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17 Contentment Island Road, Darien, CT 06820

Darien
Local realty services provided by:CENTURY 21 Alliance Realty Group
17 Contentment Island Road,Darien, CT 06820
$9,895,000
  • 6 Beds
  • 5 Baths
  • 7,174 sq. ft.
  • Single family
  • Pending
Listed by: douglas milne(203) 667-0344
Office: houlihan lawrence
MLS#:24115997
Source:CT

Price summary

  • Price:$9,895,000
  • Price per sq. ft.:$1,379.29
  • 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

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Home facts

  • Year built:1909
  • Listing ID #:24115997
  • Added:181 day(s) ago
  • Updated:March 03, 2026 at 02:47 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
  • Living area:7,174 sq. ft.

Heating and cooling

  • Cooling:Window Unit
  • Heating:Hot Water

Structure and exterior

  • Roof:Slate
  • Year built:1909
  • Building area:7,174 sq. ft.
  • Lot area:2.45 Acres
  • 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:$9,895,000
  • Price per sq. ft.:$1,379.29
  • 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
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