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For sale
  • $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.
    8 days
    |
    7,430
    |
    394
    |

    Likely to sell faster than

    Zillow last checked: 8 hours ago

    Listing updated: February 09, 2026 at 09:41am

    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

    Tour with a local agent

    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
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    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

    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

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $7,612/mo
    Principal & interest
    $5589
    Property taxes
    $1620
    Home insurance
    $403

      Climate risks

      Neighborhood: 06851

      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.

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