255 Nob Hill Road Cheshire, CT $ 779,000
255 Nob Hill Road
$ 779,000
Recently Listed
Open House 4/25 11am - 1pm
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255 Nob Hill Road

Cheshire, CT, 06410
$ 779,000
Bedrooms4 Baths4.1 Sq 3,664

Monthly Estimate*

$ 4,796

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Single Family Home for sale in Cheshire, CT

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

Single Family Active

Price

$ 779,000

Bedrooms

4

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 12,012

Style

Lot Size

0.95

Year Built

1961

Town/City

Cheshire

MLS | Web ID

24167013

Features
General
Zoning 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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Interior
Cooling System Ceiling Fans Central Air
Total Rooms 10
Basement Description Full Partially Finished Full With Walk-Out
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Exterior
Water Source Public Water Connected
Lot Description Sloping Lot Cleared
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* Excluded Features
List By
Leanne Delrosso

Listing Agent

Lamacchia Realty

Broker

ldelrosso@lamacchiarealty.com

Email

Affordability Calculator

$5,797
Per Month
83%
17%
0%
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.
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Nearby
3041960 Elementary School
1232875 Middle School
Cheshire High School High School
Pricing History
DatePricePrice ChangeDescription
4/23/2026$779,000 Listed Price

Map


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255 Nob Hill Road, Cheshire, CT, 06410 is a Single Family Home for sale at $779,000 with 3,664 sqft and a lot size of 0.95. 255 Nob Hill Road has 4 bedrooms, 4.1 baths, and was built in 1961. The property's zip code is 06410 which is in Cheshire, CT