1424 Middlebury Road
Middlebury, Connecticut 06762
- Beds
- 3
- Baths
- 1 | 1
- SqFt
- 1,398
- Acres
- 0.77
- Year Built
- 1922
- 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
The most adorable home with many updates. Freshly painted inside and out, updated kitchen with granite counters, new flooring and stainless appliances, new propane line for the stove. There are also refinished hardwood floors up and down, plus updated electrical service and generator hook up. Brand new septic fields just installed, and the house has public water. Great deck, relaxing side yard with firepit and lots of pretty landscaping. Conveniently located for commuting, shopping and a few restaurants within walking distance. On the upper level you will find three bedrooms with full bath and walk-in storage closet. Main level has a living room with fireplace, dining room, updated kitchen, 1/2 bath and office area which leads to the deck. Come see all this adorable home has to offer and also comes with a 1-year home warranty. Located in the beautiful town of Middlebury Connecticut, with Region 15 schools, great shops, restaurants, parks & walking trails. The driveway access is shared, but this house also has a garage and parking at the bottom.
Key Facts
- City/Town
- Middlebury
- Property / Style
- Single Family · Colonial
- Year Built
- 1922
- Days on Market
- 992 days
- Beds
- 3
- Baths
- 1 full · 1 half
- Living Area
- 1,398 sq ft
- Lot Size
- 0.77 acres
- Property Taxes
- Not on file from MLS
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
44
20 active listings
Median $ / Sq Ft
$277
20 active listings
Sale-to-List Ratio
99.8%
74 sales
How this home compares
List Price
$369,900
vs $672,000 median
45.0% below median
Price / Sq Ft
$265
vs $277 median
In line with median
Days on Market
992 days
vs 44 days median
948 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 29, 2026.
Location
1424 Middlebury Road, Middlebury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$1,886
- Property Taxes$0
- Insurance$123
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Middlebury
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1922
- Living Area
- 1,398 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Pomperaug
Interior
- Heating
- Baseboard
- Cooling
- Window Unit
- Fireplaces
- 1
- Laundry
- Lower Level
- Interior Features
- Cable - Available
Exterior & Lot
- Lot Size
- 0.77 acres
- Garage / Parking
- Detached Garage
- Waterfront Details
- Not Applicable
- Construction
- WoodStucco
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Exterior Features
- Deck
- Lot Description
- City ViewsLightly WoodedSloping LotFence - Partial
HOA / Association
- Amenities
- None
Listing & Financials
- Days on Market
- 992
- MLS #
- 170609862
- MLS Status
- Under Contract - Continue to Show
Similar Properties
Homes with a close match in area, property type, and price.
Buyer's Agent
Jacqueline Hollerbach
Coldwell Banker Realty
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 10:10 AM UTC.