346 total properties
Did you mean the neighborhood Windermere?
View 9061 RON DEN LANE Windermere, FL MLS# O6417446
  • Virtual Tour
1 of 100
$6,900,000
5

Beds

5.2

Baths

6,300

Sq.Ft.

9061 RON DEN LANE

Windermere, FL

View 8342 BOYLA COURT Windermere, FL MLS# O6422852
  • New Construction with Virtual Tour
1 of 93
$6,700,000
8

Beds

7.3

Baths

8,133

Sq.Ft.

8342 BOYLA COURT

Windermere, FL

View 9921 LAKE LOUISE DRIVE Windermere, FL MLS# O6429164
  • Recently Listed with Virtual Tour
1 of 65
$6,650,000
5

Beds

5.2

Baths

6,970

Sq.Ft.

9921 LAKE LOUISE DRIVE

Windermere, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 9316 GLADYS GARDEN CT Windermere, FL MLS# O6420326
  • New Construction with Virtual Tour
1 of 73
$6,500,000
5

Beds

6.1

Baths

5,471

Sq.Ft.

9316 GLADYS GARDEN CT

Windermere, FL

View 6462 DEACON CIR Windermere, FL MLS# O6407107
  • Virtual Tour
1 of 46
$6,499,999
5

Beds

4.2

Baths

7,178

Sq.Ft.

6462 DEACON CIR

Windermere, FL

View 9725 CHESTNUT RIDGE DRIVE Windermere, FL MLS# O6370294
$6,000,000
7

Beds

5.2

Baths

8,000

Sq.Ft.

9725 CHESTNUT RIDGE DRIVE

Windermere, FL

View 800 W 2ND AVENUE Windermere, FL MLS# O6422976
  • Recently Listed with Virtual Tour
1 of 78
OPEN HOUSE: Saturday 8/1 12:00 PM - 3:00 PM
$5,999,000
5

Beds

4.1

Baths

5,511

Sq.Ft.

800 W 2ND AVENUE

Windermere, FL

View 5138 FAIRWAY OAKS DR Windermere, FL MLS# O6401757
$5,500,000
4

Beds

5.0

Baths

4,330

Sq.Ft.

5138 FAIRWAY OAKS DR

Windermere, FL

View 5199 LATROBE DR Windermere, FL MLS# O6409961
  • Virtual Tour
1 of 64
$5,300,000
6

Beds

6.1

Baths

4,665

Sq.Ft.

5199 LATROBE DR

Windermere, FL

View 9713 ENDICOTT COURT Windermere, FL MLS# O6393891
$5,250,000
6

Beds

6.2

Baths

7,818

Sq.Ft.

9713 ENDICOTT COURT

Windermere, FL

View 5243 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL MLS# O6348067
$5,100,000
4

Beds

5.1

Baths

6,424

Sq.Ft.

5243 ISLEWORTH COUNTRY CLUB DRIVE

Windermere, FL

View 9721 CARILLON PARK DRIVE Windermere, FL MLS# O6336879
$5,000,000
6

Beds

7.2

Baths

8,305

Sq.Ft.

9721 CARILLON PARK DRIVE

Windermere, FL

View 5070 DOWN POINT LANE Windermere, FL MLS# O6385276
$4,995,000
6

Beds

6.1

Baths

7,349

Sq.Ft.

5070 DOWN POINT LANE

Windermere, FL

Courtesy of EXP REALTY LLC
View 9575 WESTOVER ROBERTS ROAD Windermere, FL MLS# O6357873
$4,850,000
7

Beds

8.0

Baths

8,931

Sq.Ft.

9575 WESTOVER ROBERTS ROAD

Windermere, FL

View 12540 PARK AVENUE Windermere, FL MLS# O6381869
  • Virtual Tour
1 of 58
$4,599,000
5

Beds

5.1

Baths

7,740

Sq.Ft.

12540 PARK AVENUE

Windermere, FL

View 6719 VALHALLA WAY Windermere, FL MLS# O6428554
  • Recently Listed
1 of 38
$4,495,000
4

Beds

5.2

Baths

6,159

Sq.Ft.

6719 VALHALLA WAY

Windermere, FL

Courtesy of CELEBRITY GLOBAL REALTY LLC
View 12418 PARK AVENUE Windermere, FL MLS# O6370377
  • Virtual Tour
1 of 26
$4,395,000
Studio

Beds

0.0

Baths

12418 PARK AVENUE

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 9144 ISLEWORTH GARDENS DRIVE Windermere, FL MLS# O6397842
$4,300,000
3

Beds

3.2

Baths

5,004

Sq.Ft.

9144 ISLEWORTH GARDENS DRIVE

Windermere, FL

View 1821 WINDERMERE ROAD Windermere, FL MLS# O6339740
  • New Construction with Virtual Tour
1 of 19
$4,276,160
5

Beds

6.1

Baths

6,401

Sq.Ft.

1821 WINDERMERE ROAD

Windermere, FL

Courtesy of ORLANDO TBI REALTY LLC
View 4806 ALEXANDRA GARDEN CT Windermere, FL MLS# O6408804
$4,200,000
5

Beds

5.2

Baths

5,695

Sq.Ft.

4806 ALEXANDRA GARDEN CT

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

348

Estimated median home price

$1,052,500
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 - 400K22
$400K - 500K34
$500K - 600K31
$600K - 700K30
$700K - 800K23
$800K - 900K13
$900K - 1M14
$1M - Max178

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family277
Townhouse45
Condo10
Commercial1
Rental87
Lots and Land15
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 7/31/2026)

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 8/1/2026.