Show the map
Get to know
Chestertown
3
APARTMENTS
Rent Trends for Apartments in Chestertown
October 2025
| Bedroom count | Chestertown | vs Last Month |
|---|---|---|
| Studio | $1,350 | — |
| 1 Bedroom | $1,900 |  down 13.64% |
| 2 Bedroom | $2,500 |  up 25.00% |
| 3 Bedroom | $2,490 | — |
Median rent as of October 26, 2025
This October, we've analyzed our 3 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.
Cities Near Chestertown
Apartment Types in Chestertown
Find Your Dream Apartment for Rent in Chestertown
PadMapper has 3 condos, houses, and apartments for rent in Chestertown. Specifically, studio apartments, one-bedroom apartments, 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.
Chestertown MD Apartments for Rent
Rent
Length
Bedrooms
Save
$2,000
4 Bedrooms · 2 Bathrooms Apartment · Chestertown, MD
2 Days Ago
$1,700
3 Bedrooms · 2 Bathrooms Apartment · Chestertown, MD
2 Days Ago
$2,900
4 Bedrooms · 2 Bathrooms Apartment · Chestertown, MD
5+ Days Ago
$2,000
4 Bedrooms · 1 Bathroom Apartment · Galena, MD
5+ 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
$2,650
3 Bedrooms · 2 Bathrooms Apartment · Chester, MD
5+ Days Ago
$3,800
3 Bedrooms · 3 Bathrooms Apartment · Rock Hall, MD
5+ Days Ago
$2,350
3 Bedrooms · 1 Bathroom Apartment · Queenstown, MD
15 Hours Ago
$2,800
2 Bedrooms · 1 Bathroom Apartment · Stevensville, MD
5+ Days Ago
$2,500
4 Bedrooms · 3 Bathrooms Apartment · Georgetown, MD
2 Days Ago
$600
Studio Apartment · Chester, MD
5+ Days Ago
$5,500
Studio Apartment · Stevensville, MD
5+ Days Ago
$2,600
3 Bedrooms · 2 Bathrooms Apartment · Queenstown, MD
5+ Days Ago
$1,400
Studio Apartment · Stevensville, MD
5+ Days Ago
$1,900–$3,100
Studio–2 Bedrooms Apartments · Stevensville, MD
$1,395
4 Bedrooms Apartment · Edgewood, Edgewood
$2,300
3 Bedrooms · 2 Bathrooms Apartment · Edgewood, Edgewood
23 Minutes Ago
$1,800
3 Bedrooms · 1 Bathroom Apartment · Edgewood, Edgewood
3 Days Ago
$3,200
4 Bedrooms · 2 Bathrooms Apartment · Stevensville, MD
3 Days Ago
That's All Folks!
We’re out of listings matching your filters. Want more results?
Modify Filters or Start a New Search