Trappe, MD 21673 4440 Baildon Road
$2,895,000
OPEN HOUSE Sun, Jul 19 2026 11:00 AM - 1:00 PM



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Presented By: Benson & Mangold, LLC
Home Details
With sweeping sunset views, this picturesque estateperfectly situation on a deepwater point with a private dock on Island Creek just off the Choptank Riveroffers the rare combination of privacy, acreage, and refined Eastern Shore living. Just ten minutes from Easton, Oxford, and Cambridge, the property features an impressive twostory Tidewater Colonial of approximately 3,500 fsf that includes a firstfloor primary suite with a private library, multiple walkin 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 twocar 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 firstfloor primary suite, adding an exceptional bar/butlers pantry with custom cabinetry, refrigerator, dishwasher, and icemaker, and creating a central multi-purpose laundry room. Exterior features include lowmaintenance brick and siding, new roof on the renovated waterside, paved drive with ample parking, and an attached twocar garage with a separate climatecontrolled 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 propertys many vantage points, enjoy majestic shade trees, mature landscaping, and an ever-changing panorama of natural beautyimagine watching schools of fish and abundant waterfowl dailymaking this an ideal Eastern Shore retreat.
Presented By: Benson & Mangold, LLC
Interior Features for 4440 Baildon Road
Bedrooms
Bedrooms Count All Upper Levels3
Bedrooms Count Upper Level 13
Main Level Bedrooms1
Total Bedrooms4
Bathrooms
Bathrooms Half Main Level2
Bathrooms Full Upper Level 12
Bathrooms Full All Upper Levels2
Bathrooms Count Upper Level 12.00
Bathrooms Count All Upper Levels2
Half Baths2
Total Baths5
Other Interior Features
LivingAreaSourceEstimated
Below Grade Unfin Area UnitsSquare Feet
Below Grade Unfin SQFT0
Below Grade Unfin SQFT SourceAssessor
Above Grade Finished Area3589
Above Grade Finished Area SourceEstimated
Above Grade Finished Area Unit TypeSquare Feet
Basement (Y/N)No
Below Grade Finished Area0
Below Grade Finished Area SourceAssessor
Below Grade Finished Area Unit TypeSquare Feet
Central Air Y/NYes
Fireplace FeaturesFireplace - Glass Doors, Gas/Propane, Wood
Fireplace Y/NYes
FlooringHardwood, Ceramic Tile
Heating FuelElectric
Heating Y/NYes
Hot WaterElectric
Interior Amenities2nd 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 Clos
Laundry TypeMain Floor
Total Fireplaces2
Window FeaturesDouble Hung, Double Pane, Replacement
Other Rooms
Room TypeDining 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
Room Details for 4440 Baildon Road
Bedroom 2
level
Upper 1
description
Flooring - Solid Hardwood, Walk-In Closet(s), Attic - Floored
Bedroom 3
level
Upper 1
description
Flooring - Solid Hardwood
Bedroom 4
level
Upper 1
description
Flooring - Solid Hardwood, Attached Bathroom
Breakfast Room
level
Main
description
Flooring - Solid Hardwood
Dining Room
level
Main
description
Fireplace - Wood Burning, Flooring - Solid Hardwood, Formal Dining Room
Efficiency (Additional)
level
Upper 1
Exercise Room
level
Main
Family Room
level
Main
description
Flooring - Solid Hardwood, Fireplace - Gas
Foyer
level
Main
description
Flooring - Solid Hardwood
Foyer # 2
level
Main
description
Flooring - Solid Hardwood
Full Bath
level
Upper 1
description
Flooring - Ceramic Tile, Attic - Floored
Full Bath # 2
level
Upper 1
description
Bathroom - Tub Shower
Half Bath
level
Main
description
Flooring - HardWood
Half Bath # 2
level
Main
Kitchen
level
Upper 1
Kitchen # 2
level
Main
description
Flooring - Solid Hardwood, Island, Lighting - Recessed, Countertop(s) - Quartz, Countertop(s) - Granite
Kitchen # 3
level
Main
description
Flooring - HardWood, Wet Bar
Laundry
level
Main
description
Flooring - Solid Hardwood
Library
level
Main
description
Flooring - Solid Hardwood, Fireplace - Gas, Built-Ins
Mud Room
level
Main
Primary Bathroom
level
Main
description
Bathroom - Soaking Tub, Bathroom - Stall Shower, Double Sink
Primary Bedroom
level
Main
description
Flooring - Solid Hardwood, Walk-In Closet(s)
Screened Porch
level
Main
description
Flooring - Tile/Brick, Lighting - Pendants
Storage Room
level
Upper 1
Storage Room # 2
level
Main
Sun/Florida Room
level
Main
description
Flooring - Tile/Brick, Ceiling Fan(s), Cathedral/Vaulted Ceiling
General for 4440 Baildon Road
Accessibility2+ Access Exits
AppliancesBuilt-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
Architectural StyleColonial
Association Recreation FeeN
Bathrooms Count Main Level3.00
Bathrooms Full Main Level1
Body of WaterIsland Creek
Builder NameBruce Harrington
CityTRAPPE
Condo/Coop Association fee Y/NNo
Construction MaterialsBrick, Stick Built, Vinyl Siding
Cool FuelElectric
CoolingCentral A/C, Heat Pump(s), Ceiling Fan(s)
CountyTALBOT
DirectionsFrom 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
DisclosuresBuried Fuel Tanks, Prop Disclaimer
ExclusionsLight fixture over breakfast room table
Facing DirectionEast
Full Baths3
Garage Spaces2.00
Garage Y/NYes
HOANo
HeatingHeat Pump(s)
Historic Y/NNo
Home Warranty Y/NNo
Lease Considered Y/NNo
Legal Subdivision*
Levels1.5
Living Area3589
Lot Size Square Feet138521.00
Lot Size UnitsSquare Feet
New ConstructionNo
Other StructuresAbove Grade, Below Grade
OwnershipFee Simple
Patio/Porch FeaturesPatio(s), Porch(es)
Pool FeaturesConcrete, Filtered, In Ground
PossessionSettlement
Price Per Sq Ft Total AG806.63
Property ConditionExcellent
Property TypeResidential
RoofArchitectural Shingle
School DistrictTALBOT COUNTY PUBLIC SCHOOLS
Senior Community Y/NNo
SewerPrivate Septic Tank, Septic = # of BR
Standard StatusActive
StatusACTIVE
Structure TypeDetached
Subdivision NameBAILDON
Tax Annual Amount12464.0
Tax Assessed Value1404600.0
Tax Lot7
Tax Year2025
Total SQFT3589
UtilitiesPropane
Vacation Rental Y/NNo
Virtual TourClick here
Water Access Y/NYes
Waterfront FeaturesPrivate Dock Site
Year Built1968
Year Built SourceAssessor
ZoningRR
Exterior for 4440 Baildon Road
# of Attached Garage Spaces2
Dock Type and FeaturesMaterial - Treated Lumber, Multiple Slip, Pier (Perpendicular)
Dock/Slip Conveys YNYes
Door FeaturesFrench, Six Panel
Exterior AmenitiesChimney Cap(s), Extensive Hardscape, Exterior Lighting, Gutter System, Sidewalks
Foundation DetailsCrawl Space
Garage FeaturesGarage - Front Entry, Additional Storage Area, Garage Door Opener, Inside Access, Oversized
InclusionsPool equipment
Land Assessed Value901600.00
Land Use CodeR
Lot Size Acres3.18
Lot Size SourceAssessor
Navigable Water Y/NYes
Number of Docks1
Number of Slips2
Parking FeaturesAsphalt Driveway
PoolYes - Personal
Total Parking Spaces8
Type of ParkingAttached Garage, Driveway
Water Access FeaturesBoat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access
Water Body TypeRiver
Water Oriented Y/NYes
Water SourceWell, Private
Water View Y/NNo
Waterfront Y/NYes
Additional Details
Price History
Schools
Middle School
N/A
High School
Easton High School
Elementary School
White Marsh Elementary School
Jeremy Burns
Price
$2,895,000
MLS#MDTA2014482
List Date
07/12/2026
Property Type
Single Family
Phone
(303) 523-8885
SQFT • 3,589