16 East Trail
Darien, CT 06820
9
Bed
10
Bath
8,188Sqft
2.89Acres(Lot)
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 equip
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 9Bathroom Information
Total Baths: 10 Full Baths: 7 Half Baths: 3Room Information
Rooms Total: 21 Has Basement: Yes Basement: Full, Partially Finished, Walk-Out Access -
Roofing Information
Wood -
Interior Features
Entrance Foyer Roof: Wood Appliances: Dishwasher, Dryer, Range, Oven, Refrigerator, Washer, Range Hood Laundry Features: Laundry Room -
Heating & Cooling
Has Heating: Yes Heating: Electric, Oil, Forced Air Has Cooling: Yes Cooling: Central Air
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Building Information
Year Built: 1908 Building Area Total: 8188 Construction Materials: Frame, Shake Siding, Clapboard Patio And Porch Features: Patio Pool Features: Gunite, Heated, Outdoor Pool, Salt Water, In Ground Private Pool: No Water front Features: Beach Access Association Fee Frequency: Annually -
Exterior Features
Exterior Features: Garden, Barbecue
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Lot Information
Lot Size Acres: 2.89
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Listing Price Information
Listing Price: $8495000 Original Price: $8995000
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Tax Information
Parcel Number: 108948 Annual Tax: $61105
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Parking Information
Garage Door OpenerGarage Information
Has Garage: Yes Garage Space: 3Homeowners Association InformationHas Association: Yes Included Fees: Security, Snow Removal HOA: $2,200.00
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School Information
Elementary School: TokenekeJunior High School: MiddlesexSenior High School: Darien -
Location Information
Direction: Old Farm Rd to East Trail WaterSource: Public Security Features: Security System
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 13 Edgehill Drive, Darien, CT, 06820 | $5,895,000 | 5 | 5 | 3,240 | 3,240 SqFt |
| 14 Five Mile River Road, Darien, CT, 06820 | $5,997,000 | 6 | 9 | 5,720 | 5,720 SqFt |
| 107 Raymond Street, Darien, CT, 06820 | $3,995,000 | 5 | 6 | 6,764 | 6,764 SqFt |
| 82 Arrowhead Way, Darien, CT, 06820 | $8,650,000 | 5 | 6 | 5,823 | 5,823 SqFt |
| 28 East Lane, Darien, CT, 06820 | $1,695,000 | 4 | 4 | 2,956 | 2,956 SqFt |
| 20 Locust Hill Road, Darien, CT, 06820 | $3,649,000 | 5 | 5 | 4,859 | 4,859 SqFt |
| 207-209 Long Neck Point.., Darien, CT, 06820 | $19,000,000 | 5 | 8 | 7,610 | 7,610 SqFt |
| 18 Tokeneke Trail, Darien, CT, 06820 | $8,500,000 | 7 | 10 | 9,649 | 9,649 SqFt |
| 13 Sunswyck Road, Darien, CT, 06820 | $5,490,000 | 5 | 6 | 5,202 | 5,202 SqFt |
| 72 Old Kings Highway, Darien, CT, 06820 | $4,225,000 | 5 | 6 | 400 | 400 SqFt |
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
ByOwner last updated this listing 06/06/2026 @ 21:26
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