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Sherry Davis
REALTOR®
Cell: (717) 816-2740
Office: (301) 745-1620
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4440 Baildon Road , Trappe, MD 21673

$2,895,000
  • 4440 Baildon Road , Trappe, MD 21673 Main Photo

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New to the Market
BEDS4 BATHS3 full 2 partial SQUARE FEET3,589 MLS#MDTA2014482
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONBAILDON SCHOOLTALBOT COUNTY PUBLIC SCHOOLS

Property Description

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.

4440 Baildon Road | MLS# MDTA2014482

This single family home located at 4440 Baildon Road , Trappe, MD 21673 is currently listed for sale with an asking price of $2,895,000. This property was built in 1968 and has 4 bedrooms and 3 full and 2 partial baths with 3589 sq. ft. Baildon Road is located in the BAILDON subdivision within the TALBOT COUNTY PUBLIC SCHOOLS school district. Search BAILDON real estate on sherrydavis.homesale.com today.

Property Features

Property Type: Residential - Single Family
Cooling: Central A/C, Heat Pump(s), Ceiling Fan(s)
Fireplaces: 2
Fuel Type: Electric
Garage: 2
Heating: Heat Pump(s)
Home Style: Colonial
Lot Size: 3.18 Acres
Roof Type: Architectural Shingle
Stories: 1.5
Taxes: $12,464
Year Built: 1968

Feature Descriptions

Accessibility: 2+ Access Exits
Additional Structures: Above Grade, Below Grade
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
Exterior: Chimney Cap(s), Extensive Hardscape, Exterior Lighting, Gutter System, Sidewalks
Exterior: Brick, Stick Built, Vinyl Siding
Fireplace: Fireplace - Glass Doors, Gas/Propane, Wood
Flooring: Hardwood, Ceramic Tile
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
Lake Name: Island Creek
Lot Dimensions: 3.18 Acre(S)
Parking Features: Asphalt Driveway
Parking Notes: 8 Total Parking Spaces
Pet Restrictions: No Pet Restrictions
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
Sewer: Private Septic Tank, Septic = # of BR
SQFT Above Finished: 3589
SQFT Total Finished: 3589
Structure Type: Detached
Swimming Pool: Concrete, Filtered, In Ground
Total Garage/Parking Spaces: 8
Utilities: Propane
Water: Well, Private
Water Access: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access
Waterfront: Private Dock Site
Windows: Double Hung, Double Pane, Replacement

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: 15 x 5 Level - Upper 1
Kitchen: 6 x 4 Level - Upper 1
Family Room: 19 x 15 Level - Main
Kitchen: 16 x 14 Level - Main
Breakfast Room: 13 x 6 Level - Main
Sun/Florida Room: 17 x 14 Level - Main
Kitchen: 15 x 5 Level - Main
Screened Porch: 27 x 9 Level - Main
Exercise Room: 16 x 7 Level - Main
Bedroom 4: 26 x 15 Level - Upper 1

Local Schools

High School: EASTON
Elementary School: WHITE MARSH
School District: TALBOT COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Benson & Mangold, LLC
Agency Phone: 4107450415

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Estimated Payment

$ 8,326.06 per month $6,443.01 Principal & Interest $1,038.67 Property Tax $844.38 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 07/12/2026. The listing information on this page last changed on 07/12/2026. 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 07/12/2026 12:05:47 AM EST) or Bright MLS (last updated Sat 07/11/2026 11:56:49 PM 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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