139 total properties
Did you mean the neighborhood Windermere?
View 11438 ARBORSIDE BEND WAY Windermere, FL MLS# S5137869
$655,000
4

Beds

2.0

Baths

2,019

Sq.Ft.

11438 ARBORSIDE BEND WAY

Windermere, FL

Courtesy of SERHANT
View 6139 ANDREOZZI LANE Windermere, FL MLS# O6330995
$650,000
4

Beds

2.0

Baths

2,555

Sq.Ft.

6139 ANDREOZZI LANE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 2 CHASE ROAD Windermere, FL MLS# O6345181
$650,000
Studio

Beds

0.0

Baths

2 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13290 ORANGE ISLE DRIVE Windermere, FL MLS# O6365010
  • Recently Listed with Virtual Tour
1 of 26
$650,000
3

Beds

2.0

Baths

2,146

Sq.Ft.

13290 ORANGE ISLE DRIVE

Windermere, FL

Courtesy of PREMIUM REALTY GROUP USA
View 12815 WESTSIDE VILLAGE LOOP Windermere, FL MLS# S5131405
$649,000
3

Beds

2.1

Baths

2,463

Sq.Ft.

12815 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of NUMBER 1 BROKER, LLC
View 6734 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6334030
$649,000
3

Beds

2.1

Baths

3,094

Sq.Ft.

6734 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of EXP REALTY LLC
View 8533 GREENBANK BOULEVARD Windermere, FL MLS# O6354672
$640,000
4

Beds

3.1

Baths

2,551

Sq.Ft.

8533 GREENBANK BOULEVARD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 6315 CLEARMEADOW COURT Windermere, FL MLS# O6330497
  • Virtual Tour
1 of 42
OPEN HOUSE: Sunday 1/4 12:00 PM - 4:00 PM
$639,900
3

Beds

2.0

Baths

2,077

Sq.Ft.

6315 CLEARMEADOW COURT

Windermere, FL

Courtesy of CORE REAL ESTATE GROUP
View 6846 HELMSLEY CIRCLE Windermere, FL MLS# O6342692
$637,500
5

Beds

3.0

Baths

2,555

Sq.Ft.

6846 HELMSLEY CIRCLE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 13826 EDEN ISLE BOULEVARD Windermere, FL MLS# O6339207
$637,000
4

Beds

3.1

Baths

3,078

Sq.Ft.

13826 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of BLUE CHIP INTERNATIONAL REALTY LLC
View 7401 ELLA LANE Windermere, FL MLS# O6337094
  • Virtual Tour
1 of 34
$629,000
5

Beds

4.1

Baths

2,991

Sq.Ft.

7401 ELLA LANE

Windermere, FL

Courtesy of SERHANT
View 13943 EDEN ISLE BOULEVARD Windermere, FL MLS# G5101372
$625,000
4

Beds

2.0

Baths

2,420

Sq.Ft.

13943 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of TOP WISDOM REALTY INC
View 6891 NORTHWICH DRIVE Windermere, FL MLS# S5135631
$625,000
5

Beds

2.1

Baths

2,759

Sq.Ft.

6891 NORTHWICH DRIVE

Windermere, FL

Courtesy of TITAN REALTY GROUP LLC
View 4533 RIVER GEM AVENUE Windermere, FL MLS# O6369079
  • Recently Listed with Virtual Tour
1 of 40
$625,000
4

Beds

3.0

Baths

2,406

Sq.Ft.

4533 RIVER GEM AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 6626 BRIDGEWATER VILLAGE ROAD Windermere, FL MLS# O6349184
$615,000
3

Beds

3.1

Baths

2,720

Sq.Ft.

6626 BRIDGEWATER VILLAGE ROAD

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 11520 VIA LUCERNA CIRCLE Windermere, FL MLS# O6326550
$599,000
4

Beds

2.0

Baths

2,505

Sq.Ft.

11520 VIA LUCERNA CIRCLE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 10765 Village Lake ROAD Windermere, FL MLS# O6139454
$598,000
4

Beds

3.1

Baths

2,317

Sq.Ft.

10765 Village Lake ROAD

Windermere, FL

Courtesy of JWJ REALTY LLC
View 13430 HOPKINTON COURT Windermere, FL MLS# O6346406
$585,000
3

Beds

2.0

Baths

1,732

Sq.Ft.

13430 HOPKINTON COURT

Windermere, FL

Courtesy of EXP REALTY LLC
View 8742 PEACHTREE PARK CT Windermere, FL MLS# O6301023
$574,000
3

Beds

2.0

Baths

1,709

Sq.Ft.

8742 PEACHTREE PARK CT

Windermere, FL

Courtesy of WAYPOINT REAL ESTATE GROUP INC
View 1661 ROBERTS LANDING ROAD Windermere, FL MLS# O6300301
$559,000
Studio

Beds

0.0

Baths

1661 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

289

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 - 300K0
$300K - 400K25
$400K - 500K23
$500K - 600K16
$600K - 700K21
$700K - 800K17
$800K - 900K20
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family229
Townhouse38
Condo9
Commercial1
Rental113
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 12/27/2025)

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 12/29/2025.