278 total properties
Did you mean the neighborhood Windermere?
View 8168 BOAT HOOK LOOP 302 Windermere, FL MLS# O6445290
$299,997
2

Beds

2.0

Baths

1,161

Sq.Ft.

8168 BOAT HOOK LOOP 302

Windermere, FL

Courtesy of BLUE KEY PROPERTY MANAGEMENT
View 1221 OAKDALE STREET Windermere, FL MLS# O6446547
  • Recently Listed with Virtual Tour
1 of 30
$1,250,000
0.0

Baths

1221 OAKDALE STREET

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 12722 S LAKE SAWYER LANE Windermere, FL MLS# O6437802
  • Recently Listed with Virtual Tour
1 of 96
$2,400,000
5

Beds

4.0

Baths

5,139

Sq.Ft.

12722 S LAKE SAWYER LANE

Windermere, FL

Courtesy of KELLY PRICE & COMPANY LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 11727 DELWICK DRIVE Windermere, FL MLS# O6445423
  • Recently Listed with Virtual Tour
1 of 37
$875,000
4

Beds

3.0

Baths

2,704

Sq.Ft.

11727 DELWICK DRIVE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 4906 AVIVA GARDEN COURT Windermere, FL MLS# O6446042
  • Recently Listed with Virtual Tour
1 of 100
$3,850,000
4

Beds

3.3

Baths

6,605

Sq.Ft.

4906 AVIVA GARDEN COURT

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 6120 GREATWATER DRIVE Windermere, FL MLS# O6445244
  • Recently Listed with Virtual Tour
1 of 74
$3,999,000
5

Beds

4.2

Baths

5,580

Sq.Ft.

6120 GREATWATER DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 9310 ISLEWORTH GARDENS DRIVE Windermere, FL MLS# O6442366
  • Recently Listed with Virtual Tour
1 of 51
$3,595,000
3

Beds

3.2

Baths

4,333

Sq.Ft.

9310 ISLEWORTH GARDENS DRIVE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 7271 LONDALE BOULEVARD Windermere, FL MLS# O6445539
  • Recently Listed with Virtual Tour
1 of 47
OPEN HOUSE: Friday 10/2 9:00 AM - 7:00 PM
$565,000
3

Beds

2.0

Baths

2,147

Sq.Ft.

7271 LONDALE BOULEVARD

Windermere, FL

Courtesy of OPENDOOR BROKERAGE LLC
View 11532 WATERSTONE LOOP DRIVE Windermere, FL MLS# O6444548
  • Recently Listed with Virtual Tour
1 of 74
$2,350,000
4

Beds

4.2

Baths

4,169

Sq.Ft.

11532 WATERSTONE LOOP DRIVE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 11446 JASPER KAY TERRACE 202 Windermere, FL MLS# O6442239
$295,000
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
  • Recently Listed with Virtual Tour
1 of 51
$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 6126 PAYNE STEWART DRIVE Windermere, FL MLS# O6444116
  • Recently Listed with Virtual Tour
1 of 38
$3,250,000
3

Beds

3.1

Baths

2,848

Sq.Ft.

6126 PAYNE STEWART DRIVE

Windermere, FL

Courtesy of IRWIN REALTY GROUP LLC
View 11543 CHARNOCK DRIVE Windermere, FL MLS# S5158277
  • Recently Listed with 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 14350 BRIDGEWATER CROSSINGS BOULEVARD Windermere, FL MLS# O6444644
  • Recently Listed with Virtual Tour
1 of 27
$405,000
4

Beds

2.1

Baths

2,294

Sq.Ft.

14350 BRIDGEWATER CROSSINGS BOULEVARD

Windermere, FL

Courtesy of BLUE MAGNOLIA REALTY LLC
View 6727 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6443858
  • Recently Listed with Virtual Tour
1 of 97
$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
  • Recently Listed with Virtual Tour
1 of 20
$586,846
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 13101 BELLARIA CIRCLE Windermere, FL MLS# O6434168
  • Recently Listed with Virtual Tour
1 of 70
$2,995,000
6

Beds

7.2

Baths

7,321

Sq.Ft.

13101 BELLARIA CIRCLE

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
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 7555 TATTANT BOULEVARD Windermere, FL MLS# O6443170
$615,000
4

Beds

3.1

Baths

2,628

Sq.Ft.

7555 TATTANT BOULEVARD

Windermere, FL

Courtesy of BUYER REBATES 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

324

Estimated median home price

$989,995
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 0
$100K - 200K 1
$200K - 300K 3
$300K - 400K 27
$400K - 500K 28
$500K - 600K 28
$600K - 700K 32
$700K - 800K 21
$800K - 900K 9
$900K - 1M 16
$1M - Max 159

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 248
Townhouse 45
Condo 10
Commercial 1
Rental 89
Lots and Land 20
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 10/2/2026)

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 10/2/2026.