Chestertown

Get to know

Chestertown

2

APARTMENTS

Rent Trends for Apartments in Chestertown

December 2025

Bedroom count	Chestertown	vs Last Month
Studio	$1,350	No change
1 Bedroom	$1,900	down 13.64%
2 Bedroom	$2,300	No change
3 Bedroom	$2,490	No change

Median rent as of November 23, 2025

This December, we've analyzed our 2 listings in Chestertown to determine the rent trend. We're updating our tables in real time to give you the most up to date Chestertown median apartment rent prices by bedroom count.

The median rent for a 1 bedroom apartment remained the same at $1,900.

Cities Near Chestertown

Church Hill Apartments Centreville Apartments Rock Hall Apartments Queenstown Apartments Grasonville Apartments Aberdeen Apartments Edgewood Apartments Belcamp Apartments Abingdon Apartments Chester Apartments

Apartment Types in Chestertown

Short Term Rentals in Chestertown

Find Your Dream Apartment for Rent in Chestertown

PadMapper has 2 condos, houses, and apartments for rent in Chestertown. Specifically, studio apartments, one-bedroom apartments, 1 two-bedroom apartments, 1 three-bedroom apartments are currently available for rent.

We have options to filter by price, bedroom count, bathroom count, long-term or short-term, housing type, pet friendly, no broker fee, and you can search for an apartment by custom keywords.

Search › Maryland › Chestertown

Chestertown MD Apartments for Rent

Rent

$0

$5,000+

Length

Bedrooms

Save

20 Results

$2,000

3 Bedrooms · 2 Bathrooms Apartment · Chestertown, MD

129 Manor Avenue

2 Days Ago

$2,000

3 Bedrooms · 2 Bathrooms Apartment · Chestertown, MD

5+ Days Ago

$1,400

2 Bedrooms · 1 Bathroom Apartment · Chestertown, MD

118 North Water Street #3

5+ Days Ago

$1,250

1 Bedroom · 1 Bathroom Apartment · Church Hill, MD

501 Main Street #4-501

5+ Days Ago

$2,000

3 Bedrooms · 2 Bathrooms Apartment · Centreville, MD

106 Johnstown Lane #1

1 Day Ago

$4,250

2 Bedrooms · 2 Bathrooms Apartment · Chester, MD

170 Harrier Way #22

4 Days Ago

$2,450

3 Bedrooms · 2 Bathrooms Apartment · Galena, MD

13951 Augustine Herman Highway

5+ Days Ago

$1,000

1 Bedroom · 1 Bathroom Apartment · Bowleys Quarters, Bowleys Quarters

1225 Seneca Road

5+ Days Ago

$2,950

2 Bedrooms · 2 Bathrooms Apartment · Stevensville, MD

5+ Days Ago

$2,150

2 Bedrooms · 2 Bathrooms Apartment · Chester, MD

214 Teal Ct Unit G #G

5+ Days Ago

$2,695

5 Bedrooms · 2 Bathrooms Apartment · Bowleys Quarters, Bowleys Quarters

815 Seneca Park Road

2 Hours Ago

$2,000

3 Bedrooms · 2 Bathrooms Apartment · Galena, MD

5+ Days Ago

$1,400

2 Bedrooms · 1 Bathroom Apartment · Rock Hall, MD

5785 Downey Avenue

2 Days Ago

$2,400

3 Bedrooms · 3 Bathrooms Apartment · Greensboro, MD

5+ Days Ago

$3,500

5 Bedrooms · 3 Bathrooms Apartment · Stevensville, MD

5+ Days Ago

$3,800

3 Bedrooms · 3 Bathrooms Apartment · Rock Hall, MD

6119 New St Unit 2 #2

5+ Days Ago

$800

Studio Apartment · Stevensville, MD

203 Romancoke Rd

5+ Days Ago

$5,500

Studio Apartment · Stevensville, MD

102 Saint Claire Pl

5+ Days Ago

$1,800

2 Bedrooms · 1 Bathroom Apartment · Centreville, MD

311 Holly Street #NA

5+ Days Ago

$1,900–$3,100

Studio–2 Bedrooms Apartments · Stevensville, MD

Bay Manor- Residential

That's All Folks!

We’re out of listings matching your filters. Want more results?

or

Find more Chestertown apartments on our partner site Zumper.