42 total properties
Did you mean the neighborhood Windermere?
View 7612 FAIRGROVE AVE Windermere, FL MLS# A12030849
  • Recently Listed with Virtual Tour
1 of 19
$440,000
3

Beds

2.1

Baths

7612 FAIRGROVE AVE

Windermere, FL

Courtesy of FLORIDA FANTASY REAL ESTATE IN
View 13019 LANGSTAFF DRIVE Windermere, FL MLS# O6411551
  • Virtual Tour
1 of 52
$360,000
2

Beds

2.1

Baths

1,375

Sq.Ft.

13019 LANGSTAFF DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 12319 CRUXBURY DRIVE Windermere, FL MLS# O6411226
  • Virtual Tour
1 of 58
$405,000
3

Beds

2.1

Baths

1,429

Sq.Ft.

12319 CRUXBURY DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 11951 VERMILLION AVENUE Windermere, FL MLS# O6411413
  • Recently Listed with Virtual Tour
1 of 52
$459,000
3

Beds

2.1

Baths

1,539

Sq.Ft.

11951 VERMILLION AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 12555 CRUXBURY DRIVE Windermere, FL MLS# O6410796
  • Recently Listed with Virtual Tour
1 of 41
$350,000
2

Beds

2.1

Baths

1,211

Sq.Ft.

12555 CRUXBURY DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 7435 RIPPLEPOINTE WAY Windermere, FL MLS# S5150741
  • Recently Listed with Virtual Tour
1 of 66
OPEN HOUSE: Sunday 6/7 12:00 PM - 3:00 PM
$425,000
3

Beds

2.1

Baths

1,700

Sq.Ft.

7435 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of LPT REALTY, LLC
View 13730 CALERA ALLEY Windermere, FL MLS# O6410129
  • Recently Listed with Virtual Tour
1 of 58
$465,000
4

Beds

2.1

Baths

2,091

Sq.Ft.

13730 CALERA ALLEY

Windermere, FL

Courtesy of EXP REALTY LLC
View 11401 EVESHAM DRIVE Windermere, FL MLS# O6410182
  • Recently Listed with Virtual Tour
1 of 47
OPEN HOUSE: Saturday 6/6 12:00 PM - 3:00 PM
$435,000
3

Beds

2.1

Baths

1,847

Sq.Ft.

11401 EVESHAM DRIVE

Windermere, FL

Courtesy of DENIZ REALTY PARTNERS LLC
View 14005 SPARKLING COVE LANE Windermere, FL MLS# O6409827
  • Recently Listed with Virtual Tour
1 of 56
$375,000
3

Beds

2.1

Baths

1,647

Sq.Ft.

14005 SPARKLING COVE LANE

Windermere, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 14442 DESERT HAVEN STREET 4305 Windermere, FL MLS# O6410152
  • Recently Listed with Virtual Tour
1 of 19
$359,900
3

Beds

2.1

Baths

1,534

Sq.Ft.

14442 DESERT HAVEN STREET 4305

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 8866 HERENCIA ALY Windermere, FL MLS# O6407518
  • Virtual Tour
1 of 31
$430,000
3

Beds

2.1

Baths

1,577

Sq.Ft.

8866 HERENCIA ALY

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7560 BENTONSHIRE AVENUE Windermere, FL MLS# O6405384
$445,000
4

Beds

3.1

Baths

1,905

Sq.Ft.

7560 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of SOLD BY SIX REALTY, LLC
View 7612 FAIRGROVE AVENUE Windermere, FL MLS# S5149402
  • Virtual Tour
1 of 33
$440,000
3

Beds

2.1

Baths

1,742

Sq.Ft.

7612 FAIRGROVE AVENUE

Windermere, FL

Courtesy of FLORIDA FANTASY REAL ESTATE INC
View 14155 ANCILLA BOULEVARD Windermere, FL MLS# O6404896
$399,000
3

Beds

2.1

Baths

1,629

Sq.Ft.

14155 ANCILLA BOULEVARD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 9055 LEGADO DRIVE Windermere, FL MLS# O6403350
  • Virtual Tour
1 of 22
$425,000
3

Beds

2.1

Baths

1,584

Sq.Ft.

9055 LEGADO DRIVE

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
View 14422 DESERT HAVEN STREET 4206 Windermere, FL MLS# S5148708
$385,000
3

Beds

2.1

Baths

1,840

Sq.Ft.

14422 DESERT HAVEN STREET 4206

Windermere, FL

Courtesy of MD3 HOMES LLC
View 7710 FAIRGROVE AVENUE Windermere, FL MLS# S5148820
  • Virtual Tour
1 of 56
$390,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

7710 FAIRGROVE AVENUE

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 12966 VENNETTA WAY Windermere, FL MLS# S5148828
  • Virtual Tour
1 of 50
$380,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

12966 VENNETTA WAY

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View Address not provided Windermere, FL MLS# O6400745
  • Virtual Tour
1 of 15
$369,900
2

Beds

2.1

Baths

1,429

Sq.Ft.

Address not provided

Windermere, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
View 12210 LANGSTAFF DRIVE Windermere, FL MLS# O6400117
  • Virtual Tour
1 of 38
$385,000
3

Beds

2.1

Baths

1,480

Sq.Ft.

12210 LANGSTAFF DRIVE

Windermere, FL

Courtesy of ELITE REALTY ENTERPRISES LLC

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

359

Estimated median home price

$1,187,000
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 0
$100K - 200K 0
$200K - 300K 1
$300K - 400K 21
$400K - 500K 31
$500K - 600K 32
$600K - 700K 25
$700K - 800K 18
$800K - 900K 18
$900K - 1M 15
$1M - Max 198

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 293
Townhouse 44
Condo 7
Commercial 1
Rental 94
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/6/2026)

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

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 6/6/2026.