354 Academy Road
Cheshire, Connecticut 06410
- Beds
- 2
- Baths
- 1 | 1
- SqFt
- 1,678
- Acres
- 1.39
- Year Built
- 1952
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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
Active Listings
23
54 under contract
Median List Price
$669,000
23 active listings
Median Closed Price
$555,000
245 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per 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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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.