322

Talbot County MD Homes for Sale

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  • 26282 Deep Water Harbor Rd, Easton, MD 21601
    26282 Deep Water Harbor Rd, Easton, MD 21601
    26282 Deep Water Harbor Rd, Easton, MD 21601
    /53

    $2,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,472 Sq Ft

    26282 Deep Water Harbor Rd, Easton, MD 21601

    Tucked away on approximately 3 private acres along Plaindealing Creek just off the Tred Avon River, this striking waterfront retreat offers the perfect blend of Mid-Century Modern style, open-concept living, and exceptional Eastern Shore lifestyle amenities. With approximately 5’ MLW, a private dock with boat lift and floating dock, and sweeping water views from nearly every room, this property

    Chuck Mangold Benson & Mangold, LLC

    26282 Deep Water Harbor Rd, Easton, MD 21601
  • 7272 Waverly Island Rd, Easton, MD 21601
    7272 Waverly Island Rd, Easton, MD 21601
    7272 Waverly Island Rd, Easton, MD 21601
    /58

    $2,175,000

    • 4 Beds
    • 4 Baths
    • 2,741 Sq Ft

    7272 Waverly Island Rd, Easton, MD 21601

    Discover a serene retreat in the heart of Waverly Island Estates, where a major renovation in 2025 breathes new life into this charming Cape Cod home. Spanning 2.77 acres, this property offers a perfect blend of comfort and nature, featuring 4 spacious bedrooms and 2 full and 2 half bathrooms, ideal for both comfort and relaxation . Step inside to find a beautifully maintained interior with

    Barbara Watkins Benson & Mangold, LLC

    7272 Waverly Island Rd, Easton, MD 21601
  • 21642 Chicken Point Rd, Tilghman, MD 21671
    21642 Chicken Point Rd, Tilghman, MD 21671
    21642 Chicken Point Rd, Tilghman, MD 21671
    /144

    $2,475,000

    $220K PRICE DROP
    • 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
  • 24700 Deepwater Unit 20, Saint Michaels, MD 21663
    24700 Deepwater Unit 20, Saint Michaels, MD 21663
    24700 Deepwater Unit 20, Saint Michaels, MD 21663
    /58

    $385,000

    $14K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,477 Sq Ft

    24700 Deepwater Unit 20, Saint Michaels, MD 21663

    Situated in the established community of Martingham, and surrounded by the Links at Perry Cabin golf course, this beautifully updated 2-bedroom, 2.5 bath townhome has been thoughtfully renovated with an emphasis on quality craftsmanship, energy efficiency, and long-term durability. The redesigned open floor plan creates a seamless flow throughout the main living areas, complemented by updated

    Monica Penwell TTR Sotheby's International Realty

    24700 Deepwater Unit 20, Saint Michaels, MD 21663
  • 8051 Leehaven Rd, Easton, MD 21601
    8051 Leehaven Rd, Easton, MD 21601
    8051 Leehaven Rd, Easton, MD 21601
    /73

    $5,045,000

    $200K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,172 Sq Ft

    8051 Leehaven Rd, Easton, MD 21601

    8051 Leehaven Road is the only property of its kind on the Eastern Shore right now — a custom-built waterfront estate move-in ready, and available today. This is not a project. It is not a renovation waiting to happen. It is +/-4,800 square feet of considered, uncompromising construction sitting on a private waterfront lot with direct access to the Chesapeake Bay, a Gunite saltwater pool with

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    8051 Leehaven Rd, Easton, MD 21601
  • 13415 Wye Landing Ln, Wye Mills, MD 21679
    13415 Wye Landing Ln, Wye Mills, MD 21679
    13415 Wye Landing Ln, Wye Mills, MD 21679
    /14

    $459,000

    $106K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,984 Sq Ft

    13415 Wye Landing Ln, Wye Mills, MD 21679

    VIRTUAL STAGING. Nestled in the charming Wye Mills community, this delightful Colonial-style home offers a perfect blend of comfort and functionality, ideal for those seeking a serene retreat. Built in 1995, this well-maintained residence boasts 1,984 square feet of inviting living space, thoughtfully designed to cater to modern lifestyles. Step inside to discover an open floor plan that

    Antoine Johnson Powerhouse Realty, LLC.

    13415 Wye Landing Ln, Wye Mills, MD 21679
  • 9251 Mallard Point Ct, McDaniel, MD 21647
    9251 Mallard Point Ct, McDaniel, MD 21647
    9251 Mallard Point Ct, McDaniel, MD 21647
    /52

    $1,295,000

    $155K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,816 Sq Ft

    9251 Mallard Point Ct, McDaniel, MD 21647

    Harris Creek Waterfront. This 3 bedroom, 2 bath well maintained brick one story house is the perfect getaway. Nestled on 1.63+/- acres it is the perfect blend of privacy and community. This home features a large kitchen with several entertaining areas including a cozy living room complete with a fireplace and a large living room that overlooks the huge screen porch and Harris Creek and a gracious

    Jim Corson Benson & Mangold, LLC

    9251 Mallard Point Ct, McDaniel, MD 21647
  • 5698 Leeward Ln, Tilghman, MD 21671
    5698 Leeward Ln, Tilghman, MD 21671
    5698 Leeward Ln, Tilghman, MD 21671
    /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
  • 818 Applewood Ct, Easton, MD 21601
    818 Applewood Ct, Easton, MD 21601
    818 Applewood Ct, Easton, MD 21601
    /16

    $329,000

    $40K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,566 Sq Ft

    818 Applewood Ct, Easton, MD 21601

    3 bedroom rancher conveniently located in town on quiet cul-de-sac. Large 1/3 acre lot with fenced in back yard, screened porch, deck ,and small storage shed. Quiet neighborhood. New roof 2021. Walking distance to Rails to-Trails and John Ford Park. Sold As Is. Priced below recent appraisal

    Carl Treat Meredith Fine Properties

    818 Applewood Ct, Easton, MD 21601
  • 28839 Jasper Ln, Easton, MD 21601
    28839 Jasper Ln, Easton, MD 21601
    28839 Jasper Ln, Easton, MD 21601
    /17

    $679,900

    $70K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,531 Sq Ft

    28839 Jasper Ln, Easton, MD 21601

    Nestled in the coveted Cooke’s Hope community, 28839 Jasper Lane offers the perfect blend of comfort, charm, and scenic surroundings. This spacious end-unit townhome features 4 bedrooms and 2.5 baths, including a desirable first-floor primary suite with a walk-in closet and spa-like soaking tub designed for easy everyday living. The airy, light-filled interior is highlighted by a soaring vaulted

    Chuck Mangold Benson & Mangold, LLC

    28839 Jasper Ln, Easton, MD 21601
  • 3868 Marvel Dr, Trappe, MD 21673
    3868 Marvel Dr, Trappe, MD 21673
    3868 Marvel Dr, Trappe, MD 21673
    /38

    $415,000

    $14K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,028 Sq Ft

    3868 Marvel Dr, Trappe, MD 21673

    Welcome Home to a beautifully maintained home tucked away on a quiet cul-de-sac in an established neighborhood conveniently located within minutes of RT50 for easy commuting to Easton, Cambridge or the beach. This spacious 4 Bedroom, 3 Full Bath home offers the flexibility todays buyer's are looking for with a potential 5th main level bedroom thanks to a dining room with closet access and

    Joanie Hynes EXP Realty, LLC

    3868 Marvel Dr, Trappe, MD 21673
  • 0 Quaker Neck Rd, Bozman, MD 21612
    0 Quaker Neck Rd, Bozman, MD 21612
    0 Quaker Neck Rd, Bozman, MD 21612
    /6

    $800,000

    • Land
    • 10.48 Acres
    • $76,336 per Acre

    0 Quaker Neck Rd, Bozman, MD 21612

    This exceptional 10.48 acre parcel of land offers a rare opportunity to embrace an exclusive lifestyle. With an impressive 461+/- feet of waterfront along the picturesque Sandy Point Cove leading to Broad Creek, this property is a haven for privacy. Enjoy private access to the water, ideal for fishing, canoeing, and kayaking. The expansive lot offers ample space for the creation of a luxurious

    Melissa Tippett TTR Sotheby's International Realty

    0 Quaker Neck Rd, Bozman, MD 21612
  • 29316 Will St, Easton, MD 21601
    29316 Will St, Easton, MD 21601
    29316 Will St, Easton, MD 21601
    /31

    $354,900

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,408 Sq Ft

    29316 Will St, Easton, MD 21601

    Cute as a button Updated Rancher Easton – 29316 Will Street Welcome to this adorable, move-in ready rancher that perfectly blends comfort, functionality, and style! Nestled in a convenient Easton location, this well-maintained home shines with thoughtful updates throughout.Step inside to discover a warm and inviting interior, ideal for everyday living or entertaining. Major improvements

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    29316 Will St, Easton, MD 21601
  • 24555 Deepwater Point Dr, Saint Michaels, MD 21663
    24555 Deepwater Point Dr, Saint Michaels, MD 21663
    24555 Deepwater Point Dr, Saint Michaels, MD 21663
    /24

    $679,000

    $90K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,072 Sq Ft

    24555 Deepwater Point Dr, Saint Michaels, MD 21663

    This sturdy brick ranch sits on a premium lot backing up to The Links at Perry Cabin Golf Course in St. Michaels, MD. A park like setting with mature specimen trees and shrubs. It's a 4 BR, 3 full bath, one level for easy living. New updated flooring. The Martingham Subdivision provides a waterfront community lot to enjoy the Miles River constant boat shows. Wednesday night sailboat races, fourth

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    24555 Deepwater Point Dr, Saint Michaels, MD 21663
  • 10554 Miracle House Cir, Claiborne, MD 21624
    10554 Miracle House Cir, Claiborne, MD 21624
    10554 Miracle House Cir, Claiborne, MD 21624
    /54

    $749,000

    $76K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,170 Sq Ft

    10554 Miracle House Cir, Claiborne, MD 21624

    Quality construction throughout. This Custom Coastal Home has all the bells and whistles ..... hardwood cherry floors, masonry fireplace, 1st floor primary suite, double porches to enjoy the sunsets over Eastern Bay. Gourmet kitchen with stainless steel appliances. Two screened in porches for dining or sleeping. Very private with professional landscaping. Easy walk to Claiborne boat ramp, beach

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    10554 Miracle House Cir, Claiborne, MD 21624
  • 7407 Tour Dr, Easton, MD 21601
    7407 Tour Dr, Easton, MD 21601
    7407 Tour Dr, Easton, MD 21601
    /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
  • 24390 Deep Neck Farm Ln, Royal Oak, MD 21662
    24390 Deep Neck Farm Ln, Royal Oak, MD 21662
    24390 Deep Neck Farm Ln, Royal Oak, MD 21662
    /108

    $6,995,000

    • 7 Beds
    • 5.5 Baths
    • 8,478 Sq Ft

    24390 Deep Neck Farm Ln, Royal Oak, MD 21662

    Introducing White Swan Point, an exceptional Chesapeake waterfront estate offering one of the Eastern Shore's most commanding settings. Positioned at the confluence of Broad Creek and the Choptank River, the property enjoys nearly 5,000 feet of shoreline with sweeping western and southwestern vistas that capture spectacular sunsets, cooling summer breezes, and an ever-changing panorama of

    Coard Benson Benson & Mangold, LLC

    24390 Deep Neck Farm Ln, Royal Oak, MD 21662
  • 0 Sinclair Ave, Tilghman Island, MD 21671
    0 Sinclair Ave, Tilghman Island, MD 21671
    0 Sinclair Ave, Tilghman Island, MD 21671
    /10

    $68,500

    $7K PRICE DROP
    • Land
    • 13,068 Sq Ft
    • $228,333 per Acre

    0 Sinclair Ave, Tilghman Island, MD 21671

    Build your dream home on beautiful Tilghman Island! This ideally located lot is within walkingdistance of Sinclair Community Park, local marinas, charming shops, and popular waterfrontrestaurants. Stroll to the end of your street to enjoy stunning Chesapeake Bay sunsets from thepark’s scenic shoreline.Tilghman Island is a beloved Eastern Shore destination known for its rich

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    0 Sinclair Ave, Tilghman Island, MD 21671
  • 4335 World Farm Rd, Oxford, MD 21654
    4335 World Farm Rd, Oxford, MD 21654
    4335 World Farm Rd, Oxford, MD 21654
    /133

    $4,495,000

    • 5 Beds
    • 3.5 Baths
    • 4,921 Sq Ft

    4335 World Farm Rd, Oxford, MD 21654

    Experience refined waterfront living in this stunning Lowcountry-style estate, gracefully set on an exceptional waterfront lot among mature Loblolly pines with a coveted southern exposure. Offering sweeping, unobstructed water views, and a rare sense of privacy, the property is bathed in natural light throughout the day, with breathtaking sunrises and and warm, golden reflections in the

    Ray Stevens Benson & Mangold, LLC

    4335 World Farm Rd, Oxford, MD 21654
  • 8090 Bozman Neavitt Rd, Bozman, MD 21612
    8090 Bozman Neavitt Rd, Bozman, MD 21612
    8090 Bozman Neavitt Rd, Bozman, MD 21612
    /33

    $993,000

    • 3 Beds
    • 2 Baths
    • 1,362 Sq Ft

    8090 Bozman Neavitt Rd, Bozman, MD 21612

    Nestled in the serene enclave of Bozman, this exquisite 1940s bungalow seamlessly blends coastal charm with modern luxury, offering an unparalleled lifestyle for discerning buyers. Spanning 1,362+/- square feet, this detached residence boasts three spacious bedrooms and two elegantly appointed bathrooms, each designed with high-end finishes that elevate everyday living. The country-style kitchen

    Bill Wieland Benson & Mangold, LLC

    8090 Bozman Neavitt Rd, Bozman, MD 21612
  • 28816 Jasper Ln, Easton, MD 21601
    28816 Jasper Ln, Easton, MD 21601
    28816 Jasper Ln, Easton, MD 21601
    /32

    $739,900

    $39K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,531 Sq Ft

    28816 Jasper Ln, Easton, MD 21601

    Welcome to 28816 Jasper Lane in the highly sought-after Cooke’s Hope community. This beautifullymaintained end-unit townhome offers 4 bedrooms and 2.5 baths, including a convenient main-level primary suite complete with a walk-in closet and relaxing soaking tub. The light-filled living roomfeatures a dramatic vaulted ceiling and cozy gas fireplace, creating the perfect space to unwind

    Chuck Mangold Benson & Mangold, LLC

    28816 Jasper Ln, Easton, MD 21601
  • 7346 Shirley Dr, Easton, MD 21601
    7346 Shirley Dr, Easton, MD 21601
    7346 Shirley Dr, Easton, MD 21601
    /44

    $269,500

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,860 Sq Ft

    7346 Shirley Dr, Easton, MD 21601

    Important Georgian residence built in 1763 by Quaker Emanuel Jenkinson. House contains much original raised paneling, built-in cupboard, paneled doors, wide-board flooring etc. The house sits on a 1660s land-grant called "Edmondson's Freshes". Today the neighborhood is known as "Stoney Ridge" Seller has the brass front door lock and other useful 18th C, hardware. No restriction against moving the

    Robert G. Shannahan Shoreline Realty

    7346 Shirley Dr, Easton, MD 21601
  • 7586 Easton Club Dr, Easton, MD 21601
    7586 Easton Club Dr, Easton, MD 21601
    7586 Easton Club Dr, Easton, MD 21601
    /52

    $699,999

    Open Sat 12PM - 2PM $65K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,884 Sq Ft

    7586 Easton Club Dr, Easton, MD 21601

    THIS IS IT! 7586 Easton Club is an entertainer’s dream home—so much fun downstairs with open concept living, eat in kitchen with ample bar seating, double door pantry, a stainless wine fridge, natural gas fireplace, a new salt water hot tub, very private backyard and brick patio, garden seating area, huge driveway for lots of guest parking, and more! Upstairs, you can escape the party by enjoying

    Tiffany Cloud Meredith Fine Properties

    7586 Easton Club Dr, Easton, MD 21601
  • 101 Tilghman St, Oxford, MD 21654
    101 Tilghman St, Oxford, MD 21654
    101 Tilghman St, Oxford, MD 21654
    /64

    $749,900

    $100K 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
  • 7425 Michael Ave, Easton, MD 21601
    7425 Michael Ave, Easton, MD 21601
    7425 Michael Ave, Easton, MD 21601
    /48

    $599,000

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

    7425 Michael Ave, Easton, MD 21601

    Welcome to the highly desirable 55+ section of Easton Club East. Situated on a premium corner lot, this well-maintained Merion model offers comfortable living both inside and out. Enjoy the beautifully landscaped yard featuring a custom patio, pergola, irrigation system, and plenty of space to relax or entertain. Inside, the bright and inviting floor plan includes a welcoming foyer, formal living

    Barbara Watkins Benson & Mangold, LLC

    7425 Michael Ave, Easton, MD 21601
  • 807 Radcliff Ave, Saint Michaels, MD 21663
    807 Radcliff Ave, Saint Michaels, MD 21663
    807 Radcliff Ave, Saint Michaels, MD 21663
    /43

    $799,900

    $60K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,027 Sq Ft

    807 Radcliff Ave, Saint Michaels, MD 21663

    ***BRAND NEW & MOVE-IN READY*** this Arts & Crafts home sits on a quaint corner lot in picturesque Saint Michaels, MD and is clad with high end finishes throughout. Step from the covered front porch into the luxurious kitchen which features stylish pistachio and linen cabinetry with satin bronze hardware, Z-Line appliances including a 36" dual fuel 6 burner range with champagne bronze

    Adam Ellison Long & Foster Real Estate, Inc.

    807 Radcliff Ave, Saint Michaels, MD 21663
  • 6976 Travelers Rest Cir, Easton, MD 21601
    6976 Travelers Rest Cir, Easton, MD 21601
    6976 Travelers Rest Cir, Easton, MD 21601
    /50

    $2,275,000

    Open Sun 11AM - 1PM $400K PRICE DROP
    • 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 calm, open waters of 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. Centrally located between Easton and St. Michaels in one of the Eastern Shore’s most sought-after waterfront

    Clifford Meredith Meredith Fine Properties

    6976 Travelers Rest Cir, Easton, MD 21601
  • 29337 Blackiston St, Easton, MD 21601
    29337 Blackiston St, Easton, MD 21601
    29337 Blackiston St, Easton, MD 21601
    /14

    $609,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 2,143 Sq Ft

    29337 Blackiston St, Easton, MD 21601

    Well-equipped kitchen with Chestnut Brown cabinetry & vast center island.Spacious great room featuring cozy fireplace & stained beams.Lavish primary suite with ceiling treatment & feature wall.Refreshing primary bath with matte black finishes & walk-in closet.Formal home office offers a quiet space for working remotely.Charming screened patio for relaxing with friends.

    K. Hovnanian Homes Builder
    29337 Blackiston St, Easton, MD 21601
  • 32930 Oyster Bank Terrace, Easton, MD 21601
    32930 Oyster Bank Terrace, Easton, MD 21601
    32930 Oyster Bank Terrace, Easton, MD 21601
    /38

    $695,000

    • 3 Beds
    • 3 Baths
    • 3,050 Sq Ft

    32930 Oyster Bank Terrace, Easton, MD 21601

    Discover the perfect blend of privacy in this spacious three bedroom, 3 full bath , Colonial located in the sought-after High Banks community. Set on over 4 acres in the water-privileged section with access to the Choptank River, this home offers a bright open floor plan, durable LVP flooring, wood stove insert with marble hearth, crown molding, and a nice open kitchen with a center island ideal

    Barbara Watkins Benson & Mangold, LLC

    32930 Oyster Bank Terrace, Easton, MD 21601
  • 1680 Lake Placid Dr, Trappe, MD 21673
    1680 Lake Placid Dr, Trappe, MD 21673
    1680 Lake Placid Dr, Trappe, MD 21673
    /15

    $359,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    1680 Lake Placid Dr, Trappe, MD 21673

    MOVE-IN-READY Home with Quartz Designer countertops and stainless steel appliances.

    Agent Photo

    Mrs. Terri E Hill

    Builder Solutions Realty

    1680 Lake Placid Dr, Trappe, MD 21673
  • 316 Spring Dr, Easton, MD 21601
    316 Spring Dr, Easton, MD 21601
    316 Spring Dr, Easton, MD 21601
    /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
  • 24700 Deepwater Unit 23, Saint Michaels, MD 21663
    24700 Deepwater Unit 23, Saint Michaels, MD 21663
    24700 Deepwater Unit 23, Saint Michaels, MD 21663
    /29

    $359,000

    $16K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,487 Sq Ft

    24700 Deepwater Unit 23, Saint Michaels, MD 21663

    Escape to the sought-after Swan Road Villa Townhomes, where low-maintenance living meets comfort, convenience, and lifestyle. This bright and inviting reverse-living townhome offers 2 bedrooms, 2.5 baths, and a thoughtfully designed floor plan that appeals to both full-time residents and weekend retreat seekers alike. The upper level serves as the heart of the home, featuring an open-concept

    Agent Photo

    Tracy Higgs-Wagner

    Meredith Fine Properties

    24700 Deepwater Unit 23, Saint Michaels, MD 21663
  • 104 Stewart St, Easton, MD 21601
    104 Stewart St, Easton, MD 21601
    104 Stewart St, Easton, MD 21601
    /11

    $465,000

    $30K PRICE DROP
    • Studio
    • 2,592 Sq Ft

    104 Stewart St, Easton, MD 21601

    Fully leased duplex in-town Easton. Each unit (104 & 106) offers 3 bedrooms, 1 full bath, and 1 half bath, along with a living room, dining room, and kitchen. Bedrooms are located on the second floor, with walk-up attic access above for additional storage. Each unit has a basements with interior access, basements house the washer/dryer, oil furnaces, and hot water heaters.Interior features

    Coard Benson Benson & Mangold, LLC

    104 Stewart St, Easton, MD 21601
  • 313 Ashby Commons Dr, Easton, MD 21601
    313 Ashby Commons Dr, Easton, MD 21601
    313 Ashby Commons Dr, Easton, MD 21601
    /25

    $389,900

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    313 Ashby Commons Dr, Easton, MD 21601

    Ashby Commons townhomes are in the heart of it all and offer excellent Talbot County values! Ashby Commons Townhomes are not your typical small, cramped townhouses. Instead, these are three-level townhomes extra large with open kitchen and dining room, spacious family room, large master suite with 9 ft ceiling, 2 secondary bedrooms, a BONUS den/bedroom, 2 full and one half bath, two-car garage.

    Pamela Debnam Houwzer, LLC

    313 Ashby Commons Dr, Easton, MD 21601
  • 8075 Leehaven Rd, Easton, MD 21601
    8075 Leehaven Rd, Easton, MD 21601
    8075 Leehaven Rd, Easton, MD 21601
    /52

    $2,395,000

    $180K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,216 Sq Ft

    8075 Leehaven Rd, Easton, MD 21601

    Due to personal reasons, BUYER had to withdraw offer--Inspections were "better than good" according to inspector. LOCATION, CHARM, and beautifully RENOVATED!!!Set on 2.32 glorious acres overlooking Dixon Creek, this beautifully and lovingly maintained 1915 residence offers timeless character, refined comfort, and exceptional waterfront living. Original hardwood floors run throughout much of the

    Laura Carney TTR Sotheby's International Realty

    8075 Leehaven Rd, Easton, MD 21601
  • 9359 Martingham Cir, Saint Michaels, MD 21663
    9359 Martingham Cir, Saint Michaels, MD 21663
    9359 Martingham Cir, Saint Michaels, MD 21663
    /70

    $795,000

    • 4 Beds
    • 3 Baths
    • 1,988 Sq Ft

    9359 Martingham Cir, Saint Michaels, MD 21663

    Stunning One-Level Luxury Living with Golf Course & Pond Views Perfectly positioned in one of St. Michaels' most desirable communities, this exceptional residence offers effortless one-level living with a private backyard overlooking a tranquil pond and the 4th green of The Links at Perry Cabin. Just minutes from the historic charm, fine dining, boutiques, and waterfront attractions of St.

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9359 Martingham Cir, Saint Michaels, MD 21663
  • n/s Gosling Ln, Royal Oak, MD 21662
    n/s Gosling Ln, Royal Oak, MD 21662
    n/s Gosling Ln, Royal Oak, MD 21662
    /24

    $725,000

    • Land
    • 1.99 Acres
    • $364,322 per Acre

    n/s Gosling Ln, Royal Oak, MD 21662

    Discover a prime investment opportunity with this 1.991-acre parcel of land featuring direct access to the picturesque Plaindealing Creek. This waterfront property offers significant potential with a perc test approved for a 4-bedroom dwelling. With navigable water access, this land is ideal for activities such as boating, swimming, and kayaking, or for creating a serene retreat, enhancing its

    Marguerite Lucas Long & Foster Real Estate, Inc.

    n/s Gosling Ln, Royal Oak, MD 21662
  • 26383 Royal Oak Rd, Easton, MD 21601
    26383 Royal Oak Rd, Easton, MD 21601
    /2

    $599,000

    • Land
    • 19.82 Acres
    • $30,222 per Acre

    26383 Royal Oak Rd, Easton, MD 21601

    Discover the perfect blend of privacy, space, and location with this exceptional 20± acre parcel ideally situated between Easton and St. Michaels. Offering a peaceful rural setting while remaining just minutes from shopping, dining, and waterfront attractions, this property presents a rare opportunity to build your dream home or invest in future development potential. With approximately 20 acres

    Agent Photo

    BJ Kilby

    Eastern Shore Real Estate, LLC

    26383 Royal Oak Rd, Easton, MD 21601
  • 27293 Southside Island Creek Rd, Trappe, MD 21673
    27293 Southside Island Creek Rd, Trappe, MD 21673
    27293 Southside Island Creek Rd, Trappe, MD 21673
    /91

    $5,995,000

    • 6 Beds
    • 6 Baths
    • 9,566 Sq Ft

    27293 Southside Island Creek Rd, Trappe, MD 21673

    Wilderness Estate- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised of 47± acres, with original structures that are impeccably well-kept and improved with modern amenities, The Wilderness provides a unique opportunity to enjoy the best of the Eastern Shore. Surrounded by open space and preserved farmland with proximity to Oxford, Easton,

    Coard Benson Benson & Mangold, LLC

    27293 Southside Island Creek Rd, Trappe, MD 21673
  • 8186 June Way Unit 307, Easton, MD 21601
    8186 June Way Unit 307, Easton, MD 21601
    8186 June Way Unit 307, Easton, MD 21601
    /27

    $299,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    8186 June Way Unit 307, Easton, MD 21601

    Huge price improvement 5/21/26! Welcome to 8186 June Way, #307 in Easton—a move-in ready, spacious and bright three-bedroom end townhome located just one mile from downtown Easton. This beautifully situated unit offers the best location in the townhome section of Waylands, featuring a large backyard bordered by trees and a private side deck off the kitchen/dining area overlooking peaceful

    Janet Larson Benson & Mangold, LLC

    8186 June Way Unit 307, Easton, MD 21601

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