76 Comstock Hill Road
New Canaan, Connecticut 06840
Reduced from $1,795,000
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 3,688
- Acres
- 1.07
- Year Built
- 1957
- Neighborhood
- Silvermine
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
38
21 under contract
Median List Price
$3.41M
38 active listings
Median Closed Price
$2.85M
211 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 22, 2026per 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
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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 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.