9743 CHESTNUT RIDGE DRIVE
WINDERMERE, FL, 34786
$3,250,000
5 Beds
6.5 Baths
7,162 SqFt
1.15 Acres
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$3,250,000
9743 CHESTNUT RIDGE DRIVE
WINDERMERE, FL, 34786
Nestled at the end of a quiet cul-de-sac on 1.15 acres within the renowned Isleworth Golf & Country Club, this exceptional residence offers refined luxury, thoughtful design, and exceptional grounds designed for outdoor enjoyment all year round. Featuring five bedrooms, six full bathrooms, and a powder room, the home spans more than 6,300 square feet, with lovely architectural style and beautifully appointed interiors. The stunning great room is a true centerpiece, featuring soaring cathedral ceilings, exposed wood beams, and abundant natural light. Formal living and dining rooms provide ideal spaces for entertaining, while the chef’s kitchen boasts granite countertops, white cabinetry, and high-end Bosch and Sub-Zero appliances. The primary suite is a serene retreat, featuring a luxurious en-suite bath and direct access to the pergola and pool for seamless indoor-outdoor living. Upstairs, a versatile bonus room offers flexible space for a yoga studio, home gym, game room or creative retreat, complemented by a stylish loft office perfect for work-from-home needs. Step outside to discover the expansive backyard complete with modern pool is surrounded by low-maintenance artificial turf, expansive lanai spaces for alfresco dining, and multiple seating areas ideal for gatherings or quiet relaxation—all framed by a vast, fenced yard. This extraordinary home offers both comfort and sophistication in a community renowned for its golf, amenities, and lifestyle. A rare opportunity to live luxuriously in a premier setting.

Property Details

Price:
$3,250,000
MLS #:
O6314871
Status:
Active
Beds:
5
Baths:
6.5
Address:
9743 CHESTNUT RIDGE DRIVE
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ISLEWORTH
Neighborhood:
34786 – Windermere
City:
WINDERMERE
Listed Date:
Jun 4, 2025
State:
FL
Finished Sq Ft:
7,162
Total Sq Ft:
7,162
ZIP:
34786
Lot Size:
49,984 sqft / 1.15 acres (approx)
Year Built:
1987

Schools

Elementary School:
Windermere Elem
Middle School:
Chain of Lakes Middle
High School:
Olympia High

Interior

Appliances
Bar Fridge, Built- In Oven, Dishwasher, Disposal, Dryer, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator
Bathrooms
6 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Tile, Hardwood
Heating
Central, Electric
Laundry Features
Inside, Laundry Room

Exterior

Construction Materials
Concrete
Exterior Features
Awning(s), Irrigation System, Lighting
Parking Features
Garage Faces Side
Roof
Tile

Financial

HOA Fee
$3,129
HOA Frequency
Quarterly
HOA Name
Dan O’Connell
Tax Year
2024
Taxes
$22,676
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9743 CHESTNUT RIDGE DRIVE
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