Darien, CT / 22 DAYS ON MARKET

1644 Boston Post RoadDarien, CT 06820

Asking price$2,250,000Active

Open house

  • Saturday, September 19, 20262:00 pm – 4:00 pm ET

Our Take

1644 Boston Post Road in Darien was rebuilt in 2007 and has been updated and maintained since. Its open floor plan includes living and dining spaces, a private home office, and an updated kitchen flowing into a sun-filled family room with custom millwork. The renovated primary suite includes an updated bath and walk-in closets. A finished lower level adds flexible space, while the terrace, grilling area, and newly fenced backyard extend the home’s usable areas outdoors.

1644 Boston Post Road — photo 1
1 / 40

Estimated buyer rebate

Buy with Cress and Save $28,125 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received.

(212) 203-5251 george@cress.coContact form →

At a glance

Active · MLS #24201958
Bedrooms
4
BathroomsBaths
3 full / 1 half
Square feet
3,511
Year built
1953
Acres
0.21
Property taxes
$15,454

July 2025-June 2026

What stands out

  • Open floor plan with private home office
  • Updated kitchen with new countertops and appliances
  • Sun-filled family room with custom millwork
  • Renovated primary suite with walk-in closets
  • Finished lower level for flexible use
  • Terrace with outdoor grilling area
  • Newly fenced, professionally landscaped backyard
Read the full listing description

Rebuilt in 2007 by an award-winning builder and thoughtfully updated and maintained ever since, this exceptional home offers timeless design, quality craftsmanship, and a highly desirable location close to town, shopping, and everyday conveniences. A welcoming open floor plan features elegant living and dining spaces, a private home office, and a gourmet kitchen that seamlessly flows into the sun-filled family room with custom millwork and views of the professionally landscaped yard. The updated kitchen showcases new countertops, backsplash, refinished cabinetry, and updated appliances, creating a stylish and functional heart of the home. Upstairs, the renovated primary suite offers a luxurious retreat with a beautifully updated bath and generous walk-in closets, while three additional bedrooms and two full baths complete the second level. The finished lower level provides versatile space ideal for a playroom, media room, gym, or study area. Outside, a spacious terrace, outdoor grilling area, and newly fenced backyard create the perfect setting for entertaining and everyday enjoyment. Move-in ready and designed for today's lifestyle, this home offers the perfect blend of comfort, style, and convenience.

Schools

Elementary
Tokeneke
Middle
Middlesex
High
Darien

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

A closer look at the location

Open Google Maps ↗

1644 Boston Post Road, Darien, CT 06820

Price history

DateEventPrice
Originally listed$2,250,000

Intermediate price changes and previous listings may not be included.

Could this be your next home?

Let’s talk about the property—and what working with Cress could save you.

Inquire about this property →

*Estimate: $2,250,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $28,125. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.

Listed by Compass Connecticut, LLC · (203) 423-3100

Robin Halsey

SmartMLS · Listing #24201958 · Active

Listing data checked: Sep 17, 2026, 7:00 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

For personal, noncommercial use to identify properties you may be interested in purchasing.