Chestertown Townhomes for Sale

/22
$998,000 New Construction
- 3 Beds
- 3.5 Baths
226 S Water St, Chestertown, MD 21620

Newly finished 3 Bedroom townhouses with nearly all the desired attributes of town living, with harbor and marina views and access from the marina on one side and waterfront park on the other. A short walk to downtown shops and restaurants. No short term rental restrictions.

John Burke

Gunther-McClary Real Estate

(410) 376-5375

226 S Water St, Chestertown, MD 21620
/17
$255,000
- 3 Beds
- 2 Baths
- 1,140 Sq Ft
100 Metcalf Rd, Chestertown, MD 21620

Welcome to Your Brand-New Beginning in Chestertown! Step into this stunning, move-in-ready home at 100 Metcalf Rd, Chestertown, MD 21620. For just $255,000, you can own this beautiful 3-bedroom, 2-bath ranch without the wait or hassle of new construction.Your Dream Home AwaitsThis one-level townhome is designed for easy living. You’ll love the freedom and savings that come

Dale Hunter Bayside Realty

100 Metcalf Rd, Chestertown, MD 21620
/20
$265,000
- 3 Beds
- 1.5 Baths
- 1,280 Sq Ft
112 Metcalf Rd, Chestertown, MD 21620

Come enjoy the this 2 year old home in Historic Chestertown. The home features 3 full bedrooms with 1 1/2 baths . It has an open concept on the main floor, kitchen has beautiful white shaker cabinetry, large island, granite countertops, stainless steel appliances, and luxury vinyl flooring. Large covered patio off the kitchen leading out to a spacious back yard. A new shed recently installed

Steven Knopf Engel & Völkers Annapolis

112 Metcalf Rd, Chestertown, MD 21620

Maryland Kent County Chestertown Chestertown

Home Trends in Chestertown, MD

On average, homes in Chestertown, MD sell after 54 days on the market compared to the national average of 52 days. The median sale price for homes in Chestertown, MD over the last 12 months is $375,000, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$375,000

Median Single Family Sale Price

$459,000

Median Townhouse Sale Price

$283,000

Median 2 Bedroom Sale Price

$482,000

Median 1 Bedroom Sale Price

$285,000

Average Price Per Sq Ft

$217

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

5.10

Median List Price

$402,500

Median Change From 1st List Price

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

In Chestertown, there are currently 3 townhouses for sale, offering a variety of options for potential buyers. With townhouses ranging from $255,000 to $998,000, there's something for every budget. As of September, 2025 the median home price in Chestertown, Chestertown is $402,500, while the average sale price is $445,343, providing insight into local market trends. On average, townhouses spend 54 days on the market before being sold. Whether you're interested in modern townhouses, small townhomes, or traditional rowhouses, there are options available to suit your needs. Browse properties and townhomes for sale in Chestertown, Chestertown, and discover the ideal residence to fit your needs.

Chestertown Types of Homes for Sale

Chestertown Homes for Sale

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