102 total properties
Did you mean the neighborhood Windermere?
View 14422 CREST PALM AVENUE Windermere, FL MLS# O6436314
$4,500
4

Beds

4.0

Baths

3,140

Sq.Ft.

14422 CREST PALM AVENUE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 13466 ZORI LANE Windermere, FL MLS# O6450627
  • Recently Listed with Virtual Tour
1 of 37
$4,500
4

Beds

3.0

Baths

2,813

Sq.Ft.

13466 ZORI LANE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6436 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6441890
$4,000
3

Beds

2.1

Baths

1,984

Sq.Ft.

6436 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of PREFERRED REAL ESTATE BROKERS
The time to sell is now! THE TIME TO SELL IS NOW!
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 1243 DINGENS AVENUE Windermere, FL MLS# O6300024
$3,900
4

Beds

3.0

Baths

2,728

Sq.Ft.

1243 DINGENS AVENUE

Windermere, FL

Courtesy of REALMULTIPROPERTY LLC
View 1349 WHITNEY ISLES DRIVE Windermere, FL MLS# O6448607
  • Recently Listed with Virtual Tour
1 of 32
$3,795
5

Beds

3.1

Baths

3,106

Sq.Ft.

1349 WHITNEY ISLES DRIVE

Windermere, FL

Courtesy of BRIC 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 9241 PATRIMONIO LOOP Windermere, FL MLS# O6448651
  • Recently Listed with Virtual Tour
1 of 22
$3,700
3

Beds

2.1

Baths

2,203

Sq.Ft.

9241 PATRIMONIO LOOP

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 13633 RIGGS WAY Windermere, FL MLS# O6439827
  • Virtual Tour
1 of 29
$3,650
4

Beds

3.1

Baths

2,682

Sq.Ft.

13633 RIGGS WAY

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 1125 LASCALA DRIVE Windermere, FL MLS# O6409403
$3,500
5

Beds

4.1

Baths

2,874

Sq.Ft.

1125 LASCALA DRIVE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 9508 PINE TERRACE COURT Windermere, FL MLS# O6437518
$3,500
3

Beds

2.0

Baths

1,723

Sq.Ft.

9508 PINE TERRACE COURT

Windermere, FL

Courtesy of REAL BROKER, LLC
View 5573 LEMON ORCHARD BEND Windermere, FL MLS# O6447055
  • Recently Listed with Virtual Tour
1 of 41
$3,500
3

Beds

2.1

Baths

1,649

Sq.Ft.

5573 LEMON ORCHARD BEND

Windermere, FL

Courtesy of ICON REALTY ASSOCIATES INC
View 5569 LEMON ORCHARD BEND Windermere, FL MLS# O6447262
  • Recently Listed with Virtual Tour
1 of 57
$3,500
3

Beds

2.1

Baths

1,649

Sq.Ft.

5569 LEMON ORCHARD BEND

Windermere, FL

Courtesy of BROKERS REAL ESTATE GROUP INC
View 11812 WATER RUN ALLEY Windermere, FL MLS# O6444415
  • Recently Listed with Virtual Tour
1 of 26
$3,500
3

Beds

2.1

Baths

1,569

Sq.Ft.

11812 WATER RUN ALLEY

Windermere, FL

Courtesy of BR2US REALTY CORP
View 5577 LEMON ORCHARD BEND Windermere, FL MLS# O6447821
  • Recently Listed with Virtual Tour
1 of 29
$3,450
3

Beds

2.1

Baths

1,699

Sq.Ft.

5577 LEMON ORCHARD BEND

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
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
View 11543 CHARNOCK DRIVE Windermere, FL MLS# S5158280
$3,300
4

Beds

2.1

Baths

2,214

Sq.Ft.

11543 CHARNOCK DRIVE

Windermere, FL

Courtesy of PM ELITE REALTY LLC
View 6933 NORTHWICH DRIVE Windermere, FL MLS# O6445756
$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 7325 DEREXA DRIVE Windermere, FL MLS# O6450291
  • Recently Listed
1 of 42
$3,250
4

Beds

3.1

Baths

2,610

Sq.Ft.

7325 DEREXA DRIVE

Windermere, FL

Courtesy of RATIO REAL ESTATE, LLC
View 4715 INDIAN DEER ROAD Windermere, FL MLS# O6450159
  • Recently Listed with Virtual Tour
1 of 48
$3,250
5

Beds

2.1

Baths

2,863

Sq.Ft.

4715 INDIAN DEER ROAD

Windermere, FL

Courtesy of LPT 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

307

Estimated median home price

$1,000,000
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 - 300K4
$300K - 400K28
$400K - 500K23
$500K - 600K28
$600K - 700K32
$700K - 800K19
$800K - 900K7
$900K - 1M12
$1M - Max153

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family228
Townhouse41
Condo13
Commercial1
Rental102
Lots and Land24
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 10/20/2026)

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 10/20/2026.