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8630 Elm Road, Chestertown, MD 21620

$419,900
  • 8630 Elm Road, Chestertown, MD 21620 Main Photo

47 Photos

BEDS5 BATHS2 full 1 partial SQUARE FEET1,936 MLS#MDKE2006914
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONTOLCHESTER ESTATES SCHOOLKENT COUNTY PUBLIC SCHOOLS

Property Description

Enjoy the Eastern Shore as your weekend retreat at 8630 Elm Road. Calling all boaters, fishers, hunters, beachgoers, nature and recreation lovers, investors, and residential vacation-home seekers looking for a peaceful Eastern Shore getaway—with the waterfront lifestyle without the waterfront price. Located in the waterfront community of Tolchester Estates, this refreshed five-bedroom, 2.5-bath home offers approximately 1,936 square feet of flexible living space on about 0.38 acres. The fifth bedroom can serve as a home office, guest room or hobby space with 8 car driveway large enough for multiple families, a boat or RV. The home features stainless-steel appliances, a recently replaced washer, an approximately two-year-old water heater and an electric fireplace with custom floating shelves. Outside, enjoy the expanded deck, hot tub and fire pit. On crisp fall or winter evenings, gather around the fire for s’mores and hot chocolate. Tolchester Marina is about three blocks away, across the street from the home. The private marina welcomes visitors to its Shanty Bar, with seasonal live entertainment, and its on-site restaurant, where you can enjoy breakfast. Boating, kayaking and other water activities are nearby, and the community boat ramp is about one mile away. Local fishing charters operate from the marina; reservations and fees are separate. Transient slips may be available for overnight stays. Marina pool access is limited to eligible slip holders and overnight transient guests, subject to marina rules, fees and availability. Great Oak Landing—with its nine-hole executive golf course and Jellyfish Joel’s Beach Bar—is a 15-minute drive away. Enjoy the area’s natural setting, with opportunities to see deer and rabbits and listen to birdsong. Eastern Neck National Wildlife Refuge offers trails, wildlife viewing and seasonal deer hunts on designated days with a required refuge permit. Millington Wildlife Management Area offers about 4,000 acres of public hunting access, subject to Maryland DNR rules and season requirements. Downtown Rock Hall, with its seafood restaurants and waterfront dining, is about a 10-minute drive away. Enjoy a beach day at Ferry Park or explore Eastern Neck. Historic Chestertown is about 15 minutes away, where you can stroll the year-round Saturday farmers market, browse local vendors and bring home fresh seasonal produce. Make a day of exploring the area’s wineries, including Crow Vineyard and Broken Spoke Winery, and create your own Eastern Shore wine-tasting tour. Casa Carmen’s wine and tapas tasting room offers another inviting stop in Chestertown. Most furnishings are included, including the queen- and king-size Havertys bedroom sets, generally used mattresses approximately two to four years old, and the deck furniture. With flexible living space, outdoor gathering areas and convenient access to boating, fishing, hunting, golf, beaches, dining and nature, 8630 Elm Road is well suited to a full-time home or an Eastern Shore getaway. USDA 100% financing may be available to eligible buyers, subject to property eligibility, borrower qualification and lender approval.

8630 Elm Road | MLS# MDKE2006914

This single family home located at 8630 Elm Road, Chestertown, MD 21620 is currently listed for sale with an asking price of $419,900. This property was built in 2006 and has 5 bedrooms and 2 full and 1 partial baths with 1936 sq. ft. Elm Road is located in the TOLCHESTER ESTATES subdivision within the KENT COUNTY PUBLIC SCHOOLS school district. Search TOLCHESTER ESTATES real estate on www.raewheelan.net today.

Property Features

Property Type: Residential - Single Family
Cooling: Central A/C, Ceiling Fan(s)
Fuel Type: Electric
Garage: 1
Heating: Heat Pump(s)
Home Style: Cape Cod
Lot Size: 0.38 Acres
Stories: 2.0
Taxes: $3,193
Year Built: 2006

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Built-In Microwave, Cooktop, Dishwasher, Dryer, Icemaker, Stainless Steel Appliances, Stove, Washer
Exterior: Vinyl Siding
HOA Fee: $50.00/Annually
Interior: Attic, Built-Ins, Carpet, Ceiling Fan(s), Kitchen - Eat-In, Kitchen - Table Space, Primary Bath(s), Wood Floors, Formal/Separate Dining Room, Floor Plan - Open
Lake Name: Chesapeake Bay
Lot: Backs to Trees, Landscaping
Lot Dimensions: 0.38 Acre(S)
Parking Notes: 9 Total Parking Spaces
Sewer: Public Sewer
SQFT Above Finished: 1936
SQFT Total Finished: 1936
Structure Type: Detached
Total Garage/Parking Spaces: 9
Water: Well
Water Access: Boat - Powered, Canoe/Kayak, Fishing Allowed

Local Schools

School District: KENT COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Save 6, Incorporated
Agency Phone: 3013556104

Shown By

Agent Name: Rae Wheelan
Agent Phone: (484) 769-2458
Agency Title: Berkshire Hathaway HomeServices Homesale Realty

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Estimated Payment

$ 1,323.07 per month $934.52 Principal & Interest $266.08 Property Tax $122.47 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 11/08/2026. The listing information on this page last changed on 11/08/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sun 11/08/2026 12:00:00 AM EST) or Bright MLS (last updated Sat 11/07/2026 12:33:33 AM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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Agent License Information: 
Licensed in Pennsylvania
Regina (Rae) Wheelan 

955 Berkshire Boulevard, Suite 100, Wyomissing, PA 19610
610-372-3200

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