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$465,000
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Property 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. 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
Full Property Details
Full Property Details for 541 Benson Rd
General
- Sold For: $465,000
- Taxes: (July 2025-June 2026)
- Status: Closed
- Type: Multi-Family
- Source: SMARTMLS
- MLS ID: 24161555
- Added to Site: 156 day(s) ago
Interior
- Number of Rooms: 5
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 3
Parking
- Garage: Yes
- Garage Spaces: 3
- Parking: Under House Garage
Location
- County: New Haven
- Driving Directions: GPS
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Baseboard, Bottle Gas, Oil
- Heating Fuel: Bottle Gas, Oil
- Water Heater: Oil, Propane, Tank Size Unknown
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Other
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding, Cedar
- Basement Desc.: Full
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 1,600
- Above Ground: 1,600 Sq. Ft.
- Year Built: 1942
Unit Information
Unit 1
- Square Feet: 1600
- Total Bathrooms: 2
- Bedrooms: 2
Unit 2
- Square Feet: 576
- Total Bathrooms: 1
- Bedrooms: 1
Lot Features
- Lot Size (Acres): 0.8
- Zoning: L200
- Lot Description: Sloping Lot
Financial Considerations
- Assessment Amount: $309,000
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 1192162
Listed by Joseph Martino Real Estate, Joseph Martino
Sold by Berkshire Hathaway NE Prop., Scott Hellriegel
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Schools
Schools serving 541 Benson Rd
School District:Regional School District 15
| Name | Grades | Distance |
|---|---|---|
Long Meadow Elementary School 65 North Benson Road, Middlebury, CT 06762 | PK-5 | 1.1 mi |
Memorial Middle School, Middlebury, CT 1 Memorial Drive, Middlebury, CT 06762 | 6-8 | 4.6 mi |
Pomperaug Regional High School 234 Judd Road, Southbury, CT 06488 | 9-12 | 1.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 541 Benson Rd
Date
Details
Price
Change
Source
6/17/2026
Sold
$465,000
-11.43%
MLS
3/23/2026
Listed
$525,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
541 Benson Road, Middlebury, CT 06762 (MLS# 24161555) is a Multi-Family property that was sold at $465,000 on June 17, 2026. Want to learn more about 541 Benson Road? Do you have questions about finding other Multi-Family real estate for sale in Middlebury? You can browse all Middlebury real estate or contact a Coldwell Banker agent to request more information.

