$525,000
PENDING

541 Benson Rd Middlebury, CT 06762

Estimated payment $3,640/month

Total Views 6,921
3 Beds
3 Baths
1,600 Sq Ft
$328 Price per Sq Ft

Highlights

  • Finished Attic
  • Attic
  • Baseboard Heating
  • Pomperaug Regional High School Rated A
  • Central Air

About This Home

Rare Two-Home Compound in Middlebury - Ideal for Investment or Owner-Occupant! An extraordinary opportunity for investors or owner-occupants looking to offset their mortgage! This unique property at 541 Benson Road features TWO distinct, detached dwellings on a private .8-acre lot, offering a total of 3 bedrooms, 3 full baths, and 4 garage bays. Unit 1: The Main Residence (2BR/2BA) This beautifully appointed home features an open-concept layout with gleaming hardwood floors and high-end finishes. Chef's Kitchen: U-shaped layout with oak cabinets, granite countertops, stainless steel appliances (gas stove), and a large pantry. Main Level: Includes a spacious bedroom and a brand-new spa-like bathroom with a custom tiled walk-in shower and separate soaking tub. Upper Level: A private primary suite retreat finished in warm natural pine, featuring abundant closet space, a full ensuite bath, and a charming built-in reading nook/office area. Central Air, pellet stove for efficient heating, and a massive 3-car attached garage for ample storage or workshop space. Unit 2: Detached Carriage House (1BR/1BA) A completely separate, legal-style dwelling perfect for rental income, multi-generational living, or a professional home office. Living Space: Features a functional galley kitchen with gas cooking, a bright living area, and a private bedroom. Amenities: Full bathroom with a tiled shower and its own dedicated 1-car garage/workshop located directly be

Listing Agent

Joseph Martino

Joseph Martino Real Estate Brokerage Email: joe@joemartinore.com License #REB.0792369 Listed on: 03/23/2026

Property Details

Home Type

  • Multi-Family

Est. Annual Taxes

  • $10,049

Year Built

  • Built in 1942

Lot Details

  • 34,848 Sq Ft Lot
  • Sloped Lot

Parking

  • 3 Car Garage

Home Design

  • 1,600 Sq Ft Home
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Cedar Siding
  • Vinyl Siding
  • Masonry

Bedrooms and Bathrooms

  • 3 Bedrooms
  • 3 Full Bathrooms

Attic

  • Walkup Attic
  • Finished Attic

Basement

  • Basement Fills Entire Space Under The House
  • Laundry in Basement

Utilities

  • Central Air
  • Baseboard Heating
  • Heating System Uses Oil
  • Heating System Uses Oil Above Ground
  • Bottled Gas Heating
  • Private Company Owned Well
  • Propane Water Heater
  • Oil Water Heater

Community Details

  • 2 Units

Listing and Financial Details

  • Assessor Parcel Number 1192162

Property Details

Home Type

Multi-Family

Est. Annual Taxes

$10,049

Year Built

Built in 1942

Lot Details

0.8 Acres

Listing Details

  • Neighborhood: N/A
  • Property Type: Multi-Family For Sale
  • Style: Other
  • Sq Ft Est Heated Above Grade: 1600
  • Total Sq Ft: 1600
  • Year Built: 1942
  • New Construction: No/Resale
  • Remarks Public Addendum: Exterior & Location The property sits on a lush .8-acre "private oasis" framed by classic New England stonewalls and a brick patio. Whether you are looking for a high-end rental property or a way to live in one home while the other pays your taxes, this versatile compound is a rare find in Middlebury. Total Garage Bays: 4 | Total Acreage: 0.80 | Separate Utilities Schedule your private tour today to explore the unmatched flexibility of this two-family setup!
  • Property Sub Type: 2 Family
  • Direct Waterfront: No
  • Directions: GPS
  • Street Type: Road
  • Office Attribution Contact: (203) 671-2384
  • Reserve Prospect: No
  • Special Features: None

Interior Features

  • Total Bedrooms: 3
  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Attic Description: Finished, Walk-up
  • Basement Description: Full
  • Laundry Room Location: basement
  • Attic: Yes

Exterior Features

  • Exterior Siding: Vinyl Siding, Cedar
  • Foundation Type: Concrete, Masonry
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 3
  • Garage And Parking: Under House Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Baseboard
  • Heat Fuel Type: Bottle Gas, Oil
  • Fuel Tank Location: Above Ground
  • Hot Water Description: Oil, Propane, Tank Size Unknown
  • Water Source: Private Well
  • Sewer: Septic

Lot Info

  • Acres: 0.8
  • Lot Description: Sloping Lot
  • Zoning: L200
  • Parcel #: 1192162

Multi Family

  • Total Number Of Units: 2

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 10049

MLS Schools

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

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 $10,049 $309,000 $65,800 $243,200
2024 $10,073 $309,000 $65,800 $243,200
2023 $9,968 $309,000 $65,800 $243,200
2022 $9,659 $309,000 $65,800 $243,200
2021 $8,136 $233,600 $74,900 $158,700
2020 $8,199 $233,600 $74,900 $158,700
2019 $7,802 $233,600 $74,900 $158,700
2018 $7,594 $233,600 $74,900 $158,700
2017 $7,356 $233,600 $74,900 $158,700
2016 $7,467 $240,800 $88,200 $152,600
2015 $7,253 $240,800 $88,200 $152,600
2014 $7,065 $240,800 $88,200 $152,600
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
04/17/2026 04/17/26 Pending -- -- --
03/23/2026 03/23/26 For Sale $525,000 -- $328 / Sq Ft
Source: SmartMLS

Purchase History

Date Type Sale Price Title Company
Executors Deed $245,000 --
Executors Deed $245,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $232,750 Purchase Money Mortgage
Closed $232,750 Purchase Money Mortgage
Source: Public Records

Source: SmartMLS

MLS Number: 24161555

SmartMLS

APN: MIDD-000702-000000-000002

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