855.375.4001
Listing Courtesy of: Christopher Craddock - EXP Realty, LLC 833-335-7433

533 ROUND TOP ROAD CHESTERTOWN, MD 21620

Down payment assistance icon
Single Family-Detached Residence
4 Beds
2 Baths
... Bed/Bath
1,800 Sq. Ft.

Property Activity

Time on Site
days
Days on Market
Views
Saves
Last updated on 10/9/2026 8:45 AM
Introducing this spacious 4-bedroom, 1.5-bath ranch on an extra-wide fenced lot in the Chester Harbor community, just minutes from historic Chestertown. Offering comfortable single-level living, the home features a large family room, an expansive kitchen with abundant cabinet and counter space, and ...a functional floor plan ready for your personal updates and vision. Whether you’re looking for your next home, an investment opportunity, or a property to renovate and build equity, this home offers exceptional potential. The generous layout includes four bedrooms, one full bath, one half bath, and flexible space for guests, a home office, or hobbies. Outside, the oversized iron-fenced yard provides plenty of room for gardening, entertaining, pets, or future expansion. Enjoy your morning coffee or evening unwind on the side porch, while the attached one-car garage adds convenient storage. As part of the Chester Harbor community, you’ll enjoy access to the community boat ramp and the Chester River, making it easy to spend your days boating, fishing, kayaking, or simply enjoying life on the water. Ideally located near marinas, parks, and the shops, restaurants, and waterfront charm of historic downtown Chestertown, this property offers the perfect blend of space, convenience, recreation, and opportunity. Priced to reflect its condition, this is a chance to create a home that’s uniquely your own while building equity in a sought-after location. Continue reading
MLS#
MDQA2018038
Property Type
Single Family-Detached
Bedrooms
4
Bathrooms
1 Full/1 Half
Year Built
1962
Square Feet
1,800 sq. ft
Price per Sq. Ft.
$125.00
Lot Size
0.55
Stories
1.0
Sewer
Septic
scales icon

How much home can I afford?

Kickstart your home search journey with our online Pre-Approval.

Get Started
megaphone icon

See How Much You Could Save

Thinking about buying or selling? Talk to one of our Mortgage Professionals today to see how much you could save on your next home. Call us at 833-685-2565.

Let's Talk
Listing Courtesy of: Christopher Craddock - EXP Realty, LLC 833-335-7433
Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

© BRIGHT, All Rights Reserved - The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Xome Inc. participates, and is provided by BRIGHT through a licensing agreement. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is a provider of home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.
This content last refreshed on 10/9/2026 8:45 AM. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Information is deemed reliable but is not guaranteed.
save icon Save
save icon Save
share icon Share
checkmark icon Get Pre-Approved