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Luxury Apartments for Rent in Chester, MD

71 Rentals Available Nearby
  • a living room with couches and chairs and a piano
    31
    Today

    721 South Cherry Grove Ave, Annapolis, MD 21401
    1 BED $1,952+
    2 BEDS $2,289+
    3 BEDS $2,823+
  • a living room with a couch and a table and a tv
    Today

    320 Fallen Horse Circle, Queenstown, MD 21658
    Income Restricted
    1 BED $1,080
    2 BEDS $1,265
  • a living room with a couch and a table
    Today

    415 Fallen Horse Circle, Queenstown, MD 21658
    Income Restricted
    1 BED $815
    2 BEDS $699
    3 BEDS $799
  • A modern kitchen with white cabinets and a stainless steel refrigerator.
    Today

    705 Whitehall Plains Road, Annapolis, MD 21409
    3 BEDS $7,500
  • the preserve at ballantyne commons apartment kitchen with sink and stainless steel appliances
    27
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    Today

    1 Eaglewood Road, Annapolis, MD 21403
    1 BED $1,578+
    2 BEDS $1,942+
    3 BEDS Ask for Pricing
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  • a living room with a couch and a coffee table
    12
    Today

    930 Bay Forest Ct, Annapolis, MD 21403
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • a kitchen with a sink and a dishwasher and wooden cabinets
    7 days ago

    570 Bellerive Road, #109, Annapolis, MD 21409
    Income Restricted
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • A living room with a white couch and a wooden bar.
    29
    Rewards
    Today

    1012 Primrose Road, Annapolis, MD 21403
    1 BED $1,575+
    2 BEDS $1,858+
    3 BEDS $2,608+
  • a living room with a couch and tables and chairs
    13
    Today

    29 W Washington St, Annapolis, MD 21401
    1 BED Ask for Pricing
    3 BEDS Ask for Pricing
  • an illustration of a 3d floor plan with a lounge and dining room
    Today

    701 Glenwood St., Annapolis, MD 21401
    Income Restricted
    STUDIO $828
    1 BED $1,604
    2 BEDS $1,965
  • a living room with a couch and a table and a tv
    12
    Today

    230-A Hilltop Lane, Annapolis, MD 21403
    1 BED $1,696+
    2 BEDS $2,046+
    3 BEDS $2,500+
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  • a living room with a couch and a table
    11
    Today

    1029 Spa Road, Annapolis, MD 21403
    1 BED $1,845+
    2 BEDS $1,950+
  • a blue playground with a slide and a staircase
    83
    Today

    73 Juliana Cir E, Annapolis, MD 21401
    1 BED $883
    2 BEDS $1,079
    3 BEDS $1,232
  • a living room with a couch and a table
    32
    Today

    200 Bradley Drive, Centreville, MD 21617
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
    3 BEDS Ask for Pricing
  • a kitchen with marble counter tops and wooden cabinets
    Today

    705 Newtowne Drive, Annapolis, MD 21401
    Income Restricted
    2 BEDS $2,550
    3 BEDS $2,850
  • a living room and kitchen with a couch and a table
    24
    Today

    1901 West Street, Annapolis, MD 21401
    STUDIO $1,798+
    1 BED $1,885+
    2 BEDS $2,151+
  • a kitchen with a counter top and a black refrigerator
    Today

    445-C Captains Circle, Annapolis, MD 21401
    Income Restricted
    2 BEDS $1,453
    3 BEDS $795
    4 BEDS Ask for Pricing
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  • a living room with a couch and chairs and a ceiling fan
    10
    Today

    251 Admiral Cochrane Drive, Annapolis, MD 21401
    STUDIO $2,095+
    1 BED $2,335+
    2 BEDS $2,570+
  • A living room with two grey couches and a painting on the wall.
    12
    Rewards
    Today

    114 Hearne Court, T4, Annapolis, MD 21401
    1 BED $1,850+
    2 BEDS $2,329+
  • A kitchen with a black counter top and white cabinets.
    12
    Today

    29568 Brant Court, Easton, MD 21601
    1 BED $1,559+
    2 BEDS $1,755+
  • a living room with tables and chairs and a fireplace
    Today

    640 Mecklenburg Avenue, Easton, MD 21601
    Income Restricted
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
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Chester, MD rent trends

Average rent in Chester, MD

$2,099/mo Chester, MD average rental price, October 2025
Image Average Rent

Apartment rentals in Chester, MD have an average monthly rent of $2,099.

    What's the typical rent budget in Chester, MD?

    2% of apartments in Chester, MD cost between $2,501-$3,000. Approximately 52% of Chester’s apartments are in the $2,001-$2,500 price range. 46% of rental apartments are priced in the $1,501-$2,000 range.

    The largest share of rentals in Chester, MD (52%) fall between $2,001-$2,500 per month. This suggests that most people succesfully find suitable apartments within this price.

    Getting around in Chester, MD

    1 /100
    Car-Dependent
    38 /100
    Somewhat Bikeable
    Walk Score®: 1, Bike Score®: 38

    Frequently asked questions

    What are the advantages of renting a luxury apartment in Chester, MD?

    Renting a luxury apartment in Chester, MD comes with many amenities, more space and central locations.

    What are the downsides of renting a luxury apartment in Chester, MD?

    Luxury apartments tend to be more expensive and have higher utility bills.

    Look for luxury apartments near me

    Looking for a top of the line, luxury apartment near you to move in to? Are you interested in having all new appliances, on site amenities, a gym, a pool, and private parking? Take a look at our high-end listings and search for the apartment that provides all that you need to feel at home using filters for top community and apartment amenities. On RentCafe you can find the luxury apartment you are looking for whether it's near you, in a specific neighborhood or ZIP code, or in the best area in town.

    RentCafe can help you find the best luxury apartment for you by allowing you to compare location, size and price. May it be near where you live now or anywhere in the U.S. that you want to move to, let's help you choose the perfect apartment.

    Renting a luxury apartment in Chester, MD

    If renting a life of luxury in Chester, MD is what you’re after, we have great news: you have 71 upscale apartments are to choose from in 21 exquisite buildings. Whether you’re single, a couple, or a family, these Class A rental communities offer high-end apartments of all sizes, from luxury studio apartments, large apartments and luxury townhomes catering to the most discerning tastes. We’ll help you find only the best apartments in Chester, MD located in some of the most sought-after locations, from the heart of downtown, to trendy new neighborhoods or prestigious historical ones, listed for up to $3,975, so you can browse only Chester, MD’s crème de la crème in rentals. Sort the results by price, number of bedrooms, or property name. You may also filter by property type, beds, baths, and pick your must-have community amenities. Into sustainable living? Many new apartment communities also offer eco-friendly amenities, such as bike racks, electric car charging stations and organic roof-top gardens. Green apartment buildings are the future of rentals and are becoming more common among high-end apartment properties.

    High rise apartments come with extra perks

    High rise apartments offer great views and much more. Browse our luxury apartment listings and see all the amenities you have access to when you live in an upscale high rise apartment complex. Some of the most popular are roof-top heated pools, concierge services, 24-hour state-of-the-art fitness centers, gourmet outdoor kitchens, entertainment and media rooms, and on-site spa services. Properties also wow their residents with modern, furnished, professionally-designed apartment homes that boast top-quality finishes, like designer lighting, floor-to-ceiling windows, top-quality appliances, all carefully chosen to enhance your apartment living experience and to provide the elegance and comfort you expect. The best part is that you don’t have to spend a fortune to experience luxury living. Cheap luxury apartments are also available and they offer access to all the amenities of a high-end apartment community, with monthly rents starting at $699.

    Finding a home nearby is easier than you think. Check out our Apartments Near Me page and take your pick!