Chestertown

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Chestertown

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APARTMENTS

Rent Trends for Apartments in Chestertown

February 2026

Bedroom count	Chestertown	vs Last Month
Studio	$1,350	No change
1 Bedroom	$2,000	up 29.03%
2 Bedroom	$2,000	down 13.04%
3 Bedroom	$2,490	No change

Median rent as of February 15, 2026

This February, we've analyzed our 4 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 increased by 26.98% to $2,000.

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 4 condos, houses, and apartments for rent in Chestertown. Specifically, studio apartments, one-bedroom apartments, 2 two-bedroom apartments, 2 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

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$5,000+

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20 Results

$2,000

3 Bedrooms · 1 Bathroom Apartment · Chestertown, MD

5+ Days Ago

$2,000

2 Bedrooms · 1 Bathroom Apartment · Chestertown, MD

5+ Days Ago

$2,000

3 Bedrooms · 2 Bathrooms Apartment · Chestertown, MD

5+ Days Ago

$1,575

2 Bedrooms · 1 Bathroom Apartment · Chestertown, MD

5+ Days Ago

$1,600

3 Bedrooms · 1 Bathroom Apartment · Worton, MD

11149 Old Worton Rd

5+ Days Ago

$3,500

4 Bedrooms · 3 Bathrooms Apartment · Centreville, MD

5+ Days Ago

$1,150

1 Bedroom · 1 Bathroom Apartment · Church Hill, MD

501 Main St #4-501

5+ Days Ago

$2,500

3 Bedrooms · 3 Bathrooms Apartment · Middle River, MD

7199 Cunning Cir

4 Days Ago

$1,800

2 Bedrooms · 1 Bathroom Apartment · Centreville, MD

718 Church Hill Rd

5+ Days Ago

$2,700

3 Bedrooms · 2 Bathrooms Apartment · Sudlersville, MD

5+ Days Ago

$2,600

3 Bedrooms · 2 Bathrooms Apartment · Queenstown, MD

235 Thompson Ave

5+ Days Ago

$2,600

3 Bedrooms · 2 Bathrooms Apartment · Queenstown, MD

273 Thompson Ave

5+ Days Ago

$1,500

1 Bedroom · 1 Bathroom Apartment · Centreville, MD

722 Church Hill Rd

5+ Days Ago

$5,500

5 Bedrooms · 5 Bathrooms Apartment · Stevensville, MD

2620 Love Point Rd

5+ Days Ago

$2,975

3 Bedrooms · 2 Bathrooms Apartment · Stevensville, MD

5+ Days Ago

$2,000

3 Bedrooms · 2 Bathrooms Apartment · Centreville, MD

720 Church Hill Rd

5+ Days Ago

$2,000

3 Bedrooms · 2 Bathrooms Apartment · Centreville, MD

106 Johnstown Lane #1

5+ Days Ago

$3,700

2 Bedrooms · 2 Bathrooms Apartment · Chester, MD

170 Harrier Way Unit 22 #22

5 Hours Ago

$2,250

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

815 Seneca Park Rd

1 Day Ago

$3,800

3 Bedrooms · 3 Bathrooms Apartment · Rock Hall, MD

6119 New St Unit 2 #2

5+ Days Ago

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