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90 Fenn Road

Middlebury, Connecticut 06762

ACTIVE$679,900

Reduced from $699,900

Beds
4
Baths
2 | 2
SqFt
3,162
Acres
1.67
Year Built
1989
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

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1 FireplacePrice Reduced

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,670

per 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.

Listed By

Mary Ann Hebert

(203) 592-0186

BHGRE Gaetano Marra Homes

(203) 758-1300

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.