22,237

Talbot County, MD Homes

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  • /35

    $1,095,000

    • 3 Beds
    • 2.5 Baths
    • 2,242 Sq Ft

    100 W Pier St, Oxford, MD 21654

    Waterfront, a deeded boat slip, off-street parking, and a single-car garage with additional storage set the stage for this thoughtfully redesigned coastal retreat in the heart of Oxford. Completely renovated from top to bottom, this 3 bedroom, 2.5 bathroom home blends timeless Eastern Shore charm with luxury finishes and exceptional boating amenities. Every detail has been carefully curated, from

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    100 W Pier St, Oxford, MD 21654
  • /19

    $2,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • House for Rent

    29305 Pin Oak Way, Easton, MD 21601

    Good-sized rancher in the sought-after South Beechwood community in Easton, MD, just outside the city limits. This lovely home backs to the woods and features a covered rear screened porch. Three generous bedrooms, two baths, a one-car attached garage, and an asphalt driveway make one-level living even more convenient. Just a short drive to shopping and restaurants, with easy access to Route 50.

    Agent Photo

    Petra Quinn

    Realty Navigator

    29305 Pin Oak Way, Easton, MD 21601
  • /35

    $2,075,000

    Sold Dec 05, 2025

    6680 Peachblossom Point Rd, Easton, MD 21601

    • 3 Beds
    • 2.5 Baths
    • 2,832 Sq Ft
    • Built 1968

    Last Sold Summary

    • $733/SF
    • 31 Days On Market

    Last Listing Agent Robert G. Shannahan Shoreline Realty

    6680 Peachblossom Point Rd, Easton, MD 21601
    • /41

      Est $334,694

      Not Listed For Sale

      5934 Tilghman Island Rd, Tilghman, MD 21671

      • 2 Beds
      • 1.5 Baths
      • 892 Sq Ft
      • Built 1949
      5934 Tilghman Island Rd, Tilghman, MD 21671

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent John McGlannan Meredith Fine Properties

  • /67

    $1,625,000

    • 3 Beds
    • 3 Baths
    • 3,606 Sq Ft

    32137 Discovery Dr, Easton, MD 21601

    Welcome to White Barn at Middlespring, a remarkable 8-acre Eastern Shore estate offering the perfect blend of historic charm, modern updates, privacy, and country living. Set at the end of a quarter-mile private drive surrounded by picturesque farmland, this exceptional property features three distinctive structures: a beautifully restored 1824 manor home, a 3-car detached garage with finished

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    32137 Discovery Dr, Easton, MD 21601
  • /12

    Starting at $2,100 Per Month

    • 2 Beds

    521 August St, Easton, MD 21601

    Located in the heart of Easton, this newly constructed 5,500+ square foot historic-style residence offers a unique blend of affordable and market-rate housing in a thoughtfully designed community setting. The property features seven spacious two bedroom apartments that combine modern amenities with architectural charm inspired by the character of Talbot County.Just steps from downtown

    The Laura House

    521 August St, Easton, MD 21601
  • /17

    $27,000

    Sold Sep 10, 2025

    13510 Main St, Queen Anne, MD 21657

    • 3 Beds
    • 1 Bath
    • 1,166 Sq Ft
    • Built 1910

    Last Sold Summary

    • $23/SF
    • 133 Days On Market

    Current Estimated Value $174,386

    Last Listing Agent Sherry Price RealHome Services and Solutions, Inc.

    13510 Main St, Queen Anne, MD 21657
    • /3

      Not Listed For Sale

      330 Glebe Rd, Easton, MD 21601

      330 Glebe Rd, Easton, MD 21601

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Coard Benson Benson & Mangold, LLC

  • /26

    $550,000

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,252 Sq Ft

    10490 Longwoods Rd, Easton, MD 21601

    Tucked away in a quiet country setting just minutes from downtown Easton and convenient access to Rt. 50, this well-maintained Cape Cod offers the perfect balance of privacy and accessibility. Set on a .63-acre lot backing to open space, the home features a bright and inviting main living area with wood flooring, a wood-burning fireplace, and soaring cathedral ceilings that create an open, airy

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    10490 Longwoods Rd, Easton, MD 21601
  • /37

    $3,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,194 Sq Ft
    • House for Rent

    29780 Captain Adamouski St, Easton, MD 21601

    This recently built 4 bedroom, 2.5 bathroom house is absolutely stunning! The charming front porch is perfect for relaxing, and the bright front door invites you to explore the interior. The house features many custom details, such as the unique industrial light fixture over the kitchen island and crystal accents on the primary bathroom lights. The kitchen boasts granite countertops, classic

    Agent Photo

    Petra Quinn

    Realty Navigator

    29780 Captain Adamouski St, Easton, MD 21601
  • /41

    $394,000

    Sold Apr 28, 2026

    29400 Golton Dr, Easton, MD 21601

    • 3 Beds
    • 2 Baths
    • 2,288 Sq Ft
    • Built 1997

    Last Sold Summary

    • 7% Below List Price
    • $172/SF
    • 18 Days On Market

    Current Estimated Value $386,641

    Last Listing Agent Kim Crouch Ozman Benson & Mangold, LLC

    29400 Golton Dr, Easton, MD 21601
    • /49

      Est $386,611

      Not Listed For Sale

      300 Dixon St Unit 406, Easton, MD 21601

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2009
      300 Dixon St Unit 406, Easton, MD 21601

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Kathleen Coale Benson & Mangold, LLC

  • /41

    $1,995,000

    • 5 Beds
    • 3.5 Baths
    • 3,906 Sq Ft

    5698 Leeward Ln, Tilghman, MD 21671

    Experience sweeping western-facing views of the Chesapeake Bay from this beautifully renovated waterfront retreat in Tilghman Island. Thoughtfully redesigned and updated in 2023, this exceptional property seamlessly blends refined coastal living with the tranquility and natural beauty of its extraordinary waterfront setting.Inside, the light-filled great room is the heart of the home, with

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    5698 Leeward Ln, Tilghman, MD 21671
  • /31

    Starting at $2,400 Per Month

    • 2 - 4 Beds

    4313 Ocean Gateway, Trappe, MD 21673

    Lakeside Run at Trappe offers new single family homes on Maryland's Eastern Shore with modern coastal living unique for any lifestyle. Footsteps away from your two, three, or four bedroom home, features a swimming pool, walking trails, fitness center, sporting courts, on-site retail, a dog park, and much more.

    Lakeside Run at Trappe

    4313 Ocean Gateway, Trappe, MD 21673
  • /12

    $171,500

    Sold Aug 11, 2025

    9637 Tall Oaks Rd, Easton, MD 21601

    • 1 Bed
    • 1 Bath
    • 480 Sq Ft
    • Built 1962

    Last Sold Summary

    • $357/SF
    • 3 Days On Market

    Current Estimated Value $168,448

    Last Listing Agent Jimmy Higgins Benson & Mangold, LLC

    9637 Tall Oaks Rd, Easton, MD 21601
    • /63

      Est $603,695

      Not Listed For Sale

      9217 Martingham Dr, Saint Michaels, MD 21663

      • 3 Beds
      • 2.5 Baths
      • 1,945 Sq Ft
      • Built 1988
      9217 Martingham Dr, Saint Michaels, MD 21663

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

  • /56

    $2,995,000

    Under Contract
    • 3 Beds
    • 5 Baths
    • 4,305 Sq Ft

    6906 Travelers Rest Cir, Easton, MD 21601

    "Cypress Lodge" - Tucked away on a private waterfront lot along the Tred Avon River, this striking contemporary-style residence offers expansive water views, exceptional privacy, and thoughtfully designed indoor-outdoor living. The 3-bedroom, 5-bath home features an open floorplan filled with natural light, highlighted by soaring vaulted cathedral ceilings and clean architectural lines that

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    6906 Travelers Rest Cir, Easton, MD 21601
  • /11

    $2,200 Per Month

    • 3 Beds
    • 1 Bath
    • 4,952 Sq Ft
    • House for Rent

    9005 Centreville Rd, Easton, MD 21601

    Enjoy the ease of single-story living in this charming 3-bedroom, 1-bath home conveniently located just minutes from downtown Easton with quick access to the Easton Bypass and Route 50, making commuting a breeze. Inside, you'll find a cozy fireplace that adds warmth and character to the living space. Step outside to your own private, fenced pool area, perfect for relaxing or entertaining.

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    9005 Centreville Rd, Easton, MD 21601
  • /79

    $2,730,000

    Sold May 18, 2026

    9716 Bantry Rd, Easton, MD 21601

    • 4 Beds
    • 3.5 Baths
    • 4,571 Sq Ft
    • Built 1981

    Last Sold Summary

    • 9% Below List Price
    • $597/SF
    • 18 Days On Market

    Current Estimated Value $2,691,096

    Last Listing Agent Tiffany Cloud Meredith Fine Properties

    9716 Bantry Rd, Easton, MD 21601
    • /53

      Est $409,179

      Not Listed For Sale

      29752 Cherelyn Way, Easton, MD 21601

      • 2 Beds
      • 2 Baths
      • 1,878 Sq Ft
      • Built 2004
      29752 Cherelyn Way, Easton, MD 21601

      Last Sold Summary

      • 61 Days On Market

      Last Listing Agent Julie Stevenson Shore Living Real Estate

  • /27

    $925,000

    $24K PRICE DROP Under Contract
    • 5 Beds
    • 3 Baths
    • 2,981 Sq Ft

    28715 Jacks Field Rd, Wye Mills, MD 21679

    Set on a peaceful two-acre lot in Wye Mills, 28715 Jacks Field Road has been thoughtfully updated from top to bottom, offering the space, functionality, and modern finishes today’s buyers are looking for. This spacious five-bedroom, three-bath home features a newly reimagined interior with new flooring throughout, custom blinds, and a series of high-impact upgrades that elevate both everyday

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    28715 Jacks Field Rd, Wye Mills, MD 21679
  • /59

    $5,995

    Total Monthly Price

    • 4 Beds
    • 4.5 Baths
    • 2,400 Sq Ft
    • House for Rent

    27441 Ferry Bridge Rd, Easton, MD 21601

    Experience living the Eastern Shore lifestyle in Talbot County, Maryland. Located on a private peninsula surrounded by the Miles River, the area is known as the “Land of Pleasant Living.” Ferry Bridge House is the perfect place to relax & unwind.This fully furnished 4-bedroom, 4.5-bath home is a replica of the historic Kemp House in St. Michaels. The grounds include a private beach, a

    27441 Ferry Bridge Rd, Easton, MD 21601
  • /68

    $465,000

    Sold Sep 17, 2025

    7395 Karen Ave, Easton, MD 21601

    • 2 Beds
    • 2 Baths
    • 1,878 Sq Ft
    • Built 2004

    Last Sold Summary

    • $248/SF
    • 18 Days On Market

    Current Estimated Value $460,062

    Last Listing Agent Phyllis Endrich Long & Foster Real Estate, Inc.

    7395 Karen Ave, Easton, MD 21601
    • /21

      Est $457,133

      Not Listed For Sale

      7454 Jeffreys Way, Easton, MD 21601

      • 2 Beds
      • 2 Baths
      • 1,878 Sq Ft
      • Built 2003
      7454 Jeffreys Way, Easton, MD 21601

      Last Sold Summary

      • 51 Days On Market

      Last Listing Agent Julie Stevenson Shore Living Real Estate

  • /134

    $7,800,000

    • 4 Beds
    • 4.5 Baths
    • 7,407 Sq Ft

    22101 Grafton Manour Ln, Wittman, MD 21676

    Grafton Manour Estate—A Rare Chesapeake Waterfront Legacy. Embrace the quiet grandeur of Grafton Manour Estate, an 86±-acre peninsula wrapped by approximately 1.5± miles of shoreline with panoramic water views in every direction. Bordered by Briary Cove to the east, Harris Creek to the southeast, and Waterhole Cove to the west, this extraordinary property blends pastoral elegance with true

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    22101 Grafton Manour Ln, Wittman, MD 21676
  • /20

    Starting at $2,139 Per Month

    • 1 - 3 Beds

    8337 Ellliott Rd, Easton, MD 21601

    Upscale Living in the Heart of Maryland's Eastern ShoreThe Promenade at Easton is a thoughtfully designed community that offers the perfect blend of luxury and convenience. Featuring spacious floorplans, each apartment home includes high-end finishes and essential features such as walk-in closets and full-size washers and dryers. Designed to elevate everyday living, the community provides a host

    The Promenade at Easton

    8337 Ellliott Rd, Easton, MD 21601
  • /16

    $70,000

    Sold Oct 02, 2025

    112 Park Ln, Easton, MD 21601

    • 2 Beds
    • 1.5 Baths
    • 1,008 Sq Ft
    • Built 1983

    Last Sold Summary

    • $69/SF
    • 60 Days On Market

    Current Estimated Value $262,229

    Last Listing Agent Amanda Morgan Brenton Realty Group

    112 Park Ln, Easton, MD 21601
    • /61

      Est $2,912,494

      Not Listed For Sale

      27791 Villa Rd, Easton, MD 21601

      • 5 Beds
      • 5.5 Baths
      • 4,848 Sq Ft
      • Built 1983
      27791 Villa Rd, Easton, MD 21601

      Last Sold Summary

      • 67 Days On Market

      Last Listing Agent Clifford Meredith Meredith Fine Properties

  • /45

    $323,000

    $12K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,360 Sq Ft

    7407 Tour Dr, Easton, MD 21601

    Step inside to an inviting open-concept main level, where a spacious great room flowsseamlessly to a 15' deck overlooking two serene ponds and wooded views—a rare backdropthat makes everyday living feel like a retreat.Upstairs, you’ll find two private primary suites, each with its own full bath, walk-in closet, andgleaming hardwood floors. The rear suite offers especially stunning

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    7407 Tour Dr, Easton, MD 21601
  • /7

    Call for Price

    • 1 - 2 Beds

    111 Mitchell St, Saint Michaels, MD 21663

    Riverwoods at Saint Michaels

    111 Mitchell St, Saint Michaels, MD 21663
  • /2

    $295,000

    Sold Mar 27, 2026

    32013 Tuckahoe Ave, Cordova, MD 21625

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 1974

    Last Sold Summary

    • $246/SF
    • 2 Days On Market

    Current Estimated Value $288,547

    Last Listing Agent Jennifer Thomas RE/MAX Executive

    32013 Tuckahoe Ave, Cordova, MD 21625
    • /59

      Est $805,970

      Not Listed For Sale

      9240 Martingham Dr, Saint Michaels, MD 21663

      • 4 Beds
      • 2.5 Baths
      • 2,910 Sq Ft
      • Built 1998
      9240 Martingham Dr, Saint Michaels, MD 21663

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Cornelia Heckenbach Long & Foster Real Estate, Inc.

  • /7

    $1,250,000

    Under Contract
    • Land
    • 47.52 Acres
    • $26,305 per Acre

    0 Unionville Rd Unit MDTA2008824, Easton, MD 21601

    Presenting 47+ acres of stunning land just minutes from Easton, perfectly positioned at the intersectionof Unionville Road and Miles River Road, extending along Anchorage Road. This expansive property iscurrently leased for farming and hunting, offering both income potential and recreational opportunities.While it has not been perc tested, the property holds potential for multiple

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    0 Unionville Rd Unit MDTA2008824, Easton, MD 21601
  • /12

    Starting at $1,330 Per Month

    • 1 - 3 Beds

    7166 Lauren Ln, Easton, MD 21601

    Discover your new place at Chatham Village Apartments in Easton, MD. You'll find this community at 7166 Lauren Lane in Easton MD. This apartment community provides a peaceful environment with all single level homes each with individual entrances and covered porches. These one to three bedroom homes have fully equipped kitchens and include full size washer and dryers. The community also provides a

    Chatham Village Apartments

    7166 Lauren Ln, Easton, MD 21601
  • /38

    $385,000

    Sold Aug 05, 2026

    3818 Marvel Dr, Trappe, MD 21673

    • 3 Beds
    • 2.5 Baths
    • 1,566 Sq Ft
    • Built 2001

    Last Sold Summary

    • 3% Below List Price
    • $246/SF
    • 34 Days On Market

    Current Estimated Value $393,033

    Last Listing Agent Debbie McQuaid TTR Sotheby's International Realty

    3818 Marvel Dr, Trappe, MD 21673
    • /50

      Est $2,804,714

      Not Listed For Sale

      6694 Hopkins Neck Rd, Easton, MD 21601

      • 4 Beds
      • 4 Baths
      • 5,690 Sq Ft
      • Built 2001
      6694 Hopkins Neck Rd, Easton, MD 21601

      Last Sold Summary

      • 419 Days On Market

      Last Listing Agent Laura Carney TTR Sotheby's International Realty

  • /72

    $549,999

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    204 E Marengo St, Saint Michaels, MD 21663

    Priced to sell! The perfect weekend getaway does exist—and it's more attainable than you might think. Escape the city and discover the charm of St. Michaels, one of the Eastern Shore's most beloved waterfront towns. Known for its picturesque streets, waterfront dining, boutique shopping, wineries, marinas, and laid-back coastal lifestyle, St. Michaels offers the perfect place to relax, recharge,

    Agent Photo

    Gretchen Wichlinski

    Compass

    204 E Marengo St, Saint Michaels, MD 21663
  • /19

    Starting at $1,588 Per Month

    • 1 - 2 Beds

    102 Marlboro Ave, Easton, MD 21601

    New in 2020 Luxury downtown apartments. At Marlboro Place Apartments our residents live in the center of downtown historic Easton. Nestled within walking distance to shopping, fine dining and entertainment. The Tred Avon 2 bedroom unit offers a custom modern feel featuring an open floor plan. Our apartment homes feature 9 foot ceilings, custom moldings and blinds, Granite counter tops, wood front

    102 B Marlboro Ave

    102 Marlboro Ave, Easton, MD 21601
  • /36

    $418,000

    Sold Apr 07, 2026

    24345 Widgeon Place Unit 25, Saint Michaels, MD 21663

    • 3 Beds
    • 3 Baths
    • 1,752 Sq Ft
    • Built 1986

    Last Sold Summary

    • 4% Below List Price
    • $239/SF
    • 17 Days On Market

    Current Estimated Value $417,943

    Last Listing Agent Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    24345 Widgeon Place Unit 25, Saint Michaels, MD 21663
    • /33

      Est $569,865

      Not Listed For Sale

      5395 Wellington Dr, Trappe, MD 21673

      • 4 Beds
      • 2.5 Baths
      • 2,736 Sq Ft
      • Built 1992
      5395 Wellington Dr, Trappe, MD 21673

      Last Sold Summary

      • 54 Days On Market

      Last Listing Agent Alicia Gannon Dulin Benson & Mangold, LLC

Showing Results 1 - 40, Page 1 of 18

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