58 total properties
Did you mean the neighborhood Windermere?
View 9110 PALM TREE DRIVE Windermere, FL MLS# O6414631
  • Recently Listed with Virtual Tour
1 of 30
$675,000
3

Beds

2.0

Baths

1,819

Sq.Ft.

9110 PALM TREE DRIVE

Windermere, FL

Courtesy of VICARI REALTY CORP
View 6558 HELMSLEY CIRCLE Windermere, FL MLS# S5151342
  • Recently Listed with Virtual Tour
1 of 55
$635,000
4

Beds

3.0

Baths

2,575

Sq.Ft.

6558 HELMSLEY CIRCLE

Windermere, FL

Courtesy of WATSON REALTY CORP.
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
The time to sell is now! THE TIME TO SELL IS NOW!
View 6601 DUNCASTER STREET Windermere, FL MLS# O6416272
  • Recently Listed with Virtual Tour
1 of 65
$628,000
4

Beds

3.0

Baths

3,001

Sq.Ft.

6601 DUNCASTER STREET

Windermere, FL

Courtesy of ANTS REALTY LLC
View 7242 LONDALE BOULEVARD Windermere, FL MLS# O6414025
  • Recently Listed with Virtual Tour
1 of 59
$749,900
4

Beds

3.1

Baths

2,690

Sq.Ft.

7242 LONDALE BOULEVARD

Windermere, FL

Courtesy of TAYLOR REAL ESTATE SVC OF C FL
View 13786 SUMMER HARBOR COURT Windermere, FL MLS# O6414239
  • Recently Listed with Virtual Tour
1 of 27
$625,000
4

Beds

2.1

Baths

2,236

Sq.Ft.

13786 SUMMER HARBOR COURT

Windermere, FL

Courtesy of DEBORAH E GARSON PA
View 12826 WOODMERE CLOSE DR Windermere, FL MLS# O6412588
  • Recently Listed with Virtual Tour
1 of 44
$675,000
4

Beds

3.0

Baths

2,214

Sq.Ft.

12826 WOODMERE CLOSE DR

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 7011 NOBLETON DRIVE Windermere, FL MLS# O6412101
  • Recently Listed with Virtual Tour
1 of 20
$580,000
4

Beds

2.1

Baths

2,460

Sq.Ft.

7011 NOBLETON DRIVE

Windermere, FL

Courtesy of KARDOSH REALTY
View 13936 EDEN ISLE BOULEVARD Windermere, FL MLS# S5150801
  • Recently Listed with Virtual Tour
1 of 60
$655,000
4

Beds

3.1

Baths

2,675

Sq.Ft.

13936 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of TRANSCEND REALTY
View 13450 SUNKISS LOOP Windermere, FL MLS# O6407409
  • Recently Listed
1 of 16
$574,900
5

Beds

2.1

Baths

2,272

Sq.Ft.

13450 SUNKISS LOOP

Windermere, FL

Courtesy of ENTERA REALTY LLC
View 12633 HADDON DRIVE Windermere, FL MLS# O6411199
$650,000
5

Beds

3.1

Baths

3,000

Sq.Ft.

12633 HADDON DRIVE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 9376 WOODBREEZE BOULEVARD Windermere, FL MLS# O6411270
$675,000
4

Beds

2.1

Baths

2,026

Sq.Ft.

9376 WOODBREEZE BOULEVARD

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 8360 VIVARO ISLE WAY Windermere, FL MLS# S5150324
$690,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

8360 VIVARO ISLE WAY

Windermere, FL

Courtesy of MD3 HOMES LLC
View 811 MAIN STREET Windermere, FL MLS# O6409463
  • Virtual Tour
1 of 33
$649,999
2

Beds

1.1

Baths

1,398

Sq.Ft.

811 MAIN STREET

Windermere, FL

Courtesy of CAMERON REALTY GROUP LLC
View 4948 WISE BIRD DRIVE Windermere, FL MLS# O6405511
$679,000
3

Beds

2.0

Baths

1,979

Sq.Ft.

4948 WISE BIRD DRIVE

Windermere, FL

Courtesy of THE FLORIDA LOUNGE REALTY LLC
View 4819 INDIAN DEER ROAD Windermere, FL MLS# O6403960
$669,900
4

Beds

4.0

Baths

3,049

Sq.Ft.

4819 INDIAN DEER ROAD

Windermere, FL

Courtesy of ENTERA REALTY LLC
View 12533 CRAGSIDE LANE Windermere, FL MLS# O6405628
$575,000
4

Beds

2.0

Baths

2,151

Sq.Ft.

12533 CRAGSIDE LANE

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 8632 ABBOTSBURY DRIVE Windermere, FL MLS# O6406433
$625,000
4

Beds

3.1

Baths

2,720

Sq.Ft.

8632 ABBOTSBURY DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 7174 BEEK STREET Windermere, FL MLS# O6402279
  • Virtual Tour
1 of 47
$725,000
5

Beds

3.0

Baths

2,464

Sq.Ft.

7174 BEEK STREET

Windermere, FL

Courtesy of RE/MAX CENTRAL REALTY
View 13226 ZORI LANE Windermere, FL MLS# O6403132
  • Virtual Tour
1 of 41
$675,000
4

Beds

2.0

Baths

2,521

Sq.Ft.

13226 ZORI LANE

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

365

Estimated median home price

$1,166,990
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 - 400K22
$400K - 500K30
$500K - 600K31
$600K - 700K30
$700K - 800K19
$800K - 900K20
$900K - 1M16
$1M - Max196

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family298
Townhouse45
Condo6
Commercial1
Rental100
Lots and Land15
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/14/2026)

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 6/15/2026.