309 total properties
Did you mean the neighborhood Windermere?
View 13858 CAYWOOD POND DRIVE Windermere, FL MLS# O6382987
  • Recently Listed with Virtual Tour
1 of 54
$1,050,000
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
  • Recently Listed with 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
  • Recently Listed with Virtual Tour
1 of 51
$1,950,000
4

Beds

4.1

Baths

4,460

Sq.Ft.

6330 LAKE BURDEN VIEW DRIVE

Windermere, FL

Courtesy of WATSON REALTY CORP
The time to sell is now! THE TIME TO SELL IS NOW!
View 8552 POWDER RIDGE TRAIL Windermere, FL MLS# S5144276
  • Recently Listed with Virtual Tour
1 of 30
$690,000
4

Beds

2.1

Baths

2,612

Sq.Ft.

8552 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 6560 LAKE BURDEN VIEW DRIVE Windermere, FL MLS# O6381835
  • Recently Listed with Virtual Tour
1 of 30
$1,925,000
4

Beds

4.0

Baths

3,687

Sq.Ft.

6560 LAKE BURDEN VIEW DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 11010 SCHOONER WAY Windermere, FL MLS# O6381886
  • Recently Listed with Virtual Tour
1 of 43
$3,999,000
Studio

Beds

0.0

Baths

11010 SCHOONER WAY

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 9669 WESTOVER CLUB CIRCLE Windermere, FL MLS# O6386605
  • Recently Listed with Virtual Tour
1 of 28
$850,000
4

Beds

4.0

Baths

3,435

Sq.Ft.

9669 WESTOVER CLUB CIRCLE

Windermere, FL

Courtesy of FIRST WORLD REALTY GROUP
View 316 E 5TH AVENUE Windermere, FL MLS# O6383481
  • Recently Listed with Virtual Tour
1 of 51
$1,100,000
4

Beds

3.0

Baths

2,412

Sq.Ft.

316 E 5TH AVENUE

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
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 19 MAIN STREET Windermere, FL MLS# O6383837
$3,000,000
5

Beds

5.0

Baths

2,565

Sq.Ft.

19 MAIN STREET

Windermere, FL

Courtesy of GOLDEN GROUP REALTY LLC
View 8236 PROCIDA ISLE LANE Windermere, FL MLS# O6383546
  • Recently Listed with Virtual Tour
1 of 27
$1,250,000
6

Beds

4.0

Baths

4,176

Sq.Ft.

8236 PROCIDA ISLE LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1002 DOWN RESERVE COURT Windermere, FL MLS# O6383597
  • Recently Listed with Virtual Tour
1 of 30
$6,690,000
6

Beds

5.1

Baths

6,706

Sq.Ft.

1002 DOWN RESERVE COURT

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13263 STRODE LANE Windermere, FL MLS# O6383141
  • Recently Listed with Virtual Tour
1 of 53
$804,900
4

Beds

3.1

Baths

2,559

Sq.Ft.

13263 STRODE LANE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 7125 BEEK STREET Windermere, FL MLS# O6382948
  • Virtual Tour
1 of 48
$559,000
3

Beds

2.0

Baths

1,753

Sq.Ft.

7125 BEEK STREET

Windermere, FL

Courtesy of SUNNY 365 REALTY GROUP
View 11545 BRICKYARD POND LANE Windermere, FL MLS# O6378961
  • Recently Listed with Virtual Tour
1 of 35
$2,200,000
8

Beds

8.1

Baths

4,735

Sq.Ft.

11545 BRICKYARD POND LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13226 JERVEY STREET Windermere, FL MLS# O6383000
$995,000
4

Beds

5.1

Baths

3,608

Sq.Ft.

13226 JERVEY STREET

Windermere, FL

Courtesy of SPRING REALTY ONE LLC
View 13237 FOSSICK ROAD Windermere, FL MLS# O6382389
  • Recently Listed
1 of 41
$625,000
4

Beds

2.0

Baths

2,516

Sq.Ft.

13237 FOSSICK ROAD

Windermere, FL

Courtesy of EXP REALTY LLC
View 17520 BLACK RAIL STREET Windermere, FL MLS# O6384223
$777,000
4

Beds

2.0

Baths

2,380

Sq.Ft.

17520 BLACK RAIL STREET

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 8160 TIBET BUTLER DRIVE Windermere, FL MLS# O6382290
$1,999,000
4

Beds

3.2

Baths

4,806

Sq.Ft.

8160 TIBET BUTLER DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 6990 SMITHSHIRE LANE Windermere, FL MLS# O6380372
$675,000
4

Beds

3.1

Baths

2,986

Sq.Ft.

6990 SMITHSHIRE LANE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES

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

311

Estimated median home price

$1,030,000
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

PriceCount
$0 - 100K1
$100K - 200K0
$200K - 300K0
$300K - 400K18
$400K - 500K23
$500K - 600K28
$600K - 700K25
$700K - 800K25
$800K - 900K21
$900K - 1M13
$1M - Max157

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family257
Townhouse36
Condo4
Commercial1
Rental102
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 3/9/2026)

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 3/9/2026.

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 3/9/2026.