28 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

3,567

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 98
OPEN HOUSE: Saturday 6/13 1:00 PM - 3:00 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
OPEN HOUSE: Saturday 6/13 11:00 AM - 1:00 PM
$2,090,000
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 5344 WATER CREEK DRIVE Windermere, FL MLS# O6408495
$1,685,000
5

Beds

4.0

Baths

3,924

Sq.Ft.

5344 WATER CREEK DRIVE

Windermere, FL

Courtesy of RE/MAX PRIME PROPERTIES
View 1924 DOWN HOLLOW LANE Windermere, FL MLS# O6398100
  • Virtual Tour
1 of 86
$1,680,000
3

Beds

2.1

Baths

1,962

Sq.Ft.

1924 DOWN HOLLOW LANE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View 7503 LAKE ALBERT DR Windermere, FL MLS# S5149564
  • Virtual Tour
1 of 77
$1,650,000
5

Beds

5.0

Baths

4,329

Sq.Ft.

7503 LAKE ALBERT DR

Windermere, FL

Courtesy of LA ROSA REALTY LLC
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 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 11449 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6399319
$1,680,000
5

Beds

3.2

Baths

4,648

Sq.Ft.

11449 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
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 212 W 1ST AVENUE Windermere, FL MLS# S5147532
  • Virtual Tour
1 of 21
$1,650,000
Studio

Beds

0.0

Baths

212 W 1ST AVENUE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
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 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
View 6560 LAKE BURDEN VIEW DRIVE Windermere, FL MLS# O6381835
$1,890,000
4

Beds

4.0

Baths

3,687

Sq.Ft.

6560 LAKE BURDEN VIEW DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 3013 SEIGNEURY DRIVE Windermere, FL MLS# O6377087
  • Virtual Tour
1 of 62
$1,750,000
4

Beds

3.2

Baths

5,130

Sq.Ft.

3013 SEIGNEURY DRIVE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP

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

367

Estimated median home price

$1,175,000
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 21
$400K - 500K 30
$500K - 600K 32
$600K - 700K 30
$700K - 800K 18
$800K - 900K 19
$900K - 1M 16
$1M - Max 200

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 301
Townhouse 44
Condo 6
Commercial 1
Rental 103
Lots and Land 15
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 6/12/2026)

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 6/12/2026.