picture-gallery
About 4440 BAILDON ROAD, Trappe, Maryland, 21673
Enjoy a Piazza Italian Market lunch at this Public and Broker/Agent open house Thursday 8/6 11am-1pm. With sweeping sunset views, this picturesque estate—perfectly situation on a deepwater point with a private dock on Island Creek just off the Choptank River—offers the rare combination of privacy, acreage, and refined Eastern Shore living. Just ten minutes from Easton, Oxford, and Cambridge, the property features an impressive two‑story Tidewater Colonial of approximately 3,500± fsf that includes a first‑floor primary suite with a private library, multiple walk‑in closets, and a beautifully finished bath; two additional bedrooms and full bath upstairs; a guest apartment with separate kitchenette, bedroom and full bath; a large two‑car garage; and a stunning concrete pool framed by expansive stone patios. The current owners thoughtfully reimagined and upgraded the interior, relocating the kitchen to the waterside, expanding and renovating the spacious family room and first‑floor primary suite, adding an exceptional bar/butler’s pantry with custom cabinetry, refrigerator, dishwasher, and icemaker, and creating a central multi-purpose laundry room. Exterior features include low‑maintenance brick and siding, new roof on the renovated waterside, paved drive with ample parking, and an attached two‑car garage with a separate climate‑controlled workout room and half bath. The fully protected, riprapped shoreline spans approximately 665 feet and features a new pier with two deepwater slips (6’+ MLW), electric and water service, plus a separate kayak dock and launch. From any of the property’s many vantage points, enjoy majestic shade trees, mature landscaping, and an ever-changing panorama of natural beauty—imagine watching schools of fish and abundant waterfowl daily—making this an ideal Eastern Shore retreat.

Street Address: 4440 BAILDON ROAD
City: Trappe
State: Maryland
Postal Code: 21673
Directions: From Oxford Rd take Spring Rd, left on Alms House Rd, right on White Marsh Rd, right on Sanderstown Rd (if coming off Rt 50 turn on Sanderstown Rd and use remaining directions), right on Southside Island Creek Rd, right on Baildon Road to end.

Property Information :
Listing Status: Active
Size: 3,589 Sqft
MLS #: MDTA2014482
Bedrooms: 4 bd
Bathrooms: 4 ba
Price: $2,895,000
Tax Amount: 12464
Construction Status: Built in 1968
Last Modified : Aug 5 2026 8:00PM

Courtesy of: Janet Larson, Benson & Mangold, LLC (MLS# BAM2)
Source MLS: BRIGHT