View 5727 EMERINGTON CRESCENT Orlando, FL MLS# O6335398
$1,675,000
Studio

Beds

0.0

Baths

5727 EMERINGTON CRESCENT

Orlando, FL

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 5626 BAY SIDE DRIVE Orlando, FL MLS# O6408896
  • Virtual Tour
1 of 50
$1,695,000
4

Beds

3.2

Baths

3,433

Sq.Ft.

5626 BAY SIDE DRIVE

Orlando, FL

Courtesy of COLDWELL BANKER REALTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 5719 EMERSON POINTE WAY Orlando, FL MLS# O6397588
$1,799,500
5

Beds

5.1

Baths

5,722

Sq.Ft.

5719 EMERSON POINTE WAY

Orlando, FL

View 11051 HAWKSHEAD COURT Windermere, FL MLS# O6400963
$1,895,000
5

Beds

4.2

Baths

3,728

Sq.Ft.

11051 HAWKSHEAD COURT

Windermere, FL

Courtesy of REAL BROKER, LLC
View 6550 CARTMEL LANE Windermere, FL MLS# O6396111
  • Virtual Tour
1 of 32
$2,190,000
4

Beds

4.1

Baths

4,257

Sq.Ft.

6550 CARTMEL LANE

Windermere, FL

Courtesy of WRA BUSINESS & REAL ESTATE
View 2 CHASE ROAD Windermere, FL MLS# O6345197
  • New Construction
1 of 3
$2,200,000
4

Beds

4.1

Baths

3,889

Sq.Ft.

2 CHASE ROAD

Windermere, FL

View 9226 BAYWAY DRIVE Orlando, FL MLS# O6405499
$2,850,000
6

Beds

5.1

Baths

5,528

Sq.Ft.

9226 BAYWAY DRIVE

Orlando, FL

Courtesy of CINO INTERNATIONAL INC
View 5073 LATROBE DR Windermere, FL MLS# O6414325
  • Recently Listed
1 of 34
$2,999,000
4

Beds

4.2

Baths

4,706

Sq.Ft.

5073 LATROBE DR

Windermere, FL

Courtesy of ISLEWORTH REALTY 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 5145 LATROBE DRIVE Windermere, FL MLS# O6382287
$3,299,000
4

Beds

4.1

Baths

4,512

Sq.Ft.

5145 LATROBE DRIVE

Windermere, FL

Courtesy of SOUTHERN REALTY GROUP LLC
View 5001 LATROBE DRIVE Windermere, FL MLS# O6389183
$3,299,999
5

Beds

4.1

Baths

4,417

Sq.Ft.

5001 LATROBE DRIVE

Windermere, FL

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 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 4812 ALEXANDRA GARDEN COURT Windermere, FL MLS# O6339134
$3,699,000
3

Beds

3.2

Baths

4,262

Sq.Ft.

4812 ALEXANDRA GARDEN COURT

Windermere, FL

Courtesy of STOCKWORTH REALTY GROUP
View 9648 MCCORMICK PLACE Windermere, FL MLS# O6346918
$3,800,000
3

Beds

3.1

Baths

4,751

Sq.Ft.

9648 MCCORMICK PLACE

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 5151 LATROBE DR Windermere, FL MLS# O6392380
  • Virtual Tour
1 of 57
$3,900,000
4

Beds

4.1

Baths

5,301

Sq.Ft.

5151 LATROBE DR

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 4806 ALEXANDRA GARDEN CT Windermere, FL MLS# O6408804
$4,200,000
5

Beds

5.2

Baths

5,695

Sq.Ft.

4806 ALEXANDRA GARDEN CT

Windermere, FL

Courtesy of ISLEWORTH REALTY LLC
View 4906 AVIVA GARDEN COURT Windermere, FL MLS# O6400218
$4,390,000
3

Beds

4.1

Baths

6,236

Sq.Ft.

4906 AVIVA GARDEN COURT

Windermere, FL

View 9144 ISLEWORTH GARDENS DRIVE Windermere, FL MLS# O6397842
$4,450,000
3

Beds

3.2

Baths

5,004

Sq.Ft.

9144 ISLEWORTH GARDENS DRIVE

Windermere, FL

Courtesy of MEGAN DOWDY REALTY, LLC

About Isleworth

Listings in Isleworth, Windermere, FL

54

Estimated median home price

$2,525,000
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 - 700K3
$700K - 800K2
$800K - 900K3
$900K - 1M5
$1M - Max37

Homes for Sale by Type in Isleworth, Windermere, FL

Property TypeCount
Single Family50
Townhouse0
Condo0
Commercial0
Rental10
Lots and Land4
Condo/Town/CoOp0
CoOp0
Multi Family0
Mobile Home0
Farms0

(Data as of 6/25/2026)

Information deemed reliable but not guaranteed.

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 6/25/2026.