460 Oak Avenue
Cheshire, Connecticut 06410
- Beds
- 3
- Baths
- 2
- SqFt
- 1,446
- Acres
- 0.82
- Year Built
- 1950
- 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
Highest and Best due by 5 pm Sunday 7/26. Welcome home to this well-maintained home offering comfort, convenience, and thoughtful updates throughout. The inviting family room features a cozy Vermont Castings wood stove, while mini-split systems provide efficient air conditioning on the first floor. Enjoy summer days in the 24' round above-ground pool (54" deep) with an deck that's just 5 years old, perfect for entertaining. Recent improvements include Andersen replacement windows, a new boiler, 2022 Smart indirect hot water tank, upgraded 200-amp electrical service, new oil tank, insulated Bilco basement door, and a 2-year-old driveway. A Generac whole-house generator (2021), fueled by leased propane, provides added peace of mind. With open fields directly across the street, this home offers enhanced privacy, beautiful open views, and the opportunity to enjoy birds, deer, and other local wildlife right from your front yard. Conveniently located within walking distance of Doolittle School and the Farmington Canal Heritage (Linear) Trail, with easy access to I-91 and I-84 for commuting. Shopping, dining, and everyday conveniences are just minutes away.
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1950
- Days on Market
- 12 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,446 sq ft
- Lot Size
- 0.82 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $6,495 / Annually
Market Snapshot
The Cheshire Market
Single Family · trailing 12 months
Active Listings
24
54 under contract
Median List Price
$642,000
24 active listings
Median Closed Price
$553,750
238 sales
Median Days on Market
33
24 active listings
Median $ / Sq Ft
$270
24 active listings
Sale-to-List Ratio
101.6%
238 sales
How this home compares
List Price
$449,900
vs $642,000 median
29.9% below median
Price / Sq Ft
$311
vs $270 median
15.2% above median
Days on Market
12 days
vs 33 days median
21 days fresher than median
Based on 24 active and 238 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of July 28, 2026.
Location
460 Oak Avenue, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,294
- Property Taxes$541
- Insurance$150
- 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
- Cape Cod
- Year Built
- 1950
- New Construction
- No/Resale
- Living Area
- 1,446 sq ft
Schools
- Elementary
- Doolittle
- High
- Cheshire
Interior
- Heating
- Hot WaterZoned
- Heat Fuel
- OilWood
- Cooling
- Ceiling FansSplit System
- Fireplaces
- 1
- Laundry
- Lower Level
- Laundry Location
- Basement
- Appliances
- Electric RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullUnfinishedStorageInterior AccessConcrete FloorFull With Hatchway
- Interior Features
- Auto Garage Door Opener
Exterior & Lot
- Lot Size
- 0.82 acres
- Zoning
- R-40
- Garage / Parking
- 1 garage spaceAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer In StreetSeptic
- Pool
- VinylAbove Ground Pool
- Construction
- ShingleWood
- Color
- Gray
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedFruit TreesDeckGarden Area
- Lot Description
- Level LotSloping Lot
Listing & Financials
- Property Taxes
- $6,495 / Annually
- Days on Market
- 12
- MLS #
- 24187993
- MLS Status
- Under Contract
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:55 AM UTC.