21 Tokeneke Trail
Darien, Connecticut 06820
Reduced from $7,950,000
- Beds
- 4
- Baths
- 3
- SqFt
- 1,529
- Acres
- 2.84
- Year Built
- 1963
- Neighborhood
- Tokeneke
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
A magnificent property with a dock sits high above Scotts Cove with nearly 500 feet of direct waterfront. Views to the East, South, and West with breathtaking sunrises and sunsets. Across from 20 acres of Land Trust with abundant birds and wildlife. A four-season canvas of nature painted by sun and tide. The owners have spent years looking at opportunities for tasteful development to blend current lifestyle needs with this serene setting of nearly 3 acres, establishing the ideal location to build a dream home. Plans have been developed by architect/builder Renato Gasparian and he now has P & Z approval to build a 6-bedroom home and pool. The plans are potentially available from the builder but not included in the land purchase. The next owner can save many months of planning based on the diligence and preparation done to date. The existing cottage sold as is.
Key Facts
Market Snapshot
The Darien Market
Single Family · trailing 12 months
Active Listings
26
21 under contract
Median List Price
$3.67M
26 active listings
Median Closed Price
$2.88M
214 sales
Median Days on Market
32
26 active listings
Median $ / Sq Ft
$726
26 active listings
Sale-to-List Ratio
106.2%
214 sales
How this home compares
List Price
$5.90M
vs $3.67M median
60.6% above median
Price / Sq Ft
$3,859
vs $726 median
5.3× the median
Days on Market
1620 days
vs 32 days median
1588 days longer than median
Based on 26 active and 214 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of September 11, 2026.
Location
21 Tokeneke Trail, Darien, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$30,645
- Property Taxes$232
- Insurance$1,967
- HOA$232
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1963
- Living Area
- 1,529 sq ft
Schools
- Elementary
- Tokeneke
- High
- Darien
Interior
- Heating
- Hot Air
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Lower Level
- Basement
- Partial With Walk-Out
Exterior & Lot
- Lot Size
- 2.84 acres
- Garage / Parking
- 2 garage spacesTandemAttached GarageUnder House Garage
- Waterfront
- Direct waterfront
- Waterfront Details
- Direct WaterfrontFrontageL. I. Sound FrontageAssociation Required
- Construction
- Stucco
- Roof
- Slate
- Foundation
- Block
- Exterior Features
- PatioTerraceUnderground Utilities
- Lot Description
- Water ViewRocky
HOA / Association
- Fee
- $2,778 / Annually
- Amenities
- Security Services
Listing & Financials
- Property Taxes
- $2,778 / Annually
- Days on Market
- 1620
- MLS #
- 170477763
- MLS Status
- Under Contract
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Co-Listed By
Anika Charron
Houlihan Lawrence
Buyer's Agent
Janine Tienken
Houlihan Lawrence
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/11/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/11/2026 at 8:55 AM UTC.