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1644 Boston Post Road

Darien, Connecticut 06820

ACTIVE - NEW$2,250,000
Beds
4
Baths
3 | 1
SqFt
3,511
Acres
0.21
Year Built
1953
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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1-Car Garage1 Fireplace

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

City/Town
Darien
Neighborhood
Noroton
Property / Style
Single Family · Colonial
Year Built
1953
Days on Market
0 days
Beds
4
Baths
3 full · 1 half
Living Area
3,511 sq ft
Lot Size
0.21 acres
Garage / Parking
1 garage
Property Taxes
$15,454 / Annually

Market Snapshot

The Darien Market

Single Family · trailing 12 months

View area

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$13,593

per 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

City/Town
Darien
Neighborhood
Noroton
County
Fairfield

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

Homes with a close match in area, property type, and price.

Listed By

Robin Halsey

(913) 530-4367

Compass Connecticut, LLC

(203) 423-3100

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.