Luxury Apartments for Rent in Chester, MD (54 Rentals)

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The most luxurious Apartments in Chester with high-end amenities, features, and finishes.

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Bayshore Landing
$1,818 - $2,783
Total Monthly Price

Total Monthly Price

Base Rent
$1,818 - $2,783
Total Monthly Price
$1,818 - $2,783
1 to 2 Bedroom Apartments Available Now

Bayshore Landing

988 Spa RdAnnapolis, MD 21403
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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
$1,873 - $4,702
Total Monthly Price

Total Monthly Price

Base Rent
$1,873 - $4,702
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Studio to 2 Bedroom Apartments Available Now

Maris

2445 Holly AveAnnapolis, MD 21401
Affordability
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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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Stone Point Apartments
Rent Specials
$2,223 - $4,774
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$2,223 - $4,774
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1 to 3 Bedroom Apartments Available Now

Stone Point Apartments

116 Stone Point DrAnnapolis, MD 21401
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Aventon Annapolis
Rent Specials
$2,254 - $5,091
Total Monthly Price

Total Monthly Price

Base Rent
$2,254 - $5,091
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Studio to 2 Bedroom Apartments Available Now

Aventon Annapolis

2553 Riva RdAnnapolis, MD 21401
Luxury
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Gardens of Annapolis
Rent Specials
$2,395 - $3,700
Total Monthly Price

Total Monthly Price

Base Rent
$2,395 - $3,700
Total Monthly Price
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1 to 2 Bedroom Apartments Available Now

Gardens of Annapolis

931 Edgewood RdAnnapolis, MD 21403
Senior Living
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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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Chester, MD Local Guide

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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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!

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See the most popular apartments and homes in Chester, MD

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Frequently Asked Questions about Chester

What is the current price range for One Bedroom Chester Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Chester ranges from $1,252 to $3,895 with an average monthly rent of $2,162.

What does renting a Two Bedroom Apartment in Chester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chester range from $1,315 to $4,269. Today's average rental price for Two Bedrooms here is $2,569.

How expensive are Chester Three Bedroom Apartments?

There are currently 25 Three Bedroom Apartments listings available in Chester on ApartmentHomeLiving.com. The pricing ranges from $1,700 to $3,235 - averaging $2,501 for the location.

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

decorative image for A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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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.