9743 Chestnut Ridge Drive, Windermere, FL 34786

$3,250,000
5
BD
7
BA
6,328
SqFt

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Sold Price
$3,250,000
List Price
$3,250,000
Status
Sold
Days on Market
6
Closing Date
Sep 26, 2025
MLS#
O6314871
Property Style
Single Family
Year Built
1987
Bedrooms
5
Bathrooms
7
Baths Half
1
Living Area
6,328
Lot Size
49,984
Acres
1.15
Total Acreage
1 to less than 2
Legal Subdivision Name
Isleworth
MLS Area Major
Windermere

Property 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.

Additional Information

Taxes
$22676
Minimum Lease
8-12 Months
HOA Fee
$3,129
HOA Payment Schedule
Quarterly
Location
Landscaped, Oversized Lot
Community Features
No Deed Restriction
Property Description
Two Story
Zoning
P-D
Interior Layout
Built-in Features, Ceiling Fans(s), High Ceilings, Primary Bedroom Main Floor, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
Interior Features
Built-in Features, Ceiling Fans(s), High Ceilings, Primary Bedroom Main Floor, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
Floor
Tile, Wood
Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected
Heating
Central, Electric
Air Conditioning
Central Air
Fireplace Description
Family Room, Primary Bedroom
Exterior Construction
Concrete
Exterior Features
Awning(s), Lighting
Roof
Tile
Foundation
Slab
Pool
Private
Pool Type
In Ground
Garage Carport
4 Car Garage
Garage Spaces
4
Garage Features
Garage Faces Side
Elementary School
Windermere Elem
Middle School
Chain Of Lakes Middle
High School
Olympia High
Water Name
Lake Butler Chain Of Lakes
Water Access
Lake - Chain of Lakes
Pets
Allowed
Flood Zone Code
X
Parcel ID
16-23-28-3899-00-080
Legal Description
ISLEWORTH 16/118 LOT 8

Listing courtesy of ISLEWORTH REALTY LLC. 407-909-9000

Selling Office: STOCKWORTH REALTY GROUP.

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