541 Benson Road Middlebury, CT $ 525,000
541 Benson Road
$ 525,000
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541 Benson Road

Middlebury, CT, 06762
$ 525,000
Bedrooms3 Baths3.0 Sq 1,600

Monthly Estimate*

$ 3,233

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Multi-Family Home for sale in Middlebury, CT

for $525,000 with 3 bedrooms and 3 full baths. This 1,600 square foot home was built in 1942 on a lot size of 0.8.

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!

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Multi-Family Active

Price

$ 525,000

Bedrooms

3

Full Bath

3

Property Type

Multi-Family

Taxes

$ 10,049

Style

Lot Size

0.8

Year Built

1942

Town/City

Middlebury

MLS | Web ID

24161555

Features
General
Zoning L200
Neighborhood N/A
County New Haven
Tax Year July 2025-June 2026
Property Type Multi-Family For Sale
Status Active
Acres 0.8
Directions GPS
High School Per Board of Ed
City Middlebury
Elementary School Per Board of Ed
Sq Ft Total 1600
DOM 0
Year Built 1942
Style Other
Year Built Source Approximate
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Interior
Cooling System Central Air
Total Number of Units 2
Total Rooms 5
Basement Description Full
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Exterior
Water Source Private Well
Lot Description Sloping Lot
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* Excluded Features
List By
Joseph Martino

Listing Agent

Joseph Martino Real Estate

Broker

joe@joemartinore.com

Email

Affordability Calculator

$4,070
Per Month
79%
21%
0%
Monthly Principal & Interest
$3,233
Monthly Property Taxes
$837
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
3/23/2026$525,000 Listed Price

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541 Benson Road, Middlebury, CT, 06762 is a Multi-Family Home for sale at $525,000 with 1,600 sqft and a lot size of 0.8. 541 Benson Road has 3 bedrooms, 3.0 baths, and was built in 1942. The property's zip code is 06762 which is in Middlebury, CT