13

Trappe, MD Homes for Sale with Acreage

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  • 27295 Southside Island Creek Rd, Trappe, MD 21673
    27295 Southside Island Creek Rd, Trappe, MD 21673
    27295 Southside Island Creek Rd, Trappe, MD 21673
    /91

    $8,750,000

    • 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
  • 3750 Windy Hill Rd, Trappe, MD 21673
    3750 Windy Hill Rd, Trappe, MD 21673
    3750 Windy Hill Rd, Trappe, MD 21673
    /55

    $8,400,000

    • Land
    • 582.7 Acres
    • $14,416 per Acre

    3750 Windy Hill Rd, Trappe, MD 21673

    Spanning 582.7- acres, this premier Talbot County farm offers a rare opportunity to acquire a highly productive Eastern Shore property with multiple tracts, quality improvements, and exceptional recreational value. The land has a long history of row crop production including corn, soybeans, and wheat and features a diverse soil profile with an overall NCCPI of approximately 59.3, supporting

    James Young VYBE Realty

    3750 Windy Hill Rd, Trappe, MD 21673
  • 4108 Saulsbury Ln, Trappe, MD 21673
    4108 Saulsbury Ln, Trappe, MD 21673
    4108 Saulsbury Ln, 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
  • 2924 Ocean Gateway, Trappe, MD 21673
    2924 Ocean Gateway, Trappe, MD 21673
    2924 Ocean Gateway, Trappe, MD 21673
    /111

    $11,000,000

    • 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
  • 1700 Ocean Gateway, Trappe, MD 21673
    1700 Ocean Gateway, Trappe, MD 21673
    1700 Ocean Gateway, Trappe, MD 21673
    /4

    $950,000

    • 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
  • 30423 Baynard Rd, Trappe, MD 21673
    30423 Baynard Rd, Trappe, MD 21673
    30423 Baynard Rd, Trappe, MD 21673
    /25

    $360,000

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    30423 Baynard Rd, Trappe, MD 21673

    Welcome to seclusion! This home is at the end of a private lane that backs to a large farm. 1 owner has enjoyed this home and all the tranquil that it provides. 3 bed room and 1.5 baths, living room provides a fireplace with insert. Many updates thru the years, including hvac, roof, kitchen, and baths. Large front porch to watch the wildlife roam.

    Dawn Williams Berkshire Hathaway Homeservice Homesale Realty

    30423 Baynard Rd, Trappe, MD 21673
  • 0 Ocean Gateway Unit MDTA2012696, Trappe, MD 21673
    0 Ocean Gateway Unit MDTA2012696, Trappe, MD 21673
    0 Ocean Gateway Unit MDTA2012696, 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
  • 0 Chloras Point Rd Unit MDTA2005786, Trappe, MD 21673
    0 Chloras Point Rd Unit MDTA2005786, Trappe, MD 21673
    /2

    $2,650,000

    • Land
    • 49.53 Acres
    • $53,503 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
  • 4108 Saulsbury Rd, Trappe, MD 21673
    4108 Saulsbury Rd, Trappe, MD 21673
    4108 Saulsbury 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 VYBE Realty

    4108 Saulsbury Rd, Trappe, MD 21673
  • 29031 Howell Point Rd, Trappe, MD 21673
    29031 Howell Point Rd, Trappe, MD 21673
    29031 Howell Point Rd, Trappe, MD 21673
    /130

    $11,000,000

    • 4 Beds
    • 3 Baths
    • 9,833 Sq Ft

    29031 Howell Point Rd, 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

    29031 Howell Point Rd, Trappe, MD 21673
  • 29245 Howell Point Rd, Trappe, MD 21673
    29245 Howell Point Rd, Trappe, MD 21673
    29245 Howell Point Rd, Trappe, MD 21673
    /130

    $11,000,000

    • 4 Beds
    • 5 Baths
    • 6,000 Sq Ft

    29245 Howell Point Rd, Trappe, MD 21673

    Presenting "Middleville" (est. 1880), one of the largest waterfront farm and residential estates currently available in the State of Maryland. Spanning over 662 pristine acres in Talbot County, this once-in-a-lifetime landholding features 1.8 miles of shoreline and a world-class infrastructure for luxury living and elite conservation. The Residences & Amenities: The centerpiece of the Estate is

    Jay Phillips Holiday Real Estate

    29245 Howell Point Rd, Trappe, MD 21673
  • 1730 Ocean Gateway, Trappe, MD 21673
    1730 Ocean Gateway, Trappe, MD 21673
    1730 Ocean Gateway, Trappe, MD 21673
    /12

    $1,450,000

    • Land
    • 23.06 Acres
    • $62,879 per Acre

    1730 Ocean Gateway, Trappe, MD 21673

    Amazing investment opportunity!! 23.06 Acres of commercial property situated with 500 +/- ft. of direct frontage along busy Rt. 50 with 30,000+ AADT. Located less than 2 miles from the heart of Cambridge, Maryland, this versatile property features 3 vehicular ingress / egress points and is zoned Limited Commercial (LC), which is characterized by low intensity commercial, neighborhood-oriented

    Brandon Ziska Coldwell Banker Realty

    1730 Ocean Gateway, Trappe, MD 21673
  • 29569 Porpoise Creek Rd, Trappe, MD 21673
    29569 Porpoise Creek Rd, Trappe, MD 21673
    29569 Porpoise Creek Rd, Trappe, MD 21673
    /25

    $1,495,000

    • Land
    • 10.88 Acres
    • $137,408 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
Maryland Talbot County Trappe

Homes for Sale with Acreage in Trappe, MD

Home Trends in Trappe, MD

On average, homes in Trappe, MD sell after 95 days on the market compared to the national average of 54 days. The median sale price for homes in Trappe, MD over the last 12 months is $367,345, down 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$367,345
Median Single Family Sale Price
$404,940
Median Townhouse Sale Price
$314,920
Average Price Per Sq Ft
$289
Number of Homes for Sale
44
Last 12 months Home Sales
74
Months of Supply
7.10
Median List Price
$379,440
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-8%
How to Buy a Home How to Finance a Home How to Sell a Home

In Trappe, there are currently 13 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Trappe, MD offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Trappe and discover the potential and freedom that comes with owning your own piece of property.

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