280 total properties
Did you mean the neighborhood Windermere?
View 8582 POWDER RIDGE TRAIL Windermere, FL MLS# S5132123
$670,000
4

Beds

3.1

Baths

2,297

Sq.Ft.

8582 POWDER RIDGE TRAIL

Windermere, FL

Courtesy of LPT REALTY, LLC
View 13333 GORGONA ISLE DRIVE Windermere, FL MLS# O6330691
$460,000
3

Beds

2.1

Baths

1,779

Sq.Ft.

13333 GORGONA ISLE DRIVE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 14427 CREST PALM AVENUE Windermere, FL MLS# G5100372
  • New Construction with Virtual Tour
1 of 47
$1,044,990
6

Beds

4.1

Baths

4,571

Sq.Ft.

14427 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
The time to sell is now! THE TIME TO SELL IS NOW!
View 14377 CREST PALM AVENUE Windermere, FL MLS# G5100373
  • New Construction with Virtual Tour
1 of 49
$939,990
4

Beds

2.1

Baths

3,239

Sq.Ft.

14377 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 2107 WESTOVER RESERVE BOULEVARD Windermere, FL MLS# O6333377
$1,080,000
4

Beds

4.0

Baths

4,676

Sq.Ft.

2107 WESTOVER RESERVE BOULEVARD

Windermere, FL

Courtesy of REAL BROKER, LLC
View 9731 CHESTNUT RIDGE DRIVE Windermere, FL MLS# O6336655
$3,400,000
4

Beds

4.0

Baths

4,877

Sq.Ft.

9731 CHESTNUT RIDGE DRIVE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 5036 LATROBE DRIVE Windermere, FL MLS# O6346003
$4,900,000
5

Beds

4.1

Baths

5,548

Sq.Ft.

5036 LATROBE DRIVE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 6139 ANDREOZZI LANE Windermere, FL MLS# O6330995
$650,000
4

Beds

2.0

Baths

2,555

Sq.Ft.

6139 ANDREOZZI LANE

Windermere, FL

Courtesy of THE SIMON SIMAAN GROUP
View 6315 CLEARMEADOW COURT Windermere, FL MLS# O6330497
  • Virtual Tour
1 of 40
OPEN HOUSE: Sunday 1/4 12:00 PM - 4:00 PM
$639,900
3

Beds

2.0

Baths

2,077

Sq.Ft.

6315 CLEARMEADOW COURT

Windermere, FL

Courtesy of CORE REAL ESTATE GROUP
View 11021 HAWKSHEAD COURT Windermere, FL MLS# O6328889
$1,299,000
5

Beds

4.0

Baths

3,557

Sq.Ft.

11021 HAWKSHEAD COURT

Windermere, FL

Courtesy of ALL REAL ESTATE & INVESTMENTS
View 3629 LAKE BUYNAK ROAD Windermere, FL MLS# G5099846
$1,200,000
4

Beds

3.1

Baths

2,618

Sq.Ft.

3629 LAKE BUYNAK ROAD

Windermere, FL

Courtesy of KELLER WILLIAMS ELITE PARTNERS III REALTY
View 8259 MARITIME FLAG STREET 4 Windermere, FL MLS# O6329585
$330,000
3

Beds

2.1

Baths

1,460

Sq.Ft.

8259 MARITIME FLAG STREET 4

Windermere, FL

Courtesy of REAL BROKER, LLC
View 12815 WESTSIDE VILLAGE LOOP Windermere, FL MLS# S5131405
$649,000
3

Beds

2.1

Baths

2,463

Sq.Ft.

12815 WESTSIDE VILLAGE LOOP

Windermere, FL

Courtesy of NUMBER 1 BROKER, LLC
View 11520 VIA LUCERNA CIRCLE Windermere, FL MLS# O6326550
$599,000
4

Beds

2.0

Baths

2,505

Sq.Ft.

11520 VIA LUCERNA CIRCLE

Windermere, FL

Courtesy of REAL BROKER, LLC
View 11660 DELWICK DRIVE Windermere, FL MLS# O6327464
$795,000
4

Beds

4.1

Baths

3,051

Sq.Ft.

11660 DELWICK DRIVE

Windermere, FL

Courtesy of FATHOM REALTY FL LLC
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 14201 CREST PALM AVENUE Windermere, FL MLS# G5099702
  • New Construction with Virtual Tour
1 of 30
$1,125,970
4

Beds

4.0

Baths

3,100

Sq.Ft.

14201 CREST PALM AVENUE

Windermere, FL

Courtesy of OLYMPUS EXECUTIVE REALTY INC
View 11209 MACAW COURT Windermere, FL MLS# O6326947
  • Virtual Tour
1 of 56
$2,825,000
5

Beds

6.1

Baths

6,105

Sq.Ft.

11209 MACAW COURT

Windermere, FL

Courtesy of CORCORAN PREMIER REALTY
View 7135 HORIZON CIRCLE Windermere, FL MLS# O6327225
$1,449,000
4

Beds

3.1

Baths

3,359

Sq.Ft.

7135 HORIZON CIRCLE

Windermere, FL

Courtesy of THE BOSCH GROUP
View 11096 LEDGEMENT LANE Windermere, FL MLS# O6328218
$939,500
5

Beds

3.2

Baths

3,285

Sq.Ft.

11096 LEDGEMENT LANE

Windermere, FL

Courtesy of CHARLES RUTENBERG REALTY ORLANDO

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

285

Estimated median home price

$1,080,000
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

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K0
$300K - 400K23
$400K - 500K21
$500K - 600K16
$600K - 700K21
$700K - 800K18
$800K - 900K19
$900K - 1M17
$1M - Max150

Homes for Sale by Type in Windermere, FL

Property TypeCount
Single Family227
Townhouse37
Condo8
Commercial1
Rental107
Lots and Land12
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 1/1/2026)

Information deemed reliable but not guaranteed.

Copyright 2026 BeachesMLS, Inc. All rights reserved.

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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 1/2/2026.

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 1/2/2026.

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 1/2/2026.