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76 Comstock Hill Road

New Canaan, Connecticut 06840

ACTIVE$1,695,000

Reduced from $1,795,000

Beds
3
Baths
2 | 1
SqFt
3,688
Acres
1.07
Year Built
1957
Matt Caiola

Matt Caiola

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About This Home

Set in the sought-after Silvermine community, this sophisticated, turnkey residence offers an exceptional one-level living in a tranquil historic setting. Just a short walk to the Silvermine Arts Center and The Inn at Gray Barns-with acclaimed dining, a neighborhood cafe, and scenic Silvermine River views-the property combines privacy and serenity with effortless convenience. The open, sun-filled interior features fine millwork, architectural details, and gleaming hardwood floors. A bright quartz kitchen with new appliances and flows into a spacious family room, leading to a private stone terrace and expansive landscaped grounds with the potential for a pool. The private bedroom wing includes a serene primary suite, two additional bedrooms, full hall bath and sunset views. A bright, finished walkout lower level adds approximately 1,400 square feet of versatile space, a half bath, and three exterior access points-ideal for a flex space, TV room, home office, gym, guest accommodations, or for in-law stays. Recent improvements include a new heating and cooling system, a new roof and windows, fully paved driveway, new stone entry, professional landscaping, and fresh interior and exterior paint. Minutes from downtown New Canaan, schools, the train station, and major commuter routes.

Key Facts

City/Town
New Canaan
Neighborhood
Silvermine
Property / Style
Single Family · Ranch
Year Built
1957
Days on Market
99 days
Beds
3
Baths
2 full · 1 half
Living Area
3,688 sq ft
Lot Size
1.07 acres
Garage / Parking
2 garage
Property Taxes
$14,459 / Annually

Market Snapshot

The New Canaan Market

Single Family · trailing 12 months

View area

Median Days on Market

51

38 active listings

Median $ / Sq Ft

$677

38 active listings

Sale-to-List Ratio

102.2%

211 sales

How this home compares

List Price

$1.70M

vs $3.41M median

50.3% below median

Price / Sq Ft

$460

vs $677 median

32.1% below median

Days on Market

99 days

vs 51 days median

48 days longer than median

Based on 38 active and 211 closed sales (trailing 12 mo) of single family in New Canaan. Source: SmartMLS · As of October 29, 2026.

Location

76 Comstock Hill Road, New Canaan, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$11,085

per month

  • Principal & Interest$9,315
  • Property Taxes$1,205
  • Insurance$565
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
New Canaan
Neighborhood
Silvermine
County
Fairfield

Residence

Property Type
Single Family
Style
Ranch
Year Built
1957
New Construction
No/Resale
Living Area
3,688 sq ft
Below Grade
1,400 sq ft

Schools

Elementary
East
High
New Canaan

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Appliances
Electric RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullHeatedStorageFully FinishedCooledLiveable SpaceFull With Walk-Out
In-Law Apartment
PossibleLower Level

Exterior & Lot

Lot Size
1.07 acres
Zoning
2AC
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Shake
Roof
Asphalt Shingle
Foundation
Masonry
Exterior Features
TerraceGuttersStone WallPatio
Lot Description
DryLevel LotSloping LotProfessionally Landscaped

Listing & Financials

Property Taxes
$14,459 / Annually
Days on Market
99
MLS #
24192934
MLS Status
Active

Similar Properties

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Listed By

Anthony Ardino

(203) 249-9833

William Raveis Real Estate

(203) 966-3555

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/29/2026. 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 10/29/2026 at 5:35 AM UTC.