186 total properties
Did you mean the neighborhood Windermere?
View 8278 PROCIDA ISLE LANE Windermere, FL MLS# O6435099
  • Recently Listed with Virtual Tour
1 of 75
$900,000
6

Beds

4.0

Baths

4,176

Sq.Ft.

8278 PROCIDA ISLE LANE

Windermere, FL

View 9609 WESTOVER CLUB CIRCLE Windermere, FL MLS# O6434228
  • Recently Listed with Virtual Tour
1 of 40
$969,000
5

Beds

4.1

Baths

3,797

Sq.Ft.

9609 WESTOVER CLUB CIRCLE

Windermere, FL

View 2031 WILLOW LAUREN LANE L Windermere, FL MLS# O6429898
  • Recently Listed with Virtual Tour
1 of 70
$1,249,000
5

Beds

4.1

Baths

3,664

Sq.Ft.

2031 WILLOW LAUREN LANE L

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
The time to sell is now! THE TIME TO SELL IS NOW!
View 8860 HERENCIA ALLEY Windermere, FL MLS# O6433569
  • Recently Listed with Virtual Tour
1 of 30
$409,900
3

Beds

2.1

Baths

1,547

Sq.Ft.

8860 HERENCIA ALLEY

Windermere, FL

View 5421 GEMGOLD COURT Windermere, FL MLS# O6430765
  • Recently Listed with Virtual Tour
1 of 35
$682,000
4

Beds

2.1

Baths

2,754

Sq.Ft.

5421 GEMGOLD COURT

Windermere, FL

View 9600 AMBLESIDE DRIVE Windermere, FL MLS# O6433478
  • Recently Listed with Virtual Tour
1 of 34
$975,000
3

Beds

3.0

Baths

2,700

Sq.Ft.

9600 AMBLESIDE DRIVE

Windermere, FL

Courtesy of NATIONAL REAL ESTATE
View 13831 FARELLA ALLEY Windermere, FL MLS# O6429767
  • Recently Listed with Virtual Tour
1 of 72
$510,000
4

Beds

2.1

Baths

1,831

Sq.Ft.

13831 FARELLA ALLEY

Windermere, FL

View 9237 MCDAVID COURT Windermere, FL MLS# O6433234
  • Recently Listed with Virtual Tour
1 of 25
$749,000
4

Beds

2.1

Baths

2,269

Sq.Ft.

9237 MCDAVID COURT

Windermere, FL

Courtesy of REALTY HUB
View 8701 IRON MOUNTAIN TRAIL Windermere, FL MLS# O6433721
$1,050,000
6

Beds

4.1

Baths

4,507

Sq.Ft.

8701 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 8630 POWDER RIDGE TRAIL Windermere, FL MLS# C7529514
  • Recently Listed with Virtual Tour
1 of 31
$559,000
3

Beds

2.1

Baths

1,853

Sq.Ft.

8630 POWDER RIDGE TRAIL

Windermere, FL

View 7668 FAIRGROVE AVENUE Windermere, FL MLS# O6432258
  • Recently Listed with Virtual Tour
1 of 36
$495,000
4

Beds

2.1

Baths

1,866

Sq.Ft.

7668 FAIRGROVE AVENUE

Windermere, FL

View 6679 DUNCASTER STREET Windermere, FL MLS# A4702367
  • Recently Listed with Virtual Tour
1 of 6
$525,000
3

Beds

2.0

Baths

1,926

Sq.Ft.

6679 DUNCASTER STREET

Windermere, FL

Courtesy of FLATFEE.COM
View 6443 SWANSON STREET Windermere, FL MLS# O6431068
  • Recently Listed with Virtual Tour
1 of 65
OPEN HOUSE: Saturday 8/22 12:00 PM - 3:00 PM
$1,230,000
5

Beds

4.0

Baths

3,971

Sq.Ft.

6443 SWANSON STREET

Windermere, FL

View 11854 VIA LUCERNA CIRCLE Windermere, FL MLS# O6431329
  • Recently Listed with Virtual Tour
1 of 25
$625,000
4

Beds

3.1

Baths

2,837

Sq.Ft.

11854 VIA LUCERNA CIRCLE

Windermere, FL

View 12303 LANGSTAFF DRIVE Windermere, FL MLS# O6430630
  • Recently Listed with Virtual Tour
1 of 45
$420,000
3

Beds

2.1

Baths

1,545

Sq.Ft.

12303 LANGSTAFF DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 7236 PENKRIDGE LANE Windermere, FL MLS# O6429931
  • Recently Listed
1 of 68
$695,000
5

Beds

4.1

Baths

2,963

Sq.Ft.

7236 PENKRIDGE LANE

Windermere, FL

View 11425 BROWNSTONE STREET Windermere, FL MLS# O6430411
  • Recently Listed with Virtual Tour
1 of 35
OPEN HOUSE: Sunday 8/23 12:00 PM - 2:00 PM
$420,000
3

Beds

2.1

Baths

1,881

Sq.Ft.

11425 BROWNSTONE STREET

Windermere, FL

View 11938 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6430196
$539,900
4

Beds

2.1

Baths

2,074

Sq.Ft.

11938 SILVERLAKE PARK DRIVE

Windermere, FL

View 12749 GARRIDAN AVENUE Windermere, FL MLS# O6430484
  • Recently Listed with Virtual Tour
1 of 36
$610,000
4

Beds

4.1

Baths

2,192

Sq.Ft.

12749 GARRIDAN AVENUE

Windermere, FL

View 5577 LEMON ORCHARD BEND Windermere, FL MLS# TB8534803
$579,857
3

Beds

2.1

Baths

1,699

Sq.Ft.

5577 LEMON ORCHARD BEND

Windermere, FL

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

322

Estimated median home price

$1,044,046
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 - 300K2
$300K - 400K19
$400K - 500K35
$500K - 600K29
$600K - 700K32
$700K - 800K17
$800K - 900K14
$900K - 1M11
$1M - Max163

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family251
Townhouse45
Condo10
Commercial1
Rental77
Lots and Land15
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 8/20/2026)

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 8/21/2026.