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Middlebury, CT, 06762 • 06762 • New Haven County
$328/sqft
Down payment assistance available
3Beds
3Baths
1,600Sqft
0.8 acLot
1942Built
Other Style
Built 1942 · 84 years of history
3-Car Garage
Attached
This home is getting attention
Listed 22 days ago · 2,439 views · 93 saves
Demand and pricing signals for this listing
2,439 views
People checking out this listing
93 saves
Buyers have saved this home
22 days on market
Recently listed
$328/sqft
Price per square foot
This home ranks in the top 13% of listings most likely to go under contract soon, based on market activity and demand signals.
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Multi Family · Built 1942
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!
Standout features identified
Our analysis highlights separate soaking tub, brand-new spa-like bathroom, and central air as key attractions of this home.
Based on current rates
Est. 6.18% rate · 30yr fixed · $420,000 loan
Full calculator →Key facts and listing details
6 categories of property features
Market data and value estimates
3 schools rated nearby
Middlebury, CT, 06762
8 events
21 years of records
Local context around this listing
Middlebury, CT • New Haven County
Nearby cities
Nearby zip codes
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