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354 Academy Road

Cheshire, Connecticut 06410

ACTIVE - NEW$359,900
Beds
2
Baths
1 | 1
SqFt
1,678
Acres
1.39
Year Built
1952
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Nestled on over an acre of private, park-like grounds, this well-loved ranch offers 1,678 square feet of comfortable one-level living with endless potential to make it your own. Thoughtfully designed, the home features two generously sized bedrooms plus a dedicated office or den-ideal for remote work, a playroom, or additional guest space. Beautiful hardwood floors extend throughout the home, including beneath the existing carpeting, just waiting to be uncovered and restored to their original beauty. The spacious living and dining areas flow effortlessly into a charming three-season porch overlooking a serene backyard with a peaceful pond, creating the perfect setting to enjoy quiet mornings, entertain guests, or unwind surrounded by nature. A full bathroom is conveniently situated between the bedrooms, while a half bath just off the main living area adds convenience for both everyday living and entertaining. The oversized attached two-car garage provides easy interior access, and the expansive U-shaped driveway offers abundant off-street parking for family, guests, and multiple vehicles. Major updates have already been completed, including a brand-new septic system and a fully updated electrical system, allowing you to focus on making the home your own. With solid construction, timeless ranch-style appeal, and an exceptional setting, this is a rare opportunity to bring your vision to life and create something truly special in a picturesque location.

Key Facts

City/Town
Cheshire
Neighborhood
N/A
Property / Style
Single Family · Ranch
Year Built
1952
Days on Market
0 days
Beds
2
Baths
1 full · 1 half
Living Area
1,678 sq ft
Lot Size
1.39 acres
Garage / Parking
2 garage
Property Taxes
$7,278 / Annually

Market Snapshot

The Cheshire Market

Single Family · trailing 12 months

Median Days on Market

31

23 active listings

Median $ / Sq Ft

$271

23 active listings

Sale-to-List Ratio

101.7%

245 sales

How this home compares

List Price

$359,900

vs $669,000 median

46.2% below median

Price / Sq Ft

$214

vs $271 median

21.0% below median

Days on Market

0 days

vs 31 days median

31 days fresher than median

Based on 23 active and 245 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of August 7, 2026.

Location

354 Academy Road, Cheshire, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,577

per month

  • Principal & Interest$1,850
  • Property Taxes$607
  • Insurance$120
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Cheshire
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Ranch
Year Built
1952
New Construction
No/Resale
Living Area
1,678 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Baseboard
Heat Fuel
Oil
Cooling
Attic Fan
Fireplaces
1
Laundry
Lower Level
Laundry Location
Unfinished Basement
Appliances
Electric RangeRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedSump PumpStorageGarage AccessConcrete Floor
Interior Features
Auto Garage Door Opener

Exterior & Lot

Lot Size
1.39 acres
Zoning
R-40
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
SecludedLevel LotCleared

Listing & Financials

Property Taxes
$7,278 / Annually
Days on Market
0
MLS #
24197066
MLS Status
Active

Similar Properties

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Listed By

Kayla Magnoli

(860) 462-3495

Coldwell Banker Realty

Co-Listed By

Courtney Cusano

Coldwell Banker Realty

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 8/7/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 8/7/2026 at 5:02 AM UTC.