16

Trappe, MD Homes for Sale with Acreage

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  • /63

    $1,695,000

    Open House 6/14
    • 2 Beds
    • 4 Baths
    • 1,893 Sq Ft

    1724 Ferry Point Ct, Trappe, MD 21673

    Welcome to Your Eastern Shore Waterfront Retreat. Enjoy the best of coastal living with three docks for boating, kayaking, and paddle boarding. The property features a solar-heated pool with a travertine marble surround, an outdoor kitchen, fish-cleaning station, two boat lifts, a pool house with bathroom, and more. Inside, you’ll find a gourmet kitchen, a double-sided wood-burning fireplace, and

    Agent Photo

    Martha Suss

    Coldwell Banker Realty

    (443) 501-2892

    1724 Ferry Point Ct, Trappe, MD 21673
  • /36

    $2,500,000

    • 5 Beds
    • 1 Bath

    4108 Saulsbury Ln, Trappe, MD 21673

    Discover one of Talbot Countys rare farms that combines productive farmland, waterfront, and exceptional recreational opportunities. This 105.72 acre agricultural property features approximately 80 acres of tillable ground and is well-suited for continued farming, income production, or long-term land investment. The open farmland is framed by wooded perimeter lines with a mixture of mature

    Casey Kennedy Whitetail Properties Real Estate

    4108 Saulsbury Ln, Trappe, MD 21673
  • /111

    $11,000,000

    $500K PRICE DROP
    • Land
    • 675 Acres
    • $16,296 per Acre

    2924 Ocean Gateway, Trappe, MD 21673

    Currently one of the largest Farm/Residential Estates available in the State of Maryland and a once in a lifetime opportunity to own it. This 662+ acres waterfront property with 1.8 miles of shoreline known as "Middleville" circa 1880 is truly a magnificent landholding. Located in Talbot County the property is improved with 5 Residents. A newly renovated Main Home that boasts Tidewater Colonial

    Jay Phillips Holiday Real Estate Inc.

    2924 Ocean Gateway, Trappe, MD 21673
  • /53

    $1,900,000

    • 3 Beds
    • 2 Baths
    • 1,966 Sq Ft

    3750 Windy Hill Rd, Trappe, MD 21673

    Talbot County Farm With Country Home, Multiple Outbuildings And Tillable AcThis exceptional farm in Talbot County, Maryland, presents a rare opportunity to own a highly productive Eastern Shore property that combines agricultural value, quality improvements, and premier recreational appeal. Situated in a region known for its fertile soils and strong farming history, this 90 acre home farm

    James Young LPT Realty, LLC

    3750 Windy Hill Rd, Trappe, MD 21673
  • /4

    $950,000

    $200K PRICE INCREASE
    • Land
    • 10.5 Acres
    • $90,476 per Acre

    1700 Ocean Gateway, Trappe, MD 21673

    Excellent Traffic Exposure - Frontage on Choptank River - Potential Winter Boat Storage - All Earnest Money Deposits (EMD) shall be held in escrow by listing broker.

    Robert E. Latshaw Jr Latshaw Real Estate Brokers & Advisors

    1700 Ocean Gateway, Trappe, MD 21673
  • /60

    $3,495,000

    • 4 Beds
    • 3.5 Baths
    • 6,877 Sq Ft

    4346 Southside Ln, Trappe, MD 21673

    Island Creek Estate — rare total privacy, deep water dockage, meaningful architecture, and superb build quality all intersect at this remarkable, truly one-of-a-kind waterfront offering. Set on approximately 6 acres of park-like grounds with 500± feet of shoreline and 6’± MLW, the property offers exceptional water access along the peaceful expanse of Island Creek. The setting is serene and

    Chuck Mangold Benson & Mangold, LLC

    4346 Southside Ln, Trappe, MD 21673
  • /3

    $49,900

    • Land
    • 1.28 Acres
    • $38,984 per Acre

    0 Ocean Gateway Unit MDTA2012696, Trappe, MD 21673

    1.28 Acres of vacant land on Route 50 Eastbound between Almshouse Road and Sanderstown Road. Undergrowth and small trees have been cleared and woodchips spread for easy access. Property does not have a SDA and therefore is not a buildable lot at this time. A 3 bedroom SDA application has been made for this 2026 wet season testing. Property will also need a driveway connection to Route 50 (an

    Holly Anderson Long & Foster Real Estate, Inc.

    0 Ocean Gateway Unit MDTA2012696, Trappe, MD 21673
  • /91

    $5,995,000

    • 6 Beds
    • 6 Baths
    • 9,566 Sq Ft

    27293 Southside Island Creek Rd, Trappe, MD 21673

    Wilderness Estate- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised of 47± acres, with original structures that are impeccably well-kept and improved with modern amenities, The Wilderness provides a unique opportunity to enjoy the best of the Eastern Shore. Surrounded by open space and preserved farmland with proximity to Oxford, Easton,

    Coard Benson Benson & Mangold, LLC

    27293 Southside Island Creek Rd, Trappe, MD 21673
  • /2

    $2,490,000

    $160K PRICE DROP
    • Land
    • 49.53 Acres
    • $50,273 per Acre

    0 Chloras Point Rd Unit MDTA2005786, Trappe, MD 21673

    Prime hunting farm on the Choptank River in Talbot County. 49+ acres, duck, geese, deer, 500'+ of waterfrontage, 3.5-4' MLW, pond, sandy beach, beautiful, broad, westerly views.

    Clifford Meredith Meredith Fine Properties

    0 Chloras Point Rd Unit MDTA2005786, Trappe, MD 21673
  • /96

    $2,675,000

    • 4 Beds
    • 3 Baths
    • 9,206 Sq Ft

    28923 Island Creek Rd, Trappe, MD 21673

    "New Scotland Farm" First time offered in decades! This special and unique offering includes 100 +/- acres of prime farm and hunting land, encompassing a spacious farmhouse and three additional income producing properties, two ponds, and deeded water access with a dock and slip on LaTrappe Creek. There is the potential for subdivision of 4 lots outside the of the critical area. (buyer to

    Debbie Lipscomb Benson & Mangold, LLC

    28923 Island Creek Rd, Trappe, MD 21673
  • /32

    $2,500,000

    • 5 Beds
    • 1 Bath
    • 2,278 Sq Ft

    4108 Saulsbury Rd, Trappe, MD 21673

    Discover one of Talbot County’s rare farms that combines productive farmland, waterfront, and exceptional recreational opportunities. This 105.72-acre agricultural property features approximately 80± acres of tillable ground and is well suited for continued farming, income production, or long-term land investment. The open farmland is framed by wooded perimeter lines with a mixture of mature

    James Young LPT Realty, LLC

    4108 Saulsbury Rd, Trappe, MD 21673
  • /10

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,378 Sq Ft

    4938 Old Trappe Rd, Trappe, MD 21673

    Situated on 2.6 private acres, this 3-bedroom, 2-bath Rancher offers peaceful country living with low-maintenance convenience. Recent updates include a newer roof and AC system, both only a few years old. The property provides plenty of space to enjoy the outdoors, with the added possibility of hunting right on your own land. A great opportunity for those seeking privacy, nature, and comfortable

    Eddie Matthews Benson & Mangold, LLC

    4938 Old Trappe Rd, Trappe, MD 21673
  • /91

    $8,750,000

    $50K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 9,566 Sq Ft

    27295 Southside Island Creek Rd, Trappe, MD 21673

    Wilderness Estate- REVISED OFFERING INCLUDES 5 PARCELS 6.27.25- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised of 234 acres, with original structures that are impeccably well-kept and improved with modern amenities, The Wilderness provides a unique opportunity to enjoy the best of the Eastern Shore. Surrounded by open space and preserved

    Coard Benson Benson & Mangold, LLC

    27295 Southside Island Creek Rd, Trappe, MD 21673
  • /54

    $1,900,000

    • Land
    • 90 Acres
    • $21,111 per Acre

    3750-A Windy Hill Rd, Trappe, MD 21673

    Talbot County Farm With Country Home, Multiple Outbuildings And Tillable Ac This exceptional farm in Talbot County, Maryland, presents a rare opportunity to own a highly productive Eastern Shore property that combines agricultural value, quality improvements, and premier recreational appeal. Situated in a region known for its fertile soils and strong farming history, this 90 acre home farm offers

    James Young LPT Realty, LLC

    3750-A Windy Hill Rd, Trappe, MD 21673
  • /34

    $995,000

    $500K PRICE DROP
    • Land
    • 10.88 Acres
    • $91,452 per Acre

    29569 Porpoise Creek Rd, Trappe, MD 21673

    Set along the broad waters of the Choptank River, this remarkable 10.88± acre waterfront property in Talbot County offers an uncommon blend of scale, privacy, and panoramic open-water views. With approximately 600± feet of rip-rapped shoreline, the setting provides both protection and an impressive stretch of river frontage rarely available today. A current approval for a 6-bedroom residence

    Debbie Lipscomb Benson & Mangold, LLC

    29569 Porpoise Creek Rd, Trappe, MD 21673
  • /43

    $2,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,345 Sq Ft

    3770 Leonard Cove Ln, Trappe, MD 21673

    Timeless Tidewater Colonial-inspired waterfront estate set on 3.5± private acres with 870± feet of shoreline and panoramic water views. A rare offering combining classic architecture, thoughtful upgrades and exceptional outdoor living in one of Talbot County’s most desirable waterfront settings, with a seamless indoor-outdoor flow and water views from nearly every room. Featured in Coastal

    Kathy Christensen TTR Sotheby's International Realty

    3770 Leonard Cove Ln, Trappe, MD 21673

Home Trends in Trappe, MD

Housing Trends

Median Sale Price
$345,890
Median Single Family Sale Price
$377,790
Median Townhouse Sale Price
$304,990
Average Price Per Sq Ft
$212
Number of Homes for Sale
54
Last 12 months Home Sales
101
Months of Supply
6.40
Median List Price
$367,965
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-19%
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