45 total properties
Did you mean the neighborhood Windermere?
View 8179 MARITIME FLAG STREET 101 Windermere, FL MLS# O6399551
$330,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

8179 MARITIME FLAG STREET 101

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 11564 MIZZON DRIVE 903/110 Windermere, FL MLS# O6398388
  • Recently Listed with Virtual Tour
1 of 30
$339,000
3

Beds

2.0

Baths

1,442

Sq.Ft.

11564 MIZZON DRIVE 903/110

Windermere, FL

Courtesy of WINDERMERE REALTY GROUP
View 7327 MILLSTONE STREET Windermere, FL MLS# O6397203
  • Recently Listed with Virtual Tour
1 of 30
$479,000
3

Beds

2.1

Baths

1,531

Sq.Ft.

7327 MILLSTONE STREET

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14368 DESERT HAVEN STREET 4106 Windermere, FL MLS# O6396784
  • Recently Listed with Virtual Tour
1 of 27
$360,000
3

Beds

2.1

Baths

1,840

Sq.Ft.

14368 DESERT HAVEN STREET 4106

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 7644 RIPPLEPOINTE WAY Windermere, FL MLS# O6395582
  • Recently Listed with Virtual Tour
1 of 52
$445,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

7644 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of HOMEVEST REALTY
View 14236 OASIS COVE BLVD Windermere, FL MLS# O6395058
  • Recently Listed with Virtual Tour
1 of 70
$379,900
3

Beds

2.1

Baths

1,512

Sq.Ft.

14236 OASIS COVE BLVD

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 12405 CRUXBURY DRIVE Windermere, FL MLS# O6394966
  • Recently Listed with Virtual Tour
1 of 24
$415,000
2

Beds

2.1

Baths

1,429

Sq.Ft.

12405 CRUXBURY DRIVE

Windermere, FL

Courtesy of HOMEVEST REALTY
View 11564 MIZZON DRIVE 202 (919) Windermere, FL MLS# O6394852
  • Recently Listed with Virtual Tour
1 of 25
$295,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

11564 MIZZON DRIVE 202 (919)

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 7249 SHADEVIEW ALLEY Windermere, FL MLS# S5146580
  • Virtual Tour
1 of 32
$429,000
3

Beds

2.1

Baths

1,569

Sq.Ft.

7249 SHADEVIEW ALLEY

Windermere, FL

Courtesy of REMAX PREMIER PROPERTIES
View 5317 KEENES PHEASANT DRIVE Windermere, FL MLS# O6394104
$360,000
2

Beds

2.0

Baths

1,155

Sq.Ft.

5317 KEENES PHEASANT DRIVE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 12353 VIA DERNA PLACE Windermere, FL MLS# O6392401
  • Recently Listed
1 of 21
$465,000
3

Beds

2.1

Baths

1,974

Sq.Ft.

12353 VIA DERNA PLACE

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 6552 HELMSLEY CIRCLE Windermere, FL MLS# O6392752
  • Virtual Tour
1 of 53
$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
$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 13755 BRAVANTE ALLEY Windermere, FL MLS# O6389321
  • Virtual Tour
1 of 44
$489,999
3

Beds

2.1

Baths

1,996

Sq.Ft.

13755 BRAVANTE ALLEY

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 14215 Desert Haven Street Windermere, FL MLS# 1072372
$389,000
3

Beds

2.1

Baths

2,028

Sq.Ft.

14215 Desert Haven Street

Windermere, FL

Brevard
View 14215 DESERT HAVEN STREET 3507 Windermere, FL MLS# S5145972
$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
$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
  • Virtual Tour
1 of 19
$399,000
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
  • 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.

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

353

Estimated median home price

$1,019,990
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 18
$400K - 500K 26
$500K - 600K 35
$600K - 700K 30
$700K - 800K 25
$800K - 900K 20
$900K - 1M 21
$1M - Max 177

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 295
Townhouse 36
Condo 8
Commercial 1
Rental 96
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/18/2026)

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 4/18/2026.