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.
For sale
$2,250,000
1644 Boston Post Road, Darien, CT 06820
4beds
3,511sqft
Single Family Residence
Built in 1953
9,147 Square Feet Lot
$-- Zestimate®
$641/sqft
$-- HOA
What's special
Renovated primary suiteTimeless designPrivate home officeCustom millworkSun-filled family roomSpacious terraceNewly fenced backyard
- 12 days
- 3,305
- 138
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Pinnacle Team at Compass,
Robin Halsey (913)530-4367,
Compass Connecticut, LLC 203-423-3100,
Co-Listing Agent: Kelly Connell 203-561-7115,
Compass Connecticut, LLC
Source: Smart MLS,MLS#: 24201958
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Primary bedroom
- Features: Full Bath, Stall Shower, Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Full Bath, Walk-In Closet(s), Hardwood Floor, Stall Shower
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Bedroom
- Features: Hardwood Floor
- Level: Upper
Dining room
- Features: Hardwood Floor
- Level: Main
Family room
- Features: Fireplace, Patio/Terrace, Sliders, Hardwood Floor
- Level: Main
Kitchen
- Features: Pantry, Hardwood Floor
- Level: Main
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
Office
- Features: Hardwood Floor
- Level: Main
Rec play room
- Features: Wall/Wall Carpet
- Level: Lower
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Included: Gas Range, Refrigerator, Ice Maker, Dishwasher, Disposal, Washer, Dryer, Gas Water Heater, Tankless Water Heater
- Laundry: Upper Level, Mud Room
Features
- Smart Thermostat
- Basement: Full,Partially Finished
- Attic: Storage,Pull Down Stairs
- Number of fireplaces: 2
Interior area
- Total structure area: 3,511
- Total interior livable area: 3,511 sqft
- Finished area above ground: 2,868
- Finished area below ground: 643
Property
Parking
- Total spaces: 1
- Parking features: Attached
- Attached garage spaces: 1
Features
- Patio & porch: Terrace, Patio
- Exterior features: Stone Wall
- Waterfront features: Beach Access
Lot
- Size: 9,147 Square Feet
- Features: Level
Details
- Parcel number: 106856
- Zoning: R13
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Cedar
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1953
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Library, Park, Near Public Transport, Shopping/Mall
- Subdivision: Noroton
HOA
- Has HOA: No
Location
- Region: Darien
Financial & listing details
- Price per square foot: $641/sqft
- Tax assessed value: $998,340
- Annual tax amount: $15,454
- Date on market: 8/26/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/26/2026 | Listed for sale | $2,250,000+13.9%$641/sqft |
Source:  Smart MLS #24201958 Report a problem | ||
| 6/23/2026 | Listing removed | $1,975,000$563/sqft |
Source: Smart MLS #24179114 Report a problem | ||
| 6/4/2026 | Listed for sale | $1,975,000+65.3%$563/sqft |
Source: Smart MLS #24179114 Report a problem | ||
| 12/19/2017 | Sold | $1,195,000$340/sqft |
Source: Smart MLS #99192617 Report a problem | ||
| 10/9/2017 | Price change | $1,195,000-7.7%$340/sqft |
Source: Houlihan Lawrence #33045 Report a problem | ||
| 7/7/2017 | Listed for sale | $1,295,000-6.5%$369/sqft |
Source: Houlihan Lawrence #33045 Report a problem | ||
| 7/12/2007 | Sold | $1,385,000-1.8%$394/sqft |
Source: Smart MLS #98324986 Report a problem | ||
| 11/18/2005 | Sold | $1,410,000+179.2%$402/sqft |
Source: Smart MLS #98251805 Report a problem | ||
| 2/28/2005 | Sold | $505,000+90.6%$144/sqft |
Source: Public Record Report a problem | ||
| 7/20/1998 | Sold | $265,000+21.6%$75/sqft |
Source: Public Record Report a problem | ||
| 6/30/1989 | Sold | $218,000$62/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $15,454 +5.4% | $998,340 |
| 2024 | $14,666 +4.3% | $998,340 +25% |
| 2023 | $14,064 +2.2% | $798,630 |
| 2022 | $13,760 +2.3% | $798,630 |
| 2021 | $13,449 +3.1% | $798,630 |
| 2020 | $13,042 -0.8% | $798,630 |
| 2019 | $13,153 +1.2% | $798,630 -1.2% |
| 2018 | $13,001 0% | $808,500 +0.5% |
| 2017 | $13,004 +2.5% | $804,720 |
| 2016 | $12,690 +2.7% | $804,720 |
| 2015 | $12,352 +2.3% | $804,720 |
| 2014 | $12,079 +5% | $804,720 -7.9% |
| 2013 | $11,508 +3.9% | $873,810 |
| 2012 | $11,080 +3.9% | $873,810 |
| 2011 | $10,660 +3.9% | $873,810 |
| 2010 | $10,259 +3.3% | $873,810 |
| 2009 | $9,935 +10.9% | $873,810 +41.9% |
| 2008 | $8,957 +4.9% | $615,580 |
| 2007 | $8,538 +3.5% | $615,580 |
| 2006 | $8,249 +54.3% | $615,580 +49.9% |
| 2005 | $5,346 +55.6% | $410,600 +42.9% |
| 2004 | $3,435 +41% | $287,420 +54% |
| 2003 | $2,437 -6.8% | $186,620 |
| 2001 | $2,616 +7.3% | $186,620 -30% |
| 2000 | $2,437 -16.4% | $266,600 +62% |
| 1999 | $2,916 | $164,570 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: Norton
Nearby schools
Schools provided by the listing agent
- Elementary: Tokeneke
- Middle: Middlesex
- High: Darien
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Similar homes
- $2,295,0004 bd3 ba2.3k sqft51 Horton Lane, New Canaan, CT 06840For Sale
MLS ID #24185940, Bettina Hegel, Brown Harris Stevens. Smart MLS - $2,409,9904 bd6 ba4k sqft35 Old Snake Hill Road, Pound Ridge, NY 10576For Sale
MLS ID #1019164, Giulio Possenti, Listing by: The Higgins Group Inc. OneKey® MLS as distributed by MLS GRID - $1,900,0004 bd5 ba3.1k sqft47 Summit Ridge Road, Stamford, CT 06902For Sale
MLS ID #24199455, Jaime Sneddon, William Pitt Sotheby's Int'l. Smart MLS - $1,975,0004 bd5 ba3.7k sqft60 Old Saugatuck Road, Norwalk, CT 06855For Sale
MLS ID #24191976, Jennifer Lockwood, Coldwell Banker Realty. Smart MLS - $2,495,0004 bd4 ba3.4k sqft52 Seminary St, New Canaan, CT 06840For Sale
MLS ID #125693, Jen Danzi, Barnes Connecticut . Greenwich MLS, Inc. - $2,100,0004 bd3 ba2.1k sqft12 Marvin Street, Norwalk, CT 06855For SaleMLS ID #24198424, Arian Hoxha, Serhant Connecticut, LLC. Smart MLS
- $2,995,0004 bd4 ba2.7k sqft6 Meadowbank Rd, Old Greenwich, CT 06870For SaleMLS ID #125067, Barbara Wells, Houlihan Lawrence. Greenwich MLS, Inc.
- $2,050,0004 bd4 ba4.2k sqft7 Private Road, Huntington, NY 11743For SaleMLS ID #1036800, Linda Lugo CRS CRB CIPS E-PRO SRES, Listing by: Realty Masters North Shore. OneKey® MLS as distributed by MLS GRID
- $1,795,0003 bd3 ba3.6k sqft76 Comstock Hill Road, New Canaan, CT 06840For SaleMLS ID #24192934, Anthony Ardino, William Raveis Real Estate. Smart MLS
- $1,499,0004 bd3 ba3.8k sqft235 Silvermine Avenue, Norwalk, CT 06850For SaleMLS ID #24202753, Kelly McAllen, Coldwell Banker Realty. Smart MLS
- $1,785,0004 bd3 ba3.8k sqft115 Fairway Drive, Stamford, CT 06903For SaleMLS ID #24196933, Michele Schroeder, Marr Caruso Realty Group. Smart MLS
- $2,000,0003 bd3 ba3.8k sqft2 Charcoal Lane, Westport, CT 06880For SaleMLS ID #24200305, Meredith Cohen, Serhant Connecticut, LLC. Smart MLS
- $1,995,0003 bd3 ba2.6k sqft9 Lewis Road, Pound Ridge, NY 10576For SaleMLS ID #1046466, Melissa Marcogliese, Listing by: Compass Greater NY, LLC. OneKey® MLS as distributed by MLS GRID
- $2,295,0003 bd3 ba2.4k sqftPark Slope, New Canaan, CT 06840For SaleMLS ID #24201523, Janis Hennessy, William Raveis Real Estate. Smart MLS
- $2,750,0004 bd5 ba2.8k sqft316 Valley Rd, Cos Cob, CT 06807For SaleMLS ID #125638, Karin Fry, Compass Connecticut, LLC. Greenwich MLS, Inc.
- $2,000,0005 bd4 ba3.6k sqft61 Hobson Street, Stamford, CT 06902For SaleMLS ID #24148148, Thaddea Sheridan, William Raveis Real Estate. Smart MLS
- $2,200,0005 bd5 ba3.4k sqft21 Kodiak Drive, Woodbury, NY 11797For SaleMLS ID #992528, Orit Ofir, Listing by: Daniel Gale Sothebys Intl Rlty. OneKey® MLS as distributed by MLS GRID
- $1,950,0004 bd3 ba1.8k sqft8 Ernel Dr, Riverside, CT 06878For SaleMLS ID #125267, Jenny Allen, Compass Connecticut, LLC. Greenwich MLS, Inc.
- $2,350,0004 bd4 ba3.1k sqft81 Springhurst Road, Bedford Hills, NY 10507For SaleMLS ID #1033840, Angela Kessel, Listing by: Houlihan Lawrence Inc.. OneKey® MLS as distributed by MLS GRID
- $2,158,0004 bd4 ba4.1k sqft16 Eagle Court, White Plains, NY 10605For SaleMLS ID #1026246, John J. Buoninfante, Listing by: Real Broker NY LLC. OneKey® MLS as distributed by MLS GRID
