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 289 CRYSTAL WOOD DRIVE Winter Garden, FL MLS# O6433103
  • Recently Listed 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
  • Recently Listed with Virtual Tour
1 of 52
$1,170,000
5

Beds

4.1

Baths

4,199

Sq.Ft.

8222 TOPSAIL PLACE

Winter Garden, FL

Courtesy of EXP REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
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 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
  • Recently Listed with Virtual Tour
1 of 30
$1,050,000
5

Beds

4.1

Baths

4,732

Sq.Ft.

14825 ELLINGSWORTH LANE

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
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

View 16091 SILVER BROOK WAY Winter Garden, FL MLS# O6430203
$1,100,000
5

Beds

4.1

Baths

3,743

Sq.Ft.

16091 SILVER BROOK WAY

Winter Garden, FL

View 5513 THOMAS SQUARE DRIVE Winter Garden, FL MLS# O6428640
$1,250,000
4

Beds

3.1

Baths

3,941

Sq.Ft.

5513 THOMAS SQUARE DRIVE

Winter Garden, FL

Courtesy of SERHANT
View 13852 JOMATT LOOP Winter Garden, FL MLS# O6427925
$1,015,000
4

Beds

3.1

Baths

4,000

Sq.Ft.

13852 JOMATT LOOP

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 6274 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5115512
$1,016,060
6

Beds

4.0

Baths

4,236

Sq.Ft.

6274 FLOWERING CHERRY BEND

Winter Garden, FL

View 9225 HOLLISTON CREEK PLACE Winter Garden, FL MLS# O6427589
$1,150,000
5

Beds

4.0

Baths

3,897

Sq.Ft.

9225 HOLLISTON CREEK PLACE

Winter Garden, FL

View 1734 AMSEL FALLS PARK TERRACE Winter Garden, FL MLS# O6427494
$1,249,990
5

Beds

3.2

Baths

4,305

Sq.Ft.

1734 AMSEL FALLS PARK TERRACE

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 215 S HIGHLAND AVENUE Winter Garden, FL MLS# S5154193
$1,099,000
3

Beds

2.1

Baths

2,700

Sq.Ft.

215 S HIGHLAND AVENUE

Winter Garden, FL

View 15838 CITRUS GROVE LOOP Winter Garden, FL MLS# S5153907
$1,219,000
5

Beds

4.0

Baths

3,505

Sq.Ft.

15838 CITRUS GROVE LOOP

Winter Garden, FL

View 14067 JOMATT LOOP Winter Garden, FL MLS# O6422734
$1,099,000
6

Beds

5.0

Baths

4,741

Sq.Ft.

14067 JOMATT LOOP

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 427 EGRET PLACE DRIVE Winter Garden, FL MLS# O6422411
$1,095,000
6

Beds

5.0

Baths

4,693

Sq.Ft.

427 EGRET PLACE DRIVE

Winter Garden, FL

View 10198 MERRYMEETING BAY DRIVE Winter Garden, FL MLS# O6421817
$1,160,000
5

Beds

3.1

Baths

3,911

Sq.Ft.

10198 MERRYMEETING BAY 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

1,034

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.