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.
Active
Listed by: IPJ Real Estate
$699,000
464 East Main Street, Middlebury, VT 05753
4beds
2,922sqft
Single Family Residence
Built in 1840
1.82 Acres Lot
$667,000 Zestimate®
$239/sqft
$-- HOA
What's special
Riverside gemBeautifully updated vintage homeHistoric characterModern comfortDedicated officeVersatile living spaceSeparate one-bedroom apartment
- 7 days |
- 1,224 |
- 62 |
Zillow last checked:
Listing updated:
Listed by:
Beth Stanway,
IPJ Real Estate Cell:802-989-9928
Source: PrimeMLS,MLS#: 5095929
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 1
- 3/4 bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Natural Gas, Hot Air, Wood Stove
Cooling
- None
Appliances
- Included: Dishwasher, Dryer, Microwave, Gas Range, Refrigerator, Washer
- Laundry: 2nd Floor Laundry
Features
- Dining Area, Living/Dining, Natural Woodwork
- Flooring: Softwood
- Basement: Bulkhead,Unfinished,Interior Entry
Interior area
- Total structure area: 4,424
- Total interior livable area: 2,922 sqft
- Finished area above ground: 2,922
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Gravel
- Garage spaces: 1
Features
- Levels: Two
- Stories: 2
- Patio & porch: Porch, Screened Porch
- Exterior features: Garden, Natural Shade
- On waterfront: Yes
- Waterfront features: River, River Front
- Body of water: Middlebury River
- Frontage length: Road frontage: 150
Lot
- Size: 1.82 Acres
- Features: Near Skiing
Details
- Additional structures: Barn(s)
- Parcel number: 38712012186
- Zoning description: R2
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Historic Vintage
- Property subtype: Single Family Residence
Materials
- Clapboard Exterior
- Foundation: Stone
- Roof: Asphalt Shingle,Slate
Condition
- New construction: No
- Year built: 1840
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Septic Tank
- Utilities for property: Cable, Gas On-Site
Community & HOA
Community
- Security: Smoke Detector(s)
Location
- Region: Middlebury
Financial & listing details
- Price per square foot: $239/sqft
- Tax assessed value: $244,200
- Annual tax amount: $6,308
- Date on market: 6/21/2026
Estimated market value
$667,000
$634,000 - $700,000
$3,065/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/21/2026 | Listed for sale | $699,000+336.9%$239/sqft |
Source:  PrimeMLS #5095929 Report a problem | ||
| 2/25/2000 | Sold | $160,000$55/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $244,200 |
| 2023 | -- | $244,200 |
| 2022 | -- | $244,200 |
| 2021 | -- | $244,200 |
| 2020 | -- | $244,200 |
| 2019 | -- | $244,200 +32.1% |
| 2018 | -- | $184,900 |
| 2017 | -- | $184,900 |
| 2016 | -- | $184,900 +9900% |
| 2015 | -- | $1,849 |
| 2014 | -- | $1,849 |
| 2013 | -- | $1,849 |
| 2012 | -- | $1,849 |
| 2011 | -- | $1,849 +5.4% |
| 2010 | -- | $1,755 |
| 2009 | -- | $1,755 |
| 2008 | -- | $1,755 |
| 2007 | -- | $1,755 |
| 2006 | -- | $1,755 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 05753
Nearby schools
GreatSchools rating
- 8/10Mary Hogan SchoolGrades: PK-5Distance: 4.5 mi
- 6/10Middlebury Union Middle SchoolGrades: 6-8Distance: 3.6 mi
- 9/10Middlebury Senior Uhsd #3Grades: 9-12Distance: 4.4 mi
Schools provided by the listing agent
- Elementary: Mary Hogan School
- Middle: Middlebury Union Middle #3
- High: Middlebury Senior UHSD #3
- District: Addison Central
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Vermont
- Addison County
- Middlebury
- 05753
- 464 East Main Street
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