381 Chestnut Hill Rd

Norwalk, CT 06851

$1,150,000
Price
4
Beds
3,438 Sq. Ft.
$334 / Sq. Ft.
3,438
Sq. Ft.
$334
per Sq. Ft.
Coming SoonVirtual Tour
Coming SoonVirtual Tour

Description

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,...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. 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.
  1. Listed by Michelle Genovesi • William Raveis Real Estate
    P: (203)-984-7793 C: (203)-984-7793 michelle@michelleandteam.com

Property Details for 381 Chestnut Hill Road

Basement Description
Full, Storage, Concrete Floor, Full With Walk-Out
Direct Waterfront
No
Expected Active Date
02-07-2026
Garages Number
2
Neighborhood
Cranbury
Style
Colonial
Garage Parking Info
Attached Garage, Driveway
Swimming Pool
No
LISTING UPDATED: 02/02/2026 06:57 PM

Property Details for 381 Chestnut Hill Road

StatusComing Soon
MLS #24147896
Days on Market-
Taxes$19,146 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1999
Lot Size1.11 AC / 48,351 SF
CountyFairfield County

Location

Listing Courtesy of William Raveis Real Estate, Michelle Genovesi
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Building Information for 381 Chestnut Hill Road

Stories-Year Built1999Building Size-Lot Size1.11 AC / 48,351 SF

Payment Calculator

$7,200 per month

30 year fixed, 6.15% Interest

Principal and Interest

$5,605

Property Taxes

$1,596

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 381 Chestnut Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Please use GPS
  • Elementary School: Cranbury
  • High School: Norwalk
  • Latitude: 41.170969
  • Longitude: -73.395882
  • Middle Jr High School: West Rocks
  • Neighborhood Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Private School(s), Stables/Riding, Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 6
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $19,146
Interior and Exterior Features
Exterior Features
  • Exterior Features: Grill, Deck, Gutters, Lighting, Stone Wall
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Disposal, Washer, Dryer
  • Attic Description: Unfinished, Storage Space, Floored, Pull-Down Stairs
  • Cooling System: Ceiling Fans, Central Air, Zoned
  • Heat Type: Hot Air, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Home Automation: Built In Audio, Security System, Thermostat(s), Wired For Audio
  • Interior Features: Audio System, Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum, Humidifier, Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: Laundry room off kitchen
  • Rooms Additional: Laundry Room, Workshop
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Tile Floor
  • Room Level: Main
  • Room Type: Full Bath
Room 3
  • Room Entry Order: 11
  • Room Features: Tile Floor
  • Room Level: Upper
  • Room Type: Full Bath
Room 4
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 5
  • Listing Key: 47E3520F6615A58AE0631A01100AC2E1
  • Room Entry Order: 3
  • Room Features: Vaulted Ceiling,Ceiling Fan,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 6
  • Room Entry Order: 4
  • Room Features: Granite Counters,French Doors,Island,Hardwood Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 7
  • Room Entry Order: 5
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Level: Main
  • Room Type: Office
Room 8
  • Room Entry Order: 6
  • Room Features: Vaulted Ceiling,Ceiling Fan,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 9
  • Listing Key: 47E3520F6615A58AE0631A01100AC2E1
  • Room Entry Order: 7
  • Room Features: Ceiling Fan,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 8
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 9
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Grey
  • Construction Description: Frame
  • Driveway Type: Paved
  • Exclusions: Please see list on Documents
  • Exterior Siding: Clapboard, Cedar
  • Foundation Type: Concrete
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1999
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 3438
Lot Information
  • Lot Description: Rear Lot, Treed, Sloping Lot, Professionally Landscaped
  • Parcel Number: 1941713
  • Sq Ft Est Heated Above Grade: 3438.0
  • Sq Ft Total: 3438.0
  • Zoning: AAA
Utilities
  • Energy Features: Generator Ready, Humidistat, Programmable Thermostat
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, 50 Gallon Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Estimated Annual Heat Cost: 3400
  • Occupied By: Owner

Property History for 381 Chestnut Hill Road

DateEvent & SourcePriceAppreciation
Jun 22, 2000

Closed (Public Record)

Public Record #91099327

$785,000—
Jun 22, 2000

Closed (Public Record)

Public Record #91099326

$250,000

+36.9% / yr

Nov 6, 1998

Closed (Public Record)

Public Record #91105519

$150,000—
DateEvent & SourcePrice
06/22/2000

Closed (Public Record)

Public Record #91099327

$785,000
06/22/2000

Closed (Public Record)

Public Record #91099326

$250,000

+36.9% / yr

11/06/1998

Closed (Public Record)

Public Record #91105519

$150,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 381 Chestnut Hill Road

Taxable ValueLand$232,450Additions$684,050Total$916,500
Tax Record2024$21,758 ($1,813 / month)
Home Facts
Beds4Baths4Total Finished SqFt3,438 SqFtAbove Grade Finished SqFt3,438 SqFtStories2Lot Size48,352 SqFtStyleSingle Family ResidenceYear Built1999Year Renovated2001ZoningNULLCountyFAIRFIELDAPNNWLK M:5 B:33 L:74Fireplace TypeHas Fireplace

Schools near 381 Chestnut Hill Road

This home is within Norwalk School District.
Rating
School
Type
Grades
Distance
Cranbury Elementary School
Public - K to 5
West Rocks Middle School
Public - 6 to 8
Norwalk High School
Public - 9 to 12
Briggs High School
Public - 9 to 12
Rating
School
Distance
Cranbury Elementary School
PublicK to 5

West Rocks Middle School
Public6 to 8

Norwalk High School
Public9 to 12

Briggs High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 381 Chestnut Hill Road, Norwalk, CT 06851

381 Chestnut Hill Road is a single family home Coming Soon in Norwalk, CT 06851. This property is currently priced at $1,150,000. This listing's school district is Norwalk School District. Nearby schools include Cranbury Elementary School, West Rocks Middle School and Norwalk High School. 381 Chestnut Hill Road is a 4-bed, 4-bath, 3,438 sqft single family home built in 1999.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Michelle Genovesi

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.