Skip main navigation
Under contract
  • $1,150,000

    381 Chestnut Hill Road, Norwalk, CT 06851

    4beds
    3,438sqft
    : 
    Single Family Residence
    Built in 1999
    1.11 Acres Lot
    $-- Zestimate®
    $334/sqft
    $-- HOA

    What's special

    Set on a private acre in the sought-after Four Winds Farm community, this turnkey colonial offers a peaceful, country setting with exceptional convenience. The sunny, open floor plan centers around an upscale kitchen with a large island and generous cabinetry, flowing seamlessly into a spacious family room with coffered ceilings and fireplace that's ideal for everyday living and entertaining. A wraparound deck extends the living space outdoors, overlooking a peaceful, private setting ideal for dining, alfresco, relaxing, and entertaining. The thoughtfully designed layout balances open living with privacy, featuring a luxurious primary suite with sitting area and ample closets, along with three additional well-proportioned bedrooms. Additional highlights include formal living and dining rooms, a first-floor private home office with nearby full bath, and a high-ceiling walk-out basement offering flexible living space and attached garage equipped with a ChargePoint Home Flex Level 3 EV charger for modern energy conscience living. Conveniently located near Wilton Center, Westport town center, Cranbury Market, and Merritt Parkway access, this home feels like a retreat without sacrificing ease of living.
    64 days
    |
    317
    |
    6
    |

    Likely to sell faster than

    Zillow last checked: 7 hours ago

    Listing updated: February 16, 2026 at 06:09am

    Listed by:

    Michelle & Team at William Raveis Real Estate,

    Michelle Genovesi (203)984-7793,

    William Raveis Real Estate 203-227-4343

    Source: Smart MLS,MLS#: 24147896MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 4
      Rooms
      • Room types: Laundry, Workshop
      Primary bedroom
      • Features: Vaulted Ceiling(s), Ceiling Fan(s), Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Ceiling Fan(s), Full Bath, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Ceiling Fan(s), Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Ceiling Fan(s), Hardwood Floor
      • Level: Upper
      Bathroom
      • Features: Tile Floor
      • Level: Main
      Bathroom
      • Features: Tile Floor
      • Level: Upper
      Dining room
      • Features: Hardwood Floor
      • Level: Main
      Family room
      • Features: Vaulted Ceiling(s), Ceiling Fan(s), Fireplace, Hardwood Floor
      • Level: Main
      Kitchen
      • Features: Granite Counters, French Doors, Kitchen Island, Hardwood Floor
      • Level: Main
      Living room
      • Features: Hardwood Floor
      • Level: Main
      Office
      • Features: Ceiling Fan(s), Hardwood Floor
      • Level: Main
      Heating
      • Forced Air, Zoned, Oil
      Cooling
      • Ceiling Fan(s), Central Air, Zoned
      Appliances
      • Included: Gas Cooktop, Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Disposal, Washer, Dryer, Water Heater, Humidifier
      • Laundry: Main Level
      Features
      • Sound System, Wired for Data, Central Vacuum, Smart Thermostat, Wired for Sound
      • Basement: Full,Storage Space,Concrete
      • Attic: Storage,Floored,Pull Down Stairs
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 3,438
      • Total interior livable area: 3,438 sqft
      • Finished area above ground: 3,438

      Property

      Parking
      • Total spaces: 6
      • Parking features: Attached, Driveway, Garage Door Opener, Paved
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Deck
      • Exterior features: Outdoor Grill, Rain Gutters, Lighting, Stone Wall
      • Waterfront features: Beach Access
      Lot
      • Size: 1.11 Acres
      • Features: Rear Lot, Wooded, Sloped, Landscaped
      Details
      • Parcel number: 1941713
      • Zoning: AAA
      • Other equipment: Generator Ready, Humidistat

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Clapboard, Cedar
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1999

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      Green energy
      • Energy efficient items: Thermostat

      Community & HOA

      Community
      • Features: Golf, Health Club, Library, Medical Facilities, Park, Private School(s), Stables/Riding, Tennis Court(s)
      • Security: Security System
      • Subdivision: Cranbury
      HOA
      • Has HOA: No
      Location
      • Region: Norwalk

      Financial & listing details

      • Price per square foot: $334/sqft
      • Tax assessed value: $916,500
      • Annual tax amount: $19,146
      • Date on market: 2/2/2026
      • Exclusions: Please see list on Documents
      Get pre-qualifiedBe ready to make an offer.
      Connect with an agentGet info on this home, tour, and more.
      Calculate monthly paymentSee if you can afford this home.

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        Price history
        DateEventPrice
        2/16/2026Pending sale$1,150,000$334/sqft
        Source: Smart MLS #24147896 Report a problem
        2/7/2026Listed for sale$1,150,000+23.1%$334/sqft
        Source: Smart MLS #24147896 Report a problem
        6/30/2022Listing removed--
        Source: Zillow Rental Manager Report a problem
        5/15/2022Listed for rent$7,500+25%$2/sqft
        Source: Zillow Rental Manager Report a problem
        11/14/2021Listing removed--
        Source: Zillow Rental Manager Report a problem
        11/9/2021Listed for rent$6,000+3.4%$2/sqft
        Source: Zillow Rental Manager Report a problem
        10/30/2020Listing removed$5,800$2/sqft
        Source: Coldwell Banker Realty #170350803 Report a problem
        10/28/2020Listed for rent$5,800$2/sqft
        Source: Coldwell Banker Realty #170350803 Report a problem
        12/6/2012Sold$934,500+19%$272/sqft
        Source: Smart MLS #98539490 Report a problem
        6/23/2000Sold$785,000$228/sqft
        Source: Smart MLS #98060168 Report a problem

        Public tax history

        Public tax history
        YearProperty taxesTax assessment
        2025$21,758 +1.6%$916,500
        2024$21,423 +23.2%$916,500 +31.6%
        2023$17,387 +15.2%$696,430
        2022$15,099 +3.7%$696,430
        2021$14,562 -11.4%$696,430
        2020$16,440 +3.5%$696,430
        2019$15,877 -3.9%$696,430 +9.3%
        2018$16,521 +3.6%$637,150
        2017$15,944 +9.5%$637,150
        2015$14,559 -8.7%$637,150
        2014$15,954 +26%$637,150 +9.1%
        2013$12,664 +3.8%$584,080
        2012$12,201 +2.9%$584,080
        2011$11,857 +1.2%$584,080
        2010$11,722 +3.7%$584,080
        2009$11,308 -16.6%$584,080 -5.3%
        2008$13,554 +8.9%$616,910 +4.9%
        2007$12,441 +1.7%$588,210 +8.9%
        2006$12,231 -15.3%$540,242 -8.2%
        2005$14,446 +28%$588,210 +32.4%
        2004$11,290 +0.6%$444,306 +12.1%
        2003$11,228 +35.1%$396,340 +59.1%
        2001$8,309 +229.1%$249,082 +284.5%
        2000$2,525 $64,786

        Find assessor info on the county website

        Monthly payment

        Est. payment
        $7,402/mo
        Principal & interest
        $5782
        Property taxes
        $1620
        More affordability tools

          Climate risks

          Neighborhood: 06851

          Getting around

          4 / 100
          Car-Dependent
          0 / 100
          No Nearby Transit
          12 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Cranbury
          • Middle: West Rocks
          • High: Norwalk

          Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

          Local experts in 06851

          Similar homes

          Skip to the end of the carouselSkip to the beginning of the carousel