79 total properties
Did you mean the neighborhood Windermere?
View 6310 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6368983
$490,000
3

Beds

2.1

Baths

1,977

Sq.Ft.

6310 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of JOY ESTATE ENTERPRISE INC
View 4818 BREEZY PALMS COURT Windermere, FL MLS# O6360779
$489,000
3

Beds

2.0

Baths

1,492

Sq.Ft.

4818 BREEZY PALMS COURT

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 7028 VENTNOR DRIVE Windermere, FL MLS# O6363663
  • Virtual Tour
1 of 27
$485,000
4

Beds

3.0

Baths

1,980

Sq.Ft.

7028 VENTNOR DRIVE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 12060 VIA CASELLI LANE Windermere, FL MLS# O6360255
$475,000
4

Beds

3.0

Baths

1,786

Sq.Ft.

12060 VIA CASELLI LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 7432 LEIGHSIDE DRIVE Windermere, FL MLS# O6383362
  • Recently Listed with Virtual Tour
1 of 36
$475,000
4

Beds

2.1

Baths

1,898

Sq.Ft.

7432 LEIGHSIDE DRIVE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 12305 VIA DERNA PLACE Windermere, FL MLS# O6374964
  • Virtual Tour
1 of 24
OPEN HOUSE: Saturday 3/7 12:00 PM - 2:00 PM
$470,000
3

Beds

3.0

Baths

1,891

Sq.Ft.

12305 VIA DERNA PLACE

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 13733 BRESSLER ALLEY Windermere, FL MLS# O6379257
1 of 32
OPEN HOUSE: Sunday 3/8 12:00 PM - 2:00 PM
$469,999
3

Beds

2.1

Baths

2,002

Sq.Ft.

13733 BRESSLER ALLEY

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 12333 VIA DERNA PLACE Windermere, FL MLS# O6362685
  • Virtual Tour
1 of 57
$465,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12333 VIA DERNA PLACE

Windermere, FL

Courtesy of YELLOW ROCK REALTY CORP
View 11408 CENTER LAKE DRIVE Windermere, FL MLS# O6381662
  • Recently Listed with Virtual Tour
1 of 39
$460,000
3

Beds

2.1

Baths

1,910

Sq.Ft.

11408 CENTER LAKE DRIVE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 13369 GORGONA ISLE DRIVE Windermere, FL MLS# O6373676
$459,900
3

Beds

2.1

Baths

1,767

Sq.Ft.

13369 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 13752 BRESSLER ALLEY Windermere, FL MLS# O6358878
  • Virtual Tour
1 of 30
$450,000
3

Beds

2.1

Baths

1,976

Sq.Ft.

13752 BRESSLER ALLEY

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 8937 MATRIARCA ALLEY Windermere, FL MLS# O6347945
  • New Construction with Virtual Tour
1 of 17
$449,000
3

Beds

2.1

Baths

1,730

Sq.Ft.

8937 MATRIARCA ALLEY

Windermere, FL

Courtesy of SANCTUM REALTY PROFESSIONALS LLC
View 5844 SOTER LANE Windermere, FL MLS# O6366829
  • Virtual Tour
1 of 39
$449,000
3

Beds

2.1

Baths

1,976

Sq.Ft.

5844 SOTER LANE

Windermere, FL

Courtesy of SERHANT
View 13712 SUMMERPORT VILLAGE PARKWAY Windermere, FL MLS# S5143431
$444,900
3

Beds

2.1

Baths

1,997

Sq.Ft.

13712 SUMMERPORT VILLAGE PARKWAY

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 13366 ABUELA ALLEY Windermere, FL MLS# O6374298
  • Virtual Tour
1 of 35
$444,000
3

Beds

2.1

Baths

1,589

Sq.Ft.

13366 ABUELA ALLEY

Windermere, FL

Courtesy of BAHIA INTERNATIONAL REALTY
View 12840 CALDERDALE AVENUE Windermere, FL MLS# O6381937
$435,000
4

Beds

3.1

Baths

1,905

Sq.Ft.

12840 CALDERDALE AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 11209 GRANDER DRIVE Windermere, FL MLS# O6369918
  • Virtual Tour
1 of 35
$434,000
3

Beds

2.1

Baths

1,893

Sq.Ft.

11209 GRANDER DRIVE

Windermere, FL

Courtesy of MARTI PURDY PROPERTIES INC
View 11637 Water Run ALLEY Windermere, FL MLS# O6194326
$429,000
3

Beds

2.1

Baths

1,466

Sq.Ft.

11637 Water Run ALLEY

Windermere, FL

Courtesy of LOKATION
View 11636 WATER RUN ALLEY Windermere, FL MLS# S5136888
  • Virtual Tour
1 of 18
$428,000
3

Beds

2.1

Baths

1,584

Sq.Ft.

11636 WATER RUN ALLEY

Windermere, FL

Courtesy of EXP REALTY LLC
View 12944 GARRIDAN AVENUE Windermere, FL MLS# O6380101
  • Virtual Tour
1 of 39
$419,000
3

Beds

2.1

Baths

1,583

Sq.Ft.

12944 GARRIDAN AVENUE

Windermere, FL

Courtesy of 407 PROPERTIES

About Windermere

"Among the lakes" is the phrase that the town of Windermere has chosen for its description, and aptly so.  Almost completely surrounded by water, Windermere is a lovely small town that will always be limited in population growth by available land.  Lake Butler is the largest body of water in the region, which is often referred to as the "Butler chain of lakes."  Situated in southeast Orange County, the residential villages and homes throughout the lake area are as beautiful as the backdrop of scenery they enjoy.  Some multi-million dollar lakefront mansions combine with more modest but often luxurious homes in a variety of architectural styles.  The Islesworth Golf & Country Club in Windermere rivals the lush fairways of highly acclaimed Bay Hill for sheer bayside splendor.  Also located in this small town is a fully accredited independent school for students in pre-kindergarten through eighth grade called Buena Vista Academy.  While the residents of Windermere can enjoy the exclusive resort setting and serenity of their community, the first-rate cultural, educational, and healthcare advantages of Orlando remain close to home. 

Listings in Windermere, FL

302

Estimated median home price

$1,037,000
Windermere FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Windermere, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Windermere, FL.

Homes for Sale by Price in Windermere, FL

Price Count
$0 - 100K 1
$100K - 200K 0
$200K - 300K 0
$300K - 400K 16
$400K - 500K 22
$500K - 600K 29
$600K - 700K 24
$700K - 800K 26
$800K - 900K 20
$900K - 1M 11
$1M - Max 153

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 251
Townhouse 31
Condo 5
Commercial 1
Rental 108
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 3/3/2026)

Information deemed reliable but not guaranteed.

The information displayed on this website comes in part from the Broker Reciprocity Program of Brevard County, Florida. Real estate listings held by brokerage firms other than WEICHERT in Florida are marked with the Broker Reciprocity thumbnail. Copyright 2006, the Multiple Listing Service of South Brevard County, Inc. and Space Coast Association of REALTORS®, Inc. All rights reserved.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties 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 3/3/2026.