Struggling with housing affordability? This could be the solution! Originally built as a single family home in 1920, but currently arranged as 3 units, so you can take over all the space, or rent some and enjoy the cash flow! Two apartments have great tenants who are moving this summer, so both the upstairs and downstairs will be available soon. Third unit known as "The Octopus Garden" is an Airbnb guest favorite so you could ride the wave of this popular short-term rental. An easy conversion back to single family would literally mean opening a couple of doors... then the main level would have 3 bedrooms and 2 bathrooms, a mudroom, kitchen and living room... and upstairs would have a bright family room, larger kitchen, 1 bedroom and a full bathroom with claw foot tub and laundry. Don't need two kitchens? Remove one to create another bedroom, office or dining room. Need an in-law suite for guests or family? This has it. Work-from-home professional or small business owner? Zoning has many allowed uses, including office and retail. Recent energy audit + updated utilities: new 200 amp panel, new boiler, and central air on the first floor! Ask for the list of improvements, floor plans and videos. Beautifully renovated spaces, two new decks overlooking the deep backyard and gardens, plus a covered front porch. The 0.41 acre lot is very narrow, offering parking for 6+ cars with partial fences and a stone wall for boundaries. This is a rare and special opportunity!
Closed
Listed by:
Jenifer Hoffman,
Hoffman Real Estate Jenifer@HoffmanVTRealEstate.com
$315,000
818 Main Street, Bennington, VT 05201
4beds
1,969sqft
Single Family Residence
Built in 1920
0.41 Acres Lot
$315,100 Zestimate®
$160/sqft
$2,567 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: June 06, 2025 at 11:54am
Listed by:
Jenifer Hoffman,
Hoffman Real Estate Jenifer@HoffmanVTRealEstate.com
Bought with:
Jenifer Hoffman
Hoffman Real Estate
Source: PrimeMLS,MLS#: 5036068

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 1
- 3/4 bathrooms: 2
Heating
- Oil, Hot Air, Hot Water, Zoned
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Microwave, Mini Fridge, Electric Range, Refrigerator, Washer, Electric Water Heater, Off Boiler Water Heater
- Laundry: Laundry - 1st Floor, Laundry - 2nd Floor
Features
- In-Law/Accessory Dwelling, In-Law Floorplan, Kitchen/Dining, Soaking Tub, Walk-In Closet(s), Walk-in Pantry
- Flooring: Carpet, Hardwood, Laminate, Tile, Vinyl
- Windows: Blinds
- Basement: Bulkhead,Full,Gravel,Stairs - Interior,Storage Space,Unfinished,Stairs - Basement,Interior Entry
Interior area
- Total structure area: 3,313
- Total interior livable area: 1,969 sqft
- Finished area above ground: 1,969
Property
Parking
- Total spaces: 6
- Parking features: Gravel, Driveway, Parking Spaces 6+, Unassigned, Unpaved
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: 1st Floor 3/4 Bathroom, 1st Floor Bedroom, Accessibility Features, Bathroom w/5 Ft. Diameter, 1st Floor Laundry
Features
- Levels: One and One Half
- Stories: 1
- Patio & porch: Deck, Porch - Covered
- Exterior features: Garden Space
- Has spa: Yes
- Spa features: Bath
- Fencing: Partial
- Frontage length: Road frontage: 54
Lot
- Size: 0.41 Acres
- Features: Landscaped, Level, Sidewalks, Street Lights, In Town
Details
- Parcel number: 5101567868
- Zoning description: MU-2
- Other equipment: Window AC
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Victorian
- Property subtype: Single Family Residence
Materials
- Wood Frame, Vinyl Siding
- Foundation: Stone
- Roof: Shingle - Asphalt,Slate
Condition
- New construction: No
- Year built: 1920
Utilities & green energy
- Electric: 200+ Amp Service, Circuit Breakers
- Sewer: Public Sewer
- Utilities for property: Cable Available, High Speed Intrnt -Avail, Internet - Cable, Internet - Fiber Optic
Community & neighborhood
Location
- Region: Bennington
Other
Other facts
- Road surface type: Paved
Services availability

Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.