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The average rent in Chestertown, as of June 2026, is down 26.86% compared to last month but up 9.3% year-over-year.
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5d+ ago
Apartment for rent in Chestertown
24731 Langford Rd #B, Chestertown, MD 21620
In-unit laundry | On-site laundry | Carpet
1 bed
1 bath
$1,200
Apartment for rent
Available Aug 15
5d+ ago
House for rent in Chestertown
104 Cedar St, Chestertown, MD 21620
Garage parking | Ceiling fan
3 beds
2.5 baths
$2,600
House for rent
1h ago
House for rent in Warwick
212 Bohemia Church Rd, Warwick, MD 21912
In-unit laundry | Garage parking | Balcony
3 beds
3 baths
$2,700
House for rent
Available Jul 1
5d+ ago
House for rent in Galena
105 Dogwood Dr, Galena, MD 21635
In-unit laundry | Garage parking | Walk-in closets
3 beds
2 baths
$2,500
House for rent
5d+ ago
House for rent in Edgewood
705 Bayberry Rd, Edgewood, MD 21040
In-unit laundry | Hardwood floor | Ceiling fan
3 beds
1.5 baths
$2,600
House for rent
5d+ ago
Townhouse for rent in Edgewood
1046 Agate Dr #1, Edgewood, MD 21040
Air conditioning | On-site laundry | Balcony
4 beds
2.5 baths
$2,150
House for rent
Available Jun 1
4d ago
House for rent in Earleville
3 beds
2 baths
$2,495
$2,395
Price drop
House for rent
5d+ ago
House for rent in Edgewood
4 beds
3 baths
$2,950
House for rent
Available May 6
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5d+ ago
Townhouse for rent in Joppatowne
499 Berkshire Ct, Joppatowne, MD 21085
Storage | Dishwasher | Outdoor space
4 beds
2.5 baths
$2,200
House for rent
5d+ ago
Condo for rent in Edgewood
2 beds
1 bath
$1,095
Condo for rent
5d+ ago
Townhouse for rent in Edgewood
4 beds
1.5 baths
$2,100
House for rent
Available May 1
5d+ ago
Apartment for rent in Centreville
722 Church Hill Rd, Centreville, MD 21617
Hardwood floor | Ceiling fan | Dishwasher
1 bed
1 bath
$1,400
Apartment for rent
5d+ ago
Condo for rent in Edgewood
1703 Fountain Rock Way Unit B #1703B, Edgewood, MD 21040
In-unit laundry | Garage parking | Ceiling fan
2 beds
1 bath
$1,250
Condo for rent
5d+ ago
Townhouse for rent in Edgewood
2828 Beckon Dr, Edgewood, MD 21040
In-unit laundry | On-site laundry | Assigned parking
3 beds
2.5 baths
$2,300
House for rent
3d ago
Townhouse for rent in Edgewood
1501 Saint Christopher Ct, Edgewood, MD 21040
Air conditioning | Walk-in closets | Outdoor space
4 beds
2 baths
$2,450
$2,200
Price drop
House for rent
These rentals are 10%-30% cheaper than the local average price for similar rentals.
5d+ ago
Apartment for rent in Edgewood
1 bed
1 bath
$1,150
Apartment for rent
Available Nov 26
5d+ ago
Condo for rent in Edgewood
2 beds
1 bath
$1,495
Condo for rent
5d+ ago
Townhouse for rent in Joppatowne
231 Joppa Farm Rd, Joppatowne, MD 21085
Garage parking | Fitness center | Walk-in closets
4 beds
3.5 baths
$3,200
House for rent
5d+ ago
House for rent in Edgewood
8 Lasonia Ct, Edgewood, MD 21040
Garage parking | On-site laundry | Storage
3 beds
3 baths
$2,195
House for rent
5d+ ago
House for rent in Edgewood
3 beds
2.5 baths
$2,095
House for rent
5d+ ago
Apartment for rent in Edgewood
2 beds
1 bath
$1,500
Apartment for rent
Available Jun 30
5d+ ago
Townhouse for rent in Edgewood
512 Scholar Ct, Edgewood, MD 21040
In-unit laundry | Air conditioning | On-site laundry
3 beds
2.5 baths
$2,150
House for rent
Available Jul 1
5d+ ago
Condo for rent in Edgewood
3 beds
1 bath
$1,195
Condo for rent
5d+ ago
Townhouse for rent in Edgewood
3 beds
2 baths
$2,195
House for rent
5d+ ago
House for rent in Joppatowne
4 beds
3 baths
$2,695
House for rent
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63 rentals
16 rentals
9 rentals
7 rentals
6 rentals
5 rentals
25 rentals
22 rentals
4 rentals
10 rentals
15 rentals
16 rentals
7 rentals
96 rentals
5 rentals
26 rentals
5 rentals
25 rentals
34 rentals
Chestertown, MD, offers a relaxed atmosphere with scenic views and a vibrant arts scene, appealing to those who enjoy cultural events and outdoor activities. Residents appreciate the historic charm of the downtown area, with its local shops and eateries that foster a sense of connection. However, some locals express frustrations about limited nightlife options and a lack of public transportation, which can make it challenging for renters who rely on these amenities. Overall, the quaint surroundings are cherished, even if certain conveniences might leave something to be desired.
Chestertown is a small but active rental market with an average of 7 listings available per month. Three-bedroom apartments make up the largest share at 43% of inventory, while two-bedroom units account for 29%. Studios and one-bedroom apartments are less common, each representing only 14% of monthly listings.
Chestertown apartments cater to renters who value convenient home features. Dishwashers lead the amenity list, available in 57% of listings. In-unit laundry is equally prevalent at 57% of apartments, offering residents the convenience of private washing facilities. On-site laundry facilities also appear in 57% of listings, providing additional options for those without in-unit access. These averages offer a useful snapshot, though the live market may shift.
Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.
Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.
Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.
The average size of a 1 bedroom apartment rental in Chestertown is 790 square feet. The average size of a 3 bedroom apartment rental in Chestertown is 2612 square feet.
To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Chestertown average rent prices.
| 🔑Available apartment rentals | 25 |
|---|---|
| 💰Best rent deal | 24731 Langford Rd #B |
| ✨Popular amenities | , , |
| 🍽With dishwasher | |
| 🏠With photos |