142 Ravenwood Drive
Middlebury, Connecticut 06762
- Beds
- 4
- Baths
- 2 | 2
- SqFt
- 3,144
- Acres
- 2.09
- Year Built
- 1967
- 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
You Will Find At The Top of the Hill a Private Hideaway This 5 level split has a cozy place for each member to cuddle up with a good book. This home features 3144 sq. ft., 2.09 acres, on a cul de sac, a living room with a fireplace and hardwood floors, formal dining room with hardwood floors, eat in kitchen, 4 bedrooms, a master suite and 3 additional bedrooms, 2 full bathrooms and 2 half baths, a large family room with a fireplace, bar and a slider to the backyard and in the lower level a perfect space for a game room or home office. The exterior has a large screen in porch with a deck attached and 3 car garage. We are excited to offer this home and eager to find a perfect match !!!
Key Facts
- City/Town
- Middlebury
- Property / Style
- Single Family · Split Level
- Year Built
- 1967
- Days on Market
- 1072 days
- Beds
- 4
- Baths
- 2 full · 2 half
- Living Area
- 3,144 sq ft
- Lot Size
- 2.09 acres
- Property Taxes
- Not on file from MLS
Market Snapshot
The Middlebury Market
Single Family · trailing 12 months
Active Listings
25
16 under contract
Median List Price
$699,900
25 active listings
Median Closed Price
$574,900
85 sales
Median Days on Market
61
25 active listings
Median $ / Sq Ft
$279
25 active listings
Sale-to-List Ratio
100.0%
85 sales
How this home compares
List Price
$375,000
vs $699,900 median
46.4% below median
Price / Sq Ft
$119
vs $279 median
57.3% below median
Days on Market
1072 days
vs 61 days median
1011 days longer than median
Based on 25 active and 85 closed sales (trailing 12 mo) of single family in Middlebury. Source: SmartMLS · As of November 4, 2026.
Location
142 Ravenwood Drive, Middlebury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$2,044
- Property Taxes$0
- Insurance$125
- 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
- Split Level
- Year Built
- 1967
- Living Area
- 3,144 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- BaseboardWood/Coal Stove
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Main Level
Exterior & Lot
- Lot Size
- 2.09 acres
- Garage / Parking
- Attached Garage
- Waterfront Details
- Not Applicable
- Construction
- Wood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-Screened
- Lot Description
- On Cul-De-SacLightly Wooded
HOA / Association
- Amenities
- None
Listing & Financials
- Days on Market
- 1072
- MLS #
- 170611536
- MLS Status
- Under Contract
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 11/4/2026. 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 11/4/2026 at 2:30 AM UTC.