258 total properties
Did you mean the neighborhood Windermere?
View 6134 KEENES POINTE DRIVE Windermere, FL MLS# O6345101
$2,249,000
4

Beds

3.1

Baths

4,440

Sq.Ft.

6134 KEENES POINTE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
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.
The time to sell is now! THE TIME TO SELL IS NOW!
View 436 E 7TH AVENUE Windermere, FL MLS# O6350454
  • New Construction with Virtual Tour
1 of 28
$2,175,000
4

Beds

5.0

Baths

3,136

Sq.Ft.

436 E 7TH AVENUE

Windermere, FL

Courtesy of TALENT REALTY SOLUTIONS
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
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 84 OAKDALE ST Windermere, FL MLS# O6372842
  • Recently Listed
1 of 19
$1,995,000
4

Beds

4.2

Baths

3,519

Sq.Ft.

84 OAKDALE ST

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
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 2958 MARQUESAS COURT Windermere, FL MLS# O6357302
  • Virtual Tour
1 of 32
$1,885,000
5

Beds

4.1

Baths

4,716

Sq.Ft.

2958 MARQUESAS COURT

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
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 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 9922 BRENTFORD COURT Windermere, FL MLS# O6336496
  • Virtual Tour
1 of 49
$1,750,000
6

Beds

4.0

Baths

3,894

Sq.Ft.

9922 BRENTFORD COURT

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 311 E 8TH AVENUE Windermere, FL MLS# O6333319
  • Virtual Tour
1 of 59
$1,660,000
5

Beds

4.0

Baths

3,805

Sq.Ft.

311 E 8TH AVENUE

Windermere, FL

Courtesy of COLDWELL BANKER RESIDENTIAL RE
View 1703 ROBERTS LANDING ROAD Windermere, FL MLS# O6346120
$1,650,000
4

Beds

4.1

Baths

3,288

Sq.Ft.

1703 ROBERTS LANDING ROAD

Windermere, FL

Courtesy of INTERNATIONAL NETWORK 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

281

Estimated median home price

$1,045,000
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 20
$400K - 500K 22
$500K - 600K 19
$600K - 700K 28
$700K - 800K 19
$800K - 900K 15
$900K - 1M 13
$1M - Max 144

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 224
Townhouse 34
Condo 8
Commercial 1
Rental 110
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/16/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Daytona Board of Realtors, and includes listings held by other brokerage firms. Detailed information about Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors include the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 1/19/2026.

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 1/19/2026.