16 East Trl Darien, CT, 06820

single family home
$ 8,995,000 For Sale Active Apr 20, 2026
  • 9 beds
  • 10 baths
  • 8,188 sq ft
  • 2.89 acres
  • 1908 year built
  • in ground pool
  • 3 cars garage

About the Home

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.

Rooms & Interior

9 bedrooms beds
7 full + 3 half baths
8,188 square feet sq ft

Room Details

  • Bedroom (Upper Level)
  • Living Room (Main Level) Fireplace, Hardwood Floor
  • Sun Room (Main Level)
  • Primary Br Suite (Upper Level) Fireplace, Full Bath, Walk-In Closet
  • Bedroom (Upper Level)
  • Eat In Kitchen (Main Level) Remodeled
  • Study (Main Level) Book Shelves, Built-Ins, Fireplace
  • Bedroom (Other Level) Built-Ins, Full Bath
  • Rec/Play Room (Other Level)
  • Bedroom (Other Level)
  • Formal Dining Room (Main Level) Built-Ins, Fireplace
  • Family Room (Main Level) Book Shelves, Built-Ins, Fireplace, Half Bath
  • Bedroom (Other Level)
  • Bedroom (Upper Level) Full Bath
  • Bedroom (Upper Level)
  • Bedroom (Upper Level)
  • Other Rooms Exercise room, Foyer, Laundry room, Mud room, Solarium

Home Features

Heating

  • Fireplaces: 5
  • Heating: hot air
  • Heat fuel type: electric, oil
  • Fuel tank: above ground

Cooling

  • Central air

Interior Features

  • Auto garage door opener
  • Security system

Appliances

  • Oven/range
  • Wall oven
  • Range hood
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer

Attic

  • Partially finished
  • Walk-up

Basement

  • Full
  • Partially finished
  • Full with walk-out

Laundry

  • Lower level

Exterior Features

  • Terrace
  • Lighting
  • Guest house
  • Patio
  • Grill
  • Fruit trees
  • Garden area
  • Stone wall
  • Underground sprinkler

Property Details

Parking

  • Garage spaces: 3
  • Detached garage

Swimming Pool

  • Gunite
  • Heated
  • Salt water
  • In ground pool

Waterfront

  • Walk to water
  • Beach rights

Lot Details

  • Lot surface: 2.89 acres
  • Professionally landscaped

Utilities

  • Water: public water connected
  • Sewage: septic

HOA Fee

  • $ 2,200 annually

Construction Details

Style
colonial

Construction year
1908

Exterior Siding
shake, clapboard

Foundation
concrete, stone

Roof
wood shingle


Area & Town

This home is located in Tokeneke neighborhood, in the town of Darien.

Finance & Listing Info

Status Active
Listing date April 20, 2026
List price $ 8,995,000
Current price $ 8,995,000
Tax amount $ 61,105
Tax year july 2025-june 2026
MLS ID #24168537
List Agent Ashley Dineen
List Office Compass Connecticut, LLC

16 East Trail Home Photos

Because we love Fairfield County!

© Copyright 1999 - 2026 Dagny's LLC. - 20 Windy Ridge Place Wilton, CT 06897 - Terms & Conditions