101 total properties
Did you mean the neighborhood Windermere?
View 12653 ARLEY DRIVE Windermere, FL MLS# O6373706
  • Virtual Tour
1 of 45
$2,975
4

Beds

2.0

Baths

2,300

Sq.Ft.

12653 ARLEY DRIVE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 7681 FORDSON LANE Windermere, FL MLS# O6344027
  • Virtual Tour
1 of 17
$2,900
4

Beds

2.1

Baths

1,997

Sq.Ft.

7681 FORDSON LANE

Windermere, FL

Courtesy of REILE REALTY CORP
View 8174 ENCHANTMENT DRIVE 1601 Windermere, FL MLS# O6355768
$2,900
3

Beds

2.1

Baths

1,852

Sq.Ft.

8174 ENCHANTMENT DRIVE 1601

Windermere, FL

Courtesy of MS LAND & BUILDING LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11842 SILVERLAKE PARK DRIVE Windermere, FL MLS# O6368823
$2,900
4

Beds

2.1

Baths

2,115

Sq.Ft.

11842 SILVERLAKE PARK DRIVE

Windermere, FL

Courtesy of AGENT TRUST REALTY CORPORATION
View 13040 OVERSTREET ROAD Windermere, FL MLS# V4946664
  • Recently Listed with Virtual Tour
1 of 45
$2,900
3

Beds

2.1

Baths

2,203

Sq.Ft.

13040 OVERSTREET ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 5106 SUN PALM DRIVE Windermere, FL MLS# O6376098
  • Recently Listed with Virtual Tour
1 of 29
$2,900
4

Beds

2.1

Baths

2,026

Sq.Ft.

5106 SUN PALM DRIVE

Windermere, FL

Courtesy of BETTER HOMES AND GARDENS REAL ESTATE MANN GLOBAL P
View 13527 MISARDEN LANE Windermere, FL MLS# O6376238
  • Recently Listed
1 of 42
$2,900
4

Beds

3.0

Baths

2,190

Sq.Ft.

13527 MISARDEN LANE

Windermere, FL

Courtesy of EMPIRE NETWORK REALTY
View 12337 VIA DERNA PLACE Windermere, FL MLS# O6369619
$2,890
4

Beds

3.1

Baths

1,936

Sq.Ft.

12337 VIA DERNA PLACE

Windermere, FL

Courtesy of FLORIDA CONNEXION PROPERTIES
View 8436 GREENBANK BOULEVARD Windermere, FL MLS# S5142314
  • Recently Listed with Virtual Tour
1 of 19
$2,890
3

Beds

2.0

Baths

1,894

Sq.Ft.

8436 GREENBANK BOULEVARD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 8320 IRON MOUNTAIN TRAIL Windermere, FL MLS# S5140587
$2,887
4

Beds

2.1

Baths

1,766

Sq.Ft.

8320 IRON MOUNTAIN TRAIL

Windermere, FL

Courtesy of TRANSCEND REALTY
View 13718 BECKMAN DRIVE Windermere, FL MLS# S5136490
$2,750
3

Beds

2.1

Baths

1,912

Sq.Ft.

13718 BECKMAN DRIVE

Windermere, FL

Courtesy of MD3 HOMES LLC
View 7605 RIPPLEPOINTE WAY Windermere, FL MLS# O6376581
  • Recently Listed
1 of 27
$2,700
3

Beds

2.1

Baths

1,920

Sq.Ft.

7605 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 13645 RIGGS WAY Windermere, FL MLS# O6335188
  • Virtual Tour
1 of 12
$2,695
3

Beds

2.0

Baths

2,023

Sq.Ft.

13645 RIGGS WAY

Windermere, FL

Courtesy of CINO INTERNATIONAL INC
View 8326 BRYCE CANYON AVENUE Windermere, FL MLS# O6362129
$2,675
3

Beds

2.1

Baths

1,825

Sq.Ft.

8326 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 11728 WATER RUN ALLEY Windermere, FL MLS# O6370622
$2,670
3

Beds

2.1

Baths

1,712

Sq.Ft.

11728 WATER RUN ALLEY

Windermere, FL

Courtesy of HEXAGON
View 11642 WATER RUN ALLEY Windermere, FL MLS# S5141662
$2,650
3

Beds

2.1

Baths

1,624

Sq.Ft.

11642 WATER RUN ALLEY

Windermere, FL

Courtesy of VS INTERNATIONAL PROPERTIES
View 7448 LEIGHSIDE DRIVE Windermere, FL MLS# S5137210
$2,600
3

Beds

2.1

Baths

1,881

Sq.Ft.

7448 LEIGHSIDE DRIVE

Windermere, FL

Courtesy of ALTIS REALTY
View 805 OAKDALE STREET Windermere, FL MLS# O6357829
$2,600
3

Beds

2.0

Baths

1,710

Sq.Ft.

805 OAKDALE STREET

Windermere, FL

Courtesy of PREMIER MANAGEMENT GROUP INC
View 12958 VENNETTA WAY Windermere, FL MLS# O6365367
$2,600
3

Beds

2.1

Baths

1,644

Sq.Ft.

12958 VENNETTA WAY

Windermere, FL

Courtesy of THE LISTING REAL ESTATE MANAGEMENT
View 12976 BORLAND STREET Windermere, FL MLS# O6374537
  • Recently Listed with Virtual Tour
1 of 15
$2,600
3

Beds

2.1

Baths

1,428

Sq.Ft.

12976 BORLAND STREET

Windermere, FL

Courtesy of LA ROSA 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

287

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 - 100K0
$100K - 200K0
$200K - 300K1
$300K - 400K19
$400K - 500K23
$500K - 600K23
$600K - 700K30
$700K - 800K19
$800K - 900K16
$900K - 1M13
$1M - Max143

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family230
Townhouse34
Condo8
Commercial1
Rental97
Lots and Land14
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/22/2026)

Information deemed reliable but not guaranteed.

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 1/25/2026.