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$395,000

Listing Price

7beds

4baths

3,664sqft

5,737sqft lot

349 High St, Chestertown, MD 21620

Member Features

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  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

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Already a member?

For Sale

Single Family

Home type

96.81

Price / sqft

1900

Year built

Home Details

Looking for something truly special? Don't miss this unique offering, located in the vibrant heart of Chestertown's Historic and Arts & Entertainment Districts! Boasting a legacy of over half a century under the stewardship of one devoted family, this multi-family property presents a rare opportunity for visionary investors and passionate renovators alike. Situated on a generous lot, steeped in the rich history of Chestertown and prominently featured on historic maps as the Laurence Lots, this property offers a canvas brimming with potential. Whether you envision revitalizing it into a majestic single-family residence or retaining its current configuration with a townhouse on one side and two apartments on the other, the possibilities are boundless. While the property stands as a testament to enduring charm and character, it's essential to note that significant settling has occurred over the years. As such, unlocking its full potential will necessitate considerable renovation efforts. This property is a bona fide fixer-upper and is exclusively offered in its current "as is" condition, awaiting the transformative touch of its next custodian. With its prime location , this property represents not only an investment opportunity but a chance to become part of Chestertown's storied legacy. Located squarely in the Arts & Entertainment District and Enterprise Zone, both residential and commercial uses are permitted. Seize the chance to breathe n

Interior Details

Square Feet
  • 3664

Bedrooms
  • 7

Bathrooms
  • 4

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Radiant

Cooling
  • Has Cooling:

    No

  • Cooling Type:

    N/A

Fuel
  • Has Fuel:

    No

  • Fuel Type:

    N/A

Basement
  • Has Basement:

    No

  • Basement Type:

    No Basement

Flooring
  • Has Flooring:

    No

  • Flooring Type:

    N/A

Fireplace
  • Has Fireplace:

    Yes

  • Fireplace Type:

    N/A

Property Details

Lot Size
  • 5737

Water
  • Yes

Sewer
  • Yes

Parking
  • Type:

    N/A

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    N/A

Deck
  • No

Patio
  • No

Fence
  • No

Pool
  • No

Porch
  • No

Stoop
  • No

Breezeway
  • No

Construction Details

Number of Stories
  • 3

Style
  • Conventional

Exterior
  • N/A

Foundation
  • N/A

Roof
  • N/A

Roofing Material
  • Metal

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2021

$5,067

$0

$0

--%

$323,333

2020

$5,043

$203,700

$118,800

--%

$322,500

2019

$5,011

$203,700

$118,800

--%

$322,500

2018

$4,850

$203,700

$118,800

--%

$322,500

2017

$4,850

$203,700

$118,800

--%

$322,500

2015

$4,850

$203,700

$118,800

--%

$322,500

2014

$2,475

$203,700

$125,500

--%

$329,200

2012

$4,951

$0

$0

--%

$329,200

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Average Home Price in 21620

Nearby Properties

Zip Code

Price

Bed

Bath

Sqft

Lot

Sold Date

$690,155

-- Beds

2 Baths

3,178 Sqft

3,000 Lot (sqft)

Sold 09/16/2026

$1,029,658

-- Beds

2.5 Baths

3,189 Sqft

4,457 Lot (sqft)

Sold 09/09/2026

$1,250,000

5 Beds

5 Baths

3,247 Sqft

10,977 Lot (sqft)

Sold 09/29/2026

$1,245,500

5 Beds

4 Baths

3,243 Sqft

2,688 Lot (sqft)

Sold 11/07/2025

$395,000

7 Beds

4 Baths

3,664 Sqft

5,737 Lot (sqft)

Sold 09/29/2026

percent-home-icon

Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
395,000
$
Down payment
79,000
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
2,370
$
HOA (Monthly)
0
$
PMI
0
$
$2,557
Your Payment
Total Monthly Payment:$2,557
Percent of Income:44%
Affordable:No

Details for 349 HIGH ST

Property Debt

Foreclosure Contact Details

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