21 Harbor Road
Darien, Connecticut 06820
- Beds
- 5
- Baths
- 3 | 1
- SqFt
- 4,400
- Acres
- 1.00
- Year Built
- 1964
- Neighborhood
- Noroton
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Situated on a charming cul-de-sac in one of Darien's most desirable coastal neighborhoods, 21 Harbor Road offers approximately 4,400 square feet of beautifully updated living space, with water views from most rooms and within walking distance of Great Island, Pear Tree Point Beach, and Weed Beach. Expertly expanded and renovated, this 5-bedroom, 3.5-bathroom 1960s Cape pairs classic New England character with sophisticated interiors. The newly created primary suite features vaulted ceilings, a luxurious bath, walk-in closet, and adjoining room ideal for an office, exercise studio, or a 5th bedroom. At the heart of the home is a stunning new kitchen with custom cabinetry, French limestone floors, soapstone countertops, and Sub-Zero and Wolf appliances. A custom bar, beverage refrigeration, and pantry add functionality. Classic french doors open to a new bluestone patio with unobstructed water views. Designer fixtures and elevated finishes complement refinished hardwood floors, paint and wallpaper, and two working fireplaces. A new mudroom features French limestone floors, LG laundry machines, and a utility sink. The newly finished lower level provides flexible living space. Improvements include upgraded HVAC, irrigation, and a new hot-water heater. Outside, extensive landscaping, patio, fenced dog area, and two-car garage complete the property. Conveniently located between the Darien and Noroton Heights train stations and moments from beaches, parks, and waterfront.
Key Facts
Market Snapshot
The Darien Market
Single Family · trailing 12 months
Active Listings
26
22 under contract
Median List Price
$3.72M
26 active listings
Median Closed Price
$2.88M
214 sales
Median Days on Market
38
26 active listings
Median $ / Sq Ft
$726
26 active listings
Sale-to-List Ratio
106.3%
214 sales
How this home compares
List Price
$3.83M
vs $3.72M median
In line with median
Price / Sq Ft
$869
vs $726 median
19.7% above median
Days on Market
0 days
vs 38 days median
38 days fresher than median
Based on 26 active and 214 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of September 17, 2026.
Location
21 Harbor Road, Darien, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$19,867
- Property Taxes$1,670
- Insurance$1,275
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1964
- New Construction
- No/Resale
- Living Area
- 4,400 sq ft
- Below Grade
- 620 sq ft
Schools
- Elementary
- Hindley
- High
- Darien
Interior
- Heating
- Heat Pump
- Heat Fuel
- Electric
- Cooling
- Central Air
- Fireplaces
- 2
- Appliances
- Oven/RangeWasherDryer
- Basement
- FullPartially Finished
Exterior & Lot
- Lot Size
- 1.00 acres
- Zoning
- R-1
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- View
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $20,040 / Annually
- Days on Market
- 0
- MLS #
- 24197660
- MLS Status
- Coming Soon
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/17/2026. 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 9/17/2026 at 3:00 AM UTC.