Grand, 5-bedroom, 4 bathroom, 3100sf+, fully updated, well maintained Middlebury Cape. This prodigious has been updated with a new heating system, central air, split systems, a new roof, well components and filtration and wood flooring throughout. The spacious, recently renovated kitchen adorns custom cabinetry, breath taking granite countertops and new stainless steel appliance package. Stately, well preserved wide plank wood flooring and a masonry fireplace enhance the sun-drenched living room and dining area. The oversized family room has a bay window and features sliders to a private Trex deck overlooking lush, emerald green, professionally landscaped grounds, bursting with floral delights and private gardens. The upper level offers three generous guest bedrooms with engineered wood flooring, and a grand primary bedroom suite with private balcony access which provides owners a peaceful oasis to rejoice. The mechanicals, roof, appliances, whole house generator and all major components of this home have been replaced during the current homeowner's stewardship. A detached, lower-level pole barn with 100-amp electrical service electric can be used as a fun indoor facility, or extra income with rental to third parties for equipment storage. Located conveniently close to highly rated Middlebury schools and close radius to Edgewood Bath and Tennis Club further round out the homes intrinsic appeal.
Owners have an easement to use private driveway on right side of property to access lower section of property where barn is located.
Single-familyProperty Type
1962Year Built
1.43 acresLot Size
$243Est. Price/Sq.Ft.
2 car garageParking
Listed by Jason Malagutti• Regency Real Estate, LLC
Bought with Amber Segetti• RE/MAX RISE
Source:Smart MLS #24066679
Redfin Estimate
$753,228
$183K since sold in February 2025$21K since August
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 19.5% higher than the average sale price ($630K) of 6 comparable homes.
Large 5 bedroom, 4 bath home. One bedroom (currently used as a den) is on the first floor. Wide board floors and antique style raised panels on original main level. Addition was originally built to be an inlaw unit--would need town approval for that use. Almost all windows are newer. Very bright home. Extremely well maintained and updated in many areas. Family room has bay window and 2 sliders to the Trex deck. Master bedroom has private deck. The yard shows the owners enjoyment of gardening. There is an older barn with separate 100 amp electric the rear yard, surrounded by a lot of cleared open space. Easy commute to Fairfield County.
Public Records
Mar 10, 1992
Sold
$182,000
$59/sq ft
Year
Property tax
Land + Additions
Assessment*
2022
$10,006 (+19.4%)
$72,200 + $247,900
$320,100
2021
$8,377 (−0.8%)
$82,200 + $158,300
$240,500
2020
$8,442 (+5.1%)
$82,200 + $158,300
$240,500
2019
$8,033 (+2.7%)
$82,200 + $158,300
$240,500
2018
$7,819 (+3.2%)
$82,200 + $158,300
$240,500
2017
$7,573 (−0.7%)
$82,200 + $158,300
$240,500
2016
$7,628 (+5.7%)
$96,500 + $149,500
$246,000
2014
$7,218 (+1.7%)
$96,500 + $149,500
$246,000
2011
$7,100
$96,500 + $149,500
$246,000
Tax history for 428 Benson Rd
Year
Property tax
Land + Additions
Assessment*
2022
$10,006 (+19.4%)
$72,200 + $247,900
$320,100
2021
$8,377 (−0.8%)
$82,200 + $158,300
$240,500
2020
$8,442 (+5.1%)
$82,200 + $158,300
$240,500
2019
$8,033 (+2.7%)
$82,200 + $158,300
$240,500
2018
$7,819 (+3.2%)
$82,200 + $158,300
$240,500
2017
$7,573 (−0.7%)
$82,200 + $158,300
$240,500
2016
$7,628 (+5.7%)
$96,500 + $149,500
$246,000
2014
$7,218 (+1.7%)
$96,500 + $149,500
$246,000
2011
$7,100
$96,500 + $149,500
$246,000
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Beds
5
Baths
4
Stories
2
Lot width
—
Lot depth
—
Lot size
1.43 Acres
Year renovated
—
Sq. Ft.
3,106
Year built
1962
Style
Single Family Residential
County
New Haven County
APN
1192597
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 13, 2023.
Property details
Parking
Garage Information
Garage & Parking: Attached Garage, Covered Garage
Garages Number: 2
Interior
Interior Information
Total Rooms: 9
Laundry Room Location: Laundry Area on Main Level
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired
Security System, Thermostat(s)
Fireplaces Total: 2
Cooling System: Central Air, Split System
Appliances Included: Electric Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer