Show the map

Get to know

Chester

APARTMENTS

Rent Trends for Apartments in Chester

September 2025

Bedroom count	Chester	vs Last Month
Studio	$500	—
1 Bedroom	$1,800	—
2 Bedroom	$4,300	up 11.69%
3 Bedroom	$3,400	—
4 Bedroom	$3,695	No change

Median rent as of September 28, 2025

This September, we've analyzed our 7 listings in Chester to determine the rent trend. We're updating our tables in real time to give you the most up to date Chester median apartment rent prices by bedroom count.

Cities Near Chester

Stevensville Apartments Grasonville Apartments Queenstown Apartments Rock Hall Apartments Cape St. Claire Apartments Naval Academy Apartments Saint Michaels Apartments Annapolis Apartments Annapolis Neck Apartments

Apartment Types in Chester

Cheap Apartments in Chester Luxury Apartments in Chester

Find Your Dream Apartment for Rent in Chester

PadMapper has 7 condos, houses, and apartments for rent in Chester. Specifically, 1 studio apartments, 1 one-bedroom apartments, 1 two-bedroom apartments, 4 three-bedroom apartments are currently available for rent.

We have options to filter by price, bedroom count, bathroom count, long-term or short-term, housing type, pet friendly, no broker fee, and you can search for an apartment by custom keywords.

Search › Maryland › Chester

Chester MD Apartments for Rent

Rent

$5,000+

Length

Bedrooms

Save

20 Results

$2,650

3 Bedrooms · 2 Bathrooms Apartment · Chester, MD

28 Queen Mary Ct

3 Days Ago

28 Queen Mary Ct is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Chester. It has apartment amenities including on-site management, and outdoor space. View apartment

$2,000

1 Bedroom · 1 Bathroom Apartment · Chester, MD

121 Parks Rd

5+ Days Ago

121 Parks Rd is a 1 bedroom, 1 bathroom apartment for rent. It is located in Chester. It has apartment amenities including on-site laundry, outdoor space, garage parking, and storage. View apartment

$4,500

3 Bedrooms · 2 Bathrooms Apartment · Chester, MD

1606 Howard Rd

5+ Days Ago

1606 Howard Rd is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Chester. View apartment

$3,000

3 Bedrooms · 3 Bathrooms Apartment · Chester, MD

908 Auckland Way

5+ Days Ago

908 Auckland Way is a 3 bedroom, 3 bathrooms apartment for rent. It is located in Chester. It has apartment amenities including outdoor space, fitness center, and swimming pool. View apartment

Age restricted

$3,800

3 Bedrooms · 2 Bathrooms Apartment · Chester, MD

141 Switchgrass Way #34

5+ Days Ago

141 Switchgrass Way #34 is a 3 bedroom, 2 bathrooms apartment for rent. It is located in Chester. It has apartment amenities including outdoor space, swimming pool, storage, elevator, on-site laundry, garage parking, and fitness center. View apartment

New Construction

$4,300

2 Bedrooms · 2 Bathrooms Apartment · Chester, MD

137 Warbler Way

5+ Days Ago

137 Warbler Way is a 2 bedroom, 2 bathrooms apartment for rent. It is located in Chester. It has apartment amenities including storage, fitness center, swimming pool, and garage parking. View apartment

$600

Studio Apartment · Chester, MD

1712 Main St

5+ Days Ago

1712 Main St is a studio, 0 bathrooms apartment for rent. It is located in Chester. View apartment

$3,500

5 Bedrooms · 3 Bathrooms Apartment · Stevensville, MD

813 Petinot Pl

1 Hour Ago

813 Petinot Pl is a 5 bedroom, 3 bathrooms apartment for rent. It is located in Stevensville. It has apartment amenities including outdoor space, swimming pool, storage, on-site management, on-site laundry, garage parking, and fitness center. View apartment

$3,600

6 Bedrooms · 4 Bathrooms Apartment · Stevensville, MD

247 Breeding Blvd

5+ Days Ago

247 Breeding Blvd is a 6 bedroom, 4 bathrooms apartment for rent. It is located in Stevensville. It has apartment amenities including swimming pool, and fitness center. View apartment

$3,500

4 Bedrooms · 3 Bathrooms Apartment · Stevensville, MD

247 Jessica Lyn Ave

5+ Days Ago

247 Jessica Lyn Ave is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Stevensville. It has apartment amenities including swimming pool, on-site laundry, and garage parking. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment

$5,500

Studio Apartment · Stevensville, MD

102 Saint Claire Pl

5+ Days Ago

102 Saint Claire Pl is a studio, 0 bathrooms apartment for rent. It is located in Stevensville. It has apartment amenities including elevator. View apartment

$1,400

Studio Apartment · Stevensville, MD

203 Romancoke Rd

5+ Days Ago

203 Romancoke Rd is a studio, 0 bathrooms apartment for rent. It is located in Stevensville. It has apartment amenities including business center. View apartment

$1,900

3 Bedrooms · 1 Bathroom Apartment · Grasonville, MD

113 Radcliffe Rd

1 Hour Ago

113 Radcliffe Rd is a 3 bedroom, 1 bathroom apartment for rent. It is located in Grasonville. It has apartment amenities including outdoor space, and garage parking. View apartment

$4,000

4 Bedrooms · 3 Bathrooms Apartment · Stevensville, MD

109 Woodmoor Rd

5+ Days Ago

109 Woodmoor Rd is a 4 bedroom, 3 bathrooms apartment for rent. It is located in Stevensville. It has apartment amenities including swimming pool, package service, and outdoor space. Cats and dogs are allowed, making it a pet-friendly apartment. View apartment

New Construction

$4,300

5 Bedrooms · 3 Bathrooms Apartment · Grasonville, MD

216 Perrys Retreat Blvd

5+ Days Ago

216 Perrys Retreat Blvd is a 5 bedroom, 3 bathrooms apartment for rent. It is located in Grasonville. It has apartment amenities including on-site laundry. View apartment

$3,000

2 Bedrooms · 1 Bathroom Apartment · Stevensville, MD

2620 Love Point Rd

5+ Days Ago

2620 Love Point Rd is a 2 bedroom, 1 bathroom apartment for rent. It is located in Stevensville. View apartment

Online tours

$3,400

3 Bedrooms · 1 Bathroom Apartment · Easton, MD

26692 Presquile Rd

5+ Days Ago

26692 Presquile Rd is a 3 bedroom, 1 bathroom apartment for rent. It is located in Easton. View apartment

$5,000

5 Bedrooms · 3 Bathrooms Apartment · Stevensville, MD

101 Beachside Dr

5+ Days Ago

101 Beachside Dr is a 5 bedroom, 3 bathrooms apartment for rent. It is located in Stevensville. It has apartment amenities including garage parking. View apartment

Verified

Income restricted

$1,046–$1,444

1–3 Bedrooms Apartments · Annapolis, Annapolis

Obery Court

Obery Court 199 Bertina A Nick Way is an apartment rental building with 3 floorplans, and 1–3 bedrooms units available. It is located in the Annapolis neighborhood of Annapolis. It has building amenities including on-site management, and residents lounge. View building

Verified

$2,950

3 Bedrooms · 2 Bathrooms Apartment · Annapolis, Annapolis

214 Mckendree Ave #NA

5+ Days Ago

214 Mckendree Ave #NA is a 3 bedroom, 2 bathrooms apartment for rent. It is located in the Annapolis neighborhood of Annapolis. It has apartment amenities including outdoor space, and storage. View apartment

That's All Folks!

We’re out of listings matching your filters. Want more results?

Modify Filters or Start a New Search

Find more Chester apartments on our partner site Zumper.