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Property Description
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
Heating System:
Hot Water
Cooling System:
Central Air
Basement:
Full, Full With Hatchway, Heated, Partially Finished, Storage, Cooled
Appliances Included:
Dishwasher, Disposal, Microwave, Oven/range, Refrigerator, Dryer, Washer
Foundation Type:
Concrete
Heat Fuel Type:
Oil
Exterior Features:
Deck
Exterior Siding:
Vinyl Siding
Interior Features:
Security System
Fireplaces Total:
2
Parking Total Spaces:
0
Hot Water Description:
Other
Lot Description:
N/a
Water Source:
Private Well
Address Map
Street:
Academy
Street Number:
269
Floor Number:
0
Longitude:
W73° 5′ 21.8”
Latitude:
N41° 30′ 30.1”
MLS Addon
Office Name:
MidState Realty, LLC
Agent Name:
Frank Santino
List Agent MLSID:
SANTINOFR
List Office MLSID:
MIDS30
Tax Year:
July 2025-June 2026
Directions:
Highland Ave to Academy Road
Elementary School:
Highland
High School:
Cheshire
HOA Fee Amount:
$0
Parcel Number:
1084285
Property Tax:
$10,576
Zoning:
R-40

Single Family For Sale

269 Academy, Cheshire, 06410

4 Bedrooms
3 Bathrooms
3,070 Sqft
$739,900
Listing ID #24164730
Basic Details
Property Type :
Single Family For Sale
Listing Type :
For Sale
Listing ID :
24164730
Price :
$739,900
Bedrooms :
4
Baths Total :
3
Bathrooms :
3
Half Bathrooms :
0
Square Footage :
3,070 Sqft
Year Built :
1968
Lot Area :
0.96 Acre
City:
Cheshire
Zipcode:
06410
Style :
Cape Cod
Agent info
RE/MAX Right Choice
43 South Main Street, Newtown CT 06470
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A full-time agent with RE/MAX for 17 years. Marketing Business Degree WCSU. Volunteer Danbury Hospital. RE/MAX Executive Club. Read More…