Off Market

21108 Tolchester Beach Rd

Chestertown, MD, 21620 • 21620 • Kent County

$524,700

$243/sqft

2.5Baths

2,160Sqft

1.4 acLot

1998Built

Property DNA

1 highlights

Conventional Style

Built 1998 · 28 years of history

Market activity

Demand and pricing signals for this listing

1 views

People checking out this listing

$243/sqft

Price per square foot

About this home

Single Family · Built 1998

This is a 2160 square foot, 2.5 bathroom, single family home. This home is located at 21108 Tolchester Beach Rd, Chestertown, MD 21620.

Estimated monthly payment

Based on current rates

$3,232/month

Principal & Interest$2,533

Property Tax$525

Insurance$175

Down payment20% ($104,940)

3%50%

Est. 6.06% rate · 30yr fixed · $419,760 loan

Full calculator →

At a glance

Key facts and listing details

TypeSingleFamily

Year Built1998

HeatingOther

ParkingGarage - Attached

Lot1.44 Acres

Property

Home typeSingle Family

StyleConventional

Year built1998

Systems

HeatingOther

RoofShake / Shingle

Parking & Outdoor

ParkingGarage - Attached

BasementPartially finished

Lot1.44 Acres

Location & Tax

Neighborhood21620

Annual tax$7,460

Parcel06011446

Features & details

3 categories of property features

Interior Features

Heating

Other

Exterior Features

Exterior

Other

Parking

Garage - Attached

Listing insights

Market data and value estimates

StatusOff Market

Est. value$524,700

Est. rent$2,762/mo

Tax rate0.94%

Price/sqft$243

Tour days6

How are the schools in Chestertown?

3 schools rated nearby

Rock Hall Elementary School

Primary • Public • PK-5

5.6 mi

Kent County Middle School

Middle • Public • 6-8

9.6 mi

Kent County High School

High • Public • 9-12

9.3 mi

Location

Chestertown, MD, 21620

Expand map

Tax history

25 years of records

YearTax paidAssessed value

Apr 10, 2025$7,460$336,200

Apr 10, 2024$3,544$312,500

Apr 10, 2023$3,478$306,700

Apr 10, 2022$3,382$312,500

Apr 10, 2021$3,346$295,100

Apr 10, 2020$3,315$292,300

Apr 10, 2019$3,283$295,100

Apr 10, 2018$3,251$286,700

Apr 10, 2017$3,251$286,700

Apr 10, 2016$3,297$286,700

Apr 10, 2015$3,297$292,500

Apr 10, 2014$3,297$292,500

Apr 10, 2013—$292,500

Apr 10, 2012—$317,500

Apr 10, 2011—$317,500

Apr 10, 2010—$317,500

Apr 10, 2009—$387,850

Apr 10, 2008—$333,730

Apr 10, 2007—$279,610

Apr 10, 2006—$225,490

Apr 10, 2005—$223,756

Apr 10, 2004—$222,023

Apr 10, 2003—$220,290

Apr 10, 2002—$211,116

Apr 10, 2001—$201,943

Nearby homes

Off Market

$472,200

3 ba2,229 sqft

8608 Park Dr, Chestertown, MD

For Sale

$499,900

4 bd3 ba2,524 sqft

8620 Park Dr, Chestertown, MD

21096 Tolchester Beach Rd, Chestertown, MD

Recently Sold

$550,000

2.5 ba1,536 sqft

21096 Tolchester Beach Rd, Chestertown, MD

Off Market

$464,600

3.5 ba2,232 sqft

8718 Park Dr, Chestertown, MD

Off Market

$514,600

2 ba2,396 sqft

8640 Park Dr, Chestertown, MD

Off Market

$578,000

2.5 ba2,295 sqft

8714 Park Dr, Chestertown, MD

Off Market

$493,500

2.5 ba2,400 sqft

8615 Park Dr, Chestertown, MD

Off Market

$416,400

4 bd4 ba1,875 sqft

8666 Park Dr, Chestertown, MD

Neighborhood details

Local context around this listing

Chestertown, MD • Kent County

Nearby neighborhoods

Chesapeake Landing

Nearby cities

BettertonChestertownGalenaGeorgetownKennedyvilleMasseyMillingtonRock Hall

Nearby zip codes

2162021690

Similar homes

For Sale

$499,900

4 bd3 ba2,524 sqft

8620 Park Dr, Chestertown, MD

For Sale

$524,900

3 bd3 ba2,268 sqft

101 Coleman Dr, Chestertown, MD

For Sale

$440,000

3 bd3 ba2,060 sqft

704 Truslow Rd, Chestertown, MD

For Sale

$540,000

3 bd3 ba1,760 sqft

21186 Chesapeake Ave, Rock Hall, MD

For Sale

$435,000

3 bd2 ba1,588 sqft

201 Birch Run Rd, Chestertown, MD

For Sale

3 bd1 ba1,152 sqft

21159 Haven Rd, Rock Hall, MD

For Sale

$465,000

4 bd3 ba2,880 sqft

110 Trafford Dr, Chestertown, MD

For Sale

$339,900

2 bd1 ba1,294 sqft

21125 Iowa Ave, Chestertown, MD

For Sale

$389,000

3 bd2 ba2,055 sqft

202 Waldo Dr, Chestertown, MD

For Sale

$598,000

3 bd3 ba2,672 sqft

5807 Blue Claw Court Rock, Hall, MD

For Sale

$590,000

3 bd2 ba1,688 sqft

6 W Kingston Park Ln, Baltimore, MD

For Sale

$539,900

3 bd4 ba2,997 sqft

500 Turnstone Ct, Essex, MD

For Sale

3 ba1,622 sqft

2126 Turkey Point Rd, Essex, MD

For Sale

$600,000

4 bd4 ba2,593 sqft

9311 Sea Horse Ct, Baltimore, MD

For Sale

$439,999

4 bd2 ba1,656 sqft

222 Mount Vernon Ave, Chestertown, MD

For Sale

4 bd2 ba1,976 sqft

4006 Cutty Sark Rd, Baltimore, MD

For Sale

$344,900

3 bd2 ba1,392 sqft

109 Wilton Rd, Chestertown, MD

For Sale

$419,900

3 bd3 ba1,216 sqft

109 S College Ave, Chestertown, MD

For Sale

$519,999

2 bd3 ba2,100 sqft

103 Landing Ln, Chestertown, MD

For Sale

$339,000

4 bd2 ba1,325 sqft

304 Hadaway Dr, Chestertown, MD

Tour This Home

Pick a date

Preferred time

Apr 10, 2026

No obligation · Same-day confirmation · Takes 30 seconds

Need a different time? Request custom scheduling

Have a Question?

Get details on this property, the neighborhood, or the buying process.

Ask About This Property

We typically respond within a few hours

Download property brochure

Photos, details & neighborhood info in one PDF

Get brochure

Free · No sign-up required

Get pre-approved

Know your budget & strengthen your offer

Check eligibility

Value estimates

Live

Est. value$524,700

Est. rent$2,762/mo

30yr rate est.6.06%

Affordability$3,034/mo

Own a home nearby?

See what it's worth in today's market

Get estimate

Schedule Tour Ask

No obligation · Same-day response