255 Kent Rd, Kent, CT 06757
OFF MARKET

255 Kent Rd
Kent, CT 06757

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

$612,200

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $4,046/mo*
Refinance Your Home

$612,200

Trulia Estimate
as of Jun 6, 2026
Est. Refi. Payment $4,046/mo*
Refinance Your Home
3 Beds
3.5 Baths
2,088 sqft
(on 1.40 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 255 Kent Rd

Interior Features

Heating & Cooling
Heating: Other, OilHeating Fuel: Other
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 History for 255 Kent Rd

DatePriceEventSource
07/12/2016$305,000Sold
N/A
01/26/2016$319,000PriceChange
Agent Provided
12/23/2015$330,000PriceChange
Agent Provided
08/09/2015$340,000PriceChange
Agent Provided
05/22/2015$349,000PriceChange
Agent Provided
03/26/2015$359,000PriceChange
Agent Provided
10/24/2014$350,000PriceChange
N/A
08/03/2014$355,000Listed For SaleN/A
06/10/1999$165,000Sold
Smart MLS #97031772

Market trends in Kent

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
14
5MoM
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Property Tax and Assessment

Year2025
Tax$5,756
Assessment$341,200
Home facts updated by county records

Comparable Sales for 255 Kent Rd

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
92 Spooner Hill Rd, South Kent, CT
0.54
Single-Family Home
$615,000
08/04/25
2
2
1,346
16 Birch Hill Lane, Kent, CT
0.97
Single-Family Home
$315,000
05/07/26
3
1
1,057
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
175 Kent Road, Kent, CT
0.94
Single-Family Home
$1,300,000
07/31/25
5
4.5
3,544
6 Lee Circle, Kent, CT
1.86
Single-Family Home
$690,000
07/30/25
3
2.5
2,014

Nearby homes

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Assigned Schools

These are the assigned schools for 255 Kent Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • 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
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  • 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
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  • 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. "
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Apartments for Rent

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Homes for sale near 255 Kent Rd

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Off Market Homes Near 255 Kent Rd

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Homes for rent near 255 Kent Rd

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255 Kent Rd, Kent, CT 06757 is a 3 bedroom, 4 bathroom, 2,088 sqft single-family home built in 1980. This property is not currently available for sale. 255 Kent Rd was last sold on Jul 12, 2016 for $305,000. The current Trulia Estimate for 255 Kent Rd is $612,200.