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.
Sold for $520,000
$520,000
566 Benson Road, Middlebury, CT 06762
4beds
2,020sqft
Single Family Residence
Built in 1978
2.48 Acres Lot
$520,100 Zestimate®
$257/sqft
$3,739 Estimated rent
Home value
$520,100
$473,000 - $572,000
$3,739/mo
Zestimate® history
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List your homeWhat's special
Covered deckMatching appliancesStorage in the eaves
Zillow last checked:
Listing updated:
Listed by:
Ruth Zeiss (347)556-0014,
William Raveis Real Estate 203-264-8180
Bought with:
Andy Adames, RES.0833184
William Raveis Real Estate
Source: Smart MLS,MLS#: 24185547
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Features: Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Main
Bedroom
- Features: Hardwood Floor
- Level: Main
Bedroom
- Features: Built-in Features, Ceiling Fan(s), Wall/Wall Carpet
- Level: Upper
Bedroom
- Features: Built-in Features, Ceiling Fan(s), Wall/Wall Carpet
- Level: Upper
Primary bathroom
- Features: Full Bath, Hydro-Tub, Tub w/Shower, Tile Floor
- Level: Main
Bathroom
- Features: Skylight, Double-Sink, Tub w/Shower, Vinyl Floor
- Level: Upper
Bathroom
- Features: Remodeled, Tile Floor
- Level: Main
Dining room
- Features: Hardwood Floor
- Level: Main
Kitchen
- Features: Remodeled, Corian Counters, Tile Floor
- Level: Main
Living room
- Features: Fireplace, Hardwood Floor
- Level: Main
Heating
- Hot Water, Oil
Cooling
- Heat Pump, Ductless, Window Unit(s)
Appliances
- Included: Gas Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Wired for Data
- Windows: Thermopane Windows
- Basement: Full,Unfinished,Storage Space,Garage Access,Interior Entry,Concrete
- Attic: Heated,Storage,Finished,Walk-up
- Number of fireplaces: 1
- Fireplace features: Insert
Interior area
- Total structure area: 2,020
- Total interior livable area: 2,020 sqft
- Finished area above ground: 2,020
Property
Parking
- Total spaces: 6
- Parking features: Attached, Paved, Off Street, Driveway, Garage Door Opener, Private, Asphalt
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Covered
- Exterior features: Fruit Trees, Rain Gutters, Garden, Stone Wall
Lot
- Size: 2.48 Acres
- Features: Borders Open Space, Dry, Level, Cleared
Details
- Additional structures: Shed(s)
- Parcel number: 1194428
- Zoning: R40
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1978
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Green energy
- Energy efficient items: Ridge Vents, Windows
Community & HOA
Community
- Features: Health Club, Park, Private School(s), Shopping/Mall
HOA
- Has HOA: No
Location
- Region: Middlebury
Financial & listing details
- Price per square foot: $257/sqft
- Tax assessed value: $270,400
- Annual tax amount: $8,793
- Date on market: 6/21/2026
- Exclusions: See property inclusions/exclusions rider
Price history
| Date | Event | Price |
|---|---|---|
| 7/29/2026 | Sold | $520,000+8.3%$257/sqft |
Source:  Smart MLS #24185547 Report a problem | ||
| 7/27/2026 | Pending sale | $480,000$238/sqft |
Source: Smart MLS #24185547 Report a problem | ||
| 6/21/2026 | Listed for sale | $480,000+0%$238/sqft |
Source: Smart MLS #24185547 Report a problem | ||
| 10/23/2023 | Listing removed | -- |
Source: Smart MLS #170598837 Report a problem | ||
| 9/21/2023 | Listed for sale | $479,900+74.5%$238/sqft |
Source: Smart MLS #170598837 Report a problem | ||
| 9/20/2001 | Sold | $275,000$136/sqft |
Source: Smart MLS #W1002655 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $8,793 -0.2% | $270,400 |
| 2024 | $8,815 +1.1% | $270,400 |
| 2023 | $8,723 +3.2% | $270,400 |
| 2022 | $8,453 +17.7% | $270,400 +31.1% |
| 2021 | $7,182 -0.8% | $206,200 |
| 2020 | $7,238 +5.1% | $206,200 |
| 2019 | $6,887 -1.7% | $206,200 -4.3% |
| 2018 | $7,003 +3.2% | $215,400 |
| 2017 | $6,783 +2% | $215,400 -2.4% |
| 2015 | $6,647 +2.7% | $220,700 |
| 2014 | $6,475 +1.7% | $220,700 |
| 2013 | $6,369 +2.8% | $220,700 |
| 2012 | $6,195 -4.5% | $220,700 -19% |
| 2011 | $6,485 +0.7% | $272,600 |
| 2009 | $6,442 +1.8% | $272,600 |
| 2008 | $6,327 +6% | $272,600 |
| 2007 | $5,970 +14.1% | $272,600 +59.2% |
| 2005 | $5,231 -0.9% | $171,220 |
| 2004 | $5,277 +6.4% | $171,220 -1.7% |
| 2003 | $4,961 +21.1% | $174,200 +36.3% |
| 2000 | $4,096 | $127,810 |
Find assessor info on the county website
Neighborhood: 06762
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Nearby schools
GreatSchools rating
- 5/10Long Meadow Elementary SchoolGrades: PK-5Distance: 1.2 mi
- 8/10Memorial Middle SchoolGrades: 6-8Distance: 4.5 mi
- 8/10Pomperaug Regional High SchoolGrades: 9-12Distance: 1.2 mi
Schools provided by the listing agent
- Elementary: Long Meadow
- High: Pomperaug
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- New Haven County
- Middlebury
- 06762
- 566 Benson Road
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