Recently Listed Open House 4/25 11am - 1pm
255 Nob Hill Road
Cheshire, CT, 06410 $ 779,000
Bedrooms4 Baths4.1 Sq 3,664 Monthly Estimate*
$ 4,796
for $779,000 with 4 bedrooms and 4 full baths, 1 half bath. This 3,664 square foot home was built in 1961 on a lot size of 0.95.
There's a moment when you walk into a house and just know. 255 Nob Hill Road is that house. A quintessential New England colonial set in Cheshire's coveted Nob Hill neighborhood, this four-bedroom, four-bathroom home delivers 3,124 square feet of warm, open living - plus 540 finished square feet in the lower level - wrapped around four fireplaces and two primary suites that make it as flexible as it is beautiful. Step inside and feel it immediately: the open-concept main level is warm and welcoming, designed for the way families actually gather. Morning light pours through generous windows, and no matter the weather outside, you're always close to a fire. Each of the four fireplaces has its own personality - from the living room hearth that anchors the main floor to the quieter ones tucked in spaces that value a slower pace. Two primary suites offer the kind of flexibility that today's households need - whether you're hosting extended family, accommodating multigenerational living, or simply wanting a guest experience that feels genuinely luxurious. Everyone gets their own piece of this home, and it never feels crowded. Step outside and the story continues. The extensive paver patio is an entertainer's dream - expansive, beautifully finished, and anchored by a built-in firepit that will become your favorite seat in the house from May through October. The private backyard wraps around you, and the sense of quiet is real. This is the outdoor space you've been picturing. The finished lower level adds 540 square feet of versatile and comfortable space - perfect for a home office, media room, gym, or playroom. Nob Hill has long been one of Cheshire's coveted addresses for good reason: quiet, established, and close to everything that makes this town special - top-rated schools, local shops, parks, and a genuine sense of community. This is not just a house. It's the one you'll stop scrolling for. Located in the New Barnum Elementary School District. Driveway 2024, Roof 2021, Furnace 2013-14
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Open House
4/25/2026 11:00 AM - 1:00 PM
255 Nob Hill Road Cheshire, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralZoning R-40
Neighborhood N/A
County New Haven
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.95
Directions From North: Route 10 to Creamery to Wolf Hill to Nob Hill OR From South: Route 10 to Country Club to Wolf Hill to Nob Hill
High School Cheshire
City Cheshire
Elementary School Per Board of Ed
Sq Ft Total 3664
DOM 0
Year Built 1961
Style Colonial
Year Built Source Public Records
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InteriorCooling System Ceiling Fans Central Air
Total Rooms 10
Basement Description Full Partially Finished Full With Walk-Out
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ExteriorWater Source Public Water Connected
Lot Description Sloping Lot Cleared
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* Excluded FeaturesList ByLeanne DelrossoListing Agent
ldelrosso@lamacchiarealty.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $4,796
- Monthly Property Taxes
- $1,001
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Cheshire, CT
Average List Price $798,596
Percent of Sale Price 3%
About Cheshire, CT 29,795 Population
4% Since 2002
$ 107,809 Median Income
44.2 Median Age
30% Households with Children
Trends Information provided by ATTOM Data Solutions.
3041960 Elementary School
1232875 Middle School
Cheshire High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 4/23/2026 | $779,000 | | Listed Price |