104 total properties
Did you mean the neighborhood Windermere?
View 7668 FAIRGROVE AVENUE Windermere, FL MLS# O6432258
$485,000
4

Beds

2.1

Baths

1,866

Sq.Ft.

7668 FAIRGROVE AVENUE

Windermere, FL

Courtesy of VESTI LLC
View 6679 DUNCASTER STREET Windermere, FL MLS# A4702367
$525,000
3

Beds

2.0

Baths

1,926

Sq.Ft.

6679 DUNCASTER STREET

Windermere, FL

Courtesy of FLATFEE.COM
View 12303 LANGSTAFF DRIVE Windermere, FL MLS# O6430630
$400,000
3

Beds

2.1

Baths

1,545

Sq.Ft.

12303 LANGSTAFF DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11425 BROWNSTONE STREET Windermere, FL MLS# O6430411
  • Virtual Tour
1 of 35
OPEN HOUSE: Saturday 10/3 12:00 PM - 2:00 PM
$410,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

11425 BROWNSTONE STREET

Windermere, FL

Courtesy of REDFIN CORPORATION
View 11938 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6430196
$519,900
4

Beds

2.1

Baths

2,074

Sq.Ft.

11938 SILVERLAKE PARK DRIVE

Windermere, FL

View 12749 GARRIDAN AVENUE Windermere, FL MLS# O6430484
$610,000
4

Beds

4.1

Baths

2,192

Sq.Ft.

12749 GARRIDAN AVENUE

Windermere, FL

View 13228 ROSKIN LANE Windermere, FL MLS# O6429810
  • Virtual Tour
1 of 34
$637,000
4

Beds

2.0

Baths

2,745

Sq.Ft.

13228 ROSKIN LANE

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 12914 VENNETTA WAY Windermere, FL MLS# O6428484
$379,900
3

Beds

2.1

Baths

1,644

Sq.Ft.

12914 VENNETTA WAY

Windermere, FL

View 12744 LANGSTAFF DRIVE Windermere, FL MLS# S5154691
$394,900
3

Beds

2.1

Baths

1,369

Sq.Ft.

12744 LANGSTAFF DRIVE

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 7752 RIGBY STREET Windermere, FL MLS# O6422269
  • Virtual Tour
1 of 23
$399,000
3

Beds

2.1

Baths

1,335

Sq.Ft.

7752 RIGBY STREET

Windermere, FL

Courtesy of ATLIS REALTY GROUP LLC
View 8001 Enchantment Drive 1001 Windermere, FL MLS# B26057366
$395,000
4

Beds

3.1

Baths

1,792

Sq.Ft.

8001 Enchantment Drive 1001

Windermere, FL

View 8386 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5154426
$438,000
4

Beds

2.1

Baths

1,631

Sq.Ft.

8386 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of MY REALTY GROUP, LLC.
View 13231 ROXBORO ROAD Windermere, FL MLS# O6427997
$579,000
3

Beds

2.0

Baths

1,706

Sq.Ft.

13231 ROXBORO ROAD

Windermere, FL

View 13006 SUNKISS LOOP Windermere, FL MLS# O6427757
$379,900
2

Beds

2.0

Baths

1,155

Sq.Ft.

13006 SUNKISS LOOP

Windermere, FL

View 7222 STILL POND LANE Windermere, FL MLS# O6426722
$600,000
3

Beds

2.0

Baths

2,066

Sq.Ft.

7222 STILL POND LANE

Windermere, FL

View 9021 VIA DI CANTI Windermere, FL MLS# O6437659
  • Virtual Tour
1 of 33
$550,000
5

Beds

3.1

Baths

2,268

Sq.Ft.

9021 VIA DI CANTI

Windermere, FL

View 11773 BELLA MILANO COURT Windermere, FL MLS# O6426386
$629,900
5

Beds

3.1

Baths

2,626

Sq.Ft.

11773 BELLA MILANO COURT

Windermere, FL

Courtesy of KELLER WILLIAMS ADVANTAGE 2 REALTY
View 7712 FORDSON LANE Windermere, FL MLS# O6425885
  • Virtual Tour
1 of 37
$350,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

7712 FORDSON LANE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 5579 SOMERSBY ROAD Windermere, FL MLS# TB8517100
$375,000
3

Beds

2.1

Baths

1,579

Sq.Ft.

5579 SOMERSBY ROAD

Windermere, FL

Courtesy of HOMESMART
View 13328 OVERSTREET ROAD Windermere, FL MLS# O6423949
$629,900
4

Beds

3.0

Baths

2,648

Sq.Ft.

13328 OVERSTREET ROAD

Windermere, FL

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

321

Estimated median home price

$998,999
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

PriceCount
$0 - 100K0
$100K - 200K1
$200K - 300K4
$300K - 400K27
$400K - 500K27
$500K - 600K27
$600K - 700K31
$700K - 800K20
$800K - 900K9
$900K - 1M16
$1M - Max159

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family246
Townhouse43
Condo11
Commercial1
Rental90
Lots and Land20
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/3/2026)

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 10/3/2026.