168 Cobble Road
Kent, Connecticut 06757
Reduced from $1,795,000
- Beds
- 4
- Baths
- 4 | 1
- SqFt
- 3,790
- Acres
- 14.45
- Year Built
- 2004
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Escape to this mountaintop retreat with sweeping, unobstructed views located off one of the most desirable scenic roads in the Litchfield Hills. Set in complete privacy, this four-bedroom home offers a perfect blend of comfort and sophistication with an open-concept layout designed for both relaxation and entertaining. The chef's kitchen, featuring a central island, flows seamlessly into a cozy reading nook with fireplace, a screened porch, and a dining area that opens to an expansive deck overlooking the breathtaking vistas. The spacious living room, anchored by a striking fieldstone fireplace, also connects to the deck and includes a charming home office. Upstairs, the primary suite offers a private balcony, spa-like bath with soaking tub, and walk-in closet. An additional ensuite bedroom, two more bedrooms with a shared full bath, and convenient laundry complete the upper level. The walkout lower level provides versatile living space, currently used as a media room and gym, and includes a full bath. Located just minutes from the shops and restaurants of Kent's vibrant village center-and only two hours from New York City-this property is the ultimate country retreat.
Key Facts
- City/Town
- Kent
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial,Contemporary
- Year Built
- 2004
- Days on Market
- 299 days
- Beds
- 4
- Baths
- 4 full · 1 half
- Living Area
- 3,790 sq ft
- Lot Size
- 14.45 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $12,330 / Annually
Market Snapshot
The Kent Market
Single Family · trailing 12 months
Active Listings
17
7 under contract
Median List Price
$1.14M
17 active listings
Median Closed Price
$650,000
28 sales
Median Days on Market
70
17 active listings
Median $ / Sq Ft
$435
17 active listings
Sale-to-List Ratio
98.0%
28 sales
How this home compares
List Price
$1.65M
vs $1.14M median
44.9% above median
Price / Sq Ft
$435
vs $435 median
In line with median
Days on Market
299 days
vs 70 days median
229 days longer than median
Based on 17 active and 28 closed sales (trailing 12 mo) of single family in Kent. Source: SmartMLS · As of July 29, 2026.
Location
168 Cobble Road, Kent, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$8,413
- Property Taxes$1,028
- Insurance$550
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Kent
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial,Contemporary
- Year Built
- 2004
- New Construction
- No/Resale
- Living Area
- 3,790 sq ft
- Below Grade
- 800 sq ft
Schools
- Elementary
- Kent
- High
- Housatonic
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry Location
- Upper Lower
- Appliances
- Oven/RangeRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedPartially FinishedFull With Walk-Out
Exterior & Lot
- Lot Size
- 14.45 acres
- Zoning
- Residential
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- SecludedRear LotLightly WoodedSloping Lot
Listing & Financials
- Property Taxes
- $12,330 / Annually
- Days on Market
- 299
- MLS #
- 24130930
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Vanessa Henderson
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 7/29/2026. 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 7/29/2026 at 10:10 AM UTC.