Does the search include only detached houses?

No. It includes matching property types with at least one listed bedroom. Condos and townhomes can appear alongside detached homes. Review each listing's property type and ownership arrangements.

Does the budget establish the home's specification or services?

No. Review the actual floor plan, construction, condition and purchase documents. Asking price alone does not establish completion status, maintenance coverage, club privileges or the rights attached to the property.

What should you compare beyond the purchase price?

Request information about recurring association charges, property upkeep and work you would want to complete. Build a property-specific comparison so a lower asking price does not obscure a different set of ongoing commitments.

What happens if there are no matching homes?

The page keeps its stated area and filters. It does not expand the search automatically. You can choose another budget or explore the wider Isleworth guide.

Illustrative estate-home streetscape with mature oak trees, landscaped lawns and spacious homes set back from a gently curving road.

Isleworth Homes for Sale Under $7.5M

Browse homes asking less than $7.5M in Isleworth. Compare current listings, layouts, settings and ownership responsibilities within the mapped area.

Browse homes under $7.5M in Isleworth

19 listings

155 days on market
$2,800,000Price reduced by $199,000 on Aug 20, 2026
5073 Latrobe DrWindermere, FL, 34786
- 4 beds
- 6 baths
- 4,706 sqft
265 days on market
$2,899,000Price reduced by $50,000 on Oct 28, 2026
5145 Latrobe DriveWindermere, FL, 34786
- 4 beds
- 6 baths
- 4,512 sqft
64 days on market
$3,189,000
5050 Isleworth Country Club DriveWindermere, FL, 34786
- 4 beds
- 5 baths
- 3,365 sqft
471 days on market
$3,200,000
4819 Alexandra Garden CourtWindermere, FL, 34786
- 4 beds
- 5 baths
- 3,745 sqft
44 days on market
$3,250,000
6126 Payne Stewart DriveWindermere, FL, 34786
- 3 beds
- 4 baths
- 2,848 sqft
94 days on market
$3,500,000
5524 Worsham CourtWindermere, FL, 34786
- 4 beds
- 6 baths
- 7,669 sqft
40 days on market
$3,595,000
9310 Isleworth Gardens DriveWindermere, FL, 34786
- 3 beds
- 5 baths
- 4,333 sqft
100 days on market
$3,600,000
5237 Isleworth Country Club DriveWindermere, FL, 34786
- 5 beds
- 5 baths
- 5,972 sqft
232 days on market
$3,800,000Price reduced by $100,000 on Sep 17, 2026
5151 Latrobe DrWindermere, FL, 34786
- 4 beds
- 5 baths
- 5,301 sqft
46 days on market
$4,395,000
5186 Vardon DriveWindermere, FL, 34786
- 6 beds
- 6 baths
- 4,739 sqft
196 days on market
$4,999,500Price reduced by $500,500 on Aug 14, 2026
5138 Fairway Oaks DrWindermere, FL, 34786
- 4 beds
- 5 baths
- 4,330 sqft
164 days on market
$5,300,000
5199 Latrobe DrWindermere, FL, 34786
- 6 beds
- 7 baths
- 4,665 sqft
Browse all listings19 listings

View all matching homes

What this search includes

Homes asking below $7,500,000, ordered from lowest to highest. The price ceiling excludes that boundary value.

This selection uses the mapped Isleworth area from our main guide rather than extending to the wider Windermere market. Matching properties have at least one listed bedroom and can include different property types.

Explore all Isleworth homes for sale.

Assess the home and ownership package together

Compare the usable layout, construction and documented improvements alongside the setting and private outdoor space. Establish the condition and completion status of the actual offering. A budget ceiling does not guarantee a particular specification, maintenance arrangement or set of services.

Four checks for your Isleworth shortlist

Usable rooms and storage
Check room dimensions, bedroom placement and storage against the way you plan to live.
Parking and daily routes
Check parking arrangements and test journeys from the exact address to your regular destinations.
Condition and upkeep
Review the property's condition and distinguish essential work from changes you would simply prefer.
Ownership commitments
Request the association information and compare recurring charges and maintenance responsibilities.

Review the work and responsibilities you would take on

Request records for completed improvements and identify work that is planned, optional or excluded from the sale. Compare the condition of major systems and equipment with the spaces you expect to use. Keep recurring services, private upkeep and any separate club arrangements visible alongside the asking price.

Understand Isleworth ownership responsibilities

Request current association charges, service coverage and applicable assessment information alongside the home's condition and maintenance records. Review documented improvements and the upkeep of grounds, equipment and waterfront structures where present. Establish club membership and any water-access rights separately from ownership of the house.

Compare the Isleworth house, grounds and outlook

Review the usable layout, outdoor areas and upkeep access alongside the particular lot and outlook. A golf-course or lake setting does not establish the same rights for every property. Assess frontage and any dock arrangements for the actual home, and keep private-club privileges separate from the residential purchase.

Explore the Isleworth area guide.

Isleworth: wider asking-price context

All prices, property types and bedroom counts in the mapped area. These asking-price figures describe the wider market, not this price selection.

For sale now: 22
Median asking price: $5,149,750

Questions about this Isleworth search

Questions when comparing your shortlist

Gaby Sadler

Property Specialist, Serhant

Compare Isleworth homes with Gaby

Tell me your priorities and your budget under $7.5M. I can arrange viewings and help you compare layouts, locations and ownership details across your Isleworth shortlist.

+1 (407) 490-0475 realty@thetopvillas.com

Explore Isleworth homes by bedroom count

View all Isleworth homes for sale.

Continue your Isleworth search

Explore the other asking-price searches.