88 total properties
Did you mean the neighborhood Windermere?
View 7735 FAIRGROVE AVENUE Windermere, FL MLS# O6416769
$2,600
3

Beds

2.1

Baths

1,523

Sq.Ft.

7735 FAIRGROVE AVENUE

Windermere, FL

View 6344 LAKE SMITH CIRCLE Windermere, FL MLS# O6418148
$2,600
3

Beds

2.1

Baths

1,640

Sq.Ft.

6344 LAKE SMITH CIRCLE

Windermere, FL

View 7435 RIPPLEPOINTE WAY Windermere, FL MLS# S5154370
  • Recently Listed with Virtual Tour
1 of 66
$2,600
3

Beds

2.1

Baths

1,700

Sq.Ft.

7435 RIPPLEPOINTE WAY

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 12230 LANGSTAFF DRIVE Windermere, FL MLS# O6412685
$2,650
3

Beds

2.1

Baths

1,545

Sq.Ft.

12230 LANGSTAFF DRIVE

Windermere, FL

View 12355 LANGSTAFF DRIVE Windermere, FL MLS# S5151954
$2,650
3

Beds

2.1

Baths

1,480

Sq.Ft.

12355 LANGSTAFF DRIVE

Windermere, FL

View 8832 DANFORTH DRIVE Windermere, FL MLS# O6417713
$2,650
3

Beds

2.1

Baths

1,480

Sq.Ft.

8832 DANFORTH DRIVE

Windermere, FL

View 7454 TATTANT BOULEVARD Windermere, FL MLS# S5152220
$2,695
3

Beds

2.0

Baths

1,708

Sq.Ft.

7454 TATTANT BOULEVARD

Windermere, FL

View 12802 STRODE LANE Windermere, FL MLS# O6409693
  • Virtual Tour
1 of 20
$2,700
3

Beds

2.1

Baths

1,748

Sq.Ft.

12802 STRODE LANE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 7283 PENKRIDGE LANE Windermere, FL MLS# O6417343
$2,700
3

Beds

2.1

Baths

1,614

Sq.Ft.

7283 PENKRIDGE LANE

Windermere, FL

View 7612 FAIRGROVE AVENUE Windermere, FL MLS# S5153370
$2,700
3

Beds

2.1

Baths

1,742

Sq.Ft.

7612 FAIRGROVE AVENUE

Windermere, FL

View 7722 FAIRGROVE AVENUE Windermere, FL MLS# O6426356
  • Recently Listed with Virtual Tour
1 of 21
$2,700
3

Beds

2.1

Baths

1,644

Sq.Ft.

7722 FAIRGROVE AVENUE

Windermere, FL

View 9031 LEGADO DRIVE Windermere, FL MLS# O6404941
  • Virtual Tour
1 of 27
$2,750
3

Beds

2.1

Baths

1,547

Sq.Ft.

9031 LEGADO DRIVE

Windermere, FL

View 11933 WATER RUN ALLEY Windermere, FL MLS# O6411037
$2,750
3

Beds

2.1

Baths

1,569

Sq.Ft.

11933 WATER RUN ALLEY

Windermere, FL

View 7730 BROFIELD AVENUE Windermere, FL MLS# O6425622
  • Recently Listed with Virtual Tour
1 of 18
$2,795
3

Beds

2.0

Baths

1,868

Sq.Ft.

7730 BROFIELD AVENUE

Windermere, FL

View 12210 LANGSTAFF DRIVE Windermere, FL MLS# O6422780
  • Recently Listed with Virtual Tour
1 of 29
$2,799
3

Beds

2.1

Baths

1,480

Sq.Ft.

12210 LANGSTAFF DRIVE

Windermere, FL

View 8470 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5147220
$2,800
3

Beds

2.1

Baths

1,644

Sq.Ft.

8470 IRON MOUNTAIN TRAIL

Windermere, FL

View 13527 MISARDEN LANE Windermere, FL MLS# O6414625
$2,800
4

Beds

3.0

Baths

2,190

Sq.Ft.

13527 MISARDEN LANE

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
View 14392 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6413077
$2,800
3

Beds

2.1

Baths

1,642

Sq.Ft.

14392 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

View 7449 ELLA LANE Windermere, FL MLS# O6422814
  • Virtual Tour
1 of 31
$2,800
3

Beds

2.1

Baths

1,982

Sq.Ft.

7449 ELLA LANE

Windermere, FL

View 9142 SABAL PALM CIRCLE Windermere, FL MLS# O6424581
  • Recently Listed with Virtual Tour
1 of 13
$2,800
3

Beds

2.0

Baths

1,492

Sq.Ft.

9142 SABAL PALM CIRCLE

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

351

Estimated median home price

$1,058,989
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 - 200K0
$200K - 300K3
$300K - 400K19
$400K - 500K37
$500K - 600K31
$600K - 700K31
$700K - 800K20
$800K - 900K16
$900K - 1M14
$1M - Max180

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family280
Townhouse44
Condo10
Commercial1
Rental85
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/24/2026)

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 7/25/2026.