View 1234 CANYON CREEK TRAIL Winter Garden, FL MLS# O6427609
$985,000
4

Beds

3.1

Baths

2,681

Sq.Ft.

1234 CANYON CREEK TRAIL

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 9572 WATERWAY PASSAGE DRIVE Winter Garden, FL MLS# O6426624
  • Virtual Tour
1 of 45
OPEN HOUSE: Saturday 8/22 3:00 PM - 5:00 PM
$859,900
4

Beds

3.1

Baths

2,840

Sq.Ft.

9572 WATERWAY PASSAGE DRIVE

Winter Garden, FL

View 15367 SHONAN GOLD DRIVE Winter Garden, FL MLS# O6426934
$925,000
5

Beds

4.1

Baths

3,002

Sq.Ft.

15367 SHONAN GOLD DRIVE

Winter Garden, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENT
The time to sell is now! THE TIME TO SELL IS NOW!
View 9953 SUMMERLAKE GROVES STREET Winter Garden, FL MLS# S5154027
$844,900
4

Beds

3.1

Baths

2,935

Sq.Ft.

9953 SUMMERLAKE GROVES STREET

Winter Garden, FL

View 14681 SETON CREEK BOULEVARD Winter Garden, FL MLS# G5115256
$815,000
3

Beds

2.2

Baths

2,513

Sq.Ft.

14681 SETON CREEK BOULEVARD

Winter Garden, FL

Courtesy of SUNSHINE LIFE REALTY LLC
View 434 VALLEY VIEW DRIVE Winter Garden, FL MLS# O6425087
$950,000
3

Beds

2.1

Baths

2,765

Sq.Ft.

434 VALLEY VIEW DRIVE

Winter Garden, FL

View 14779 MCCLANE ROAD Winter Garden, FL MLS# O6426346
$899,000
5

Beds

4.0

Baths

3,118

Sq.Ft.

14779 MCCLANE ROAD

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 11869 SHINE VIEW LANE Winter Garden, FL MLS# O6425097
  • New Construction with Virtual Tour
1 of 27
$887,066
5

Beds

4.1

Baths

3,225

Sq.Ft.

11869 SHINE VIEW LANE

Winter Garden, FL

View 15784 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6424831
$850,000
5

Beds

4.1

Baths

3,635

Sq.Ft.

15784 SWEET LIMETTA DRIVE

Winter Garden, FL

Courtesy of REALTY HUB
View 13624 LARSEN LANE Winter Garden, FL MLS# O6425287
$880,000
5

Beds

4.0

Baths

3,779

Sq.Ft.

13624 LARSEN LANE

Winter Garden, FL

View 2139 TILLMAN AVENUE Winter Garden, FL MLS# O6424765
  • Adult Community with Virtual Tour
1 of 48
$860,000
4

Beds

4.0

Baths

3,078

Sq.Ft.

2139 TILLMAN AVENUE

Winter Garden, FL

View 7773 MINUTEMEN LOOP Winter Garden, FL MLS# O6425792
$835,000
5

Beds

3.1

Baths

3,393

Sq.Ft.

7773 MINUTEMEN LOOP

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 15365 MARITIME PINE DRIVE Winter Garden, FL MLS# G5114967
$975,060
5

Beds

4.1

Baths

4,024

Sq.Ft.

15365 MARITIME PINE DRIVE

Winter Garden, FL

View 5079 PALMETTO PARK DRIVE Winter Garden, FL MLS# G5114492
$930,000
5

Beds

3.1

Baths

3,866

Sq.Ft.

5079 PALMETTO PARK DRIVE

Winter Garden, FL

View 11863 SHINE VIEW LANE Winter Garden, FL MLS# O6423774
  • New Construction with Virtual Tour
1 of 7
$850,621
5

Beds

4.0

Baths

2,866

Sq.Ft.

11863 SHINE VIEW LANE

Winter Garden, FL

View 16304 WIND VIEW LANE Winter Garden, FL MLS# O6418695
$915,000
4

Beds

3.1

Baths

2,956

Sq.Ft.

16304 WIND VIEW LANE

Winter Garden, FL

View 15790 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6421864
$899,000
6

Beds

4.1

Baths

3,636

Sq.Ft.

15790 SWEET LIMETTA DRIVE

Winter Garden, FL

View 346 CRYSTAL WOOD DRIVE Winter Garden, FL MLS# O6423640
  • New Construction with Virtual Tour
1 of 28
$883,390
4

Beds

3.0

Baths

3,147

Sq.Ft.

346 CRYSTAL WOOD DRIVE

Winter Garden, FL

View 9567 MEADOW HUNT WAY Winter Garden, FL MLS# O6422408
$945,000
4

Beds

3.2

Baths

4,305

Sq.Ft.

9567 MEADOW HUNT WAY

Winter Garden, FL

View 9240 BRADLEIGH DRIVE Winter Garden, FL MLS# O6421967
$1,025,000
6

Beds

5.1

Baths

4,124

Sq.Ft.

9240 BRADLEIGH 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

1,019

Estimated median home price

$614,990
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 - 300K90
$300K - 400K77
$400K - 500K146
$500K - 600K164
$600K - 700K110
$700K - 800K117
$800K - 900K108
$900K - 1M65
$1M - Max119

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family703
Townhouse144
Condo136
Commercial9
Rental173
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 8/20/2026)

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 8/21/2026.