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21 Harbor Road

Darien, Connecticut 06820

COMING SOON - NEW$3,825,000
Beds
5
Baths
3 | 1
SqFt
4,400
Acres
1.00
Year Built
1964
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage2 Fireplaces

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

City/Town
Darien
Neighborhood
Noroton
Property / Style
Single Family · Colonial
Year Built
1964
Days on Market
0 days
Beds
5
Baths
3 full · 1 half
Living Area
4,400 sq ft
Lot Size
1.00 acres
Garage / Parking
2 garage
Property Taxes
$20,040 / Annually

Market Snapshot

The Darien Market

Single Family · trailing 12 months

View area

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$22,812

per 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

City/Town
Darien
Neighborhood
Noroton
County
Fairfield

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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Listed By

Amanda Spatola

(203) 273-8615

Houlihan Lawrence

(203) 655-8238

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.