1185 Highview Terrace
Cheshire, Connecticut 06410
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,032
- Acres
- 0.44
- Year Built
- 1969
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Come see this versatile split level home offering 3 bedrooms, 2.5 baths, an oversized 2 car garage, and a finished walkout lower level with endless possibilities. The flexible layout makes it ideal for a potential in law setup, home office, recreation room, or guest space. The lower level features laminate flooring, a half bath with laundry, and sliders to the backyard. The main level offers an updated kitchen with granite countertops and a door leading to the deck, perfect for entertaining. The separate living and dining rooms feature beautiful hardwood floors. Upstairs you'll find a spacious primary bedroom with a full bath, two additional generously sized bedrooms, all with hardwood floors, and an updated full guest bath. Additional features include central air, ceiling fans, two attic storage areas, newer driveway (2025), well pump and tank (2025), vinyl siding, newer windows (2010), and furnace (2010). Enjoy everything Cheshire has to offer, including Roaring Brook Falls, the Farmington Canal Heritage Trail, parks, and open space and Blue Ribbon Schools. Conveniently located near The Shops at Stone Bridge, Whole Foods, Costco, Starbucks, restaurants, and major highways including I-691 and I-84 for an easy commute. This home offers space, flexibility, and a fantastic location.
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch,Split Level
- Year Built
- 1969
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,032 sq ft
- Lot Size
- 0.44 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $6,780 / Annually
Market Snapshot
The Cheshire Market
Single Family · trailing 12 months
Active Listings
21
59 under contract
Median List Price
$650,000
21 active listings
Median Closed Price
$553,750
238 sales
Median Days on Market
26
21 active listings
Median $ / Sq Ft
$270
21 active listings
Sale-to-List Ratio
101.6%
238 sales
How this home compares
List Price
$450,000
vs $650,000 median
30.8% below median
Price / Sq Ft
$221
vs $270 median
18.1% below median
Days on Market
0 days
vs 26 days median
26 days fresher than median
Based on 21 active and 238 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of July 30, 2026.
Location
1185 Highview Terrace, 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$565
- 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
- Ranch,Split Level
- Year Built
- 1969
- New Construction
- No/Resale
- Living Area
- 2,032 sq ft
- Below Grade
- 672 sq ft
Schools
- Elementary
- Doolittle
- High
- Cheshire
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Ceiling FansCentral Air
- Laundry
- Lower Level
- Laundry Location
- In 1/2 bath in LL
- Appliances
- Electric RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedFully FinishedGarage AccessCooledInterior AccessFull With Walk-Out
- In-Law Apartment
- PossibleLower Level
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 0.44 acres
- Zoning
- R-20
- Garage / Parking
- 2 garage spaces6 total parking spacesAttached GaragePavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- Tan
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedDeckGuttersLighting
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $6,780 / Annually
- Days on Market
- 0
- MLS #
- 24195608
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/30/2026. 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 7/30/2026 at 6:55 PM UTC.