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Newest Homes for Rent in Chester, MD

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  • 800 Abruzzi Dr, Chester, MD 21619
    800 Abruzzi Dr, Chester, MD 21619
    800 Abruzzi Dr, Chester, MD 21619
    /20

    Starting at $1,904 Per Month

    • 1 - 3 Beds

    800 Abruzzi Dr, Chester, MD 21619

    Make your new home on Kent Island at The Promenade at Red Apple Town Center, and you will have found the ideal setting that combines the best of city and beach living. With easy access to Route 50 and just a short drive from Annapolis, Easton, and Centreville, adventure is always right around the corner.When you’re not exploring the surrounding area, at home you’ll enjoy premium interior finishes

    The Promenade

    800 Abruzzi Dr, Chester, MD 21619
  • 2201 Main St Unit 104, Chester, MD 21619
    2201 Main St Unit 104, Chester, MD 21619
    /2

    $2,200 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • Chester Centre Apartments

    2201 Main St Unit 104, Chester, MD 21619

    1500 square feet, 3 bedrooms, 1.5 baths. Large rooms. Kitchen with pantry and full dining area. New carpet and laminate flooring. Secured entrance. Townhouse-style apartment (living space downstairs, bedrooms upstairs) located on the second and third floors of the Chester Centre building.

    2201 Main St Unit 104, 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
  • 41A Queen Catherine Ct, Chester, MD 21619
    41A Queen Catherine Ct, Chester, MD 21619
    41A Queen Catherine Ct, Chester, MD 21619
    /63

    $3,000 Per Month

    • 2 Beds
    • 3.5 Baths
    • 2,496 Sq Ft
    • Townhouse for Rent

    41A Queen Catherine Ct, Chester, MD 21619

    Welcome to Kent Island living at its finest! This beautifully maintained end-unit townhome offers the perfect blend of coastal charm and modern comfort. The upper level features two spacious primary bedroom suites, each with its own private full bathroom, providing an ideal layout for homeowners and guests alike. Enjoy peaceful mornings and relaxing evenings from one of two private exterior decks

    Mark Milligan RE/Max Experience

    41A Queen Catherine Ct, Chester, MD 21619
  • 2201 Main St Unit 104, Chester, MD 21619
    2201 Main St Unit 104, Chester, MD 21619
    /2

    $2,200 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,500 Sq Ft
    • Chester Centre Apartments

    2201 Main St Unit 104, Chester, MD 21619

    1500 square feet, 3 bedrooms, 1.5 baths. Large rooms. Kitchen with pantry and full dining area. New carpet and laminate flooring. Secured entrance. Townhouse-style apartment (living space downstairs, bedrooms upstairs) located on the second and third floors of the Chester Centre building.

    2201 Main St Unit 104, Chester, MD 21619
  • 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
  • 9 Queen Victoria Way, Chester, MD 21619
    9 Queen Victoria Way, Chester, MD 21619
    9 Queen Victoria Way, Chester, MD 21619
    /36

    $2,700 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,680 Sq Ft
    • Townhouse for Rent

    9 Queen Victoria Way, Chester, MD 21619

    Come see this freshly renovated waterview unit in Queens Landing! More photos to come, kitchen and bathrooms are being renovated. Enjoy Chester River views from all angles! The spacious first floor with a half bath has plenty of room for living, dining and whatever else you desire. The upper level features two bedrooms each with their own waterview balcony and full bathroom (one in the hall and

    Annie Eaton Coldwell Banker Realty

    9 Queen Victoria Way, Chester, MD 21619
  • 190 Harrier Way Unit 24, Chester, MD 21619
    190 Harrier Way Unit 24, Chester, MD 21619
    190 Harrier Way Unit 24, Chester, MD 21619
    /53

    $4,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,602 Sq Ft
    • Condo for Rent

    190 Harrier Way Unit 24, Chester, MD 21619

    This is What You Have Been Looking For + More! You'll love this Gorgeous 2600 sf Condo in Four Seasons @ Kent Island, a Premiere 55+ Community! This is a rare and quality offering of this modern and bright 2nd Floor end unit condo in a resort style, waterfront community. This is the largest condo model built here by K.Hovnanian called The Severn with 3 Bedrooms and 2.5 Baths. It is being offered

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    190 Harrier Way Unit 24, Chester, MD 21619
  • 3000 Herons Nest Way Unit 11, Chester, MD 21619
    3000 Herons Nest Way Unit 11, Chester, MD 21619
    3000 Herons Nest Way Unit 11, Chester, MD 21619
    /66

    $4,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 2,003 Sq Ft
    • Condo for Rent

    3000 Herons Nest Way Unit 11, Chester, MD 21619

    Highly sought after first-floor condo shows like a model home. Love Where You Live! Experience resort-style living that blends comfort, luxury, and convenience—just steps from the waterfront. Enjoy peaceful mornings without the disruption of construction nearby. Move-in ready and meticulously maintained, featuring numerous upgrades throughout. Step inside to an open, light-filled layout enhanced

    John Freeman Coldwell Banker Realty

    3000 Herons Nest Way Unit 11, Chester, MD 21619
Maryland Queen Anne's County

Newest Homes for Rent in Chester, MD

Frequently Asked Questions

How much does it cost to rent a home in Chester, MD?
The median rent for a home in Chester, MD is $2,450 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 $98,000 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 $2,450 per month in Chester, MD, renters typically need to show $7,350 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 22.8, 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 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 home include Pendennis Mount, Cape Saint Claire, Victor Haven, Downtown Annapolis and Eastport, each with its own character and price range.

Rental Trends in Chester, MD

There are currently 9 homes available for rent in Chester, MD. The median rent is $2,450 per month, with single-family homes renting at $2,500, townhouses at $2,600 and condos at $2,000.

Rental Home Trends

Number of Homes for Rent
9
Median Rent
$2,450
Median Single Family Home Rent
$2,500
Median Townhouse Rent
$2,600
Median Condo Rent
$2,000
How to Rent a Home

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