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316 Chestnut Hill Road

Norwalk, Connecticut 06851

ACTIVE - NEW$950,000
Beds
4
Baths
2 | 1
SqFt
2,429
Acres
1.56
Year Built
1780
Matt Caiola

Matt Caiola

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Pool2-Car Garage2 Fireplaces

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

City/Town
Norwalk
Neighborhood
Cranbury
Property / Style
Single Family · Colonial,Antique
Year Built
1780
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
2,429 sq ft
Lot Size
1.56 acres
Garage / Parking
2 garage
Property Taxes
$14,403 / Annually

Market Snapshot

The Norwalk Market

Single Family · trailing 12 months

View area

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,451

per 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

City/Town
Norwalk
Neighborhood
Cranbury
County
Fairfield

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

Similar Properties

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Listed By

Katie Sparkman

(203) 981-4815

William Raveis Real Estate

(203) 854-5116

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.