1251 South Main Street, Cheshire, Connecticut

$599,900

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4

Beds

3

Baths

3,368

Square feet

0.46

Acres

About 1251 South Main Street

Exceptional in-law potential with over 3,300 sq ft of finished interior space! Expansive and versatile home offering an ideal setup for extended living, along with numerous updates and amenities. Main level features a sun-filled living room with HW floors and large picture window, dining room with HW flooring and decorative chair rail. Very spacious eat-in kitchen features HW floors, island with cooktop, newer refrigerator and dishwasher, double oven, skylight, garden and Palladian-style window, recessed lighting, wine rack, and direct access to the deck. Primary bedroom offers hardwood flooring, a generous size closet, and private bath, plus two additional upper-level bedrooms. The sizeable lower level provides incredible flexibility with French doors leading to a sunroom/game room, pellet stove, skylights, bonus room with walk-in closet, den with brick wood-burning fireplace, bedroom, full bath, and laundry (newer washer + dryer). The separate in-law-style living area features a full kitchen, tile flooring, pellet stove, full bath, and convenient access to the two-car garage. Exterior highlights include a large, level lot, partially fenced backyard, patio, newer roof, gutters, and garage doors. Additional features include 200-amp electrical service, two pellet stoves, public water + public sewer. A unique opportunity offering space, flexibility, and exceptional potential for multigenerational living! Convenient to the new Norton Blue Ribbon School, shopping + restaurants.

Features of 1251 South Main Street

MLS® # 24201800
Price $599,900
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 3,368
Acres 0.46
Type Single Family For Sale
Style Raised Ranch
Status Active

Community Information

Address 1251 South Main Street
Area N/A
City Cheshire
County New Haven
State Connecticut
Zip Code 06410

Amenities

Features Thermopane Windows
Parking Spaces 3
Parking Attached Garage, Paved, Driveway
# of Garages 2
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Cable - Available
Appliances Oven/Range, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
Heating Baseboard, Electric
Cooling Central Air
Fireplace Yes
# of Fireplaces 1
Has Basement Yes
Basement Full, Fully Finished, Garage Access, Walk-out

Exterior

Exterior Brick, Wood
Exterior Features Deck, Stone Wall, Patio
Lot Description Level Lot, Open Lot
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Norton
Middle Dodd
High Cheshire

Additional Information

Date Listed August 26th, 2026
Days on Market 12
Zoning R-20A
RE / Bank Owned No

Listing Details

OfficeCalcagni Real Estate

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Listing information last updated on September 9th, 2026 at 9:10pm EDT.