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$2,695,000
Monthly Est:$13,414
4 Beds
- 5 Baths
3 full baths + 2 half baths
3,589sqft
4440 Baildon Rd, Trappe, MD 21673
$2,695,000
$13,414/moEst:
Get Pre-Approved
Single Family Residence
Built in 1968
$-- HOA
3.18 acres lot
$751/sq.ft
Description
Price improvement reduced $200,000! 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.
- Houzeo last checked: 12 hours ago
- Listing updated: October 9, 2026 at 6:57 pm
- Listing Provided by: Janet R Larson (410) 310-1797 | Benson & Mangold, LLC (410) 745-0415
- Source: Bright MLS-NJ | MLS#: MDTA2014482

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1968
HOA Fees
-
Finished Area
3,589 sqft
Lot Size
3.18 acres lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDTA2014482
MLS Status
ACTIVE-BRIGHT
Days on Market
90

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 4
Bathrooms: 5
Interior
Exterior Features
Chimney Cap(s), Extensive Hardscape, Exterior Lighting, Gutter System, Sidewalks
Sewer
Private Septic Tank, Septic = # Of Br
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
Window Features
Double Hung, Double Pane Windows, Replacement
Flooring
Hardwood, Ceramic Tile
Cooling
Central A/c, Heat Pump(s), Ceiling Fan(s)
Interior 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
Heating
Heat Pump(s)
Construction
Year Built
Year Built: 1968
Home type
Single Family Residence
Construction Materials
Brick, Stick Built, Vinyl Siding
Property Condition
Excellent
Architectural Style
Colonial
Foundation Details
Crawl Space
Roof
Architectural Shingle
Utilities & Energy
Pool Features
Concrete, Filtered, In Ground
Parking Features
Asphalt Driveway
Water Source
Well, Private
Utilities
Propane
Fireplace Features
Fireplace Glass Doors, Gas/propane, Wood
Other Features
Patio And Porch Features
Patio, Porch
Subdivision Name
Baildon
Price History
| Date | Event | Price |
|---|---|---|
07/12/2026 Source: | Listed for Sale | $2,895,000 +7.42% $807/sqft |
07/12/2026 Source: | Price Increased | $2,695,000 +99.63% $751/sqft |
08/20/2015 Source: | Sold | $1,350,000 $376/sqft |
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