16 East Trail, Darien, CT 06820

Darien
Local realty services provided by:Better Homes and Gardens Real Estate Gaetano Marra Homes
16 East Trail,Darien, CT 06820
$8,495,000
  • 9 Beds
  • 10 Baths
  • 8,188 sq. ft.
  • Single family
  • Active
Listed by: ashley dineen(203) 253-9616
Office: compass connecticut, llc(203) 423-3100
MLS#:24168537
Source:CT

Price summary

  • Price:$8,495,000
  • Price per sq. ft.:$1,037.49
  • Monthly HOA dues:$183.33

About this 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...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with a BHGRE®  affiliated agent to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a BHGRE®  affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (CENTURY 21® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ). I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1908
  • Listing ID #:24168537
  • Added:45 day(s) ago
  • Updated:June 05, 2026 at 04:42 AM

Rooms and interior

  • Bedrooms:9
  • Total bathrooms:10
  • Full bathrooms:7
  • Half bathrooms:3
  • Rooms Total:21
  • Kitchen Description:Dishwasher, Oven/Range, Range Hood, Refrigerator, Wall Oven
  • Basement Description:Full Basement, Full With Walk-Out, Partially Finished
  • Living area:8,188 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Hot Air
  • Central air:Yes

Structure and exterior

  • Roof:Wood Shingle
  • Year built:1908
  • Building area:8,188 sq. ft.
  • Lot area:2.89 Acres
  • Lot Features:Professionally Landscaped
  • Architectural Style:Colonial
  • Construction Materials:Clapboard, Shake
  • Exterior Features:Fruit Trees, Garden Area, Grill, Guest House, Lighting, Patio, Stone Wall, Terrace, Underground Sprinkler

Schools

  • High school:Darien
  • Middle school:Middlesex
  • Elementary school:Tokeneke

Utilities

  • Water:Public Water Connected

Finances and disclosures

  • Price:$8,495,000
  • Price per sq. ft.:$1,037.49
  • Tax amount:$61,105 (July 2025-June 2026)

Features and amenities

  • Appliances:Dishwasher, Dryer, Oven/Range, Range Hood, Refrigerator, Wall Oven, Washer
  • Amenities:Auto Garage Door Opener, Security System
  • Pool features:In Ground Pool

Parking

  • Parking description:Detached Garage
  • Garage:Yes
  • Garage spaces:3
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

New listings near 16 East Trail