View 13527 DANIELS LANDING CIRCLE Winter Garden, FL MLS# S5148507
$2,300
3

Beds

2.1

Baths

1,365

Sq.Ft.

13527 DANIELS LANDING CIRCLE

Winter Garden, FL

Courtesy of Kissimmee - WEICHERT, REALTORS® - Hallmark Properties
View 12506 WESTHAVEN OAK DRIVE Winter Garden, FL MLS# S5148369
$1,600
1

Beds

1.0

Baths

2,900

Sq.Ft.

12506 WESTHAVEN OAK DRIVE

Winter Garden, FL

View 595 9TH STREET Winter Garden, FL MLS# O6398340
  • Virtual Tour
1 of 17
$34,800
1,204

Sq.Ft.

595 9TH STREET

Winter Garden, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 1221 PRIORY CIRCLE Winter Garden, FL MLS# O6397929
$2,600
3

Beds

2.1

Baths

1,675

Sq.Ft.

1221 PRIORY CIRCLE

Winter Garden, FL

View 595 9TH STREET 115 Winter Garden, FL MLS# O6398346
$42,000
1,204

Sq.Ft.

595 9TH STREET 115

Winter Garden, FL

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 15367 GILLIGAN COURT Winter Garden, FL MLS# O6397119
$3,500
4

Beds

2.1

Baths

2,156

Sq.Ft.

15367 GILLIGAN COURT

Winter Garden, FL

View 9240 WOODCRANE DRIVE Winter Garden, FL MLS# O6396748
$4,799
5

Beds

4.0

Baths

3,760

Sq.Ft.

9240 WOODCRANE DRIVE

Winter Garden, FL

View 595 9TH STREET 116 Winter Garden, FL MLS# O6398351
$12,000
1,204

Sq.Ft.

595 9TH STREET 116

Winter Garden, FL

View 16085 SCARPETTA STREET Winter Garden, FL MLS# O6393325
  • New Construction with Virtual Tour
1 of 27
$2,850
3

Beds

2.0

Baths

1,689

Sq.Ft.

16085 SCARPETTA STREET

Winter Garden, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 1220 PRIORY CIRCLE Winter Garden, FL MLS# O6395601
$2,900
3

Beds

2.1

Baths

1,971

Sq.Ft.

1220 PRIORY CIRCLE

Winter Garden, FL

View 16870 SANCTUARY DRIVE Winter Garden, FL MLS# O6394261
  • Adult Community with Virtual Tour
1 of 100
$12,950
5

Beds

5.0

Baths

4,038

Sq.Ft.

16870 SANCTUARY DRIVE

Winter Garden, FL

Courtesy of FORTUNE GLOBAL REALTY
View 15267 HONEYBELL DRIVE Winter Garden, FL MLS# S5146372
$675
1

Beds

1.0

Baths

1,000

Sq.Ft.

15267 HONEYBELL DRIVE

Winter Garden, FL

View 165 WINDTREE LANE U Winter Garden, FL MLS# O6392506
$1,650
2

Beds

2.0

Baths

918

Sq.Ft.

165 WINDTREE LANE U

Winter Garden, FL

View 17207 OCEAN HILL DRIVE Winter Garden, FL MLS# O6392177
$2,490
3

Beds

2.0

Baths

1,692

Sq.Ft.

17207 OCEAN HILL DRIVE

Winter Garden, FL

Courtesy of U KEY REALTY
View 14523 BLACK LAKE PRESERVE STREET Winter Garden, FL MLS# O6391877
$4,200
5

Beds

3.0

Baths

3,700

Sq.Ft.

14523 BLACK LAKE PRESERVE STREET

Winter Garden, FL

Courtesy of AGENT GROUP REALTY
View 705 HENNIS ROAD Winter Garden, FL MLS# O6390677
  • New Construction with Virtual Tour
1 of 18
$52,206
11,865

Sq.Ft.

705 HENNIS ROAD

Winter Garden, FL

View 15489 HAMLIN PARK DRIVE Winter Garden, FL MLS# O6390003
$3,150
3

Beds

3.1

Baths

2,072

Sq.Ft.

15489 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 16258 MERRY ALLEY Winter Garden, FL MLS# O6383652
  • New Construction with Virtual Tour
1 of 24
$2,550
3

Beds

2.1

Baths

1,683

Sq.Ft.

16258 MERRY ALLEY

Winter Garden, FL

Courtesy of POINTON REALTY INC
View 336 E PLANT STREET Winter Garden, FL MLS# O6381842
$784
1,232

Sq.Ft.

336 E PLANT STREET

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

$615,528
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 - 100K2
$100K - 200K24
$200K - 300K90
$300K - 400K68
$400K - 500K157
$500K - 600K178
$600K - 700K112
$700K - 800K128
$800K - 900K103
$900K - 1M63
$1M - Max135

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family747
Townhouse141
Condo137
Commercial9
Rental215
Lots and Land22
Condo/Town/CoOp0
CoOp0
Multi Family1
Mobile Home1
Farms0

(Data as of 8/1/2026)

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 8/2/2026.