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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: 2026-07-12T22:30:26.351381Z. Listing information is provided by Bright MLS. Listings are generated from various brokers who participate in IDX. Information is deemed reliable but not guaranteed.