541 Benson Rd

Middlebury, CT 06762

$525,000
Price
3
Beds
1,600 Sq. Ft.
$328 / Sq. Ft.
1,600
Sq. Ft.
$328
per Sq. Ft.
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Under Contract
Under Contract
a front view of a house with a garden
a front view of a house with a yard
a view of a house with a yard
a view of a house with backyard
a view of a yard in front of a house with a large tree
a kitchen with a stove and a refrigerator
a kitchen with a refrigerator and a stove top oven
a view of a backyard with sitting area
a bathroom with a sink toilet and shower
a bed room with furniture and a window
a living room with hard wood flooring and furniture
a view of a room with gym equipment
a living room with furniture a mirror and a toilet
a bathroom with a shower and a glass door
a bedroom with bed and a window
a view of water heater room with furniture
a living room with furniture and a flat screen tv
a kitchen with sink a window and cabinets
a kitchen with stainless steel appliances granite countertop a sink a stove top oven a counter space and cabinets
a kitchen with stainless steel appliances granite countertop a refrigerator and a sink

Description

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....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

Property Details for 541 Benson Road

Basement Description
Full
Direct Waterfront
No
Garages Number
3
Neighborhood
N/A
Style
Other
Garage Parking Info
Under House Garage
Swimming Pool
No
LISTING UPDATED: 04/17/2026 10:30 PM

Property Details for 541 Benson Road

StatusUnder Contract
MLS #24161555
Days on Market25
Taxes$10,049 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeMulti Family
MLS TypeMulti-Family / 2 Family
Year Built1942
Lot Size0.80 AC / 34,848 SF
CountyNew Haven County
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Location

Listing Courtesy of Joseph Martino Real Estate, Joseph Martino
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Building Information for 541 Benson Road

Stories-Residences2Year Built1942Building Size-Lot Size0.80 AC / 34,848 SF

Payment Calculator

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$3,454 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,616

Property Taxes

$837

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 541 Benson Road

Summary
Property and Location
  • Acres Source: Approximate
  • Directions: GPS
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.489541
  • Longitude: -73.144738
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $10,049
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Attic Description: Finished, Walk-up
  • Cooling System: Central Air
  • Heat Type: Baseboard
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Laundry Room Location: basement
  • Rooms Total: 5
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding, Cedar
  • Foundation Type: Concrete, Masonry
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1942
  • Year Built Source: Approximate
  • Bank Owned Property: No
  • Sq Ft Description: Main house is 1600 and guest house is 576
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Sloping Lot
  • Parcel Number: 1192162
  • Sq Ft Est Heated Above Grade: 1600.0
  • Sq Ft Total: 1600.0
  • Zoning: L200
Utilities
  • Heat Fuel Type: Bottle Gas, Oil
  • Hot Water Description: Oil, Propane, Tank Size Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner
  • Total Number of Units: 2
  • Total Rooms Multi Family: 5
Unit 1
  • Unit Average Sq Ft: 1600
  • Unit Entry Order: 1
  • Unit Full Baths: 2
  • Unit Modified Date: 03-23-2026
  • Unit Num Bedrms: 2
  • Unit Num Rooms: 3
  • Unit Occupied By: Owner
Unit 2
  • Lease: Monthly
  • Unit Average Sq Ft: 576
  • Unit Entry Order: 2
  • Unit Full Baths: 1
  • Unit Modified Date: 03-23-2026
  • Unit Num Bedrms: 1
  • Unit Num Rooms: 2

Property History for 541 Benson Road

DateEvent & SourcePriceAppreciation
Feb 16, 2007

Closed (Public Record)

Public Record #215758773

$245,000—
DateEvent & SourcePrice
02/16/2007

Closed (Public Record)

Public Record #215758773

$245,000

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

Public Records for 541 Benson Road

Taxable ValueLand$65,800Additions$243,200Total$309,000
Tax Record2024$10,049 ($837 / month)
Home Facts
Beds0Lot Size34,848 SqFtStyleSingle Family ResidenceZoningL200CountyNAUGATUCK VALLEYAPNMDBY M:7-02 L:002

Schools near 541 Benson Road

This home is within Regional School District 15.
Rating
School
Type
Grades
Distance
Long Meadow Elementary School
Public - PK to 5
Memorial Middle School
Public - 6 to 8
Pomperaug Regional High School
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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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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 Joseph Martino Real Estate, Joseph Martino

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.