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!
For sale
Price cut: $80.9K (12/26)
$499,000
541 Benson Road, Middlebury, CT 06762
2beds
1,660sqft
Est.:
Single Family Residence
Built in 1942
0.8 Acres Lot
$491,100 Zestimate®
$301/sqft
$-- HOA
What's special
Separate soaking tubCentral airNew england stonewallsPrivate oasisNatural pine woodworkTile flooringExpansive bedroom
- 115 days |
- 1,329 |
- 58 |
Likely to sell faster than
Zillow last checked: 8 hours ago
Listing updated: December 26, 2025 at 06:50am
Listed by:
Joseph Martino joe@joemartinore.com,
Joseph Martino Real Estate 203-671-2384
Source: Smart MLS,MLS#: 24128030
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Sitting Room
Primary bedroom
- Level: Main
Bedroom
- Level: Upper
Bathroom
- Level: Upper
Bathroom
- Level: Upper
Kitchen
- Level: Main
Living room
- Level: Main
Heating
- Baseboard, Forced Air, Bottle Gas, Oil
Cooling
- Ceiling Fan(s), Central Air
Appliances
- Included: Gas Range, Refrigerator, Dishwasher, Washer, Dryer, Water Heater, Tankless Water Heater
- Laundry: Lower Level
Features
- In-Law Floorplan
- Basement: Full,Unfinished
- Attic: Heated,Finished,Floored,Walk-up
- Has fireplace: No
Interior area
- Total structure area: 1,660
- Total interior livable area: 1,660 sqft
- Finished area above ground: 1,660
Property
Parking
- Total spaces: 4
- Parking features: Attached
- Attached garage spaces: 4
Lot
- Size: 0.8 Acres
- Features: Sloped
Details
- Parcel number: 1192162
- Zoning: L200
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1942
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
HOA
- Has HOA: No
Location
- Region: Middlebury
Financial & listing details
- Price per square foot: $301/sqft
- Tax assessed value: $309,000
- Annual tax amount: $10,049
- Date on market: 9/19/2025
Estimated market value
$491,100
$467,000 - $516,000
$3,915/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 12/26/2025 | Price change | $499,000-14%$301/sqft |
Source: | ||
| 9/19/2025 | Listed for sale | $579,900+96.6%$349/sqft |
Source: | ||
| 3/24/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 11/24/2016 | Listing removed | $295,000$178/sqft |
Source: Owner Report a problem | ||
| 8/26/2016 | Listed for sale | $295,000+20.4%$178/sqft |
Source: Owner Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,049 -0.2% | $309,000 |
| 2024 | $10,073 +1.1% | $309,000 |
| 2023 | $9,968 +3.2% | $309,000 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$3,461/mo
Principal & interest
$2400
Property taxes
$886
Home insurance
$175
Climate risks
Neighborhood: 06762
Nearby schools
GreatSchools rating
- 5/10Long Meadow Elementary SchoolGrades: PK-5Distance: 1.1 mi
- 7/10Memorial Middle SchoolGrades: 6-8Distance: 4.6 mi
- 8/10Pomperaug Regional High SchoolGrades: 9-12Distance: 1.1 mi
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