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295 Smith Hill Road

Colebrook, Connecticut 06021

ACTIVE$2,200,000
Beds
5
Baths
4 | 1
SqFt
4,807
Acres
8.05
Year Built
1767
Matt Caiola

Matt Caiola

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Pool4-Car Garage3 FireplacesVirtual Tour

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

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

Property + 2 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$13,845

per 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

Homes with a close match in area, property type, and price.

Listed By

Elvia Gignoux

(860) 435-0345

William Pitt Sotheby's Int'l

(860) 435-2400

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.