213 total properties
Did you mean the neighborhood Windermere?
View 8179 MARITIME FLAG STREET 206 Windermere, FL MLS# O6447793
  • Virtual Tour
1 of 46
OPEN HOUSE: Saturday 10/31 11:30 AM - 2:00 PM
$350,000
3

Beds

2.0

Baths

1,332

Sq.Ft.

8179 MARITIME FLAG STREET 206

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6858 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6447605
$595,000
3

Beds

2.0

Baths

2,115

Sq.Ft.

6858 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 8229 TIBET BUTLER DRIVE Windermere, FL MLS# O6447628
$1,999,000
4

Beds

4.0

Baths

3,912

Sq.Ft.

8229 TIBET BUTLER DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 7030 MAPPERTON DRIVE Windermere, FL MLS# O6447067
  • Virtual Tour
1 of 65
$649,000
4

Beds

2.1

Baths

2,455

Sq.Ft.

7030 MAPPERTON DRIVE

Windermere, FL

Courtesy of FOLIO REALTY LLC
View 104 E 1ST AVENUE Windermere, FL MLS# O6442932
  • Virtual Tour
1 of 53
$1,280,000
4

Beds

2.1

Baths

2,441

Sq.Ft.

104 E 1ST AVENUE

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 8524 VIVARO ISLE WAY Windermere, FL MLS# G5118124
  • Virtual Tour
1 of 35
$950,000
4

Beds

3.0

Baths

2,680

Sq.Ft.

8524 VIVARO ISLE WAY

Windermere, FL

Courtesy of SERHANT
View 1221 OAKDALE STREET Windermere, FL MLS# O6446547
  • Virtual Tour
1 of 30
$1,250,000
0.0

Baths

1221 OAKDALE STREET

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 11727 DELWICK DRIVE Windermere, FL MLS# O6445423
  • Virtual Tour
1 of 37
$860,000
4

Beds

3.0

Baths

2,704

Sq.Ft.

11727 DELWICK DRIVE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 7271 LONDALE BOULEVARD Windermere, FL MLS# O6445539
$562,000
3

Beds

2.0

Baths

1,855

Sq.Ft.

7271 LONDALE BOULEVARD

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 14350 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6444644
$398,000
4

Beds

2.1

Baths

1,706

Sq.Ft.

14350 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of BLUE MAGNOLIA REALTY LLC
View 11446 JASPER KAY TERRACE 202 Windermere, FL MLS# O6442239
$290,000
2

Beds

2.0

Baths

1,161

Sq.Ft.

11446 JASPER KAY TERRACE 202

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE PARKS
View 12721 JACOB GRACE COURT Windermere, FL MLS# O6440411
$1,488,000
4

Beds

4.0

Baths

3,763

Sq.Ft.

12721 JACOB GRACE COURT

Windermere, FL

Courtesy of LAKE NONA REALTY LLC
View 11543 CHARNOCK DRIVE Windermere, FL MLS# S5158277
  • Virtual Tour
1 of 25
$560,000
4

Beds

2.1

Baths

2,214

Sq.Ft.

11543 CHARNOCK DRIVE

Windermere, FL

Courtesy of PM ELITE REALTY LLC
View 6727 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6443858
$769,000
5

Beds

3.0

Baths

2,773

Sq.Ft.

6727 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of AUTHENTIC REAL ESTATE TEAM
View 13317 LUSH LIME ALLEY Windermere, FL MLS# TB8551016
  • New Construction with Virtual Tour
1 of 20
$549,990
3

Beds

2.1

Baths

1,699

Sq.Ft.

13317 LUSH LIME ALLEY

Windermere, FL

Courtesy of ASHTON WOODS FLORIDA REALTY LLC
View 12809 HOLDENBURY LANE Windermere, FL MLS# S5157920
  • Virtual Tour
1 of 100
$625,000
4

Beds

2.1

Baths

2,683

Sq.Ft.

12809 HOLDENBURY LANE

Windermere, FL

Courtesy of WATSON REALTY CORP
View 13738 EDEN ISLE BOULEVARD Windermere, FL MLS# S5158063
$530,000
4

Beds

2.0

Baths

2,020

Sq.Ft.

13738 EDEN ISLE BOULEVARD

Windermere, FL

Courtesy of THE PROPERTY FIRM
View 13535 BRAMHAM LANE Windermere, FL MLS# S5157827
  • Virtual Tour
1 of 53
$489,900
3

Beds

2.0

Baths

1,820

Sq.Ft.

13535 BRAMHAM LANE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 6533 CARTMEL LANE Windermere, FL MLS# O6443650
  • Virtual Tour
1 of 52
$1,598,000
4

Beds

3.1

Baths

3,751

Sq.Ft.

6533 CARTMEL LANE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 9010 REFLECTION POINTE DRIVE Windermere, FL MLS# G5117935
$945,000
4

Beds

3.1

Baths

3,264

Sq.Ft.

9010 REFLECTION POINTE DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY

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

312

Estimated median home price

$1,089,500
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

Price Count
$0 - 100K 1
$100K - 200K 0
$200K - 300K 4
$300K - 400K 26
$400K - 500K 23
$500K - 600K 29
$600K - 700K 33
$700K - 800K 15
$800K - 900K 7
$900K - 1M 12
$1M - Max 162

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 239
Townhouse 40
Condo 11
Commercial 1
Rental 104
Lots and Land 21
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 10/29/2026)

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 10/30/2026.