Price Reduction
Address
16 East Trail, Darien, CT
Price
$ 7,950,000
Property Attributes
  • MLS#24168537
  • TypeSingle Family
  • Listing Status Active
  • CountyFairfield
  • CityDarien
  • NeighborhoodTokeneke
  • Zip06820
  • Style
  • Year Built1908
  • Taxes$ 61105
  • Price$ 7,950,000
  • Bedrooms9
  • Full Bathrooms7
  • Half Bathrooms3
  • Sqr Footage8188
  • Lot Size2.89 Acres
Data Source:
Smart MLS
Property 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.

Elementary School High School
Tokeneke Elementary School Darien High School
Price History
4/20/2026 Listed $8,995,000
5/21/2026 6$8,495,000
9/1/2026 6$7,950,000

General Features

Zoning R-1
Neighborhood Tokeneke
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 2.89
Directions Old Farm Rd to East Trail
High School Darien
City Darien
Elementary School Tokeneke
Sq Ft Total 8188
DOM 134
Year Built 1908
Exclusions See Listing agent for exclusion sheet
Style Colonial
Year Built Source Public Records
Pool Description Gunite,Heated,Salt Water,In Ground Pool
Association Fee Includes Security Service,Snow Removal,Road Maintenance

Interior Features

Cooling System Central Air
Total Rooms 21
Basement Description Full,Partially Finished,Full With Walk-Out

Exterior Features

Water Source Public Water Connected
Lot Description Professionally Landscaped

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 06820

Price
AVG $3.89M
$7.95M
Year Built
AVG 1947
1908

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