18 total properties
Did you mean the neighborhood Windermere?
View 1020 OAKDALE STREET Windermere, FL MLS# O6322270
  • New Construction with Virtual Tour
1 of 13
$2,200,000
5

Beds

4.1

Baths

3,994

Sq.Ft.

1020 OAKDALE STREET

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 1238 LAKE WHITNEY DRIVE Windermere, FL MLS# O6354755
$2,200,000
4

Beds

5.1

Baths

5,266

Sq.Ft.

1238 LAKE WHITNEY DRIVE

Windermere, FL

Courtesy of HOME WISE REALTY GROUP, INC.
View 647 RIDGEWOOD DRIVE Windermere, FL MLS# O6263552
  • Virtual Tour
1 of 39
$2,150,000
3

Beds

3.0

Baths

2,681

Sq.Ft.

647 RIDGEWOOD DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 6036 GREATWATER DR Windermere, FL MLS# O6332988
  • Virtual Tour
1 of 65
$2,145,000
4

Beds

4.1

Baths

4,013

Sq.Ft.

6036 GREATWATER DR

Windermere, FL

Courtesy of KEENE'S POINTE REALTY
View 6564 LAGOON STREET Windermere, FL MLS# O6271044
  • New Construction with Virtual Tour
1 of 45
$2,000,000
5

Beds

4.1

Baths

3,685

Sq.Ft.

6564 LAGOON STREET

Windermere, FL

Courtesy of NOVA REAL ESTATE SERVICES INC
View 13048 LAKE ROPER CT. Windermere, FL MLS# O6342354
$1,999,000
5

Beds

3.1

Baths

4,130

Sq.Ft.

13048 LAKE ROPER CT.

Windermere, FL

Courtesy of WOODSTONE INVESTMENTS LLC
View 12235 MONTALCINO CIRCLE Windermere, FL MLS# O6365656
$1,999,000
4

Beds

4.1

Baths

4,550

Sq.Ft.

12235 MONTALCINO CIRCLE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 2958 MARQUESAS COURT Windermere, FL MLS# O6357302
  • Virtual Tour
1 of 32
$1,998,000
5

Beds

4.1

Baths

4,716

Sq.Ft.

2958 MARQUESAS COURT

Windermere, FL

Courtesy of EXP REALTY LLC
View 13137 LAKE BUTLER BOULEVARD Windermere, FL MLS# L4952211
$1,989,999
3

Beds

3.1

Baths

3,240

Sq.Ft.

13137 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY SMART
View 6047 BLAKEFORD DRIVE Windermere, FL MLS# O6355716
  • Virtual Tour
1 of 32
$1,969,000
4

Beds

4.0

Baths

4,156

Sq.Ft.

6047 BLAKEFORD DRIVE

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 9922 BRENTFORD COURT Windermere, FL MLS# O6336496
  • Virtual Tour
1 of 49
$1,890,000
6

Beds

4.0

Baths

3,894

Sq.Ft.

9922 BRENTFORD COURT

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 13420 BONICA WAY Windermere, FL MLS# O6347722
  • Virtual Tour
1 of 62
$1,875,000
5

Beds

4.0

Baths

4,489

Sq.Ft.

13420 BONICA WAY

Windermere, FL

Courtesy of FERRELL REALTY, INC.
View 5412 WATER CREEK DRIVE Windermere, FL MLS# O6356517
$1,825,000
4

Beds

4.1

Baths

4,247

Sq.Ft.

5412 WATER CREEK DRIVE

Windermere, FL

Courtesy of THE REAL ESTATE COLLECTION LLC
View Lot 2 Down Park LANE Windermere, FL MLS# O6181429
$1,795,000
Studio

Beds

0.0

Baths

Lot 2 Down Park LANE

Windermere, FL

Courtesy of REGENCY REAL ESTATE LLC
View 12001 LAKE BUTLER BOULEVARD Windermere, FL MLS# O6341557
$1,775,000
3

Beds

3.0

Baths

3,135

Sq.Ft.

12001 LAKE BUTLER BOULEVARD

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 11312 SHANDON PARK WAY Windermere, FL MLS# O6355334
  • Virtual Tour
1 of 100
$1,762,000
7

Beds

5.0

Baths

4,914

Sq.Ft.

11312 SHANDON PARK WAY

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 6161 BLAKEFORD DRIVE Windermere, FL MLS# O6310356
  • Virtual Tour
1 of 37
$1,690,000
5

Beds

4.1

Baths

5,704

Sq.Ft.

6161 BLAKEFORD DRIVE

Windermere, FL

Courtesy of THOMAS LYNNE REALTY GROUP LLC
View 7417 LAKE ALBERT DRIVE Windermere, FL MLS# S5135158
$1,690,000
6

Beds

6.1

Baths

5,006

Sq.Ft.

7417 LAKE ALBERT DRIVE

Windermere, FL

Courtesy of TEAM DONOVAN

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

273

Estimated median home price

$1,075,000
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 0
$300K - 400K 22
$400K - 500K 20
$500K - 600K 19
$600K - 700K 23
$700K - 800K 17
$800K - 900K 16
$900K - 1M 14
$1M - Max 142

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 217
Townhouse 35
Condo 7
Commercial 1
Rental 102
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/9/2026)

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 1/9/2026.