255 Kent Rd, Kent, CT 06757
OFF MARKET

$603,300

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 2,088 sqft (on 1.40 acres)

255 Kent Rd, Kent, CT 06757

Est. Refi. Payment $4,078/mo*
Refinance Your Home
Currently Off Market - Sold Jul 12, 2016 for $305,000

Home Value

Trulia Estimate
$603K
Since last month
Decreased$13K (-2.1%)
Since last year
Decreased$8K (-1.3%)
Since last sale
Increased$300K (+98.2%)
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 +98% in the last 10 years
MonthEstimated value
2026
August 2026$605K
August 2026$603K
July 2026$618K
June 2026$619K
May 2026$612K
April 2026$600K
March 2026$588K
February 2026$585K
January 2026$574K
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
311 Kent Road, Kent, CT
0.54
Single-Family Home
$577,000
10/21/25
3
1.5
1,548
349 Kent Rd, Kent, CT
0.80
Single-Family Home
$625,000
01/30/26
3
2
1,947
16 Birch Hill Lane, Kent, CT
0.97
Single-Family Home
$315,000
05/07/26
3
1
1,057
46 Spooner Hill Road, South Kent, CT
1.16
Single-Family Home
$1,060,000
08/24/26
3
2.5
2,584
128 South Kent Road, South Kent, CT
1.60
Single-Family Home
$410,000
09/15/25
2
2
2,480
132 South Kent Road, South Kent, CT
1.56
Single-Family Home
$555,000
04/27/26
4
2.5
2,469
97 Lake Ellis Road, Wingdale, NY
1.68
Single-Family Home
$414,000
12/31/25
3
2.5
2,344
50 Lake Ellis Road, Wingdale, NY
1.64
Single-Family Home
$374,000
12/12/25
2
2
1,700
14 SE Mountain Road, Wingdale, NY
1.50
Single-Family Home
$179,000
07/29/26
3
1
1,092
23 Grove Rd, Gaylordsville, CT
2.32
Single-Family Home
$400,000
06/17/26
3
3
2,110

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
249 South Kent Road, Kent, CT 06757
0.05
$578,800
4
2
1,302
Off Market
267 Kent Road, Kent, CT 06757
0.08
$514,700
3
2
1,669
Off Market
South Kent Road, Kent, CT 06757
0.31
-
-
-
-
Off Market
South Kent Road, Kent, CT 06757
0.31
-
-
-
-
Off Market
211 Kent Road, Kent, CT 06757
0.38
$1,194,800
4
3.5
2,951
Off Market
311 Kent Road, Kent, CT 06757
0.54
$606,300
3
1.5
1,548
Off Market
184 Bulls Bridge Road, South Kent, CT 06785
0.60
$341,400
3
1
1,242
Off Market
182 Bulls Bridge Road, South Kent, CT 06785
0.62
$384,300
2
1
1,470
Off Market
Schaghticoke Road, Kent, CT 06757
0.72
-
-
-
-
Off Market
90 Spooner Hill Road, Kent, CT 06757
0.73
$1,637,300
4
4.5
5,333
Off Market
5/12/150/ Spooner Hill Road, Kent, CT 06757
0.83
-
-
-
-
Off Market
Bulls Bridge Road, South Kent, CT 06785
0.88
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 255 Kent Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1980
Lot Size
1.4 acres
Living Area
2,088 sqft
Price/Sqft
$289

About this House

Step in to this 1859 converted barn with exposed beams and beautiful hardwood floors throughout. Kitchen allows great space for eat in area & stainless steel appliances. Dining area looks through the kitchen giving a nice feel when entertaining. Around dining area you enter in large living room with exposed beams, wood stove and saturated with natural light. Upstairs you have two en suites and balcony looking over downstairs living area. On the lower level you enter into a spacious foyer area, workshop and two additional bedrooms sharing full bath. Garage is currently used as workshop area. Front yard looks over the housatonic and fenced level backyard for privacy and play. Home has many updates...septic, roof and leaf guard gutters for easy maintenance. Only minutes to Kent's village and Harlem Valley-Wingdale train station. Great schools, great shopping and most of all AFFORDABLE.
255 Kent Rd, Kent, CT 06757 is a 3 bedroom, 4 bathroom, 2,088 sqft single-family home built in 1980. It last sold for $305,000 on Jul 12, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $603,300, with a rent estimate of $4,744/month.

Home Details for 255 Kent Rd

Interior Features

Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 7

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 2

Lot Information

Lot Area: 1.40 acres

Price and Tax history

DateEventPrice
Jul 12, 2016
Source: N/A
Sold
$305,000
Jan 26, 2016
Source: Agent Provided
PriceChange
$319,000
Price decreased by 3%
Dec 23, 2015
Source: Agent Provided
PriceChange
$330,000
Price decreased by 3%
Aug 9, 2015
Source: Agent Provided
PriceChange
$340,000
Price decreased by 3%
May 22, 2015
Source: Agent Provided
PriceChange
$349,000
Price decreased by 3%

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

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

LGBTQ Local Legal Protections

Frequently asked questions about 255 Kent Rd

  • What is 255 Kent Rd estimated to be worth?
    Trulia's estimated value for 255 Kent Rd is $603,300.
  • What is the price history for 255 Kent Rd?
    255 Kent Rd last sold for $305,000 in July 2016.
  • Is Kent a buyer's or seller's market?
    Kent is currently a balanced market, based on recent for-sale activity.
  • 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 recently sold homes in Kent, CT.
  • How big is the lot at 255 Kent Rd?
    The lot at 255 Kent Rd is about 1.4 acres.

Explore by feature - Washer/dryer

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