Thanksgiving Farm | A Rare Eastern Shore Offering | Nearly 100 Acres of Possibility

Back on the Market due to Buyer's FSA financing falling through. SELLER NOW OFFERING A $20,000 CREDIT TOWARDS FRESH PAINT & NEW CARPET. Welcome to Thanksgiving Farm, an exceptional opportunity to own nearly 100 acres of prime Eastern Shore farmland just minutes from charming small towns and within easy reach of Ocean City, Annapolis, and major airports. This versatile estate includes two parcels – one is a separate, buildable 13.81-acre lot, offering future flexibility or potential multi-generational living. Tucked at the end of a long private drive, the main home is a thoughtfully designed farmhouse that perfectly blends classic charm and practical living. The home features four spacious bedrooms upstairs, including a private primary suite with a sitting area, large bathroom, and direct access to a massive bonus room – perfect for a home office, yoga studio, sewing room, or playroom. The bonus room also has its own private staircase, making it a truly flexible space. On the main level, enjoy hardwood floors throughout, a light-filled kitchen that opens to a casual dining area and cozy family room with a wood stove. Just off the family room, a large screened-in porch overlooks the property’s picturesque fields, gardens, mature trees, and classic barn. A formal living room and dining room round out the main level, ideal for gatherings and entertaining. There’s also a convenient first-floor bedroom. The unfinished attic—with walk-up stairs, windows, and skylights—offers the potential for a bunk room, office, or gym, while the walk-out basement is ideal for a workshop or storage and connects directly to the attached garage. Outdoors, the land itself is the true star. Of the 99.81± total acres, approximately 70 are tillable—ideal for row crops or converting to a regenerative farm. Several low-lying areas create opportunities for duck ponds or managed impoundments. The remainder of the property is wooded and absolutely teeming with wildlife—whitetail deer, turkey, and more—making it a hunter’s paradise. A large equipment shed offers ample space for tractors, ATVs, RVs, boats, and anything else you can imagine. Whether you’re looking to work the land, create a multigenerational retreat, or simply unwind in the heart of Maryland’s farm country, Thanksgiving Farm offers endless possibilities.