This home's estimate is 16.7% lower than the average sale price ($1.63M) of 6 comparable homes.
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- Property details
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381 Chestnut Hill Rd, Norwalk, CT 06851
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About this home
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.
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Last updated August 2026
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Est. $5,020 per month, based on comparable rentals
Sale and tax history for 381 Chestnut Hill Rd
- Sale History
- Tax History
$385/sq ft
$334/sq ft
$334/sq ft
$282/sq ft
$73/sq ft
$228/sq ft
$218/sq ft
$44/sq ft
Public record
Property details
Parking
- Garage Information
- Garage & Parking: Attached Garage, Driveway
- Garages Number: 2
- Parking Information
- Parking Total Spaces: 6
Interior
- Virtual Tour Information
- Interior Information
- Total Rooms: 9
- Laundry Room Location: Laundry room off kitchen
- Laundry Room Info: Main Level
- Interior Features: Audio System, Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum, Humidifier, Security System
- In-Law Apartment: No
- Built In Audio, Security System, Thermostat(s), Wired For Audio
- Fireplaces Total: 1
- Cooling System: Ceiling Fans, Central Air, Zoned
- Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Dishwasher, Disposal, Washer, Dryer
- Bathroom Information
- # of Baths (Full): 4
- Bedroom Information
- Beds Total: 4
- Room Information
- Rooms Additional: Laundry Room, Workshop
- Basement Description: Full, Storage, Concrete Floor, Full With Walk-Out
- Has Attic
- Attic Description: Storage Space, Floored, Pull-Down Stairs
Exterior
- Exterior Features
- Roof Information: Asphalt Shingle
- Exterior Siding: Clapboard, Cedar
- Exterior Features: Grill, Deck, Gutters, Lighting, Stone Wall
- Lot Information
- Lot Description: Rear Lot, Treed, Sloping Lot, Professionally Landscaped
- Building Information
- Foundation Type: Concrete
- Construction Description: Frame
- Color: Grey
- Property Information
- Waterfront Description: Beach Rights
- Property Type: Single Family For Sale
- Living Area SQFT Per Public Record: 3438
- Driveway Type: Paved
Financial
- Assessments Information
- Assessed Value: $916,500
Utilities
- Utility Information
- Water Source: Private Well
- Sewage System: Septic
- Hot Water Description: Oil, 50 Gallon Tank
- Heat Type: Hot Air, Zoned
- Heat Fuel Type: Oil
- Fuel Tank Location: Above Ground
- Estimated Annual Heat Cost: $3,400
- Energy Features: Generator Ready, Humidistat, Programmable Thermostat
Location
- School Information
- Middle Jr High School: West Rocks
- High School: Norwalk
- Elementary School: Cranbury
- Location Information
- State: Connecticut
- Nearby Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Private School(s), Stables/Riding, Tennis Courts
- Directions: Please use GPS
- County: Fairfield
Public facts
- Beds: 4
- Baths: 4.0
- Sq. Ft.: 3,438
- Stories: 2.0
- Lot Size: 1.11 acres
- Style: Single Family Residential
- Year Built: 1999
- Year Renovated: —
- County: Fairfield County
- APN: 1941713
Around this home
Schools
Public PreK-5 • Assigned • 1.0mi
Public 6-8 • Assigned • 2.7mi
Public 9-12 • Assigned • 3.4mi
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 99° expected this year, 16 days in 30 years
63% chance of strong winds in next 30 years
3 unhealthy days expected this year, 5 days in 30 years
Sun exposure
In this area, properties receive around 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 06851
Home values near 381 Chestnut Hill Rd
| Address | Redfin Estimate |
|---|---|
4 Beds | 2.5 Baths | 2441 Sq. Ft. | $995,083 |
3 Beds | 2.5 Baths | 2455 Sq. Ft. | $1,054,883 |
| Address | Redfin Estimate |
|---|---|
4 Beds | 4 Baths | 4554 Sq. Ft. | $1,853,288 |
- Beds | - Baths | - Sq. Ft. | — |
| Address | Redfin Estimate |
|---|---|
5 Beds | 5.5 Baths | 4300 Sq. Ft. | $1,724,892 |
- Beds | - Baths | - Sq. Ft. | — |
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