$2,895,000

4440 Baildon Rd, Trappe, MD, 21673

4

Beds

4

Baths

3,589

Square feet

3.18

Acres

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.

Listing Details

OfficeBenson & Mangold, LLC
Contact Info(410) 745-0415

Facts & Features

MLS® # MDTA2014482
Price $2,895,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 2
Square Footage 3,589
Acres 3.18
Year Built 1968
Type Residential
Sub-Type Detached
Style Colonial
Status Active

Community Information

Address 4440 Baildon Rd
Subdivision BAILDON
City Trappe
County TALBOT-MD
State MD
Zip Code 21673
Senior Community No

Amenities

Amenities Additional Stairway, Attic, Bar, Bathroom - Jetted Tub, Bathroom - Soaking Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Butlers Pantry, Cedar Closet(s), Ceiling Fan(s), Crown Moldings, Entry Level Bedroom, Formal/Separate Dining Room, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Wet/Dry Bar, Window Treatments, Wood Floors
Utilities Propane
Parking Asphalt Driveway
# of Garages 2
Garages Garage - Front Entry, Additional Storage Area, Garage Door Opener, Inside Access, Oversized
Is Waterfront Yes
Waterfront River
Has Pool Yes
Pool Concrete, Filtered, In Ground

Interior

Interior Features Floor Plan - Traditional
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
Heating Heat Pump(s)
Cooling Central A/C, Heat Pump(s), Ceiling Fan(s)
Fireplace Yes
# of Fireplaces 2
Fireplaces Fireplace - Glass Doors, Gas/Propane, Wood
Stories 1.5

Exterior

Exterior Brick, Vinyl Siding
Exterior Features Chimney Cap(s),Extensive Hardscape,Exterior Lighting,Gutter System,Sidewalks,Patio(s),Porch(es),Concrete,Filtered,In Ground
Windows Double Hung, Double Pane, Replacement
Roof Architectural Shingle
Construction Brick, Stick Built, Vinyl Siding
Foundation Crawl Space
Other Structures 10000001172,10000001174

School Information

District TALBOT COUNTY PUBLIC SCHOOLS
Elementary WHITE MARSH
High EASTON

Additional Information

Date Listed July 12th, 2026
Days on Market 60
Zoning RR
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Map

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