View 5050 ISLEWORTH COUNTRY CLUB DRIVE Windermere, FL MLS# O6372348
$3,390,000
4

Beds

4.1

Baths

3,365

Sq.Ft.

5050 ISLEWORTH COUNTRY CLUB DRIVE

Windermere, FL

Courtesy of COMPASS FLORIDA LLC
View 4819 ALEXANDRA GARDEN COURT Windermere, FL MLS# O6330108
$3,200,000
4

Beds

4.1

Baths

3,745

Sq.Ft.

4819 ALEXANDRA GARDEN COURT

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 2 CHASE ROAD Windermere, FL MLS# O6345197
  • New Construction
1 of 3
$3,200,000
4

Beds

4.1

Baths

3,889

Sq.Ft.

2 CHASE ROAD

Windermere, FL

Courtesy of REAL BROKER, LLC
The time to sell is now! THE TIME TO SELL IS NOW!
View 9111 MID PINES COURT Orlando, FL MLS# O6377235
  • Virtual Tour
1 of 67
$2,350,000
5

Beds

4.1

Baths

5,315

Sq.Ft.

9111 MID PINES COURT

Orlando, FL

Courtesy of THE AGENCY FL
View 606 E 6TH AVENUE Windermere, FL MLS# O6390327
  • Virtual Tour
1 of 42
$2,350,000
4

Beds

4.1

Baths

4,471

Sq.Ft.

606 E 6TH AVENUE

Windermere, FL

Courtesy of ELITE GLOBAL REAL ESTATE LLC
View 6550 CARTMEL LANE Windermere, FL MLS# O6396111
  • Virtual Tour
1 of 32
$2,300,000
4

Beds

4.1

Baths

4,257

Sq.Ft.

6550 CARTMEL LANE

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 5719 EMERSON POINTE WAY Orlando, FL MLS# O6397588
  • Recently Listed with Virtual Tour
1 of 50
$1,999,500
6

Beds

5.1

Baths

5,722

Sq.Ft.

5719 EMERSON POINTE WAY

Orlando, FL

Courtesy of PREMIER PROPERTIES LLC
View 5727 EMERINGTON CRESCENT Orlando, FL MLS# O6335398
$1,889,000
Studio

Beds

0.0

Baths

5727 EMERINGTON CRESCENT

Orlando, FL

Courtesy of PROPERTY INVESTMENT BROKERS
View 5509 EMERSON POINTE WAY Orlando, FL MLS# O6369643
$1,690,000
6

Beds

5.0

Baths

4,296

Sq.Ft.

5509 EMERSON POINTE WAY

Orlando, FL

Courtesy of CROWN REALTY INT-L LLC
View 6443 CARTMEL LANE Windermere, FL MLS# O6179128
  • Virtual Tour
1 of 31
$1,475,000
4

Beds

4.1

Baths

4,257

Sq.Ft.

6443 CARTMEL LANE

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 11044 HAWKSHEAD COURT Windermere, FL MLS# O6388401
$1,359,999
5

Beds

4.1

Baths

4,257

Sq.Ft.

11044 HAWKSHEAD COURT

Windermere, FL

Courtesy of MAY HO REALTY
View 6533 CARTMEL LANE Windermere, FL MLS# O6381498
  • Virtual Tour
1 of 37
$1,298,000
4

Beds

3.1

Baths

3,751

Sq.Ft.

6533 CARTMEL LANE

Windermere, FL

Courtesy of THE AGENCY FL
View 109 E 12TH AVENUE Windermere, FL MLS# O6394569
  • Recently Listed with Virtual Tour
1 of 41
OPEN HOUSE: Wednesday 4/29 11:30 AM - 1:30 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 10915 Ledgement Lane Windermere, FL MLS# 1220217
$1,037,000
4

Beds

3.1

Baths

2,818

Sq.Ft.

10915 Ledgement Lane

Windermere, FL

View 10915 LEDGEMENT LANE Windermere, FL MLS# V4946025
$1,037,000
4

Beds

3.1

Baths

2,818

Sq.Ft.

10915 LEDGEMENT LANE

Windermere, FL

Courtesy of RE/MAX ADVANTAGE
View 11208 LEDGEMENT LANE Windermere, FL MLS# O6325096
  • Virtual Tour
1 of 37
OPEN HOUSE: Saturday 5/2 12:00 PM - 3:00 PM
$1,000,000
5

Beds

3.1

Baths

2,788

Sq.Ft.

11208 LEDGEMENT LANE

Windermere, FL

Courtesy of REVEL REALTY LLC
View 9144 GALLEON COURT Orlando, FL MLS# O6398099
  • Recently Listed with Virtual Tour
1 of 73
$999,000
4

Beds

2.1

Baths

2,556

Sq.Ft.

9144 GALLEON COURT

Orlando, FL

Courtesy of BAY STREET GROUP FLORIDA LLC
View 11162 LEDGEMENT LANE Windermere, FL MLS# O6346461
$995,000
4

Beds

3.1

Baths

3,248

Sq.Ft.

11162 LEDGEMENT LANE

Windermere, FL

Courtesy of INFINITY REALTY GROUP LLC
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

About Isleworth

Listings in Isleworth, Windermere, FL

56

Estimated median home price

$1,944,250
Isleworth, Windermere Real Estate

Search Isleworth, Florida Real Estate Listings & New Homes for Sale in Isleworth, FL. Find Isleworth Houses, Townhouses, Condos, & Properties for Sale at Weichert.com

Homes for Sale by Price in Isleworth, Windermere, FL

PriceCount
$0 - 100K0
$100K - 200K0
$200K - 300K0
$300K - 400K0
$400K - 500K0
$500K - 600K4
$600K - 700K2
$700K - 800K3
$800K - 900K4
$900K - 1M7
$1M - Max36

Homes for Sale by Type in Isleworth, Windermere, FL

Property TypeCount
Single Family52
Townhouse0
Condo0
Commercial0
Rental9
Lots and Land4
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 4/26/2026)

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 4/28/2026.

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 4/28/2026.