16 East Trail, Darien, CT 06820
Fairfield County
Key Facts
Description
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 Information
Property Type
Residential
Sub-Type
Single Family Residence
Style
Colonial
Year Built
1908
Living Area
8,188 sq ft
Lot Size
2.89 acres
Garage Spaces
3
Zoning
R-1
Days on Market
92
MLS® Listing#
24168537
Property Features
Interior
Exterior
Appliances
Cooling
Heating
Basement
Pool
Parking
Laundry
Patio
Construction
Foundation
Roof
Security
Other Structures
Sewer
Water Source
Rooms
- Bedroom15 x 19Upper
Schools
- Elementary:
- Tokeneke
- Middle:
- Middlesex
- High:
- Darien
Financial Details
HOA
$2,200 / Annually
Annual Taxes
$61,105
Parcel Number
108948
Directions
Old Farm Rd to East Trail
Affordability Calculator
$1,699,000
Estimated monthly payment
$45,214/mo
Principal $6,796,000 · Est. interest $9,481,025 over 30 yrs
Neighborhood Market Statistics
How this home compares to active listings in Darien, CT
- $1,000,000
- Median Listing Price
- 48
- Median Days on Market
- 3,352
- Median Sq Ft
- $861
- Median Price / Sq Ft
- 31
- Active Listings
- This home’s price is 750% above the area median.
- Its price per sq ft is 21% above the area median.
Market statistics compiled from active EXIT Realty® and MLS listings in Darien, CT.
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EXIT Agents in Darien
Listing Courtesy: Compass Connecticut, LLC - (203) 253-9616
Presented by: Ashley Dineen