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USAFLWindermereIsleworth9725 Chestnut Ridge Dr
Listing image | Image 1

9725 Chestnut Ridge Dr, Windermere, FL

House

For Sale

Listed price in listed location currency (USD).
$5,975,000

773

MLS® O6370294

Overview

Key Facts

Type Single Family Residence
Levels Residential
Size 8000 sqft
Garage Yes
Taxes $29,046
Days Active 250
Lot Size 0.56 Acres
Approx. Age 1999
Avg. Price Per Sqft $746
MLS® Number O6370294

Property Address: 9725 Chestnut Ridge Dr, WINDERMERE, FL, 34786-8945

Average square foot calculated using Size range provided by listing agent.

Description

Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8, 000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed. The kitchen is a statement of both form and performance; finished with Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, a steam oven, and a discreet hidden pantry designed for seamless entertaining. Dual dishwashers and two laundry areas support effortless daily living behind the scenes. Designed for both privacy and flexibility, the home features six bedrooms, a dedicated office, a bonus room with a closet suitable as an additional bedroom, and an elevator for ease across levels. Bathrooms are equally considered, with five full and 2 half baths, all executed with a calm, modern sensibility. Outdoors, the residence enjoys full privacy and tranquil pond views, complemented by a gas-heated pool and jacuzzi, and summer kitchen; a serene backdrop for both quiet mornings and refined gatherings. Mechanically, the home has been comprehensively updated with four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors, ensuring modern efficiency beneath the elegance. It is a residence restored with intention, where discretion, craftsmanship, and comfort converge. Some photos have been virtually staged. Private showings are easily accommodated, including same-day requests.
MLS® NumberO6370294
Laundry Level
Central VacNo
FireplaceYes
Acreage
Exterior
GarageYes
Approx. Age1999
Basement
DrivewayDriveway, Garage Faces Side
Garage Spaces
HeatCentral
A/CCentral Air, Zoned

Extras

Rooms

Change to metres

Other:First FloorNot available
Living Room:First Floor20 × 13 ft
Family Room:First Floor21 × 21 ft
Kitchen:First Floor20 × 16 ft
Dining Room:First Floor20 × 15 ft

Price History

Last Sold Price

----

Appreciation

--

Avg. Days Listed

13 days

Today, For Sale for $5,975,000

For Sale · 250 days

$5,975,000

MLS® O6370294

8 months ago

Not Sold Yet

August 2026, For Rent for $29,000

For Rent · 13 days

$29,000

MLS® O6436860

14 days ago

Not Leased Yet

January 2026, For Sale for $5,975,000

For Sale · 250 days

$5,975,000

MLS® O6370294

8 months ago

Not Sold Yet

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