View 15050 SUMMER HARVEST STREET Winter Garden, FL MLS# O6371639
  • Recently Listed with Virtual Tour
1 of 63
OPEN HOUSE: Saturday 1/10 12:00 PM - 3:00 PM
$675,000
2

Beds

3.1

Baths

2,471

Sq.Ft.

15050 SUMMER HARVEST STREET

Winter Garden, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 15713 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6372157
  • Recently Listed with Virtual Tour
1 of 32
$850,000
4

Beds

4.1

Baths

3,377

Sq.Ft.

15713 SWEET LIMETTA DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 11187 HOLLOW BAY DRIVE Winter Garden, FL MLS# O6372260
  • Recently Listed with Virtual Tour
1 of 41
$814,566
5

Beds

4.0

Baths

2,866

Sq.Ft.

11187 HOLLOW BAY DRIVE

Winter Garden, FL

Courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 10759 PETRILLO WAY Winter Garden, FL MLS# O6371897
  • Recently Listed with Virtual Tour
1 of 49
$830,000
5

Beds

3.1

Baths

3,224

Sq.Ft.

10759 PETRILLO WAY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 2320 WINTERMERE POINTE DRIVE Winter Garden, FL MLS# O6372006
  • Recently Listed with Virtual Tour
1 of 45
OPEN HOUSE: Saturday 1/10 12:00 PM - 3:00 PM
$875,000
5

Beds

3.0

Baths

3,290

Sq.Ft.

2320 WINTERMERE POINTE DRIVE

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 13722 FOX GLOVE STREET Winter Garden, FL MLS# O6371378
  • Recently Listed with Virtual Tour
1 of 56
$775,000
5

Beds

3.0

Baths

3,082

Sq.Ft.

13722 FOX GLOVE STREET

Winter Garden, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 5128 BREEZY ACRES STREET Winter Garden, FL MLS# O6371382
  • Recently Listed with Virtual Tour
1 of 36
$839,000
5

Beds

3.1

Baths

3,631

Sq.Ft.

5128 BREEZY ACRES STREET

Winter Garden, FL

Courtesy of REALSTOCK ELITE PROPERTIES
View 16162 JOHNS LAKE OVERLOOK DRIVE Winter Garden, FL MLS# O6371392
  • Recently Listed with Virtual Tour
1 of 40
$799,000
5

Beds

4.0

Baths

3,528

Sq.Ft.

16162 JOHNS LAKE OVERLOOK DRIVE

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 1474 JUNIPER HAMMOCK STREET Winter Garden, FL MLS# O6369501
  • Recently Listed with Virtual Tour
1 of 50
$675,000
5

Beds

4.0

Baths

3,141

Sq.Ft.

1474 JUNIPER HAMMOCK STREET

Winter Garden, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 15755 SWEET LIMETTA DRIVE Winter Garden, FL MLS# O6370049
  • Recently Listed
1 of 36
OPEN HOUSE: Sunday 1/11 12:00 PM - 2:00 PM
$860,000
5

Beds

4.1

Baths

3,633

Sq.Ft.

15755 SWEET LIMETTA DRIVE

Winter Garden, FL

Courtesy of HOMEVEST REALTY
View 2015 SANDY GARDEN LANE Winter Garden, FL MLS# O6370025
  • Recently Listed with Virtual Tour
1 of 39
OPEN HOUSE: Saturday 1/10 12:00 PM - 2:00 PM
$799,900
4

Beds

4.1

Baths

3,871

Sq.Ft.

2015 SANDY GARDEN LANE

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 11189 GREEN CITRON ALLEY Winter Garden, FL MLS# TB8460312
  • Recently Listed with Virtual Tour
1 of 55
$689,990
3

Beds

2.1

Baths

2,134

Sq.Ft.

11189 GREEN CITRON ALLEY

Winter Garden, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 47 OAK STREET Winter Garden, FL MLS# O6370459
  • Recently Listed with Virtual Tour
1 of 7
$679,000
Studio

Beds

0.0

Baths

47 OAK STREET

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 5074 BREEZY ACRES STREET Winter Garden, FL MLS# O6369788
  • Recently Listed with Virtual Tour
1 of 59
$900,000
7

Beds

4.1

Baths

4,720

Sq.Ft.

5074 BREEZY ACRES STREET

Winter Garden, FL

Courtesy of NEW HEIGHTS REALTY GROUP
View 6007 FLOWERING CHERRY BEND Winter Garden, FL MLS# G5105905
$674,475
4

Beds

2.1

Baths

2,235

Sq.Ft.

6007 FLOWERING CHERRY BEND

Winter Garden, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 18344 OLIVER TWIST WAY Winter Garden, FL MLS# S5140531
  • Recently Listed with Virtual Tour
1 of 34
$789,990
4

Beds

3.0

Baths

2,924

Sq.Ft.

18344 OLIVER TWIST WAY

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 17309 MARSH ROAD Winter Garden, FL MLS# O6369686
  • Recently Listed with Virtual Tour
1 of 7
$800,000
Studio

Beds

0.0

Baths

17309 MARSH ROAD

Winter Garden, FL

Courtesy of UPSIDE REAL ESTATE INC
View 14673 GLADE HILL PARK WAY Winter Garden, FL MLS# O6370598
  • Recently Listed with Virtual Tour
1 of 55
OPEN HOUSE: Saturday 1/10 11:00 AM - 3:00 PM
$715,000
5

Beds

3.0

Baths

2,808

Sq.Ft.

14673 GLADE HILL PARK WAY

Winter Garden, FL

Courtesy of REAL BROKER, LLC
View 17309 MARSH ROAD Winter Garden, FL MLS# O6369367
  • Recently Listed with Virtual Tour
1 of 24
$800,000
4

Beds

2.0

Baths

1,685

Sq.Ft.

17309 MARSH ROAD

Winter Garden, FL

Courtesy of UPSIDE REAL ESTATE INC
View 1608 HIGHBANKS CIRCLE Winter Garden, FL MLS# O6367937
$810,000
3

Beds

2.1

Baths

2,278

Sq.Ft.

1608 HIGHBANKS CIRCLE

Winter Garden, FL

Courtesy of EMPIRE NETWORK REALTY

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

776

Estimated median home price

$586,495
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 6
$100K - 200K 10
$200K - 300K 66
$300K - 400K 79
$400K - 500K 138
$500K - 600K 116
$600K - 700K 86
$700K - 800K 70
$800K - 900K 65
$900K - 1M 50
$1M - Max 90

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 499
Townhouse 122
Condo 109
Commercial 9
Rental 232
Lots and Land 33
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 1/8/2026)

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 1/9/2026.