4440 Baildon Rd

Trappe, MD 21673

$2,895,000
Price
4
Beds
3,589 Sq. Ft.
$807 / Sq. Ft.
3,589
Sq. Ft.
$807
per Sq. Ft.
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Virtual TourNew
Virtual TourNew
Year-round sunset views
Rear view, pool and patios
New L pier to 6' mlw
Point on Island Creek
Hunting blind, owners have shoreline license
Backyard fire pit
kayak dock
Main entrance, brick walk
Main entrance towards garage
Concrete pool
Evening light
Foyer
Library off primary bedroom
Primary bath with soaking tub and shower
two sinks
Primary bedroom
Primary bedroom French door to pool area
kitchen, French doors to deck and pool
Kitchen 6 burner, griddle, 2 ovens, hood vent
Kitchen island with large farm sink
Breakfast room overlooking Island Creek
Family room with gas fireplace
Sunroom
Elegant dining room with wood burning fireplace
Foyer off dining room
Powder room off foyer/dining room
Butlers pantry with wet bar, frig, icemaker
Laundry room
Main Foyer, hall to laundry, stairs to 2nd floor
2nd floor Bedroom 2
Bedroom 2
Tons of storage
2nd floor Bedroom 3
2nd floor hall bath
Hall to dining room
Stairs to 2nd floor apartment over garage
Apartment kitchenette
Apartment bedroom #4
Apartment full bath
full bath
Breezeway porch
Heated/cooled exercise room
Powder room off exercise room
Oversized 2 car garage
Osprey nest

Description

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...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.
  1. Listed by Janet R Larson • Benson & Mangold, LLC
    P: (410)-310-1797 jlarson@bensonandmangold.com

Property Details for 4440 Baildon Road

Tax ID Number
2103121569
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Colonial
Levels/Stories
1.5
Furnished
No
LISTING UPDATED: 07/12/2026 02:01 PM

Property Details for 4440 Baildon Road

StatusActive
MLS #MDTA2014482
Days on Market1
Taxes$12,464 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1968
Lot Size3.18 AC / 138,521 SF
CountyTalbot County
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Location

Listing Courtesy of Benson & Mangold, LLC
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Building Information for 4440 Baildon Road

Stories-Year Built1968Building Size-Lot Size3.18 AC / 138,521 SF

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$15,465 per month

30 year fixed, 6.36% Interest

Principal and Interest

$14,426

Property Taxes

$1,039

HOA Dues

$0

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Property Information for 4440 Baildon Road

Location
Location
  • In City Limits: No
  • School District Name: TALBOT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138072466
  • SchoolDistrictSource: 3rd Party
  • Elementary School: WHITE MARSH (TALBOT MD)
  • ElementarySchoolSource: Listing Agent
  • High School: EASTON (TALBOT MD)
  • HighSchoolSource: Listing Agent
  • County: TALBOT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: Yes
  • Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC), Private Access
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: Yes
  • Water Body Name: Island Creek
  • Water Body Type: River
  • Water Frontage In Feet: 665.0
  • Docks Count: 1
  • Dock Type and Features: Material - Treated Lumber, Multiple Slip, Pier (Perpendicular)
  • Dock/Slip Conveys Y/N: true
  • Dock/Slip Conveyance: Exclusive Use, Physical Dock/Slip Conveys
  • Slips Count: 2
  • Boats Power Count: 3-5
  • Boats Nonpower Count: 3-5
  • Mean Low Water Feet: 6.00
  • Distance To Body Of Water: .00
  • Distance To Body Of Water Units: Feet
Association / Community Info
Association / Community Info
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $1,404,600
  • Year Assessed: 2026
  • County Tax: $12,464
  • Improvement Assessed Value: $503,000
  • Land Assessed Value: $901,600
  • Clean Green Assessed: No
  • Municipal Trash: No
  • Land Use Code: R
  • Agricultural Tax Due: No
  • Historic: No
  • Zoning: RR
  • Tax Lot: 7
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 3
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 2
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
Rooms
  • Room List: Dining 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 Bathroom, Full Bath, Half Bath, Screened Porch
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Storage Room
  • Room Level: Upper 1
  • Room Exists: Yes
Room 2
  • Room Type: Bedroom 2
  • Room Length: 18.0
  • Room Width: 15.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Solid Hardwood, Walk-In Closet(s), Attic - Floored
Room 3
  • Room Type: Bedroom 3
  • Room Length: 15.0
  • Room Width: 9.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Solid Hardwood
Room 4
  • Room Type: Full Bath
  • Room Length: 9.0
  • Room Width: 6.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Ceramic Tile, Attic - Floored
Room 5
  • Room Type: Full Bath
  • Room Length: 15.0
  • Room Width: 5.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Bathroom - Tub Shower
Room 6
  • Room Type: Kitchen
  • Room Length: 6.0
  • Room Width: 4.0
  • Room Level: Upper 1
  • Room Exists: Yes
Room 7
  • Room Type: Primary Bedroom
  • Room Level: Main
  • Room Exists: Yes
Room 8
  • Room Type: Primary Bathroom
  • Room Level: Main
  • Room Exists: Yes
Room 9
  • Room Type: Library
  • Room Level: Main
  • Room Exists: Yes
Room 10
  • Room Type: Family Room
  • Room Length: 19.0
  • Room Width: 15.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Solid Hardwood, Fireplace - Gas
Room 11
  • Room Type: Kitchen
  • Room Length: 16.0
  • Room Width: 14.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Solid Hardwood, Island, Lighting - Recessed, Countertop(s) - Quartz, Countertop(s) - Granite
Room 12
  • Room Type: Breakfast Room
  • Room Length: 13.0
  • Room Width: 6.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Solid Hardwood
Room 13
  • Room Type: Foyer
  • Room Level: Main
  • Room Exists: Yes
Room 14
  • Room Type: Sun/Florida Room
  • Room Length: 17.0
  • Room Width: 14.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Tile/Brick
Room 15
  • Room Type: Dining Room
  • Room Level: Main
  • Room Exists: Yes
Room 16
  • Room Type: Laundry
  • Room Level: Main
  • Room Exists: Yes
Room 17
  • Room Type: Kitchen
  • Room Length: 15.0
  • Room Width: 5.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Wet Bar
Room 18
  • Room Type: Screened Porch
  • Room Length: 27.0
  • Room Width: 9.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Tile/Brick, Lighting - Pendants
Room 19
  • Room Type: Mud Room
  • Room Level: Main
  • Room Exists: Yes
Room 20
  • Room Type: Exercise Room
  • Room Length: 16.0
  • Room Width: 7.0
  • Room Level: Main
  • Room Exists: Yes
Room 21
  • Room Type: Efficiency (Additional)
  • Room Level: Upper 1
  • Room Exists: Yes
Room 22
  • Room Type: Bedroom 4
  • Room Length: 26.0
  • Room Width: 15.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Solid Hardwood, Attached Bathroom
Room 23
  • Room Type: Storage Room
  • Room Level: Main
  • Room Exists: Yes
Room 24
  • Room Type: Half Bath
  • Room Level: Main
  • Room Exists: Yes
Room 25
  • Room Type: Half Bath
  • Room Level: Main
  • Room Exists: Yes
Building Info
Building Info
  • Builder Name: Bruce Harrington
  • Year Major Reno Remodel: 2021
  • Total Finished SQFT: 3,589.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 3,209.00
  • Total SQFT: 3,589.00
  • Total SQFT Source: Estimated
  • Main Entrance Orientation: East
  • Construction Materials: Brick, Stick Built, Vinyl Siding
  • Roof: Architectural Shingle
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8051/4585/5192/805145855192_512_384_WM_4RQ_7_dbhOLZpNwQ.jpg
  • Flooring Type: Hardwood, Ceramic Tile
  • Foundation Details: Crawl Space
  • Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bathrooms Half-Main Level-1, Bathrooms Half-Main Level-2, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
  • # Bathrooms Full: 3
  • # Bathrooms Half: 2
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 5296507
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 2
  • Driveway - # of Spaces: 6
  • Total Garage Spaces: 2
  • Parking Features: Asphalt Driveway
  • Garage Features: Garage - Front Entry, Additional Storage Area, Garage Door Opener, Inside Access, Oversized
Interior Features
Interior Features
  • 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
  • Fireplace: Yes
  • Fireplaces Count: 2
  • Fireplace Features: Fireplace - Glass Doors, Gas/Propane, Wood
  • 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
  • Accessibility Features: 2+ Access Exits
  • Door Features: French, Six Panel
  • Window Features: Double Hung, Double Pane, Replacement
  • Laundry Type: Main Floor
  • Virtual Tour URL Unbranded: https://my.matterport.com/show/?m=KdTpAJgBEJ1
Exterior Features
Exterior Features
  • Exterior Features: Chimney Cap(s), Extensive Hardscape, Exterior Lighting, Gutter System, Sidewalks
  • Outdoor Living Structures: Patio(s), Porch(es)
  • Pool: Yes - Personal
  • Personal Pool Features: Concrete, Filtered, In Ground
Utilities
Utilities
  • Utilities: Propane
  • Heating: Yes
  • Cooling Type: Central A/C, Heat Pump(s), Ceiling Fan(s)
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Well, Private
  • Sewer Septic: Private Septic Tank, Septic = # of BR
  • Internet Services: Fiber Optic
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS
  • List Agent URL: www.shoremove.com

Property History for 4440 Baildon Road

DateEvent & SourcePriceAppreciation
Jul 12, 2026

Listed (Active)

BRIGHT #MDTA2014482

$2,895,000—
Aug 20, 2015

Closed (Public Record)

Public Record #558526463

$1,350,000—
Aug 20, 2015

Closed

BRIGHT #1002910504

$1,350,000—
DateEvent & SourcePrice
07/12/2026

Listed (Active)

BRIGHT #MDTA2014482

$2,895,000
08/20/2015

Closed (Public Record)

Public Record #558526463

$1,350,000
08/20/2015

Closed

BRIGHT #1002910504

$1,350,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 4440 Baildon Road

Taxable ValueLand-Additions-Total-
Tax Record2023$10,918 ($910 / month)
Home Facts
Beds0Baths3Total Finished SqFt3,209 SqFtAbove Grade Finished SqFt3,209 SqFtStories2Lot Size138,521 SqFtStyleSingle Family ResidenceYear Built1968ZoningW2CountyTALBOTAPN03-121569Fireplace TypeHas Fireplace

Schools near 4440 Baildon Road

This home is within Talbot County Public Schools.
Rating
School
Type
Grades
Distance
White Marsh Elementary School
Public - PK to 5
Easton Middle School
Public - 6 to 8
Easton High School
Public - 9 to 12
Rating
School
Distance
White Marsh Elementary School
PublicPK to 5

Easton Middle School
Public6 to 8

Easton High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 4440 Baildon Road, Trappe, MD 21673

4440 Baildon Road is a single family home for sale in Trappe, MD 21673. This property was listed for sale on July 12, 2026 by Benson & Mangold, LLC, it's currently listed at $2,895,000. It has been on the market for a total of 1 days and was last sold on August 20, 2015. This listing's school district is Talbot County Public Schools. Nearby schools include White Marsh Elementary School, Easton Middle School and Easton High School. 4440 Baildon Road is a 4-bed, 5-bath, 3,589 sqft single family home built in 1968.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Benson & Mangold, LLC

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 07/12/2026 02:01 PM