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Historic colonial town on the Chester River
Positive Aspects:
1. Chestertown offers a peaceful environment with plenty of outdoor activities. The town is situated along the banks of the Chester River, providing plenty of opportunities for fishing, kayaking, and other outdoor activities.
2. Chestertown is known for its rich history and culture, with a variety of museums, galleries, and other attractions. The downtown area is full of old-fashioned charm and offers plenty of shopping and dining options.
Negative Aspect:
The cost of living in Chestertown is relatively high due to its desirable location and limited housing. This can make it difficult for those on a budget to afford to live in the area.
John Burke, Associate Broker If you lucky enough to live by the water, you are luck enough | Gunther-McClary Real Estate
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| John has 18 recent and active property listings that range in price from $150,000 to $1,025,000 with the most recent sale on 2024-04-25 for $1,725,000. | |
| Serving the areas of Georgetown, Elkton, Kennedyville, Cecilton, Chestertown, Worton, Earleville, Millington, Chesapeake City & Rock Hall | |
Patricia Kern | I am lucky enough to have a waterfront home. There is nothing more important or satisfying than finding that perfect home ... see full details and contact information for Patricia ... be it water front, waterview, water access or simply Eastern Shore |
| Patricia has 2 recent and active property listings that range in price from $575,000 to $585,000 with the most recent sale on 2023-07-31 for $750,000. | |
| Serving the areas of Galena, Earleville, Kennedyville, Chestertown & Chesapeake City | |
Chris Diebold, Agent | Involved in the investment and purchase of real estate since 1993. Own and manage large rental portfolio. Personally ... see full details and contact information for Chris ... of banks, builders and investors. Graduate of Cecil Leadership Institute. |
| Chris has 1 active or recent property listings for $800,000 with the most recent sale on 2023-09-22 for $1,075,000. | |
| Serving the areas of Churchville, Earleville, Chesapeake City, Forest Hill, Elkton, Joppa, Street, Colora, New Castle & Rising Sun | |
Ashton Kelley | Gunther-McClary Real Estate
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| Ashton has 0 active or recent property listings for $0 with the most recent sale on 2023-05-22 for $1,580,000. | |
| Serving the areas of North East, Georgetown, Galena, Elkton, Worton, Earleville, Cecilton, Millington, Chesapeake City & Kennedyville | |
There are several pros and cons to consider when it comes to home ownership in Chestertown, Maryland:
Pros:
1. Location: Chestertown is located in the heart of Maryland's Eastern Shore and is known for its small-town feel, picturesque main street and close proximity to the Chesapeake Bay.
2. Charm: Chestertown boasts historic homes, tree-lined streets, quaint shops and historical landmarks, creating a charming and historic atmosphere.
3. Community: The town is a close-knit community where people know each other and take care of their neighbors, offering a strong sense of community.
4. Natural beauty: Chestertown is located on the Chesapeake Bay and has many parks and outdoor recreational opportunities, making it an ideal location for nature lovers.
5. Affordability: Housing in Chestertown is relatively affordable compared to other cities in Maryland, making it a great option for families and first-time home buyers.
Cons:
1. Limited job market: Chestertown has a smaller job market compared to larger cities, meaning it may be more difficult to find work if you are not in certain professions.
2. Hurricane risk: Since Chestertown is near the Chesapeake Bay, it's more susceptible to hurricanes and severe weather, which can be a concern for homeowners.
3. Limited amenities: Chestertown has limited dining, shopping and entertainment options compared to larger cities.
4. Distance from major cities: Chestertown is located just over an hour from major cities like Baltimore and Philadelphia, making it less convenient for those who need to frequently travel to these areas.
5. Potential for sea level rise: Being located in a coastal area, Chestertown may become more vulnerable to the effects of sea level rise due to climate change in the future, which could impact property values and insurance costs for homeowners.
Overall, home ownership in Chestertown can be a great option for those looking for a charming and affordable small town lifestyle, but it's important to weigh the potential risks and disadvantages associated with living in a coastal area.