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
Built by an award-winning builder and thoughtfully updated throughout, 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
20
27 under contract
Median List Price
$3.92M
20 active listings
Median Closed Price
$2.84M
212 sales
Median Days on Market
62
20 active listings
Median $ / Sq Ft
$687
20 active listings
Sale-to-List Ratio
106.2%
212 sales
How this home compares
List Price
$2.25M
vs $3.92M median
42.7% below median
Price / Sq Ft
$641
vs $687 median
6.7% below median
Days on Market
0 days
vs 62 days median
62 days fresher than median
Based on 20 active and 212 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of August 27, 2026.
Location
1644 Boston Post Road, Darien, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per month
- Principal & Interest$11,555
- 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
- 1
- 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
- 0
- MLS #
- 24201958
- MLS Status
- Active
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 8/27/2026. 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 8/27/2026 at 3:15 AM UTC.