For Sale
Price CutPrice Drop: $545K (09/01)
Single family home for sale at 16 East Trl, Darien, CT 06820 | MLS# 24168537 | Listing updated on 2026-09-03
Photo 1 of Single family home for sale at 16 East Trl, Darien, CT 06820 | MLS# 24168537 | Listing updated on 2026-09-03
Photo 2 of Single family home for sale at 16 East Trl, Darien, CT 06820 | MLS# 24168537 | Listing updated on 2026-09-03
Photo 3 of Single family home for sale at 16 East Trl, Darien, CT 06820 | MLS# 24168537 | Listing updated on 2026-09-03
Photo 4 of Single family home for sale at 16 East Trl, Darien, CT 06820 | MLS# 24168537 | Listing updated on 2026-09-03
35+
Beds Icon

Street View

$7,950,000

Monthly Est:$39,570

  • Beds Icon9 Beds
  • Beds Icon
    10 Baths
  • Beds Icon8,188sqft

16 East Trl, Darien, CT 06820

$39,570/moEst:

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  • Single Family Residence

  • Built in 1908

  • $216.67/mo HOA

  • 2.89 acres lot

  • $971/sq.ft

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 f...

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  • Houzeo last checked: 6 minutes ago
  • Listing updated: September 3, 2026 at 9:40 pm
  • Listing Provided by: Ashley Dineen | Compass Connecticut, LLC
  • Source: SMART MLS-CT | MLS#: 24168537 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Fairfield County

  • City

    Darien

  • Neighborhood

    --

  • Year Built

    1908

  • HOA Fees

    $216.67/mo

  • Finished Area

    8,188 sqft

  • Lot Size

    2.89 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24168537

  • MLS Status

    Active

  • Days on Market

    148

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HOA Management

1

HOA Fees

$2,600/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Road Maintenance Road Maintenance

Snow Removal Snow Removal

Security Service Security Service

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 9

    Bathrooms: 10

Interior

  • Interior Features

    Auto Garage Door Opener, Security System

  • Exterior Features

    Terrace, Lighting, Guest House, Patio, Grill, Fruit Trees, Garden Area, Stone Wall, Underground Sprinkler

  • Heating

    Electric, Oil

  • Sewer

    Septic

  • Appliances

    Oven/range, Wall Oven, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

  • Cooling

    Central Air

Construction

  • Year Built

    Year Built: 1908

  • Home type

    Single Family Residence

  • Architectural Style

    Colonial

  • Foundation Details

    Concrete, Stone

  • Roof

    Wood Shingle

Utilities & Energy

  • Parking Features

    Detached Garage

  • Water Source

    Public Water Connected

  • Pool Features

    Gunite, Heated, Salt Water, In Ground Pool

  • Basement

    Full, Partially Finished, Full With Walk Out

  • Laundry Features

    Lower Level

Other Features

  • Lot Features

    Professionally Landscaped

  • Subdivision Name

    Tokeneke

Price History

DateEventPrice

09/01/2026

Source: mls_logoSMART MLS-CT #24168537

Price Decreased

$7,950,000 -6.42%

$971/sqft

05/21/2026

Source: mls_logoSMART MLS-CT #24168537

Price Decreased

$8,495,000 -5.56%

$1,037/sqft

04/22/2026

Source: mls_logoSMART MLS-CT #24168537

Listed for Sale

$8,995,000

$1,099/sqft

04/20/2026

Source: mls_logoSMART MLS-CT #24168537

Coming Soon

$8,995,000 +70.52%

$1,099/sqft

01/18/2010

Source: mls_logoSMART MLS-CT #98418423

Sold

$5,275,000 +22834.78%

$644/sqft

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Getting Around 16 East Trl

Bike Score®

Bike Score

Somewhat Bikeable

31/100

Walk Score®

Walk Score

Car-Dependent

34/100

Transit Score®

Transit Score

Some Transit

38/100

Data provided by Redfin

Based on information provided to and compiled by the SMART MLS, Inc. through Sep 16, 2026, 03:15AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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