4440 Baildon Road • Trappe, MD 21673

$2,895,000 Beds: 4 • Baths: 3 full 2 partial • Sq. Feet: 3589 • MLS ID: MDTA2014482 • Subdivision: BAILDON • School Dist: TALBOT COUNTY PUBLIC SCHOOLS
With sweeping sunset views, this picturesque estate—perfectly sited 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—schools of fish, abundant waterfowl, and diverse wildlife—making this an ideal Eastern Shore retreat. View this listing at: http://markhess.homesale.com/mls=MDTA2014482

Property Features

  • Garage: 2
  • Taxes: $12,464
  • Roof Type: Architectural Shingle
  • Exterior: Brick,Stick Built,Vinyl Siding
  • Parking Notes: 8 Total Parking Spaces
  • Lot Size: 3.18 Acres
  • Lot Dimensions: 3.18 Acre(S)
  • Heating: Heat Pump(s)
  • Fuel Type: Electric
  • Cooling: Central A/C,Heat Pump(s),Ceiling Fan(s)
  • Year Built: 1968
  • Fireplaces: 2
  • Water: Well,Private
  • Sewer: Private Septic Tank,Septic = # of BR
  • Stories: 1.5
  • Accessibility: 2+ Access Exits
  • Additional Structures: Above Grade,Below Grade
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 8
  • Parking Features: Asphalt Driveway
  • Pet Restrictions: No Pet Restrictions
  • Appliances: Built-In Microwave,Built-In Range,Commercial Range,Dishwasher,Disposal,Dryer,Washer,Exhaust Fan,Extra Refrigerator/Freezer,Instant Hot Water,Oven - Double,Oven/Range - Gas,Range Hood,Refrigerator,Six Burner Stove,Stainless Steel Appliances,Water Heater - Tankless,Water Heater
  • Rooms: Dining Room,Primary Bedroom,Bedroom 2,Bedroom 3,Bedroom 4,Kitchen,Family Room,Library,Foyer,Breakfast Room,Sun/Florida Room,Exercise Room,Laundry,Mud Room,Storage Room,Efficiency (Additional),Primary Bathroom,Full Bath,Half Bath,Screened Porch
  • Lake Name: Island Creek
  • Swimming Pool: Concrete,Filtered,In Ground
  • SQFT Total Finished: 3589
  • SQFT Above Finished: 3589
  • Exterior: Chimney Cap(s),Extensive Hardscape,Exterior Lighting,Gutter System,Sidewalks
  • Interior: 2nd Kitchen,Additional Stairway,Attic,Bar,Bathroom - Jetted Tub,Bathroom - Soaking Tub,Bathroom - Stall Shower,Bathroom - Tub Shower,Bathroom - Walk-In Shower,Breakfast Area,Butlers Pantry,Cedar Closet(s),Ceiling Fan(s),Combination Kitchen/Living,Crown Moldings,Entry Level Bedroom,Floor Plan - Traditional,Formal/Separate Dining Room,Kitchen - Eat-In,Kitchen - Gourmet,Kitchen - Island,Kitchen - Table Space,Primary Bath(s),Recessed Lighting,Upgraded Countertops,Walk-in Closet(s),Wet/Dry Bar,Window Treatments,Wood Floors
  • Fireplace: Fireplace - Glass Doors,Gas/Propane,Wood
  • Flooring: Hardwood,Ceramic Tile
  • Waterfront: Private Dock Site
  • Water Access: Boat - Powered,Canoe/Kayak,Fishing Allowed,Personal Watercraft (PWC),Private Access
  • Windows: Double Hung,Double Pane,Replacement
  • Utilities: Propane

Room Sizes

  • Bedroom 2: 18 x 15 Level: Upper 1
  • Bedroom 3: 15 x 9 Level: Upper 1
  • Full Bath: 9 x 6 Level: Upper 1
  • Full Bath: 9 x 7 Level: Upper 1
  • Kitchen: 9 x 6 Level: Upper 1
  • Primary Bedroom: 15 x 20 Level: Main
  • Primary Bathroom: 12 x 9 Level: Main
  • Library: 11 x 16 Level: Main
  • Family Room: 18 x 16 Level: Main
  • Kitchen: 16 x 14 Level: Main
  • Breakfast Room: 13 x 6 Level: Main
  • Foyer: 7 x 18 Level: Main
  • Sun/Florida Room: 17 x 13 Level: Main
  • Dining Room: 21 x 14 Level: Main
  • Laundry: 14 x 5 Level: Main
  • Kitchen: 15 x 5 Level: Main
  • Screened Porch: 23 x 10 Level: Main
  • Mud Room: 9 x 11 Level: Main
  • Exercise Room: 16 x 7 Level: Main
  • Bedroom 4: 22 x 15 Level: Upper 1
  • Storage Room: 5 x 5 Level: Main
  • Half Bath: 8 x 4 Level: Main
  • Foyer: 21 x 7 Level: Main

School Information

  • High School: EASTON
  • Elementary School: WHITE MARSH
  • School District: TALBOT COUNTY PUBLIC SCHOOLS
Printed July 13, 2026


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