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4440 BAILDON RD, TRAPPE, MD 21673

4 Beds

5 Baths

3,589SqFt

Active

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.

Property Details
Price $2,895,000
Bedrooms 4
Full Baths 3
Half Baths 2
Total Baths 5
Property Style Colonial
Lot Size Area Units Square Feet
Acres 3.18
Property Type Residential
Sub type SingleFamilyResidence
MLS Sub type Detached
Stories 1
Features 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
Exterior Features Chimney Cap(s),Extensive Hardscape,Exterior Lighting,Gutter System,Sidewalks
Year Built 1968
Fireplaces 2
Subdivision BAILDON
Roof Architectural Shingle
Waterfront Island Creek
Heating Heat Pump(s)
Foundation Crawl Space
Accessibility 2+ Access Exits
Pool features Concrete,Filtered,In Ground
Parking Description Asphalt Driveway
Garage spaces 2
Geographic Data
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.
County TALBOT
Latitude 38.67196
Longitude -76.12292
Address Information
Address 4440 BAILDON RD, TRAPPE, MD 21673
Postal Code 21673
City TRAPPE
State MD
Country United States
Listing Information
Listing Office Benson & Mangold, LLC
Listing Office Email info@bensonandmangold.com
Listing Agent Janet Larson
Special listing conditions Standard
Ownership Fee Simple
Virtual Tour URL https://my.matterport.com/show/?m=KdTpAJgBEJ1
School Information
District TALBOT COUNTY PUBLIC SCHOOLS
Elementary School WHITE MARSH
High School EASTON
MLS Information
Days on market 1
MLS Status Active
Listing Date Jul 12, 2026
Listing Last Modified Jul 12, 2026
Tax ID 2103121569
Tax Year 2025
Tax Annual Amount 12464
MLS # MDTA2014482

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Last updated: 2026-07-12T21:00:27.711955Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.