349 total properties
Did you mean the neighborhood Windermere?
View 11816 ANGLE POND AVENUE Windermere, FL MLS# O6388116
$835,000
4

Beds

3.1

Baths

3,391

Sq.Ft.

11816 ANGLE POND AVENUE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 11866 CAMDEN PARK DRIVE Windermere, FL MLS# O6381558
$984,900
5

Beds

4.0

Baths

3,337

Sq.Ft.

11866 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 13240 ROSKIN LANE Windermere, FL MLS# S5144759
  • Virtual Tour
1 of 35
$724,000
4

Beds

3.1

Baths

3,108

Sq.Ft.

13240 ROSKIN LANE

Windermere, FL

Courtesy of HOMESMART
The time to sell is now! THE TIME TO SELL IS NOW!
View 13013 OVERSTREET ROAD Windermere, FL MLS# O6380917
$679,994
4

Beds

2.1

Baths

2,053

Sq.Ft.

13013 OVERSTREET ROAD

Windermere, FL

Courtesy of EXP REALTY LLC
View 3026 PORTO LAGO COURT Windermere, FL MLS# O6381606
$4,500,000
5

Beds

7.2

Baths

8,714

Sq.Ft.

3026 PORTO LAGO COURT

Windermere, FL

Courtesy of SERHANT
View 1625 DOWN LAKE DRIVE Windermere, FL MLS# O6385420
$1,400,000
5

Beds

5.1

Baths

3,383

Sq.Ft.

1625 DOWN LAKE DRIVE

Windermere, FL

Courtesy of THE ROSENBLOOM TEAM
View 6606 SAWYER SHORES LANE Windermere, FL MLS# O6386058
  • New Construction with Virtual Tour
1 of 22
$2,500,000
5

Beds

4.0

Baths

5,516

Sq.Ft.

6606 SAWYER SHORES LANE

Windermere, FL

Courtesy of PREMIUM PROPERTIES R.E. SERVICE
View 2641 HEMPEL AVENUE Windermere, FL MLS# O6384773
$824,900
4

Beds

2.0

Baths

2,404

Sq.Ft.

2641 HEMPEL AVENUE

Windermere, FL

Courtesy of KNIGHTS REALTY
View 505 JENNIFER LANE Windermere, FL MLS# O6384643
  • Virtual Tour
1 of 95
$2,250,000
4

Beds

3.1

Baths

3,525

Sq.Ft.

505 JENNIFER LANE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 9548 CROWN PRINCE LANE Windermere, FL MLS# S5144606
$1,450,000
4

Beds

4.0

Baths

3,997

Sq.Ft.

9548 CROWN PRINCE LANE

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 2806 WINDSOR HILL DRIVE Windermere, FL MLS# O6385977
  • Recently Listed with Virtual Tour
1 of 72
OPEN HOUSE: Saturday 4/18 11:00 AM - 1:00 PM
$1,150,000
4

Beds

3.0

Baths

3,181

Sq.Ft.

2806 WINDSOR HILL DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 12121 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6388109
$509,000
4

Beds

2.1

Baths

2,035

Sq.Ft.

12121 SILVERLAKE PARK DRIVE

Windermere, FL

Courtesy of EXP REALTY LLC
View 7432 LEIGHSIDE DRIVE Windermere, FL MLS# O6383362
$475,000
4

Beds

2.1

Baths

1,898

Sq.Ft.

7432 LEIGHSIDE DRIVE

Windermere, FL

Courtesy of METROPOLITAN R.E SOLUTIONS INC
View 9319 WOODBREEZE BOULEVARD Windermere, FL MLS# O6384930
$574,995
4

Beds

2.0

Baths

1,798

Sq.Ft.

9319 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13243 CHARFIELD STREET Windermere, FL MLS# O6385405
  • Recently Listed with Virtual Tour
1 of 39
OPEN HOUSE: Saturday 4/18 12:00 PM - 2:00 PM
$699,000
4

Beds

3.1

Baths

2,794

Sq.Ft.

13243 CHARFIELD STREET

Windermere, FL

Courtesy of REAL BROKER, LLC
View 8438 TIBET BUTLER DRIVE Windermere, FL MLS# O6378352
$1,650,000
5

Beds

4.0

Baths

3,464

Sq.Ft.

8438 TIBET BUTLER DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13858 CAYWOOD POND DRIVE Windermere, FL MLS# O6382987
$963,000
5

Beds

4.0

Baths

3,070

Sq.Ft.

13858 CAYWOOD POND DRIVE

Windermere, FL

Courtesy of SPRING REALTY ONE LLC
View 4 CHASE ROAD Windermere, FL MLS# O6384257
  • Virtual Tour
1 of 47
$900,000
3

Beds

2.0

Baths

2,386

Sq.Ft.

4 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, LLC
View 6330 LAKE BURDEN VIEW DRIVE Windermere, FL MLS# S5144275
$1,950,000
4

Beds

4.1

Baths

4,460

Sq.Ft.

6330 LAKE BURDEN VIEW DRIVE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 8552 POWDER RIDGE TRAIL Windermere, FL MLS# S5144276
$680,000
4

Beds

2.1

Baths

2,612

Sq.Ft.

8552 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION

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

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K18
$400K - 500K26
$500K - 600K35
$600K - 700K30
$700K - 800K25
$800K - 900K20
$900K - 1M21
$1M - Max177

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family295
Townhouse36
Condo8
Commercial1
Rental96
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/18/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

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.

Data is updated as of 4/18/2026.

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.