Winter Garden Florida Homes for Rent

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View 7131 BROWN PELICAN COURT Winter Garden, FL MLS# S5160894
  • Recently Listed with Virtual Tour
1 of 12
$2,900
3

Beds

2.0

Baths

1,765

Sq.Ft.

7131 BROWN PELICAN COURT

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 10054 SALT POINT DRIVE Winter Garden, FL MLS# S5160915
  • Recently Listed with Virtual Tour
1 of 25
$2,850
3

Beds

2.1

Baths

1,814

Sq.Ft.

10054 SALT POINT DRIVE

Winter Garden, FL

Courtesy of NAIM REAL ESTATE LLC
View 13693 GOLDEN RUSSET DRIVE Winter Garden, FL MLS# O6455695
  • Recently Listed with Virtual Tour
1 of 25
$2,195
3

Beds

2.1

Baths

1,590

Sq.Ft.

13693 GOLDEN RUSSET DRIVE

Winter Garden, FL

Courtesy of VERANDAH PROPERTIES INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 6427 Argent Wood Dr DR Winter Garden, FL MLS# O6451424
  • Recently Listed with Virtual Tour
1 of 33
$3,000
4

Beds

3.0

Baths

1,847

Sq.Ft.

6427 Argent Wood Dr DR

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1346 PRIORY CIRCLE Winter Garden, FL MLS# O6455240
  • Recently Listed with Virtual Tour
1 of 44
$2,695
3

Beds

2.1

Baths

1,938

Sq.Ft.

1346 PRIORY CIRCLE

Winter Garden, FL

Courtesy of WILSON MANAGEMENT GROUP
View 1407 BROKEN OAK DRIVE B Winter Garden, FL MLS# O6453087
  • Recently Listed with Virtual Tour
1 of 19
$2,400
3

Beds

2.1

Baths

1,544

Sq.Ft.

1407 BROKEN OAK DRIVE B

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12037 BRACCO STREET Winter Garden, FL MLS# O6455276
  • Recently Listed with Virtual Tour
1 of 84
$2,595
3

Beds

2.1

Baths

1,678

Sq.Ft.

12037 BRACCO STREET

Winter Garden, FL

Courtesy of VERANDAH PROPERTIES INC
View 14739 GLADE HILL PARK WAY Winter Garden, FL MLS# O6455378
  • Recently Listed with Virtual Tour
1 of 12
$3,900
4

Beds

3.1

Baths

2,935

Sq.Ft.

14739 GLADE HILL PARK WAY

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 15225 HAMLIN PARK DRIVE Winter Garden, FL MLS# O6455358
  • Recently Listed with Virtual Tour
1 of 36
$3,150
3

Beds

3.1

Baths

1,936

Sq.Ft.

15225 HAMLIN PARK DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14423 HAMPSHIRE BAY CIRCLE Winter Garden, FL MLS# O6454905
$5,600
4

Beds

3.1

Baths

2,945

Sq.Ft.

14423 HAMPSHIRE BAY CIRCLE

Winter Garden, FL

Courtesy of BROKER HUB REALTY GROUP LLC
View 14792 FIELD DAISY DRIVE Winter Garden, FL MLS# O6441894
  • Recently Listed with Virtual Tour
1 of 73
$3,800
5

Beds

4.1

Baths

2,900

Sq.Ft.

14792 FIELD DAISY DRIVE

Winter Garden, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 5093 RAILROAD VINE ALLEY Winter Garden, FL MLS# O6453079
  • Recently Listed with Virtual Tour
1 of 41
$3,100
4

Beds

2.1

Baths

2,011

Sq.Ft.

5093 RAILROAD VINE ALLEY

Winter Garden, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 120 N WEST CROWN POINT ROAD 104 Winter Garden, FL MLS# O6453059
  • Recently Listed with Virtual Tour
1 of 6
$50,400
30,816

Sq.Ft.

120 N WEST CROWN POINT ROAD 104

Winter Garden, FL

Courtesy of LOKATION
View 15136 ALDER CHASE ALLEY Winter Garden, FL MLS# S5160642
  • Recently Listed with Virtual Tour
1 of 32
$4,000
5

Beds

4.1

Baths

3,039

Sq.Ft.

15136 ALDER CHASE ALLEY

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 10509 SPRING ARBOR LANE Winter Garden, FL MLS# S5160757
  • Recently Listed with Virtual Tour
1 of 14
$2,575
3

Beds

2.1

Baths

1,868

Sq.Ft.

10509 SPRING ARBOR LANE

Winter Garden, FL

Courtesy of MILA REALTY
View 10617 WORDS DRIVE Winter Garden, FL MLS# O6453972
  • Recently Listed with Virtual Tour
1 of 68
$2,700
3

Beds

2.1

Baths

1,636

Sq.Ft.

10617 WORDS DRIVE

Winter Garden, FL

Courtesy of DREAM FINDERS REALTY GROUP CORP
View 5625 NEW INDEPENDENCE PARKWAY Winter Garden, FL MLS# O6454393
$2,680
3

Beds

2.1

Baths

1,766

Sq.Ft.

5625 NEW INDEPENDENCE PARKWAY

Winter Garden, FL

Courtesy of CENTURY 21 CARIOTI
View 531 SETTING SUN DRIVE Winter Garden, FL MLS# O6454389
  • Recently Listed with Virtual Tour
1 of 23
$3,000
4

Beds

2.0

Baths

2,339

Sq.Ft.

531 SETTING SUN DRIVE

Winter Garden, FL

Courtesy of GLOBAL KEY REALTY, LLC
View 9380 BOLSHOI ALLEY Winter Garden, FL MLS# O6454645
  • Recently Listed with Virtual Tour
1 of 22
$2,800
3

Beds

2.1

Baths

1,691

Sq.Ft.

9380 BOLSHOI ALLEY

Winter Garden, FL

Courtesy of REALTY ONE GROUP INSPIRATION
View 570 KARMA AVENUE Winter Garden, FL MLS# O6454264
  • Recently Listed with Virtual Tour
1 of 15
$2,900
4

Beds

2.0

Baths

1,361

Sq.Ft.

570 KARMA AVENUE

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE

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

944

Estimated median home price

$605,228
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 - 200K36
$200K - 300K72
$300K - 400K67
$400K - 500K144
$500K - 600K149
$600K - 700K112
$700K - 800K105
$800K - 900K103
$900K - 1M52
$1M - Max102

Homes for Sale by Type in Winter Garden, FL

Property TypeCount
Single Family648
Townhouse140
Condo118
Commercial5
Rental240
Lots and Land26
Condo/Town/CoOp0
CoOp0
Multi Family4
Mobile Home0
Farms0

(Data as of 11/7/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

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 11/7/2026.