38 total properties
Did you mean the neighborhood Windermere?
View 6552 HELMSLEY CIRCLE Windermere, FL MLS# O6392752
  • Recently Listed with Virtual Tour
1 of 53
OPEN HOUSE: Saturday 3/28 1:00 PM - 3:00 PM
$479,000
4

Beds

3.0

Baths

1,980

Sq.Ft.

6552 HELMSLEY CIRCLE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 8256 MARITIME FLAG STREET 103| 1710 Windermere, FL MLS# O6393278
  • Recently Listed with Virtual Tour
1 of 32
$338,490
3

Beds

2.0

Baths

1,442

Sq.Ft.

8256 MARITIME FLAG STREET 103| 1710

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 14215 Desert Haven Street Windermere, FL MLS# 1072372
  • Recently Listed
1 of 34
$389,000
3

Beds

2.1

Baths

2,028

Sq.Ft.

14215 Desert Haven Street

Windermere, FL

Brevard
The time to sell is now! THE TIME TO SELL IS NOW!
View 14215 DESERT HAVEN STREET 3507 Windermere, FL MLS# S5145972
  • Recently Listed with Virtual Tour
1 of 35
$389,000
3

Beds

2.1

Baths

2,028

Sq.Ft.

14215 DESERT HAVEN STREET 3507

Windermere, FL

Courtesy of IRON VALLEY REAL ESTATE OSCEOLA
View 7719 ANSELMO LANE Windermere, FL MLS# O6392007
  • Recently Listed
1 of 31
OPEN HOUSE: Saturday 3/28 1:00 PM - 4:00 PM
$387,500
3

Beds

2.1

Baths

1,644

Sq.Ft.

7719 ANSELMO LANE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 12683 LANGSTAFF DRIVE Windermere, FL MLS# O6391050
  • Virtual Tour
1 of 57
$375,000
3

Beds

2.1

Baths

1,428

Sq.Ft.

12683 LANGSTAFF DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 11854 WATER RUN ALLEY Windermere, FL MLS# O6389949
  • Recently Listed with Virtual Tour
1 of 19
$410,000
3

Beds

2.1

Baths

1,588

Sq.Ft.

11854 WATER RUN ALLEY

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 11686 WATER RUN ALY Windermere, FL MLS# O6390542
  • Recently Listed with Virtual Tour
1 of 21
$411,900
3

Beds

2.1

Baths

1,584

Sq.Ft.

11686 WATER RUN ALY

Windermere, FL

Courtesy of IRM INVEST., REAL EST.& MGMT.
View 14439 BLUEBIRD PARK ROAD Windermere, FL MLS# O6389567
$365,000
2

Beds

2.1

Baths

1,212

Sq.Ft.

14439 BLUEBIRD PARK ROAD

Windermere, FL

Courtesy of CLOCK TOWER REALTY
View 5849 SOTER LANE Windermere, FL MLS# O6388590
  • Recently Listed with Virtual Tour
1 of 31
$449,900
3

Beds

2.1

Baths

2,001

Sq.Ft.

5849 SOTER LANE

Windermere, FL

Courtesy of ORLANDO HOME DEALER LLC
View 13742 BRAVANTE ALLEY Windermere, FL MLS# O6388651
  • Recently Listed
1 of 36
$455,000
3

Beds

2.1

Baths

1,912

Sq.Ft.

13742 BRAVANTE ALLEY

Windermere, FL

Courtesy of MARK SPAIN REAL ESTATE
View 12804 SALOMON COVE DRIVE Windermere, FL MLS# O6388627
  • Recently Listed with Virtual Tour
1 of 33
$420,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

12804 SALOMON COVE DRIVE

Windermere, FL

Courtesy of BLUEWATER REALTY SERVICES LLC
View 12327 CRUXBURY DRIVE Windermere, FL MLS# S5144545
  • Virtual Tour
1 of 45
$355,000
2

Beds

2.1

Baths

1,211

Sq.Ft.

12327 CRUXBURY DRIVE

Windermere, FL

Courtesy of JASON MITCHELL REAL ESTATE FLO
View 8226 SERENITY SPRING DRIVE 2402 Windermere, FL MLS# O6386960
$399,900
3

Beds

2.1

Baths

2,028

Sq.Ft.

8226 SERENITY SPRING DRIVE 2402

Windermere, FL

Courtesy of EXP REALTY LLC
View 11401 EVESHAM DRIVE Windermere, FL MLS# O6386678
  • Virtual Tour
1 of 30
OPEN HOUSE: Saturday 3/28 12:00 PM - 2:00 PM
$460,000
3

Beds

2.1

Baths

1,847

Sq.Ft.

11401 EVESHAM DRIVE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 7432 LEIGHSIDE DRIVE Windermere, FL MLS# O6383362
  • 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 12879 EMERSONDALE AVENUE Windermere, FL MLS# O6383280
$399,000
3

Beds

2.1

Baths

1,565

Sq.Ft.

12879 EMERSONDALE AVENUE

Windermere, FL

Courtesy of UNIONE REALTY INC
View 11434 JASPER KAY TERRACE 1120 Windermere, FL MLS# O6382035
$315,000
3

Beds

2.0

Baths

1,332

Sq.Ft.

11434 JASPER KAY TERRACE 1120

Windermere, FL

Courtesy of REALTY ONE GROUP MVP
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 13733 BRESSLER ALLEY Windermere, FL MLS# O6379257
$464,999
3

Beds

2.1

Baths

2,002

Sq.Ft.

13733 BRESSLER ALLEY

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY

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

330

Estimated median home price

$1,009,995
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 0
$300K - 400K 15
$400K - 500K 25
$500K - 600K 33
$600K - 700K 30
$700K - 800K 24
$800K - 900K 23
$900K - 1M 15
$1M - Max 165

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 276
Townhouse 34
Condo 5
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 3/24/2026)

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 3/26/2026.