98 total properties
Did you mean the neighborhood Windermere?
View 11773 BELLA MILANO COURT Windermere, FL MLS# O6446878
  • Recently Listed with Virtual Tour
1 of 33
$3,995
4

Beds

3.0

Baths

2,626

Sq.Ft.

11773 BELLA MILANO COURT

Windermere, FL

Courtesy of 407 PROPERTIES
View 7751 FAIRGROVE AVENUE Windermere, FL MLS# O6446540
  • Recently Listed
1 of 31
$2,600
3

Beds

2.1

Baths

1,680

Sq.Ft.

7751 FAIRGROVE AVENUE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 11446 JASPER KAY TERRACE 1025 Windermere, FL MLS# O6441464
  • Recently Listed with Virtual Tour
1 of 27
$2,250
3

Beds

2.0

Baths

1,332

Sq.Ft.

11446 JASPER KAY TERRACE 1025

Windermere, FL

Courtesy of REEURBAN REAL ESTATE SERVICES
The time to sell is now! THE TIME TO SELL IS NOW!
View 11434 JASPER KAY TERRACE 1114 Windermere, FL MLS# O6446600
$2,100
3

Beds

2.0

Baths

1,332

Sq.Ft.

11434 JASPER KAY TERRACE 1114

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 3278 DOWNS COVE RD ROAD Windermere, FL MLS# O6446001
  • Recently Listed with Virtual Tour
1 of 26
$4,995
3

Beds

2.0

Baths

1,353

Sq.Ft.

3278 DOWNS COVE RD ROAD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 13796 BECKMAN DRIVE Windermere, FL MLS# O6446151
  • Recently Listed
1 of 22
$2,755
3

Beds

2.1

Baths

1,912

Sq.Ft.

13796 BECKMAN DRIVE

Windermere, FL

Courtesy of THE LISTING REAL ESTATE MANAGEMENT
View 11648 DELWICK DRIVE Windermere, FL MLS# O6445976
  • Recently Listed with Virtual Tour
1 of 23
$4,800
5

Beds

3.0

Baths

3,064

Sq.Ft.

11648 DELWICK DRIVE

Windermere, FL

Courtesy of SUSANA JORDAN STUTSMAN
View 4760 BLUE MAJOR DRIVE Windermere, FL MLS# O6445429
  • Recently Listed with Virtual Tour
1 of 22
$3,000
4

Beds

2.1

Baths

2,871

Sq.Ft.

4760 BLUE MAJOR DRIVE

Windermere, FL

Courtesy of INGRAM REALTY SERVICES LLC
View 6933 NORTHWICH DRIVE Windermere, FL MLS# O6445756
  • Recently Listed with Virtual Tour
1 of 19
$3,250
3

Beds

2.1

Baths

2,249

Sq.Ft.

6933 NORTHWICH DRIVE

Windermere, FL

Courtesy of WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
View 6126 PAYNE STEWART DRIVE Windermere, FL MLS# O6444185
$13,500
3

Beds

3.1

Baths

2,848

Sq.Ft.

6126 PAYNE STEWART DRIVE

Windermere, FL

Courtesy of IRWIN REALTY GROUP LLC
View 11543 CHARNOCK DRIVE Windermere, FL MLS# S5158280
  • Recently Listed with Virtual Tour
1 of 24
$3,400
4

Beds

2.1

Baths

2,214

Sq.Ft.

11543 CHARNOCK DRIVE

Windermere, FL

Courtesy of PM ELITE REALTY LLC
View 937 ALGARE LOOP Windermere, FL MLS# S5158059
  • Virtual Tour
1 of 52
$3,750
4

Beds

3.0

Baths

2,673

Sq.Ft.

937 ALGARE LOOP

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 6124 FOXFIELD COURT Windermere, FL MLS# O6443838
$5,200
4

Beds

3.0

Baths

2,887

Sq.Ft.

6124 FOXFIELD COURT

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 7867 BERKSHIRE OAK ALLEY Windermere, FL MLS# S5158031
$3,100
4

Beds

2.1

Baths

2,221

Sq.Ft.

7867 BERKSHIRE OAK ALLEY

Windermere, FL

Courtesy of MULTI CHOICE REALTY LLC
View 8855 HERENCIA ALLEY Windermere, FL MLS# O6443503
$2,650
3

Beds

2.1

Baths

1,556

Sq.Ft.

8855 HERENCIA ALLEY

Windermere, FL

Courtesy of SANCTUM REALTY PROFESSIONALS LLC
View 13701 BECKMAN DRIVE Windermere, FL MLS# O6443113
$2,900
3

Beds

2.1

Baths

2,091

Sq.Ft.

13701 BECKMAN DRIVE

Windermere, FL

Courtesy of HOST MANAGEMENT GROUP LLC
View 8701 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6443205
$5,200
7

Beds

4.1

Baths

4,507

Sq.Ft.

8701 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of REALSOURCE PROPERTY MANGNT LLC
View 8615 VIA TRIESTE DRIVE Windermere, FL MLS# S5157331
$2,700
3

Beds

3.0

Baths

1,891

Sq.Ft.

8615 VIA TRIESTE DRIVE

Windermere, FL

Courtesy of PREMIER CHOICE REALTY & MANAGEMENT LLC
View 7651 FORDSON LANE Windermere, FL MLS# O6442220
  • Virtual Tour
1 of 27
$2,650
3

Beds

2.1

Baths

1,748

Sq.Ft.

7651 FORDSON LANE

Windermere, FL

Courtesy of LA ROSA REALTY PREMIER LLC
View 6310 GOLDEN DEWDROP TRAIL Windermere, FL MLS# S5157685
$3,300
3

Beds

2.1

Baths

1,977

Sq.Ft.

6310 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of AXEN REALTY 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

297

Estimated median home price

$1,065,000
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 - 300K3
$300K - 400K28
$400K - 500K25
$500K - 600K26
$600K - 700K27
$700K - 800K16
$800K - 900K7
$900K - 1M12
$1M - Max152

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family224
Townhouse41
Condo12
Commercial1
Rental96
Lots and Land19
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/15/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective 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 10/15/2026.