232 total properties
Did you mean the neighborhood Windermere?
View 7712 MOSER AVENUE Windermere, FL MLS# A4676630
  • Recently Listed with Virtual Tour
1 of 30
$399,000
3

Beds

2.1

Baths

1,680

Sq.Ft.

7712 MOSER AVENUE

Windermere, FL

Courtesy of SUNCOAST REALTY SOLUTIONS, LLC
View 14354 CREST PALM AVENUE Windermere, FL MLS# G5106241
  • Recently Listed with Virtual Tour
1 of 51
$1,103,179
6

Beds

4.1

Baths

3,542

Sq.Ft.

14354 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 14310 CREST PALM AVENUE Windermere, FL MLS# G5106266
  • Recently Listed
1 of 45
$1,104,772
6

Beds

3.1

Baths

3,550

Sq.Ft.

14310 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 13850 AMELIA POND DRIVE Windermere, FL MLS# O6371503
  • Recently Listed
1 of 43
$599,000
4

Beds

3.0

Baths

2,428

Sq.Ft.

13850 AMELIA POND DRIVE

Windermere, FL

Courtesy of CENTURY 21 CARIOTI
View 7545 RIPPLEPOINTE WAY Windermere, FL MLS# TB8459710
  • Recently Listed
1 of 15
$429,900
3

Beds

2.1

Baths

1,620

Sq.Ft.

7545 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of OFFERPAD BROKERAGE FL, LLC
View 13285 GORGONA ISLE DRIVE Windermere, FL MLS# O6370659
  • Recently Listed
1 of 38
$425,000
3

Beds

2.1

Baths

1,547

Sq.Ft.

13285 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of REALTY HUB
View 17521 BLACK RAIL STREET Windermere, FL MLS# O6370115
  • Recently Listed with Virtual Tour
1 of 29
$1,575,000
6

Beds

4.1

Baths

5,316

Sq.Ft.

17521 BLACK RAIL STREET

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 13312 LONGACRE DRIVE Windermere, FL MLS# S5141031
  • Recently Listed with Virtual Tour
1 of 37
$569,000
3

Beds

2.0

Baths

2,058

Sq.Ft.

13312 LONGACRE DRIVE

Windermere, FL

Courtesy of LA ROSA REALTY INTERNACIONAL L
View 13649 ZORI LANE Windermere, FL MLS# O6369580
  • Recently Listed with Virtual Tour
1 of 64
$725,000
4

Beds

4.0

Baths

3,129

Sq.Ft.

13649 ZORI LANE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L REALTY
View 6957 NORTHWICH DRIVE Windermere, FL MLS# A4676454
  • Recently Listed with Virtual Tour
1 of 22
$595,000
4

Beds

3.1

Baths

2,667

Sq.Ft.

6957 NORTHWICH DRIVE

Windermere, FL

Courtesy of FLATFEE.COM
View 11209 GRANDER DRIVE Windermere, FL MLS# O6369918
  • Recently Listed with Virtual Tour
1 of 35
$439,000
3

Beds

2.1

Baths

1,893

Sq.Ft.

11209 GRANDER DRIVE

Windermere, FL

Courtesy of MARTI PURDY PROPERTIES INC
View 11550 DELWICK DRIVE Windermere, FL MLS# S5140749
  • Virtual Tour
1 of 91
$995,000
5

Beds

3.0

Baths

2,843

Sq.Ft.

11550 DELWICK DRIVE

Windermere, FL

Courtesy of TRIMARCHI REALTY CORP
View 106 BUTLER STREET Windermere, FL MLS# O6369696
  • Recently Listed with Virtual Tour
1 of 38
$1,199,999
4

Beds

2.0

Baths

2,058

Sq.Ft.

106 BUTLER STREET

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 11474 CLAYMONT CIRCLE Windermere, FL MLS# S5140648
  • Virtual Tour
1 of 81
$1,350,000
5

Beds

4.0

Baths

3,238

Sq.Ft.

11474 CLAYMONT CIRCLE

Windermere, FL

Courtesy of WATSON REALTY CORP.
View 6310 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6368983
  • Recently Listed with Virtual Tour
1 of 15
$525,000
3

Beds

2.1

Baths

1,977

Sq.Ft.

6310 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of JOY ESTATE ENTERPRISE INC
View 7418 BENTONSHIRE AVENUE Windermere, FL MLS# O6368156
  • Recently Listed with Virtual Tour
1 of 36
$330,000
2

Beds

2.1

Baths

1,228

Sq.Ft.

7418 BENTONSHIRE AVENUE

Windermere, FL

Courtesy of THE AGENCY ORLANDO
View 10442 BIRCH TREE LANE Windermere, FL MLS# O6367335
  • Recently Listed with Virtual Tour
1 of 69
$1,249,000
4

Beds

3.0

Baths

3,505

Sq.Ft.

10442 BIRCH TREE LANE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 6146 GOLDEN DEWDROP TRAIL Windermere, FL MLS# O6368142
  • Recently Listed with Virtual Tour
1 of 73
$1,225,000
7

Beds

5.0

Baths

4,751

Sq.Ft.

6146 GOLDEN DEWDROP TRAIL

Windermere, FL

Courtesy of KELLER WILLIAMS CLASSIC
View 6343 MERRICK LANDING BOULEVARD Windermere, FL MLS# O6368529
  • Recently Listed with Virtual Tour
1 of 42
$339,775
2

Beds

2.0

Baths

1,068

Sq.Ft.

6343 MERRICK LANDING BOULEVARD

Windermere, FL

Courtesy of BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
View 5844 SOTER LANE Windermere, FL MLS# O6366829
  • Recently Listed with Virtual Tour
1 of 39
$449,000
3

Beds

2.1

Baths

1,976

Sq.Ft.

5844 SOTER LANE

Windermere, FL

Courtesy of SERHANT

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

275

Estimated median home price

$1,075,990
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 21
$500K - 600K 15
$600K - 700K 21
$700K - 800K 19
$800K - 900K 17
$900K - 1M 15
$1M - Max 145

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 218
Townhouse 36
Condo 7
Commercial 1
Rental 99
Lots and Land 13
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/6/2026)

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 1/6/2026.

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 1/6/2026.