66 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 11861 VERMILLION AVENUE Windermere, FL MLS# O6410430
  • Recently Listed with Virtual Tour
1 of 98
$475,000
3

Beds

2.1

Baths

1,600

Sq.Ft.

11861 VERMILLION AVENUE

Windermere, FL

Courtesy of KARDOSH REALTY
View 11434 JASPER KAY TERRACE 106 Windermere, FL MLS# S5150874
  • Recently Listed with Virtual Tour
1 of 49
$320,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

11434 JASPER KAY TERRACE 106

Windermere, FL

Courtesy of NUMBER 1 BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11822 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6409301
  • Recently Listed with Virtual Tour
1 of 29
$495,000
3

Beds

2.1

Baths

1,829

Sq.Ft.

11822 SILVERLAKE PARK DRIVE

Windermere, FL

Courtesy of REDFIN CORPORATION
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
  • Recently Listed with 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
View 6412 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6412095
  • Recently Listed with Virtual Tour
1 of 38
$550,000
3

Beds

2.1

Baths

1,984

Sq.Ft.

6412 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of URBAN-O REAL ESTATE SOLUTIONS
View 4718 BLUE MAJOR DRIVE Windermere, FL MLS# O6410820
  • Recently Listed with Virtual Tour
1 of 61
$520,000
3

Beds

2.0

Baths

1,911

Sq.Ft.

4718 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
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 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 7867 BERKSHIRE OAK ALLEY Windermere, FL MLS# S5149947
  • Recently Listed with Virtual Tour
1 of 39
$539,000
4

Beds

2.1

Baths

2,221

Sq.Ft.

7867 BERKSHIRE OAK ALLEY

Windermere, FL

Courtesy of MULTI CHOICE REALTY 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 8180 BOAT HOOK LOOP 109 Windermere, FL MLS# S5150297
  • Recently Listed with Virtual Tour
1 of 19
$299,500
2

Beds

2.0

Baths

1,161

Sq.Ft.

8180 BOAT HOOK LOOP 109

Windermere, FL

Courtesy of ROMAN'S PRO REALTY LLC
View 6528 HELMSLEY CIRCLE Windermere, FL MLS# O6408661
  • Virtual Tour
1 of 40
$325,000
2

Beds

2.1

Baths

1,411

Sq.Ft.

6528 HELMSLEY CIRCLE

Windermere, FL

Courtesy of NEW HEIGHTS REALTY GROUP
View 5225 LEMON TWIST LANE Windermere, FL MLS# O6406747
  • Virtual Tour
1 of 36
$499,900
3

Beds

2.0

Baths

1,700

Sq.Ft.

5225 LEMON TWIST LANE

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
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 1661 ROBERTS LANDING ROAD Windermere, FL MLS# O6407725
$549,900
Studio

Beds

0.0

Baths

1661 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

357

Estimated median home price

$1,190,000
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 22
$400K - 500K 31
$500K - 600K 33
$600K - 700K 25
$700K - 800K 17
$800K - 900K 18
$900K - 1M 14
$1M - Max 196

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 291
Townhouse 44
Condo 7
Commercial 1
Rental 91
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/4/2026)

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 6/5/2026.