Cheap Apartments for Rent in Chestertown, MD

1 rentals

  • 331 Devon Dr, Chestertown, MD 21620
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    $2,750/mo
    4 Beds
    3.5 Baths
    3,506 sqft
    331 Devon Dr,
    Chestertown, MD 21620

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    Chestertown
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Apartments For Rent Near Chestertown, MD

We found 30 more apartments matching your filters just outside 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 Oct 2026 compared to the previous month. Rent previously peaked in Sep 2025.
MonthAverage rent
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
Sep 2026$1,820
Oct 2026$1,495
View as a graph

Average Rent By Bedroom and Home Type

1 bed2 beds3 beds4 bedsAll
All home types—$1,250$1,700$2,750$1,700
Houses—$1,250$1,700$2,750$1,700
See more information about local market trends in Chestertown, MD

Frequently Asked Questions about Rentals in Chestertown, MD

  • What are the cheapest months to find an apartment to rent in Chestertown, MD?
    Last year, the cheapest month to find an apartment to rent was 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.
  • What are some zip codes in Chestertown, MD?
    Chestertown, MD includes zip codes such as: 21620, 21690.
  • 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.
View this page in Spanish: Apartamentos baratos en renta en Chestertown, MD - 1,445 Rentas | Trulia