2,509

Talbot, MD Homes

Section Image
  • 22234 Bay Shore Rd, Wittman, MD 21676
    22234 Bay Shore Rd, Wittman, MD 21676
    22234 Bay Shore Rd, Wittman, MD 21676
    /30

    $325,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,550 Sq Ft

    22234 Bay Shore Rd, Wittman, MD 21676

    Enjoy this country side home. Less than a block to watch the beautiful sunsets over Eastern Bay. Try your luck at soft crabbing along the shoreline of Bayshore Road. Easy drive to St. Michaels or Tilghman Island. Manageable .5 acre yard with great storage. 3 large outbuildings. It's a 3 bedroom, 1 bath, oversized living/dining room with fireplace and vaulted ceiling.

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    22234 Bay Shore Rd, Wittman, MD 21676
  • 21652 Camper Cir, Tilghman, MD 21671
    21652 Camper Cir, Tilghman, MD 21671
    21652 Camper Cir, Tilghman, MD 21671
    /60

    $620,000 Sold Aug 28, 2024

    • 1,228 Sq Ft
    • $505/SF
    • 143 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1953

    21652 Camper Cir, Tilghman, MD 21671

    Just reduced! Nestled on North Tilghman Island, this meticulously maintained 1950s waterman's cottage is a timeless gem. With 3-4 bedrooms, the first floor boasts a welcoming living room, kitchen, breakfast area, separate dining room, sunroom with a fireplace, 2-bedrooms and a full bath. Original hardwood floors add character, while the second floor offers 1-2 bedrooms and a full bath while

    Kim Crouch Ozman Benson & Mangold, LLC

    21652 Camper Cir, Tilghman, MD 21671
    • 7172 Cabin Cove Rd S, Sherwood, MD 21665
      7172 Cabin Cove Rd S, Sherwood, MD 21665
      7172 Cabin Cove Rd S, Sherwood, MD 21665
      /41

      Est $612,730 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,490 Sq Ft

      7172 Cabin Cove Rd S, Sherwood, MD 21665

      7172 Cabin Cove Rd S, Sherwood, MD 21665
  • 9190 Pennywhistle Dr, McDaniel, MD 21647
    9190 Pennywhistle Dr, McDaniel, MD 21647
    9190 Pennywhistle Dr, McDaniel, MD 21647
    /74

    $1,300,000 Under Contract

    • 4 Beds
    • 3 Baths
    • 3,315 Sq Ft

    9190 Pennywhistle Dr, McDaniel, MD 21647

    PARADISE FOUND! 3.5 Acres surrounded on 3 sides by water at the end of a private Cul-de-sac teeming with wildlife and immersed in the scenic beauty of mature trees and wetland grasses. Enjoy morning coffee and watch the eagles, osprey and turtles nest in your backyard from your kitchen table! The two-slip pier offers opportunities to fish and crab and serves as a gateway to time on the water

    George Howard George Howard Real Estate Inc.

    9190 Pennywhistle Dr, McDaniel, MD 21647
  • 6344 Middle Point Rd, Neavitt, MD 21652
    6344 Middle Point Rd, Neavitt, MD 21652
    6344 Middle Point Rd, Neavitt, MD 21652
    /25

    $650,000 Sold Aug 23, 2024

    • 1,257 Sq Ft
    • $517/SF
    • 9 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1890

    6344 Middle Point Rd, Neavitt, MD 21652

    This beautifully renovated 1890 cottage is located in the quiet waterfront village of Neavitt, just a stone's throw from the hubbub of St Michaels’ restaurants and shops. The charming house has been reimagined with all the qualities of a classic summer cottage, yet features luxuries one would expect in a fine city home. Throughout the first floor, traditional white painted shiplap walls and

    Joan Wetmore TTR Sotheby's International Realty

    6344 Middle Point Rd, Neavitt, MD 21652
    • 21403 Island Club Rd, Tilghman, MD 21671
      21403 Island Club Rd, Tilghman, MD 21671
      21403 Island Club Rd, Tilghman, MD 21671
      /51

      Est $677,349 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,989 Sq Ft

      21403 Island Club Rd, Tilghman, MD 21671

      21403 Island Club Rd, Tilghman, MD 21671
  • 21907 Sherwood Landing Rd, Sherwood, MD 21665
    21907 Sherwood Landing Rd, Sherwood, MD 21665
    21907 Sherwood Landing Rd, Sherwood, MD 21665
    /34

    $259,900 Under Contract

    • 3 Beds
    • 1.5 Baths
    • 1,336 Sq Ft

    21907 Sherwood Landing Rd, Sherwood, MD 21665

    First time offered in 60 years! Nestled in the heart of a charming waterfront village, this classic 3-bedroom, 1.5-bath Eastern Shore home exudes timeless appeal. With rich historic character and warm wood floors throughout, it’s ready for your personal touch to bring it back to life.Enjoy partial water views and the convenience of a county pier and kayak launch just down the street, providing

    Wink Cowee Benson & Mangold, LLC

    21907 Sherwood Landing Rd, Sherwood, MD 21665
  • 7510 Quaker Neck Rd, Bozman, MD 21612
    7510 Quaker Neck Rd, Bozman, MD 21612
    7510 Quaker Neck Rd, Bozman, MD 21612
    /31

    $1,120,000 Sold Aug 22, 2024

    • 720 Sq Ft
    • $1556/SF
    • 8 Days On Market
    • 1 Bed
    • 1.5 Baths
    • Built 2010

    7510 Quaker Neck Rd, Bozman, MD 21612

    Beautiful property situated with south westerly views of Grace Creek. Existing 1 bedroom, 1.5 bath cottage with a 2 car attached garage, was designed to be a guest house for your custom home, with an SRA for an additional 4 bedroom home. Pier with lift is in place with 125' of riprapped shoreline on Grace Creek. This property is ready to enjoy today!

    Jim Corson Benson & Mangold, LLC

    7510 Quaker Neck Rd, Bozman, MD 21612
    • 21493 Island Club Rd, Tilghman, MD 21671
      21493 Island Club Rd, Tilghman, MD 21671
      21493 Island Club Rd, Tilghman, MD 21671
      /45

      Est $1,389,813 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,796 Sq Ft

      21493 Island Club Rd, Tilghman, MD 21671

      21493 Island Club Rd, Tilghman, MD 21671
  • 22381 Cooper Ln, Wittman, MD 21676
    22381 Cooper Ln, Wittman, MD 21676
    22381 Cooper Ln, Wittman, MD 21676
    /13

    $199,900

    • 2 Beds
    • 1 Bath
    • 1,540 Sq Ft

    22381 Cooper Ln, Wittman, MD 21676

    Very private setting. Just 10 minutes south of St. Michaels. Make this into a perfect weekend get away home.

    Joseph Craig Cummings & Co. Realtors

    22381 Cooper Ln, Wittman, MD 21676
  • 8060 Bozman Neavitt Rd, Bozman, MD 21612
    8060 Bozman Neavitt Rd, Bozman, MD 21612
    8060 Bozman Neavitt Rd, Bozman, MD 21612
    /80

    $1,000,000 Sold Aug 15, 2024

    • 2,407 Sq Ft
    • $415/SF
    • 187 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1930

    8060 Bozman Neavitt Rd, Bozman, MD 21612

    Less than ten minutes from St. Michaels, this stylishly decorated waterfront is being sold completely furnished. This home has been a popular short term vacation rental for over three years and easily sleeps eight. The expansive "river room" overlooks the deck and sparkling pool, dock, and Harris Creek. Lots of recent improvements, including new heating and air conditioning, replacement vinyl

    Debra Crouch Benson & Mangold, LLC

    8060 Bozman Neavitt Rd, Bozman, MD 21612
    • 7043 Tilghman Island Rd, Sherwood, MD 21665
      7043 Tilghman Island Rd, Sherwood, MD 21665
      7043 Tilghman Island Rd, Sherwood, MD 21665
      /149

      Est $2,451,001 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,288 Sq Ft

      7043 Tilghman Island Rd, Sherwood, MD 21665

      7043 Tilghman Island Rd, Sherwood, MD 21665
  • 0 Pot Pie Rd, Wittman, MD 21676
    0 Pot Pie Rd, Wittman, MD 21676
    0 Pot Pie Rd, Wittman, MD 21676
    /3

    $25,000

    • Land
    • 2.86 Acres
    • $8,741 per Acre

    0 Pot Pie Rd, Wittman, MD 21676

    ONLINE AUCTION: Bidding begins 8/13/2025 @ 10:00 AM. Bidding ends 8/15/2025 @ 12:00 PM. List Price is Suggested Opening Bid. Lot of Land located in Wittman, Maryland within Talbot County. Property is in close proximity to the many attractions in St. Michaels, Maryland. Easy Access to Major Traffic Artery Tilghman Island Road. Deposit: $5,000.

    Adam Shpritz Ashland Auction Group LLC

    0 Pot Pie Rd, Wittman, MD 21676
  • 21629 Donnell Jones Rd, Sherwood, MD 21665
    21629 Donnell Jones Rd, Sherwood, MD 21665
    21629 Donnell Jones Rd, Sherwood, MD 21665
    /51

    $263,000 Sold Aug 14, 2024

    • 747 Sq Ft
    • $352/SF
    • 14 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1900

    21629 Donnell Jones Rd, Sherwood, MD 21665

    Make your Eastern Shore dreams a reality with this gorgeous low maintenance 2 bedroom retreat in quiet Sherwood! Enjoy the beautiful outdoor oasis including the additional 1.48 acre lot adjacent to this property. Downstairs features an open concept with full kitchen, butcher block counters, living space & dining with beautiful restores wood beam ceilings. Bedroom & full bathroom downstairs, and

    Megan Rosendale Rosendale Realty

    21629 Donnell Jones Rd, Sherwood, MD 21665
    • 22172 Bay Shore Rd, Wittman, MD 21676
      22172 Bay Shore Rd, Wittman, MD 21676
      22172 Bay Shore Rd, Wittman, MD 21676
      /33

      Est $1,091,947 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,312 Sq Ft

      22172 Bay Shore Rd, Wittman, MD 21676

      22172 Bay Shore Rd, Wittman, MD 21676
  • 5520 Leeward Ln, Tilghman, MD 21671
    5520 Leeward Ln, Tilghman, MD 21671
    5520 Leeward Ln, Tilghman, MD 21671
    /83

    $1,200,000

    • 5 Beds
    • 2.5 Baths
    • 4,214 Sq Ft

    5520 Leeward Ln, Tilghman, MD 21671

    Welcome to 5520 Leeward Lane, a private waterfront estate tucked away at the end of a quiet, tree-lined drive on Tilghman Island—a rare opportunity to own a stunning piece of Maryland’s Eastern Shore. This expansive home features panoramic water views from almost every room and delivers the ultimate blend of luxury, comfort, and natural beauty. The grand foyer sets a graceful tone, leading into a

    Samantha Jackson Keller Williams Realty

    5520 Leeward Ln, Tilghman, MD 21671
  • 9704 Tilghman Island Rd, McDaniel, MD 21647
    9704 Tilghman Island Rd, McDaniel, MD 21647
    /2

    $141,000 Sold Jun 26, 2025

    • 1,152 Sq Ft
    • $122/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1970

    9704 Tilghman Island Rd, McDaniel, MD 21647

    Investor ALERT! Sold As-Is - Just 4 miles from St. Michaels. Rancher on .45 +/- acre, 3 bedrooms 1 bath, wood floors, no appliances except for water heater and range. Nice level lot that backs to the woods. Large detached shed. The home needs TLC and new roof. Great investment opportunity!

    Alma Fitzgerald Long & Foster Real Estate, Inc.

    9704 Tilghman Island Rd, McDaniel, MD 21647
    • 8473 Tilghman Island Rd, Wittman, MD 21676
      8473 Tilghman Island Rd, Wittman, MD 21676
      8473 Tilghman Island Rd, Wittman, MD 21676
      /5

      Est $229,902 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,515 Sq Ft

      8473 Tilghman Island Rd, Wittman, MD 21676

      8473 Tilghman Island Rd, Wittman, MD 21676
  • 6369 Neavitt Manor Rd, Neavitt, MD 21652
    6369 Neavitt Manor Rd, Neavitt, MD 21652
    6369 Neavitt Manor Rd, Neavitt, MD 21652
    /15

    $165,000

    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    6369 Neavitt Manor Rd, Neavitt, MD 21652

    Price adjustment! Opportunity abounds in this lovely 2 Bedroom 1 Bath detached home located in the picturesque waterfront town of Neavitt. This home boasts central air, attic space, a large yard, a shed and much more. Close to St. Michales and Tilghman Island this is a boaters and bird lovers paradise with a public boat ramp about a 1/2 mile away plus stores, shops , dining and

    Richard Perrera CENTURY 21 New Millennium

    6369 Neavitt Manor Rd, Neavitt, MD 21652
  • 21360 Phillips Rd, Tilghman, MD 21671
    21360 Phillips Rd, Tilghman, MD 21671
    /2

    $270,000 Sold Nov 25, 2024

    • 942 Sq Ft
    • $287/SF
    • 0 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1900

    21360 Phillips Rd, Tilghman, MD 21671

    Tilghman Island. Classic waterman's cottage. 2 bedrooms 1.5 Baths. Centrally located, walking distance to restaurants and shops. Large fenced lot with plenty of space for your boat or RV. Lots of potential .

    John McGlannan Meredith Fine Properties

    21360 Phillips Rd, Tilghman, MD 21671
    • 9380 Pennywhistle Dr, McDaniel, MD 21647
      9380 Pennywhistle Dr, McDaniel, MD 21647
      9380 Pennywhistle Dr, McDaniel, MD 21647
      /77

      Est $1,693,248 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,982 Sq Ft

      9380 Pennywhistle Dr, McDaniel, MD 21647

      9380 Pennywhistle Dr, McDaniel, MD 21647
  • 21738 Cabin Ln, Sherwood, MD 21665
    21738 Cabin Ln, Sherwood, MD 21665
    21738 Cabin Ln, Sherwood, MD 21665
    /6

    $39,000

    • Land
    • 0.83 Acre
    • $46,988 per Acre

    21738 Cabin Ln, Sherwood, MD 21665

    .8 +/- private acres located in Sherwood, MD. Located 10 minutes from St. Michaels, MD and 5 minutes from Tilghman, MD.BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

    Shawn Moore Meredith Fine Properties

    21738 Cabin Ln, Sherwood, MD 21665
  • 22710 Emilys Ln, Wittman, MD 21676
    22710 Emilys Ln, Wittman, MD 21676
    22710 Emilys Ln, Wittman, MD 21676
    /45

    $1,775,000 Sold May 05, 2025

    • 2,469 Sq Ft
    • $719/SF
    • 0 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1987

    22710 Emilys Ln, Wittman, MD 21676

    Brian Gearhart Benson & Mangold, LLC

    22710 Emilys Ln, Wittman, MD 21676
    • 21936 Sherwood Landing Rd, Sherwood, MD 21665
      21936 Sherwood Landing Rd, Sherwood, MD 21665
      21936 Sherwood Landing Rd, Sherwood, MD 21665
      /56

      Est $687,963 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,728 Sq Ft

      21936 Sherwood Landing Rd, Sherwood, MD 21665

      21936 Sherwood Landing Rd, Sherwood, MD 21665
  • 21747 Cabin Ln, Sherwood, MD 21665
    21747 Cabin Ln, Sherwood, MD 21665
    21747 Cabin Ln, Sherwood, MD 21665
    /6

    $25,000

    • Land
    • 0.23 Acre
    • $108,696 per Acre

    21747 Cabin Ln, Sherwood, MD 21665

    .2 +/- private acres located in Sherwood, MD. Located 10 minutes from St. Michaels, MD and 5 minutes from Tilghman, MD.BUYER RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND TAXES.

    Shawn Moore Meredith Fine Properties

    21747 Cabin Ln, Sherwood, MD 21665
  • 21528 Gibsontown Rd, Tilghman, MD 21671
    21528 Gibsontown Rd, Tilghman, MD 21671
    21528 Gibsontown Rd, Tilghman, MD 21671
    /10

    $380,000 Sold Apr 29, 2025

    • 960 Sq Ft
    • $396/SF
    • 3 Beds
    • 3 Baths
    • Built 1940

    21528 Gibsontown Rd, Tilghman, MD 21671

    John McGlannan Meredith Fine Properties

    21528 Gibsontown Rd, Tilghman, MD 21671
    • 21681 Camper Cir, Tilghman, MD 21671
      21681 Camper Cir, Tilghman, MD 21671
      21681 Camper Cir, Tilghman, MD 21671
      /29

      Est $422,008 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,744 Sq Ft

      21681 Camper Cir, Tilghman, MD 21671

      21681 Camper Cir, Tilghman, MD 21671
    • 22580 Pot Pie Rd, Wittman, MD 21676
      22580 Pot Pie Rd, Wittman, MD 21676
      22580 Pot Pie Rd, Wittman, MD 21676
      /18

      Est $310,935 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,810 Sq Ft

      22580 Pot Pie Rd, Wittman, MD 21676

      22580 Pot Pie Rd, Wittman, MD 21676
    • 21567 Chicken Point Rd, Tilghman, MD 21671
      21567 Chicken Point Rd, Tilghman, MD 21671
      21567 Chicken Point Rd, Tilghman, MD 21671
      /49

      Est $315,996 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,404 Sq Ft

      21567 Chicken Point Rd, Tilghman, MD 21671

      21567 Chicken Point Rd, Tilghman, MD 21671
    • 21876 Albie Rd, Sherwood, MD 21665
      21876 Albie Rd, Sherwood, MD 21665
      21876 Albie Rd, Sherwood, MD 21665
      /53

      Est $1,268,716 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,760 Sq Ft

      21876 Albie Rd, Sherwood, MD 21665

      21876 Albie Rd, Sherwood, MD 21665
    • 21512 Coopertown Rd, Tilghman, MD 21671
      21512 Coopertown Rd, Tilghman, MD 21671
      21512 Coopertown Rd, Tilghman, MD 21671
      /6

      Est $182,355 Not Listed For Sale

      • Studio
      • 1,188 Sq Ft

      21512 Coopertown Rd, Tilghman, MD 21671

      21512 Coopertown Rd, Tilghman, MD 21671
    • 21396 Sinclair Ave, Tilghman, MD 21671
      21396 Sinclair Ave, Tilghman, MD 21671
      21396 Sinclair Ave, Tilghman, MD 21671
      /7

      Est $55,578 Not Listed For Sale

      21396 Sinclair Ave, Tilghman, MD 21671

      21396 Sinclair Ave, Tilghman, MD 21671
    • 7177 Bozman Neavitt Rd, Bozman, MD 21612
      7177 Bozman Neavitt Rd, Bozman, MD 21612
      7177 Bozman Neavitt Rd, Bozman, MD 21612
      /31

      Est $1,814,943 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,558 Sq Ft

      7177 Bozman Neavitt Rd, Bozman, MD 21612

      7177 Bozman Neavitt Rd, Bozman, MD 21612
    • 7332 Bozman Neavitt Rd, Bozman, MD 21612
      7332 Bozman Neavitt Rd, Bozman, MD 21612
      7332 Bozman Neavitt Rd, Bozman, MD 21612
      /10

      Est $754,437 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,838 Sq Ft

      7332 Bozman Neavitt Rd, Bozman, MD 21612

      7332 Bozman Neavitt Rd, Bozman, MD 21612
    • 7267 Bozman Neavitt Rd, Bozman, MD 21612
      7267 Bozman Neavitt Rd, Bozman, MD 21612
      7267 Bozman Neavitt Rd, Bozman, MD 21612
      /54

      Est $1,057,553 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,128 Sq Ft

      7267 Bozman Neavitt Rd, Bozman, MD 21612

      7267 Bozman Neavitt Rd, Bozman, MD 21612
    • 0 Leeward Ln Unit MDTA2007548, Tilghman, MD 21671
      0 Leeward Ln Unit MDTA2007548, Tilghman, MD 21671
      0 Leeward Ln Unit MDTA2007548, Tilghman, MD 21671
      /22

      Not Listed For Sale

      0 Leeward Ln Unit MDTA2007548, Tilghman, MD 21671

      0 Leeward Ln Unit MDTA2007548, Tilghman, MD 21671
    • 23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
      /4

      Est $1,825,310 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,998 Sq Ft

      23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

      23762 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    • 0 Ferry Landing Rd Unit MDTA2006206, Tilghman, MD 21671
      0 Ferry Landing Rd Unit MDTA2006206, Tilghman, MD 21671
      0 Ferry Landing Rd Unit MDTA2006206, Tilghman, MD 21671
      /21

      Not Listed For Sale

      0 Ferry Landing Rd Unit MDTA2006206, Tilghman, MD 21671

      0 Ferry Landing Rd Unit MDTA2006206, Tilghman, MD 21671
    • 0 Island Club Rd Unit MDTA2005490, Tilghman, MD 21671
      0 Island Club Rd Unit MDTA2005490, Tilghman, MD 21671
      0 Island Club Rd Unit MDTA2005490, Tilghman, MD 21671
      /3

      Not Listed For Sale

      0 Island Club Rd Unit MDTA2005490, Tilghman, MD 21671

      0 Island Club Rd Unit MDTA2005490, Tilghman, MD 21671
    • 6291 Nelson Point Rd, Neavitt, MD 21652
      6291 Nelson Point Rd, Neavitt, MD 21652
      6291 Nelson Point Rd, Neavitt, MD 21652
      /9

      Est $304,763 Not Listed For Sale

      6291 Nelson Point Rd, Neavitt, MD 21652

      6291 Nelson Point Rd, Neavitt, MD 21652

Showing Results 161 - 200, Page 5 of 18

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