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MLS 24168537 For Sale Price Reduced Open House Updated June 9, 2026
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16 East Trail

Darien, Connecticut 06820

$8,495,000
On market 47 days
16 East Trail
1 / 40

About This Property

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.

Property Details

Interior

Heat
Hot Air — Electric,Oil
Cooling
Central Air
Fireplaces
5
Basement
Full,Partially Finished,Full With Walk-Out
In-Law Apartment
Possible
Interior Features
Auto Garage Door Opener Security System

Exterior & Lot

Roof
Wood Shingle
Construction
Construction
Pool
Gunite,Heated,Salt Water,In Ground Pool
Waterfront
Walk to Water,Beach Rights
Exterior Features
Terrace Lighting Guest House Patio Grill Fruit Trees Garden Area Stone Wall Underground Sprinkler
Lot Description
Professionally Landscaped
Garage & Parking
Detached Garage

Utilities & Systems

Water Source
Public Water Connected
Sewer
Septic

Community & Schools

Elementary
Tokeneke
Middle
Middlesex
High
Darien
Neighborhood
Tokeneke
HOA Fee Includes
Security Service Snow Removal Road Maintenance

Appliances

Included
Oven/Range Wall Oven Range Hood Refrigerator Dishwasher Washer Dryer

16 East Trail

Darien , Connecticut 06820

$8,495,000

Was $8,995,000 Reduced

On market 47 days

Beds
9
Baths
10
SqFt
8,188
Type
Single Family
County Fairfield
Garage 3
Rooms -
Lot Size 2.89 Acres
Property Tax $61,105
Assessed Value $3,947,370
Year Built 1908
Style Colonial
Zoning R-1
HOA Fee $2,200 / Annually

Payment Estimate

30-year fixed. Includes taxes and HOA dues; estimates only.

Estimated Monthly Payment
Open the full mortgage calculator →

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: CPCT82.

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