Cheap Apartments for Rent in Chester, MD from $700 (50 Rentals)

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

property at 8013 Bridgepointe Dr

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500
Total Monthly Price
$2,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

8013 Bridgepointe Dr

ChesterMD21619

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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Bayshore Landing
$1,824 - $2,665
Total Monthly Price

Total Monthly Price

Base Rent
$1,824 - $2,665
Total Monthly Price
$1,824 - $2,665
1 to 2 Bedroom Apartments Available Now

Bayshore Landing

988 Spa RdAnnapolis, MD 21403
Affordability
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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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Avalon Annapolis
Rent Specials
$1,915 - $3,189
Total Monthly Price

Total Monthly Price

Base Rent
$1,819 - $3,093
Required Monthly Fees
$96
Total Monthly Price
$1,915 - $3,189
Studio to 2 Bedroom Apartments Available Now

Avalon Annapolis

2494 Riva RdAnnapolis, MD 21401
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Annapolis Bay
Rent Specials
$1,968 - $4,084
Total Monthly Price

Total Monthly Price

Base Rent
$1,937 - $4,053
Required Monthly Fees
$31
Total Monthly Price
$1,968 - $4,084
1 to 3 Bedroom Apartments Available Now

Annapolis Bay

721 S Cherry Grove AveAnnapolis, MD 21401
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Bell Annapolis on West
$1,973 - $4,034
Total Monthly Price

Total Monthly Price

Base Rent
$1,953 - $4,014
Required Monthly Fees
$20
Total Monthly Price
$1,973 - $4,034
Studio to 3 Bedroom Apartments Available Now

Bell Annapolis on West

1901 West StAnnapolis, MD 21401
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The James
$2,000 - $3,848
Total Monthly Price

Total Monthly Price

Base Rent
$1,996 - $3,844
Required Monthly Fees
$4
Total Monthly Price
$2,000 - $3,848
Studio to 2 Bedroom Apartments Available Now

The James

251 Admiral Cochrane DrAnnapolis, MD 21401
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Maris
Rent Specials
$2,044 - $4,684
Total Monthly Price

Total Monthly Price

Base Rent
$2,037 - $4,677
Required Monthly Fees
Varies
Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

Maris

2445 Holly AveAnnapolis, MD 21401
Affordability
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  • Customer Reviewed
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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Aventon Annapolis
Rent Specials
$2,394 - $5,837
Total Monthly Price

Total Monthly Price

Base Rent
$2,281 - $5,724
Required Monthly Fees
Varies
Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

Aventon Annapolis

2553 Riva RdAnnapolis, MD 21401
Luxury
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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
  • Utilities Included
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Americana Southdale
1 to 3 Bedroom Apartments

Americana Southdale

7847 Americana CirGlen Burnie, MD 21060
  • Utilities Included

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Oakland Hills
Studio to 2 Bedroom Apartments

Oakland Hills

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

West Woods Apartments

114 Hearne CtAnnapolis, MD 21401
Corporate Housing

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Showing Results 1-50, 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 1 Bed unit found at The Village at Slippery Hill Senior Apartments- 62+ priced from $975. The Villages at Marley Station Apartments in the Sloop Cove Landing neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,091. 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+A3 - One Bedroom1BR,1BA$975
The Villages at Marley Station ApartmentsS1Studio,1BA$1,091
Obery CourtOne Bedroom1BR,1BA$1,277
Beacon Pointe Apartments and TownhomesA1-1BD/1BA1BR,1BA$1,317
Nautilus PointNautilus | B12BR,1BA$1,504
Quiet Waters LandingA3-1BD/1BA1BR,1BA$1,569
Americana Southdale1 Bedroom1BR,1BA$1,599
The Promenade at EastonThe Chester1BR,1BA$1,609
Brant CourtB-bc1BR,1BA$1,626
Spa Cove ApartmentsChesapeake2BR,1BA$1,808

Best Value Apartments for Rent in Chester, MD and Nearby

As of April 07, 2026 the best value apartment in the Chester area is the $1.71 price per square foot 2 Bed 2 Bath Model at Riva Trace Community of Annapolis in the in the Monticello neighborhood starting from $2,200. The second greatest value Chester apartment is the The Potomac Model at West Woods Apartments starting at $2,196 with a $1.95 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.
Riva Trace Community of Annapolis2 Bed 2 Bath2BR,2BA$1.71
West Woods ApartmentsThe Potomac2BR,2BA$1.95
The Reserve at Stoney CreekThe Sloop2BR,2BA$2.12
Annapolis Roads Apartments2BR 2BA2BR,2BA$1.99
Spa Cove ApartmentsWest2BR,2BA$2.14
Quiet Waters LandingA4-1BD/1BA with Den1BR,1BA$2.00
Obery CourtOne Bedroom1BR,1BA$1.64
The Promenade at EastonThe Chester1BR,1BA$2.11
The Village at Slippery Hill Senior Apartments- 62+A5 - One Bedroom1BR,1BA$1.69
Beacon Pointe Apartments and TownhomesA1-1BD/1BA1BR,1BA$2.20

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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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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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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

Explore Chester, MD Rentals by Map

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See the most popular apartments and homes in Chester, MD

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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 The Villages at Marley Station Apartments listed at $1,091.

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

The lowest price for a Cheap One Bedroom Chester Apartment is $975 at The Village at Slippery Hill Senior Apartments- 62+.

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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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.