541 Benson Road
Middlebury, CT, 06762 $ 579,900
Bedrooms2 Baths2.0 Sq 1,660 Monthly Estimate*
$ 3,618
for $579,900 with 2 bedrooms and 2 full baths. This 1,660 square foot home was built in 1942 on a lot size of 0.8.
MAIN HOUSE (2BR/2BA): Features an open-concept layout w/ gleaming hardwood floors. The updated kitchen is a chef's delight, boasting granite countertops, stainless steel appliances, a gas stove & pantry. The main level includes a bedroom & a NEW spa-like full bath w/ a custom tiled walk-in shower & separate soaking tub. Upstairs is a private primary suite retreat, wrapped in warm pine woodwork, offering abundant closet space & its own full bath. A charming reading nook w/ built-ins completes the second floor. Plus Central A/C & 3-car garage. GUEST HOUSE: This separate, detached dwelling offers a 1BR/1BA layout with a full kitchen, living area & a private 1-car garage/workshop below. The property is a private oasis with a brick patio & classic New England stonewalls, perfect for gardening or relaxing. With 4 total garage bays and unmatched flexibility, this unique property is a must-see. Schedule your tour today! An extraordinary opportunity awaits at this unique property, featuring TWO distinct homes situated on a private .8-acre lot. This is the perfect solution for multi-generational living, a guest house, a home office, or generating rental income! The MAIN HOUSE is a beautifully appointed 2-bedroom, 2-full-bath residence designed for modern comfort. Step inside to an open-concept living and dining area with gleaming hardwood floors, flowing seamlessly into a stunning U-shaped kitchen. The chef in your family will love the oak cabinets, granite countertops, stainless steel appliances (including a gas stove, large refrigerator, and dishwasher), tile flooring, double sink, and spacious pantry. The main level also features a convenient bedroom and a brand new, spa-like full bathroom complete with a custom tiled walk-in shower and a separate deep soaking tub. Ascend the stairs to your private primary suite retreat. This expansive bedroom is wrapped in beautiful natural pine woodwork, offering abundant closet space and its own full bathroom. A charming built-in seating area with shelving at the top of the stairs provides the perfect reading nook or office space. Additional features include Central Air, oil boiler, pellet stove, and an oversized 3-car garage under the home. The separate, detached GUEST HOUSE offers incredible flexibility. This charming dwelling includes a galley kitchen with a gas stove and built-in microwave, a living area, a private bedroom, and a full bathroom with a tiled shower. Below, a 1-car garage provides ample space for a vehicle, workshop, or extra storage. Outside, your private oasis awaits. The expansive .8-acre lot is adorned with classic New England stonewalls and a lovely brick patio, offering endless possibilities for gardening, entertaining, and relaxation. With a total of 4 garage bays and two completely separate living spaces, this one-of-a-kind property is a rare find and will not last long. Schedule your private showing today to experience all it has to offer!
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FeaturesGeneralZoning L200
Neighborhood N/A
County New Haven
Tax Year July 2025-June 2026
Property Type Single 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 1660
DOM 18
Year Built 1942
Style Cape Cod
Year Built Source Public Records
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InteriorCooling System Ceiling Fans Central Air
Total Rooms 5
Basement Description Full Unfinished
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ExteriorWater Source Private Well
Lot Description Sloping Lot
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* Excluded FeaturesList ByJoseph MartinoListing Agent
Joseph Martino Real EstateBroker
joe@joemartinore.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $3,618
- Monthly Property Taxes
- $837
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.375% 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.
Learn more about how to save NearbySingle family listings in Middlebury, CT
Average List Price $743,238
Percent of Sale Price 28%
About Middlebury, CT 7,671 Population
18% Since 2002
$ 105,125 Median Income
46.66 Median Age
27% Households with Children
Trends Information provided by ATTOM Data Solutions.
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 9/19/2025 | $579,900 | | Listed Price |