16 East Trail

Darien, CT 06820 Directions
$8,995,000
  • 9Bed
  • 7/3Baths
  • 8,188Sqft
  • 2.89Acres
  • $2,200HOA
  • 1908Built

Property Highlights

  • Elementary: Tokeneke
  • Jr. High School: Middlesex
  • High School: Darien
  • Neighborhood: Tokeneke
  • Price/Sqft: $1,099
  • Days on Market: 3
  • MLS: 24168537

Property Highlights

  • Elementary: Tokeneke
  • Jr. High School: Middlesex
  • High School: Darien
  • Neighborhood: Tokeneke
  • Price/Sqft: $1,099
  • Days on Market: 3
  • MLS: 24168537

Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the home's historic integrity while introducing refined, livable spaces. Interiors by acclaimed designer Katie Ridder bring a fresh yet classic sensibility, blending color, texture, and bespoke detail throughout. The main residence offers 7 bedrooms and 6 full...

Property Highlights

  • Elementary: Tokeneke
  • Jr. High School: Middlesex
  • High School: Darien
  • Neighborhood: Tokeneke
  • Price/Sqft: $1,099
  • Days on Market: 3
  • MLS: 24168537

Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the home's historic integrity while introducing refined, livable spaces. Interiors by acclaimed designer Katie Ridder bring a fresh yet classic sensibility, blending color, texture, and bespoke detail throughout. The main residence offers 7 bedrooms and 6 full baths, anchored by five fireplaces that add warmth and character across its gracious living spaces. A classic carriage house offers a fully equipped 2-bedroom, 1-bath guest residence with its own kitchen, providing exceptional flexibility-ideal for extended stays, in-law living, or a private home office retreat. The grounds, designed by renowned landscape architect Janice Parker, are a true highlight-lush, structured, and beautifully layered for year-round interest. An in-ground saltwater pool completes the estate-like setting, creating a private retreat perfect for both entertaining and quiet enjoyment. Rich in history and elevated by a world-class design team, 16 East Trail offers a rare opportunity to own a piece of Darien's architectural legacy-seamlessly tailored for modern living.

Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the home's historic integrity while introducing refined, livable spaces. Interiors by acclaimed designer Katie Ridder bring a fresh yet classic sensibility, blending color, texture, and bespoke detail throughout. The main residence offers 7 bedrooms and 6 full baths, anchored by five fireplaces that add warmth and character across its gracious living spaces. A classic carriage house offers a fully equipped 2-bedroom, 1-bath guest residence with its own kitchen, providing exceptional flexibility-ideal for extended stays, in-law living, or a private home office retreat. The grounds, designed by renowned landscape architect Janice Parker, are a true highlight-lush, structured, and beautifully layered for year-round interest. An in-ground saltwater pool completes the estate-like setting, creating a private retreat perfect for both entertaining and quiet enjoyment. Rich in history and elevated by a world-class design team, 16 East Trail offers a rare opportunity to own a piece of Darien's architectural legacy-seamlessly tailored for modern living.

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  • Additional Information
    • Association Fee / Frequency: $2,200.00 / Annually
    • Attic Description: Partially Finished, Walk-up
    • Average Days On Market: 2
    • Basement Description: Full, Partially Finished, Full With Walk-Out
    • Days On Market: 3
    • Elementary School: Tokeneke
    • Exclusions: See Listing agent for exclusion sheet
    • Garage: Detached Garage
    • Garage Count: 3
    • HOA Fee: $2,200
    • HOA Includes: Security Service, Snow Removal, Road Maintenance
    • Has Pool?: Yes
    • High School: Darien
    • Is Occupied?: Owner
    • Junior High School: Middlesex
    • Living Area SqFt: 8,188
    • Neighborhood: Tokeneke
    • Property Tax: $61,105
    • Sewer: Septic
    • Style: Colonial
    • Tax Amount: $61,105
    • Tax Year: July 2025-June 2026
    • Type: Single Family For Sale
    • Year Built: 1908
    • Year Built Details: Public Records
    • Zoning: R-1
  • Amenities
    • Security System
  • Interior/Exterior Features
    • Air Conditioning: Central Air
    • Appliances Included: Oven/Range, Wall Oven, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
    • Attic: Yes
    • Beds: 9
    • Cooling: Central Air
    • Exterior Features: Terrace,Lighting,Guest House,Patio,Grill,Fruit Trees,Garden Area,Stone Wall,Underground Sprinkler
    • Exterior Siding: Shake, Clapboard
    • Fireplaces: 5
    • Full Baths: 7
    • Furnace Type: Electric, Oil
    • Half Baths: 3
    • Heat: Electric, Oil
    • Heat Fuel: Electric, Oil
    • Hot Water: Tank Size Unknown
    • Laundry Room: Lower Level
    • Pool Description: Gunite, Heated, Salt Water, In Ground Pool
    • Roof: Wood Shingle
    • Rooms: 21
William Pitt / Julia B. Fee Sotheby's International Realty

Darien Brokerage

1057 Post Road
Darien, CT 06820

Listing Courtesy of Ashley Dineen of Compass Connecticut, Llc.

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