369

Talbot County MD Homes for Sale

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  • /2

    $189,900

    • Land
    • 8.58 Acres
    • $22,133 per Acre

    Lot A Blades Rd, Cordova, MD 21625

    Welcome to Eastern Shore country. Beautiful 8+ acre mostly open lot with no known covenants or restrictions Ideal spot to build your country get away or investigate subdivision potential. Room for animals, gardens, or outdoor activities. Property does not have a perc but the Seller will entertain contingent offers with all perc and survey work at the Buyer's expense. No builder tie

    Thomas Boeshore Berkshire Hathaway Homeservice Homesale Realty

    Lot A Blades Rd, Cordova, MD 21625
  • /50

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 3,053 Sq Ft

    7444 Jeffreys Way, Easton, MD 21601

    MAJOR PRICE IMPROVEMENT! Act fast! Popular McDaniel model. Living room/office, dining room, family room with gas fireplace, gourmet kitchen with stainless appliances , breakfast nook, sunroom overlooking paver patio. 1st floor primary suite, 2nd floor loft, 2 guest bedrooms and bath, and walk-in storage. Wood flooring on 1st floor. Roof 4 years old. New HVAC 2025. New On Demand hot water

    Meg Moran Long & Foster Real Estate, Inc.

    7444 Jeffreys Way, Easton, MD 21601
  • /40

    $649,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 2,316 Sq Ft

    27843 Saint Michaels Rd, Easton, MD 21601

    Secluded Eastern Shore farmhouse. Just over a mile outside Easton, this rare unknown property has been home to an artist couple for nearly 25 years. Its long tree lined drive opens into an authentic and romantic retreat. Set on 2+/- acres, it is surrounded by mature Willow Oaks, English boxwoods, heirloom plantings and a huge Magnolia tree. Inside, it features original oak floors and whitewashed

    Denis Gasper Benson & Mangold, LLC

    27843 Saint Michaels Rd, Easton, MD 21601
  • /130

    $11,500,000

    • 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
  • /89

    $570,000 Open Sun 10AM - 12PM

    • 3 Beds
    • 2.5 Baths
    • 2,729 Sq Ft

    7371 Michael Ave, Easton, MD 21601

    Welcome to Easton Club East — a vibrant 55+ community offering the perfect blend of comfort, convenience, and coastal charm on Maryland’s Eastern Shore.This beautifully maintained Merion model features 3 bedrooms, 2.5 baths, and a thoughtfully designed layout ideal for those looking to downsize without compromising quality or space. This home is also situated on one of the premier lot

    Coard Benson Benson & Mangold, LLC

    7371 Michael Ave, Easton, MD 21601
  • /3

    $102,000

    • 2 Beds
    • 1 Bath
    • 920 Sq Ft

    9681 Macks Ln, McDaniel, MD 21647

    Please don’t enter the home. The value is in the land.

    Lesley Jackson EXIT Sunshine Realty

    9681 Macks Ln, McDaniel, MD 21647
  • /2

    $950,000

    • Land
    • 1.6 Acres
    • $593,750 per Acre

    25826 Orchard Terrace, Royal Oak, MD 21662

    Buildable 1.6 +/- acre lot ready for your vision and a builder ready to help you make it a reality! Over 500 ft of shoreline on the Tred Avon River. Close to the public park/playground and just a short boat ride or ferry ride to Oxford. Centrally located between Easton and St Michaels. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat.

    Chuck Mangold Benson & Mangold, LLC

    25826 Orchard Terrace, Royal Oak, MD 21662
  • /18

    $369,900

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft

    3859 Rumsey Dr, Trappe, MD 21673

    Three bedroom, 2 bath Trappe rancher on a nicely landscaped lot with fenced back yard and one car garage. Electric baseboard with central A/C, hardwood floors, living room with fireplace, deck, 8 year old appliances, plantation shutters and 2 year old roof. Custom built by Seymour Builders. Lots of landscaping. For an acceptable contract of sale the Seller offers a $5,000 painting and/or

    Bill Wieland Benson & Mangold, LLC

    3859 Rumsey Dr, Trappe, MD 21673
  • /43

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,496 Sq Ft

    24749 Swan Rd, Saint Michaels, MD 21663

    Located in Martingham, home of the newly redesigned Pete Dye golf course, The Links at Perry Cabin. This 3BR/2.5BA Colonial style home is situated on an open 1.13ac lot with a tree lined backyard for privacy. Inside you will enjoy a spacious floor plan, and updated island kitchen, and a large family room highlighted by a wood burning fireplace and a beam ceiling. Upstairs you will find the

    Steve Bealefeld Benson & Mangold, LLC

    24749 Swan Rd, Saint Michaels, MD 21663
  • /57

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 2,642 Sq Ft

    22860 Middle Point Rd, Neavitt, MD 21652

    Welcome to this architecturally designed waterfront retreat, thoughtfully created to capture broad, breathtaking views and harmonize with its natural surroundings. Set in a quiet village near historic St. Michaels, this home offers a rare blend of tranquility, comfort, and convenience—just minutes from a public park and landing. Inside, the home features 3 spacious bedrooms, an office, and

    Wink Cowee Benson & Mangold, LLC

    22860 Middle Point Rd, Neavitt, MD 21652
  • /31

    $695,000

    • 2 Beds
    • 2 Baths
    • 1,720 Sq Ft

    103 Richardson St, Oxford, MD 21654

    Oxford, Unique Carriage House sits on large, high lot, with plenty of off street parking. Located on the quiet side of Town, this 2-BR, 2-Bath house offers open living plan with views of Town Creek. Nestled in a Maritime Community, that offers a feeling of privacy but puts you close to Marinas and a short walk to the center of Town. This is the perfect weekend or retirement house, with the

    Ray Stevens Benson & Mangold, LLC

    103 Richardson St, Oxford, MD 21654
  • /83

    $1,245,500

    • 5 Beds
    • 4.5 Baths
    • 7,166 Sq Ft

    13543 Rustling Oaks Dr, Wye Mills, MD 21679

    PRICE REDUCTION! Five diamond resort living meets the Eastern Shore in a relaxed rural setting. This exquisite one-of-a-kind home is situated on just under an acre enveloped by luscious, manicured landscaping, towering pines and open field. Just minutes away provides boating with Wye River Landing, a large public boat ramp. Add the luxury of marina life just miles away at Kent Narrows, St

    Judy Moore Benson & Mangold, LLC

    13543 Rustling Oaks Dr, Wye Mills, MD 21679
  • /10

    $169,000

    • 3 Beds
    • 1.5 Baths
    • 1,472 Sq Ft

    601 Goldsborough St, Easton, MD 21601

    Investor alert! Walkable in town location. 3 Bedroom 1.5 bath with covered front porch & off street parking. Quaint yard space perfect for gardening enthusiasts or a cozy outdoor retreat. House was a long term rental property and in need of updating. Being sold as-is where is. Buyers responsible for all due diligence and feasibility. Any inspections are for informational purposes only.

    Brandon Shostak Meredith Fine Properties

    601 Goldsborough St, Easton, MD 21601
  • /48

    $450,000

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    719 Elizabeth St, Easton, MD 21601

    First time available in over 40 years, this lovingly maintained residence offers an abundance of features. Step into a welcoming atmosphere that includes both a den and living room, each with its own fireplace—one gas and one wood-burning—perfect for cozy evenings.Enjoy meals in the separate dining room, and benefit from a full bath conveniently located on the main level. The standout feature is

    Mary Haddaway Benson & Mangold, LLC

    719 Elizabeth St, Easton, MD 21601
  • /109

    $2,650,000

    • 4 Beds
    • 5 Baths
    • 5,207 Sq Ft

    26090 Royal Oak Rd, Easton, MD 21601

    This house is a showstopper! A work of art that feels part castle, part cathedral! Pictures don't do it justice! It's a unique, historic, waterfront estate that combines privacy & nature & excellent location on Oak Creek between St. Michaels & Easton. The treelined drive welcomes you to this one of a kind home built in 1890 and situated on 11.59 acres. Featuring stained glass transoms, the

    Kate Koeppen Chesapeake Bay Real Estate Plus, LLC

    26090 Royal Oak Rd, Easton, MD 21601
  • /29

    $799,000

    • 4 Beds
    • 2 Baths
    • 2,208 Sq Ft

    10118 Hiners Ln, Easton, MD 21601

    Beautiful 4-bedroom, 2-bathroom home on a 1+/- acre parcel with an additional 12.45+/- acre lot included—ideal for expansion, equipment storage, or future investment. The 48' x 60' pole barn features three overhead doors, providing ample space for tools, vehicles, and materials. Outside, enjoy an in-ground pool and a fully fenced backyard. The property is currently served by well and septic, but

    Alicia Gannon Dulin Benson & Mangold, LLC

    10118 Hiners Ln, Easton, MD 21601
  • /58

    $520,000

    • 3 Beds
    • 3 Baths
    • 2,342 Sq Ft

    7400 Michael Ave, Easton, MD 21601

    Chesapeake by Del Webb. Popular two-story Wittman model. Great room with gas fireplace, formal dining room, gourmet kitchen with 5-burner cooktop, double wall oven, granite countertops. Tiled sunroom leading to expansive paver patio with awning. First floor primary bedroom suite, guest bedroom and bath, office and laundry/utility. 2nd floor features a spacious loft, guest bedroom and bath.

    Judy Moore Benson & Mangold, LLC

    7400 Michael Ave, Easton, MD 21601
  • /31

    $469,500

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    6403 Bozman Neavitt Rd, Neavitt, MD 21652

    Located in the historic village of Neavitt, this charming house was built in 1890. It was thoroughly renovated in 2011 and the layout adapted for modern living, with light-filled rooms and a cleverly updated floor plan. The first-floor public spaces include a sitting room/office/entry, a generous living/dining room combination, and a handsome kitchen with water views, terrific storage, and

    Joan Wetmore TTR Sotheby's International Realty

    6403 Bozman Neavitt Rd, Neavitt, MD 21652
  • /60

    $8,495,000

    • 6 Beds
    • 11 Baths
    • 17,402 Sq Ft

    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663

    NEW PRICE! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering w/ over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier w/ 4’ MLW, pine grove, putting green,

    Doc Keane Washington Fine Properties, LLC

    8620 Bozman Neavitt Rd, Saint Michaels, MD 21663
  • /47

    $1,745,000

    • 6 Beds
    • 6 Baths
    • 4,397 Sq Ft

    6020 Sunset Ln, Tilghman, MD 21671

    Welcome to Tilghman Landing on the Chesapeake Bay! This unique waterview property offers an incredible opportunity, featuring two separate homes with garages with unbelievable views of the Bay!Home #1: 6020 Sunset LaneThis spacious residence offers breathtaking, unobstructed views of the Bay. It includes 3 bedrooms and 2.5 bathrooms, and showcases an open-concept main level with a living

    Melissa Tippett TTR Sotheby's International Realty

    6020 Sunset Ln, Tilghman, MD 21671
  • /33

    $455,000

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    100 E Division St, Oxford, MD 21654

    Fantastic summer getaway or full-time residence just minutes from all of Oxford's amenities which include famous restaurants, marinas, tennis/pickle ball courts, the Oxford Museum, the active Community Center and wonderful nature trails. Located only one block from a public access sitting area overlooking Town Creek. The standout features include the fabulous screened porch, the open floor plan,

    Brian Petzold Benson & Mangold, LLC

    100 E Division St, Oxford, MD 21654
  • /14

    $149,000

    • Land
    • 0.39 Acre
    • $382,051 per Acre

    305 Prospect Ave, Easton, MD 21601

    Discover the perfect opportunity to create your dream home on this great buildable lot just minutes from the heart of downtown Easton. Nestled in a prime location, this property offers a ton of potential. Whether you're a seasoned builder or just starting to imagine your future home, this lot is ready for your vision.

    Alicia Gannon Dulin Benson & Mangold, LLC

    305 Prospect Ave, Easton, MD 21601
  • /53

    $639,000

    • 6 Beds
    • 3.5 Baths
    • 3,112 Sq Ft

    3860 Main St, Trappe, MD 21673

    Beautifully Restored 1890s Victorian in Trappe, MD - 6BR, 3.5BAStunning fully restored 1890s Victorian in the heart of Trappe. This spacious 6-bedroom, 3.5-bath home features a wraparound porch, formal living and dining rooms, a family room, and a marble primary bath. The home offers one gas fireplace for warmth and ambiance, plus four original decorative fireplaces that add timeless

    Gwen Eskridge Coldwell Banker Chesapeake Real Estate Company

    3860 Main St, Trappe, MD 21673
  • /21

    $439,900

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

    29653 Lyons Dr, Easton, MD 21601

    Located in the non-age restricted section of Easton Club East, this desirable one-level home offers a bright and comfortable living space in one of Easton’s most sought-after communities. This freshly painted home with brand-new carpet is move-in ready. Inside, you'll find a spacious living room with a cozy gas fireplace, ideal for relaxing. Formal dining room and ample kitchen with large

    Chuck Mangold Benson & Mangold, LLC

    29653 Lyons Dr, Easton, MD 21601
  • /52

    $2,700,000

    • 3 Beds
    • 3 Baths
    • 7,949 Sq Ft

    6976 Travelers Rest Cir, Easton, MD 21601

    Welcome to Soleil on the Bay! Nestled on nearly 7 acres along the scenic Maxmore Creek—just off the Tred Avon River—this exceptional west-facing waterfront property offers the most gorgeous sunsets providing the perfect blend of privacy, natural beauty, and endless potential. Ideally located between Easton and St. Michaels, it provides easy access to the best of Maryland’s Eastern Shore.Enter

    Clifford Meredith Meredith Fine Properties

    6976 Travelers Rest Cir, Easton, MD 21601
  • /2

    $695,000

    • Land
    • 6.29 Acres
    • $110,493 per Acre

    28824 Jennings Rd, Easton, MD 21601

    Located in the desirable Schwaninger Farm section of Cooke's Hope, this exceptional 6.29-acre residential lot offers a rare opportunity to build your dream home in a serene waterfront setting. With 324+/- feet of frontage on picturesque Peachblossom Creek, the property provides stunning views and direct water access. It currently has a perc approved for a 4-bedroom home, with paperwork submitted

    Chuck Mangold Benson & Mangold, LLC

    28824 Jennings Rd, Easton, MD 21601
  • /18

    $350,000

    • Land
    • 0.55 Acre
    • $636,364 per Acre

    108 Miles, Saint Michaels, MD 21663

    Price Improved! Build your dream home on this one-of-a- kind, half+ acre (24,082 sf) wooded lot in the heart ofSaint Michaels. Offering a tranquil, park-like setting, this rare property provides both privacy andconvenience, a five-minute walk to the town’s charming restaurants, coffeeshops, events and shopping. Located just outside the historic district line, this unusuallylarge

    Jana Meredith Meredith Fine Properties

    108 Miles, Saint Michaels, MD 21663
  • /44

    $999,999

    • 3 Beds
    • 2 Baths
    • 1,822 Sq Ft

    11340 Longwoods Rd, Easton, MD 21601

    "Bay Mist Acres" 21 +/- acres conveniently located in a private rural setting of Talbot County and only a short drive from the Bay Bridge to the historic towns of Easton, St. Michaels, and Oxford Md. This farmette encompasses a 3 bd 2 bath 1822 sq ft partially renovated farmhouse including updated metal roofing,detached two car garage, and a 40' by 25' barn overlooking 17 +/- tillable acres.

    Shawn Moore Meredith Fine Properties

    11340 Longwoods Rd, Easton, MD 21601
  • /18

    $649,000

    • Land
    • 6.52 Acres
    • $99,540 per Acre

    6976 Cookes Hope Rd, Easton, MD 21601

    WATERFRONT LOT AT COOKE'S HOPE - WITH PUBLIC WATER & SEWER !!This exceptional 6.5-acre lot in the Springfield section of Cooke's Hope is located just a few minutes from historic downtown Easton. Beautifully designed and managed, the community offers walking trails, wildlife ponds, fitness center, tennis court, dog park, shared pier on Peachblossom Creek and a kayak launch. This last remaining

    Peter Frevel Benson & Mangold, LLC

    6976 Cookes Hope Rd, Easton, MD 21601
  • /73

    $749,000

    • 4 Beds
    • 2.5 Baths
    • 2,512 Sq Ft

    22 Londonderry Dr, Easton, MD 21601

    Turnkey and ready to go in Thredhaven! 4 Br 2 1/2 Ba with first floor master suite, pool and 2 car attached garage with finished upstairs bonus room. Owners have installed new flagstone pavers, new built ins around the fireplace, remodeled the kitchen, new carpet and added recessed lighting in the entire house. This is an excellent location in downtown Easton!

    Henry Gibbons-Neff Meredith Fine Properties

    22 Londonderry Dr, Easton, MD 21601
  • /62

    $600,000

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

    5559 Trafalgar Cir, Tilghman, MD 21671

    Welcome to this beautiful, spacious 5-bedroom, 3 1/2-bathroom single-family home located in the sought-after Tilghman on Chesapeake community. This property offers the perfect blend of modern comfort and serene island living, featuring an open-concept floor plan with plenty of natural light and elegant finishes. Each bedroom offers ample space and comfort with the Primary Suite offering 2

    Becky Wibberley Coldwell Banker Realty

    5559 Trafalgar Cir, Tilghman, MD 21671
  • /4

    $349,900

    • Land
    • 0.22 Acre
    • $1,590,455 per Acre

    0 Hope Cir, Easton, MD 21601

    A rare opportunity for one of the last lots in Easton's most sought after community. Cookes Hope offers many amenities including tennis court, walking/jogging path, ponds, dog park, fitness center, marina and kayak launch.

    Chuck Mangold Benson & Mangold, LLC

    0 Hope Cir, Easton, MD 21601
  • /39

    $685,000

    • 3 Beds
    • 2.5 Baths
    • 2,075 Sq Ft

    4260 Windrush Rd, Oxford, MD 21654

    This charming Cape Cod is located on a beautifully landscaped 2 acre lot. Old trees, gardens and beautiful lawn. First floor features living room, nice kitchen with woodburning fireplace and dining area, sunroom, primary suite, laundry/mud room and half bath. The 2nd floor features 2 nice size bedrooms, full bath and spacious attic/storage. Detached 2-car garage and big deck. Close to Oxford

    Ray Stevens Benson & Mangold, LLC

    4260 Windrush Rd, Oxford, MD 21654
  • /27

    $12,000,000

    • 3 Beds
    • 2 Baths
    • 2,397 Sq Ft

    29587 Matthewstown Rd, Easton, MD 21601

    124 +/- acres on the edge of Easton Md town limits. Farm is currently in row crop production. Situated between Matthewstown Run and Waylands subdivisions, this property is ideal for development potential located in priority areas two and three of Easton's Comprehensive Plan Growth Map.BUYER'S RESPONSIBILITY TO PERFORM DUE DILIGENCE REGARDING PROPERTY LOCATION, USE, RESTRICTIONS, AND

    Shawn Moore Meredith Fine Properties

    29587 Matthewstown Rd, Easton, MD 21601
  • /65

    $1,695,000

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    6780 Cookes Hope Rd, Easton, MD 21601

    Waterfront Retreat in Cookes Hope - Located in the highly desirable Oxford Road corridor, this custom waterfront home in Cookes Hope offers a perfect balance of elegance and comfort with breathtaking water views and thoughtfully designed living spaces by Pam Gardner. With 3 bedrooms, 2.5 baths, and a one-level open floor plan, this home is ideal for relaxed waterfront living. A two-story

    Kathy Christensen TTR Sotheby's International Realty

    6780 Cookes Hope Rd, Easton, MD 21601
  • /45

    $3,500,000

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

    6906 Travelers Rest Cir, Easton, MD 21601

    This expansive 3-bedroom, 5-bathroom contemporary home is nestled on over 4 acres along the picturesque Tred Avon River. Ideally situated between Easton and St. Michaels, this property offers the perfect blend of privacy and convenience. Featuring an open floorplan with soaring cathedral ceilings, it’s designed for both comfort and style. Additional features include a spacious primary suite

    Clifford Meredith Meredith Fine Properties

    6906 Travelers Rest Cir, Easton, MD 21601
  • /32

    $745,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    27232 Hayward Trail, Easton, MD 21601

    First time offered in 50 years! Discover this hidden gem nestled along 200' of waterfrontage on Hayward Cove, opening onto the scenic Miles River. Located on at the end of the street, between Easton and St. Michaels this colonial style home is situated on a 1+ acre lot with mature trees, offering three bedrooms, two bathrooms, beautiful wood flooring, a cozy dining area accentuated by a free

    Barbara Watkins Benson & Mangold, LLC

    27232 Hayward Trail, Easton, MD 21601
  • /46

    $1,395,000

    • 3 Beds
    • 4 Baths
    • 2,909 Sq Ft

    115 W Pier St, Oxford, MD 21654

    A very exciting, well-built (stick built by Mister Construction-1996), open floor plan waterfront home in Oxford. Amazing broad South facing with river views. Three bedrooms on second floor, each with private bath, elevator to 3rd floor, full attic storage, 2 car garage, new roof in 2022, waterside deck, 2 enclosed waterfront sitting rooms, spacious first floor rooms for entertaining! First

    Jane McCarthy Benson & Mangold, LLC

    115 W Pier St, Oxford, MD 21654
  • /47

    $2,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,847 Sq Ft

    21825 Langdon Farm Rd, Sherwood, MD 21665

    It doesn't get any better than this ! Stunning brand-new ,one-story coastal residence with a contemporary flair! As soon as you enter this magnificent home, you will be captivated by 20'+ ceilings, superb craftsmanship , an extremely well-designed open floor-plan; breathtaking water-views on Dun Cove and a luxurious yet inviting kitchen. There are a total of 3 en-suite bedrooms as well as an

    Robert Lacaze TTR Sotheby's International Realty

    21825 Langdon Farm Rd, Sherwood, MD 21665
  • /40

    $615,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    204 E Marengo St, Saint Michaels, MD 21663

    Coastal charm meets small-town living in this beautifully updated cottage, just one block from the Historic District and 1.5 blocks from water access, including a marina and boat ramp, and downtown Saint Michaels! This home exudes a true vacation vibe, offering main-level living with sun-filled spaces designed for relaxation. The completely remodeled full bathroom adds modern comfort, while the

    Jennifer Chino Compass

    204 E Marengo St, Saint Michaels, MD 21663

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