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- Overview
- Description
- Property Details
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- HOA Management
- Facts & Features
- Getting Around
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Street View
$7,950,000
Monthly Est:$39,570
9 Beds
- 10 Baths
7 full baths + 3 half baths
8,188sqft
16 East Trl, Darien, CT 06820
$7,950,000
$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...
Continue Reading- 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

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
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
Snow Removal
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
| Date | Event | Price |
|---|---|---|
09/01/2026 Source: | Price Decreased | $7,950,000 -6.42% $971/sqft |
05/21/2026 Source: | Price Decreased | $8,495,000 -5.56% $1,037/sqft |
04/22/2026 Source: | Listed for Sale | $8,995,000 $1,099/sqft |
04/20/2026 Source: | Coming Soon | $8,995,000 +70.52% $1,099/sqft |
01/18/2010 Source: | Sold | $5,275,000 +22834.78% $644/sqft |
Show more
Getting Around 16 East Trl
Bike Score®
Somewhat Bikeable
31/100
Walk Score®
Car-Dependent
34/100
Transit Score®
Some Transit
38/100
Data provided by Redfin
Nearby Homes
Find Homes by Property Features in Darien, CT

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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