9743 Chestnut Ridge Drive Windermere, FL 34786
Listing Courtesy of: MLS LogoSTELLAR / Isleworth Realty LLC - Contact:  407-909-9000

  9743 Chestnut Ridge Drive Windermere, FL 34786

Pending (7 Days)
$3,250,000
5
BED
7
BATH
6,328
SQFT

Description

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.

MLS #:
O6314871
Taxes
$22,676(2024)
Lot Size
1.15 acres
Type
Single-Family Home
Year Built
1987
Views
Pool
County
Orange County

Listed By

Carey Sheffield, Isleworth Realty LLC, Contact: 407-909-9000
Source
STELLAR
Last checked Jun 12 2025 at 5:50 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 6
  • Half Bathroom: 1
Interior Features
  • Built-In Features
  • Ceiling Fans(s)
  • High Ceilings
  • Primary Bedroom Main Floor
  • Vaulted Ceiling(s)
  • Walk-In Closet(s)
  • Wet Bar
  • Appliances: Bar Fridge
  • Appliances: Built-In Oven
  • Appliances: Dishwasher
  • Appliances: Disposal
  • Appliances: Dryer
  • Appliances: Freezer
  • Appliances: Microwave
  • Appliances: Refrigerator
  • Appliances: Washer
  • Appliances: Wine Refrigerator
Subdivision
  • Isleworth
Lot Information
  • Landscaped
  • Oversized Lot
Property Features
  • Fireplace: Family Room
  • Fireplace: Primary Bedroom
  • Foundation: Slab
Heating and Cooling
  • Central
  • Electric
  • Central Air
Pool Information
  • In Ground
Homeowners Association Information
  • Dues: $3129/Quarterly
Flooring
  • Tile
  • Wood
Exterior Features
  • Concrete
  • Roof: Tile
Utility Information
  • Utilities: Bb/Hs Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Water Source: Public
  • Sewer: Septic Tank
School Information
  • Elementary School: Windermere Elem
  • Middle School: Chain of Lakes Middle
  • High School: Olympia High
Parking
  • Garage Faces Side
Living Area
  • 6,328 sqft
Additional Information: Isleworth Realty LLC | 407-909-9000
Location
   
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Disclaimer: Listings Courtesy of “My Florida Regional MLS DBA Stellar MLS © 2025. IDX information is provided exclusively for consumers personal, non-commercial use and may not be used for any other purpose other than to identify properties consumers may be interested in purchasing. All information provided is deemed reliable but is not guaranteed and should be independently verified. Last Updated: 6/11/25 22:50