8

Chestertown, MD Homes for Rent under $2,000

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  • 351 Calvert St, Chestertown, MD 21620
    351 Calvert St, Chestertown, MD 21620
    351 Calvert St, Chestertown, MD 21620
    /19

    $2,000 Per Month

    • 3 Beds
    • 1 Bath
    • 1,122 Sq Ft
    • Townhouse for Rent

    351 Calvert St, Chestertown, MD 21620

    3 bedroom/1 bath end unit townhouse for rent. Nice amenities. Fenced in back yard. In the heart of historic Chestertown. Close to shops and restaurants. Must have at least 650 credit score. No delinquent accounts within the past two years. Monthly income must be approximately 3 times the rent.

    Agent Photo

    Kristina Hyland

    Coldwell Banker Chesapeake Real Estate Company

    351 Calvert St, Chestertown, MD 21620
  • 101 Morgnec Rd, Chestertown, MD 21620
    101 Morgnec Rd, Chestertown, MD 21620
    101 Morgnec Rd, Chestertown, MD 21620
    /23

    Starting at $1,300 Per Month

    • 1 - 3 Beds

    101 Morgnec Rd, Chestertown, MD 21620

    Quiet community, beautifully landscaped. Close to Washington College, can walk to downtown historic Chestertown and shops. A must see.

    Kent Crossing Apartments

    101 Morgnec Rd, Chestertown, MD 21620
  • 109 Fairview Dr, Chestertown, MD 21620
    109 Fairview Dr, Chestertown, MD 21620
    109 Fairview Dr, Chestertown, MD 21620
    /9

    $1,900 Per Month

    • 3 Beds
    • 1 Bath
    • House for Rent

    109 Fairview Dr, Chestertown, MD 21620

    Property Id: 49100Clean, updated 3 BR, 1 BA home in Chester Harbor. Nice yard, big screened porch, mud room/laundry room. QAC schools. No smoking, no pets, verifiable income required, good credit with no history of eviction, failure to pay rent, etc. First/last months' rent plus security deposit required for move in.

    109 Fairview Dr, Chestertown, MD 21620
  • 7019 Church Hill Rd Unit B, Chestertown, MD 21620
    7019 Church Hill Rd Unit B, Chestertown, MD 21620
    7019 Church Hill Rd Unit B, Chestertown, MD 21620
    /25

    $1,200

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft
    • Condo for Rent

    7019 Church Hill Rd Unit B, Chestertown, MD 21620

    7019 Church Hill Rd Unit B, Chestertown, MD 21620
  • 27318 Morgnec Rd Unit 27318 Unit B, Chestertown, MD 21620
    27318 Morgnec Rd Unit 27318 Unit B, Chestertown, MD 21620
    27318 Morgnec Rd Unit 27318 Unit B, Chestertown, MD 21620
    /16

    $1,700

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Condo for Rent

    27318 Morgnec Rd Unit 27318 Unit B, Chestertown, MD 21620

    Recently updated 2 bedroom, 1 bathroom cottage available mid-July! Just 4 miles to downtown Chestertown but situated in a country setting. This cottage is part of a duplex. In addition to the 2 bedrooms there is a large loft on the third floor. Hardwood floors throughout with tile in the kitchen and bathroom. Original galley kitchen with 1940's farm sink, vintage style refrigerator, 18"

    27318 Morgnec Rd Unit 27318 Unit B, Chestertown, MD 21620
  • 128 N Queen St Unit 3, Chestertown, MD 21620
    128 N Queen St Unit 3, Chestertown, MD 21620
    128 N Queen St Unit 3, Chestertown, MD 21620
    /10

    $1,450 Per Month

    • 1 Bed
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    128 N Queen St Unit 3, Chestertown, MD 21620

    Welcome to 128 N Queen Street, Unit 2. A beautiful Victorian apartment located downtown Chestertown within walking distance to the Chester River and situated close to the Washington College. 2nd floor private unit with spacious living area, seperate dining room, galley kitchen, full bathroom and bedroom. Unit is available immediately, utilities included: electric, water and sewer. Security

    Amanda Morgan Brenton Realty Group

    128 N Queen St Unit 3, Chestertown, MD 21620
  • 7501 Church Hill Rd Unit 5, Chestertown, MD 21620
    7501 Church Hill Rd Unit 5, Chestertown, MD 21620
    7501 Church Hill Rd Unit 5, Chestertown, MD 21620
    /17

    $1,800 Per Month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Condo for Rent

    7501 Church Hill Rd Unit 5, Chestertown, MD 21620

    If you’ve been searching for an open‐concept apartment with a stunning view, your search ends here. This fully renovated third‐floor residence delivers modern style, thoughtful updates, and an airy layout that feels instantly welcoming. Step into a beautifully redesigned kitchen featuring ample cabinetry, upgraded appliances, and a spacious island perfect for cooking, gathering, or entertaining.

    Amanda Morgan Brenton Realty Group

    7501 Church Hill Rd Unit 5, Chestertown, MD 21620
  • 103 S Lynchburg St, Chestertown, MD 21620
    103 S Lynchburg St, Chestertown, MD 21620
    103 S Lynchburg St, Chestertown, MD 21620
    /10

    $1,400 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,040 Sq Ft
    • Townhouse for Rent

    103 S Lynchburg St, Chestertown, MD 21620

    This charming townhouse offers comfortable living in the heart of Chestertown. The main level features a roomy living space, an eat-in kitchen with a convenient half bath, and first-floor laundry. Upstairs, you'll find two bedrooms and a full bathroom. Enjoy the added bonus of one off-street parking spot. Move-in ready now. ***Tenants will be responsible for electric, town water and sewer, and

    William Sutton Coldwell Banker Chesapeake Real Estate Company

    103 S Lynchburg St, Chestertown, MD 21620
Maryland Kent County Chestertown

Homes for Rent in Chestertown, MD under $2,000

Rental Trends in Chestertown, MD

There are currently 8 homes available for rent in Chestertown, MD. The median rent is $2,025 per month, with single-family homes renting at $1,900, townhouses at $2,000 and condos at $1,500.

Rental Home Trends

Number of Homes for Rent
8
Median Rent
$2,025
Median Single Family Home Rent
$1,900
Median Townhouse Rent
$2,000
Median Condo Rent
$1,500
How to Rent a Home

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