17 Contentment Island Road, Darien, CT 06820
Local realty services provided by:CENTURY 21 Classic Homes
17 Contentment Island Road,Darien, CT 06820
$9,420,000
- 6 Beds
- 5 Baths
- - sq. ft.
- Single family
- Sold
Listed by: douglas milne(203) 667-0344
Office: houlihan lawrence(203) 655-8238
MLS#:24115997
Source:CT
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Price summary
- Price:$9,420,000
- Monthly HOA dues:$378.25
About this home
Introducing one of Tokeneke's most iconic waterfront estates-available for the first time in 50 years. This rare and storied compound is set on 2.4 acres of exquisitely landscaped grounds with 180 feet of private shoreline along Long Island Sound. It offers an unrivaled blend of historic charm, timeless elegance, and breathtaking coastal beauty. A sweeping two-story paneled foyer leads to a gracious formal living and dining rooms with soaring ceilings, fireplaces, and uninterrupted views of the water. Sunlight pours into the sophisticated sunroom-an ideal setting for quiet mornings or refined entertaining. The expansive kitchen and breakfast area open seamlessly to a family room with a granite fireplace, while a discreet back stairway leads to a stunning double-height billiards room with vaulted, beamed ceilings. The second floor is anchored by a grand primary suite with an oversized waterfront balcony, offering a private vantage point for sunsets over the Sound. Two additional bedrooms complete this level, with three more on the top floor to accommodate family or guests in style. A separate three-car garage includes a fully finished upper level with a full bath-ideal for a guest suite, gym, or private office. This exceptional estate embodies the quiet prestige of a bygone era, offering privacy, beauty, and unparalleled access to the water-all in the heart of Darien's most coveted private enclave. A once-in-a-generation opportunity to own a true coastal masterpiece....
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Home facts
- Year built:1909
- Listing ID #:24115997
- Added:234 day(s) ago
- Updated:April 25, 2026 at 06:35 AM
Rooms and interior
- Bedrooms:6
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Rooms Total:12
- Kitchen Description:Dishwasher, Gas Cooktop, Gas Range, Oven/Range, Range Hood, Refrigerator
- Basement Description:Concrete Floor, Interior Access, Partial, Partial With Hatchway, Unfinished
Heating and cooling
- Cooling:Window Unit
- Heating:Hot Water
Structure and exterior
- Roof:Slate
- Year built:1909
- Lot Features:Lightly Wooded, Water View
- Architectural Style:Colonial
- Construction Materials:Stone
- Exterior Features:Balcony, French Doors, Garden Area, Guest House, Patio, Underground Sprinkler
Schools
- High school:Per Board of Ed
- Middle school:Middlesex
- Elementary school:Tokeneke
Utilities
- Water:Public Water Connected
Finances and disclosures
- Price:$9,420,000
- Tax amount:$109,003 (July 2025-June 2026)
Features and amenities
- Appliances:Dishwasher, Electric Dryer, Gas Cooktop, Gas Range, Oven/Range, Range Hood, Refrigerator, Washer
- Amenities:Auto Garage Door Opener, Security System
Parking
- Total parking spaces:6
- Parking description:Detached Garage, Driveway, Paved
- Garage:Yes
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