Chestertown, MD Apartments For Rent
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- $1,295 - $1,450/moStudio-1 Bed1 BathThe Square at Trolley | 1303A Delaware Ave,
Wilmington, DE 19806 - $1,447 - $1,697/mo1-2 Beds1-2 BathsFairway Park Apartments & Townhomes | 5561 Limeric Cir,
Wilmington, DE 19808 - $1,275 - $1,575/mo1-2 Beds1-2 BathsThe Reserve at Mill Creek Apartment Homes | 131 Scarborough Park Dr,
Wilmington, DE 19804 - $1,475 - $1,575/mo1-2 Beds1 BathThe Crossings at Limestone Apartments | 4605 Patrician Blvd,
Wilmington, DE 19808 - $1,500 - $2,100/mo2-3 Beds2-3 BathsLighthouse Hill Apartments | 1204 Terra Hill Dr,
Wilmington, DE 19809 - Total price$1,565 - $2,255/mo1-3 Beds1-2 BathsVillage at Fox Point | 1436 Kynlyn Dr,
Wilmington, DE 19809 - Total price$1,315 - $1,535/mo1-2 Beds1 BathHeritage Court Apartments | 5597-2B Heritage Court Dr,
Wilmington, DE 19808 - $1,527 - $1,667/mo1-2 Beds1-2 BathsArbor Pointe Apartments | 4000 Dawnbrook Dr,
Wilmington, DE 19804 - $2,025 - $2,961/mo1-2 Beds1-2 BathsThe Residences at Christina Landing | 115 Christina Landing Dr,
Wilmington, DE 19801 - $1,675 - $2,355/mo1-2 Beds1-2 BathsThe Residences at Justison Landing | 331 Justison St,
Wilmington, DE 19801
What Locals Say about Chestertown
Average Rent Trends in Chestertown, MD
Rent in Chestertown, MD varies by number of bedrooms and home type. Use these charts to quickly see how rent changes.
Average rent decreased in Aug 2026 compared to the previous month. Rent previously peaked in Sep 2025.
| Month | Average rent |
|---|---|
| Sep 2025 | $2,400 |
| Oct 2025 | $2,100 |
| Nov 2025 | $2,100 |
| Dec 2025 | $2,000 |
| Jan 2026 | $1,575 |
| Feb 2026 | $1,900 |
| Mar 2026 | $2,000 |
| Apr 2026 | $2,000 |
| May 2026 | $1,520 |
| Jun 2026 | $2,050 |
| Jul 2026 | $2,000 |
| Aug 2026 | $1,920 |
Average Rent By Bedroom and Home Type
In August 2026, Apartments and Condos were the most affordable home type to rent compared with Townhomes and Houses.
| 1 bed | 2 beds | 3 beds | 4 beds | All | |
|---|---|---|---|---|---|
| All home types | $1,400 | $1,920 | $1,900 | $2,556 | $1,920 |
| Townhomes | ā | ā | $2,000 | ā | $2,000 |
| Apartments and Condos | $1,400 | $1,820 | ā | ā | $1,350 |
| Houses | ā | $2,400 | $1,900 | $2,556 | $2,000 |
Frequently Asked Questions about Rentals in Chestertown, MD
- What is the average rent of an apartment in Chestertown, MD?The average rent of an apartment in Chestertown, MD is $1,842 per month. This is about 6% lower than the national average.
- When is the average rent cheapest in Chestertown, MD?In the last year, the average rent in Chestertown, MD was lowest in Jan 2025 when it was $1,400 per month.
- When is the average rent most expensive in Chestertown, MD?In the last year, the average rent in Chestertown, MD was highest in Sep 2025 when it was $2,400 per month.
- How does the rent of a 1 bedroom apartment compare to a studio apartment in Chestertown, MD?The average rent of a 1 bedroom apartment in Chestertown, MD is $1,400 per month. That is about $425 more than the cost of a studio apartment.
- How many available rental listings are in Chestertown, MD?There are 7 available rental listings in Chestertown, MD.
- What are some zip codes in Chestertown, MD?
- What are some cities near Chestertown, MD?Some nearby cities include: Worton, Still Pond, Rock Hall, Church Hill, Kennedyville. These cities may have more rental options to explore.
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