321 Artillery Road
Middlebury, Connecticut 06762
Reduced from $729,990
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,300
- Acres
- 4.00
- Year Built
- 1955
- 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
Large Colonial with charm and character ready to call home! Offering privacy on its fabulous 4 acres with magical views and abundant sunlight. The home offers four large bedrooms with ample light that will surely please. The formal living room complete with a large picture window and marble fireplace will serve as a great place to relax at the end of a long day. The dining room is ready to host any event you plan, and has the space to welcome everyone over for dinner without scrambling for additional space. The eat in kitchen has 3 ovens and plenty of space to meal prep. The home also offers a den/study with a wet bar to gather in a relaxed environment or curl up to a book or cocktail. The Florida Room (Sunroom) is heated and has 2 sliders to the outdoors. Such a fun room to take in the views. Roof is 6 years old, and the chimneys have been repointed in the last 5 years.
Key Facts
- City/Town
- Middlebury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1955
- Days on Market
- 153 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 3,300 sq ft
- Lot Size
- 4.00 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $10,579 / Annually
Market Snapshot
The Middlebury Market
Single Family · trailing 12 months
Active Listings
20
19 under contract
Median List Price
$672,000
20 active listings
Median Closed Price
$522,500
74 sales
Median Days on Market
43
20 active listings
Median $ / Sq Ft
$277
20 active listings
Sale-to-List Ratio
99.8%
74 sales
How this home compares
List Price
$699,990
vs $672,000 median
In line with median
Price / Sq Ft
$212
vs $277 median
23.5% below median
Days on Market
153 days
vs 43 days median
110 days longer than median
Based on 20 active and 74 closed sales (trailing 12 mo) of single family in Middlebury. Source: SmartMLS · As of July 28, 2026.
Location
321 Artillery Road, Middlebury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,569
- Property Taxes$882
- Insurance$233
- 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
- 1955
- New Construction
- No/Resale
- Living Area
- 3,300 sq ft
Schools
- Elementary
- Middlebury
- High
- Pomperaug
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Electric RangeWall OvenMicrowaveRefrigeratorDishwasher
- Basement
- FullUnfinishedConcrete FloorFull With Hatchway
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerCable - Available
Exterior & Lot
- Lot Size
- 4.00 acres
- Zoning
- R80
- Garage / Parking
- 2 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Clapboard
- Color
- white
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Rolling
Listing & Financials
- Property Taxes
- $10,579 / Annually
- Days on Market
- 153
- MLS #
- 24155964
- MLS Status
- Under Contract - Continue to Show
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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 7:50 AM UTC.