0 of 35

Member Features

Find Real Estate Bargain!

  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

  • Get full access with a FREE Account

Already a member?

$292,626

Listing Price

--beds

2.5baths

1,867sqft

3,740sqft lot

107 Oak Leaf Dr, Chestertown, MD 21620

Member Features

Find Real Estate Bargain!

  • Full foreclosure details

  • Home value, equity and ownership info

  • Find homes priced below market

  • Get full access with a FREE Account

Already a member?

For Sale

Off Market

Condo / Townhome

Home type

156.74

Price / sqft

2004

Year built

Home Details

Desirable end-unit, 3-story townhome located in the heart of Chestertown, just moments from downtown and adjacent to the new YMCA. This well-maintained home features newer carpet and paint, a one-year-old stove (purchased new for $4,000), and a hot water heater just two years old. A newer full-size stackable washer and dryer adds convenience.nnEnjoy both sunrise and sunset views with an east-facing front that fills the home with beautiful morning light and a west-facing rear offering stunning evening sunsets. The balcony has been recently stained, and the first-floor patio has been thoughtfully converted into a deck with built-in wood flower boxes-perfect for outdoor enjoyment.nnThe versatile first level offers flexible space ideal for a bedroom, office, or exercise room, complete with a gas fireplace and sliding door access to the deck. The garage includes a built-in loft, workbench, and shelving for added storage and functionality.nnUpstairs, the primary suite features a vaulted ceiling and a spacious en-suite bath with soaking tub and walk-in shower. A mature maple tree enhances the backyard setting, providing charm and seasonal beauty.nnMove-in ready and ideally located-this home offers comfort, updates, and convenience all in one.

Interior Details

Square Feet
  • 1867

Bedrooms
  • N/A

Bathrooms
  • 2.5

Heating
  • Has Heating:

    Yes

  • Heating Type:

    Heat Pump

Cooling
  • Has Cooling:

    Yes

  • 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
  • 3740

Water
  • No

Sewer
  • Yes

Parking
  • Type:

    Garage, Built-in

  • Location:

    N/A

  • Status:

    N/A

  • Number of Spaces:

    1

Deck
  • No

Patio
  • No

Fence
  • No

Pool
  • No

Porch
  • No

Stoop
  • No

Breezeway
  • No

Construction Details

Number of Stories
  • 3

Style
  • Townhouse

Exterior
  • Siding (not Specified)

Foundation
  • N/A

Roof
  • N/A

Roofing Material
  • Composition Shingle

Tax History

Year

Amount

Land

Improvement

Percent Change

Assessment

2021

$2,471

$0

$0

--%

$160,467

2020

$2,346

$60,000

$90,000

--%

$150,000

2019

$2,331

$60,000

$90,000

--%

$150,000

2018

$2,256

$60,000

$90,000

--%

$150,000

2017

$2,283

$60,000

$91,800

--%

$151,800

2015

$2,283

$60,000

$91,800

--%

$151,800

2014

$1,314

$60,000

$114,800

--%

$174,800

2012

$2,629

$0

$0

--%

$174,800

percent-home-icon

Average Home Price in 21620

Nearby Properties

Zip Code

Price

Bed

Bath

Sqft

Lot

Sold Date

$340,000

-- Beds

2.5 Baths

1,972 Sqft

4,500 Lot (sqft)

Sold 10/06/2026

$330,246

-- Beds

2.5 Baths

1,856 Sqft

4,000 Lot (sqft)

Sold 10/05/2026

$337,164

-- Beds

2.5 Baths

1,724 Sqft

4,964 Lot (sqft)

Sold 10/05/2026

$361,382

-- Beds

2.5 Baths

1,936 Sqft

4,000 Lot (sqft)

Sold 10/05/2026

$339,900

3 Beds

3 Baths

1,896 Sqft

4,000 Lot (sqft)

Sold 10/05/2026

$296,000

2 Beds

3 Baths

1,864 Sqft

3,300 Lot (sqft)

Sold 09/29/2026

$275,000

-- Beds

2.5 Baths

1,900 Sqft

2,119 Lot (sqft)

Sold 10/05/2026

$292,626

-- Beds

2.5 Baths

1,867 Sqft

3,740 Lot (sqft)

Sold 10/05/2026

percent-home-icon

Calculators

Mortgage

Mortgage Calculator

Calculate your monthly mortgage payments.
Household Income
70,000
$
Home price
292,626
$
Down payment
58,525.20
$
Mortgage Rate
6.5
%
Loan Term
Property Tax Rate
1.1
%
Homeowner's Insurance (Annual)
1,755.75
$
HOA (Monthly)
0
$
PMI
0
$
$1,894
Your Payment
Total Monthly Payment:$1,894
Percent of Income:32%
Affordable:No

Details for 107 OAK LEAF DR

Property Debt

Foreclosure Contact Details