New Listing - 03/23/2026

$525,000 ($328.13 per sqft)

Est. Mortgage $2,518/mo *

Quick Pre-Approval

Listing courtesy of Joseph Martino joe@joemartinore.com, Joseph Martino Real Estate (203) 671-2384


541 Benson Road, Middlebury, CT, 06762

541 Benson Road, Middlebury, CT, 06762

5 rooms

3 beds

3 Full baths

1942

Other

1,600 sqft

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 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!


Status:

Active

Type:

Multi-family

Units:

2

Zoning:

L200

Garage:

3-car Under House Garage

Heating:

Baseboard

Cooling:

Central Air

Basement:

Full

Acreage:

0.8

Est. Taxes:

$10,049

Assessment

$309,000

Lot Description:

Sloping Lot

Elementary School:

Per Board of Ed

High School:

Per Board of Ed

Days on Market:

13

MLS #:

24161555


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