290 total properties
Did you mean the neighborhood Windermere?
View 8225 BRYCE CANYON AVENUE Windermere, FL MLS# O6371960
  • Recently Listed with Virtual Tour
1 of 91
$560,000
4

Beds

2.1

Baths

1,840

Sq.Ft.

8225 BRYCE CANYON AVENUE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO
View 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL MLS# O6372348
  • Recently Listed with Virtual Tour
1 of 40
$3,975,000
4

Beds

4.1

Baths

3,365

Sq.Ft.

5050 ISLEWORTH COUNTRY CLUB DRIVE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 13285 GORGONA ISLE DRIVE Windermere, FL MLS# O6370659
  • Recently Listed
1 of 45
OPEN HOUSE: Saturday 1/24 12:00 PM - 3:00 PM
$418,000
3

Beds

2.1

Baths

1,547

Sq.Ft.

13285 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of REALTY HUB
The time to sell is now! THE TIME TO SELL IS NOW!
View 13312 LONGACRE DRIVE Windermere, FL MLS# S5141031
  • Recently Listed with Virtual Tour
1 of 37
$559,000
3

Beds

2.0

Baths

2,058

Sq.Ft.

13312 LONGACRE DRIVE

Windermere, FL

Courtesy of LA ROSA REALTY INTERNACIONAL L
View 11618 VINCI DRIVE Windermere, FL MLS# O6359990
  • Recently Listed with Virtual Tour
1 of 64
$4,950,000
5

Beds

5.2

Baths

6,188

Sq.Ft.

11618 VINCI DRIVE

Windermere, FL

Courtesy of WEMERT GROUP REALTY LLC
View 11208 LEDGEMENT LANE Windermere, FL MLS# O6325096
  • Recently Listed with Virtual Tour
1 of 36
$1,100,000
5

Beds

3.1

Baths

2,788

Sq.Ft.

11208 LEDGEMENT LANE

Windermere, FL

Courtesy of REVEL REALTY LLC
View 14261 CREST PALM AVENUE Windermere, FL MLS# G5107018
  • New Construction
1 of 2
$1,100,000
6

Beds

4.1

Baths

3,628

Sq.Ft.

14261 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 7616 COLBURY AVENUE Windermere, FL MLS# S5141868
  • Virtual Tour
1 of 47
$695,000
4

Beds

3.1

Baths

2,794

Sq.Ft.

7616 COLBURY AVENUE

Windermere, FL

Courtesy of PROVIDENCE REALTY AND PROPERTY MANAGEMENT LLC
View 1735 MAPLE LEAF DRIVE Windermere, FL MLS# O6375449
  • Virtual Tour
1 of 35
$849,000
4

Beds

2.1

Baths

2,771

Sq.Ft.

1735 MAPLE LEAF DRIVE

Windermere, FL

Courtesy of REVEL REALTY LLC
View 12860 PENSHURST LANE Windermere, FL MLS# O6372985
  • Virtual Tour
1 of 36
$480,000
4

Beds

2.1

Baths

2,460

Sq.Ft.

12860 PENSHURST LANE

Windermere, FL

Courtesy of EXP REALTY LLC
View 11531 VICOLO LOOP Windermere, FL MLS# O6374016
  • Virtual Tour
1 of 33
$580,000
3

Beds

2.0

Baths

2,280

Sq.Ft.

11531 VICOLO LOOP

Windermere, FL

Courtesy of THE ROSENBLOOM TEAM
View 4825 PALM TREE COURT Windermere, FL MLS# O6373341
  • Virtual Tour
1 of 41
$677,500
4

Beds

2.1

Baths

2,100

Sq.Ft.

4825 PALM TREE COURT

Windermere, FL

Courtesy of COLDWELL BANKER REALTY
View 14421 CREST PALM AVENUE Windermere, FL MLS# G5106601
  • New Construction
1 of 4
$1,069,000
4

Beds

3.1

Baths

3,404

Sq.Ft.

14421 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 6331 LITTLE LAKE SAWYER DRIVE Windermere, FL MLS# O6372786
$950,000
Studio

Beds

0.0

Baths

6331 LITTLE LAKE SAWYER DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14310 CREST PALM AVENUE Windermere, FL MLS# G5106266
  • New Construction with Virtual Tour
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
View 7545 RIPPLEPOINTE WAY Windermere, FL MLS# TB8459710
$429,900
3

Beds

2.1

Baths

1,620

Sq.Ft.

7545 RIPPLEPOINTE WAY

Windermere, FL

Courtesy of OFFERPAD BROKERAGE FL, LLC
View 9725 CHESTNUT RIDGE DRIVE Windermere, FL MLS# O6370294
$6,950,000
7

Beds

5.2

Baths

8,000

Sq.Ft.

9725 CHESTNUT RIDGE DRIVE

Windermere, FL

Courtesy of DOUGLAS ELLIMAN
View 17521 BLACK RAIL STREET Windermere, FL MLS# O6370115
$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 12418 PARK AVENUE Windermere, FL MLS# O6370377
  • Virtual Tour
1 of 26
$4,395,000
Studio

Beds

0.0

Baths

12418 PARK AVENUE

Windermere, FL

Courtesy of JULIAN PROPERTIES, INC.
View 13649 ZORI LANE Windermere, FL MLS# O6369580
  • Virtual Tour
1 of 64
OPEN HOUSE: Sunday 1/25 2:00 PM - 4:00 PM
$725,000
4

Beds

4.0

Baths

3,129

Sq.Ft.

13649 ZORI LANE

Windermere, FL

Courtesy of PREMIER SOTHEBYS INT'L 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

287

Estimated median home price

$1,000,000
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 23
$500K - 600K 23
$600K - 700K 30
$700K - 800K 19
$800K - 900K 16
$900K - 1M 13
$1M - Max 143

Homes for Sale by Type in Windermere, FL

Property Type Count
Single Family 230
Townhouse 34
Condo 8
Commercial 1
Rental 97
Lots and Land 14
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 1/22/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

All listings featuring the BMLS logo are provided by BeachesMLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed.

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 1/24/2026.

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 1/24/2026.

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 1/24/2026.