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.
Flood risk: check the FEMA flood map for this address.
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What it would cost per month
An estimate you can adjust — not a quote, and not an offer of credit. Principal and interest only, plus the taxes and HOA already on this listing. Insurance, PMI and closing costs are not included. Rate seeded at 6.5% (August 2026); change it to whatever your lender quotes.
What's nearby
Real streets from OpenStreetMap; distances are straight-line from the property, not driving routes.
Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.
Recent comparable sales
The 5 closest recent sales to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded sale prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.
5 comparable sales — median $3,500,000, ranging $2,700,000 to $4,300,000.
- $2,700,000$759/sq ft2026-08-18
- $3,500,000$704/sq ft2026-06-08
- $3,825,000$711/sq ft2026-04-20
- $4,300,000$905/sq ft2026-06-12
- $3,350,000$869/sq ft2025-11-12
Public record
From the Darien assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.
Recorded sales
Deed transfers on file with the Darien land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.
- 2022-10-11$2,250,000Single Family
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Closest in price to this one.