Attention Buyers!! Investors, Multi-generational living, first time home buyers! HUGE Price Reduction! Great Location! This is a great opportunity to build "Sweat Equity" ! Inside you will find 2 one bedroom apartments and a third floor that needs a full rehab. The town only recognizes the lower two floors. Wonderful views and sunsets from all 3 floors looking West over Middlebury proper and the Adirondacks. A short distance to groceries and the Co-op and Chipman Hill Park is a few hundred feet away! Lots of beautiful trees were planted above the house by the current owners including 2 walnut trees, pinyon pines and a willow tree. There is enough room for terraced gardening in the back yard. Bring your imagination and see what this house has to offer in this amazing location in Middlebury!
Closed
Listed by: RE/MAX North Professionals, Middlebury • Bonnie Gridley
Bought with: Flex Realty
$250,000
53 High Street, Middlebury, VT 05753
3beds
1,740sqft
Duplex
Built in 1920
-- sqft lot
$253,100 Zestimate®
$144/sqft
$2,170 Estimated rent
Home value
$253,100
Estimated sales range
Not available
$2,170/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Bonnie Gridley,
RE/MAX North Professionals, Middlebury 802-388-0505
Bought with:
Flex Realty Group
Flex Realty
Source: PrimeMLS,MLS#: 5045832
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Baseboard, Electric
Cooling
- Wall Unit(s)
Appliances
- Included: Electric Range, Refrigerator, Electric Water Heater
- Laundry: 2nd Floor Laundry
Features
- Kitchen/Dining, Natural Light
- Flooring: Carpet, Vinyl, Vinyl Plank
- Windows: Double Pane Windows
- Basement: Full,Walk-Out Access
Interior area
- Total structure area: 2,186
- Total interior livable area: 1,740 sqft
- Finished area above ground: 1,740
- Finished area below ground: 0
Property
Parking
- Parking features: Dirt, Driveway, Unpaved
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: 1st Floor Bedroom, 1st Floor Full Bathroom, Hard Surface Flooring
Features
- Levels: 2.5,Tri-Level,Walkout Lower Level
- Stories: 2.5
- Patio & porch: Covered Porch
- Exterior features: Deck, Shed
- Has view: Yes
- View description: Mountain(s)
- Frontage length: Road frontage: 65
Lot
- Size: 0.29 Acres
- Features: Country Setting, Hilly, Open Lot, Sloped, Trail/Near Trail, Views
Details
- Parcel number: 38712012605
- Zoning description: RES
Construction
Type & style
- Home type: MultiFamily
- Architectural style: Colonial
- Property subtype: Duplex
Materials
- Wood Frame, Vinyl Siding
- Foundation: Concrete, Poured Concrete
- Roof: Shingle
Condition
- New construction: No
- Year built: 1920
Utilities & green energy
- Electric: 100 Amp Service, Circuit Breakers
- Sewer: Public Sewer
- Utilities for property: Cable
Community & HOA
Community
- Security: Smoke Detector(s)
Location
- Region: Middlebury
Financial & listing details
- Price per square foot: $144/sqft
- Tax assessed value: $250,900
- Annual tax amount: $7,055
- Date on market: 6/11/2025
- Road surface type: Paved
Price history
| Date | Event | Price |
|---|---|---|
| 6/11/2026 | Sold | $250,000-9.1%$144/sqft |
Source:  PrimeMLS #5045832 Report a problem | ||
| 5/1/2026 | Pending sale | $275,000$158/sqft |
Source: PrimeMLS #5045832 Report a problem | ||
| 4/10/2026 | Listed for sale | $275,000$158/sqft |
Source: PrimeMLS #5045832 Report a problem | ||
| 4/1/2026 | Pending sale | $275,000$158/sqft |
Source: PrimeMLS #5045832 Report a problem | ||
| 1/27/2026 | Price change | $275,000-15.4%$158/sqft |
Source: PrimeMLS #5045832 Report a problem | ||
| 9/15/2025 | Price change | $325,000-3%$187/sqft |
Source: PrimeMLS #5045832 Report a problem | ||
| 8/27/2025 | Price change | $335,000-4.3%$193/sqft |
Source: PrimeMLS #5045832 Report a problem | ||
| 6/11/2025 | Listed for sale | $350,000+138.1%$201/sqft |
Source: PrimeMLS #5045832 Report a problem | ||
| 12/3/2007 | Sold | $147,000$84/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $250,900 |
| 2023 | -- | $250,900 |
| 2022 | -- | $250,900 |
| 2021 | -- | $250,900 |
| 2020 | -- | $250,900 |
| 2019 | -- | $250,900 +26% |
| 2018 | -- | $199,200 |
| 2017 | -- | $199,200 |
| 2016 | -- | $199,200 +9900% |
| 2015 | -- | $1,992 |
| 2014 | -- | $1,992 |
| 2013 | -- | $1,992 |
| 2012 | -- | $1,992 |
| 2011 | -- | $1,992 |
| 2010 | -- | $1,992 |
| 2009 | -- | $1,992 |
| 2008 | -- | $1,992 |
| 2007 | -- | $1,992 |
| 2006 | -- | $1,992 |
Find assessor info on the county website
Neighborhood: 05753
Nearby homes
- $574,000-- bd-- ba-- sqft52 High St, Middlebury, VT 05753Off Market
- $538,000-- bd-- ba-- sqft54 High St, Middlebury, VT 05753Off Market
- $705,0004 bd2 ba2k sqft19 Chipman Hts, Middlebury, VT 05753Sold
- $491,5005 bd2 ba1.9k sqft50 High St, Middlebury, VT 05753Off Market
- $443,400-- bd-- ba-- sqft56 High St, Middlebury, VT 05753Off Market
- $444,5002 bd2 ba1.7k sqft48 High St, Middlebury, VT 05753Off Market
- $661,600-- bd-- ba-- sqft17 Chipman Hts, Middlebury, VT 05753Off Market
- $567,100-- bd1 ba-- sqft19 Springside Rd, Middlebury, VT 05753Off Market
Nearby schools
GreatSchools rating
- 8/10Mary Hogan SchoolGrades: PK-5Distance: 0.8 mi
- 6/10Middlebury Union Middle SchoolGrades: 6-8Distance: 1.7 mi
- 9/10Middlebury Senior Uhsd #3Grades: 9-12Distance: 1 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.
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- Vermont
- Addison County
- Middlebury
- 05753
- 53 High Street
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