View 17943 LAKE STAR ROAD Winter Garden, FL MLS# O6438874
  • Recently Listed with Virtual Tour
1 of 4
$949,990
5

Beds

5.0

Baths

3,825

Sq.Ft.

17943 LAKE STAR ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 17419 WATER HEMLOCK ROAD Winter Garden, FL MLS# O6438883
  • Recently Listed with Virtual Tour
1 of 16
$939,990
5

Beds

4.0

Baths

3,610

Sq.Ft.

17419 WATER HEMLOCK ROAD

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 14567 CEDAR HILL DRIVE Winter Garden, FL MLS# O6430207
  • Recently Listed with Virtual Tour
1 of 73
OPEN HOUSE: Saturday 9/5 12:00 PM - 4:00 PM
$1,199,000
5

Beds

3.1

Baths

4,909

Sq.Ft.

14567 CEDAR HILL DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 526 FIRST CAPE CORAL DRIVE Winter Garden, FL MLS# O6438786
$1,089,000
4

Beds

3.2

Baths

2,701

Sq.Ft.

526 FIRST CAPE CORAL DRIVE

Winter Garden, FL

View 16795 TURTLE HATCH DRIVE Winter Garden, FL MLS# O6438512
  • Recently Listed with Virtual Tour
1 of 90
$1,249,990
5

Beds

5.0

Baths

3,615

Sq.Ft.

16795 TURTLE HATCH DRIVE

Winter Garden, FL

Courtesy of LIVE MVRK LLC
View 16753 TURTLE HATCH DRIVE Winter Garden, FL MLS# O6438081
  • Recently Listed with Virtual Tour
1 of 49
$1,159,000
4

Beds

3.1

Baths

2,954

Sq.Ft.

16753 TURTLE HATCH DRIVE

Winter Garden, FL

View 16260 SILVER GROVE BLVD Winter Garden, FL MLS# O6437986
  • Recently Listed with Virtual Tour
1 of 51
$978,000
5

Beds

4.1

Baths

3,979

Sq.Ft.

16260 SILVER GROVE BLVD

Winter Garden, FL

View 12528 GOLD HONEYSUCKLE STREET Winter Garden, FL MLS# O6435672
$1,085,669
5

Beds

3.1

Baths

4,114

Sq.Ft.

12528 GOLD HONEYSUCKLE STREET

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 12534 GOLD HONEYSUCKLE STREET Winter Garden, FL MLS# O6434911
$959,990
5

Beds

3.1

Baths

3,731

Sq.Ft.

12534 GOLD HONEYSUCKLE STREET

Winter Garden, FL

Courtesy of K HOVNANIAN FLORIDA REALTY
View 289 CRYSTAL WOOD DRIVE Winter Garden, FL MLS# O6433103
  • New Construction with Virtual Tour
1 of 34
$999,270
4

Beds

3.1

Baths

3,370

Sq.Ft.

289 CRYSTAL WOOD DRIVE

Winter Garden, FL

View 8222 TOPSAIL PLACE Winter Garden, FL MLS# O6430527
$1,170,000
5

Beds

4.1

Baths

4,199

Sq.Ft.

8222 TOPSAIL PLACE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 14038 JOMATT LOOP Winter Garden, FL MLS# O6431840
$989,000
4

Beds

3.1

Baths

4,105

Sq.Ft.

14038 JOMATT LOOP

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 642 MEDORA WAY Winter Garden, FL MLS# O6431619
  • New Construction with Virtual Tour
1 of 14
$1,137,150
4

Beds

3.1

Baths

2,995

Sq.Ft.

642 MEDORA WAY

Winter Garden, FL

Courtesy of DAVILA HOMES
View 11845 SHINE VIEW LANE Winter Garden, FL MLS# O6431413
  • New Construction with Virtual Tour
1 of 32
$969,016
4

Beds

3.1

Baths

3,327

Sq.Ft.

11845 SHINE VIEW LANE

Winter Garden, FL

View 10043 LITTLE ALCOVE LOOP Winter Garden, FL MLS# O6431478
$1,100,000
3

Beds

2.1

Baths

2,348

Sq.Ft.

10043 LITTLE ALCOVE LOOP

Winter Garden, FL

View 650 MEDORA WAY Winter Garden, FL MLS# O6431624
  • New Construction with Virtual Tour
1 of 12
$1,157,190
4

Beds

3.0

Baths

2,902

Sq.Ft.

650 MEDORA WAY

Winter Garden, FL

Courtesy of DAVILA HOMES
View 14825 ELLINGSWORTH LANE Winter Garden, FL MLS# O6430917
$1,050,000
5

Beds

4.1

Baths

4,732

Sq.Ft.

14825 ELLINGSWORTH LANE

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 15031 CANOPY COVER DRIVE Winter Garden, FL MLS# O6430095
  • Adult Community with Virtual Tour
1 of 54
$949,000
3

Beds

3.1

Baths

2,808

Sq.Ft.

15031 CANOPY COVER DRIVE

Winter Garden, FL

Courtesy of IAD REAL ESTATE
View 626 ENGLISH LAKE DRIVE Winter Garden, FL MLS# O6429412
$1,095,000
5

Beds

3.1

Baths

3,484

Sq.Ft.

626 ENGLISH LAKE DRIVE

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 1664 HOLCOMB CREEK ST. Winter Garden, FL MLS# G5115834
$1,095,000
5

Beds

3.2

Baths

4,305

Sq.Ft.

1664 HOLCOMB CREEK ST.

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

998

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 - 200K21
$200K - 300K90
$300K - 400K70
$400K - 500K147
$500K - 600K167
$600K - 700K104
$700K - 800K110
$800K - 900K112
$900K - 1M62
$1M - Max114

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family698
Townhouse136
Condo129
Commercial7
Rental183
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 9/5/2026)

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 9/5/2026.