168 Cobble Road, Kent, CT 06757
Property image
Property image
FOR SALE
14.45 ACRES

$1,650,000

Original price: $1,745,000
  • 4 Beds
  • 4.5 Baths
  • 3,790 sqft (on 14.45 acres)

168 Cobble Road, Kent, CT 06757

Est. Mortgage $11,084/mo*
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Home Highlights

Single-Family Home
Built in 2004
14.45 acre lot
$435/sqft
2 Car Garage

Local Information

  • Map ViewExplore the area around 168 Cobble Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.
Last check for updates: about 3 hours ago
Listing courtesy of Stephen Pener, (203) 470-0393
William Pitt Sotheby's Int'l, (203) 470-0393
Vanessa Henderson, (646) 469-7352
William Pitt Sotheby's Int'l, (860) 927-1141
Source: Smart MLS, MLS#24130930
Also Listed on Smart MLS.

Home Details for 168 Cobble Road

Interior Features

Interior Details
Basement: Full,Heated,Partially FinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3790 Square Feet
Appliances & Utilities
Appliances: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,PropaneHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2990 Square FeetFinished Area (below surface): 800 Square Feet

Days on Market

Days on Market: 167

Property Information

Year Built
Year Built: 2004
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Contemporary
Building
Construction Materials: ClapboardNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1943432

Price & Status

Price
List Price: $1,650,000Price Per Sqft: $435
Status Change & Dates
Possession Timing: Negotiable

Active Status

MLS Status: Active

Location

Direction & Address
City: Kent
School Information
Elementary School: KentHigh School: Housatonic

Agent Information

Listing Agent
Listing ID: 24130930

Building

Building Area
Building Area: 3790 Square Feet

Community

Community Features: Library, Private School(s), Tennis Court(s)

HOA

No HOA

Lot Information

Lot Area: 14.45 Acres

Miscellaneous

BasementMls Number: 24130930Attic: Access Via HatchAttribution Contact: (203) 470-0393Above Grade Unfinished Area: 2990

Additional Information

LibraryPrivate School(s)Tennis Court(s)

Around this home

What Locals Say about Kent

At least 11 Trulia users voted on each feature.

  • 86 % Say car is needed

  • 86 % Say people would walk alone at night

  • 86 % Say there's wildlife

  • 82 % Say it's quiet

  • 73 % Say yards are well-kept

  • 73 % Say it's dog friendly

  • 71 % Say parking is easy

  • 70 % Say neighbors are friendly

  • 64 % Say they plan to stay for at least 5 years

  • 62 % Say there's holiday spirit

  • 50 % Say there are community events

  • 50 % Say there are sidewalks

  • 43 % Say it's walkable to restaurants

  • 42 % Say streets are well-lit

  • 41 % Say it's walkable to grocery stores

  • 31 % Say kids play outside

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Lovely place for dogs. Large properties and public spaces."
    0
    Flag
  • Amanda Cernitz
    "Kent is a very dog friendly community. Dogs are welcome in stores, only service dogs in food establishments unless you’re dining outside. "
    0
    Flag
  • Amanda C
    "Dog friendly community. Open grassy areas to walk and play with your dogs. Good side walks and courtyard spaces. "
    0
    Flag
  • Amanda Cernitz
    "There are many wonder local events. Small town living almost at its finest. There is a restaurant/bar in town, customers loudly congregate in the parking lot. This town would be perfect otherwise. "
    0
    Flag
  • Amanda Cernitz
    "There are many community events, too many to list. Kent is a lovely town and I’m grateful to be a resident here. "
    0
    Flag
  • Charlesgoldberg_1941
    "Kent features a warm, friendly, collaborative culture wherein people readily volunteer to make life better for all. "
    0
    Flag
  • Mrodriguez
    "We have the Kent Sidewalk sale, which draws visitors from all over the northeast each August. Local businesses showcase their stores while also providing great sales for both local and out of town visitors. Our biggest event though happens on Halloween, when the entire community, as well as out of town visitors come together for trick or treating at local businesses and neighborhoods, music provided by a DJ in the middle of town and our famous Thriller flash mob dance! We also have the Kent Pumpkin Run, which draws hundreds of runners from all over and raises money for various charities. "
    0
    Flag

Market trends in Kent

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
24
1MoM

Home Value

Trulia Estimate
$1.56M
Since last month
Increased$43K (+2.8%)
Since last year
Decreased$303K (-16.3%)
Since last sale
Increased$1M (+844%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +43% in the last 10 years
MonthEstimated value
2026
September 2026$1.56M
August 2026$1.51M
July 2026$1.52M
June 2026$1.58M
May 2026$1.59M
April 2026$1.61M
March 2026$1.62M
February 2026$1.65M
January 2026$1.65M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
13 Cobble Heights Road, Kent, CT
0.17
Single-Family Home
$1,375,000
02/06/26
4
3.5
6,000
100 North Main Street, Kent, CT
0.85
Single-Family Home
$2,400,000
08/05/26
4
5
5,345
30 Studio Hill Circle, Kent, CT
1.12
Single-Family Home
$1,050,000
11/14/25
3
3.5
2,736
89-A North Main Street, Kent, CT
0.87
Single-Family Home
$675,000
07/27/26
3
2
1,427
25 Stone Fences Lane, South Kent, CT
1.62
Single-Family Home
$1,195,000
07/28/26
4
3.5
3,986
56 Richards Road, South Kent, CT
2.04
Single-Family Home
$1,850,000
09/01/26
4
3.5
3,950
29 Elizabeth Street, Kent, CT
0.93
Single-Family Home
$416,000
05/29/26
2
1
862
3 Studio Hill Road, Kent, CT
1.42
Single-Family Home
$1,360,000
07/14/26
3
2.5
2,902
132 South Kent Road, South Kent, CT
1.76
Single-Family Home
$555,000
04/27/26
4
2.5
2,469

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
3 Cobble Heights Road, Kent, CT 06757
0.16
$952,100
4
3
2,282
Off Market
13 Cobble Heights Road, Kent, CT 06757
0.17
$1,375,000
4
3.5
6,000
Recently Sold
2 Cobble Heights Road, Kent, CT 06757
0.19
$1,195,400
4
4.5
4,236
Off Market
126 Cobble Road, Kent, CT 06757
0.44
$520,500
3
1.5
1,248
Off Market
45 Maple St Extension, Kent, CT 06757
0.51
$388,500
3
1
1,133
Off Market
47 Maple St Extension, Kent, CT 06757
0.52
$486,600
5
4
2,241
Off Market
9 Segar Mountain Road, Kent, CT 06757
0.53
$354,400
2
1
893
Off Market
15 Maple Street Extension, Kent, CT 06757
0.57
$393,600
5
-
-
Off Market
Segar Mountain Road, Kent, CT 06757
0.60
-
-
-
-
Off Market
Segar Mountain Road, Kent, CT 06757
0.60
-
-
-
2,511
Off Market
Address Not Disclosed, Kent, CT 06757
0.61
$335,000
2
2.5
1,622
For Sale

Price and Tax history

DateEventPrice
Jun 30, 2026
Source: Smart MLS #24130930
PriceChange
$1,650,000
Price decreased by 5%
May 11, 2026
Source: Smart MLS #24130930
PriceChange
$1,745,000
Price decreased by 3%
Mar 26, 2026
Source: Smart MLS #24130930
Listed For Sale
$1,795,000
Dec 5, 2025
Source: Smart MLS #24130930
ListingRemoved
$1,795,000
Oct 3, 2025
Source: Smart MLS #24130930
Listed For Sale
$1,795,000

LGBTQ Local Legal Protections

Stephen Pener, William Pitt Sotheby's Int'l, (203) 470-0393
Agent Phone: (203) 470-0393
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Frequently asked questions about 168 Cobble Road

  • What is the estimated monthly payment for 168 Cobble Road?
    Based on a $1,650,000 list price with 20% down at today's rates, the estimated monthly payment for 168 Cobble Road in Kent, CT is approximately $11,276 (about $8,753 principal & interest, $2,448 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Kent?
    Residents describe Kent, CT as quiet, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Kent, CT.
  • What are the closest schools to 168 Cobble Road?
    The closest schools to 168 Cobble Road in Kent, CT are Housatonic Valley Regional High School (rated 5/10), Kent Center School (Pre-K/Elementary/Middle, rated 7/10).
  • What is 168 Cobble Road estimated to be worth?
    Trulia's estimated value for 168 Cobble Road in Kent, CT is $1,557,600.
  • Does 168 Cobble Road have air conditioning?
    Yes, 168 Cobble Road in Kent, CT has air conditioning.
  • Does 168 Cobble Road have laundry facilities?
    Yes, 168 Cobble Road in Kent, CT has in-unit laundry.
168 Cobble Road, Kent, CT 06757 is a 4 bedroom, 5 bathroom, 3,790 sqft single-family home built in 2004. This property is currently available for sale and was listed by Smart MLS on Mar 26, 2026. The MLS # for this home is MLS# 24130930.