View 16591 PARABLE WAY Winter Garden, FL MLS# O6417116
  • Recently Listed with Virtual Tour
1 of 100
$3,300
4

Beds

3.1

Baths

2,300

Sq.Ft.

16591 PARABLE WAY

Winter Garden, FL

Courtesy of DREAM FINDERS REALTY GROUP CORP
View 8222 TOPSAIL PLACE Winter Garden, FL MLS# O6416728
  • Recently Listed with Virtual Tour
1 of 57
$5,995
5

Beds

4.1

Baths

4,199

Sq.Ft.

8222 TOPSAIL PLACE

Winter Garden, FL

View 417 SOUTHERN PECAN CIRCLE 207 Winter Garden, FL MLS# S5151779
$1,750
1

Beds

1.0

Baths

942

Sq.Ft.

417 SOUTHERN PECAN CIRCLE 207

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 13891 TITLE WAY Winter Garden, FL MLS# S5151841
  • New Construction with Virtual Tour
1 of 25
$2,850
4

Beds

3.1

Baths

2,492

Sq.Ft.

13891 TITLE WAY

Winter Garden, FL

View 11428 GREAT ROCK STREET Winter Garden, FL MLS# O6416571
$2,850
3

Beds

2.1

Baths

1,770

Sq.Ft.

11428 GREAT ROCK STREET

Winter Garden, FL

View 304 SOUTHERN PECAN CIRCLE 208 Winter Garden, FL MLS# S5151743
$2,000
2

Beds

2.0

Baths

1,264

Sq.Ft.

304 SOUTHERN PECAN CIRCLE 208

Winter Garden, FL

View 15179 BLUE PEACOCK LANE Winter Garden, FL MLS# O6409109
  • New Construction with Virtual Tour
1 of 47
$3,200
4

Beds

3.0

Baths

2,500

Sq.Ft.

15179 BLUE PEACOCK LANE

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS
View 17332 SWEET MORO DRIVE Winter Garden, FL MLS# S5151783
  • New Construction with Virtual Tour
1 of 47
$2,700
3

Beds

2.1

Baths

1,624

Sq.Ft.

17332 SWEET MORO DRIVE

Winter Garden, FL

View 706 CANOPY ESTATES DRIVE Winter Garden, FL MLS# O6416527
$6,500
5

Beds

5.2

Baths

4,019

Sq.Ft.

706 CANOPY ESTATES DRIVE

Winter Garden, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 1516 SCARLET OAK LOOP B Winter Garden, FL MLS# O6410897
$2,100
3

Beds

2.1

Baths

1,544

Sq.Ft.

1516 SCARLET OAK LOOP B

Winter Garden, FL

View 1535 BROKEN OAK DRIVE 37B Winter Garden, FL MLS# O6415567
$2,095
3

Beds

2.1

Baths

1,544

Sq.Ft.

1535 BROKEN OAK DRIVE 37B

Winter Garden, FL

Courtesy of ALL COUNTY CFL PROPERTY MGMT
View 15883 TOLLINGTON ALLEY Winter Garden, FL MLS# O6416421
$2,950
3

Beds

2.1

Baths

1,850

Sq.Ft.

15883 TOLLINGTON ALLEY

Winter Garden, FL

Courtesy of LIFESTYLE INTERNATIONAL REALTY
View 1847 NESTING LANE Winter Garden, FL MLS# O6415461
  • Virtual Tour
1 of 33
$2,950
3

Beds

2.1

Baths

2,330

Sq.Ft.

1847 NESTING LANE

Winter Garden, FL

View 17876 ADRIFT ROAD Winter Garden, FL MLS# O6415044
  • Virtual Tour
1 of 53
$3,999
5

Beds

4.0

Baths

2,866

Sq.Ft.

17876 ADRIFT ROAD

Winter Garden, FL

View 4976 CITRUS LEAF BOULEVARD Winter Garden, FL MLS# O6414717
$3,100
4

Beds

2.1

Baths

1,996

Sq.Ft.

4976 CITRUS LEAF BOULEVARD

Winter Garden, FL

View 13193 CALMING BREEZE WAY Winter Garden, FL MLS# S5151579
$2,700
3

Beds

2.1

Baths

1,644

Sq.Ft.

13193 CALMING BREEZE WAY

Winter Garden, FL

Courtesy of MELIN REALTY LLC
View 215 CENTER STREET 227 Winter Garden, FL MLS# O6415984
$43,794
2,304

Sq.Ft.

215 CENTER STREET 227

Winter Garden, FL

Courtesy of THE KLR GROUP LLC
View 9648 LOST CREEK DRIVE Winter Garden, FL MLS# O6414712
$3,800
4

Beds

3.0

Baths

3,267

Sq.Ft.

9648 LOST CREEK DRIVE

Winter Garden, FL

View 14612 GLADE HILL PARK WAY Winter Garden, FL MLS# S5151295
$5,900
5

Beds

4.1

Baths

3,892

Sq.Ft.

14612 GLADE HILL PARK WAY

Winter Garden, FL

Courtesy of LA ROSA REALTY INTERNACIONAL L
View 6561 CALAMONDIN DRIVE Winter Garden, FL MLS# O6414224
$2,695
3

Beds

2.1

Baths

1,609

Sq.Ft.

6561 CALAMONDIN 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

1,060

Estimated median home price

$614,500
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 23
$200K - 300K 95
$300K - 400K 72
$400K - 500K 141
$500K - 600K 188
$600K - 700K 119
$700K - 800K 117
$800K - 900K 98
$900K - 1M 70
$1M - Max 136

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 748
Townhouse 131
Condo 144
Commercial 11
Rental 199
Lots and Land 23
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 1
Farms 0

(Data as of 7/4/2026)

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 7/4/2026.