9743 Chestnut Ridge Drive, WINDERMERE, FL 34786
Local realty services provided by:Better Homes and Gardens Real Estate Lifestyles Realty



9743 Chestnut Ridge Drive,WINDERMERE, FL 34786
$3,250,000
- 5 Beds
- 7 Baths
- 6,328 sq. ft.
- Single family
- Pending
Listed by:carey sheffield
Office:isleworth realty llc.
MLS#:O6314871
Source:MFRMLS
Price summary
- Price:$3,250,000
- Price per sq. ft.:$453.78
- Monthly HOA dues:$1,043
About this home
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.
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Home facts
- Year built:1987
- Listing Id #:O6314871
- Added:71 day(s) ago
- Updated:August 14, 2025 at 07:33 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:7
- Full bathrooms:6
- Half bathrooms:1
- Living area:6,328 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Central, Electric
Structure and exterior
- Roof:Tile
- Year built:1987
- Building area:6,328 sq. ft.
- Lot area:1.15 Acres
Schools
- High school:Olympia High
- Middle school:Chain of Lakes Middle
- Elementary school:Windermere Elem
Utilities
- Water:Public
- Sewer:Septic Tank
Finances and disclosures
- Price:$3,250,000
- Price per sq. ft.:$453.78
- Tax amount:$22,676 (2024)
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