264 total properties
Did you mean the neighborhood Windermere?
View 106 PALM STREET Windermere, FL MLS# O6391350
  • Virtual Tour
1 of 35
$1,399,000
5

Beds

4.1

Baths

3,082

Sq.Ft.

106 PALM STREET

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 13596 GORGONA ISLE DRIVE Windermere, FL MLS# O6374555
$1,396,000
6

Beds

4.1

Baths

3,794

Sq.Ft.

13596 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 11802 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6387172
$1,395,000
4

Beds

4.1

Baths

3,396

Sq.Ft.

11802 WATERSTONE LOOP DRIVE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 13734 LAKE CAWOOD DRIVE Windermere, FL MLS# G5107723
$1,390,000
4

Beds

3.1

Baths

4,437

Sq.Ft.

13734 LAKE CAWOOD DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 11419 CAMDEN PARK DRIVE Windermere, FL MLS# O6392667
$1,375,000
5

Beds

4.1

Baths

3,686

Sq.Ft.

11419 CAMDEN PARK DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 13421 BONICA WAY Windermere, FL MLS# O6392381
$1,369,999
6

Beds

4.1

Baths

4,869

Sq.Ft.

13421 BONICA WAY

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8375 BOWDEN WAY Windermere, FL MLS# S5137385
  • Virtual Tour
1 of 68
$1,369,000
4

Beds

3.1

Baths

3,809

Sq.Ft.

8375 BOWDEN WAY

Windermere, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENT
View 11044 HAWKSHEAD COURT Windermere, FL MLS# O6388401
$1,359,999
5

Beds

4.1

Baths

4,257

Sq.Ft.

11044 HAWKSHEAD COURT

Windermere, FL

Courtesy of MAY HO REALTY
View 3138 SEIGNEURY DRIVE Windermere, FL MLS# O6387397
$1,350,000
4

Beds

4.1

Baths

3,831

Sq.Ft.

3138 SEIGNEURY DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 11658 HAMPSTEAD STREET Windermere, FL MLS# O6376140
$1,349,900
7

Beds

4.1

Baths

4,563

Sq.Ft.

11658 HAMPSTEAD STREET

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 5837 CAYMUS LOOP Windermere, FL MLS# O6380732
  • Virtual Tour
1 of 36
$1,349,000
4

Beds

3.0

Baths

2,937

Sq.Ft.

5837 CAYMUS LOOP

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 2219 RIDGEWIND WAY Windermere, FL MLS# O6400508
  • Recently Listed
1 of 45
OPEN HOUSE: Saturday 4/25 12:00 PM - 2:00 PM
$1,349,000
6

Beds

3.1

Baths

3,364

Sq.Ft.

2219 RIDGEWIND WAY

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 2206 Ridgewind WAY Windermere, FL MLS# O6189162
$1,347,000
5

Beds

4.0

Baths

3,443

Sq.Ft.

2206 Ridgewind WAY

Windermere, FL

Courtesy of LPT REALTY
View 8447 WOBURN COURT Windermere, FL MLS# O6390148
  • Virtual Tour
1 of 26
$1,325,000
4

Beds

3.0

Baths

2,945

Sq.Ft.

8447 WOBURN COURT

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 1849 WATERMERE LANE Windermere, FL MLS# O6389840
$1,325,000
5

Beds

3.1

Baths

3,934

Sq.Ft.

1849 WATERMERE LANE

Windermere, FL

Courtesy of SUSANA JORDAN STUTSMAN
View 12640 SALOMON COVE DRIVE Windermere, FL MLS# O6388605
$1,300,000
5

Beds

3.1

Baths

3,694

Sq.Ft.

12640 SALOMON COVE DRIVE

Windermere, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 11021 HAWKSHEAD COURT Windermere, FL MLS# O6328889
$1,299,000
5

Beds

4.0

Baths

3,557

Sq.Ft.

11021 HAWKSHEAD COURT

Windermere, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 11608 CLAYMONT CIRCLE Windermere, FL MLS# O6390072
$1,299,000
4

Beds

3.0

Baths

2,614

Sq.Ft.

11608 CLAYMONT CIRCLE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 6533 CARTMEL LANE Windermere, FL MLS# O6381498
  • Virtual Tour
1 of 37
$1,298,000
4

Beds

3.1

Baths

3,751

Sq.Ft.

6533 CARTMEL LANE

Windermere, FL

Courtesy of THE AGENCY FL
View 1826 WINDERMEREDOWN PLACE Windermere, FL MLS# O6391963
$1,295,000
5

Beds

4.1

Baths

3,856

Sq.Ft.

1826 WINDERMEREDOWN PLACE

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC

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

356

Estimated median home price

$1,100,000
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 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K19
$400K - 500K25
$500K - 600K39
$600K - 700K26
$700K - 800K25
$800K - 900K19
$900K - 1M20
$1M - Max182

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family298
Townhouse36
Condo8
Commercial1
Rental97
Lots and Land13
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/21/2026)

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 4/21/2026.

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 4/21/2026.