Price Reduced 11.44%

$699,500 ($227.85 per sqft)

Under Contract

Est. Mortgage $3,355/mo *

Quick Pre-Approval

Listing courtesy of Frank Santino (203) 314-3986, MidState Realty, LLC (203) 314-3986


Price History

$789,900
4/6/2026

$739,900
4/20/2026

$699,500
5/18/2026


269 Academy Road, Cheshire, CT, 06410

269 Academy Road, Cheshire, CT, 06410

10 rooms

4 beds

3 Full baths

1968

Cape Cod

3,070 sqft

Discover this beautifully expanded Cape, perched high above the street on a private, nearly one-acre lot - minutes from the heart of Cheshire. Offering 2,755 sq ft, this home boasts hardwood floors throughout and a flexible open floor plan for one-level living while providing three finished levels to suit your lifestyle. The sun-filled living room with a wood-burning fireplace flows into a stylish gourmet kitchen featuring stainless steel appliances, granite countertops and a center island. The kitchen opens into a stunning family room with a vaulted ceiling and wood beams, creating a warm, inviting space for hosting and everyday living. The main level also offers a library/home office, a convenient laundry/mudroom, two bedrooms and a full bathroom. A gorgeous sliding door opens to the lower level featuring an additional 315 sq ft of living space, a 2nd wood-burning fireplace and plenty of room to relax or entertain. Upstairs, you'll find two expansive bedrooms, both featuring their own full bath and walk-in closet. The tranquil backyard features a two-level deck ideal for unwinding, a fire pit and a fully fenced yard for added privacy & security. Abundant storage throughout including a 2-car attached garage, 1,317 sq ft of basement space, and generous closets. Among the many upgrades are a new driveway(2023), 30-yr architectural roof(2021), paver front walkway(2022), 5-zone boiler and dual central air systems(2018) & generator-ready since 2024. Schedule your tour today!


Status:

Under Contract

Type:

Single-family residential

Laundry Remarks:

Main Level

Zoning:

R-40

Garage:

2-car Attached Garage

Heating:

Hot Water

Cooling:

Central Air

Energy Features:

Generator Ready, Programmable Thermostat

Basement:

Full, Heated, Storage, Cooled, Partially Finished, Full With Hatchway

Acreage:

0.96

Est. Taxes:

$10,576

Assessment

$355,600

Lot Description:

N/A

Elementary School:

Highland

Middle School:

Dodd

High School:

Cheshire

Days on Market:

37

Appliances:

Oven/Range, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer

MLS #:

24164730


Community Info

School Info

Walk Score

Mass Transit

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