IDX

Listed by Dianna Desboyaux · Courtesy of DOUGLAS ELLIMAN · Agent MLS ID# MFR261214133 · Deemed reliable but not guaranteed. · Listing updated: Sep 22, 2026 · 7:52 PM

9725 CHESTNUT RIDGE DR

Windermere, Orange, FL, 34786

Active

$5,975,000

$747/sqft

7Beds
7Baths
8,000Sq Ft
1999Built
263Days on Market

About this home

Virtually Staged. 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.

Facts & Features

MFRO6370294
$5,975,000
Active
7
7
5
2
8,000 sqft
0.5600
1999
Residential
Single Family Residence
N/A

Community Information

9725 CHESTNUT RIDGE DR
Isleworth
Windermere
Orange
FL
34786
No

Amenities

Clubhouse, Pool, Tennis Court(s), Golf Course, Fitness Center, Recreation Facilities, Pickleball Court(s), Gated, Park, Racquetball, Spa/Hot Tub, Maintenance, Security, Playground, Sauna, Storage, Elevators
N/A
No
Yes
Yes

Interior

Ceiling Fans(s), High Ceilings, Open Floorplan, Split Bedroom, Walk-In Closet(s), Living Room/Dining Room Combo, Kitchen/Family Room Combo, Stone Counters, Thermostat, Elevator, Built-in Features, Primary Bedroom Main Floor, Wet Bar
Central
Central Air, Zoned
Tile, Wood, Travertine
Living Room, Gas, Primary Bedroom
2
Built-In Oven, Dishwasher, Disposal, Dryer, Ice Maker, Microwave, Refrigerator, Washer, Freezer, Range, Range Hood, Exhaust Fan, Bar Fridge

Exterior

Outdoor Kitchen, Fire Pit
Block, Stucco
Slab
Tile
N/A
Landscaped, Paved, Near Golf Course

School Information

Windermere Elem
Chain Of Lakes Middle
Olympia High

Additional Information

January 2, 2026
263
P-D
West
No

Mortgage Calculator

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This calculator provides estimates for informational purposes only and is not a loan offer, pre-approval, or commitment to lend. Actual rates, payments, and loan terms vary by lender and are subject to credit approval, income/asset verification, and market conditions. Property tax and homeowners insurance shown are estimates and may differ. PMI applies when the down payment is under 20%. For an official Loan Estimate, contact a licensed mortgage lender. DOUGLAS ELLIMAN is a licensed real estate brokerage, not a mortgage lender. Equal Housing Opportunity.

263 days on market

Listing updated: Sep 22, 2026 · 7:52 PM

Listed by: Dianna Desboyaux · 407-920-4601—DOUGLAS ELLIMAN · 561-655-8600

Updated from Real Estate Market Data

Location

Ahmed ElbatrawyAhmed ElbatrawyEmpire Network Realty

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