View 13965 EASDALE ALY Winter Garden, FL MLS# O6449023
  • Recently Listed with Virtual Tour
1 of 18
$2,950
3

Beds

2.1

Baths

2,031

Sq.Ft.

13965 EASDALE ALY

Winter Garden, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 10160 STOREY GROVE WAY Winter Garden, FL MLS# S5158769
  • Recently Listed with Virtual Tour
1 of 30
$2,750
4

Beds

3.0

Baths

2,013

Sq.Ft.

10160 STOREY GROVE WAY

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
View 14732 ARCTIC TERN LANE Winter Garden, FL MLS# O6448312
  • Recently Listed with Virtual Tour
1 of 10
$3,200
4

Beds

2.1

Baths

2,838

Sq.Ft.

14732 ARCTIC TERN LANE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 15926 MOONLIGHT BAY STREET Winter Garden, FL MLS# O6448718
  • Recently Listed with Virtual Tour
1 of 38
$3,100
3

Beds

2.1

Baths

2,014

Sq.Ft.

15926 MOONLIGHT BAY STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 9014 PINCH SHOT DRIVE Winter Garden, FL MLS# O6448837
  • Recently Listed with Virtual Tour
1 of 35
$3,700
3

Beds

2.0

Baths

2,089

Sq.Ft.

9014 PINCH SHOT DRIVE

Winter Garden, FL

Courtesy of D FLORIDA HOMES
View 11043 SUSPENSE DR Winter Garden, FL MLS# S5159193
  • Recently Listed with Virtual Tour
1 of 36
$2,650
3

Beds

2.1

Baths

1,717

Sq.Ft.

11043 SUSPENSE DR

Winter Garden, FL

Courtesy of ACKLEY FLORIDA PROPERTY MANAGEMENT INC
View 9971 BEACH PORT DRIVE Winter Garden, FL MLS# O6448596
$2,895
4

Beds

3.1

Baths

2,295

Sq.Ft.

9971 BEACH PORT DRIVE

Winter Garden, FL

Courtesy of BRIC REALTY LLC
View 1396 ROXY LANE Winter Garden, FL MLS# O6448664
$3,000
4

Beds

3.0

Baths

2,030

Sq.Ft.

1396 ROXY LANE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY
View 9034 WADING WALK LANE Winter Garden, FL MLS# S5159218
  • Recently Listed with Virtual Tour
1 of 14
$2,600
3

Beds

2.1

Baths

1,568

Sq.Ft.

9034 WADING WALK LANE

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 16576 BARBOURS CREEK WAY Winter Garden, FL MLS# O6447789
  • New Construction with Virtual Tour
1 of 34
$2,650
3

Beds

2.1

Baths

1,567

Sq.Ft.

16576 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 14180 TITLE WAY Winter Garden, FL MLS# O6448035
  • Virtual Tour
1 of 25
$3,100
4

Beds

3.1

Baths

2,481

Sq.Ft.

14180 TITLE WAY

Winter Garden, FL

Courtesy of SUNSTAR REALTY FL INC
View 15204 CHAPTER WAY Winter Garden, FL MLS# O6448062
  • Recently Listed with Virtual Tour
1 of 22
$2,900
4

Beds

3.1

Baths

2,486

Sq.Ft.

15204 CHAPTER WAY

Winter Garden, FL

Courtesy of INTOP PROPERTY MANAGEMENT
View 16317 LAKELET ALLEY Winter Garden, FL MLS# O6448294
  • Recently Listed with Virtual Tour
1 of 28
$2,750
3

Beds

2.1

Baths

1,567

Sq.Ft.

16317 LAKELET ALLEY

Winter Garden, FL

Courtesy of REALIZE INTERNATIONAL REALTY L
View 417 SOUTHERN PECAN CIRCLE 208 Winter Garden, FL MLS# O6448316
  • Recently Listed with Virtual Tour
1 of 40
$1,825
2

Beds

2.0

Baths

1,264

Sq.Ft.

417 SOUTHERN PECAN CIRCLE 208

Winter Garden, FL

Courtesy of ALL COUNTY CFL PROPERTY MGMT
View 16521 BARBOURS CREEK WAY Winter Garden, FL MLS# O6445763
  • Recently Listed with Virtual Tour
1 of 19
$2,850
3

Beds

2.1

Baths

1,567

Sq.Ft.

16521 BARBOURS CREEK WAY

Winter Garden, FL

Courtesy of KAZA REAL ESTATE LLC
View 739 CASCADING CREEK LANE Winter Garden, FL MLS# O6447684
$3,750
5

Beds

3.0

Baths

3,846

Sq.Ft.

739 CASCADING CREEK LANE

Winter Garden, FL

Courtesy of LPT REALTY, LLC
View 17724 PORTER ROAD Winter Garden, FL MLS# O6440883
  • New Construction with Virtual Tour
1 of 42
$2,800
3

Beds

2.1

Baths

1,644

Sq.Ft.

17724 PORTER ROAD

Winter Garden, FL

Courtesy of ON ME REALTY
View 6325 FLAT LEMON DRIVE Winter Garden, FL MLS# O6447197
$4,200
4

Beds

3.1

Baths

3,103

Sq.Ft.

6325 FLAT LEMON DRIVE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 14601 OLD THICKET TRACE Winter Garden, FL MLS# S5159015
$3,195
4

Beds

3.0

Baths

2,717

Sq.Ft.

14601 OLD THICKET TRACE

Winter Garden, FL

Courtesy of A+ HOME RENTALS LLC
View 15105 GROVESIDE ROAD Winter Garden, FL MLS# O6447517
  • New Construction
1 of 34
$3,100
4

Beds

3.1

Baths

1,846

Sq.Ft.

15105 GROVESIDE ROAD

Winter Garden, FL

Courtesy of GLASSTONE GROUP INC

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

972

Estimated median home price

$599,000
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

Price Count
$0 - 100K 1
$100K - 200K 35
$200K - 300K 73
$300K - 400K 73
$400K - 500K 150
$500K - 600K 164
$600K - 700K 112
$700K - 800K 107
$800K - 900K 108
$900K - 1M 50
$1M - Max 99

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 665
Townhouse 149
Condo 120
Commercial 6
Rental 241
Lots and Land 25
Condo/Town/CoOp 0
CoOp 0
Multi Family 4
Mobile Home 0
Farms 0

(Data as of 10/28/2026)

Information deemed reliable but not guaranteed.

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 10/28/2026.