Pending

$2,250,000

Est. $14,127/mo —

•

3,511

sq ft

1644 Boston Post Rd, Darien, CT 06820

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.

Single-familyProperty Type

1953Year Built

9,147 sq ftLot Size

$641Price/Sq.Ft.

1 car garageParking

Listed by Robin Halsey • Compass Connecticut, LLC

Listed by Kelly Connell • Compass Connecticut, LLC

Contact: Agent Attribution Contact: (913) 530-4367 | Office Attribution Contact: (203) 423-3100

Source:Smart MLS #24201958

Payment calculator

$14,127 per month

Principal and interest$12,127

Property taxes

$1,288

HOA dues

Home insurance

$713

Utilities

Add

5 minutes to get started. No credit impact.

Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN SAT, 11AM TO 1PM
$365,000
2 beds1 bath960 sq ft
287 Hamilton Ave Unit 2E, Stamford, CT 06902
$428 HOA • Parking • Built 1967
OPEN SAT, 12PM TO 2PM
$1,599,000
5 beds4 baths3,519 sq ft
23 Meeker Rd, Westport, CT 06880
1.4 acre lot • 2 garage spots • Built 1953
OPEN SAT, 12PM TO 2PM
$1,188,000
4 beds3 baths3,408 sq ft
53 W Bank Ln, Stamford, CT 06902
1 acre lot • 4 garage spots • Built 1965
OPEN SAT, 1PM TO 3PM
$825,000
3 beds2 baths2,567 sq ft
270 Newtown Ave, Norwalk, CT 06851
0.56 acre lot • Built 1968
OPEN SAT, 1PM TO 3PM
$1,850,000
4 beds5 baths4,202 sq ft
43 Kettle Creek Rd, Weston, CT 06883
4.87 acre lot • 2 garage spots • Pool
OPEN SUN, 12PM TO 2PM3D WALKTHROUGH
$825,000
3 beds2.5 baths2,070 sq ft
8 Primrose Ct, Norwalk, CT 06854
0.73 acre lot • 2 garage spots • Built 1968
OPEN SUN, 12PM TO 3PM
$1,250,000
3 beds2.5 baths1,917 sq ft
18 Morgan Ave, Greenwich, CT 06831
5,227 sq ft lot • Built 1938
REDFIN OPEN SUN, 1PM TO 3PM3D & VIDEO TOUR
$849,000
4 beds2.5 baths2,298 sq ft
11 Island Heights Cir, Stamford, CT 06902
7,840 sq ft lot • 2 garage spots • Built 1962
OPEN SUN, 1PM TO 3PM
$609,000
3 beds2 baths1,237 sq ft
552 Willett Ave, Port Chester, NY 10573
3,470 sq ft lot • Built 1905
Listing by RE/MAX Prestige Properties
OPEN SUN, 1PM TO 3PM
$1,375,000
3 beds2 baths1,669 sq ft
50 Havemeyer Ln, Old Greenwich, CT 06830
8,276 sq ft lot • Garage • Built 1947

Around this home

Schools

K - 12
Preschool & daycare

Tokeneke Elementary School

Public PreK-5 • Assigned • 1.3mi

10/10

Middlesex Middle School

Public 6-8 • Assigned • 1.1mi

10/10

Darien High School

Public 9-12 • Assigned • 1.5mi

10/10

Provided by GreatSchools

About

Noroton

Noroton, located between Noroton Heights and Long Island Sound, is a coastal and commuter Darien neighborhood with a walkable village core and shoreline parks. The neighborhood’s character concentrates around the Noroton Avenue and Heights Road corridor, where coffee counters, small markets, and service storefronts set a steady, day-to-day rhythm. Architectural cues lean New England, with shingled colonials and tidy capes mixed with updated mid-century lines. Darien Commons and the Darien Library act as cultural anchors for readings, pop-ups, and casual meetups. Pear Tree Point Beach and Weed Beach shape the calendar with sand, sailing, and sunset walks. The Metro-North stop at Noroton Heights keeps the pace connected to Manhattan-bound routines.

Provided by Walk Score and Local Logic

Market insights

1644 Boston Post Rd · $2,250,000

DAYS ON MARKET

The average home goes pending in 43 days.

SALE-TO-LIST

Most homes are selling 2% above list price.

LIST PRICE

Median sale price in this area is $803,339. (64% lower than this home)

PRICE DROP

17% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Two fireplaces
Mud room
Full, partially finished basement
Attic with storage space and pull-down stairs

Bedrooms
4 bedrooms

Bathrooms
3 full bathrooms
1 half bathroom

Kitchen
Gas range, refrigerator, icemaker, dishwasher, disposal

Laundry & utility
Washer and dryer
Upper-level laundry room

Heating & cooling
Hot air heating fueled by natural gas
Central air conditioning
Tankless natural gas hot water

Sale and tax history for 1644 Boston Post Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24201958

Oct 29, 2026

Pending

—

Oct 7, 2026

Contingent

—

Aug 26, 2026

Listed

$2,250,000

$641/sq ft

Smart MLS #24179114

Jun 23, 2026

Listing Removed

—

Jun 4, 2026

Listed

$1,975,000

$563/sq ft

Smart MLS #99192617

Dec 19, 2017

Sold

$1,195,000

$340/sq ft

Dec 1, 2017

Listing Removed

—

Jul 7, 2017

Listed

$1,195,000

$340/sq ft

Designed by an award-winning builder, this well appointed home offers buyers a custom design and high quality home close to town and shopping. The open floor plan formal living and dining room with fireplace and private study, appeal to today's lifestyle. The gourmet kitchen opens up to the light filled family room with 9 foot ceilings and overlooks the professionally landscaped yard. Upstairs includes the master suite with walk-in closets and master bathroom. Additionally, there are 3 bedrooms and 2 full baths to complete this turn-key home. The finished lower level playroom and homework area adds an additional 350 square feet. Accented with beautiful landscaping, the terrace & outdoor grill area make it a perfect spot for entertaining.

Smart MLS #98324986

Mar 22, 2007

Listed

$1,425,000

$406/sq ft

Smart MLS #98251805

Sep 7, 2005

Listed

$1,475,000

$420/sq ft

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

—

Year renovated

—

Finished Sq. Ft.

—

Unfinished Sq. Ft.

—

Total Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Fairfield County

APN

106856

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 22, 2024.

Historical weather

Darien, CT • 06820

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

81/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.2 hrs

4.6 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 1644 Boston Post Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $1,450,000 and $3,100,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $1.4M to $3.1M.

SOLD AUG 18, 2026
$2,700,000 Last sold price
5 beds3.5 baths3,553 sq ft
21 Nearwater Ln, Darien, CT 06820
$119/sq ft
larger lot
27 years older
SOLD JUL 15, 2026
$2,800,000 Last sold price
5 beds5.5 baths4,539 sq ft
44 Maple St, Darien, CT 06820
$24/sq ft
larger lot
64 years newer
SOLD SEP 2, 2026
$1,900,000 Last sold price
5 beds3.5 baths2,667 sq ft
93 West Ave, Darien, CT 06820
$71/sq ft
larger lot
45 years newer
SOLD OCT 19, 2026
$1,450,000 Last sold price
4 beds2 baths3,182 sq ft
1646 Boston Post Rd, Darien, CT 06820
$185/sq ft
22 years newer
SOLD JUL 7, 2026
$2,400,000 Last sold price
4 beds3 baths2,796 sq ft
8 Seagate Rd, Darien, CT 06820
$217/sq ft
larger lot
4 years older
SOLD JUN 30, 2026
$3,100,000 Last sold price
5 beds5 baths4,900 sq ft
32 Relihan Rd, Darien, CT 06820
$8/sq ft
72 years newer

This home is pending

The seller has accepted an offer, and this property is now .

Have questions?

Anissa Paolillo

Darien Redfin Agent

Anissa Paolillo typically replies in about 7 minutes

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Details provided by Smart MLS and may not match the public record. Learn more.

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