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321 High Street
321 High Street, Chestertown, MD 21620, USA

Monthly rent-
Beds3
Baths1
Sqft0–1,900
modified
5+ Days Ago

Units

321 High Street Chestertown, MD

Occupied Units

Occupied

3 Beds, 1 Bath

3 Beds

1 Bath

$1,300

Listed by Chris Kendall
Days on market: 2693
2nd floor apartment in Historic Chestertown, Md overlooking High street and Fountain Park. Front and rear entrance.

Occupied

1

3 Beds

1 Bath

$2,200

Listed by Julie Santoboni
Days on market: 184
Property Id: 1403856 Huge 3br, 1 bath, with office and extra storage in the middle of downtown Chestertown. Full of charm, with wood floors and a claw foot tub, this apartment offers a front seat view to everything happening in Chestertown, with downtown shops and restaurants just steps away. Recently renovated with many energy improvements, such as new insulation and windows. Updated kitchen features Corian counters with stainless appliances. Washer and dryer and dishwasher in unit. Front and rear entrances with a back porch leading to one off street parking spot. Pets allowed in a case by case basis with pet rent. Contact for additional information if co-signers are required. Applicants must fill out a prescreening application (no cost) prior to scheduling a showing. Requirements are credit score 650+, income of 3x rent and clean background check. Reusable credit/background report allowing if less than 30 days old.

Amenities for 321 High Street

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

Building
  • Dogs Ok
  • Cats Ok
  • On-Site Laundry
  • Storage
Unit Amenities
  • Balcony
  • In-Unit Laundry
  • On-Site Laundry
  • Hardwood Floor
  • Dishwasher

Policies at 321 High Street

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.

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About 321 High Street

HomeHouses in Chestertown 321 High Street, Chestertown, MD 21620, USA

Interested in leasing 321 High Street, Chestertown, MD 21620, USA? We have detailed property and location information to help you better understand the unit and the neighborhood. Our team is working on gathering photos, amenities, transportation, and local school information in order to help you make your decision on where you want to live. Below, you can compare the rent price at 321 High Street, Chestertown, MD 21620, USA vs overall rent prices in Chestertown, MD. We have compiled nearby businesses and things to do close to 321 High Street, Chestertown, MD 21620, USA.

Address details

Units2
Units available0
City
Zip code21620

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 321 High Street, Chestertown, MD 21620, USA compares to other nearby properties.

Positives

More space
The 3-bedroom is 100 sqft larger than other listings nearby
Middle school nearby
There is a middle school 1 mile away
Images Available
There are at least 10 photos of this address

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Rent trends in Chestertown

3-bedroom apartments at 321 A High Street cost about 48% less than the average rent price for 3-bedroom 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

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 321 A High Street, Chestertown, MD.
1 year ago$1,9753 bed1 bath
7 years ago$1,3003 bed1 bath
10 years ago$1,2003 bed1 bath

Schools near 321 A High Street

H.H. Garnett Elementary School

320 calvert st

chestertown, MD, 21620

PK, K-5Public
B-
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Getting around Chestertown near 321 High Street

Walking

6/10
Grab your reusable bags–many shops and stores are within walking distance.

Driving

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

Transit

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

Points of interest for 321 High Street, Chestertown

Groceries

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

Shopping

3/10
Some shops within walking distance

Cafes

6/10
Some cafés within walking distance

Restaurants

5/10
Some restaurants within walking distance

Primary schools

9/10
At least one elementary school within a 10-minute walk

High schools

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

Nightlife

4/10
Few or no bars within walking distance

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