566 Benson Rd Middlebury, CT 06762
Estimated payment $3,321/month
Highlights
- Hot Property
- 2.48 Acre Lot
- Fruit Trees
- Pomperaug Regional High School Rated A
- Cape Cod Architecture
- Finished Attic
About This Home
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.
Listing Agent
William Raveis Real Estate Brokerage Phone: (347) 556-0014 License #RES.0789147 Listed on: 06/20/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $8,793
Year Built
- Built in 1978
Lot Details
- 2.48 Acre Lot
- Stone Wall
- Fruit Trees
- Garden
- Property is zoned R40
Home Design
- Cape Cod Architecture
- Concrete Foundation
- Frame Construction
- Asphalt Shingled Roof
- Ridge Vents on the Roof
- Vinyl Siding
Interior Spaces
- 2,020 Sq Ft Home
- Self Contained Fireplace Unit Or Insert
- Thermal Windows
- Concrete Flooring
Kitchen
- Gas Range
- Range Hood
- Microwave
- Dishwasher
Bedrooms and Bathrooms
- 4 Bedrooms
Laundry
- Laundry Room
- Laundry on main level
- Electric Dryer
- Washer
Attic
- Storage In Attic
- Walkup Attic
- Finished Attic
Unfinished Basement
- Basement Fills Entire Space Under The House
- Interior Basement Entry
- Garage Access
- Basement Storage
Parking
- 2 Car Garage
- Automatic Garage Door Opener
- Private Driveway
Outdoor Features
- Covered Deck
- Shed
- Rain Gutters
Location
- Property is near shops
Schools
- Long Meadow Elementary School
- Pomperaug High School
Utilities
- Window Unit Cooling System
- Split Air Conditioning
- Heat Pump System
- Hot Water Heating System
- Heating System Uses Oil
- Hot Water Circulator
- Oil Water Heater
- Fuel Tank Located in Basement
- Cable TV Available
Listing and Financial Details
- Exclusions: See property inclusions/exclusions rider
- Assessor Parcel Number 1194428
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $8,793 | $270,400 | $77,800 | $192,600 |
| 2024 | $8,815 | $270,400 | $77,800 | $192,600 |
| 2023 | $8,723 | $270,400 | $77,800 | $192,600 |
| 2022 | $8,453 | $270,400 | $77,800 | $192,600 |
| 2021 | $7,182 | $206,200 | $88,100 | $118,100 |
| 2020 | $7,238 | $206,200 | $88,100 | $118,100 |
| 2019 | $6,887 | $206,200 | $88,100 | $118,100 |
| 2018 | $7,003 | $215,400 | $88,100 | $127,300 |
| 2017 | $6,783 | $215,400 | $88,100 | $127,300 |
| 2016 | $6,844 | $220,700 | $103,100 | $117,600 |
| 2015 | $6,647 | $220,700 | $103,100 | $117,600 |
| 2014 | $6,475 | $220,700 | $103,100 | $117,600 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 06/20/2026 06/20/26 | For Sale | $480,000 | -- | $238 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $275,000 | -- | |
| Warranty Deed | $275,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Closed | $270,000 | No Value Available | |
| Closed | $220,000 | No Value Available |
About the Listing Agent
Small town Western Connecticut is like a 4 season resort; a staycation of sorts. Do you love outdoor activities like hiking, boating, fishing, motocross, or skiing? Then you'll love it here because you're never far from some scenic place to indulge in some me time. Do you or your loved ones prefer to spend down time more quietly engaged? We have museums, fine and casual dining, shopping, antiquing and much more to explore your interests and fill your senses. In Woodbury, you can soak in salt
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Source: SmartMLS
MLS Number: 24185547
APN: MIDD-000702-000000-000029
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Ask me questions while you tour the home.