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182 Green Hill Road

Middlebury, Connecticut 06762

COMING SOON - NEW$779,900
Beds
4
Baths
2 | 1
SqFt
3,038
Acres
2.92
Year Built
2001
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

About This Home

Welcome to 182 Green Hill Road, where space, privacy, and an exceptional Curtis Farms setting come together. Set at the end of a long private driveway on nearly 3 acres, this spacious 4-bedroom, 2.5-bath Colonial offers over 3,000 square feet of living space and an incredible great living-room with fireplace-perfect for entertaining or relaxing with family. The main level features hardwood flooring, generous formal living and dining areas, a private office, and a spacious eat-in kitchen with granite countertops and stainless appliances. The primary suite includes a private en-suite bath with Jacuzzi tub, while three additional bedrooms provide plenty of room for family and guests. Enjoy the privacy of the expansive grounds from the large deck, along with a two-car garage, large unfinished basement space, generator hookup, and brand-new central air system. The rooftop solar system also offers a favorable locked-in lease rate with for transfer to the next owner. Located in one of Middlebury's most sought-after residential neighborhoods, this home offers the space and privacy of an acreage property while remaining convenient to local amenities, , and surrounding communities plus its within the Region 15 school district.

Key Facts

City/Town
Middlebury
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2001
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
3,038 sq ft
Lot Size
2.92 acres
Garage / Parking
2 garage
Property Taxes
$10,465 / Annually

Market Snapshot

The Middlebury Market

Single Family · trailing 12 months

Median Days on Market

44

27 active listings

Median $ / Sq Ft

$272

27 active listings

Sale-to-List Ratio

100.0%

70 sales

How this home compares

List Price

$779,900

vs $600,000 median

30.0% above median

Price / Sq Ft

$257

vs $272 median

5.5% below median

Days on Market

0 days

vs 44 days median

44 days fresher than median

Based on 27 active and 70 closed sales (trailing 12 mo) of single family in Middlebury. Source: SmartMLS · As of September 12, 2026.

Location

182 Green Hill Road, Middlebury, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,183

per month

  • Principal & Interest$4,051
  • Property Taxes$872
  • Insurance$260
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Middlebury
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
2001
New Construction
No/Resale
Living Area
3,038 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Appliances
Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedStorageGarage AccessInterior AccessConcrete Floor
Interior Features
Auto Garage Door OpenerOpen Floor Plan

Exterior & Lot

Lot Size
2.92 acres
Zoning
R40
Garage / Parking
2 garage spacesUnder House Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedDeckGarden Area
Lot Description
SecludedOn Cul-De-Sac

Listing & Financials

Property Taxes
$10,465 / Annually
Days on Market
0
MLS #
24206538
MLS Status
Coming Soon

Similar Properties

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Listed By

Chris Jahn

(203) 809-8454

Showcase Realty, Inc.

(860) 274-7000

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/12/2026. 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 9/12/2026 at 10:00 PM UTC.