566 Benson Road, Middlebury, CT 06762 - Photo 1

1/1

$520,000

Sold
Closed
Single Family
4 Beds
2 Full Baths
1 Partial Bath
2,020 Sq. Ft.
2 Car Garage
Updated 8 days ago

1/1

Property Description

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

Full Property Details for 566 Benson Rd

General

Sold For: $520,000
Taxes: (July 2025-June 2026)
Status: Closed
Type: Single Family
Source: SMARTMLS
MLS ID: 24185547
Added to Site: 48 day(s) ago

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
Sold by William Raveis Real Estate, Andy Adames

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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

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NMLS#: 1598647

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Schools

Schools serving 566 Benson Rd

School District:Regional School District 15

Name	Grades	Distance
Long Meadow Elementary School 65 North Benson Road, Middlebury, CT 06762	PK-5	1.2 mi
Memorial Middle School, Middlebury, CT 1 Memorial Drive, Middlebury, CT 06762	6-8	4.5 mi
Pomperaug Regional High School 234 Judd Road, Southbury, CT 06488	9-12	1.2 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 566 Benson Rd

Date

Details

Price

Change

Source

7/29/2026

Sold

$520,000

8.33%

MLS

6/20/2026

Listed

$480,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Closed

2
Beds
2
Total Baths
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Sq. Ft.

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Beds
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Beds
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Listed by Serhant Connecticut, LLC
Sold by Our Home Realty Advisors

566 Benson Road, Middlebury, CT 06762 (MLS# 24185547) is a Single Family property that was sold at $520,000 on July 29, 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.

566 Benson Rd Middlebury, CT 06762

Full Property Details for 566 Benson Rd

General

Interior

Rooms

Bathrooms

Bedrooms

Other Rooms

Exterior

Parking

Location

School Information

Heating & Cooling

Utilities

Structural Information

Lot Features

Green Features

Financial Considerations

Disclosures and Reports

Listing agent

Get Pre-Approved Today

Be ready to buy your new home!

Be ready to buy your new home!

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Price & Sales History for 566 Benson Rd

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