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1 Bedroom Apartments for Rent in Chestertown, MD

Average rent

$1,500
increased by21%

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517 High St #B - Photo 1 of 1

5d+ ago

1 Beds apartment for rent in Chestertown

1 Bed, 1 Bath Unit on High St. in Chestertown - Available 2/1 - $1400/mo

517 High St #B, Chestertown, MD 21620

In-unit laundry | Balcony | Hardwood floor

1 bed

1 bath

$1,400

Apartment for rent

Available Feb 1

Description

Property Id: 2282225 Welcome to your inviting 1-bedroom, 1-bath apartment in the heart of Chestertown. Located in a classic multi-family home on High Street, this residence offers a comfortable layout with attractive architectural details throughout. Outdoor features include a shared deck, a fenced yard, and a welcoming front porch. This well-located rental is available for $1,400 per month, beginning February 1, 2026. $55 per adult application fee. Security deposit equals the first month's rent. Renters insurance is required. Tenant criteria includes a household income

Listings within 10 miles
501 Main Street #4-501 - Photo 1 of 1

5d+ ago

1 Beds house for rent in Church Hill

SINGLE_FAMILY - Other - CHURCH HILL, MD

501 Main Street #4-501, Church Hill, MD 21623

1 bed

1 bath

$1,250

House for rent

Description

Property Status: Active Quaint one bedroom rental in the charming village of Church Hill with its rich historical past. Church Hill Theatre is nearby for weekend entertainment and St. Lukes Episcopal Church (1732) is close as well. And Church Hill Park for children too. There is a coin operated laundromat on the premises at the back of the building. Office Phone: (410) 778-6858 Copyright © 2025 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Nearby rental good for eco-living

Nearby rental good for pet owners

$2,850

Stevensville

Listings within 20 miles
10-B Queen Elizabeth Ct - Photo 1 of 1

5d+ ago

1 Beds condo for rent in Chester

Condo - CHESTER, MD

10-B Queen Elizabeth Ct, Chester, MD 21619

Swimming pool | Fitness center | Ceiling fan

1 bed

1 bath

$2,200

Condo for rent

Description

Property Status: Active WATERFRONT!!! Super rental as a full-time residence or as a weekend or holiday getaway! Minutes from the Bay Bridge you can be in this condo without ever getting on route 50! The amenities are many... waterside pool in the summer, tennis courts, basketball court, racquet ball court, a jogging trail and the clubhouse which offers a party room, fitness center and more! Also, near the cross-island trail and the Matapeake Dog Park! It is a really special place to live! Also for sale for $330,000: MDQA2015650. Office Phone: (888) 536-0216 Copyright © 2

Bay Manor- Residential - Photo 1 of 1

2d ago

8.6

Very good

Bay Manor- Residential

214 Pier 1 Rd, Stevensville, MD 21666

In-unit laundry | Air conditioning | Central heat

1 bed

1 bath

$2,850

Condo for rent

Top amenities
Air Conditioning
Central Heat
Hardwood Floor
Microwave
Package Service
Storage
139 Wilson St - Photo 1 of 1

5d+ ago

1 Beds house for rent in Cecilton

SINGLE_FAMILY - Cottage - CECILTON, MD

139 Wilson St, Cecilton, MD 21913

In-unit laundry | Storage | Outdoor space

1 bed

1 bath

$1,050

House for rent

Description

Property Status: Active Apply today for this 1 bedroom 1 bath cottage in the heart of Cecilton. Features include a stacked washer/dryer and storage shed. Office Phone: (410) 287-1260 Copyright © 2025 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

1 Edgewood Road #1 - Photo 1 of 1

5d+ ago

1 Beds Edgewood apartment for rent in Edgewood

4048 Edgewood Road - 1

1 Edgewood Road #1, Edgewood, MD 21040

1 bed

1 bath

$1,150

Apartment for rent

Available Nov 26

Description

Discover comfort and convenience in this cozy 1-bedroom, 1-bathroom apartment located in a vibrant Baltimore neighborhood. The unit features an open-concept living space, modern kitchen with updated appliances, and ample natural light. Enjoy a spacious bedroom with a large closet and a private balcony. Close to local shops, dining, and public transportation. Schedule your tour today!

Harford Commons - Photo 1 of 1

23h ago

8.4

Very good

Harford Commons

2033 Armstrong St, Edgewood, MD 21040

Air conditioning | On-site laundry | On-site management

1 bed

1 bath

$1,324–$1,519

Apartment for rent

Available Sep 19

Description

4 Bedroom Townhome

Seneca Bay Apartment Homes - Photo 1 of 1

3d ago

8.4

Very good

Seneca Bay Apartment Homes

3736 White Pine Rd, Bowleys Quarters, MD 21220

In-unit laundry | Air conditioning | On-site laundry

1 bed

1 bath

$1,240–$2,151

Apartment for rent

Top amenities
Air Conditioning
Carpet
Ceiling Fan
Fitness Center
In-Unit Laundry
Swimming Pool
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11003 Bowerman Road - Photo 1 of 1

5d+ ago

1 Beds house for rent in White Marsh

SINGLE_FAMILY - Cottage - WHITE MARSH, MD

11003 Bowerman Road, White Marsh, MD 21162

In-unit laundry | Walk-in closets | Ceiling fan

1 bed

1 bath

$3,200

$2,500

Price drop

House for rent

Description

Property Status: Active Nestled on an expansive, private waterfront lot, this meticulously upgraded cottage offers a refined blend of charm and modern sophistication. The fully renovated kitchen features sleek stainless steel appliances and contemporary finishes, while fresh designer paint and premium luxury vinyl plank flooring create a polished, cohesive aesthetic throughout. Sun-drenched windows capture sweeping water views, seamlessly blending indoor comfort with the tranquility of nature and transforming every moment, from morning coffee to sunset unwinding, into a re

Stansbury Manor - Photo 1 of 1
3D tour

19h ago

8.6

Very good

Stansbury Manor

1 Alder Dr Ste A, Middle River, MD 21220

In-unit laundry | Air conditioning | On-site laundry

1 bed

1 bath

$1,469–$1,729

Price drop

Apartment for rent

Available Jan 4

Description

3 Bedroom Townhome

Showing 1 - 10 of 10 results
Home > Apartments in Chestertown
Updated: January 5, 2026

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Looking for apartments in Chestertown, MD near you?

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💰Best rent deal517 High St #B
✨Popular amenities, ,
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