39 Green Hill Lane
Cheshire, Connecticut 06410
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,656
- Acres
- 0.43
- Year Built
- 1954
- Property Type
- Single Family

Matt Caiola
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About This Home
Welcome home to this beautifully updated 3-bedroom ranch in the highly desirable town of Cheshire. This move-in ready property combines modern comfort with classic charm in a peaceful neighborhood setting. Step inside to find a bright, open layout featuring gleaming hardwood floors, an updated eat-in kitchen with sleek countertops and stainless-steel appliances, and a spacious living room perfect for entertaining or relaxing. Each bedroom offers generous closet space and natural light, while the updated bathroom features tasteful finishes for a clean, contemporary feel. The finished lower level adds valuable living space - ideal for a family room, home office, or fitness area. Outside, the meticulously landscaped yard provides plenty of room for outdoor gatherings, gardening, or simply enjoying your surroundings. You'll also love the oversized shed, and the overall sense of privacy and pride of ownership throughout. A true turn-key home in one of Cheshire's most sought-after neighborhoods - combining small-town charm, top-rated schools, and easy access to local shops, parks, and highways.
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1954
- Days on Market
- 18 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,656 sq ft
- Lot Size
- 0.43 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $6,645 / 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
$449,000
vs $642,000 median
30.1% below median
Price / Sq Ft
$271
vs $270 median
In line with median
Days on Market
18 days
vs 33 days median
15 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
39 Green Hill Lane, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,289
- Property Taxes$554
- 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
- Year Built
- 1954
- New Construction
- No/Resale
- Living Area
- 1,656 sq ft
- Below Grade
- 600 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- Cheshire
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Laundry
- Lower LevelMain Level
- Laundry Location
- MAIN AND LOWER LEVEL
- Appliances
- Gas RangeRange HoodRefrigeratorDishwasherDisposalWasherElectric Dryer
- Basement
- Partial
- In-Law Apartment
- No
- Interior Features
- Security System
Exterior & Lot
- Lot Size
- 0.43 acres
- Zoning
- R-20
- Garage / Parking
- 1 garage spaceUnder House Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- white
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedPorchDeck
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $6,645 / Annually
- Days on Market
- 18
- MLS #
- 24171596
- MLS Status
- Under Contract - Continue to Show
- Financing
- FHA,VA
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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 7/28/2026. 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 7:55 AM UTC.