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.
|
DAYS ON MARKET
|
14
|
LAST UPDATED
|
4/21/2026
|
|
YEAR BUILT
|
1908
|
GARAGE SPACES
|
3.0
|
|
COUNTY
|
Fairfield
|
STATUS
|
Active
|
|
PROPERTY TYPE(S)
|
Single Family
|
|
|
| Elementary School |
Tokeneke |
| Jr. High School |
Middlesex |
| High School |
Darien |
| AIR |
Central Air |
| AIR CONDITIONING |
Yes |
| AMENITIES |
Security , Snow Removal |
| APPLIANCES |
Dishwasher, Dryer, Oven, Range, Range Hood, Refrigerator, Washer |
| BASEMENT |
Full, Partially Finished, Walk-Out Access, Yes |
| CONSTRUCTION |
Clapboard, Frame, Shake Siding |
| EXTERIOR |
Barbecue, Garden |
| FIREPLACE |
Yes |
| GARAGE |
Yes |
| HEAT |
Electric, Forced Air, Oil |
| HOA DUES |
2200 |
| INTERIOR |
Entrance Foyer |
| LOT |
2.89 acre(s) |
| PARKING |
Garage Door Opener |
| POOL DESCRIPTION |
Gunite, Heated, Outdoor Pool, Salt Water, In Ground |
| SEWER |
Septic Tank |
| STYLE |
Colonial |
| TAXES |
61105 |
| WATER |
Public |
| WATERFRONT DESCRIPTION |
Beach Access |
| ZONING |
R-1 |
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