View 9567 MEADOW HUNT WAY Winter Garden, FL MLS# O6422408
  • Recently Listed with Virtual Tour
1 of 69
$945,000
4

Beds

3.2

Baths

4,305

Sq.Ft.

9567 MEADOW HUNT WAY

Winter Garden, FL

View 14014 SCARLET ASTER ALLEY Winter Garden, FL MLS# O6418814
$469,000
3

Beds

3.0

Baths

1,808

Sq.Ft.

14014 SCARLET ASTER ALLEY

Winter Garden, FL

View 14230 MURCOTT BLOSSOM BOULEVARD Winter Garden, FL MLS# O6421836
  • Recently Listed with Virtual Tour
1 of 46
$499,000
3

Beds

2.1

Baths

1,950

Sq.Ft.

14230 MURCOTT BLOSSOM BOULEVARD

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 15680 Orange Harvest Loop Winter Garden, FL MLS# 1081686
  • Recently Listed with Virtual Tour
1 of 38
$530,000
3

Beds

2.1

Baths

1,911

Sq.Ft.

15680 Orange Harvest Loop

Winter Garden, FL

Brevard
View 15680 ORANGE HARVEST LOOP Winter Garden, FL MLS# O6422130
$530,000
3

Beds

2.1

Baths

2,011

Sq.Ft.

15680 ORANGE HARVEST LOOP

Winter Garden, FL

Courtesy of MARK SPAIN REAL ESTATE
View 15026 SUMMER HARVEST STREET Winter Garden, FL MLS# S5153036
  • Recently Listed with Virtual Tour
1 of 41
$669,990
5

Beds

4.1

Baths

2,930

Sq.Ft.

15026 SUMMER HARVEST STREET

Winter Garden, FL

View 9240 BRADLEIGH DRIVE Winter Garden, FL MLS# O6421967
  • Recently Listed with Virtual Tour
1 of 66
$1,050,000
6

Beds

5.1

Baths

4,124

Sq.Ft.

9240 BRADLEIGH DRIVE

Winter Garden, FL

View 15717 E OAKLAND AVENUE Winter Garden, FL MLS# O6419032
  • Recently Listed with Virtual Tour
1 of 82
$1,795,000
4

Beds

3.1

Baths

3,515

Sq.Ft.

15717 E OAKLAND AVENUE

Winter Garden, FL

View 9296 BOLERO ROAD Winter Garden, FL MLS# O6422122
  • Recently Listed with Virtual Tour
1 of 42
$779,000
4

Beds

3.0

Baths

2,117

Sq.Ft.

9296 BOLERO ROAD

Winter Garden, FL

View 1808 WESTERN TRAILWAY DRIVE Winter Garden, FL MLS# S5152973
  • Recently Listed with Virtual Tour
1 of 34
OPEN HOUSE: Saturday 7/25 11:00 AM - 1:00 PM
$599,000
3

Beds

2.0

Baths

1,860

Sq.Ft.

1808 WESTERN TRAILWAY DRIVE

Winter Garden, FL

Courtesy of FLORIDA IN MOTION REALTY INC
View 8873 FOUNTAIN PALM ALLEY Winter Garden, FL MLS# O6423477
  • Recently Listed with Virtual Tour
1 of 45
$565,000
3

Beds

2.1

Baths

2,162

Sq.Ft.

8873 FOUNTAIN PALM ALLEY

Winter Garden, FL

View 16082 HAMPTON CROSSING DRIVE Winter Garden, FL MLS# O6420606
  • Recently Listed with Virtual Tour
1 of 60
OPEN HOUSE: Saturday 7/25 12:00 PM - 4:00 PM
$739,900
4

Beds

3.0

Baths

2,240

Sq.Ft.

16082 HAMPTON CROSSING DRIVE

Winter Garden, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 12632 CLEAR SAPPHIRE DRIVE Winter Garden, FL MLS# S5152652
  • Recently Listed with Virtual Tour
1 of 20
$575,000
4

Beds

2.1

Baths

2,148

Sq.Ft.

12632 CLEAR SAPPHIRE DRIVE

Winter Garden, FL

View 15725 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6420557
  • Recently Listed with Virtual Tour
1 of 55
$704,900
3

Beds

2.1

Baths

2,571

Sq.Ft.

15725 SWEET LIMETTA DRIVE

Winter Garden, FL

View 13155 SPRING GROVE WAY Winter Garden, FL MLS# O6421867
  • Recently Listed with Virtual Tour
1 of 50
OPEN HOUSE: Saturday 7/25 12:00 PM - 2:00 PM
$600,000
4

Beds

3.1

Baths

2,818

Sq.Ft.

13155 SPRING GROVE WAY

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 8506 BAYVIEW CROSSING DRIVE Winter Garden, FL MLS# O6421255
  • Recently Listed with Virtual Tour
1 of 51
OPEN HOUSE: Saturday 7/25 11:00 AM - 2:00 PM
$1,299,000
5

Beds

5.0

Baths

3,966

Sq.Ft.

8506 BAYVIEW CROSSING DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 15031 GUAVA BAY DRIVE Winter Garden, FL MLS# O6421934
  • Recently Listed with Virtual Tour
1 of 36
$905,000
5

Beds

4.1

Baths

3,958

Sq.Ft.

15031 GUAVA BAY DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 17139 INGRAM BLUFF DRIVE Winter Garden, FL MLS# G5113974
$823,309
6

Beds

4.1

Baths

3,412

Sq.Ft.

17139 INGRAM BLUFF DRIVE

Winter Garden, FL

View 17073 HAGGERTY HOLLOW DRIVE Winter Garden, FL MLS# G5115376
$566,880
4

Beds

3.0

Baths

2,102

Sq.Ft.

17073 HAGGERTY HOLLOW DRIVE

Winter Garden, FL

View 6423 WILD PERSIMMON WAY Winter Garden, FL MLS# G5115369
$708,745
4

Beds

3.0

Baths

2,102

Sq.Ft.

6423 WILD PERSIMMON WAY

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

1,085

Estimated median home price

$619,000
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 - 200K22
$200K - 300K96
$300K - 400K65
$400K - 500K156
$500K - 600K186
$600K - 700K115
$700K - 800K132
$800K - 900K106
$900K - 1M70
$1M - Max136

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family770
Townhouse141
Condo139
Commercial11
Rental219
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 7/23/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 7/24/2026.