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Talbot County MD Homes for Sale

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  • /33

    $550,000

    • 2 Beds
    • 1.5 Baths
    • 2,107 Sq Ft

    5877 Tilghman Island Rd, Tilghman, MD 21671

    This unique property is nestled in a setting of mature trees and lush landscaping that gives it privacy from the main road. The original two-story, three room house’s first owner was probably a waterman and there are views of Dogwood Harbor from the rear of the property. The house dates from the early 1900’s and has undergone extensive renovations through the years, without compromising its

    Agent Photo

    Angela Simonelli

    Compass

    (410) 200-0414

    5877 Tilghman Island Rd, Tilghman, MD 21671
  • /24

    $189,000

    • Land
    • 2.49 Acres
    • $75,904 per Acre

    0 Holly Woods Rd, 5, Bay Hundred, MD 21665

    Deep Harbour Farm Sherwood 2.49. Acre Building Lot.This is one of the last remaining building lots available in this wonderful water privileged community.Located at the end of a cul-de-sac on Holly Woods Road just steps away from the community waterfront pier & boat dock. Great opportunity to build the home of your own design now or in the future.

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 222-5571

    0 Holly Woods Rd, 5, Bay Hundred, MD 21665
  • /10

    $80,000

    • Land
    • 0.30 Acre
    • $266,667 per Acre

    21472 Willey Rd, Tilghman, MD 21671

    Tilghman Island. Clear level building lot with public sewer available. The perfect spot for your new vacation / retirement home. Excellent opportunity to make your island dream come true.

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 382-8747

    21472 Willey Rd, Tilghman, MD 21671
  • /103

    $3,300,000 Open Sun 1PM - 3PM

    • 5 Beds
    • 4 Baths
    • 5,088 Sq Ft

    9191 Deepwater Point Rd, Saint Michaels, MD 21663

    Welcome to 9191 Deepwater Point Road, a captivating waterfront estate set on over 12 acres nestled along the Miles River and Long-Haul Creek in St. Michaels, Maryland. Built in 1988, this 5,088 -square-foot home features 5 bedrooms and 4 full bathrooms, the convenient first-floor primary suite is spacious and includes a sauna, fireplace and sunroom with a vaulted ceiling, skylights and panoramic

    Agent Photo

    Maureen McHugh

    Chesapeake Bay Real Estate Plus, LLC

    (866) 528-7062

    9191 Deepwater Point Rd, Saint Michaels, MD 21663
  • /12

    $89,000

    • Land
    • 0.30 Acre
    • $296,667 per Acre

    0 Sinclair Rd, Tilghman Island, MD 21671

    Sinclair Ave. Tilghman Island. Clear level building lot with public sewer. This lot is ready for you to make your dream of island life come true.Enjoy the best sunsets at the end of the street at Sinclair Community Park .

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 297-6839

    0 Sinclair Rd, Tilghman Island, MD 21671
  • /50

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,169 Sq Ft

    6053 Sunset Ln, Tilghman, MD 21671

    Discover Your Slice of Paradise on Tilghman IslandWelcome to this charming retreat just a stone's throw from the shimmering waters of the Chesapeake Bay. This lovingly maintained home offers the perfect blend of cozy comfort and untapped potential. Step inside to find gleaming hardwood floors and an abundance of natural light throughout the first floor. The efficient galley kitchen flows

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 297-6624

    6053 Sunset Ln, Tilghman, MD 21671
  • /41

    $1,150,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 2,625 Sq Ft

    301 S Washington St, Easton, MD 21601

    Welcome to Pin Oak House, an Easton Federal style white-washed brick property proud to feature the Grand Champion Pin Oak of Talbot County within the confines of its iron-fenced front yard. The spacious corner lot also offers fine gardens, providing colorful foliage nearly year-round. Roses, honeysuckle, tulips, a glorious crepe myrtle, gazebo, irises, stone hardscaping, and a koi pond with

    Agent Photo

    Tiffany Cloud

    Meredith Fine Properties

    (410) 755-7464

    301 S Washington St, Easton, MD 21601
  • /20

    $356,940 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,798 Sq Ft

    1431 Lake Geneva Dr, Trappe, MD 21673

    MOVE IN READY for JUNE! You are going to love Homesite #C457 at Lakeside at Trappe! This end unit homesite is in a great location near green space and the neighborhood clubhouse, pool, and other amenities. This beautiful, three-level Devonshire style townhome is an absolute must-see! In addition to the 2 bedrooms, 2 full and 1 half bathrooms, and 1-car garage, this home offers a stunning open

    Agent Photo

    Lona Todd

    Taylor Properties

    (443) 596-6540

    1431 Lake Geneva Dr, Trappe, MD 21673
  • /15

    $412,900 New Construction

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

    1531 Lake Tahoe Dr, Trappe, MD 21673

    This new two-story home showcases an elegant design with ample room to grow and entertain. MOVE-IN FOR JUNE! 3 Bedrooms includes Granite countertops. The first floor is host to an inviting shared living area consisting of the kitchen, living and dining areas. Three bedrooms can be found upstairs, including the luxe owner’s suite, and a versatile loft offers a shared living area. A two-car garage

    Agent Photo

    Lona Todd

    Taylor Properties

    (443) 328-0332

    1531 Lake Tahoe Dr, Trappe, MD 21673
  • /18

    $356,940 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,798 Sq Ft

    1431 Lake Geneva Dr, Trappe, MD 21673

    Devonshire Townhouse front load garage July delivery! Open plan kitchen with stainless steel appliances. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 347-5819

    1431 Lake Geneva Dr, Trappe, MD 21673
  • /17

    $432,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,990 Sq Ft

    1529 Lake Tahoe Dr, Trappe, MD 21673

    Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 313-7002

    1529 Lake Tahoe Dr, Trappe, MD 21673
  • /19

    $379,440 New Construction

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

    1217 Loch Ness Ln, Trappe, MD 21673

    Large 3 bed Townhouse 2,254 sq ft - July Delivery! Open plan kitchen, Stainless steel appliances. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 407-8476

    1217 Loch Ness Ln, Trappe, MD 21673
  • /19

    $391,940 New Construction

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

    1219 Loch Ness Ln, Trappe, MD 21673

    Brand New - July delivery 3 bedroom townhouse,2 car garage and all appliances included. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 244-6808

    1219 Loch Ness Ln, Trappe, MD 21673
  • /18

    $346,940 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,798 Sq Ft

    1435 Lake Geneva Dr, Trappe, MD 21673

    Move in ready for a July delivery! New Devonshire Townhouse, Open plan kitchen. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 241-2483

    1435 Lake Geneva Dr, Trappe, MD 21673
  • /19

    $379,440 New Construction

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

    1215 Loch Ness Ln, Trappe, MD 21673

    Brand New Luxury Townhome in Lakeside at Trappe - Move into this lovely Elmwood Model 2,254 Upgraded kitchen with stainless steel appliances. This is a great home for entertaining. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 205-7146

    1215 Loch Ness Ln, Trappe, MD 21673
  • /17

    $422,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft

    1666 Lake Placid Dr, Trappe, MD 21673

    Don't miss out on this lovely, 3-bedroom, one story home! You will also love the community of Lakeside at Trappe for its convenient amenities and picturesque wooded areas. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 332-9488

    1666 Lake Placid Dr, Trappe, MD 21673
  • /18

    $346,940 New Construction

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

    1437 Lake Geneva Dr, Trappe, MD 21673

    July Delivery! New luxury townhome with 2 bedrooms, 2.5 baths & 1 car garage. This home comes with Lennar's Core Package which Quartz countertop in the kitchen and full bath, stainless appliances, super shower in owner's bath, finished walkout lower level, great for entertaining. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 328-0014

    1437 Lake Geneva Dr, Trappe, MD 21673
  • /20

    $404,990 New Construction

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

    1662 Lake Placid Dr, Trappe, MD 21673

    MOVE-IN FOR JUNE! You are going to love Homesite #D153 in Lakeside at Trappe! This homesite is in a fantastic location near green space and around the corner from the community pool, sport courts, and more! This one-level Hanover single-family home is an absolute must-see! In addition to the 3 bedrooms, 2 full bathrooms, and 2-car garage, this home offers a stunning open concept design with

    Agent Photo

    Lona Todd

    Taylor Properties

    (410) 317-8538

    1662 Lake Placid Dr, Trappe, MD 21673
  • /19

    $379,440 New Construction

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

    0 1215 Loch Ness Ln Unit MDTA2010072, Trappe, MD 21673

    MOVE-IN for JUNE! You are going to love Homesite #C464 in Lakeside at Trappe! This homesite is in a great location next to neighborhood green space. This beautiful, three-level Elmwood style townhome is an absolute must-see! In addition to the 3 bedrooms, 2 full and 1 half bathrooms, finished lower level and 2-car garage, this home offers a stunning open concept design with spacious kitchen

    Agent Photo

    Lona Todd

    Taylor Properties

    (443) 589-6274

    0 1215 Loch Ness Ln Unit MDTA2010072, Trappe, MD 21673
  • /2

    $422,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft

    1660 Lake Placid Dr, Trappe, MD 21673

    July Delivery! One story home with Stainless Steel Appliances, Open Plan Kitchen and dining with a 2 car garage. Photos are for illustration purposes. Agents must accompany buyer during first visit to the community.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 332-7278

    1660 Lake Placid Dr, Trappe, MD 21673
  • /64

    $1,280,000

    • 4 Beds
    • 2.5 Baths
    • 2,432 Sq Ft

    6538 Bellevue Rd, Royal Oak, MD 21662

    Tucked at the end of a long, tree-lined driveway, 6538 Bellevue Rd is a secluded waterfront escape offering timeless charm, panoramic views, and endless potential. Set on approximately 140 feet of waterfrontage along Edge Creek, the property includes a deeded private dock—ideal for boating, crabbing, or simply enjoying life on the water. As you approach, you're greeted by a spacious detached

    Shawn Martin Real Broker, LLC - Annapolis

    6538 Bellevue Rd, Royal Oak, MD 21662
  • /13

    $859,000

    • 3 Beds
    • 3.5 Baths
    • 2,935 Sq Ft

    8071 Fox Squirrel Way, Easton, MD 21601

    Welcome home, where coastal elegance meets modern convenience! This stunning property boasts unobstructed westerly views, allowing you to bask in the breathtaking hues of sunset from both the great room and the inviting covered front porch. As you step through the grand entry with double glass doors, you will be greeted by soaring ceilings and rich wood floors that enhance the open concept

    Dee Dee Miller Long & Foster Real Estate, Inc.

    8071 Fox Squirrel Way, Easton, MD 21601
  • /68

    $1,575,000

    • 4 Beds
    • 3.5 Baths
    • 2,621 Sq Ft

    213 S Morris St, Oxford, MD 21654

    Discover the charm of 213 S Morris Street, an exquisite residence nestled in Oxford, MD's historic district. Originally built in 1870 by a skilled shipwright, this home was meticulously restored with a "down to the studs" renovation, seamlessly blending historic charm with modern luxury. The property boasts a gated brick and river stone driveway, providing off-street parking. The property is

    Ray Stevens Benson & Mangold, LLC

    213 S Morris St, Oxford, MD 21654
  • /64

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 4,124 Sq Ft

    25686 Edgeview Rd, Royal Oak, MD 21662

    Lovely waterfront home between Easton and St. Michaels (Royal Oak). Fantastic waterfront views. Nestled along the peaceful shores of Edge Creek. Fantastic Winter and summer sunsets. This beautifully maintained waterfront property offers timeless charm and unmatched tranquility. Due west exposure with fantastic sunsets both winter an summer. Long private pier with boat lift. Home is

    Mark Lappen Meredith Fine Properties

    25686 Edgeview Rd, Royal Oak, MD 21662
  • /68

    $925,000

    • 3 Beds
    • 2.5 Baths
    • 2,978 Sq Ft

    28734 Emanuel St, Easton, MD 21601

    A timeless blend of elegance and modern luxury. This beautifully appointed home offers an exceptional living experience in one of the Eastern Shore’s most sought-after communities. Step into an incredible chef’s kitchen designed to impress, featuring gorgeous stone countertops and a full-height stone backsplash that bring both warmth and sophistication to the heart of the home. Retreat to the

    Jim Corson Benson & Mangold, LLC

    28734 Emanuel St, Easton, MD 21601
  • /8

    $795,000

    • 4 Beds
    • 2 Baths
    • 1,740 Sq Ft

    9236 Chapel Rd, Easton, MD 21601

    Incredibly rare opportunity just minutes from downtown Easton—17.48+ acres with three deeded lots. This unique offering includes a two-story farmhouse (circa 1900) ready for renovation, along with two additional parcels currently leased for farming. The land is cleared, open, and scenic—perfectly positioned for a future estate, family compound, or investment.Enjoy exceptional proximity to

    Julie Stevenson Shore Living Real Estate

    9236 Chapel Rd, Easton, MD 21601
  • /51

    $659,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    901 S Talbot St, Saint Michaels, MD 21663

    St. Michaels English style Cottage – This Adorable 3-bedroom 2 bath home offers a first-floor primary bedroom, updated kitchen and baths, formal dining room, rear sunroom, and a fenced side and rear patio thoughtfully landscaped. The yard is irrigated. Long sweeping gables and roof peaks, prominent front facing chimney and entrance vestibule standout as architectural features of this 1930’s

    Barbara Watkins Benson & Mangold, LLC

    901 S Talbot St, Saint Michaels, MD 21663
  • /46

    $735,000 Open Sun 1PM - 4PM

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

    3860 Main St, Trappe, MD 21673

    Timeless Elegance Meets Modern Comfort – Stunningly Restored 1890s Victorian HomeStep into a piece of history with this beautifully restored six-bedroom, three-and-a-half-bath home, with a wraparound porch, initially built in 1890. Seamlessly blending classic charm with modern upgrades, this property offers the perfect combination of character and convenience.Key Features:?

    Gwen Eskridge Coldwell Banker Chesapeake Real Estate Company

    3860 Main St, Trappe, MD 21673
  • /48

    $1,375,000

    • 4 Beds
    • 3.5 Baths
    • 4,006 Sq Ft

    7097 Magdalene Ct, Easton, MD 21601

    Situated on a secluded 0.6-acre lot in the desirable Leeward section of Cooke’s Hope, this beautifully designed coastal-style home offers privacy, charm, and exceptional craftsmanship. With a large fenced-in backyard, there’s plenty of space to add a pool, making this an ideal retreat. Designed by Lyman Perry Architects and built by Ilex Construction, the home showcases exquisite attention to

    Laura Carney TTR Sotheby's International Realty

    7097 Magdalene Ct, Easton, MD 21601
  • /70

    $1,350,000

    • 4 Beds
    • 4 Baths
    • 2,535 Sq Ft

    1026 Riverview Terrace, Saint Michaels, MD 21663

    Experience luxury living in this newly renovated coastal-style home in St. Michaels. Situated on a double lot, this is an exceptional and rare offering, combining water views and water access with a high quality home, redone with incredible attention to detail and livability. The exterior is tastefully appointed with painted brick and shingle-style siding, and an inviting covered front porch

    Carolina Barksdale Benson & Mangold, LLC

    1026 Riverview Terrace, Saint Michaels, MD 21663
  • /8

    $795,000

    • 4 Beds
    • 2 Baths
    • 1,740 Sq Ft

    9236 Chapel Rd, Easton, MD 21601

    Incredibly rare opportunity just minutes from downtown Easton—17.48+ acres with three deeded lots. This unique offering includes a two-story farmhouse (circa 1900) ready for renovation, along with two additional parcels currently leased for farming. The land is cleared, open, and scenic—perfectly positioned for a future estate, family compound, or investment.Enjoy exceptional proximity to

    Julie Stevenson Shore Living Real Estate

    9236 Chapel Rd, Easton, MD 21601
  • /45

    $895,000

    • 3 Beds
    • 3 Baths
    • 2,660 Sq Ft

    4957 Bar Neck Rd, Tilghman, MD 21671

    Don't miss out on this beautifully landscaped yard with a deck and pool, perfect for entertaining and enjoying the serene water views. This gorgeous two-story traditional home features three bedrooms and three baths, offering the perfect location to enjoy the picturesque views of Black Walnut Creek and the Chesapeake Bay.The current owners have meticulously maintained the property and

    Lori Neske Coldwell Banker Realty

    4957 Bar Neck Rd, Tilghman, MD 21671
  • /51

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 2,072 Sq Ft

    504 S Talbot St, Saint Michaels, MD 21663

    Nestled in the heart of Historic St. Michaels, this beautifully renovated 1900’s home features, multiple fireplaces, hardwood floors and beams with natural light. This 3-bedroom, 2.5-bathroom residence is a perfect Eastern Shore retreat. A charming covered front porch welcomes you into the cozy living room highlighted by a wood-burning fireplace. The spacious, open-concept kitchen boasts granite

    Kim Crouch Ozman Benson & Mangold, LLC

    504 S Talbot St, Saint Michaels, MD 21663
  • /16

    $789,000

    • 2 Beds
    • 1 Bath
    • 1,468 Sq Ft

    7375 Station Rd, Newcomb, MD 21653

    WOULD YOU LOVE TO MAKE THIS YOUR JEWEL IN CHARMING VILLAGE JUST MINUTES TO HISTORIC ST MICHAELS ? WHAT A FABULOUS OPPORTUNITY ! ARE YOU LOOKING FOR AN INVESTMENT ? THE PROPERTY WOULD NOT ONLY MAKE A WONDERFUL WEEKEND GETAWAY BUT ALSO A GREAT VACATION RENTAL . THIS 1890 BUILD HOME FEATURES REPLACEMENT WINDOWS, CARPORT,WOOD FLOORS UNDER THE CARPET, BOATHOUSE AND 2 SHEDS AND IS

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    7375 Station Rd, Newcomb, MD 21653
  • /22

    $369,000

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

    419 Bodkin St, Easton, MD 21601

    Welcome to 419 Bodkin Street, a beautifully designed three-story townhome in the sought-after Ashby Commons community. This spacious and modern home offers the perfect blend of low-maintenance living and contemporary style, all within walking distance of downtown Easton’s charming shops, restaurants, and attractions.Upon entering the first floor, you'll find a dedicated home office, ideal

    Jill Rudiger Berkshire Hathaway HomeServices PenFed Realty

    419 Bodkin St, Easton, MD 21601
  • /38

    $807,000

    • 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
  • /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
  • /63

    $799,000

    • 4 Beds
    • 3.5 Baths
    • 2,737 Sq Ft

    8885 High Banks Dr, Easton, MD 21601

    This perfect three-level home offers breathtaking, unobstructed views of the majestic Choptank River. Designed to maximize its stunning setting, the main living areas are thoughtfully positioned to capture the serene water vistas, providing a tranquil backdrop for daily life. The heart of the home features an updated and remodeled kitchen, seamlessly flowing into open living spaces that are

    Connie Loveland Benson & Mangold, LLC

    8885 High Banks Dr, Easton, MD 21601
  • /40

    $675,000

    • 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
  • /69

    $875,000

    • 4 Beds
    • 1.5 Baths
    • 1,596 Sq Ft

    103 Mulberry St, Saint Michaels, MD 21663

    Known as, "The Mary Thomas House," circa 1860, this beautifully maintained and tastefully updated home is absolutely charming, inside and out...A very comfortable home! Centrally located in St. Michaels' Historic District, mid-way between the Harbor, two waterfront parks and Talbot Street (the town's main street), with it's many fine shops and restaurants. All the main attractions, including

    Tom Crouch Benson & Mangold, LLC

    103 Mulberry St, Saint Michaels, MD 21663

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