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.
For sale
Price increase: $20K (11/6)
$419,900
8630 Elm Rd, Chestertown, MD 21620
5beds
1,936sqft
Single Family Residence
Built in 2006
0.38 Acres Lot
$418,200 Zestimate®
$217/sqft
$4/mo HOA
What's special
Expanded deckApproximately two-year-old water heaterRecently replaced washerHot tubFire pitStainless-steel appliances
- 86 days
- 388
- 28
Zillow last checked:
Listing updated:
Listed by:
Larry Lessin 301-355-6104,
Save 6, Incorporated 301-355-6104
Source: Bright MLS,MLS#: MDKE2006914
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Basement
- Area: 0
Heating
- Heat Pump, Electric
Cooling
- Central Air, Ceiling Fan(s), Electric
Appliances
- Included: Microwave, Cooktop, Dishwasher, Dryer, Ice Maker, Stainless Steel Appliance(s), Washer, Electric Water Heater
Features
- Attic, Built-in Features, Ceiling Fan(s), Eat-in Kitchen, Kitchen - Table Space, Primary Bath(s), Formal/Separate Dining Room, Open Floorplan
- Flooring: Carpet, Wood
- Has basement: No
- Has fireplace: No
Interior area
- Total structure area: 1,936
- Total interior livable area: 1,936 sqft
- Finished area above ground: 1,936
- Finished area below ground: 0
Property
Parking
- Total spaces: 9
- Parking features: Garage Door Opener, Inside Entrance, Driveway, Attached
- Attached garage spaces: 1
- Uncovered spaces: 8
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Porch
- Pool features: None
- Waterfront features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Bay
- Body of water: Chesapeake Bay
Lot
- Size: 0.38 Acres
- Features: Backs to Trees, Landscaped
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1506009387
- Zoning: RR
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Other
Condition
- New construction: No
- Year built: 2006
Utilities & green energy
- Sewer: Public Sewer
- Water: Well
Community & HOA
Community
- Subdivision: Tolchester Estates
HOA
- Has HOA: Yes
- Services included: Other
- HOA fee: $50 annually
Location
- Region: Chestertown
Financial & listing details
- Price per square foot: $217/sqft
- Tax assessed value: $315,967
- Annual tax amount: $3,193
- Date on market: 8/14/2026
- Listing agreement: Exclusive Agency
- Ownership: Fee Simple
Estimated market value
$418,200
$397,000 - $439,000
$2,490/mo
Price history
| Date | Event | Price |
|---|---|---|
| 11/6/2026 | Price change | $419,900+5%$217/sqft |
Source: | ||
| 10/16/2026 | Price change | $399,900-5.9%$207/sqft |
Source: | ||
| 8/26/2026 | Price change | $424,900-4.5%$219/sqft |
Source: | ||
| 8/14/2026 | Listed for sale | $445,000+21.6%$230/sqft |
Source: | ||
| 6/2/2022 | Sold | $366,000+4.6%$189/sqft |
Source: | ||
| 5/2/2022 | Pending sale | $349,900+37.2%$181/sqft |
Source: | ||
| 3/24/2021 | Sold | $255,000$132/sqft |
Source: Public Record Report a problem | ||
| 9/30/2020 | Sold | $255,000-7.2%$132/sqft |
Source: Agent Provided Report a problem | ||
| 7/24/2020 | Price change | $274,900-1.8%$142/sqft |
Source: Chesapeake Real Estate Associates, LLC #MDKE116230 Report a problem | ||
| 3/12/2020 | Listed for sale | $279,900+24.4%$145/sqft |
Source: Chesapeake Real Estate Associates, LLC #MDKE116230 Report a problem | ||
| 5/23/2017 | Sold | $225,000$116/sqft |
Source: Public Record Report a problem | ||
| 3/30/2017 | Pending sale | $225,000$116/sqft |
Source: Rock Hall Properties Real Estate #KE9637877 Report a problem | ||
| 10/27/2016 | Price change | $225,000-5.9%$116/sqft |
Source: Rock Hall Properties Real Estate #KE9637877 Report a problem | ||
| 8/12/2016 | Price change | $239,000-2.4%$123/sqft |
Source: Rock Hall Properties Real Estate #KE9637877 Report a problem | ||
| 6/21/2016 | Price change | $245,000-2%$127/sqft |
Source: Rock Hall Properties Real Estate #KE9637877 Report a problem | ||
| 4/25/2016 | Listed for sale | $250,000+59.2%$129/sqft |
Source: Rock Hall Properties Real Estate #KE9637877 Report a problem | ||
| 1/15/2015 | Sold | $157,000-13.7%$81/sqft |
Source: Public Record Report a problem | ||
| 8/30/2014 | Listed for sale | $182,000+1.5%$94/sqft |
Source: Long & Foster Real Estate #KE8443151 Report a problem | ||
| 6/30/2014 | Sold | $179,350$93/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2026 | -- | $315,967 +12.2% |
| 2025 | $3,193 +13.9% | $281,533 +13.9% |
| 2024 | $2,802 +3.6% | $247,100 +3.6% |
| 2023 | $2,705 +4.7% | $238,500 -3.5% |
| 2022 | $2,584 +3% | $247,100 +11.7% |
| 2021 | $2,510 +1.3% | $221,300 +1.3% |
| 2020 | $2,479 +1.3% | $218,567 -1.2% |
| 2019 | $2,448 +1.3% | $221,300 +3.8% |
| 2018 | $2,417 | $213,100 |
| 2017 | $2,417 -11.7% | $213,100 |
| 2016 | $2,735 | $213,100 -2.5% |
| 2015 | $2,735 | $218,500 |
| 2014 | $2,735 | $218,500 |
| 2013 | -- | $218,500 -11.4% |
| 2012 | -- | $246,600 |
| 2011 | -- | $246,600 |
| 2010 | -- | $246,600 -6.3% |
| 2009 | -- | $263,270 +14.2% |
| 2008 | -- | $230,616 +16.5% |
| 2007 | -- | $197,963 +836.4% |
| 2006 | -- | $21,140 +11.5% |
| 2005 | -- | $18,960 +1347.3% |
| 2004 | -- | $1,310 |
| 2003 | -- | $1,310 |
| 2002 | -- | $1,310 |
| 2001 | -- | $1,310 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
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Neighborhood: 21620
Nearby schools
Schools provided by the listing agent
- District: Kent County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




