90 Fenn Road
Middlebury, Connecticut 06762
Reduced from $699,900
- Beds
- 4
- Baths
- 2 | 2
- SqFt
- 3,162
- Acres
- 1.67
- Year Built
- 1989
- 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 home you have been waiting for is waiting for you at 90 Fenn Road, Middlebury. Need room for inlaws? teens? an office? You can have it right here, tucked on 1.67 acres in a desirable Middlebury location. As you enter the spacious tiled foyer and look around, a formal sunken living room greets you on one side and a formal dining room on the other. You will notice the oak flooring in both rooms. You can then make your wy to the oversized kitchen with separate dining area, featuring updated quartz counters and newer appliances. The kitchen is open to the family room and on cool nights you can enjoy the fireplace from both rooms. Upstairs the four bedrooms and two full baths create comfortable living quarters. In addition, an unfinished 21'x22 over the office is a fabulous opportunity for the new owner to add more space to this already spacious home. There is more than enough storage area provided by the walk up attic and the full basement that offers an overhead garage door for easy access. The current owner had converted the former 600 sq. ft garage as a dentist office after acquiring a certificate of zoning compliance.
Key Facts
- City/Town
- Middlebury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1989
- Days on Market
- 97 days
- Beds
- 4
- Baths
- 2 full · 2 half
- Living Area
- 3,162 sq ft
- Lot Size
- 1.67 acres
- Garage / Parking
- 6 total
- Property Taxes
- $11,710 / 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
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
$679,900
vs $672,000 median
In line with median
Price / Sq Ft
$215
vs $277 median
22.4% below median
Days on Market
97 days
vs 44 days median
53 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
90 Fenn Road, Middlebury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,467
- Property Taxes$976
- Insurance$227
- 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
- 1989
- New Construction
- No/Resale
- Living Area
- 3,162 sq ft
Schools
- Elementary
- Middlebury
- High
- Pomperaug
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central AirSplit System
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Electric RangeMicrowaveRefrigeratorDishwasher
- Basement
- FullFull With Walk-Out
- In-Law Apartment
- PossibleFirst Floor
- Additional Rooms
- Bonus RoomFoyer
Exterior & Lot
- Lot Size
- 1.67 acres
- Zoning
- R40
- Garage / Parking
- 6 total parking spacesDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- No
- Construction
- Vinyl SidingBrick
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Deck
- Lot Description
- Lightly Wooded
Listing & Financials
- Property Taxes
- $11,710 / Annually
- Days on Market
- 97
- MLS #
- 24167501
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Donna Bannon
BHGRE Gaetano Marra Homes
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.