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269 Academy Road

Cheshire, CT 06410

$699,500 $2,949/Mo

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Overview

Bed

Bath

2,755

Sqft

0.96

Acre(Lot)

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 low er 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!

Property Details

Property Type : Residential

Price : $699,500

AD Id : 76825216

MLS Id : 24164730

Beds : 4

Lot Size : 0.96 Acre

Living Area Size : 2,755

Year Built : 1968

Garage : 2

County : New Haven

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 4

Bathroom Information

Total Baths: 3 Full Baths: 3

Room Information

Rooms Total: 10 Has Basement: Yes Basement: Full, Partially Finished, Storage Space
Roofing Information

Asphalt
Interior Features

Roof: Asphalt Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Oven, Refrigerator, Washer Laundry Features: Main Level
Heating & Cooling

Has Heating: Yes Heating: Oil, Hot Water Has Cooling: Yes Cooling: Central Air

Building Information

Year Built: 1968 Building Area Total: 3070 Construction Materials: Vinyl Siding, Frame Patio And Porch Features: Deck Private Pool: No

Lot Information

Lot Size Acres: 0.96

Listing Price Information

Listing Price: $699500 Original Price: $789900

Tax Information

Parcel Number: 1084285 Annual Tax: $10576

Parking Information

Attached

Garage Information

Has Garage: Yes Has Attached Garage: Yes Garage Space: 2

School Information

Elementary School: Highland

Junior High School: Dodd

Senior High School: Cheshire
Location Information

Direction: Highland Ave to Academy Road WaterSource: Well Security Features: Security System

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
735 Cook Hill Road, Cheshire, CT, 06410	$699,000	4	3	2,748	2,748 SqFt
701 Andrea Court, Cheshire, CT, 06410	$995,000	5	5	3,786	3,786 SqFt
699 Andrea Court, Cheshire, CT, 06410	$949,900	4	4	3,754	3,754 SqFt
1274 Cheshire Street, Cheshire, CT, 06410	$699,900	4	3	2,368	2,368 SqFt
936 S Meriden Road, Cheshire, CT, 06410	$459,900	4	3	1,368	1,368 SqFt
620 Riverside Drive, Cheshire, CT, 06410	$599,900	4	3	2,520	2,520 SqFt
85 Scenic Court, Cheshire, CT, 06410	$899,000	5	4	4,204	4,204 SqFt
50 River View Court, Cheshire, CT, 06410	$898,000	3	3	3,652	3,652 SqFt
303 Beacon Hill Drive, Cheshire, CT, 06410	$744,900	4	4	2,596	2,596 SqFt
335 Redwood Lane, Cheshire, CT, 06410	$579,900	4	3	1,230	1,230 SqFt

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/17/2026 @ 19:41

MLS: 24164730 LISTED BY: Frank Santino, MidState Realty, LLC SOURCE: SmartMLS