253 Tokeneke Road
Darien, Connecticut 06820
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,208
- Year Built
- 1910
- Property Type
- Condo

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Steeped in history yet thoughtfully reimagined for modern living, The Barnacle is a beautifully renovated 1910 barn in the heart of Darien. Renovated in 2019, this one-of-a-kind residence blends timeless character with contemporary design. The dramatic great room showcases soaring 30-foot cathedral ceilings, exposed wood beams, an oversized picture window, and a classic fireplace anchoring the open living and dining spaces. The chic kitchen flows seamlessly for effortless entertaining and everyday living. A desirable first-floor primary suite opens directly to the bluestone patio, while two additional bedrooms upstairs include one with a private balcony. Professionally landscaped grounds offer a level lawn, privacy, and inviting outdoor spaces. Enjoy easy access to Darien's vibrant town center, train, and shopping, while nearby Rowayton offers waterfront charm, a weekly farmers market, and the celebrated Shakespeare on the Sound performances.
Key Facts
- City/Town
- Darien
- Neighborhood
- N/A
- Property / Style
- Condo · Other
- Year Built
- 1910
- Days on Market
- 48 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,208 sq ft
- Garage / Parking
- 4 total
- Property Taxes
- $11,202 / Annually
Market Snapshot
The Darien Market
Condo · trailing 12 months
Active Listings
2
2 under contract
Median List Price
$1.22M
2 active listings
Median Closed Price
$1.30M
17 sales
Median Days on Market
48
2 active listings
Median $ / Sq Ft
$1,043
2 active listings
Sale-to-List Ratio
105.7%
17 sales
How this home compares
List Price
$1.45M
vs $1.22M median
18.7% above median
Price / Sq Ft
$657
vs $1,043 median
37.0% below median
Days on Market
48 days
vs 48 days median
In line with median
Based on 2 active and 17 closed sales (trailing 12 mo) of condo in Darien. Source: SmartMLS · As of July 28, 2026.
Location
253 Tokeneke Road, Darien, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$7,393
- Property Taxes$934
- Insurance$483
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Darien
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Condo
- Subtype
- Condominium
- Style
- Other
- Year Built
- 1910
- New Construction
- No/Resale
- Living Area
- 2,208 sq ft
Schools
- Elementary
- Tokeneke
- High
- Darien
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Electric RangeRefrigeratorDishwasherWasherDryer
- Basement
- None
- Interior Features
- Open Floor Plan
- Additional Rooms
- Laundry Room
Exterior & Lot
- Zoning
- R-1
- Garage / Parking
- 4 total parking spacesPavedDriveway
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- Red
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $11,202 / Annually
- Days on Market
- 48
- MLS #
- 24182568
- MLS Status
- Under Contract
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Co-Listed By
Amanda Davenport
Compass Connecticut, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 7:10 AM UTC.