- beds
- 4
- baths
- 4
- sq ft
- 2,922
- Built
- 1840
464 East Main Street
Middlebury, VT 05753
Residential · Active · MLS #5095929
Listing Courtesy of IPJ Real Estate | Beth Stanway
The home
About this home
Nestled along the scenic banks of the Middlebury River, this beautifully updated vintage home offers a rare combination of historic character, modern comfort, and versatile living space. The main residence features three bedrooms plus a dedicated office, providing flexibility for remote work, guests, or hobbies. Enjoy peaceful mornings and relaxing evenings in the screened porch overlooking the property's lush gardens and natural surroundings. Thoughtful updates throughout preserve the home's timeless charm while enhancing everyday convenience. Upstairs there is a claw foot tub overlooking the beautiful yard, soak and listen to the river! A spacious barn adds exceptional storage, workshop, or hobby space, while the separate one-bedroom apartment presents opportunities for rental income, multigenerational living, or private guest accommodations. Surrounded by established gardens and the soothing sounds of the river, this special property offers a quintessential Vermont lifestyle with room to live, work, and entertain. As an added bonus, this property owns the land across the street ensuring a permanent buffer! Whether you're seeking a full-time residence, country retreat, or property with income potential, this riverside gem is a unique opportunity not to be missed. MOTIVATED SELLER!
Property information
Details at a glance
Interior4 property facts
- Rooms
- 8
- Heating
- Forced Air, Wood, Natural Gas, Wood Stove
- Cooling
- None
- Flooring
- Softwood
Building6 property facts
- Style
- Single Family Residence
- Year built
- 1840
- Garage
- 1
- Parking
- 1
- Foundation
- Stone
- Roof
- Shingle, Slate
Land & utilities5 property facts
- Lot size
- 1.82 acres
- Water
- Public
- Sewer
- Septic Tank
- Waterfront
- Y
- Zoning
- R2
Financial2 property facts
- Annual taxes
- $6,308
- Assessment year
- 2026
Plan your purchase
Estimated monthly cost
Explore costs at the $650,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$3,812 / monthAdjust
- Principal & interest
- $3,287
- Property tax
- $526
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $6,308. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
Listing history
Price and status timeline
No additional listing history is available for public display.
Compare with confidence
Price & market context
See how this home compares with active listings in Middlebury.
| Metric | This home | Local listings |
|---|---|---|
| List price | $650,000 | $499,00030% above local |
| Price / sq ft | $222 | $26817% below local |
| Days on market | 39 | 6439% below local |
Active city listing statistics from PrimeMLS as of September 11, 2026. Asking prices are not completed-sale values.
Keep exploring
Similar homes nearby
Same city and within 25% of the asking price, matched by property type and bedroom count when available and ranked by size and price.

466 East Main Street, Middlebury, VT 05753
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21 Seminary Street, Middlebury, VT 05753
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Common questions
About 464 East Main Street
Can I request a private showing?
Request a tour of 464 East Main Street and a Bean Group agent will help coordinate an available time with the listing side.
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Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
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