16 East Trail, Darien, CT 06820
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
Upcoming open houses
- Sun, Jul 2601:00 pm - 04:00 pm
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 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....
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Home facts
- Year built:1908
- Listing ID #:24168537
- Added:94 day(s) ago
- Updated:July 24, 2026 at 04:40 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
- Sewer:Septic
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
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