View 6385 BREEZE FILLED LANE Winter Garden, FL MLS# O6405945
  • Recently Listed with Virtual Tour
1 of 15
$2,850
4

Beds

2.1

Baths

1,770

Sq.Ft.

6385 BREEZE FILLED LANE

Winter Garden, FL

Courtesy of SUNNY 365 REALTY GROUP
View 14286 BRAEMAR STREET Winter Garden, FL MLS# O6408832
  • Recently Listed with Virtual Tour
1 of 18
$2,850
4

Beds

2.1

Baths

2,114

Sq.Ft.

14286 BRAEMAR STREET

Winter Garden, FL

Courtesy of POINTON REALTY INC
View 13891 TITLE WAY Winter Garden, FL MLS# S5150456
  • Recently Listed with Virtual Tour
1 of 25
$2,850
4

Beds

3.1

Baths

2,492

Sq.Ft.

13891 TITLE WAY

Winter Garden, FL

Courtesy of MULTI CHOICE REALTY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13340 PONTOON ROAD Winter Garden, FL MLS# S5150425
  • Recently Listed with Virtual Tour
1 of 15
$2,850
3

Beds

2.1

Baths

1,814

Sq.Ft.

13340 PONTOON ROAD

Winter Garden, FL

Courtesy of MY REALTY GROUP, LLC.
View 14156 TITLE WAY Winter Garden, FL MLS# O6403219
$2,850
4

Beds

3.1

Baths

2,475

Sq.Ft.

14156 TITLE WAY

Winter Garden, FL

Courtesy of INTEREALTY SERVICE
View 1450 PORTMOOR WAY Winter Garden, FL MLS# O6388807
  • Virtual Tour
1 of 20
$2,849
3

Beds

2.0

Baths

1,661

Sq.Ft.

1450 PORTMOOR WAY

Winter Garden, FL

Courtesy of KARDOSH REALTY
View 13251 PONTOON ROAD Winter Garden, FL MLS# O6394481
  • Virtual Tour
1 of 24
$2,800
3

Beds

2.1

Baths

1,814

Sq.Ft.

13251 PONTOON ROAD

Winter Garden, FL

Courtesy of FORTRESS REAL ESTATE TEAM LLC
View 15221 SUNRISE GROVE COURT Winter Garden, FL MLS# S5146801
$2,800
3

Beds

2.1

Baths

1,844

Sq.Ft.

15221 SUNRISE GROVE COURT

Winter Garden, FL

Courtesy of REALTY ONE SPECIALISTS LLC
View 6168 GLORY BOWER DRIVE Winter Garden, FL MLS# O6395736
$2,800
3

Beds

2.1

Baths

2,128

Sq.Ft.

6168 GLORY BOWER DRIVE

Winter Garden, FL

Courtesy of WENDY MORRIS REALTY
View 15220 GROVESIDE ROAD Winter Garden, FL MLS# O6396417
  • New Construction with Virtual Tour
1 of 20
$2,800
3

Beds

2.1

Baths

1,846

Sq.Ft.

15220 GROVESIDE ROAD

Winter Garden, FL

Courtesy of WENDY MORRIS REALTY
View 16743 HERONGATE DRIVE Winter Garden, FL MLS# O6397844
$2,800
3

Beds

2.0

Baths

1,705

Sq.Ft.

16743 HERONGATE DRIVE

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 1221 PRIORY CIRCLE Winter Garden, FL MLS# O6397929
  • Virtual Tour
1 of 12
$2,800
3

Beds

2.1

Baths

1,675

Sq.Ft.

1221 PRIORY CIRCLE

Winter Garden, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 502 S HIGHLAND AVENUE Winter Garden, FL MLS# O6403053
$2,800
3

Beds

1.0

Baths

2,102

Sq.Ft.

502 S HIGHLAND AVENUE

Winter Garden, FL

Courtesy of NEW SOLUTIONS REALTY INC
View 14384 BRAEMAR STREET Winter Garden, FL MLS# O6400691
$2,800
3

Beds

2.1

Baths

2,000

Sq.Ft.

14384 BRAEMAR STREET

Winter Garden, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 6224 ARALIA IVY LANE Winter Garden, FL MLS# O6404181
$2,800
3

Beds

2.1

Baths

1,560

Sq.Ft.

6224 ARALIA IVY LANE

Winter Garden, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 750 HOME GROVE DRIVE Winter Garden, FL MLS# S5148998
$2,800
4

Beds

2.0

Baths

1,705

Sq.Ft.

750 HOME GROVE DRIVE

Winter Garden, FL

Courtesy of ALTIS REALTY
View 13047 INKWELL ALLEY Winter Garden, FL MLS# O6405507
  • New Construction with Virtual Tour
1 of 19
$2,800
4

Beds

3.0

Baths

2,023

Sq.Ft.

13047 INKWELL ALLEY

Winter Garden, FL

Courtesy of U S GLORY REALTY
View 6149 ELFIN HERB WAY Winter Garden, FL MLS# O6405843
  • Recently Listed with Virtual Tour
1 of 24
$2,800
3

Beds

2.1

Baths

1,714

Sq.Ft.

6149 ELFIN HERB WAY

Winter Garden, FL

Courtesy of AMERICAN HORIZONS REALTY
View 203 S MAIN STREET Winter Garden, FL MLS# O6406066
  • Recently Listed
1 of 19
$2,800
2

Beds

2.0

Baths

1,753

Sq.Ft.

203 S MAIN STREET

Winter Garden, FL

Courtesy of ORLANDO REALTY & PROPERTY MGNT
View 8160 WOOD SAGE DRIVE Winter Garden, FL MLS# S5149760
  • Recently Listed with Virtual Tour
1 of 48
$2,800
3

Beds

2.1

Baths

1,713

Sq.Ft.

8160 WOOD SAGE DRIVE

Winter Garden, FL

Courtesy of MBT REALTY 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

1,045

Estimated median home price

$609,000
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 2
$100K - 200K 23
$200K - 300K 97
$300K - 400K 83
$400K - 500K 143
$500K - 600K 171
$600K - 700K 124
$700K - 800K 118
$800K - 900K 86
$900K - 1M 73
$1M - Max 125

Homes for Sale by Type in Winter Garden, FL

Property Type Count
Single Family 717
Townhouse 142
Condo 144
Commercial 10
Rental 216
Lots and Land 29
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 2
Farms 0

(Data as of 5/27/2026)

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 5/28/2026.