136 total properties
Did you mean the neighborhood Windermere?
View 13232 LONGACRE DRIVE Windermere, FL MLS# O6372809
$639,000
5

Beds

3.0

Baths

2,511

Sq.Ft.

13232 LONGACRE DRIVE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13622 DARCHANCE ROAD Windermere, FL MLS# S5146266
$629,900
3

Beds

2.0

Baths

2,147

Sq.Ft.

13622 DARCHANCE ROAD

Windermere, FL

View 8632 ABBOTSBURY DRIVE Windermere, FL MLS# O6406433
$625,000
4

Beds

3.1

Baths

2,720

Sq.Ft.

8632 ABBOTSBURY DRIVE

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 13786 SUMMER HARBOR COURT Windermere, FL MLS# O6414239
$625,000
4

Beds

2.1

Baths

2,236

Sq.Ft.

13786 SUMMER HARBOR COURT

Windermere, FL

View 6601 DUNCASTER STREET Windermere, FL MLS# O6416272
$624,900
4

Beds

3.0

Baths

3,001

Sq.Ft.

6601 DUNCASTER STREET

Windermere, FL

View 12580 CRAGSIDE LANE Windermere, FL MLS# O6418877
$624,000
4

Beds

2.1

Baths

2,776

Sq.Ft.

12580 CRAGSIDE LANE

Windermere, FL

View 7222 STILL POND LANE Windermere, FL MLS# O6426722
  • Recently Listed with Virtual Tour
1 of 32
$619,000
3

Beds

2.0

Baths

2,066

Sq.Ft.

7222 STILL POND LANE

Windermere, FL

View 14217 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6396155
$600,000
4

Beds

3.0

Baths

2,419

Sq.Ft.

14217 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of Lake Mary - WEICHERT, REALTORS® - Hallmark Properties
View 6644 SAWYER SHORES LANE Windermere, FL MLS# O6417657
$600,000
Studio

Beds

0.0

Baths

6644 SAWYER SHORES LANE

Windermere, FL

View 13419 LEMON ORCHARD BEND Windermere, FL MLS# TB8528688
  • Recently Listed with Virtual Tour
1 of 21
$599,990
3

Beds

2.1

Baths

1,699

Sq.Ft.

13419 LEMON ORCHARD BEND

Windermere, FL

View 9011 CHAPMAN OAK COURT Windermere, FL MLS# S5148031
  • Adult Community with Virtual Tour
1 of 30
$599,000
4

Beds

2.0

Baths

2,050

Sq.Ft.

9011 CHAPMAN OAK COURT

Windermere, FL

View 13403 RIGGS WAY Windermere, FL MLS# O6426117
  • Recently Listed with Virtual Tour
1 of 47
$599,000
3

Beds

2.0

Baths

1,706

Sq.Ft.

13403 RIGGS WAY

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 1516 HEMPEL AVENUE Windermere, FL MLS# O6342593
$595,000
Studio

Beds

0.0

Baths

1516 HEMPEL AVENUE

Windermere, FL

View 12789 BOSWORTH AVENUE Windermere, FL MLS# O6423464
  • Recently Listed with Virtual Tour
1 of 32
$585,000
3

Beds

2.0

Baths

1,710

Sq.Ft.

12789 BOSWORTH AVENUE

Windermere, FL

View 7011 NOBLETON DRIVE Windermere, FL MLS# O6412101
$580,000
4

Beds

2.1

Baths

2,460

Sq.Ft.

7011 NOBLETON DRIVE

Windermere, FL

Courtesy of KARDOSH REALTY
View 9802 6TH STREET Windermere, FL MLS# O6349678
$575,000
Studio

Beds

0.0

Baths

9802 6TH STREET

Windermere, FL

View 8650 ABBOTSBURY DRIVE Windermere, FL MLS# O6376488
$575,000
4

Beds

3.1

Baths

2,628

Sq.Ft.

8650 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of THE AGENCY FL
View 8146 JAILENE DRIVE Windermere, FL MLS# O6420838
$574,900
3

Beds

2.0

Baths

2,099

Sq.Ft.

8146 JAILENE DRIVE

Windermere, FL

View 5032 BEACH RIVER ROAD Windermere, FL MLS# O6418594
$569,000
4

Beds

2.1

Baths

2,306

Sq.Ft.

5032 BEACH RIVER ROAD

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 13219 CHARFIELD STREET Windermere, FL MLS# O6420991
  • Recently Listed with Virtual Tour
1 of 31
$565,000
3

Beds

2.0

Baths

1,706

Sq.Ft.

13219 CHARFIELD STREET

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

345

Estimated median home price

$1,075,000
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 - 400K18
$400K - 500K37
$500K - 600K31
$600K - 700K30
$700K - 800K17
$800K - 900K16
$900K - 1M14
$1M - Max179

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family275
Townhouse43
Condo10
Commercial1
Rental87
Lots and Land16
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/23/2026)

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 7/23/2026.