289 total properties
Did you mean the neighborhood Windermere?
View 8375 BOWDEN WAY Windermere, FL MLS# S5137385
  • Virtual Tour
1 of 62
$1,490,000
4

Beds

3.1

Baths

3,809

Sq.Ft.

8375 BOWDEN WAY

Windermere, FL

Courtesy of B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE
View 11318 FENIMORE COURT COURT Windermere, FL MLS# O6355539
$1,249,000
4

Beds

3.0

Baths

2,523

Sq.Ft.

11318 FENIMORE COURT COURT

Windermere, FL

Courtesy of FSM REALTY INVESTMENTS
View 4047 ISABELLA CIRCLE Windermere, FL MLS# O6305503
  • Virtual Tour
1 of 81
$2,850,000
6

Beds

7.1

Baths

8,372

Sq.Ft.

4047 ISABELLA CIRCLE

Windermere, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 2828 INGEBORG COURT Windermere, FL MLS# O6354903
  • Virtual Tour
1 of 42
$1,200,000
5

Beds

4.1

Baths

3,190

Sq.Ft.

2828 INGEBORG COURT

Windermere, FL

Courtesy of ALIGN REAL ESTATE LLC
View 8180 BOAT HOOK LOOP #106/306 Windermere, FL MLS# O6353569
$324,000
3

Beds

2.0

Baths

1,455

Sq.Ft.

8180 BOAT HOOK LOOP #106/306

Windermere, FL

Courtesy of KELLER WILLIAMS WINTER PARK
View 4226 DOWNEAST LANE Windermere, FL MLS# O6355233
  • Virtual Tour
1 of 15
$11,800,000
5

Beds

3.0

Baths

5,316

Sq.Ft.

4226 DOWNEAST LANE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 6846 HELMSLEY CIRCLE Windermere, FL MLS# O6342692
  • Virtual Tour
1 of 40
OPEN HOUSE: Saturday 12/20 11:00 AM - 1:00 PM
$637,500
5

Beds

3.0

Baths

2,555

Sq.Ft.

6846 HELMSLEY CIRCLE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 11450 ARBORSIDE BEND WAY Windermere, FL MLS# O6354816
$759,900
4

Beds

3.0

Baths

2,622

Sq.Ft.

11450 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of LOKATION
View 1238 LAKE WHITNEY DRIVE Windermere, FL MLS# O6354755
$2,400,000
4

Beds

5.1

Baths

5,266

Sq.Ft.

1238 LAKE WHITNEY DRIVE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 8533 GREENBANK BOULEVARD Windermere, FL MLS# O6354672
$640,000
4

Beds

3.1

Baths

2,551

Sq.Ft.

8533 GREENBANK BOULEVARD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 1803 GLENBAY COURT Windermere, FL MLS# O6352338
$875,000
4

Beds

3.0

Baths

3,040

Sq.Ft.

1803 GLENBAY COURT

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 9106 PANZANI PLACE Windermere, FL MLS# O6353426
  • Virtual Tour
1 of 56
$915,000
5

Beds

4.0

Baths

3,610

Sq.Ft.

9106 PANZANI PLACE

Windermere, FL

Courtesy of EXP REALTY LLC
View 12716 LANGSTAFF DRIVE Windermere, FL MLS# O6352910
  • Virtual Tour
1 of 37
$345,000
2

Beds

2.1

Baths

1,181

Sq.Ft.

12716 LANGSTAFF DRIVE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 11025 LEDGEMENT LANE Windermere, FL MLS# O6300223
  • Virtual Tour
1 of 57
$949,000
4

Beds

3.1

Baths

3,024

Sq.Ft.

11025 LEDGEMENT LANE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 1003 DOWN RESERVE COURT Windermere, FL MLS# O6353952
  • New Construction
1 of 72
$5,499,999
6

Beds

6.2

Baths

6,816

Sq.Ft.

1003 DOWN RESERVE COURT

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 7711 FAIRGROVE AVENUE Windermere, FL MLS# O6352360
  • Virtual Tour
1 of 44
$389,900
3

Beds

2.1

Baths

1,680

Sq.Ft.

7711 FAIRGROVE AVENUE

Windermere, FL

Courtesy of VOSS REALTY INC
View 11818 WATER RUN ALLEY Windermere, FL MLS# O6353649
  • Virtual Tour
1 of 32
OPEN HOUSE: Saturday 12/20 11:00 AM - 2:00 PM
$410,000
3

Beds

2.1

Baths

1,588

Sq.Ft.

11818 WATER RUN ALLEY

Windermere, FL

Courtesy of LA ROSA REALTY LLC
View 1724 WINDERMEREDOWN PLACE Windermere, FL MLS# O6352830
$2,500,000
6

Beds

6.1

Baths

6,000

Sq.Ft.

1724 WINDERMEREDOWN PLACE

Windermere, FL

Courtesy of SERHANT
View 11636 WATER RUN ALLEY Windermere, FL MLS# S5136888
  • Virtual Tour
1 of 18
$428,000
3

Beds

2.1

Baths

1,584

Sq.Ft.

11636 WATER RUN ALLEY

Windermere, FL

Courtesy of EXP REALTY LLC
View 11564 MIZZON DRIVE #210/913 Windermere, FL MLS# O6353614
$337,500
3

Beds

2.0

Baths

1,442

Sq.Ft.

11564 MIZZON DRIVE #210/913

Windermere, FL

Courtesy of BHHS FLORIDA REALTY

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

288

Estimated median home price

$1,040,995
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 0
$300K - 400K 26
$400K - 500K 26
$500K - 600K 14
$600K - 700K 21
$700K - 800K 17
$800K - 900K 19
$900K - 1M 18
$1M - Max 147

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 228
Townhouse 39
Condo 9
Commercial 1
Rental 109
Lots and Land 11
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 12/18/2025)

Information deemed reliable but not guaranteed.

Copyright 2025 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 12/19/2025.

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 12/19/2025.

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 12/19/2025.