47 total properties
Did you mean the neighborhood Windermere?
View 13932 FLORIGOLD DRIVE Windermere, FL MLS# O6399812
  • Recently Listed with Virtual Tour
1 of 53
OPEN HOUSE: Sunday 4/26 12:00 PM - 2:00 PM
$1,189,000
6

Beds

4.0

Baths

3,577

Sq.Ft.

13932 FLORIGOLD DRIVE

Windermere, FL

Courtesy of PREMIER SOTHEBY'S INTL. REALTY
View 8796 PEACHTREE PARK COURT Windermere, FL MLS# O6399023
  • Recently Listed with Virtual Tour
1 of 35
$979,999
4

Beds

3.1

Baths

3,299

Sq.Ft.

8796 PEACHTREE PARK COURT

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 1002 OAKDALE STREET Windermere, FL MLS# TB8495717
  • Virtual Tour
1 of 60
$975,000
4

Beds

3.0

Baths

3,516

Sq.Ft.

1002 OAKDALE STREET

Windermere, FL

Courtesy of KELLER WILLIAMS SUBURBAN TAMPA
The time to sell is now! THE TIME TO SELL IS NOW!
View 715 MAGNOLIA STREET Windermere, FL MLS# S5147648
  • Recently Listed with Virtual Tour
1 of 44
$1,250,000
5

Beds

4.0

Baths

3,390

Sq.Ft.

715 MAGNOLIA STREET

Windermere, FL

Courtesy of IRIS INTERNATIONAL
View 109 E 12TH AVENUE Windermere, FL MLS# O6394569
  • Recently Listed with Virtual Tour
1 of 41
OPEN HOUSE: Sunday 4/26 1:00 PM - 4:00 PM
$1,225,000
4

Beds

3.1

Baths

2,791

Sq.Ft.

109 E 12TH AVENUE

Windermere, FL

Courtesy of UPSIDE REAL ESTATE INC
View 14371 CREST PALM AVENUE Windermere, FL MLS# G5110664
  • Recently Listed with Virtual Tour
1 of 42
$1,114,989
4

Beds

3.0

Baths

3,100

Sq.Ft.

14371 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6152 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6396835
$1,130,000
8

Beds

5.0

Baths

4,830

Sq.Ft.

6152 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of VESTI LLC
View 11455 CLAYMONT CIR Windermere, FL MLS# O6396381
  • Recently Listed with Virtual Tour
1 of 36
$1,249,000
3

Beds

3.0

Baths

2,262

Sq.Ft.

11455 CLAYMONT CIR

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 14377 CREST PALM AVENUE Windermere, FL MLS# G5110662
  • New Construction with Virtual Tour
1 of 49
$970,000
4

Beds

2.1

Baths

3,239

Sq.Ft.

14377 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 13125 FILLY COURT Windermere, FL MLS# O6395698
  • Recently Listed with Virtual Tour
1 of 11
$998,000
Studio

Beds

0.0

Baths

13125 FILLY COURT

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 8350 BOWDEN WAY Windermere, FL MLS# O6395966
  • Virtual Tour
1 of 45
$1,199,000
3

Beds

3.1

Baths

3,368

Sq.Ft.

8350 BOWDEN WAY

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 2702 CARTER GROVE CIRCLE Windermere, FL MLS# O6394535
$945,000
4

Beds

2.1

Baths

2,292

Sq.Ft.

2702 CARTER GROVE CIRCLE

Windermere, FL

Courtesy of VINTAGE REALTY GROUP LLC
View 8411 WOBURN COURT Windermere, FL MLS# O6391980
  • Virtual Tour
1 of 41
$1,250,000
4

Beds

3.0

Baths

2,582

Sq.Ft.

8411 WOBURN COURT

Windermere, FL

Courtesy of THE AGENCY FL
View 6012 ROSEATE SPOONBILL DRIVE Windermere, FL MLS# O6393392
$1,200,000
8

Beds

5.0

Baths

4,758

Sq.Ft.

6012 ROSEATE SPOONBILL DRIVE

Windermere, FL

Courtesy of REDFIN CORPORATION
View 11536 CLAYMONT CIRCLE Windermere, FL MLS# O6392958
  • Virtual Tour
1 of 68
$1,250,000
4

Beds

3.0

Baths

2,882

Sq.Ft.

11536 CLAYMONT CIRCLE

Windermere, FL

Courtesy of MATT ALLEN REAL ESTATE LLC
View 8351 BOWDEN WAY Windermere, FL MLS# O6393659
  • Virtual Tour
1 of 71
$1,199,000
4

Beds

3.0

Baths

2,599

Sq.Ft.

8351 BOWDEN WAY

Windermere, FL

Courtesy of KELLER WILLIAMS REALTY AT THE LAKES
View 6569 CRESTMONT GLEN LANE Windermere, FL MLS# O6390271
$985,000
4

Beds

3.1

Baths

3,080

Sq.Ft.

6569 CRESTMONT GLEN LANE

Windermere, FL

Courtesy of THE AGENCY FL
View 13542 GORGONA ISLE DRIVE Windermere, FL MLS# O6390582
$950,000
4

Beds

3.0

Baths

2,224

Sq.Ft.

13542 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 414 E 5TH AVENUE Windermere, FL MLS# O6387808
  • Virtual Tour
1 of 77
$1,200,000
3

Beds

2.0

Baths

2,521

Sq.Ft.

414 E 5TH AVENUE

Windermere, FL

Courtesy of BHHS FLORIDA REALTY
View 735 OAKDALE STREET Windermere, FL MLS# S5144907
  • Virtual Tour
1 of 48
$975,000
3

Beds

2.1

Baths

2,475

Sq.Ft.

735 OAKDALE STREET

Windermere, FL

Courtesy of ALTIS 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

355

Estimated median home price

$1,037,000
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 19
$400K - 500K 25
$500K - 600K 40
$600K - 700K 26
$700K - 800K 26
$800K - 900K 19
$900K - 1M 20
$1M - Max 179

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 297
Townhouse 36
Condo 8
Commercial 1
Rental 93
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 4/22/2026)

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 4/23/2026.

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 4/23/2026.