324

Talbot County MD Homes for Sale

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  • /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
  • /69

    $2,795,000

    • 5 Beds
    • 5.5 Baths
    • 4,602 Sq Ft

    5440 Ferry Neck Rd, Royal Oak, MD 21662

    Welcome to ‘Drake’s Landing’! Beautifully sited on 20 picturesque acres on the shores of Irish Creek, this 4,602 sq. ft .completely renovated (2021) waterfront estate offers the perfect blend of casual elegance and thoughtful design. The main level welcomes with expansive water views and features a guest bedroom with ensuite bath, a cozy family room (or den/office), and a gracious living room

    Laura Carney TTR Sotheby's International Realty

    5440 Ferry Neck Rd, Royal Oak, MD 21662
  • /41

    $474,000 Open Sat 2PM - 4PM

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft

    105 Seymour Ave, Saint Michaels, MD 21663

    SAINT MICHAELS CHARMING COTTAGE! Welcome Home to this Adorable Cottage perfectly situated in the desirable and walkable Historic Waterfront Town of Saint Michaels! Full of natural light and warmth, this inviting home offers comfortable living spaces and thoughtful updates. A sizable .25 Acre lot with mature trees to include a pecan and walnut tree, mature flower gardens, zoysia grass and an

    Pamela Ackermann-Doll RE/MAX Executive

    105 Seymour Ave, Saint Michaels, MD 21663
  • /31

    $502,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,401 Sq Ft

    8699 Harper Way, Easton, MD 21601

    Discover the charm of 8699 Harper Way, a new home in Gannon Range, ideally located minutes away from downtown Easton, MD, boasting serene surroundings and convenient proximity to Route 50. Starting construction in early 2026, this 2,401 square foot, open concept two-story home offers three bedrooms, including a first-floor primary, a flex room, three full bathrooms, 9’ ceilings, a loft, and a

    D.R. Horton Builder
    8699 Harper Way, Easton, MD 21601
  • /3

    $354,440 New Construction

    • 3 Beds
    • 2 Baths
    • 2,254 Sq Ft

    1300 Lake Lucerne Ln, Trappe, MD 21673

    This three-story home features a first-floor a recreation room, ideal for entertaining guests, with access to an outdoor space. Upstairs is an open layout shared among the kitchen, dining area and Great Room, creating the perfect space for hosting special gatherings. On the top floor are two secondary bedrooms, along with the luxe owner’s suite with an en-suite bathroom and walk-in closet.

    Lennar Builder
    1300 Lake Lucerne Ln, Trappe, MD 21673
  • /4

    $299,900

    • Land
    • 0.22 Acre
    • $1,363,182 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
  • /41

    $599,990 Open Sun 3PM - 5PM

    • 4 Beds
    • 3.5 Baths
    • 3,566 Sq Ft

    1262 Lake Michigan, Trappe, MD 21673

    Welcome to Lakeside at Trappe — where new construction quality meets move-in ready upgrades on Maryland’s beautiful Eastern Shore. This exceptional four-bedroom, three-and-a-half-bath home at 1262 Lake Michigan Drive is one of the best values in the community — offering upgrades you won’t have to wait or pay extra for. The original owners invested in luxury vinyl plank wood flooring throughout

    Kayce Munyeneh Coldwell Banker Realty

    1262 Lake Michigan, Trappe, MD 21673
  • /95

    $1,450,000

    • 5 Beds
    • 3 Baths
    • 3,878 Sq Ft

    10380 Chapel Rd, Easton, MD 21601

    A rare chance to own 44.28± acres of productive farmland located in the sought-after Chapel School District, just minutes northeast of Easton, Maryland. In a county where quality agricultural ground is rarely brought to market, this property presents a valuable opportunity for farmers, investors, and ag-focused buyers. The farm offers approximately 30± acres of tillable land, well-suited for row

    Jesse Highling The Land Group

    10380 Chapel Rd, Easton, MD 21601
  • /16

    $399,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,385 Sq Ft

    29500 Cromwell Ln, Easton, MD 21601

    Welcome to the Pacifica II, a thoughtfully designed 1,385 sq. ft. home offering 2 bedrooms, 2 bathrooms, and a 2-car garage. The lovely kitchen flows seamlessly into the airy dining area and spacious great room, with access to the covered patio—perfect for indoor-outdoor living. A secluded primary suite features a beautiful private bath and walk-in closet, providing a true retreat. At the front

    Mary Anne Kowalewski KOVO Realty

    29500 Cromwell Ln, Easton, MD 21601
  • /18

    $1,650,000

    • Land
    • 14 Acres
    • $117,857 per Acre

    0 Calvert St, Easton, MD 21601

    Prime Development Opportunity in Downtown Easton – This 14 +/- acre parcel, part of the original 1963 Calvert Terrace subdivision, offers an exceptional in-town development prospect just two blocks from Route 50/Ocean Gateway and minutes from downtown Easton. Situated adjacent to an established residential neighborhood, this land combines location and potential for a variety of development

    Coard Benson Benson & Mangold, LLC

    0 Calvert St, Easton, MD 21601
  • /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 TAXES.

    Shawn Moore Meredith Fine Properties

    29587 Matthewstown Rd, Easton, MD 21601
  • /70

    $749,999

    • 4 Beds
    • 3.5 Baths
    • 3,010 Sq Ft

    24977 Back Creek Dr, Saint Michaels, MD 21663

    Discover a beautifully crafted custom home tucked within the peaceful St. Michaels community, where refined design meets everyday comfort. This exceptional residence offers 4 generously sized bedrooms and 3.5 thoughtfully designed bathrooms, filled with premium details throughout. The versatile gas fireplace anchors the inviting main living space, complemented by custom built-ins that add both

    Eddie Mangold Benson & Mangold, LLC

    24977 Back Creek Dr, Saint Michaels, MD 21663
  • /49

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,094 Sq Ft

    8862 Roundhouse Cir, Easton, MD 21601

    Private backyard in Vibrant Community. Get lost in this backyard oasis close to downtown Easton in the very exciting neighborhood of Mulberry Station. Minutes from downtown Easton, you will get lost in all the special nooks and crannies hiding in your hidden paradise. Lose yourself in a book under the Crepe Myrtles, Zen out next to the manmade ponds with water features. Who needs a sound machine

    Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    8862 Roundhouse Cir, Easton, MD 21601
  • /41

    $439,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,748 Sq Ft

    BRISTOL Plan at Gannon Range, Easton, MD 21601

    The Bristol, a 1,748 square foot open concept ranch home, offers two bedrooms and a flex room, two bathrooms, and 9’ ceilings. A welcoming foyer leads you to the spacious guest bedroom with a closet, the guest bathroom, and a linen closet. The inviting flex room is a versatile space with glass French doors and an abundance of natural light. The home's well-designed kitchen features substantial

    D.R. Horton Builder
    8749 Harper Way Unit 36203245, Easton, MD 21601
  • /20

    $699,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,493 Sq Ft

    29405 Jobes St, Easton, MD 21601

    Welcome to the Carver, a beautifully designed home that blends an open-concept layout with charming Farmhouse-inspired elements. Scheduled for settlement in June 2026, this home offers 2 bedrooms plus a home office, 2.5 baths, and a 2.5-car garage, providing both flexibility and functionality. The main living area features a stunning stone fireplace with hearth, creating a warm and inviting focal

    Mary Anne Kowalewski KOVO Realty

    29405 Jobes St, Easton, MD 21601
  • /25

    $364,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,781 Sq Ft

    Fairfield slab Plan at Lakeside at Trappe - Signature, Trappe, MD 21673

    This new two-story home features a convenient and airy layout shared among a first-floor kitchen with a large center island, dining room and Great Room that’s fit for modern living. Ideally situated upstairs are all four bedrooms including the serene owner’s suite with an attached bathroom and walk-in closet. Completing the home is a two-car garage to provide flexible storage space.

    Lennar Builder
    1258 Lake Michigan Unit 36949726, Trappe, MD 21673
  • /55

    $505,000

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

    7344 Casey Ave, Easton, MD 21601

    Chesapeake By Del Webb. Popular 2 story Wittman model. Great room with gas fireplace, dining room, large eat-in kitchen with breakfast nook and center island, sunroom, office, 1st floor primary suite with walk-in closet and bath with walk-in shower and soaking tub, guest bedroom, hall bath and laundry. 2nd floor is perfect for guests with a loft, bedroom and bath. Features a 2 car rear loading

    Judy Moore Benson & Mangold, LLC

    7344 Casey Ave, Easton, MD 21601
  • /36

    $480,000

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft

    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663

    Set within the sought-after Martingham community of Quail Hollow, this fully updated 3-bedroom, 3-bath townhome offers stylish, low-maintenance living just minutes from downtown St. Michaels. Extensive renovations completed between 2022 and 2024 make this home truly turnkey. The main level welcomes you with beautiful wood floors, a bright and open living area with gas fireplace, custom built-ins,

    Barbara Watkins Benson & Mangold, LLC

    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663
  • /41

    $249,000

    • Land
    • 1.12 Acres
    • $222,321 per Acre

    0 Deepwater Point Dr, Saint Michaels, MD 21663

    ONE OF THE LAST LOTS IN MARTINGHAM ON DEEP WATER POINT DRIVE. LOCATED VERY CLOSE TO THE COMMUNITY WATERFRONT PARK WITH GAZEBO AND CHAIRS FOR PICKNICKS OR JUST RELAXING IN THE BREEZE WATCHING THE BOATS GO BY ; DROP YOUR KAYAK OR ENJOY THE SUNSETS, WALK OR BIKE THERE. THIS LOT IS CLEANED, HAS A BEAUTIFUL ENTRANCE , WATER METER, AND IS READY FOR YOU TO BUILT YOUR MAIN RESIDENCE OR WEEKEND GET AWAY.

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    0 Deepwater Point Dr, Saint Michaels, MD 21663
  • /104

    $1,985,000

    • 3 Beds
    • 3 Baths
    • 2,622 Sq Ft

    303 Manor St, Saint Michaels, MD 21663

    Welcome to "Porches" an exceptional coastal retreat with captivating views of the harbor, perfectly situated on a spacious .41 acre corner lot just around the corner from the shops and restaurants of St. Michaels. Built in 2018 with virtually maintenance-free construction, this beautifully designed home offers the ideal blend of comfort, style, and convenience in a rare St. Michaels

    Monica Penwell TTR Sotheby's International Realty

    303 Manor St, Saint Michaels, MD 21663
  • /72

    $1,235,000

    • 4 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    28711 Hope Cir, Easton, MD 21601

    Approximately 4400 square feet +/- , 3 Level, newly updated, 4/5-bedroom, Federal style home on a quiet circle. Newer kitchen and first floor owner's en suite, new sun room and finished third floor office/additional living space. Second floor includes two spacious bedrooms, two baths (one en suite); plus, private bonus/storage room which could easily be converted to a 6th bedroom or in-law suite.

    Brian Petzold Benson & Mangold, LLC

    28711 Hope Cir, Easton, MD 21601
  • /4

    $137,000

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    8915 Palmer Ln, Wittman, MD 21676

    Investor special in Wittman, MD, just minutes from the charming waterfront town of St. Michaels. This 2- bedroom, 1-bath home sits on approximately 0.317 acres and is in need of significant renovation. Property is being sold as-is. Situated on a spacious lot with a private, wooded setting, this property offers a great opportunity for investors and flippers. The existing footprint provides a solid

    Janika Batson NextHome Mims Realty Group

    8915 Palmer Ln, Wittman, MD 21676
  • /14

    $322,000

    • 3 Beds
    • 2 Baths
    • 1,485 Sq Ft

    7 Judas St, Easton, MD 21601

    Conveniently located between Route 50 and historic downtown Easton, this charming 1950s cottage presents a fantastic opportunity for homeowners and investors alike. Set back from the street with a large, private backyard, the home offers timeless character and original details throughout. The first floor features a welcoming living room with hardwood floors and arched doorways, adding warmth and

    Jennifer Brown Meredith Fine Properties

    7 Judas St, Easton, MD 21601
  • /13

    $419,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,385 Sq Ft

    29403 Jobes St, Easton, MD 21601

    Efficient kitchen featuring white cabinetry & center island. Connected dining area & great room with stylish ceiling treatment. Peaceful primary suite for rest & relaxation. Refreshing primary bath featuring dual sinks & walk-in closet. Private home office for working remotely. Lovely covered patio for relaxing with friends.

    K. Hovnanian Homes Builder
    29403 Jobes St, Easton, MD 21601
  • /12

    $629,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,511 Sq Ft

    Mykonos Plan at Four Seasons at Easton - Island Series, Easton, MD 21601

    Inviting foyer with volume ceiling opening into sunlit formal dining room. Breathtaking vaulted ceiling with optional beams spanning across kitchen and great room, bringing in natural light and a sense of scale. Cozy additional dining area with access to covered patio. Resort-worthy primary suite with beautiful ceiling treatment, spa-like primary bath with optional freestanding tub, and expansive

    K. Hovnanian Homes Builder
    29434 Dutchmans Ln Unit 37862415, Easton, MD 21601
  • /3

    $895,000

    • Land
    • 0.17 Acre
    • $5,264,706 per Acre

    26 S Washington St, Easton, MD 21601

    7,422 square foot lot zoned Commercial Business

    Clifford Meredith Meredith Fine Properties

    26 S Washington St, Easton, MD 21601
  • /3

    $337,440 New Construction

    • 3 Beds
    • 2 Baths
    • 2,254 Sq Ft

    1307 Lake Lucerne Ln, Trappe, MD 21673

    This three-story home features a first-floor a recreation room, ideal for entertaining guests, with access to an outdoor space. Upstairs is an open layout shared among the kitchen, dining area and Great Room, creating the perfect space for hosting special gatherings. On the top floor are two secondary bedrooms, along with the luxe owner’s suite with an en-suite bathroom and walk-in closet.

    Lennar Builder
    1307 Lake Lucerne Ln, Trappe, MD 21673
  • /28

    $279,000

    • 3 Beds
    • 2.5 Baths
    • 1,584 Sq Ft

    29595 Dutchmans Ln Unit 404, Easton, MD 21601

    Completely updated 3-Bedroom, 2.5-bath Townhouse in the quiet, park-like community of Stoney Ridge Farm in Easton. The main floor features fresh paint and vinyl flooring throughout, as well as a newly remodeled eat-in kitchen complete with new cabinets, counters and appliances, an oversized laundry room, a spacious bathroom and a large living room. The second floor offers three spacious bedrooms

    Alicia Gannon Dulin Benson & Mangold, LLC

    29595 Dutchmans Ln Unit 404, Easton, MD 21601
  • /43

    $349,000

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

    704 Elizabeth St, Easton, MD 21601

    Classic charm meets everyday comfort in the heart of Easton. This absolutely adorable four-bedroom, two-bath home is filled with warmth, character, and timeless appeal, offering generous living space on a beautiful in-town lot in one of the Eastern Shore’s most beloved communities. From the moment you arrive, the home’s storybook charm shines through, highlighted by rare and delightful Dutch

    Christie Bishop Northrop Realty

    704 Elizabeth St, Easton, MD 21601
  • /22

    $2,300,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 4,492 Sq Ft

    7909 Church Neck Rd, Saint Michaels, MD 21663

    Set on 19.5 private acres just minutes from historic waterfront Saint Michaels, this exceptional 4,492 sq ft residence offers the perfect blend of space, privacy, and convenience. The home features four bedrooms and two and a half baths, with expansive living areas ideal for both everyday living and entertaining, including a well-appointed chef's kitchen. The thoughtfully designed layout includes

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    7909 Church Neck Rd, Saint Michaels, MD 21663
  • /67

    $1,080,000

    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft

    140 S Washington St, Easton, MD 21601

    Looking for the ideal downtown Easton location? This beautifully renovated Colonial offers a rare opportunity—perfect as a high‐end investment property or as your personal residence with an income‐producing second unit. This stunning building features two fully updated 1,000 sq. ft. units, each finished with high‐quality materials and thoughtful design. First‐Floor Unit2 bedrooms, 2 baths

    Jana Meredith Meredith Fine Properties

    140 S Washington St, Easton, MD 21601
  • /2

    $535,000

    • 4 Beds
    • 4 Baths
    • 2,696 Sq Ft

    423 S Washington St, Easton, MD 21601

    DUPLEX. One side currently rented. New roof (architectural shingles) and new heat pump (natural gas).

    rachael harrison Coldwell Banker Realty

    423 S Washington St, Easton, MD 21601
  • /3

    $250,000

    • Land
    • 2 Acres
    • $125,000 per Acre

    0 Black Dog Aly Unit MDTA2012546, Easton, MD 21601

    Quaint 2 +/- acre country lot in prime location close to downtown Easton. Perc has been approved for 3 bedrooms and was recently re-evaulated by the TCEHD.

    Alicia Gannon Dulin Benson & Mangold, LLC

    0 Black Dog Aly Unit MDTA2012546, Easton, MD 21601
  • /62

    $2,575,000

    • 5 Beds
    • 8.5 Baths
    • 4,394 Sq Ft

    205 Cherry St, St. Michaels, MD 21663

    205 Cherry Street is one of the most prestigious addresses in historic St. Michaels. Originally built as a single-family residence, it currently operates as an Inn. It is being marketed both as a 7 bedroom inn and also as a single family residence, offering 5 bedrooms (including the first floor primary bedroom suite). The original living room/office with fireplaces on the first floor are

    Robert Lacaze TTR Sotheby's International Realty

    205 Cherry St, St. Michaels, MD 21663
  • /46

    $3,700,000

    • 5 Beds
    • 7 Baths
    • 5,554 Sq Ft

    21721 Heavenly Haven Rd, Sherwood, MD 21665

    GENEROUS PRICE REDUCTION!!!! This remarkable property has it all. Private 15 plus acres. Beautiful views overlooking Dunn's Cove sunrises. A shore sportsman's dream. Partially wooded, fields of crops, hunting blind and a pier for your fishing vessel. This was a large compound with the Main house, in-law wing and a separate 2 BR guest house w/fireplace and large screened porch. Waterside in-ground

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    21721 Heavenly Haven Rd, Sherwood, MD 21665
  • /71

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,138 Sq Ft

    3962 Main St, Trappe, MD 21673

    This unique and well maintained home is located in the heart of Trappe and has a lot to offer. Main home features formal living and dining areas, family room, kitchen, laundry, 1.5 baths on the first floor. 2nd floor has 3 spacious bedrooms and bath. Wood floors throughout home and all windows are currently being replaced (Dec. 2025). Warm radiator oil heat and mini-split units heat and cool the

    Judy Moore Benson & Mangold, LLC

    3962 Main St, Trappe, MD 21673
  • /13

    $950,000

    • 2 Beds
    • 2.5 Baths
    • 1,729 Sq Ft

    21572 Chicken Point Rd, Tilghman Island, MD 21671

    The opportunities abound for this waterfront home overlooking the Knapps Narrows. Formally, Maynard Lowery's boat building business, this residentially zoned, single-family home comes with 5 boat slips and unlimited possibilities. Can be easily expanded up to 6 bedrooms and 4 baths. The first level would make an ideal hobby area or additional living area. Handicap Accessible with elevator.

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    21572 Chicken Point Rd, Tilghman Island, MD 21671
  • /21

    $349,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,390 Sq Ft

    Hanover slab Plan at Lakeside at Trappe - Signature, Trappe, MD 21673

    This convenient single-story plan leads down to a modern kitchen with shared access to the Great Room and dining room. Tucked behind the kitchen, two secondary bedrooms enjoy their own wing of the home, while the serene owner’s suite with a private bathroom is ideally situated in the rear corner. A versatile two-car garage completes the home.

    Lennar Builder
    1258 Lake Michigan Unit 36949662, Trappe, MD 21673
  • /47

    $539,000

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft

    533 South St, Easton, MD 21601

    This property has recently undergone a full renovation, while keeping all of the charm and character of a downtown Easton house! Fully fenced in back yard with privacy fence, patio, detached outbuilding and off-street parking. No expenses were spared during the renovation! Easy walk to Rise Up Coffee, the Avalon Foundation and all the Restaurants.

    Henry Gibbons-Neff Meredith Fine Properties

    533 South St, Easton, MD 21601

Showing Results 281 - 320, Page 8 of 9

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