Chestertown, MD Apartments For Rent
249 rentals
Use arrow keys to navigateSPECIAL OFFERPET FRIENDLYTotal price$1,340 - $1,945/mo
Studio-2 Beds
1-2 BathsSolis Gainesville | 1000 Rea Dr,
Gainesville, GA 30501
Use arrow keys to navigateSPECIAL OFFERPET FRIENDLYTotal price$1,404 - $1,804/mo1-2 Beds1-2 BathsProse Gainesville | 900 Mountaintop Ave,
Gainesville, GA 30501
Use arrow keys to navigateSPECIAL OFFERPET FRIENDLYTotal price$2,190 - $2,413/mo3-4 Beds3-4 BathsCrescent Valley | 504 John Harm Way,
Gainesville, GA 30501
Use arrow keys to navigateSPECIAL OFFERPET FRIENDLY$1,425 - $2,249/mo1-2 Beds1-2 BathsMidland Gainesville | 2100 Saint Thomas Dr,
Gainesville, GA 30501
Use arrow keys to navigateSPECIAL OFFERPET FRIENDLY$1,545 - $2,705/mo1-3 Beds1-2 BathsLivano Limestone Springs | 3700 Limestone Rdg NE,
Gainesville, GA 30501
Use arrow keys to navigateNEW - 1 DAY AGOSPECIAL OFFERPET FRIENDLY
Use arrow keys to navigateSPECIAL OFFERPET FRIENDLY
SPECIAL OFFERPET FRIENDLY$1,335 - $1,875/mo2-3 Beds2-3 BathsVista Ridge at Lake Lanier | 2363 N Cliff Colony Dr NE,
Gainesville, GA 30501
NEW - 1 DAY AGOPET FRIENDLY$1,276 - $1,774/mo1-3 Beds1-2 BathsSummit Place at Limestone | 2350 Windward Ln,
Gainesville, GA 30501
SPECIAL OFFERPET FRIENDLY
PET FRIENDLY$1,335 - $1,451/mo2-3 Beds1 BathLanier Terrace Apartments | 1030 Summit St SE,
Gainesville, GA 30501
SPECIAL OFFERPET FRIENDLY
PET FRIENDLY$1,325 - $1,700/mo1-3 Beds1-2 BathsVenture at Thompson | 1858 Thompson Bridge Rd,
Gainesville, GA 30501
SPECIAL OFFERPET FRIENDLY
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SPECIAL OFFERPET FRIENDLY$1,125 - $1,362/mo1-2 Beds1-2 BathsTowne Creek Apartment Homes | 700 Washington St,
Gainesville, GA 30501
NEW - 1 DAY AGOPET FRIENDLY$1,235 - $1,733/mo1-3 Beds1-2 BathsPark Creek Apartments | 1100 Park Creek Ct,
Gainesville, GA 30504
PET FRIENDLY$870 - $1,340/moStudio-3 Beds1-2 BathsPark Hill Apartments | 1567 Park Hill Dr,
Gainesville, GA 30501
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PET FRIENDLYTotal price$1,362 - $1,522/mo1-2 Beds1-2 BathsCielo Thompson | 1425 Brandon Pl,
Gainesville, GA 30501
NEW - 1 DAY AGOSPECIAL OFFERPET FRIENDLY$1,210 - $1,610/mo1-2 Beds1-2 BathsEdgewater on Lanier | 2419 Old Thompson Bridge Rd,
Gainesville, GA 30501
PET FRIENDLY- PET FRIENDLY
NEW - 1 DAY AGOSPECIAL OFFERPET FRIENDLYTotal price$1,319 - $2,424/moStudio-3 Beds1-2 BathsThe Everly | 1000 Everly Way,
Gainesville, GA 30501
SPECIAL OFFERPET FRIENDLY$1,904 - $3,023/mo2-4 Beds3 BathsTessa Shallowford Single-Family and Townhomes | 622 Shallowford Rd,
Gainesville, GA 30504
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APPLY INSTANTLYPET FRIENDLYExplore by rental type - Single Family
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Explore by rental type - Townhome
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PET FRIENDLY0.26 ACRES
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Explore by rental type - Townhome
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- PET FRIENDLY0.26 ACRES
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What Locals Say about Chestertown
Average Rent Trends in Chestertown, MD
Rent in Chestertown, MD varies by number of bedrooms and home type. Use these charts to quickly see how rent changes.
Average rent decreased in Sep 2026 compared to the previous month. Rent previously peaked in Sep 2025.
| Month | Average rent |
|---|---|
| Oct 2025 | $2,100 |
| Nov 2025 | $2,100 |
| Dec 2025 | $2,000 |
| Jan 2026 | $1,575 |
| Feb 2026 | $1,900 |
| Mar 2026 | $2,000 |
| Apr 2026 | $2,000 |
| May 2026 | $1,520 |
| Jun 2026 | $2,050 |
| Jul 2026 | $2,000 |
| Aug 2026 | $1,920 |
| Sep 2026 | $1,820 |
Average Rent By Bedroom and Home Type
In September 2026, Apartments and Condos were the most affordable home type to rent compared with Houses.
| 1 bed | 2 beds | 3 beds | 4 beds | All | |
|---|---|---|---|---|---|
| All home types | $1,295 | $1,817 | $1,950 | — | $1,817 |
| Apartments and Condos | $1,295 | $1,817 | — | — | $1,295 |
| Houses | — | $2,400 | $1,950 | — | $1,950 |
Frequently Asked Questions about Rentals in Chestertown, MD
- What is the average rent of an apartment in Chestertown, MD?The average rent of an apartment in Chestertown, MD is $1,295 per month. This is about 34% lower than the national average.
- When is the average rent cheapest in Chestertown, MD?In the last year, the average rent in Chestertown, MD was lowest in Jan 2025 when it was $1,400 per month.
- When is the average rent most expensive in Chestertown, MD?In the last year, the average rent in Chestertown, MD was highest in Sep 2025 when it was $2,400 per month.
- How many available rental listings are in Chestertown, MD?There are 4 available rental listings in Chestertown, MD.
- What are some zip codes in Chestertown, MD?
- What are some cities near Chestertown, MD?Some nearby cities include: Worton, Still Pond, Rock Hall, Church Hill, Kennedyville. These cities may have more rental options to explore.
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