View 16104 SANDHILL ROAD Winter Garden, FL MLS# O6411589
$1,020,000
3

Beds

2.0

Baths

1,364

Sq.Ft.

16104 SANDHILL ROAD

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 17798 ADRIFT ROAD Winter Garden, FL MLS# O6409173
  • Recently Listed with Virtual Tour
1 of 81
OPEN HOUSE: Sunday 6/7 2:00 PM - 5:00 PM
$835,000
4

Beds

3.1

Baths

3,334

Sq.Ft.

17798 ADRIFT ROAD

Winter Garden, FL

Courtesy of ROYALTY R E BOUTIQUE INC
View 17314 BAL HARBOUR DRIVE Winter Garden, FL MLS# G5112878
$850,000
5

Beds

3.0

Baths

3,261

Sq.Ft.

17314 BAL HARBOUR DRIVE

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 13978 LANYARD WAY Winter Garden, FL MLS# O6411513
  • Recently Listed with Virtual Tour
1 of 57
OPEN HOUSE: Sunday 6/7 12:00 PM - 3:00 PM
$885,000
5

Beds

4.0

Baths

3,687

Sq.Ft.

13978 LANYARD WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 3421 REX DRIVE Winter Garden, FL MLS# O6410341
  • Recently Listed with Virtual Tour
1 of 26
$850,000
Studio

Beds

0.0

Baths

3421 REX DRIVE

Winter Garden, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 15652 GENTLE RAIN DRIVE Winter Garden, FL MLS# O6412120
  • Recently Listed with Virtual Tour
1 of 69
$925,000
5

Beds

4.1

Baths

3,657

Sq.Ft.

15652 GENTLE RAIN DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 638 ENGLISH LAKE DRIVE Winter Garden, FL MLS# O6409735
$949,000
5

Beds

3.1

Baths

3,708

Sq.Ft.

638 ENGLISH LAKE DRIVE

Winter Garden, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 12469 WESTFIELD LAKES CIRCLE Winter Garden, FL MLS# O6409038
$1,039,000
5

Beds

4.0

Baths

3,451

Sq.Ft.

12469 WESTFIELD LAKES CIRCLE

Winter Garden, FL

Courtesy of CLOCK TOWER REALTY
View 13613 LARSEN LANE Winter Garden, FL MLS# O6410121
  • Recently Listed with Virtual Tour
1 of 25
$825,000
5

Beds

4.0

Baths

3,812

Sq.Ft.

13613 LARSEN LANE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 17100 BEACHGRASS Winter Garden, FL MLS# O6407707
  • New Construction with Virtual Tour
1 of 33
$834,990
4

Beds

3.1

Baths

2,781

Sq.Ft.

17100 BEACHGRASS

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE REALTY
View 16323 BRIGHT LEAF ROAD Winter Garden, FL MLS# O6407909
  • New Construction with Virtual Tour
1 of 38
$998,000
5

Beds

4.1

Baths

3,676

Sq.Ft.

16323 BRIGHT LEAF ROAD

Winter Garden, FL

Courtesy of PULTE REALTY OF NORTH FLORIDA LLC
View 907 EASLEY AVENUE Winter Garden, FL MLS# O6406147
$865,000
3

Beds

2.1

Baths

2,252

Sq.Ft.

907 EASLEY AVENUE

Winter Garden, FL

Courtesy of BHHS FLORIDA REALTY
View 14359 MAGNOLIA RIDGE LOOP Winter Garden, FL MLS# O6408165
$1,008,000
5

Beds

3.1

Baths

3,881

Sq.Ft.

14359 MAGNOLIA RIDGE LOOP

Winter Garden, FL

Courtesy of BAMYOU REALTY
View 15130 TEA TREE DRIVE Winter Garden, FL MLS# G5112226
$926,582
4

Beds

3.0

Baths

2,740

Sq.Ft.

15130 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 15136 TEA TREE DRIVE Winter Garden, FL MLS# G5112230
  • New Construction with Virtual Tour
1 of 58
$959,647
6

Beds

4.1

Baths

3,543

Sq.Ft.

15136 TEA TREE DRIVE

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 8801 FOUNTAIN PALM ALLEY Winter Garden, FL MLS# O6406952
$899,000
4

Beds

3.1

Baths

2,671

Sq.Ft.

8801 FOUNTAIN PALM ALLEY

Winter Garden, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 10103 AUSTRINA OAK LOOP Winter Garden, FL MLS# O6407394
$970,000
5

Beds

3.1

Baths

4,305

Sq.Ft.

10103 AUSTRINA OAK LOOP

Winter Garden, FL

Courtesy of AMERICA REAL ESTATE COMPANY LL
View 15232 FIRELIGHT DRIVE Winter Garden, FL MLS# O6408025
$829,000
7

Beds

4.0

Baths

4,612

Sq.Ft.

15232 FIRELIGHT DRIVE

Winter Garden, FL

Courtesy of CORCORAN PREMIER REALTY
View 897 LANDRUM DRIVE Winter Garden, FL MLS# O6404632
$899,900
4

Beds

3.1

Baths

3,012

Sq.Ft.

897 LANDRUM DRIVE

Winter Garden, FL

Courtesy of COMPASS FLORIDA LLC
View 11265 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6405351
  • New Construction with Virtual Tour
1 of 7
$870,331
5

Beds

4.1

Baths

3,225

Sq.Ft.

11265 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA 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

1,052

Estimated median home price

$615,000
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 - 100K1
$100K - 200K24
$200K - 300K87
$300K - 400K80
$400K - 500K145
$500K - 600K174
$600K - 700K130
$700K - 800K117
$800K - 900K91
$900K - 1M73
$1M - Max130

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family736
Townhouse138
Condo138
Commercial11
Rental199
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 6/6/2026)

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 6/7/2026.