1644 Boston Post Road
Darien, Connecticut 06820
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 3,511
- Acres
- 0.21
- Year Built
- 1953
- 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
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.
Key Facts
Market Snapshot
The Darien Market
Single Family · trailing 12 months
Active Listings
32
24 under contract
Median List Price
$3.94M
32 active listings
Median Closed Price
$2.87M
216 sales
Median Days on Market
29
32 active listings
Median $ / Sq Ft
$757
32 active listings
Sale-to-List Ratio
106.0%
216 sales
How this home compares
List Price
$2.25M
vs $3.94M median
43.0% below median
Price / Sq Ft
$641
vs $757 median
15.3% below median
Days on Market
53 days
vs 29 days median
24 days longer than median
Based on 32 active and 216 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of October 19, 2026.
Location
1644 Boston Post Road, Darien, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$12,463
- Property Taxes$1,288
- Insurance$750
- 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
- 1953
- New Construction
- No/Resale
- Living Area
- 3,511 sq ft
- Below Grade
- 643 sq ft
Schools
- Elementary
- Tokeneke
- High
- Darien
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Upper Level
- Appliances
- Gas RangeRefrigeratorIcemakerDishwasherDisposalWasherDryer
- Basement
- FullPartially Finished
- Additional Rooms
- Mud Room
Exterior & Lot
- Lot Size
- 0.21 acres
- Zoning
- R13
- Garage / Parking
- 1 garage spaceAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- ShingleCedar
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- TerraceStone WallPatio
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $15,454 / Annually
- Days on Market
- 53
- MLS #
- 24201958
- MLS Status
- Under Contract - Continue to Show
Similar Properties
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Co-Listed By
Kelly Connell
Compass Connecticut, LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/19/2026. 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 10/19/2026 at 11:55 PM UTC.