316 Chestnut Hill Road
Norwalk, Connecticut 06851
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,429
- Acres
- 1.56
- Year Built
- 1780
- Neighborhood
- Cranbury
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Historic New England charm meets modern-day living at 316 Chestnut Hill Road. Dating back to circa 1780, this beautifully updated 4-bedroom, 2.5-bath home is set on 1.5 picturesque acres in Norwalk's sought-after Cranbury neighborhood. Original wide-plank floors, exposed beams, two fireplaces, and beautiful stonework throughout the property showcase the home's character. Thoughtfully updated for modern living, the home offers central air-a welcome luxury in a home of this vintage-along with a beautifully updated kitchen featuring high-end appliances and renovated baths. The first-floor primary suite is a standout, with vaulted ceilings and an en suite bath featuring a soaking tub. An attached two-car garage and whole-house generator provide additional comfort and convenience. Outside, the property is made for entertaining. A swimming pool, screened porch, stone patio with built-in grill, and outdoor shower create a private backyard retreat. A charming barn adds even more potential-imagine a pool house, studio, home office, gym, or creative space. Just down the street, enjoy access to the miles of wooded trails at beloved Cranbury Park, with Cranbury Shopping Center and Country Convenience nearby for shopping and dining. A special property that brings together nearly 250 years of history, beautiful grounds, modern updates, and an exceptional indoor-outdoor lifestyle.
Key Facts
Market Snapshot
The Norwalk Market
Single Family · trailing 12 months
Active Listings
69
94 under contract
Median List Price
$988,000
69 active listings
Median Closed Price
$825,000
499 sales
Median Days on Market
40
69 active listings
Median $ / Sq Ft
$444
69 active listings
Sale-to-List Ratio
102.7%
499 sales
How this home compares
List Price
$950,000
vs $988,000 median
In line with median
Price / Sq Ft
$391
vs $444 median
11.9% below median
Days on Market
0 days
vs 40 days median
40 days fresher than median
Based on 69 active and 499 closed sales (trailing 12 mo) of single family in Norwalk. Source: SmartMLS · As of September 10, 2026.
Location
316 Chestnut Hill Road, Norwalk, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$4,934
- Property Taxes$1,200
- Insurance$317
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Single Family
- Style
- Colonial,Antique
- Year Built
- 1780
- New Construction
- No/Resale
- Living Area
- 2,429 sq ft
Schools
- Elementary
- Cranbury
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
- Appliances
- Gas CooktopGas RangeRange HoodRefrigeratorFreezerIcemakerDishwasherWasherDryer
- Basement
- PartialUnfinishedSump Pump
- Interior Features
- Auto Garage Door OpenerSecurity System
Exterior & Lot
- Lot Size
- 1.56 acres
- Zoning
- A3
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- Pool HouseIn Ground Pool
- Construction
- Shingle
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Level LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $14,403 / Annually
- Days on Market
- 0
- MLS #
- 24205695
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/10/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/10/2026 at 5:20 PM UTC.