269 Academy Road, Cheshire, Connecticut

$722,906

Previous Next

4

Beds

3

Baths

3,070

Square feet

0.96

Acres

About 269 Academy Road

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!

Features of 269 Academy Road

MLS® # 24164730
Price $722,906
Bedrooms 4
Bathrooms 3.00
Full Baths 3
Square Footage 3,070
Acres 0.96
Type Single Family For Sale
Style Cape Cod
Status Closed

Community Information

Address 269 Academy Road
Area N/A
City Cheshire
County New Haven
State Connecticut
Zip Code 06410

Amenities

Features Generator Ready, Programmable Thermostat
Parking Attached Garage
Garage Spaces 2
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Interior Features Security System
Appliances Oven/Range, Microwave, Refrigerator, Dishwasher, Disposal, Washer, Dryer
Heating Hot Water, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 2

Exterior

Exterior Vinyl Siding
Exterior Features Deck
Lot Description N/A
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Highland
Middle Dodd
High Cheshire

Additional Information

Date Listed April 7th, 2026
Days on Market 37
Zoning R-40
RE / Bank Owned No

Listing Details

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?