95 total properties
Did you mean the neighborhood Windermere?
View 5224 LEMON TWIST LANE Windermere, FL MLS# O6393299
  • Virtual Tour
1 of 60
$624,900
4

Beds

3.1

Baths

2,812

Sq.Ft.

5224 LEMON TWIST LANE

Windermere, FL

Courtesy of RE/MAX PRIME 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
$465,000
3

Beds

2.1

Baths

1,974

Sq.Ft.

12353 VIA DERNA PLACE

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
The time to sell is now! THE TIME TO SELL IS NOW!
View 12863 HOLDENBURY LANE Windermere, FL MLS# O6393781
  • Virtual Tour
1 of 18
$539,000
3

Beds

2.0

Baths

2,148

Sq.Ft.

12863 HOLDENBURY LANE

Windermere, FL

Courtesy of LPT REALTY, LLC
View 8323 LOOKOUT POINTE DRIVE Windermere, FL MLS# O6393407
  • Recently Listed with Virtual Tour
1 of 44
$599,999
4

Beds

3.1

Baths

2,633

Sq.Ft.

8323 LOOKOUT POINTE DRIVE

Windermere, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
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 12784 GARRIDAN AVENUE Windermere, FL MLS# O6392486
  • Virtual Tour
1 of 35
$550,000
4

Beds

2.1

Baths

1,970

Sq.Ft.

12784 GARRIDAN AVENUE

Windermere, FL

Courtesy of ELITE GLOBAL REAL ESTATE LLC
View 12761 HOLDENBURY LANE Windermere, FL MLS# O6392337
  • Virtual Tour
1 of 33
$539,900
4

Beds

2.0

Baths

2,380

Sq.Ft.

12761 HOLDENBURY LANE

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 13622 DARCHANCE ROAD Windermere, FL MLS# S5146266
  • Virtual Tour
1 of 30
$629,900
3

Beds

2.0

Baths

2,147

Sq.Ft.

13622 DARCHANCE ROAD

Windermere, FL

Courtesy of AVANTI WAY REALTY LLC
View 7924 BROFIELD AVENUE Windermere, FL MLS# S5146185
  • Virtual Tour
1 of 43
$650,000
3

Beds

2.1

Baths

1,709

Sq.Ft.

7924 BROFIELD AVENUE

Windermere, FL

Courtesy of ALTIS REALTY
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
$382,000
3

Beds

2.1

Baths

1,644

Sq.Ft.

7719 ANSELMO LANE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 12989 WESTSIDE VILLAGE LOOP Windermere, FL MLS# S5145903
$655,000
4

Beds

3.1

Baths

2,665

Sq.Ft.

12989 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of NUMBER 1 BROKER, LLC
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 7208 TATTANT BOULEVARD Windermere, FL MLS# O6389785
$599,000
4

Beds

2.0

Baths

2,215

Sq.Ft.

7208 TATTANT BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
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
$409,900
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

$1,000,000
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 19
$400K - 500K 26
$500K - 600K 39
$600K - 700K 26
$700K - 800K 25
$800K - 900K 20
$900K - 1M 21
$1M - Max 176

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 294
Townhouse 37
Condo 8
Commercial 1
Rental 95
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/20/2026)

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 4/21/2026.