When was property at 53 High Street built and last sold?

The property at 53 High Street was built in 1920 and last sold on Nov 30, 2007 for $147,000.

How much is this home worth?

The estimated value of the home located at 53 High Street is $286,336.

What are some comparable homes to 53 High Street?

There are currently no comparable homes to 53 High Street.

Middlebury

05753

53 High

Sold on Jun 11, 2026

Map

Listed by: Bonnie Gridley, RE/MAX North Professionals, Middlebury, 802-388-0505 Selling Office: Flex Realty, Listing Courtesy of Prime MLS

$275,000

● House - Off Market

53 High

Middlebury, VT 05753

3 Beds

3 Baths

2,186 Ft²

$1,939

Est. Monthly

11.77%

Cap Rate

About This Property

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!

Unit Size

2,186 Ft²

Days on Market

Land Size

0.29 acres

Price per sqft

$126

Property Type

House

Property Taxes

$588

HOA Dues

Year Built

1920

Payment Calculator (Computations Provided by RealtyHop)

Cap Rate Calculator

Last updated: 5 months ago (Prime MLS #5045832)

Price History

Date / Event	Date	Event
Jun 11, 2026	Sold	Premium
Sold
Apr 30, 2026	In contract	-
In contract
Apr 10, 2026	Relisted	$275,000
Relisted
Apr 1, 2026	In contract	-
In contract
Feb 5, 2026	Price Decreased	$275,000 ↓ $75K (21.4%)
Price Decreased
Jun 11, 2025	Listed by RE/MAX North Professionals, Middlebury	$350,000
Listed by RE/MAX North Professionals, Middlebury

Property Highlights

Building Info

Overview

General

Year Built: 1920

Effective Year Built: 1920
Building Count: 1
Total Rooms: 8
Bedroom Count: 3
Bathroom Count: 3
Full Bathrooms: 3
Partial Bathrooms: 3
Building Condition: 6
Building Quality: 0
Construction Type: 0
Building Style: 31
Exterior Walls Type: 29
Interior Walls Type: 0
Roof Shape Type: 0
Roof Cover Type: 20
Floor Count: 150
Floor Cover: 0
Basement Type: 9
Basement Area: 660
Garage Type: 0
Parking Space Count: 0
Patio Type: 0
Porch Type: 0
Pool Type: 0

Dimensions

Lot Size Square Feet: 12,632

Total Building Area: 1,140
Building Area: 1,140
Building Area Measurement: L

Heating and Cooling

Air Conditioning: 0

Heating: 6
Heated Square Feet: 1,140
Heating Fuel Type: 0

Utilities

Sewer System: 0

Water Service: 0

Building

Building Type: 0

Property Class: R
Land Acres: 0000000290
Standard Land Use Code: 1001
County Land Use Code: 101
Legal Description 1: .29 AC & 2 APTS

Neighborhood

School District Name: Addison Central Supervisory Union

Census Tract: 960700

Geography

Parcel: (120) 022011.000

Municipality: MIDDLEBURY
Latitude: 44.0216
Longitude: -73.1646

Address

Full Address: 53 High St

Address - House Number: 53
Address - Street Name: High
Address - Suffix Type: St
State: VT
City Name: Middlebury
Carrier Code: C003
4-Digit Zip Code: 1209
Zip Code: 05753

Valuation

Tax

Tax Year: 2022

Tax Amount: $600,400
Tax Rate Code Area: 120

Appraisal Valuation

Standard Deviation: 0.1866

Valuation Date: Apr 19, 2023
Confidence Score: 62
Final Value: 314,794
High Value: 373,560
Low Value: 256,027

Assessments Valuation

Assessed Year: 2022

Assessed Total Value: $250,900
Assessed Land Value: $103,200
Assessed Improvements Value: $147,700

Exemptions

Homeowner Exemption: Yes

Sales

Current Sale Contract Date: Nov 30, 2007

Current Sale Recording Date: Dec 03, 2007
Current Sale Price:

Premium
Current Sale Document Type: 36
Current Sale Input Document Number: 380920

Data used for valuation calculations is provided by RealtyHop, and other third party sources

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Comparables

About Middlebury

Stats & Trends

Median Asking:

$450,000

Sale Price/ft²

$203

Below Asking

0.02%

Average Days on Market

Average Home Size

2320 ft²

Average Home Age

44.5 years

Currently For Sale

10 Listings

Based on RH Advisors, Inc. calculations of home data from MLS and/or public records.

Similar Homes for Sale

Currently no similar homes around

Nearby Rentals

Rentals Near You

Click here to view more rentals in the neighborhood.

Listed by: Bonnie Gridley, RE/MAX North Professionals, Middlebury
Last Updated Date: 2026-06-15
Last Checked: 1 hour ago
Data Source: Prime MLS, MLS# 5045832

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.