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$1,325,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 3,438 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 381 Chestnut Hill Rd

General

  • Sold For: $1,325,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24147896
  • Added to Site: 109 day(s) ago

Interior

  • Number of Rooms: 9
  • Rooms/Areas: Laundry Room, Workshop
  • Interior Features: Audio System, Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum, Humidifier, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Disposal, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 4
  • Full Bath: Tile Floor, Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Suite: Vaulted Ceiling, Ceiling Fan, Full Bath, Walk-In Clos, Upper
  • Bedroom 1: Bedroom - Ceiling Fan, Hardwood Floor, Upper
  • Bedroom 2: Bedroom - Ceiling Fan, Full Bath, Walk-In Closet, Hardwood Floor, Upper
  • Bedroom 3: Bedroom - Ceiling Fan, Hardwood Floor, Upper

Other Rooms

  • Living Room: Living Room - Hardwood Floor, Main
  • Family Room: Family Room - Vaulted Ceiling, Ceiling Fan, Fireplace, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - Granite Counters, French Doors, Island, Hardwood Floor, Main
  • Dining Room: Dining Room - Hardwood Floor, Main
  • Office: Office - Ceiling Fan, Hardwood Floor, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Grill, Deck, Gutters, Lighting, Stone Wall
  • Color: Grey

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 6
  • Parking: Attached Garage, Driveway

Location

  • County: Fairfield
  • Neighborhood: Cranbury
  • Driving Directions: Please use GPS

School Information

  • Elementary School: Cranbury
  • Middle School: West Rocks
  • High School: Norwalk

Community

  • Community Name: Cranbury

Heating & Cooling

  • Cooling Type: Ceiling Fans, Central Air, Zoned
  • Heating Type: Hot Air, Zoned, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, 50 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard, Cedar
  • Basement Desc.: Full, Storage, Concrete Floor, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 3,438
  • Above Ground: 3,438 Sq. Ft.
  • Year Built: 1999

Lot Features

  • Lot Size (Acres): 1.11
  • Driveway/Sidewalk: Paved
  • Zoning: AAA
  • Lot Description: Rear Lot, Treed, Sloping Lot, Professionally Landscaped

Water Features

  • Water Front Desc.: Beach Rights

Green Features

  • Energy Features: Generator Ready, Humidistat, Programmable Thermostat

Financial Considerations

  • Annual Heat Cost: $3,400
  • Assessment Amount: $916,500
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: Please see list on Documents
  • Property ID: 1941713

Meet the selling agent

Meet the selling agent
— 381 Chestnut Hill Rd —

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NMLS#: 1598647

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NMLS#: 1598647

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Schools serving 381 Chestnut Hill Rd

School District:Norwalk School District
NameGradesDistance
Cranbury Elementary School
10 Knowalot Lane, Norwalk, CT 06851
K-51 mi
West Rocks Middle School
81 West Rocks Road, Norwalk, CT 06851
6-82.7 mi
Norwalk High School
23 Calvin Murphy Drive, Norwalk, CT 06851
9-123.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 381 Chestnut Hill Rd

Date
Details
Price
Change
Source
4/10/2026
Sold
$1,325,000
15.22%
MLS
2/07/2026
Listed
$1,150,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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381 Chestnut Hill Road, Norwalk, CT 06851 (MLS# 24147896) is a Single Family property that was sold at $1,325,000 on April 10, 2026. This property was sold by Kat Hendrickson from our Westport Office.Want to learn more about 381 Chestnut Hill Road? Do you have questions about finding other Single Family real estate for sale in Norwalk? You can browse all Norwalk real estate or contact a Coldwell Banker agent to request more information.