22,490

Talbot County, MD Homes

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  • /37

    $349,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,020 Sq Ft

    304 W Oak Ave, Easton, MD 21601

    Built in 1959 and enhanced with a spacious primary suite addition in 1995, this 3–4 bedroom, 2-bath home provides generous living space and a versatile layout. The front covered porch leads into a bright living room with large windows overlooking the front yard. Beautiful original hardwood floors carry throughout much of the home. The open kitchen overlooks the dining area and sunroom. The home

    Kim Crouch Ozman Benson & Mangold, LLC

    304 W Oak Ave, Easton, MD 21601
  • /57

    $1,152,500

    Sold Jun 10, 2026

    114 E Chew Ave, Saint Michaels, MD 21663

    • 3 Beds
    • 2.5 Baths
    • 2,336 Sq Ft
    • Built 1890

    Last Sold Summary

    • 16% Below List Price
    • $493/SF
    • 76 Days On Market

    Current Estimated Value $1,211,059

    Last Listing Agent Wink Cowee Benson & Mangold, LLC

    114 E Chew Ave, Saint Michaels, MD 21663
    • /32

      Est $416,922

      Not Listed For Sale

      117 E Dover St Unit 206, Easton, MD 21601

      • 2 Beds
      • 2 Baths
      • 1,240 Sq Ft
      • Built 1985
      117 E Dover St Unit 206, Easton, MD 21601

      Last Sold Summary

      • 5 Days On Market

  • /86

    $7,500,000

    • 5 Beds
    • 6 Baths
    • 10,000 Sq Ft

    7090 Cooper Point Rd, Bozman, MD 21612

    Welcome to this extraordinary waterfront estate, gracefully sited on 6.92 lush, landscaped acres with sweeping views of Leadenham Creek. Designed by architect Alan Meyers, constructed by Ilex Construction, and masterfully styled by interior designer Skip Sroka, this 10,000+/-sq. ft. residence is a showcase of timeless craftsmanship and elevated design. The custom brick exterior is crowned by a

    Laura Carney TTR Sotheby's International Realty

    7090 Cooper Point Rd, Bozman, MD 21612
  • /53

    $380,000

    Sold Nov 24, 2025

    29529 Dutchmans Ln, Easton, MD 21601

    • 5 Beds
    • 3 Baths
    • 2,920 Sq Ft
    • Built 1985

    Last Sold Summary

    • $130/SF
    • 53 Days On Market

    Current Estimated Value $380,154

    Last Listing Agent Eddie Matthews Benson & Mangold, LLC

    29529 Dutchmans Ln, Easton, MD 21601
    • /48

      Est $869,596

      Not Listed For Sale

      9794 Martingham Cir Unit D5, Saint Michaels, MD 21663

      • 3 Beds
      • 3 Baths
      • 2,135 Sq Ft
      • Built 1990
      9794 Martingham Cir Unit D5, Saint Michaels, MD 21663

      Last Sold Summary

      • 53 Days On Market

  • /13

    $1,850,000

    $150K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,566 Sq Ft

    104 Myrtle St, Oxford, MD 21654

    This property is now vacant of all its contents so it is ready for your own personal touches. Located on a quiet street with walking distance to a Boat yard at end of cul-de sac This home built from the remains of the Oxford Hotel that once stood where the brick post office is now and recently updated in 2015 with all new kitchen equipment. This is an estate sale so Owners are out of state and do

    Skipper Marquess Coldwell Banker Realty

    104 Myrtle St, Oxford, MD 21654
  • /22

    $125,000

    Sold Apr 15, 2026

    13508 Main St, Queen Anne, MD 21657

    • 2 Beds
    • 1 Bath
    • 1,322 Sq Ft
    • Built 1910

    Last Sold Summary

    • $95/SF
    • 103 Days On Market

    Current Estimated Value $130,926

    Last Listing Agent Brenda Sarver Maryland Realty Connection

    13508 Main St, Queen Anne, MD 21657
    • /18

      Est $425,072

      Not Listed For Sale

      117 E Dover St Unit 101, Easton, MD 21601

      • 2 Beds
      • 2 Baths
      • 1,225 Sq Ft
      • Built 1985
      117 E Dover St Unit 101, Easton, MD 21601

      Last Sold Summary

      • 4 Days On Market

  • /39

    $375,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,364 Sq Ft

    8805 Cummings Rd, Wittman, MD 21676

    Located in the waterfront village of Wittman, close to the public landing and county park, this beautifully crafted two-story cottage blends charm and character with thoughtful design. The home features 2 bedrooms, 1.5 baths, multiple living areas and 2 office spaces . Open beams, wood floors, and architectural details create a warm, inviting atmosphere throughout. Meticulous renovations by a

    Wink Cowee Benson & Mangold, LLC

    8805 Cummings Rd, Wittman, MD 21676
  • /17

    $465,000

    Sold Jun 12, 2026

    314 Cove View Dr, Saint Michaels, MD 21663

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft
    • Built 1985

    Last Sold Summary

    • 7% Below List Price
    • $302/SF
    • 3 Days On Market

    Current Estimated Value $529,541

    Last Listing Agent Tracy Higgs-Wagner Meredith Fine Properties

    314 Cove View Dr, Saint Michaels, MD 21663
    • /31

      Est $936,587

      Not Listed For Sale

      9792 Martingham Cir, Saint Michaels, MD 21663

      • 3 Beds
      • 3 Baths
      • 2,213 Sq Ft
      • Built 1990
      9792 Martingham Cir, Saint Michaels, MD 21663

      Last Sold Summary

      • 5 Days On Market

  • /80

    $3,475,000

    Under Contract
    • 5 Beds
    • 6 Baths
    • 7,300 Sq Ft

    9791 Pintail Place, Saint Michaels, MD 21663

    Welcome to Rivermark - a true waterfront retreat in St. Michaels on the Eastern Shore. This custom-built home is an artistic masterpiece with five octagonal interconnected wings, creating distinct yet flowing spaces and breathtaking panoramic views of Porters Creek, Miles River, Wye River and the Eastern Bay from every room.With architecture inspired by the French West Indies, this home

    Kathleen Eder Compass

    9791 Pintail Place, Saint Michaels, MD 21663
  • 135 Chapel Rd, Easton, MD 21601

    $435,000

    Sold Jun 27, 2025

    135 Chapel Rd, Easton, MD 21601

    • 3 Beds
    • 2.5 Baths
    • 2,159 Sq Ft
    • Built 1950

    Last Sold Summary

    • $201/SF
    • 2 Days On Market

    Current Estimated Value $441,838

    Last Listing Agent Robert Lacaze TTR Sotheby's International Realty

    135 Chapel Rd, Easton, MD 21601
    • /51

      Est $931,669

      Not Listed For Sale

      9792 Martingham Cir Unit 8, Saint Michaels, MD 21663

      • 3 Beds
      • 3 Baths
      • 2,135 Sq Ft
      • Built 1990
      9792 Martingham Cir Unit 8, Saint Michaels, MD 21663

      Last Sold Summary

      • 22 Days On Market

  • /5

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,649 Sq Ft

    107 Wrightson Ave, Easton, MD 21601

    Easton Cape. This 4 bedroom, 2 bath home offers a living room with wood burning brick fireplace, spacious eat-in kitchen, porch/sunroom. Hot water baseboard oil heat, central air on 1st floor, 2 sheds, corner lot with mature plantings. Flooring is carpeted, but possible wood flooring under carpet (Buyer to confirm). Ready for immediate occupancy. First-time offered in 42 years. Close to downtown

    Judy Moore Benson & Mangold, LLC

    107 Wrightson Ave, Easton, MD 21601
  • /29

    $365,000

    Sold Sep 17, 2025

    422 Crowberry Cir, Easton, MD 21601

    • 3 Beds
    • 2.5 Baths
    • 1,880 Sq Ft
    • Built 2020

    Last Sold Summary

    • $194/SF
    • 28 Days On Market

    Current Estimated Value $370,961

    Last Listing Agent Traci Jordan Meredith Fine Properties

    422 Crowberry Cir, Easton, MD 21601
    • /40

      Est $578,586

      Not Listed For Sale

      604 S Morris St, Oxford, MD 21654

      • 3 Beds
      • 2.5 Baths
      • 1,644 Sq Ft
      • Built 1988
      604 S Morris St, Oxford, MD 21654

      Last Sold Summary

      • 5 Days On Market

  • /64

    $799,900

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    101 Tilghman St, Oxford, MD 21654

    Beautifully crafted “Oxford Cottage,” just a few blocks from waterfront park access, downtown Oxford, the Oxford Bellevue Ferry, and the Strand beach. Built in 2023, this builder’s personal home is being offered for the first time. Upstairs features two spacious bedrooms, a full bath, and a convenient laundry area. The main level offers flexible living space with the option for an additional

    Eddie Matthews Benson & Mangold, LLC

    101 Tilghman St, Oxford, MD 21654
  • /34

    $525,000

    Sold Apr 24, 2026

    25913 Royal Oak Rd, Royal Oak, MD 21662

    • 4 Beds
    • 2 Baths
    • 2,023 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Above List Price
    • $260/SF
    • 4 Days On Market

    Current Estimated Value $509,989

    Last Listing Agent Pamela Ackermann-Doll RE/MAX Executive

    25913 Royal Oak Rd, Royal Oak, MD 21662
    • /32

      Est $849,643

      Not Listed For Sale

      2994 Chancellor Point Rd, Trappe, MD 21673

      • 3 Beds
      • 2.5 Baths
      • 2,464 Sq Ft
      • Built 2020
      2994 Chancellor Point Rd, Trappe, MD 21673

      Last Sold Summary

      • 43 Days On Market

  • /63

    $2,695,000

    • 7 Beds
    • 5.5 Baths
    • 4,151 Sq Ft

    21642 Chicken Point Rd, Tilghman, MD 21671

    Tranquil Waters” is a rare Chesapeake Bay waterfront retreat on Tilghman Island, comprehensively renovated to the highest standard and designed to capture panoramic water views from nearly every room. This extraordinary residence blends refined coastal architecture with the relaxed elegance of Eastern Shore living. Dramatic walls of glass, soaring ceilings, and open living spaces flood the home

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    21642 Chicken Point Rd, Tilghman, MD 21671
  • /37

    $475,000

    Sold Nov 12, 2025

    29606 Charles Dr, Easton, MD 21601

    • 3 Beds
    • 3 Baths
    • 3,048 Sq Ft
    • Built 2008

    Last Sold Summary

    • $156/SF
    • 42 Days On Market

    Current Estimated Value $504,506

    Last Listing Agent Daphne Cawley TTR Sotheby's International Realty

    29606 Charles Dr, Easton, MD 21601
    • /82

      Est $2,850,496

      Not Listed For Sale

      101 East St, Oxford, MD 21654

      • 4 Beds
      • 5.5 Baths
      • 5,644 Sq Ft
      • Built 1880
      101 East St, Oxford, MD 21654

      Last Sold Summary

      • 149 Days On Market

  • /8

    $575,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,288 Sq Ft

    316 Spring Dr, Easton, MD 21601

    Spacious Colonial in Charlestown Village - Welcome home to this beautifully cared-for Colonial offering 4 bedrooms, 2.5 baths, and over 2,288 sq. ft. of living space (actual square footage exceeds the tax record). The main level features hardwood flooring and a comfortable flow designed for everyday living and entertaining. At the back of the home, the kitchen with stainless steel appliances and

    Traci Jordan Meredith Fine Properties

    316 Spring Dr, Easton, MD 21601
  • /2

    $650,000

    Sold Sep 15, 2025

    8846 High Banks Dr, Easton, MD 21601

    • 4 Beds
    • 2.5 Baths
    • 3,590 Sq Ft
    • Built 2001

    Last Sold Summary

    • $181/SF
    • 14 Days On Market

    Current Estimated Value $687,619

    Last Listing Agent Brian Petzold Benson & Mangold, LLC

    8846 High Banks Dr, Easton, MD 21601
    • /35

      Est $427,241

      Not Listed For Sale

      24362 Widgeon Place Unit 6, Saint Michaels, MD 21663

      • 3 Beds
      • 3 Baths
      • 1,752 Sq Ft
      • Built 1986
      24362 Widgeon Place Unit 6, Saint Michaels, MD 21663

      Last Sold Summary

      • 178 Days On Market

  • /77

    $1,165,000

    • 2 Beds
    • 2 Baths
    • 2,024 Sq Ft

    107 E Chestnut St, Saint Michaels, MD 21663

    Welcome to 107 E. Chestnut, a beautifully restored circa-1870 residence nestled in the heart of St. Michaels. From the moment you step inside, you are greeted by the perfect blend of timeless character and modern sophistication, where original architectural details have been thoughtfully preserved and seamlessly integrated with extensive renovations. The spacious entry combines an elegant living

    Monica Penwell TTR Sotheby's International Realty

    107 E Chestnut St, Saint Michaels, MD 21663
  • /48

    $445,000

    Sold Jul 11, 2025

    4293 Wrights Mill Rd, Trappe, MD 21673

    • 5 Beds
    • 3 Baths
    • 2,404 Sq Ft
    • Built 1979

    Last Sold Summary

    • $185/SF
    • 16 Days On Market

    Current Estimated Value $469,783

    Last Listing Agent Justin Pokrywka Taylor Properties

    4293 Wrights Mill Rd, Trappe, MD 21673
    • /75

      Est $362,459

      Not Listed For Sale

      24360 Widgeon Place Unit 11, Saint Michaels, MD 21663

      • 2 Beds
      • 2.5 Baths
      • 1,800 Sq Ft
      • Built 1986
      24360 Widgeon Place Unit 11, Saint Michaels, MD 21663

      Last Sold Summary

      • 78 Days On Market

  • /58

    $742,000

    • 3 Beds
    • 2.5 Baths
    • 2,495 Sq Ft

    28288 Hemmersley St, Easton, MD 21601

    This beautifully appointed three-bedroom, two-and-a-half-bath home offers refined comfort, thoughtful design, and effortless Eastern Shore living in the waterfront access community of Easton Village. Built in 2009 and designed for easy everyday living, the home features spacious, light-filled interiors with an open floor plan, formal dining area, and inviting living spaces ideal for both

    Coard Benson Benson & Mangold, LLC

    28288 Hemmersley St, Easton, MD 21601
  • /18

    $334,750

    Sold Jul 17, 2025

    1437 Lake Geneva Dr, Trappe, MD 21673

    • 2 Beds
    • 2.5 Baths
    • 1,602 Sq Ft
    • Built 2025

    Last Sold Summary

    • $209/SF
    • 27 Days On Market

    Last Listing Agent Terri Hill Builder Solutions Realty

    1437 Lake Geneva Dr, Trappe, MD 21673
    • /23

      Est $386,095

      Not Listed For Sale

      1175 S Washington St Unit 20, Easton, MD 21601

      • 3 Beds
      • 2 Baths
      • 1,920 Sq Ft
      • Built 1988
      1175 S Washington St Unit 20, Easton, MD 21601

      Last Sold Summary

      • 13 Days On Market

  • /34

    $924,000

    New Construction $23K PRICE DROP
    • Studio
    • 3,400 Sq Ft

    607 A & B North St, Easton, MD 21601

    This custom-built duplex completed in 12/25, located in the heart of historic Easton, is a one-of-a-kind investment opportunity. Featuring three bedrooms and two and a half baths in each home, the homes offer an ensuite primary bedroom complete with a walk-in closet and private bath. Designed with modern luxury in mind, it includes new stainless-steel appliances, Marvin windows, a rich wood front

    Jana Meredith Meredith Fine Properties

    607 A & B North St, Easton, MD 21601
  • /69

    $1,800,000

    Sold Apr 24, 2026

    4491 Bachelors Point Rd, Oxford, MD 21654

    • 3 Beds
    • 3 Baths
    • 1,704 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $1,056/SF
    • 26 Days On Market

    Current Estimated Value $1,756,104

    Last Listing Agent Linda Fredeking Monument Sotheby's International Realty

    4491 Bachelors Point Rd, Oxford, MD 21654
    • /6

      Est $411,951

      Not Listed For Sale

      1175 S Washington St Unit 1, Easton, MD 21601

      • 3 Beds
      • 2 Baths
      • 1,920 Sq Ft
      • Built 1985
      1175 S Washington St Unit 1, Easton, MD 21601

      Last Sold Summary

  • /104

    $2,750,000

    • 4 Beds
    • 3 Baths
    • 6,361 Sq Ft

    7543 Bozman Neavitt Rd, Bozman, MD 21612

    This exceptional 47± acre waterfront farm is located just outside Historic St. Michaels, offering a rare combination of productive farmland, extensive improvements and water views across Leadenham Creek. Encompassing approximately 42± tillable acres, the property is ideally suited for agricultural use, hunting and a serves as a stunning waterfront retreat. A tree-lined blacktop drive leads to the

    Kim Crouch Ozman Benson & Mangold, LLC

    7543 Bozman Neavitt Rd, Bozman, MD 21612
  • /19

    $349,990

    Sold Apr 13, 2026

    1231 Lake Meade Dr, Trappe, MD 21673

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 7% Below List Price
    • $219/SF
    • 163 Days On Market

    Lennar Lakeside at Trappe - Signature

    1231 Lake Meade Dr, Trappe, MD 21673
    • /38

      Est $263,430

      Not Listed For Sale

      3901 Harrison Cir, Trappe, MD 21673

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1988
      3901 Harrison Cir, Trappe, MD 21673

      Last Sold Summary

      • 15 Days On Market

  • /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

Showing Results 401 - 440, Page 11 of 18

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