Apartments For Rent in Chester, MD

14 rentals

Apartments For Rent Near Chester, MD

We found 13 more apartments matching your filters just outside Chester

What Locals Say about Chester

  • Dlmaheux
    "I’ve been here 20 years and don’t even lock my doors the majority of the time. Super safe. Wonderful sense of community all around "
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  • Colinjgallagher525
    "Tucked away million dollar homes with great down-to-earth people living in them. It’s a warm community and bay living at its finest. "
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  • Peggy Young
    "Board meetings, water aerobics, pickle ball, tennis, a gym, kayaking, paddle boarding. Mah jongg, bingo, games day, social committee,walking club "
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  • Trulia User
    "Water aerobics, happy hours, cardboard boat races, kayaking, mah jongg, game day dog walking. Boating "
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  • Peggy.young
    "Lots of spaces to walk dogs, lots of people who love dogs. Great way to meet neighbors. Just about everyone on the shore has a dog. Also a number of good kennels for when you travel. "
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  • Taylor T.
    "Lots of dogs everyone walks them all hours of the night and their is little stops with bags to pick up Feeses "
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  • kara
    "I've lived here for three years and the neighbors are very friendly mostly. They look out for each other..."
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  • Robert M Heyn
    "Its always so pleasant here in Chester. Its like Everyone says HI and knows one another. The school systems are great and Chester is central located to all surrounding areas of shopping, dining, water, Annapolis and Easton. Some of tue most beautiful views in the MD pertaining to water and nature."
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  • J0J0s4X4
    "They are required to clean up after them. The HOA used to pay a pooper scooper company which provided pooper containers, scoops, and bags after used to be deposited in the container. The Board decided that the dog owners should pick up the cost of picking up after their dogs and quit paying the $26,000 per year for the company."
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  • Wilson
    "Not very many families, but within a great school district. Good community for people who don’t really have children. "
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  • J0J0s4X4
    "it is a child friendly development and very safe. also, most homeowners have video security systems."
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  • Peggy y.
    "Chester is a real community, where you know just about everyone. I live in a condo, so life is as easy as it gets. There are lots of walking trails, and you are always a stone’s throw from the Chesapeake Bay or the Chester River."
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  • Eric D.
    "I live in this area. Great place to raise a family. Access to beaches, parks, cross island trail."
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Average Rent Trends in Chester, MD

Rent in Chester, MD varies by number of bedrooms and home type. Use these charts to quickly see how rent changes.
Average rent decreased in Nov 2026 compared to the previous month. Rent previously peaked in Nov 2025.
MonthAverage rent
Dec 2025$2,500
Jan 2026$2,200
Feb 2026$2,700
Mar 2026$1,950
Apr 2026$2,950
May 2026$2,100
Jun 2026$1,650
Jul 2026$1,650
Aug 2026$2,200
Sep 2026$2,200
Oct 2026$2,300
Nov 2026$2,200
View as a graph

Average Rent By Bedroom and Home Type

In November 2026, Townhomes were the most affordable home type to rent compared with Houses and Apartments and Condos.
1 bed2 beds3 beds4 bedsAll
All home types$1,158$2,300$2,400$3,800$2,400
Townhomes—$2,300$2,400—$2,400
Apartments and Condos$1,650$2,500$2,200$3,800$2,500
Houses—$2,150$3,000—$2,400
See more information about local market trends in Chester, MD

Frequently Asked Questions about Rentals in Chester, MD

  • What is the average rent of an apartment in Chester, MD?
    The average rent of an apartment in Chester, MD is $1,904 per month. This is about 1% lower than the national average.
  • When is the average rent cheapest in Chester, MD?
    In the last year, the average rent in Chester, MD was lowest in May 2025 when it was $1,083 per month.
  • When is the average rent most expensive in Chester, MD?
    In the last year, the average rent in Chester, MD was highest in Nov 2025 when it was $3,200 per month.
  • How many available rental listings are in Chester, MD?
    There are 17 available rental listings in Chester, MD.
  • What are some zip codes in Chester, MD?
    Chester, MD includes zip codes such as: 21619.
  • What are some cities near Chester, MD?
    Some nearby cities include: Stevensville, Grasonville, Queenstown, Wye Mills, McDaniel. These cities may have more rental options to explore.

Browse Chester, MD homes by type

View this page in Spanish: Apartamentos en renta en los alrededores de Chester, MD - 27 Rentas | Trulia
Listing information is deemed reliable, but not guaranteed.