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9725 CHESTNUT RIDGE DRIVE

House For Sale
$6,000,000

BTC: 95.23809524

ETH: 3,436.42611684

-$950K (2026/05/02)
153 days
Waterfront
7 bds
5 ba
8,000 sqft

Overview

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. Private showings are easily accommodated, including same-day requests. Some photos (4 rooms on the second floor) have been virtually staged.

Location

Florida • WINDERMERE • 34786 • House • For Sale • Waterfront

Details

Type:
Residential
Parking:
Driveway / Garage Faces Side
Year Built:
1999
Lot:
0.56 Acres
Heating:
Central
Price/sqft:
$750
Cooling:
Central Air / Zoned
HOA:
$3,129

Highlights

Annual tax
$29,046
2024
HOA
$3,129/qtr
24-Hour Guard, Community Pool, Maintenance Grounds
Pool
Heated
View
Garden, Pool
Waterfront
Waterfront, Pond
Garage
3 car garage
Pets
Allowed
All facts and features

  • Flooring

    • Porcelain Tile

    • Travertine

    • Hardwood

    Heating

    • Central

    Cooling

    • Central Air

    • Zoned

    Appliances

    • Bar Fridge

    • Built-In Oven

    • Dishwasher

    • Disposal

    • Dryer

    • Exhaust Fan

    • Freezer

    • Ice Maker

    • Microwave

    • Range

    • Range Hood

    • Refrigerator

    • Washer

    Other interior features

    • Built-in Features

    • Ceiling Fan(s)

    • Elevator

    • High Ceilings

    • Kitchen/Family Room Combo

    • Living Room/Dining Room Combo

    • Open Floorplan

    • Primary Bedroom Main Floor

    • Skylight(s)

    • Split Bedroom

    • Stone Counters

    • Thermostat

    • Walk-In Closet(s)

    • Wet Bar

    Bedrooms and bathrooms

    • Bedrooms: 7

    • Bathrooms: 2

    • Full bathrooms: 5

  • Parking

    • Driveway

    • Garage Faces Side

    Property

    • Levels: Three Or More

    • Pool Private: Yes

    • Exterior Features: Fire Pit / French Doors / Outdoor Kitchen

    Lot

    • Lot: 0.56 Acres

    Other Property Information

    • Parcel Number: 162328389900060

    • Zoning: P-D

  • Type and style

    • Property Type: Residential

    • Property Sub Type: Single Family Residence

  • Utility

    • Electricity Connected

    • Water Connected

  • Other financial information

    • HOA: $3,129

    • HOA Frequency: Quarterly

    • Annual tax amount: $29,046

  • Source details

    • MLS ID: O6370294

    Other facts

    • Construction Materials: Block / Stucco

    • Foundation Details: Slab

    • Fireplace Features: Gas / Living Room / Master Bedroom

    • Laundry Features: Laundry Room

    • Lot Features: Landscaped / Near Golf Course

    • Patio And Porch Features: Covered / Enclosed / Rear Porch / Screened

    • Pool Features: Heated / In Ground / Indoor / Lap / Outside Bath Access / Screen Enclosure / Tile

    • Window Features: ENERGY STAR Qualified Windows

    • Direction Faces: West

    • Waterfront: Yes

    • Fireplace: Yes

    • Garage Spaces: 3

    • Attached Garage: Yes

    • Garage: Yes

    • Living Area: 8000

    • Water Source: Public

    • Subdivision Name: ISLEWORTH

Private inquiry
Talk to the advisor on this listing.
Floor plans, HOA docs, off-market comparables, scheduling a private showing — one message, direct to the local specialist.

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Market around this address

Live counts in the same area.
View all
This zip
34786
253
median $1.2M
Active
Same city
WINDERMERE
252
median $1.2M
Active
Same type
House
205
median $1.5M
Active
Similar price
$4.2M – $7.8M
20
median $5.2M
Active

The multiple listing information is provided by the Stellar MLS from a copyrighted compilation of listings. The compilation of listings and each individual listing are ©2026-present Stellar MLS. All Rights Reserved. The information provided is for consumers' personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Listing courtesy of: DOUGLAS ELLIMAN