948

Tilghman Island, MD Homes

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  • /25

    $275,000

    • 3 Beds
    • 1 Bath
    • 1,224 Sq Ft

    21749 Camper Cir, Tilghman, MD 21671

    A fantastic opportunity awaits at 21749 Camper Circle in Tilghman, Maryland. This home is perfect for first-time buyers or investors looking for great value at an affordable price. It features central heating and air conditioning, three spacious bedrooms, and one full bathroom. Enjoy a large sunroom with tile flooring that is conveniently located next to the kitchen. The hardwood floors

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (410) 936-4361

    21749 Camper Cir, Tilghman, MD 21671
  • /44

    $289,000 Sold May 09, 2025

    21585 Camper Cir, Tilghman, MD 21671

    • 3 Beds
    • 1 Bath
    • 1,560 Sq Ft
    • Built 1954

    Last Sold Summary

    • $185/SF
    • 89 Days On Market

    Current Estimated Value $317,432

    Last Listing Agent Stacie Luhrman Benson & Mangold, LLC

    21585 Camper Cir, Tilghman, MD 21671
    • /39

      Est $371,611 Not Listed For Sale

      21310 Landing Ln, Tilghman, MD 21671

      • 3 Beds
      • 2 Baths
      • 1,120 Sq Ft
      • Built 1977
      21310 Landing Ln, Tilghman, MD 21671

      Last Sold Summary

      • 6% Above List Price
      • $312/SF
      • 1 Day On Market

      Last Sold Price $350,000

      Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

  • /25

    $5,200,000 Under Contract

    • 20 Beds
    • 24 Baths
    • 14,035 Sq Ft

    21384 Coopertown Rd, Tilghman, MD 21671

    *A Once-in-a-Lifetime Chesapeake Bay Waterfront Offering – The Iconic Tilghman Island Inn* NOTE: Has public sewer and well. Welcome to a rare opportunity to own one of the most beautiful, fully reimagined waterfront hospitality properties on Maryland’s Eastern Shore. Set on five acres with sweeping views of the Chesapeake Bay, the Tilghman Island Inn is that extraordinary blend of romance,

    Agent Photo

    Angela Simonelli

    Compass

    (410) 200-0414

    21384 Coopertown Rd, Tilghman, MD 21671
  • /41

    $350,000 Sold Aug 05, 2025

    5934 Tilghman Island Rd, Tilghman, MD 21671

    • 2 Beds
    • 1.5 Baths
    • 892 Sq Ft
    • Built 1949

    Last Sold Summary

    • $392/SF
    • 29 Days On Market

    Current Estimated Value $336,015

    Last Listing Agent John McGlannan Meredith Fine Properties

    5934 Tilghman Island Rd, Tilghman, MD 21671
    • /53

      Est $954,766 Not Listed For Sale

      5758 Tilghman Beach Dr, Tilghman, MD 21671

      • 3 Beds
      • 2 Baths
      • 1,264 Sq Ft
      • Built 1985
      5758 Tilghman Beach Dr, Tilghman, MD 21671

      Last Sold Summary

      • 12% Below List Price
      • $854/SF
      • 3 Days On Market

      Last Sold Price $1,080,000

      Last Listing Agent Rebecca Biggs Tilghman Island Realty Inc

  • /10

    $80,000

    • Land
    • 0.3 Acre
    • $266,667 per Acre

    21472 Willey Rd, Tilghman, MD 21671

    Tilghman Island. Clear level building lot with public sewer available. The perfect spot for your new vacation / retirement home. Excellent opportunity to make your island dream come true.

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 382-8747

    21472 Willey Rd, Tilghman, MD 21671
  • /91

    $1,995,000 Sold Jun 11, 2025

    4768 Bar Neck Rd, Tilghman, MD 21671

    • 3 Beds
    • 2.5 Baths
    • 2,801 Sq Ft
    • Built 1998

    Last Sold Summary

    • $712/SF
    • 9 Days On Market

    Current Estimated Value $1,921,508

    Last Listing Agent Debra Crouch Benson & Mangold, LLC

    4768 Bar Neck Rd, Tilghman, MD 21671
    • /34

      Est $1,772,937 Not Listed For Sale

      5032 Black Walnut Point Rd, Tilghman, MD 21671

      • 3 Beds
      • 2 Baths
      • 3,832 Sq Ft
      • Built 1990
      5032 Black Walnut Point Rd, Tilghman, MD 21671

      Last Sold Summary

      • 1% Above List Price
      • $457/SF
      • 2 Days On Market

      Last Sold Price $1,750,000

      Last Listing Agent Laura Carney TTR Sotheby's International Realty

  • /35

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    5933 Tilghman Island Rd, Tilghman, MD 21671

    Unique, one-of-a-kind property located in the heart of Tilghman Island, offering unparalleled tranquility and breathtaking water views overlooking Dogwood Harbor. Welcome to your private Eastern Shore retreat! This beautifully updated water-view home captures the essence of coastal living with sweeping views of the harbor and surrounding wildlife. Enjoy stunning sunsets and peaceful mornings from

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 242-9472

    5933 Tilghman Island Rd, Tilghman, MD 21671
  • /59

    $430,000 Sold Jun 27, 2025

    21271 Phillips Rd, Tilghman, MD 21671

    • 3 Beds
    • 1.5 Baths
    • 1,445 Sq Ft
    • Built 1976

    Last Sold Summary

    • $298/SF
    • 5 Days On Market

    Current Estimated Value $426,309

    Last Listing Agent Adam Chubbuck Douglas Realty, LLC

    21271 Phillips Rd, Tilghman, MD 21671
    • /70

      Est $469,660 Not Listed For Sale

      21576 Chicken Point Rd, Tilghman, MD 21671

      • 2 Beds
      • 2 Baths
      • 1,500 Sq Ft
      • Built 1900
      21576 Chicken Point Rd, Tilghman, MD 21671

      Last Sold Summary

      • 12% Above List Price
      • $280/SF
      • 12 Days On Market

      Last Sold Price $420,000

      Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

  • /64

    $1,199,000

    • 3 Beds
    • 3 Baths
    • 3,853 Sq Ft

    6670 Tilghman Island Rd, Sherwood, MD 21665

    New Price! Waterfront home situated on Back Creek in Sherwood, offering direct access to the Chesapeake Bay and Choptank Rivers. Conveniently located near St Michaels and Tilghman Island, the property includes views of sunsets over Poplar Island and is located minutes from restaurants, and shopping. Interior features include hickory hardwood floors, custom built-ins, crown molding, and recessed

    Agent Photo

    Larry Brennan

    TTR Sotheby's International Realty

    (410) 881-8730

    6670 Tilghman Island Rd, Sherwood, MD 21665
  • /10

    $380,000 Sold Apr 29, 2025

    21528 Gibsontown Rd, Tilghman, MD 21671

    • 3 Beds
    • 3 Baths
    • 960 Sq Ft
    • Built 1940

    Last Sold Summary

    • $396/SF

    Current Estimated Value $366,564

    Last Listing Agent John McGlannan Meredith Fine Properties

    21528 Gibsontown Rd, Tilghman, MD 21671
    • /25

      Est $255,516 Not Listed For Sale

      6067 Tilghman Island Rd, Tilghman, MD 21671

      • 2 Beds
      • 1 Bath
      • 696 Sq Ft
      • Built 1950
      6067 Tilghman Island Rd, Tilghman, MD 21671

      Last Sold Summary

      • 10% Above List Price
      • $333/SF
      • 130 Days On Market

      Last Sold Price $232,000

      Last Listing Agent Carol Harrison Coldwell Banker Chesapeake Real Estate Company

  • /75

    $569,000

    • 5 Beds
    • 3.5 Baths
    • 3,404 Sq Ft

    5559 Trafalgar Cir, Tilghman, MD 21671

    TILGHMAN ISLAND.Welcome to this beautiful and spacious 5-bedroom, 3.5-bath single-family home located in the highly sought-after Tilghman on Chesapeake community. Designed for modern comfort and relaxed island living, this home offers an open-concept floor plan filled with abundant natural light and elegant finishes throughout. The gourmet kitchen is a true centerpiece, featuring granite

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (410) 834-0959

    5559 Trafalgar Cir, Tilghman, MD 21671
  • /15

    $175,000 Sold Apr 30, 2025

    0 Leeward Ln Unit MDTA2009906, Tilghman, MD 21671

    • Land
    • 1.04 Acres
    • $168,269 per Acre

    Last Sold Summary

    • 21 Days On Market

    Last Listing Agent John McGlannan Meredith Fine Properties

    0 Leeward Ln Unit MDTA2009906, Tilghman, MD 21671
    • /50

      Est $673,766 Not Listed For Sale

      21379 Ferry Landing Rd, Tilghman, MD 21671

      • 3 Beds
      • 2.5 Baths
      • 3,459 Sq Ft
      • Built 2006
      21379 Ferry Landing Rd, Tilghman, MD 21671

      Last Sold Summary

      • 8% Above List Price
      • $181/SF
      • 106 Days On Market

      Last Sold Price $625,000

      Last Listing Agent Cheri Bruce-Phipps TTR Sotheby's International Realty

  • /45

    $699,900

    • 3 Beds
    • 3 Baths
    • 2,660 Sq Ft

    4957 Bar Neck Rd, Tilghman, MD 21671

    If no contract by April 24, 2026, Seller will be removing home from market. Looking for a home with a private setting, water views, a pool, and no HOA — all within easy reach of the charm and activities of St. Michaels and Easton? Interested in a quiet home retreat or a short term rental?Look no further! Enjoy privacy, water views, and the freedom of no HOA at this tucked-away property located at

    Danny Martin Keller Williams Flagship

    4957 Bar Neck Rd, Tilghman, MD 21671
  • /59

    $366,250 Sold Jun 27, 2025

    5772 Tilghman Island Rd, Tilghman, MD 21671

    • 3 Beds
    • 1.5 Baths
    • 1,652 Sq Ft
    • Built 1900

    Last Sold Summary

    • $222/SF
    • 2 Days On Market

    Current Estimated Value $371,392

    Last Listing Agent Greta Corkran Benson & Mangold, LLC

    5772 Tilghman Island Rd, Tilghman, MD 21671
    • /50

      Est $639,412 Not Listed For Sale

      21388 Avalon Ct, Tilghman, MD 21671

      • 3 Beds
      • 2.5 Baths
      • 2,121 Sq Ft
      • Built 1994
      21388 Avalon Ct, Tilghman, MD 21671

      Last Sold Summary

      • 1% Below List Price
      • $304/SF
      • 141 Days On Market

      Last Sold Price $645,000

      Last Listing Agent Cheri Bruce-Phipps TTR Sotheby's International Realty

  • /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
  • /83

    $780,000 Sold Jun 27, 2025

    4912 Bar Neck Rd, Tilghman, MD 21671

    • 3 Beds
    • 1 Bath
    • 1,550 Sq Ft
    • Built 1900

    Last Sold Summary

    • $503/SF
    • 276 Days On Market

    Current Estimated Value $780,773

    Last Listing Agent Connie Loveland Benson & Mangold, LLC

    4912 Bar Neck Rd, Tilghman, MD 21671
    • /41

      Est $338,763 Not Listed For Sale

      21509 Coopertown Rd, Tilghman, MD 21671

      • 3 Beds
      • 2 Baths
      • 1,160 Sq Ft
      • Built 2020
      21509 Coopertown Rd, Tilghman, MD 21671

      Last Sold Summary

      • 3% Above List Price
      • $284/SF
      • 7 Days On Market

      Last Sold Price $330,000

      Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

  • /74

    $1,175,000 Pending

    • 3 Beds
    • 3 Baths
    • 3,232 Sq Ft

    6050 Sunset Ln, Tilghman, MD 21671

    Exquisitely designed renovation incorporating high end finishes makes this waterfront 3BR, 3B cottage the perfect retreat! Large great room w/dining area, fireplace & multiple seating areas gives you ample spaces to enjoy the broad, westerly views of the bay. The gourmet kitchen & pantry is a chef's dream. Screen room, private pier, separate garage w/ guest house.

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    6050 Sunset Ln, Tilghman, MD 21671
  • /56

    $510,000 Sold Dec 05, 2025

    5379 Anchor Rd, Tilghman, MD 21671

    • 2 Beds
    • 2.5 Baths
    • 1,232 Sq Ft
    • Built 1999

    Last Sold Summary

    • $414/SF
    • 172 Days On Market

    Current Estimated Value $498,113

    Last Listing Agent John McGlannan Meredith Fine Properties

    5379 Anchor Rd, Tilghman, MD 21671
    • /52

      Est $653,287 Not Listed For Sale

      21461 Wharf Rd, Tilghman, MD 21671

      • 3 Beds
      • 3 Baths
      • 2,584 Sq Ft
      • Built 2005
      21461 Wharf Rd, Tilghman, MD 21671

      Last Sold Summary

      • 21% Above List Price
      • $209/SF
      • 11 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Andrea Harrington Compass

  • /31

    $895,000

    • 3 Beds
    • 2 Baths
    • 1,314 Sq Ft

    21560 Chicken Point Rd, Tilghman, MD 21671

    Renovated waterfront living with room for your fleet! Extensively renovated cape cod on Tilghman Island offering exceptional boating access and refined coastal living. This beautifully reimagined 3 BR, 2 BA home features 1,314 sq ft of thoughtfully designed space including two full kitchens with high-end finishes, providing outstanding flexibility for guests or extended living. Bright, upscale

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    21560 Chicken Point Rd, Tilghman, MD 21671
  • /33

    $550,000 Sold Jun 09, 2025

    5877 Tilghman Island Rd, Tilghman, MD 21671

    • 2 Beds
    • 1.5 Baths
    • 2,107 Sq Ft
    • Built 1900

    Last Sold Summary

    • $261/SF
    • 95 Days On Market

    Current Estimated Value $539,401

    Last Listing Agent Angela Simonelli Compass

    5877 Tilghman Island Rd, Tilghman, MD 21671
    • /65

      Est $524,614 Not Listed For Sale

      21451 Wharf Rd, Tilghman, MD 21671

      • 3 Beds
      • 1.5 Baths
      • 2,116 Sq Ft
      • Built 1890
      21451 Wharf Rd, Tilghman, MD 21671

      Last Sold Summary

      • $248/SF
      • 2 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Debbie Lipscomb Benson & Mangold, LLC

  • /50

    $1,200,000

    • 4 Beds
    • 2.5 Baths
    • 3,040 Sq Ft

    21477 Island Club Rd, Tilghman, MD 21671

    Welcome to waterfront living at its finest on picturesque Tilghman Island! This beautifully maintained 3,040 sq ft Colonial offers stunning open water views and a lifestyle of comfort, elegance, and ease. Boasting four spacious bedrooms and two and a half baths, this home features a flowing floor plan with natural light, generous living spaces, and a perfect blend of indoor and outdoor

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    21477 Island Club Rd, Tilghman, MD 21671
  • /31

    $350,000 Sold Feb 20, 2026

    6135 Summit St, Tilghman, MD 21671

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft
    • Built 1990

    Last Sold Summary

    • $405/SF
    • 142 Days On Market

    Current Estimated Value $351,512

    Last Listing Agent John McGlannan Meredith Fine Properties

    6135 Summit St, Tilghman, MD 21671
    • /51

      Est $273,451 Not Listed For Sale

      21629 Donnell Jones Rd, Sherwood, MD 21665

      • 2 Beds
      • 2 Baths
      • 747 Sq Ft
      • Built 1900
      21629 Donnell Jones Rd, Sherwood, MD 21665

      Last Sold Summary

      • 4% Above List Price
      • $352/SF
      • 14 Days On Market

      Last Sold Price $263,000

      Last Listing Agent Megan Rosendale Rosendale Realty

  • /23

    $995,000

    • 5 Beds
    • 2 Baths
    • 2,655 Sq Ft

    21552 Chicken Point Rd, Tilghman, MD 21671

    Located minutes from St. Michaels this waterfront property is a boater's dream. Tilghman, is a small island big on history, nature and local lore. Situated just over the Knapps Narrows Bridge this home offers a main house with first floor master suite. The first floor is open with custom details and just perfect for hosting friends and family. A custom spiral staircase leads to a second floor

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    21552 Chicken Point Rd, Tilghman, MD 21671
  • /32

    $375,000 Sold Dec 10, 2025

    5440 Anchor Rd, Tilghman, MD 21671

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 2018

    Last Sold Summary

    • $248/SF
    • 75 Days On Market

    Current Estimated Value $391,082

    Last Listing Agent John McGlannan Meredith Fine Properties

    5440 Anchor Rd, Tilghman, MD 21671
    • /38

      Est $326,802 Not Listed For Sale

      21522 Coopertown Rd, Tilghman, MD 21671

      • 3 Beds
      • 3 Baths
      • 1,264 Sq Ft
      • Built 1900
      21522 Coopertown Rd, Tilghman, MD 21671

      Last Sold Summary

      • 52% Above List Price
      • $170/SF
      • 17 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

  • /4

    $3,500,000

    • Land
    • 64.88 Acres
    • $53,946 per Acre

    0 Bar Neck Rd Unit MDTA2012008, Tilghman, MD 21671

    Very rare opportunity to buy a truly beautiful Eastern Shore Farm. This 65 acre farm has four residential building sites. There are two ponds and nearly 4,000’ of rip-rapped shoreline. Build your dream home or compound with unobstructed views of the Chesapeake Bay and Choptank River.

    Chuck Mangold Benson & Mangold, LLC

    0 Bar Neck Rd Unit MDTA2012008, Tilghman, MD 21671
  • /32

    $740,000 Sold Nov 24, 2025

    5820 Tilghman Beach Dr, Tilghman, MD 21671

    • 2 Beds
    • 1 Bath
    • 1,776 Sq Ft
    • Built 1965

    Last Sold Summary

    • $417/SF
    • 127 Days On Market

    Current Estimated Value $735,594

    Last Listing Agent John McGlannan Meredith Fine Properties

    5820 Tilghman Beach Dr, Tilghman, MD 21671
    • /29

      Est $316,232 Not Listed For Sale

      21527 Chicken Point Rd, Tilghman, MD 21671

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft
      • Built 1930
      21527 Chicken Point Rd, Tilghman, MD 21671

      Last Sold Summary

      • 8% Above List Price
      • $256/SF
      • 22 Days On Market

      Last Sold Price $293,000

      Last Listing Agent Emma Brown Meredith Fine Properties

  • /43

    $544,888 New Construction

    • 3 Beds
    • 2 Baths
    • 2,068 Sq Ft

    5648 Trafalgar Cir, Tilghman, MD 21671

    Built in 2025, this new construction home offers the best of Eastern Shore living in the water-privileged community of Tilghman on the Chesapeake. Enjoy the ease of one-level living and a thoughtfully designed split-bedroom floor plan. The welcoming covered front porch opens to a bright entry foyer leading to the spacious, open-concept living area. The kitchen boasts granite countertops, a center

    Kim Crouch Ozman Benson & Mangold, LLC

    5648 Trafalgar Cir, Tilghman, MD 21671

Showing Results 1 - 40, Page 1 of 18

Home Trends in Tilghman Island, MD

Housing Trends

Median Single Family Sale Price
$950,000
Average Price Per Sq Ft
$549
Number of Homes for Sale
1
Last 12 months Home Sales
0
Median List Price
$950,000
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