Cheap Apartments for Rent in Chester, MD from $700 (46 Rentals)

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Search the lowest-cost Apartments available for rent right now in Chester.

property at 41A Queen Catherine Ct

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400
Total Monthly Price
$1,400

2 Bedroom, 4 Bath Townhome for Rent

Available Aug 1

41A Queen Catherine Ct

ChesterMD21619

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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Bayshore Landing
$1,636 - $2,668
Total Monthly Price

Total Monthly Price

Base Rent
$1,636 - $2,668
Total Monthly Price
$1,636 - $2,668
1 to 2 Bedroom Apartments Available Now

Bayshore Landing

988 Spa RdAnnapolis, MD 21403
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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Maris
Rent Specials
$2,081 - $4,777
Total Monthly Price

Total Monthly Price

Base Rent
$2,081 - $4,777
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Studio to 2 Bedroom Apartments Available Now

Maris

2445 Holly AveAnnapolis, MD 21401
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Aventon Annapolis
Rent Specials
$2,125 - $4,563
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Total Monthly Price

Base Rent
$2,125 - $4,563
Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

Aventon Annapolis

2553 Riva RdAnnapolis, MD 21401
Luxury
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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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Mulberry Estates
1 to 2 Bedroom Apartments

Mulberry Estates

1020-1070 N Washington StEaston, MD 21601
  • Utilities Included
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Towne Courts
2 to 3 Bedroom Apartments

Towne Courts

100 Francis Noel WayAnnapolis, MD 21401
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Madison Apartments
1 to 2 Bedroom Apartments

Madison Apartments

1000 Madison StAnnapolis, MD 21403
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Americana Southdale
1 to 3 Bedroom Apartments

Americana Southdale

7847 Americana CirGlen Burnie, MD 21060
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Oakland Hills
Studio to 2 Bedroom Apartments

Oakland Hills

614 Oakland Hills DrArnold, MD 21012
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West Woods Apartments
1 to 2 Bedroom Apartments

West Woods Apartments

114 Hearne CtAnnapolis, MD 21401
Corporate Housing

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Showing Results 1-46, Page 1 of 1

Chester, MD Local Guide

Cheapest Available Chester Apartments for Rent and Nearby

 

The cheapest available apartment rental in Chester, MD is a 2 Beds unit found at The Village at Slippery Hill Senior Apartments- 62+ in the Queen Annes County neighborhood priced from $1,265. Obery Court in the Monticello neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,277. Here is today’s list of the most affordable Chester apartments for rent:

Apartment ListingModel NameBed/BathPriced From
The Village at Slippery Hill Senior Apartments- 62+B1 - Two Bedroom2BR,1BA$1,265
Obery CourtOne Bedroom1BR,1BA$1,277
The Villages at Marley Station ApartmentsA11BR,1BA$1,287
Chatham Village ApartmentsI Bedroom Delux1BR,1BA$1,330
Quiet Waters LandingA3-1BD/1BA1BR,1BA$1,481
Americana Southdale1 Bedroom1BR,1BA$1,589
Harbour Gates ApartmentsStudioStudio,1BA$1,598
Bayshore LandingCatamaran1BR,1BA$1,636
Brant CourtB-bc1BR,1BA$1,641
Nautilus PointNautilus | A1 | Reno1BR,1BA$1,768

Best Value Apartments for Rent in Chester, MD and Nearby

As of July 12, 2026 the best value apartment in the Chester area is the $1.94 price per square foot The Miles Model at The Promenade at Easton in the in the Chesapeake by Del Webb neighborhood starting from $2,395. The second greatest value Chester apartment is the G Model at Conte Lubrano Apartments starting at $2,095 with a $1.91 price per square foot in the Monticello neighborhood. Here is today’s list of the best values for Chester apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
The Promenade at EastonThe Miles3BR,2BA$1.94
Conte Lubrano ApartmentsG2BR,2BA$1.91
The Reserve at Stoney CreekThe Sloop2BR,2BA$2.12
Annapolis Roads Apartments2BR 2BA2BR,2BA$2.27
Spa Cove ApartmentsSouth1BR,1BA$2.20
The Village at Slippery Hill Senior Apartments- 62+B1 - Two Bedroom2BR,1BA$1.48
Obery CourtOne Bedroom1BR,1BA$1.64
Brant CourtB-bc1BR,1BA$2.27
Americana Southdale2 Bedroom2BR,1BA$2.33
Chatham Village ApartmentsI Bedroom Delux1BR,1BA$2.05

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Frequently Asked Questions about Cheap Chester Apartments

What is the Cheapest Studio apartment in Chester?

Currently the most affordable Cheap Studio Apartment in Chester is at Harbour Gates Apartments listed at $1,598.

How much is rent for a Cheap One Bedroom Chester Apartment?

The lowest price for a Cheap One Bedroom Chester Apartment is $1,277 at Obery Court.

What is the lowest price for a Cheap Two Bedroom Chester Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Chester is starting from $1,265 at The Village at Slippery Hill Senior Apartments- 62+.

What is the most affordable Chester Three Bedroom Apartment?

The best deal on a cheap Chester Three Bedroom Apartment rental is at Obery Court and starts from $1,700.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Articles, How-To's, and Tips

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.