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$480,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,020 Sq. Ft.
  • 2 Car Garage
  • Updated 1 hour ago
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See This Home
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Before you enter this charming oversized cape, take a look beyond the covered deck at 2.5 parklike acres that just happen to sit adjacent to 19 acres of Middlebury Land Trust. Imagine yourself relaxing there ... and then enter the house. The kitchen was remodeled with white cabinets, matching appliances, and Corian countertops that have a drainboard scored into the top by the sink, and a metal trivet next to the stove that allows you to put hot pots & pans on the counter without damaging it. Between the dining and living rooms is a fireplace with a propane insert to supplement the hot water baseboard heat. Mini splits provide a/c as well as an additional heat source for the first floor. The town card says 4 bedrooms, but a small room on the main level, currently used as a laundry room offers many options to fit your needs. The first floor includes a primary with a walk-in closet, and full bath with a jetted tub/shower, plus a 2nd bedroom currently used as a music room. Upstairs, 2 huge bedrooms with built-ins, large closets, & storage in the eaves are separated by a generously sized landing for max privacy, and share the 2nd full bath with its updated Fiberglass surround tub/shower and a skylight that provides natural light no matter the time of day. A full basement provides access to the 2 car garage, and lots of storage. Schedule your showing and come fall in love with this well loved and well maintained home in Middlebury.

Full Property Details for 566 Benson Rd

General

  • Price: $480,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24185547
  • Updated: Today (6/20/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 8
  • Rooms/Areas: Laundry Room
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Primary Bathroom: Primary Bath - Full, Main
  • Full Bath: Skylight, Double-Sink, Tub w/Shower, Vinyl Floor, Upper
  • Partial Bath: Remodeled, Tile Floor, Main

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, Main
  • Bedroom 1: Bedroom - Hardwood Floor, Main
  • Bedroom 2: Bedroom - Built-Ins, Ceiling Fan, Wall/Wall Carpet, Upper
  • Bedroom 3: Bedroom - Built-Ins, Ceiling Fan, Wall/Wall Carpet, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Hardwood Floor, Main
  • Kitchen: Kitchen - Remodeled, Corian Counters, Tile Floor, Main
  • Dining Room: Dining Room - Hardwood Floor, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Shed, Fruit Trees, Gutters, Garden Area, Covered Deck, Stone Wall
  • Color: Yellow

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 6
  • Parking: Under House Garage, Paved, Off Street Parking, Driveway

Location

  • County: New Haven
  • Driving Directions: 188 to Benson Road or use gps.

School Information

  • Elementary School: Long Meadow
  • High School: Pomperaug

Heating & Cooling

  • Cooling Type: Heat Pump, Split System, Window Unit
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Unfinished, Storage, Garage Access, Interior Access, Concrete Floor
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,020
  • Above Ground: 2,020 Sq. Ft.
  • Year Built: 1978

Lot Features

  • Lot Size (Acres): 2.48
  • Driveway/Sidewalk: Private, Asphalt
  • Zoning: R40
  • Lot Description: Borders Open Space, Dry, Level Lot, Cleared

Green Features

  • Energy Features: Fireplace Insert, Ridge Vents, Thermopane Windows

Financial Considerations

  • Assessment Amount: $270,400
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: See property inclusions/exclusions rider
  • Property ID: 1194428

Listed by William Raveis Real Estate, Ruth Zeiss

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Listing agent

— 566 Benson Rd —

  • Ruth Zeiss

    William Raveis Real Estate

Agent Contact: (347) 556-0014 Office Contact: (203) 264-8180

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 566 Benson Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/20/2026
Listed
$480,000
74.55%
MLS
9/14/2001
Sold
$275,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 566 Benson Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,793
—
$270,400
—
2023
$8,815
1%
$270,400
—
2023
$8,723
3%
$270,400
—
2022
$8,453
18%
$270,400
31%
2021
$7,182
-1%
$206,200
—
2020
$7,238
5%
$206,200
—
2019
$6,887
-2%
$206,200
-4%
2018
$7,003
3%
$215,400
—
2017
$6,783
-1%
$215,400
-2%
2016
$6,844
3%
$220,700
—
2015
$6,647
3%
$220,700
—
2014
$6,475
2%
$220,700
—
2011
$6,369
—
$220,700
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 566 Benson Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by William Raveis Real Estate, Ruth Zeiss

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566 Benson Road, Middlebury, CT 06762 (MLS# 24185547) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 566 Benson Road is currently listed for $480,000 and was received on June 20, 2026. Want to learn more about 566 Benson Road? Do you have questions about finding other Single Family real estate for sale in Middlebury? You can browse all Middlebury real estate or contact a Coldwell Banker agent to request more information.

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