Cheap Apartments for Rent in Chester, MD from $500 (11 Rentals)

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

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.

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.

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 II priced from $585. Mulberry Estates in the Chesapeake by Del Webb neighborhood has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,054. Here is today’s list of the most affordable Chester apartments for rent:

Apartment ListingModel NameBed/BathPriced From
The Village at Slippery Hill IIA1 - One Bedroom Apartment1BR,1BA$585
Mulberry Estatestwo bedroom2BR,1BA$1,054
The Villages at Marley Station ApartmentsA21BR,1BA$1,264
Beacon Pointe Apartments and TownhomesB1-2BD/1BA2BR,1BA$1,410
Quiet Waters LandingA1-1BD/1BA1BR,1BA$1,609

Best Value Apartments for Rent in Chester, MD and Nearby

As of June 24, 2025 the best value apartment in the Chester area is the $2.41 price per square foot 2 bedroom/2 bath Model at Mariner Bay at Annapolis Town Center in the in the Monticello neighborhood starting from $3,158. The second greatest value Chester apartment is the Choptank Model at Spa Cove Apartments starting at $2,807 with a $2.29 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.
Mariner Bay at Annapolis Town Center2 bedroom/2 bath2BR,2BA$2.41
Spa Cove ApartmentsChoptank3BR,2BA$2.29
The Reserve at Stoney CreekThe Sloop2BR,2BA$2.08
Annapolis Bay2 Bedroom, 2 Bathroom 1,020 SF 222BR,2BA$2.38
Bay Hills Apartments1B1B1BR,1BA$2.37
Mulberry Estatestwo bedroom2BR,1BA$1.26
Annapolis Roads1BR 1BA1BR,1BA$2.42
Beacon Pointe Apartments and TownhomesB1-2BD/1BA2BR,1BA$1.78
The Village at Slippery Hill IIA1 - One Bedroom Apartment1BR,1BA$0.81
The Villages at Marley Station ApartmentsA11BR,1BA$2.34

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

Explore Chester, MD Rentals by Map

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Getting Around Chester, MD

Walk Score®

40 / 100

Car-Dependent

Most errands require a car

Bike Score®

65 / 100

Bikeable

Some bike infrastructure

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 Avalon Annapolis listed at $1,995.

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

The lowest price for a Cheap One Bedroom Chester Apartment is $585 at The Village at Slippery Hill II.

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 $1,054 at Mulberry Estates.

What is the most affordable Chester Three Bedroom Apartment?

The best deal on a cheap Chester Three Bedroom Apartment rental is at The Village at Slippery Hill II and starts from $799.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

decorative image for The Art of the Rental Viewing: What to look for during a property tour article

The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.