34 total properties
Did you mean the neighborhood Windermere?
View 5067 SAWYER COVE WAY Windermere, FL MLS# O6409382
  • Recently Listed with Virtual Tour
1 of 70
$2,100,000
5

Beds

4.0

Baths

3,461

Sq.Ft.

5067 SAWYER COVE WAY

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 2503 BUTLER BAY DRIVE N Windermere, FL MLS# O6413242
  • Recently Listed with Virtual Tour
1 of 92
OPEN HOUSE: Saturday 6/6 11:00 AM - 2:00 PM
$1,799,000
4

Beds

3.0

Baths

3,297

Sq.Ft.

2503 BUTLER BAY DRIVE N

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 13327 LAKE CLARICE DRIVE Windermere, FL MLS# O6411453
  • Recently Listed
1 of 44
$2,180,000
5

Beds

4.0

Baths

4,867

Sq.Ft.

13327 LAKE CLARICE DRIVE

Windermere, FL

Courtesy of FLORIDA REALTY INVESTMENTS
The time to sell is now! THE TIME TO SELL IS NOW!
View 3413 LILAS COURT Windermere, FL MLS# O6401129
  • Virtual Tour
1 of 53
$1,975,000
4

Beds

4.1

Baths

5,084

Sq.Ft.

3413 LILAS COURT

Windermere, FL

Courtesy of ONE LUXURY INTERNATIONAL LLC
View 1136 LAKE WHITNEY DRIVE Windermere, FL MLS# O6405536
$2,295,000
4

Beds

5.1

Baths

5,722

Sq.Ft.

1136 LAKE WHITNEY DRIVE

Windermere, FL

Courtesy of VISTA CAY REALTY COMPANY
View 11753 VINCI DRIVE Windermere, FL MLS# O6404892
  • Virtual Tour
1 of 52
$2,150,000
4

Beds

4.1

Baths

4,037

Sq.Ft.

11753 VINCI DRIVE

Windermere, FL

Courtesy of KEENE'S POINTE REALTY
View 2804 MARQUESAS COURT Windermere, FL MLS# O6405937
  • Virtual Tour
1 of 76
$1,999,000
5

Beds

4.0

Baths

3,649

Sq.Ft.

2804 MARQUESAS COURT

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 5421 TILDENS GROVE BOULEVARD Windermere, FL MLS# O6402594
$1,999,900
5

Beds

4.1

Baths

5,922

Sq.Ft.

5421 TILDENS GROVE BOULEVARD

Windermere, FL

Courtesy of DERENTHAL REALTY
View 12699 HAWKSTONE DRIVE Windermere, FL MLS# O6401293
  • Virtual Tour
1 of 81
$2,125,000
4

Beds

4.1

Baths

3,751

Sq.Ft.

12699 HAWKSTONE DRIVE

Windermere, FL

Courtesy of LAKEFIELD REALTY GROUP LLC
View 6036 GREATWATER DR Windermere, FL MLS# O6400277
  • Virtual Tour
1 of 47
$1,999,999
4

Beds

4.1

Baths

4,013

Sq.Ft.

6036 GREATWATER DR

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 9011 PINNACLE CIRCLE Windermere, FL MLS# O6400872
  • Virtual Tour
1 of 53
$2,250,000
5

Beds

5.0

Baths

6,546

Sq.Ft.

9011 PINNACLE CIRCLE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 11051 HAWKSHEAD COURT Windermere, FL MLS# O6400963
  • Virtual Tour
1 of 66
$1,895,000
5

Beds

4.2

Baths

3,728

Sq.Ft.

11051 HAWKSHEAD COURT

Windermere, FL

Courtesy of REAL BROKER, LLC
View 2068 ROBERTS POINT DRIVE Windermere, FL MLS# O6397543
$2,250,000
5

Beds

4.0

Baths

4,876

Sq.Ft.

2068 ROBERTS POINT DRIVE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 11226 MACAW COURT Windermere, FL MLS# O6393210
  • Virtual Tour
1 of 77
$1,825,000
4

Beds

4.1

Baths

4,549

Sq.Ft.

11226 MACAW COURT

Windermere, FL

Courtesy of LAKESIDE REALTY WINDERMERE INC
View 6550 CARTMEL LANE Windermere, FL MLS# O6396111
  • Virtual Tour
1 of 32
$2,300,000
4

Beds

4.1

Baths

4,257

Sq.Ft.

6550 CARTMEL LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 1316 ESTANCIA WOODS LOOP Windermere, FL MLS# S5146178
$2,290,000
5

Beds

6.1

Baths

5,448

Sq.Ft.

1316 ESTANCIA WOODS LOOP

Windermere, FL

Courtesy of EXP REALTY LLC
View 6110 KEENES POINTE DRIVE Windermere, FL MLS# O6393573
$1,900,000
4

Beds

4.0

Baths

3,196

Sq.Ft.

6110 KEENES POINTE DRIVE

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 9057 BALMORAL MEWS SQUARE Windermere, FL MLS# O6390656
$1,859,000
6

Beds

5.1

Baths

5,430

Sq.Ft.

9057 BALMORAL MEWS SQUARE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 1118 ESTANCIA WOODS LOOP Windermere, FL MLS# O6390567
  • Recently Listed with Virtual Tour
1 of 38
$2,200,000
5

Beds

5.0

Baths

4,230

Sq.Ft.

1118 ESTANCIA WOODS LOOP

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 5926 BLAKEFORD DRIVE Windermere, FL MLS# O6388716
  • Virtual Tour
1 of 67
$2,149,000
4

Beds

4.0

Baths

3,906

Sq.Ft.

5926 BLAKEFORD DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP 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

357

Estimated median home price

$1,190,000
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

Price Count
$0 - 100K 0
$100K - 200K 0
$200K - 300K 1
$300K - 400K 22
$400K - 500K 31
$500K - 600K 33
$600K - 700K 25
$700K - 800K 17
$800K - 900K 18
$900K - 1M 14
$1M - Max 196

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 291
Townhouse 44
Condo 7
Commercial 1
Rental 91
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/4/2026)

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 6/4/2026.