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Single family home for sale at 4440 Baildon Rd, Trappe, MD 21673 | MLS# MDTA2014482 | Listing updated on 2026-10-09
Photo 1 of Single family home for sale at 4440 Baildon Rd, Trappe, MD 21673 | MLS# MDTA2014482 | Listing updated on 2026-10-09
Photo 2 of Single family home for sale at 4440 Baildon Rd, Trappe, MD 21673 | MLS# MDTA2014482 | Listing updated on 2026-10-09
Photo 3 of Single family home for sale at 4440 Baildon Rd, Trappe, MD 21673 | MLS# MDTA2014482 | Listing updated on 2026-10-09
Photo 4 of Single family home for sale at 4440 Baildon Rd, Trappe, MD 21673 | MLS# MDTA2014482 | Listing updated on 2026-10-09
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$2,695,000

Monthly Est:$13,414

  • Beds Icon4 Beds
  • Beds Icon
    5 Baths
  • Beds Icon3,589sqft

4440 Baildon Rd, Trappe, MD 21673

$13,414/moEst:

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  • 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 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Talbot Md County

  • City

    Trappe

  • 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

DateEventPrice

07/12/2026

Source: mls_logoBright MLS-NJ #MDTA2014482

Listed for Sale

$2,895,000 +7.42%

$807/sqft

07/12/2026

Source: mls_logoBright MLS-NJ #MDTA2014482

Price Increased

$2,695,000 +99.63%

$751/sqft

08/20/2015

Source: mls_logoBright MLS-NJ #1002910504

Sold

$1,350,000

$376/sqft

Nearby Homes

Based on information from Bright MLS through Oct 09, 2026, 02:30PM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

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