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39 Green Hill Lane

Cheshire, Connecticut 06410

PENDING$449,000
Beds
3
Baths
1 | 1
SqFt
1,656
Acres
0.43
Year Built
1954
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,993

per 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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Janet Colello

(203) 671-9749

Century 21 AllPoints Realty

(203) 481-7247

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.