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Chester, MD Houses for Rent

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  • 1606 Postal Rd Unit C, Chester, MD 21619
    1606 Postal Rd Unit C, Chester, MD 21619
    1606 Postal Rd Unit C, Chester, MD 21619
    /17

    $2,200 Per Month

    • 4 Beds
    • 2 Baths
    • 5,128 Sq Ft
    • House for Rent

    1606 Postal Rd Unit C, Chester, MD 21619

    Apartment #C-Upstairs all on one level 4-bedroom, 2 bath unit, just painted and new LVP flooring & carpet added. Plenty of parking in building lot. Easy access to Rt 50, close to shopping, restaurants. Trash, parking, grounds maintenance and water sewer included in rent. One pet under 35lbs allowed with pet rent.

    Cindy Jacobs Maryland Residential Management Co

    1606 Postal Rd Unit C, Chester, MD 21619
  • 1712 Main St, Chester, MD 21619
    1712 Main St, Chester, MD 21619
    1712 Main St, Chester, MD 21619
    /11

    $1,500 Per Month

    • Studio
    • 2 Baths
    • 875 Sq Ft
    • House for Rent

    1712 Main St, Chester, MD 21619

    Property Id: 2619180 OFFICE SPACE available approximately 875 square feet. Features two separate offices plus common area, Two individual private bath rooms . This is a second floor office with outside entry but no elevator. A shared kitchenette is also available for your use. NO CAM nor utility charges. Building is well maintained and office staff available during the week to answer any

    1712 Main St, Chester, MD 21619
  • 215 Parks Rd, Chester, MD 21619
    215 Parks Rd, Chester, MD 21619
    215 Parks Rd, Chester, MD 21619
    /35

    $3,200 Per Month

    • 2 Beds
    • 1 Bath
    • 645 Sq Ft
    • House for Rent

    215 Parks Rd, Chester, MD 21619

    Craving a WATERFRONT rental with pier, 15,000 lb boat lift, jet-ski lift, nearly 200 feet of shoreline, & sandy beach area on .4 acres just 5 mins from Bay Bridge? Welcome home! Enjoy this 6-Month WATERFRONT playground! Nearly 200' of shoreline with Private, sandy beach, 120' Pier with Boat Lift AND Jet-ski lift, panoramic views of coveted Cox Creek. With generous water depth, ideal location with

    Jennifer Chaney Chaney Homes, LLC

    215 Parks Rd, Chester, MD 21619
Maryland Queen Anne's County

Houses for Rent in Chester, MD

Frequently Asked Questions

How much does it cost to rent a single-family home in Chester, MD?
The median rent for a single-family home in Chester, MD is $2,500 per month, though prices vary by neighborhood, size, and property type. As of August 2026, condos tend to be the most affordable option while single-family homes and townhouses are currently more expensive.
How much do you need to make to afford rent in Chester, MD?
To comfortably afford the median rent in Chester, MD, a household needs to earn roughly $112,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,800 per month in Chester, MD, renters typically need to show $8,400 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Chester, MD?
In Chester, MD, the price-to-rent ratio is 19.8, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Chester, MD are best for renting a single-family home?
The best neighborhood for renting in Chester, MD depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a single-family home include Pendennis Mount, Eastport, Cape Saint Claire, Downtown Annapolis and Truxton Heights, each with its own character and price range.

Rental Home Trends in Chester, MD

There are currently 3 single-family homes available for rent in Chester, MD. The median rent is $2,500 per month, with 3-bedroom houses renting at $2,500 and 4-bedroom houses at $3,225.

Rental Home Trends

Number of Houses for Rent
3
Median Single Family Home Rent
$2,500
Median 3 Bedroom Single Family Home Rent
$2,500
Median 4 Bedroom Single Family Home Rent
$3,225
How to Rent a Home

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