295 Smith Hill Road
Colebrook, Connecticut 06021
- Beds
- 5
- Baths
- 4 | 1
- SqFt
- 4,807
- Acres
- 8.05
- Year Built
- 1767
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Introducing Turkey Hill You only have to stand at the edge of the property, framed by stone walls and century-old trees, to know this is a special place. Beyond the stone pillars, down a crushed-stone driveway, you're led into a true country farm estate. The main house, substantial barn, multi-car garage, pool, and tennis court give you a multitude of reasons not to stray far from this retreat on the weekend. With additional an 26 acres to protect privacy available just across the street. Let's dive in, shall we? The main house is all you could ever want in a circa 1767 farmhouse. The attention to detail and preservation here is unmatched. Wide-board floors stretch throughout, large stone fireplaces anchor the rooms, and a Dutch door is just one of the many special details woven into this home. It's clear from its inception that this house was meant to be a place to gather. From the moment you enter through the mudroom - it's the country, after all - the home balances both ease and grace beautifully. Spacious and well-lit, you've never felt so fabulous removing muddy shoes. Step into the family room, whose sole purpose is to capture guests and have them stay awhile. The kitchen flanks the space with ample counter room. The Taj Mahal quartzite counters will make you pause and notice their beauty and uniqueness. This is a kitchen where serious meals can be prepared, with guests within earshot in the cozy living room or gathered at the casual dinner table.
Key Facts
- City/Town
- Colebrook
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1767
- Days on Market
- 14 days
- Beds
- 5
- Baths
- 4 full · 1 half
- Living Area
- 4,807 sq ft
- Lot Size
- 8.05 acres
- Garage / Parking
- 4 garage
- Property Taxes
- $22,741 / Annually
Market Snapshot
The Colebrook Market
Single Family · trailing 12 months
Active Listings
3
1 under contract
Median List Price
$1.08M
3 active listings
Median Closed Price
$440,000
15 sales
Median Days on Market
40
3 active listings
Median $ / Sq Ft
$327
3 active listings
Sale-to-List Ratio
97.3%
15 sales
How this home compares
List Price
$2.20M
vs $1.08M median
2.0× the median
Price / Sq Ft
$458
vs $327 median
40.1% above median
Days on Market
14 days
vs 40 days median
26 days fresher than median
Based on 3 active and 15 closed sales (trailing 12 mo) of single family in Colebrook. Source: SmartMLS · As of July 28, 2026.
Location
295 Smith Hill Road, Colebrook, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$11,217
- Property Taxes$1,895
- Insurance$733
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Colebrook
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1767
- New Construction
- No/Resale
- Living Area
- 4,807 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 3
- Appliances
- Gas CooktopWall OvenMicrowaveRefrigeratorDishwasherWasherDryerWine Chiller
- Basement
- FullUnfinishedInterior AccessConcrete Floor
Exterior & Lot
- Lot Size
- 8.05 acres
- Zoning
- VD
- Garage / Parking
- 4 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- In Ground Pool
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Lot Description
- Level LotProfessionally Landscaped
Listing & Financials
- Property Taxes
- $22,741 / Annually
- Days on Market
- 14
- MLS #
- 24189863
- MLS Status
- Active
Similar Properties
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Co-Listed By
Lenore Mallett
William Pitt Sotheby's Int'l
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 4:25 AM UTC.