,637

Sq.Ft.

1338 UNION CLUB DRIVE

Winter Garden, FL

View 8768 SONOMA COAST DRIVE Winter Garden, FL MLS# O6414519
  • Virtual Tour
1 of 38
OPEN HOUSE: Saturday 8/22 11:00 AM - 2:00 PM
$890,000
5

Beds

5.0

Baths

3,416

Sq.Ft.

8768 SONOMA COAST DRIVE

Winter Garden, FL

View 12570 GOLD HONEYSUCKLE STREET Winter Garden, FL MLS# O6414289
$919,990
5

Beds

4.1

Baths

3,636

Sq.Ft.

12570 GOLD HONEYSUCKLE STREET

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 17434 HONEYBELL TANGELO COURT Winter Garden, FL MLS# O6414274
  • New Construction with Virtual Tour
1 of 57
OPEN HOUSE: Saturday 8/22 10:00 AM - 6:00 PM
$844,000
4

Beds

3.1

Baths

3,037

Sq.Ft.

17434 HONEYBELL TANGELO COURT

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 1651 AMSEL FALLS PARK TERRACE Winter Garden, FL MLS# O6414027
$1,080,000
4

Beds

3.2

Baths

3,881

Sq.Ft.

1651 AMSEL FALLS PARK TERRACE

Winter Garden, FL

View 14411 HAMPSHIRE BAY CIRCLE Winter Garden, FL MLS# O6413972
  • Virtual Tour
1 of 72
OPEN HOUSE: Saturday 8/22 12:00 PM - 2:00 PM
$870,000
4

Beds

3.2

Baths

4,010

Sq.Ft.

14411 HAMPSHIRE BAY CIRCLE

Winter Garden, FL

View 6460 MAKRUT LIME DRIVE Winter Garden, FL MLS# O6414802
$850,000
4

Beds

3.1

Baths

3,103

Sq.Ft.

6460 MAKRUT LIME DRIVE

Winter Garden, FL

View Address not provided Winter Garden, FL MLS# G5113315
$909,990
6

Beds

4.0

Baths

4,236

Sq.Ft.

Address not provided

Winter Garden, FL

View Address not provided Winter Garden, FL MLS# G5113317
$855,520
6

Beds

4.0

Baths

4,236

Sq.Ft.

Address not provided

Winter Garden, FL

View 12547 GOLD HONEYSUCKLE STREET Winter Garden, FL MLS# O6413409
  • New Construction with Virtual Tour
1 of 34
$819,990
4

Beds

3.1

Baths

3,291

Sq.Ft.

12547 GOLD HONEYSUCKLE STREET

Winter Garden, FL

View 17673 LAKE STAR ROAD Winter Garden, FL MLS# TB8515334
  • New Construction with Virtual Tour
1 of 9
$866,865
3

Beds

3.0

Baths

2,791

Sq.Ft.

17673 LAKE STAR ROAD

Winter Garden, FL

View 15130 OVATION DRIVE Winter Garden, FL MLS# O6413647
$821,000
7

Beds

4.0

Baths

4,688

Sq.Ft.

15130 OVATION DRIVE

Winter Garden, FL

View 20 E DIVISION STREET Winter Garden, FL MLS# O6413659
$1,080,000
4

Beds

3.0

Baths

2,729

Sq.Ft.

20 E DIVISION STREET

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

1,017

Estimated median home price

$612,000
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 - 100K2
$100K - 200K21
$200K - 300K86
$300K - 400K77
$400K - 500K152
$500K - 600K162
$600K - 700K114
$700K - 800K112
$800K - 900K107
$900K - 1M64
$1M - Max120

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family701
Townhouse146
Condo132
Commercial9
Rental180
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 8/22/2026)

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 8/22/2026.