Winter Garden Florida Homes for Rent

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View 17740 PORTER ROAD Winter Garden, FL MLS# O6438205
  • Recently Listed with Virtual Tour
1 of 21
$3,000
3

Beds

2.1

Baths

1,697

Sq.Ft.

17740 PORTER ROAD

Winter Garden, FL

View 4719 ABBEYWOOD ALLEY Winter Garden, FL MLS# O6438386
  • Recently Listed with Virtual Tour
1 of 33
$3,150
4

Beds

2.1

Baths

1,996

Sq.Ft.

4719 ABBEYWOOD ALLEY

Winter Garden, FL

View 17374 SWEET MORO DR Winter Garden, FL MLS# O6438431
  • Recently Listed with Virtual Tour
1 of 24
$2,650
3

Beds

2.5

Baths

1,544

Sq.Ft.

17374 SWEET MORO DR

Winter Garden, FL

Courtesy of REALIZE INTERNATIONAL REALTY L
The time to sell is now! THE TIME TO SELL IS NOW!
View 1356 SCARLET OAK LOOP Winter Garden, FL MLS# O6438425
  • Recently Listed with Virtual Tour
1 of 38
$2,600
3

Beds

2.1

Baths

1,701

Sq.Ft.

1356 SCARLET OAK LOOP

Winter Garden, FL

View 13742 WERRINGTON DRIVE Winter Garden, FL MLS# O6437746
  • Recently Listed with Virtual Tour
1 of 26
$2,800
3

Beds

2.1

Baths

1,835

Sq.Ft.

13742 WERRINGTON DRIVE

Winter Garden, FL

View 6168 GLORY BOWER DRIVE Winter Garden, FL MLS# O6437622
  • Recently Listed with Virtual Tour
1 of 16
$2,800
3

Beds

2.1

Baths

2,138

Sq.Ft.

6168 GLORY BOWER DRIVE

Winter Garden, FL

View 11018 SILVER SURFER ALLEY Winter Garden, FL MLS# O6437653
$2,850
3

Beds

2.1

Baths

2,124

Sq.Ft.

11018 SILVER SURFER ALLEY

Winter Garden, FL

View 15030 EVERGREEN OAK LOOP Winter Garden, FL MLS# O6437349
  • Recently Listed with Virtual Tour
1 of 49
$3,400
4

Beds

3.1

Baths

2,570

Sq.Ft.

15030 EVERGREEN OAK LOOP

Winter Garden, FL

View 17819 TWISTED MANDARIN ALLEY Winter Garden, FL MLS# O6435914
  • Recently Listed with Virtual Tour
1 of 27
$3,300
3

Beds

2.1

Baths

2,134

Sq.Ft.

17819 TWISTED MANDARIN ALLEY

Winter Garden, FL

View 467 WINTER GROVE BOULEVARD Winter Garden, FL MLS# S5156515
  • Recently Listed with Virtual Tour
1 of 48
$4,995
5

Beds

3.1

Baths

3,643

Sq.Ft.

467 WINTER GROVE BOULEVARD

Winter Garden, FL

Courtesy of NEWKEY REAL ESTATE LLC
View 218 WINTER NELLIS CIRCLE Winter Garden, FL MLS# O6436614
  • Recently Listed with Virtual Tour
1 of 38
$2,295
3

Beds

2.1

Baths

1,647

Sq.Ft.

218 WINTER NELLIS CIRCLE

Winter Garden, FL

View 15045 GROVESIDE ROAD Winter Garden, FL MLS# S5156528
  • Recently Listed with Virtual Tour
1 of 45
$3,350
4

Beds

3.1

Baths

1,846

Sq.Ft.

15045 GROVESIDE ROAD

Winter Garden, FL

Courtesy of NEWKEY REAL ESTATE LLC
View 200 SOUTHERN PECAN CIRCLE 206 Winter Garden, FL MLS# O6437594
  • Recently Listed with Virtual Tour
1 of 53
$1,850
2

Beds

2.0

Baths

1,276

Sq.Ft.

200 SOUTHERN PECAN CIRCLE 206

Winter Garden, FL

View 6722 HAVENLEAF AVENUE Winter Garden, FL MLS# O6438287
  • Recently Listed with Virtual Tour
1 of 53
$5,200
5

Beds

3.1

Baths

2,631

Sq.Ft.

6722 HAVENLEAF AVENUE

Winter Garden, FL

View 14537 GOLDEN HARBOR LANE Winter Garden, FL MLS# S5156226
  • Recently Listed with Virtual Tour
1 of 19
$2,850
4

Beds

2.1

Baths

1,868

Sq.Ft.

14537 GOLDEN HARBOR LANE

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 7840 MINUTEMEN LOOP Winter Garden, FL MLS# O6436819
  • Recently Listed with Virtual Tour
1 of 28
$2,975
3

Beds

2.0

Baths

2,278

Sq.Ft.

7840 MINUTEMEN LOOP

Winter Garden, FL

Courtesy of TRUSTHOME PROPERTIES INC
View 9825 CLEAR CLOUD ALLEY Winter Garden, FL MLS# O6438335
  • Recently Listed with Virtual Tour
1 of 18
$2,500
3

Beds

2.1

Baths

1,814

Sq.Ft.

9825 CLEAR CLOUD ALLEY

Winter Garden, FL

Courtesy of PREFERRED RE BROKERS III
View 1007 CAROL ANDERSON DRIVE Winter Garden, FL MLS# S5156254
  • Recently Listed with Virtual Tour
1 of 10
$2,250
4

Beds

2.0

Baths

1,300

Sq.Ft.

1007 CAROL ANDERSON DRIVE

Winter Garden, FL

View 15517 BAY BRIDGE STREET Winter Garden, FL MLS# O6436419
  • Recently Listed with Virtual Tour
1 of 28
$2,900
3

Beds

2.1

Baths

1,691

Sq.Ft.

15517 BAY BRIDGE STREET

Winter Garden, FL

View 960 CHASE COURT Winter Garden, FL MLS# O6436480
  • Recently Listed with Virtual Tour
1 of 16
$3,000
5

Beds

2.1

Baths

2,981

Sq.Ft.

960 CHASE COURT

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

1,010

Estimated median home price

$605,948
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 - 100K1
$100K - 200K21
$200K - 300K91
$300K - 400K76
$400K - 500K149
$500K - 600K165
$600K - 700K109
$700K - 800K110
$800K - 900K110
$900K - 1M62
$1M - Max116

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family699
Townhouse141
Condo133
Commercial9
Rental181
Lots and Land23
Condo/Town/CoOp0
CoOp0
Multi Family2
Mobile Home1
Farms0

(Data as of 9/1/2026)

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 9/2/2026.