Last Sold Price
4 beds2,020 sqft$257/sqft
566 Benson Rd, Middlebury, CT 06762

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...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 CLOSED: 07/29/2026 12:00 AM

  1. Listed by Ruth Zeiss • William Raveis Real Estate
    P: (347) 556-0014 C: (347) 556-0014 ruth.zeiss@raveis.com

Property Details for 566 Benson Road

Status
MLS #
24185547
Days on Market
4
Taxes
$8,793 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential
Year Built
1978
Lot Size
2.48 AC / 108,028 SF
Basement Description
Full, Unfinished, Storage, Garage Access, Interior Access, Concrete Floor
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Cape Cod
Garage Parking Info
Under House Garage, Paved, Off Street Parking, Driveway
Swimming Pool
No

Location

Listing Courtesy of William Raveis Real Estate, Ruth Zeiss

Sold By William Raveis Real Estate, Andy Adames

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Building Information for 566 Benson Road

Stories-Year Built1978Building Size-Lot Size2.48 AC / 108,028 SF

Payment Calculator

$3,376 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,643

Property Taxes

$733

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 566 Benson Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: 188 to Benson Road or use gps.
  • Elementary School: Long Meadow
  • High School: Pomperaug
  • Latitude: 41.489272
  • Longitude: -73.143279
  • Neighborhood Amenities: Health Club, Park, Private School(s), Shopping/Mall
  • State: Connecticut
Parking
  • Parking Total Spaces: 6
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $8,793
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Fruit Trees, Gutters, Garden Area, Covered Deck, Stone Wall
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer
  • Attic Description: Heated, Storage Space, Finished, Walk-up
  • Cooling System: Heat Pump, Split System, Window Unit
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired
  • Laundry Room Info: Main Level
  • Laundry Room Location: Main level by bedrooms
  • Rooms Additional: Laundry Room
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Remodeled,Tile Floor
  • Room Level: Main
  • Room Type: Half Bath
Room 3
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 4
  • Room Entry Order: 3
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 5
  • Listing Key: 54A3D5D130F0028AE0631A01100A3487
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 5
  • Room Features: Built-Ins,Ceiling Fan,Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 6
  • Room Features: Built-Ins,Ceiling Fan,Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 7
  • Room Features: Remodeled,Corian Counters,Tile Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 9
  • Listing Key: 54A3D5D130F0028AE0631A01100A3487
  • Room Entry Order: 8
  • Room Features: Full Bath,Hydro-Tub,Tub w/Shower,Tile Floor
  • Room Level: Main
  • Room Type: Primary Bath
Room 10
  • Room Entry Order: 9
  • Room Features: Skylight,Double-Sink,Tub w/Shower,Vinyl Floor
  • Room Level: Upper
  • Room Type: Full Bath
Property
Property and Assessments
  • Color: Yellow
  • Construction Description: Frame
  • Driveway Type: Private, Asphalt
  • Exclusions: See property inclusions/exclusions rider
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1978
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2020
Lot Information
  • Lot Description: Borders Open Space, Dry, Level Lot, Cleared
  • Parcel Number: 1194428
  • Sq Ft Est Heated Above Grade: 2020.0
  • Sq Ft Total: 2020.0
  • Zoning: R40
Utilities
  • Energy Features: Fireplace Insert, Ridge Vents, Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 566 Benson Road

DateEvent & SourcePriceAppreciation
Jul 22, 2026

Closed (Public Record)

Public Record #1946683524

$520,000

+2.6% / yr

Sep 14, 2001

Closed (Public Record)

Public Record #92292566

$275,000
DateEvent & SourcePrice
07/22/2026

Closed (Public Record)

Public Record #1946683524

$520,000

+2.6% / yr

09/14/2001

Closed (Public Record)

Public Record #92292566

$275,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 566 Benson Road

Taxable ValueLand$77,800Additions$192,600Total$270,400
Tax Record2025$8,793 ($733 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,020 SqFtAbove Grade Finished SqFt2,020 SqFtUnfinished Basement SqFt1,200 SqFtStories2Lot Size108,029 SqFtStyleSingle Family ResidenceYear Built1978Year Renovated1978ZoningR40CountyNAUGATUCK VALLEYAPNMDBY M:7-02 L:029

Schools near 566 Benson Road

This home is within Regional School District 15.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Long Meadow Elementary School
PublicPK to 5

Memorial Middle School
Public6 to 8

Pomperaug Regional High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 566 Benson Road, Middlebury, CT 06762
$520,000
4
2,020
108,028
$258,000
4
1,894
108,464
$70,000
892,544
$457,000
5
2,289
94,089
2
16,500

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Ruth Zeiss

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.