Bedrooms
Bathrooms
Sq Ft
Price
Darien, Connecticut
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.
Listing Courtesy of Compass Connecticut, LLC
Our team consists of dedicated real estate professionals passionate about helping our clients achieve their goals. Every client receives personalized attention, expert guidance, and unparalleled service. Meet our team:
Broker/Owner
860-214-8008
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Broker/Owner
843-614-7222
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Associate Broker
860-383-5211
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Realtor®
860-919-7376
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Realtor®
860-538-7567
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Realtor®
860-222-4692
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Realtor®
860-539-5009
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Realtor®
860-681-7373
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Acres : 2.89
Appliances Included : Oven/Range, Wall Oven, Range Hood, Refrigerator, Dishwasher, Washer, Dryer
Association Fee Includes : Security Service, Snow Removal, Road Maintenance
Attic : Partially Finished, Walk-up
Basement : Full, Partially Finished, Full With Walk-Out
Full Baths : 7
Half Baths : 3
Baths Total : 10
Beds Total : 9
City : Darien
Cooling : Central Air
County : Fairfield
Elementary School : Tokeneke
Fireplaces : 5
Foundation : Concrete, Stone
Fuel Tank Location : Above Ground
Garage Parking : Detached Garage
Garage Slots : 3
Description : Professionally Landscaped
Middle School : Middlesex
Neighborhood : Tokeneke
Parcel : 108948
Pool Description : Gunite, Heated, Salt Water, In Ground Pool
Postal Code : 06820
Roof : Wood Shingle
Additional Room Information : Exercise Room, Foyer, Laundry Room, Mud Room, Solarium
Sewage System : Septic
SgFt Description : town field card
Total SqFt : 8188
Tax Year : July 2025-June 2026
Total Rooms : 21
Watersource : Public Water Connected
weeb : RPR, IDX Sites, Realtor.com
Phone
860-384-7624
Address
20 Hopmeadow St, Unit 821, Weatogue, CT 06089