Zumper

517 High St
517 High St, Chestertown, MD 21620, USA

Apartment for rent
Pet friendly
Monthly rent
$900–$1,575
BedsStudio–2
Baths1
Sqft325–670
modified
2 Hours Ago

Property Overview

Featuring 67 photos, the property offers potential renters a comprehensive view of its amenities and layout. Its pet-friendly appeal is enhanced by nearby pet supply stores, a pet hospital, and grooming services, making it convenient for pet owners. Additionally, outdoor spaces contribute to an inviting atmosphere for relaxation and enjoyment.

This summary uses Zumper’s proprietary data. “Things you’ll love” and “Great for” are based on our internal analyses of market trends and renter insights.

Things you’ll love

  • Fireplace
  • Images available
  • Laundry available on site

Great for

  • Pet owners

Highlights

  • Pet Friendly

Units

517 High St Chestertown, MD

New Listing

A

Studio

1 Bath

$900

Listed on 12/29/2025
Listed by Bluff View Properties
Days on market: 9
Property Id: 2282224 Welcome to your cozy studio apartment in the heart of Chestertown! This inviting unit blends historic character with modern convenience. The spacious layout highlights original details alongside updated amenities, including an in-unit washer and dryer and heating unit. Enjoy a fenced yard, a brand-new shared back deck, and a classic front porch—perfect for outdoor living. With timeless appeal and undeniable charm, this unique rental is available for $900 per month. $55 per adult application fee. Security deposit equals the first month's rent. Renters insurance is required. Tenant criteria includes a household income of 3× the rent and a minimum credit score of 650; additional deposit or co-signer may be requested. Rent includes Common Area Maintenance (CAM) fees. Tenants are responsible for utilities and water. Pet lovers welcome; fees, deposits, and breed restrictions apply.

New Listing

B

1 Bed

1 Bath

$1,300

Listed on 01/06/2026
Listed by Bluff View Properties
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 of 3× the rent and a minimum credit score of 650; additional deposit or co-signer may be requested. Rent includes Common Area Maintenance (CAM) fees. Tenants are responsible for utilities and water. Pet lovers welcome; fees, deposits, and breed restrictions apply.

New Listing

C

2 Beds

1 Bath

$1,575

Listed on 12/29/2025
Listed by Bluff View Properties
Days on market: 9
Property Id: 2282226 Welcome to this spacious 2-bedroom, 1-bath apartment located on the second floor of a classic Chestertown multi-family home. This well-laid-out unit offers comfortable living with attractive architectural details and plenty of natural light throughout. Residents also have access to a shared deck, fenced yard, and welcoming front porch, all just minutes from downtown shops, dining, and nearby parks. This inviting rental is available for $1,575 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 of 3× the rent and a minimum credit score of 650; additional deposit or co-signer may be requested. Rent includes Common Area Maintenance (CAM) fees. Tenants are responsible for utilities and water. Pet lovers welcome; fees, deposits, and breed restrictions apply.

Amenities for 517 High St

Some units at this address have these amenities. View unit details for more information.

Building
  • Dogs Ok
  • Cats Ok
  • Outdoor Space
  • On-Site Laundry
Unit Amenities
  • Balcony
  • Hardwood Floor
  • Fireplace
  • In-Unit Laundry
  • On-Site Laundry

Policies at 517 High St

Applicants

Applicants

One-time.

Contact Property

REQUIRED FEES

Security Deposit

One-time. Refundable.

Contact Property

Dog Policy

Allowed

Cat Policy

Allowed

Contact for more information on pet policy.

Questions about this property’s policies and fees?

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About 517 High St

HomeApartments in Chestertown 517 High St #B, Chestertown, MD 21620, USA

Find your perfect retreat at 517 High St, Chestertown, MD 21620. This charming property offers 3 unique units, with options ranging from cozy studios to spacious 2-bedroom residences. Enjoy the comforts of home with amenities like a balcony or patio, fireplace, and hardwood floors. Take advantage of the convenience of on-site laundry and outdoor spaces to relax and unwind. The property is also pet-friendly, so you can bring your furry friend along. With long-term rentals, you can make this house your home. One of the standout features of this property is its perfect blend of comfort and convenience, making it an ideal choice for those looking for a peaceful living experience.

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Address details

Units3
Units available3
City
Zip code21620

517 High St #B is great for:

Pet owners

  • Outdoor spaces are available at this property
  • 1 pet grooming service nearby
  • 2 pet supply stores near the property
  • 1 pet hospital in the area

Property highlights

We compared every listing in the surrounding area to determine which amenities are most common. If a building lacks an amenity that most others in the area have, it is a con. If a building has an amenity most others in the area do not, it is a pro. Similarly, price, schools, and size are calculated relative to the size, price, and distance to schools of the other properties nearby.

How 517 High St, Chestertown, MD 21620, USA compares to other nearby properties.

Positives

Fireplace
Upgraded in-unit features available
Images available
There are at least 10 photos of this address
Laundry available on site
Washers and dryers are available in-building or in-unit
Outdoor space
One or more rentals here have easy access to the outdoors

Considerations

Greater distance from middle schools
The nearest middle school is farther than 1 mile away

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Rent trends in Chestertown

1-bedroom apartments here are priced 4% lower than 1-bedrooms in Chestertown.

If you decide to upgrade your space, you can expect 2-bedrooms at 517 High St #B to be 2% more than the average for similarly sized apartments in Chestertown.

Median rents as of Mar 1 2025.
Chestertown
A table of 1-bedroom apartment rental data trends in Chestertown
MonthMedian Rent
April 2024$1,200
March 2025$1,350

Affordability calculator

Can I afford to live at 517 High St?

Bedrooms

Rent-to-income ratio

30%

Slide to adjust the percentage of your monthly income you are willing to spend on rent.
The general rule of thumb is to spend around 30% or less of your income on rent.
Recommended income

$36,000/yr

With your selected rent-to-income ratio, you'd ideally want to make $36,000 annually to afford this studio monthly rent price of $900.
For more information on rent affordability, visit our rent calculator.

Rent history

The increase or decrease in monthly rent compared to the previous listing price.
Check out the past listing prices for monthly rent at 517 High St, Chestertown, MD.
6 years ago$8252 bed1 bath

Schools near 517 High St #B

H.H. Garnett Elementary School

320 calvert st

chestertown, MD, 21620

PK, K-5Public
B-
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Getting around Chestertown near 517 High St

Walking

4/10
Some shops and stores are within a few minutes.

Driving

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Cycling

6/10
More spots are within biking distance and some roads are cyclist-friendly.

Transit

3/10
There are a few mass transit options within the area.

Points of interest for 517 High St, Chestertown

Groceries

3/10
At least one grocery store within a 30-minute walk

Shopping

3/10
Some shops within walking distance

Cafes

2/10
Few or no cafés within walking distance

Restaurants

4/10
Some restaurants within walking distance

Primary schools

10/10
At least one elementary school within a 5-minute walk

High schools

6/10
At least one high school within a 20-minute walk

Nightlife

3/10
Few or no bars within walking distance

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