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256 Nob Hill Road

Cheshire, Connecticut 06410

ACTIVE - NEW$599,900
Beds
3
Baths
2 | 1
SqFt
2,730
Acres
2.02
Year Built
1962
Matt Caiola

Matt Caiola

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2-Car Garage3 Fireplaces

About This Home

Welcome to this spacious 2,280 sq ft Ranch in the desirable Nob Hill area! This inviting home offers steel beam construction, C/A, two-zone heating and beautiful views. The kitchen features granite countertops, tile floors, a breakfast bar, cooktop, stainless steel appliances and opens to the family room with HW floors and gas fireplace with an impressive brick wall. Enjoy the scenic views from the screened-in porch! The dining room features HW floors and wainscoting. The spacious living room offers a gas fireplace, built-ins, recessed lighting, and a large picture window overlooking the backyard, with potential for a home office. The primary bedroom boasts HW floors and an impressive 14 x 6 walk-in closet with shelving and recessed lighting. The primary bath features double-sink vanity with marble top. Two additional bedrooms feature HW floors. The updated main bath has double sinks. Additional highlights include a tiled foyer, large closet, mudroom with washer + dryer, updated half bath, and large pantry. The expansive walk-out lower level features a wood-burning fireplace and wet bar, perfect for recreation. Enjoy the fenced backyard and patios. Other features include: replacement windows, whole-house fan and pull-down attic. Updates include roof and chimney (2025), refrigerator and dishwasher (2024), washer and dryer (2023), and garage door and back entry door (2019). Public water and sewer in the street. A wonderful opportunity in a sought-after location!

Key Facts

City/Town
Cheshire
Neighborhood
N/A
Property / Style
Single Family · Ranch
Year Built
1962
Days on Market
0 days
Beds
3
Baths
2 full · 1 half
Living Area
2,730 sq ft
Lot Size
2.02 acres
Garage / Parking
2 garage · 3 total
Property Taxes
$11,955 / Annually

Market Snapshot

The Cheshire Market

Single Family · trailing 12 months

Median Days on Market

19

25 active listings

Median $ / Sq Ft

$271

25 active listings

Sale-to-List Ratio

102.5%

252 sales

How this home compares

List Price

$599,900

vs $599,000 median

In line with median

Price / Sq Ft

$220

vs $271 median

18.8% below median

Days on Market

0 days

vs 19 days median

19 days fresher than median

Based on 25 active and 252 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of October 10, 2026.

Location

256 Nob Hill Road, Cheshire, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,519

per month

  • Principal & Interest$3,323
  • Property Taxes$996
  • Insurance$200
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Cheshire
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Ranch
Year Built
1962
New Construction
No/Resale
Living Area
2,730 sq ft
Below Grade
450 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Cheshire

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
3
Laundry
Main Level
Laundry Location
off kitchen
Appliances
Electric CooktopWall OvenDishwasherWasherDryer
Basement
FullPartially FinishedWalk-out
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - Available

Exterior & Lot

Lot Size
2.02 acres
Zoning
R-40
Garage / Parking
2 garage spaces3 total parking spacesAttached GaragePavedDrivewayPrivatePaved
Waterfront Details
Not Applicable
Water Source
Public Water In Street
Sewer
Public Sewer In StreetSeptic
Flood Zone
No
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
Porch-ScreenedPorchPatio
Lot Description
In SubdivisionLightly WoodedSloping Lot

Listing & Financials

Property Taxes
$11,955 / Annually
Days on Market
0
MLS #
24213120
MLS Status
Active

Similar Properties

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

Listed By

Stacey Deangelis

(203) 494-7068

Calcagni Real Estate

(203) 272-1821

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/10/2026. 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 10/10/2026 at 10:40 PM UTC.