Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Registered offenders on the map

Show registered offenders

Registered offenders on the map

Show registered offenders

Safety & registry resources

Review official public-safety information for any area from these government sources:

U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
FBI: state sex-offender registry directory

Isleworth, Windermere, FL Homes for Sale | Realty.com

Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Registered offenders on the map

Show registered offenders

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

21 listings

Homes for Sale in Isleworth, Windermere, FL

Homes for Sale in Isleworth, Windermere, FL

21 Listings

Homes for Sale in Isleworth, Windermere, FL

21 Listings

51Active
$19,500,000
6 bd · 10 ba · 13,494 sqft
5192 Vardon Drive, Windermere, FL
Jill Irwin · IRWIN REALTY GROUP LLC
13Active
$18,750,000
6 bd · 9 ba · 15,337 sqft
5036 Latrobe Drive, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
62Active
$7,200,000
5 bd · 6 ba · 5,993 sqft
5373 Isleworth Country Club Drive, Windermere, FL
Rob Rahter · STOCKWORTH REALTY GROUP
23Active
$3,189,000
4 bd · 5 ba · 3,365 sqft
5050 Isleworth Country Club Drive, Windermere, FL
Toni Cafferty · COMPASS FLORIDA LLC
81Active
$3,500,000
4 bd · 6 ba · 7,669 sqft
5524 Worsham Court, Windermere, FL
Ayoub Aitelhaj · ATLIS REALTY GROUP LLC
65Active
$6,650,000
5 bd · 7 ba · 6,970 sqft
9921 Lake Louise Drive, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
73Active
$6,500,000
5 bd · 7 ba · 5,471 sqft
9316 Gladys Garden Ct, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
Price Reduced98Active
$11,750,000
6 bd · 10 ba · 11,100 sqft
9832 Laurel Valley Drive, Windermere, FL
Nicholas Taylor · REAL BROKER, LLC
Price Reduced34Active
$2,800,000
4 bd · 6 ba · 4,706 sqft
5073 Latrobe Dr, Windermere, FL
Michelle Corbin · ISLEWORTH REALTY LLC
64Active
$5,300,000
6 bd · 7 ba · 4,665 sqft
5199 Latrobe Dr, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
Price Reduced46Active
$6,595,000
5 bd · 6 ba · 7,178 sqft
6462 Deacon Cir, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
Price Reduced51Active
$4,999,500
4 bd · 5 ba · 4,330 sqft
5138 Fairway Oaks Dr, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
Price Reduced33Active
$3,990,000
3 bd · 5 ba · 6,236 sqft
4906 Aviva Garden Court, Windermere, FL
William Campbell · CAMPBELL CUSTOM HOMES INC
Price Reduced63Active
$4,100,000
3 bd · 5 ba · 5,004 sqft
9144 Isleworth Gardens Drive, Windermere, FL
Megan Dowdy · MEGAN DOWDY REALTY, LLC
Price Reduced57Active
$3,800,000
4 bd · 5 ba · 5,301 sqft
5151 Latrobe Dr, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
Price Reduced73Active
$2,999,999
4 bd · 5 ba · 4,512 sqft
5145 Latrobe Drive, Windermere, FL
Teresa Stewart · SOUTHERN REALTY GROUP LLC
Price Reduced84Active
$11,900,000
6 bd · 10 ba · 9,770 sqft
9323 Gladys Garden Court, Windermere, FL
Steve Healy · CORCORAN PREMIER REALTY
Price Reduced70Active
$7,250,000
5 bd · 7 ba · 7,099 sqft
5074 Isleworth Country Club Drive, Windermere, FL
Armaan Memarpouri · MEM REALTY GROUP
Price Reduced54Active
$5,975,000
7 bd · 7 ba · 8,000 sqft
9725 Chestnut Ridge Drive, Windermere, FL
Dianna Desboyaux · DOUGLAS ELLIMAN
66Active
$3,699,000
3 bd · 5 ba · 4,262 sqft
4812 Alexandra Garden Court, Windermere, FL
Rob Rahter · STOCKWORTH REALTY GROUP
44Active
$3,200,000
4 bd · 5 ba · 3,745 sqft
4819 Alexandra Garden Court, Windermere, FL
Michelle Corbin · ISLEWORTH REALTY LLC

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.PrivacyTermsCalifornia Privacy RightsAccessibilityLicensing

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.