182 Green Hill Road
Middlebury, Connecticut 06762
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,038
- Acres
- 2.92
- Year Built
- 2001
- 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
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
Active Listings
27
27 under contract
Median List Price
$600,000
27 active listings
Median Closed Price
$522,500
70 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per 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
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 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.