206 total properties
Did you mean the neighborhood Windermere?
View 8470 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5152347
  • Recently Listed with Virtual Tour
1 of 22
$449,900
3

Beds

2.1

Baths

1,664

Sq.Ft.

8470 IRON MOUNTAIN TRAIL

Windermere, FL

View 7906 JAILENE DRIVE Windermere, FL MLS# O6416776
  • Recently Listed with Virtual Tour
1 of 55
$724,900
5

Beds

3.0

Baths

2,618

Sq.Ft.

7906 JAILENE DRIVE

Windermere, FL

View 13407 LEMON ORCHARD BEND Windermere, FL MLS# TB8519889
  • Recently Listed with Virtual Tour
1 of 18
$648,683
3

Beds

2.1

Baths

1,714

Sq.Ft.

13407 LEMON ORCHARD BEND

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 12357 VIA DERNA PLACE Windermere, FL MLS# O6417519
  • Recently Listed with Virtual Tour
1 of 32
$430,000
3

Beds

2.1

Baths

1,919

Sq.Ft.

12357 VIA DERNA PLACE

Windermere, FL

View 6648 HELSTON LANE Windermere, FL MLS# O6413354
  • Virtual Tour
1 of 47
$665,000
4

Beds

3.1

Baths

3,072

Sq.Ft.

6648 HELSTON LANE

Windermere, FL

View 6606 SAWYER SHORES LANE Windermere, FL MLS# O6408952
$800,000
Studio

Beds

0.0

Baths

6606 SAWYER SHORES LANE

Windermere, FL

View 12981 BORLAND ST Windermere, FL MLS# G5113619
  • Virtual Tour
1 of 37
$364,900
2

Beds

2.1

Baths

1,360

Sq.Ft.

12981 BORLAND ST

Windermere, FL

Courtesy of GARRISON REALTY GROUP LLC
View 8662 ABBOTSBURY DRIVE Windermere, FL MLS# O6416099
$500,000
3

Beds

2.0

Baths

1,877

Sq.Ft.

8662 ABBOTSBURY DRIVE

Windermere, FL

View 9110 PALM TREE DRIVE Windermere, FL MLS# O6414631
$650,000
3

Beds

2.0

Baths

1,819

Sq.Ft.

9110 PALM TREE DRIVE

Windermere, FL

View 11994 MCKINNON ROAD Windermere, FL MLS# O6416526
  • Virtual Tour
1 of 56
OPEN HOUSE: Sunday 7/12 1:00 PM - 4:00 PM
$849,900
4

Beds

3.2

Baths

2,450

Sq.Ft.

11994 MCKINNON ROAD

Windermere, FL

View 6558 HELMSLEY CIRCLE Windermere, FL MLS# S5151342
$630,000
4

Beds

3.0

Baths

2,575

Sq.Ft.

6558 HELMSLEY CIRCLE

Windermere, FL

View 6363 SEDONA LEAF COURT Windermere, FL MLS# O6416993
  • Recently Listed with Virtual Tour
1 of 38
$749,900
4

Beds

3.0

Baths

2,665

Sq.Ft.

6363 SEDONA LEAF COURT

Windermere, FL

View 13743 CALERA ALLEY Windermere, FL MLS# O6413535
$439,500
3

Beds

2.1

Baths

1,997

Sq.Ft.

13743 CALERA ALLEY

Windermere, FL

View 11544 WILLOW GARDENS DRIVE Windermere, FL MLS# O6412655
$1,000,000
Studio

Beds

0.0

Baths

11544 WILLOW GARDENS DRIVE

Windermere, FL

Courtesy of JC FLORIDA REALTY LLC
View 1757 GLENWICK DRIVE Windermere, FL MLS# O6415455
$899,990
4

Beds

3.0

Baths

2,516

Sq.Ft.

1757 GLENWICK DRIVE

Windermere, FL

View 13324 LONGACRE DRIVE Windermere, FL MLS# S5151263
$510,000
3

Beds

2.0

Baths

2,058

Sq.Ft.

13324 LONGACRE DRIVE

Windermere, FL

View 13914 FLORIGOLD DRIVE Windermere, FL MLS# O6413986
$695,000
3

Beds

2.0

Baths

1,968

Sq.Ft.

13914 FLORIGOLD DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 412 FOREST STREET Windermere, FL MLS# O6414200
  • Virtual Tour
1 of 34
$840,000
5

Beds

2.1

Baths

2,539

Sq.Ft.

412 FOREST STREET

Windermere, FL

View 8266 BRYCE CANYON AVENUE Windermere, FL MLS# O6410344
$489,500
3

Beds

2.1

Baths

1,825

Sq.Ft.

8266 BRYCE CANYON AVENUE

Windermere, FL

View 8821 DANFORTH DRIVE Windermere, FL MLS# O6415522
$353,500
2

Beds

2.1

Baths

1,480

Sq.Ft.

8821 DANFORTH DRIVE

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

347

Estimated median home price

$1,080,000
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 - 300K3
$300K - 400K19
$400K - 500K36
$500K - 600K31
$600K - 700K29
$700K - 800K18
$800K - 900K19
$900K - 1M14
$1M - Max178

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family273
Townhouse46
Condo9
Commercial1
Rental87
Lots and Land18
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/7/2026)

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 7/7/2026.