Homes for sale - 9725 CHESTNUT RIDGE DR, Windermere, FL 34786

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Ryan Ditmar

ryan@lineagere.com +1(407) 497-4717

$ 6,950,000

Est. payment | -/mo

7 Beds

7 Baths

8,000 SqFt

Save Virtual Tour

$ 6,950,000

Est. payment | -/mo

Save Virtual Tour

7 Beds

7 Baths

8,000 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 8,000 sqft

Price per Sqft $868

Subdivision Isleworth

MLS Listing ID O6370294

Bedrooms 7

Full Baths 5

Half Baths 2

HOA Fees $3,129/qua

HOA Y/N Yes

Annual Recurring Fee 12516.0

Year Built 1999

Annual Tax Amount $29,046

Lot Size 0.560 Acres

Acres 0.56

Property Sub-Type Single Family Residence

Source Stellar MLS

Property Description

Private showings are easily accommodated, including same-day requests.
Newly renovated and fully turnkey, 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.

Location

State FL

County Orange

Community Isleworth

Area 34786 - Windermere

Zoning P-D

Rooms

Other Rooms Den/Library/Office, Family Room, Formal Living Room Separate, Interior In-Law Suite w/Private Entry, Media Room

Interior

Interior Features Built-in Features, Ceiling Fans(s), Elevator, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar

Heating Central

Cooling Central Air, Zoned

Flooring Tile, Travertine, Wood

Fireplaces Type Gas, Living Room, Primary Bedroom

Furnishings Furnished

Fireplace true

Appliance Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer

Laundry Laundry Room

Exterior

Exterior Feature Fire Pit, French Doors, Outdoor Kitchen

Parking Features Driveway, Garage Faces Side

Garage Spaces 3.0

Pool Heated, In Ground, Indoor, Lap, Outside Bath Access, Screen Enclosure, Tile

Community Features Buyer Approval Required, Clubhouse, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, No Truck/RV/Motorcycle Parking, Playground, Pool, Racquetball, Restaurant, Tennis Court(s)

Utilities Available Electricity Connected, Water Connected

Amenities Available Clubhouse, Elevator(s), Fitness Center, Gated, Golf Course, Maintenance, Park, Pickleball Court(s), Playground, Pool, Racquetball, Recreation Facilities, Sauna, Security, Spa/Hot Tub, Storage, Tennis Court(s)

Waterfront Description Pond

View Y/N Yes

Water Access Yes

Water Access Desc Lake - Chain of Lakes,Pond

View Garden, Pool, Water

Roof Type Tile

Porch Covered, Enclosed, Rear Porch, Screened

Attached Garage true

Garage true

Private Pool Yes

Building

Lot Description Landscaped, Near Golf Course, Paved

Story 2

Entry Level Three Or More

Foundation Slab

Lot Size Range 1/2 to less than 1

Sewer Septic Tank

Water Public

Structure Type Block,Stucco

New Construction false

Schools

Elementary Schools Windermere Elem

Middle Schools Chain Of Lakes Middle

High Schools Olympia High

Others

Pets Allowed Yes

HOA Fee Include Guard - 24 Hour,Pool,Maintenance Grounds,Management,Security

Senior Community No

Ownership Fee Simple

Monthly Total Fees $1, 043

Acceptable Financing Cash, Conventional

Membership Fee Required Required

Listing Terms Cash, Conventional

Special Listing Condition None

Virtual Tour https://youtu.be/C3xoT2aYH7o?si=aW5Fx8ZQZmxSgUZA

Listed by Dianna Desboyaux DOUGLAS ELLIMAN

+1(407) 497-4717

ryan@lineagere.com

9209 Reymont Street, Orlando, FL, 32827, United States

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9725 CHESTNUT RIDGE DR Windermere, FL 34786