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Talbot County MD 2-Story Homes for Sale

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  • 8050 Easton Village Dr, Easton, MD 21601
    8050 Easton Village Dr, Easton, MD 21601
    8050 Easton Village Dr, Easton, MD 21601
    /65

    $825,000 Open Thu 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,648 Sq Ft

    8050 Easton Village Dr, Easton, MD 21601

    Just listed! Easton VillageThis beautifully appointed four-bedroom, three-and-a-half bath home offers refined comfort and effortless Eastern Shore living in one of Easton’s most sought-after waterfront access communities. Built in 2014 and thoughtfully designed for today’s lifestyle, the kitchen features quartz countertops, abundant cabinetry, and timeless finishes — ideal for both elegant

    Agent Photo

    Annie Witte Raymond

    Coldwell Banker Realty

    (443) 331-9589

    8050 Easton Village Dr, Easton, MD 21601
  • 5933 Tilghman Island Rd, Tilghman, MD 21671
    5933 Tilghman Island Rd, Tilghman, MD 21671
    5933 Tilghman Island Rd, Tilghman, MD 21671
    /35

    $475,000

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

    5933 Tilghman Island Rd, Tilghman, MD 21671

    Unique, one-of-a-kind property located in the heart of Tilghman Island, offering unparalleled tranquility and breathtaking water views overlooking Dogwood Harbor. Welcome to your private Eastern Shore retreat! This beautifully updated water-view home captures the essence of coastal living with sweeping views of the harbor and surrounding wildlife. Enjoy stunning sunsets and peaceful mornings from

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (667) 242-9472

    5933 Tilghman Island Rd, Tilghman, MD 21671
  • 228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
    228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
    228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
    /119

    $1,995,000 Open Sat 3PM - 5PM

    • 6 Beds
    • 6 Baths
    • 4,089 Sq Ft

    228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663

    Check out the NEW aerial photos! An exceptional opportunity in The Homes at Perry Cabin -- a rare double residence offering approximately 4,000 square feet, six bedrooms, and six full baths in a premier Saint Michaels waterfront community. adjacent to the renowned Inn at Perry Cabin and overlooking Fogg Cove just off the Miles River. This turnkey home features expansive living areas and a

    Agent Photo

    Maureen McHugh

    Chesapeake Bay Real Estate Plus, LLC

    (877) 709-5322

    228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
  • 5559 Trafalgar Cir, Tilghman, MD 21671
    5559 Trafalgar Cir, Tilghman, MD 21671
    5559 Trafalgar Cir, Tilghman, MD 21671
    /75

    $569,000

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

    5559 Trafalgar Cir, Tilghman, MD 21671

    TILGHMAN ISLAND.Welcome to this beautiful and spacious 5-bedroom, 3.5-bath single-family home located in the highly sought-after Tilghman on Chesapeake community. Designed for modern comfort and relaxed island living, this home offers an open-concept floor plan filled with abundant natural light and elegant finishes throughout. The gourmet kitchen is a true centerpiece, featuring granite

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (410) 834-0959

    5559 Trafalgar Cir, Tilghman, MD 21671
  • 24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
    /47

    $369,000

    • 2 Beds
    • 2.5 Baths
    • 1,486 Sq Ft

    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663

    Price improvement! Inviting townhouse in the St. Michaels Martingham community with views across the Links at Perry Cabin fairway, offering easy Eastern Shore living. From the upstairs living areas, enjoy lovely, elevated views, abundant natural light, and a sense of openness that enhances the home’s warm, inviting feel. The upper-level living area features shining hardwood floors, and the home

    Agent Photo

    Maureen McHugh

    Chesapeake Bay Real Estate Plus, LLC

    (888) 352-1904

    24700 Deepwater Point Dr Unit 1, Saint Michaels, MD 21663
  • 216 E Chew Ave, Saint Michaels, MD 21663
    216 E Chew Ave, Saint Michaels, MD 21663
    216 E Chew Ave, Saint Michaels, MD 21663
    /144

    $1,795,000

    • 4 Beds
    • 3.5 Baths
    • 3,575 Sq Ft

    216 E Chew Ave, Saint Michaels, MD 21663

    Don't miss this rare opportunity. This special home offers spectacular and picturesque views of the Saint Michaels Harbor in addition to its prime location on one of Saint Michaels most desirable streets. Conveniently located near all of the in-town amenities and walkable to great restaurants, shops, brewery, winery, gallery, seasonal farmer's market, museums and more. This home has received a

    Agent Photo

    Christopher Clinton

    Coldwell Banker Chesapeake Real Estate Company

    (855) 940-3395

    216 E Chew Ave, Saint Michaels, MD 21663
  • 8388 Colony Cir, Easton, MD 21601
    8388 Colony Cir, Easton, MD 21601
    8388 Colony Cir, Easton, MD 21601
    /31

    $439,000

    • 4 Beds
    • 2.5 Baths
    • 2,277 Sq Ft

    8388 Colony Cir, Easton, MD 21601

    Welcome to 8388 Colony Circle, a charming Juniper model offering 4 bedrooms, 2.5 bathrooms, and timeless traditional style just minutes from downtown Easton. This well maintained two-story home features a new roof, hardwood floors throughout the main level, a cozy fireplace, and custom built-ins that add warmth and character to the living space. The eat-in kitchen flows seamlessly into a spacious

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (443) 733-4941

    8388 Colony Cir, Easton, MD 21601
  • 6660 Reeses Pride Rd, Sherwood, MD 21665
    6660 Reeses Pride Rd, Sherwood, MD 21665
    6660 Reeses Pride Rd, Sherwood, MD 21665
    /72

    $759,000

    • 3 Beds
    • 2.5 Baths
    • 2,840 Sq Ft

    6660 Reeses Pride Rd, Sherwood, MD 21665

    Your Eastern Shore paradise awaits! This awesomely updated, meticulously maintained, classic colonial-style home is like a breath of fresh air. Located on a full 2 acre parcel, in the heart of the sought after Deep Harbour Farm community, custom features include a lovely private backyard oasis, designed around an 18’x32’ inground salt-water pool, and surrounded by all new, high-quality fencing,

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    (410) 431-3957

    6660 Reeses Pride Rd, Sherwood, MD 21665
  • 28309 Village Lake Way, Easton, MD 21601
    28309 Village Lake Way, Easton, MD 21601
    28309 Village Lake Way, Easton, MD 21601
    /50

    $799,900

    • 4 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    28309 Village Lake Way, Easton, MD 21601

    Reduced Price! Beautifully maintained 4-bedroom, 2.5 bath home in the highly desirable Easton Village community, offering a perfect blend of traditional style, modern comfort, and timeless charm. Step into a bright 2-story foyer with newly installed luxury vinyl plank (LVP) flooring that continues throughout much of the home. On either side, the formal living and dining rooms provide elegant

    Agent Photo

    Lori Woods-Fortney

    Berkshire Hathaway HomeServices Homesale Realty

    (410) 517-7606

    28309 Village Lake Way, Easton, MD 21601
  • 28642 Clubhouse Dr, Easton, MD 21601
    28642 Clubhouse Dr, Easton, MD 21601
    28642 Clubhouse Dr, Easton, MD 21601
    /39

    $575,000

    • 3 Beds
    • 3 Baths
    • 2,548 Sq Ft

    28642 Clubhouse Dr, Easton, MD 21601

    Come see this fantastic home at The Easton Club off the Oxford Corridor. Welcome to this beautifully designed two-level home in the sought-after Eastern Club community along Easton’s desirable Oxford corridor. Built in 1995 with timeless appeal, this residence combines modern comfort with an open and inviting floor plan that maximizes both space and natural light. The first floor features a

    Agent Photo

    Martha Suss

    Coldwell Banker Realty

    (410) 593-1549

    28642 Clubhouse Dr, Easton, MD 21601
  • 6670 Tilghman Island Rd, Sherwood, MD 21665
    6670 Tilghman Island Rd, Sherwood, MD 21665
    6670 Tilghman Island Rd, Sherwood, MD 21665
    /64

    $1,199,000

    • 3 Beds
    • 3 Baths
    • 3,853 Sq Ft

    6670 Tilghman Island Rd, Sherwood, MD 21665

    New Price! Waterfront home situated on Back Creek in Sherwood, offering direct access to the Chesapeake Bay and Choptank Rivers. Conveniently located near St Michaels and Tilghman Island, the property includes views of sunsets over Poplar Island and is located minutes from restaurants, and shopping. Interior features include hickory hardwood floors, custom built-ins, crown molding, and recessed

    Agent Photo

    Larry Brennan

    TTR Sotheby's International Realty

    (410) 881-8730

    6670 Tilghman Island Rd, Sherwood, MD 21665
  • 1686 Lake Placid Dr, Trappe, MD 21673
    1686 Lake Placid Dr, Trappe, MD 21673
    1686 Lake Placid Dr, Trappe, MD 21673
    /19

    $361,940 New Construction

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

    1686 Lake Placid Dr, Trappe, MD 21673

    This new two-story home features a bright and open first floor, where the kitchen, living, and dining areas flow seamlessly to create a flexible, spacious environment. Upstairs, two bedrooms and a luxurious owner’s suite are arranged around a versatile loft, perfect for work, study, or relaxation. The home is finished with a convenient two-car garage.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    1686 Lake Placid Dr, Trappe, MD 21673
  • 1233 Lake Meade Dr, Trappe, MD 21673
    1233 Lake Meade Dr, Trappe, MD 21673
    1233 Lake Meade Dr, Trappe, MD 21673
    /22

    $399,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,170 Sq Ft

    1233 Lake Meade Dr, Trappe, MD 21673

    This newly built two-story home features a well-designed layout that balances space and functionality. The first floor includes an open Great Room, dining area, and kitchen, along with a versatile bedroom that can serve as a home office. Upstairs, three additional bedrooms surround a flexible loft area, providing both privacy and adaptable living space. The generous owner’s suite boasts a private

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    1233 Lake Meade Dr, Trappe, MD 21673
  • 9206 Martingham Dr, Saint Michaels, MD 21663
    9206 Martingham Dr, Saint Michaels, MD 21663
    9206 Martingham Dr, Saint Michaels, MD 21663
    /16

    $749,000 Open Fri 1PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,841 Sq Ft

    9206 Martingham Dr, Saint Michaels, MD 21663

    Beautiful four-bedroom contemporary home on a private one + acre lot overlooking the 12th fairway of the Links at Perry Cabin golf course. Light-filled interior features a vaulted living room with fireplace, spacious family room and dining room and a bright sunroom that opens to a relaxing private deck. The main-level primary suite includes two walk-in closets and a comfortable layout for

    Agent Photo

    Maureen McHugh

    Chesapeake Bay Real Estate Plus, LLC

    (855) 650-2313

    9206 Martingham Dr, Saint Michaels, MD 21663
  • 0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654
    0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654
    0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654
    /8

    $5,350,000 New Construction

    • 4 Beds
    • 5.5 Baths
    • 6,184 Sq Ft

    0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654

    Envisioned for a premier waterfront setting along the Tred Avon River, this exceptional TO-BE-BUILT coastal residence by award-winning firm - Pacquin Design Build, presents a rare opportunity to create a refined Eastern Shore retreat on a remarkable 4.18-acre homesite within the exclusive Morgan’s Point community of Oxford. Thoughtfully designed in classic shingle-style architecture, the proposed

    Agent Photo

    Gil Poudrier

    TTR Sotheby's International Realty

    (410) 883-9692

    0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654
  • 28713 Emanuel St, Easton, MD 21601
    28713 Emanuel St, Easton, MD 21601
    28713 Emanuel St, Easton, MD 21601
    /53

    $949,900

    • 4 Beds
    • 4 Baths
    • 2,900 Sq Ft

    28713 Emanuel St, Easton, MD 21601

    This two-story Charleston-style Colonial is located in the desirable Cooke’s Hope Village community and sits on an oversized lot with a fenced side and rear yard. The property includes a spacious entry-level side porch, second-level balcony, lush seasonal gardens, and a private fenced brick courtyard with built-in speakers for music and a retractable awning—perfect for outdoor entertaining.

    Chuck Mangold Benson & Mangold, LLC

    28713 Emanuel St, Easton, MD 21601
  • 408 Spinnaker Ln, Saint Michaels, MD 21663
    408 Spinnaker Ln, Saint Michaels, MD 21663
    408 Spinnaker Ln, Saint Michaels, MD 21663
    /82

    $699,000

    • 4 Beds
    • 2.5 Baths
    • 1,957 Sq Ft

    408 Spinnaker Ln, Saint Michaels, MD 21663

    OPEN HOUSE Sat 3/21 2 - 4pm and Sun 3/22 10-12pm. This immaculate 4 bedroom, 2.5 bath home was built in 2022 and has been thoughtfully enhanced with numerous upgrades. The owners added luxury vinyl plank flooring to the second level, Hunter Douglas plantation shutters with independent top and bottom operation, recessed lighting upstairs, and a high-end full-size Electrolux washer and dryer.

    Christie Bishop Northrop Realty

    408 Spinnaker Ln, Saint Michaels, MD 21663
  • 28028 Playtor Rd, Easton, MD 21601
    28028 Playtor Rd, Easton, MD 21601
    28028 Playtor Rd, Easton, MD 21601
    /80

    $1,250,000

    • 4 Beds
    • 3.5 Baths
    • 4,443 Sq Ft

    28028 Playtor Rd, Easton, MD 21601

    Welcome to this exceptional William Poole–designed Tidewater Colonial, gracefully sited on approximately 2.3 acres in the desirable community of Waverly Island Estates, just three miles from the Town of Easton. Offering a refined blend of classic coastal architecture and modern comfort, this property provides a private retreat on Maryland’s Eastern Shore. Inside, the home features a well-designed

    Coard Benson Benson & Mangold, LLC

    28028 Playtor Rd, Easton, MD 21601
  • 6010 Shipyard Ln, Easton, MD 21601
    6010 Shipyard Ln, Easton, MD 21601
    6010 Shipyard Ln, Easton, MD 21601
    /71

    $9,900,000

    • 5 Beds
    • 6 Baths
    • 14,935 Sq Ft

    6010 Shipyard Ln, Easton, MD 21601

    Situated on one of the finest residential parcels in the country, Ship’s Point, is an estate with few rivals anywhere, at any price. The completely private 13+/- acre estate includes a deep water pier, and 270-degree views at the confluence of Trippe’s Creek and the Tred Avon River. The south-west facing manor house has been meticulously renovated by renowned builder Winchester Construction. A

    Chuck Mangold Benson & Mangold, LLC

    6010 Shipyard Ln, Easton, MD 21601
  • 1254 Lake Michigan Unit 36578895, Trappe, MD 21673
    1254 Lake Michigan Unit 36578895, Trappe, MD 21673
    1254 Lake Michigan Unit 36578895, Trappe, MD 21673
    /28

    $464,990 New Construction

    • 4 Beds
    • 1.5 Baths
    • 2,340 Sq Ft

    Torrington Plan at Lakeside at Trappe - Single Family Homes Collection, Trappe, MD 21673

    Step into refined living with The Torrington – an impeccably designed 2-level residence that seamlessly marries sophistication with functionality. A covered porch extends a gracious welcome. Upon entering is a living room that can be converted into a library or playroom to meet your needs. The heart of this residence lies in its open-concept kitchen, harmoniously connecting the dining room and

    Brookfield Residential Builder
    1254 Lake Michigan Unit 36578895, Trappe, MD 21673
  • 1254 Lake Michigan Unit 36578896, Trappe, MD 21673
    1254 Lake Michigan Unit 36578896, Trappe, MD 21673
    1254 Lake Michigan Unit 36578896, Trappe, MD 21673
    /27

    $514,990 New Construction

    • 4 Beds
    • 1.5 Baths
    • 3,241 Sq Ft

    Beckham Plan at Lakeside at Trappe - Single Family Homes Collection, Trappe, MD 21673

    Step into the two-story foyer of the Beckham and you’ll feel the unmatched luxury and comfort. The open floorplan creates an atmosphere that is both impressive and inviting. Use the library to work from home and be tucked away in the back of the home or choose to turn this into a main level guest suite. A large gourmet kitchen with center island and pantry are a chef’s delight and flow into the

    Brookfield Residential Builder
    1254 Lake Michigan Unit 36578896, Trappe, MD 21673
  • 8749 Harper Way Unit 36203248, Easton, MD 21601
    8749 Harper Way Unit 36203248, Easton, MD 21601
    8749 Harper Way Unit 36203248, Easton, MD 21601
    /44

    $454,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,511 Sq Ft

    HAYDEN Plan at Gannon Range, Easton, MD 21601

    The Hayden, a 2,511 square foot unique two-story home, offers five bedrooms, one located on the first floor, three full bathrooms, a flex room, a loft, and a two-car garage. The home’s welcoming foyer offers two coat closets and creates the perfect space to greet your guests. In the front of the home, the flex room with an abundance of natural light could be used as a home office or a den. Past

    D.R. Horton Builder
    8749 Harper Way Unit 36203248, Easton, MD 21601
  • 8535 Colony Cir, Easton, MD 21601
    8535 Colony Cir, Easton, MD 21601
    8535 Colony Cir, Easton, MD 21601
    /38

    $439,900

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

    8535 Colony Cir, Easton, MD 21601

    Step inside the front door and find your dream home! Luxury Vinyl Plank flooring, a wonderful Cook's Kitchen featuring all new stainless steel appliances, gorgeous granite counter tops, and a breakfast bar. The kitchen opens to a light filled family room with a gas fireplace. First Floor Laundry.Also you will find a separate dining room, powder room, and a "flex-room " perfect for a separate

    Carol Delayo Chaney Homes, LLC

    8535 Colony Cir, Easton, MD 21601
  • 7909 Church Neck Rd, Saint Michaels, MD 21663
    7909 Church Neck Rd, Saint Michaels, MD 21663
    7909 Church Neck Rd, Saint Michaels, MD 21663
    /22

    $2,300,000

    • 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
  • 22539 Indian Point Rd, Bozman, MD 21612
    22539 Indian Point Rd, Bozman, MD 21612
    22539 Indian Point Rd, Bozman, MD 21612
    /66

    $475,000

    • 4 Beds
    • 2 Baths
    • 1,848 Sq Ft

    22539 Indian Point Rd, Bozman, MD 21612

    Welcome to 22539 Indian Point Road, a charming Cape Cod set on 2 private acres in the peaceful waterfront community of Bozman. Offering over 1,800 square feet of living space, this 4-bedroom, 2-bath home blends classic Eastern Shore character with versatile indoor and outdoor living. From the moment you arrive, you’ll appreciate the serene setting and timeless curb appeal, complete with a

    James Schaecher Keller Williams Flagship

    22539 Indian Point Rd, Bozman, MD 21612
  • 29670 Old Creek Ln, Easton, MD 21601
    29670 Old Creek Ln, Easton, MD 21601
    29670 Old Creek Ln, Easton, MD 21601
    /36

    $500,000

    • 4 Beds
    • 2.5 Baths
    • 2,314 Sq Ft

    29670 Old Creek Ln, Easton, MD 21601

    Summer is around the corner—make the most of it in this inviting 4-bedroom home in a popular community near Easton. Overlooking a peaceful pond, the home features an open-concept main level with a bright kitchen, casual dining area, and family room with gas fireplace, all leading to a fenced backyard with deck and in-ground pool ready for the season ahead. The primary suite offers a walk-in

    Wink Cowee Benson & Mangold, LLC

    29670 Old Creek Ln, Easton, MD 21601
  • 331 Hollis Cir, Easton, MD 21601
    331 Hollis Cir, Easton, MD 21601
    331 Hollis Cir, Easton, MD 21601
    /27

    $410,000

    • 3 Beds
    • 2.5 Baths
    • 1,698 Sq Ft

    331 Hollis Cir, Easton, MD 21601

    Nestled on a desirable corner lot in Easton, this charming 3-bedroom, 2.5-bath home offers the perfect blend of comfort, convenience, and location. Just a short distance from a scenic walking trail, it’s ideal for those who enjoy outdoor strolls, morning jogs, or peaceful evenings surrounded by nature. Inside, the home features a functional and inviting layout with spacious living areas, perfect

    Wes Russum Coldwell Banker Chesapeake Real Estate Company

    331 Hollis Cir, Easton, MD 21601
  • 7650 Ferry Cove Rd, Sherwood, MD 21665
    7650 Ferry Cove Rd, Sherwood, MD 21665
    7650 Ferry Cove Rd, Sherwood, MD 21665
    /44

    $1,499,000

    • 3 Beds
    • 3.5 Baths
    • 2,672 Sq Ft

    7650 Ferry Cove Rd, Sherwood, MD 21665

    Discover this stunning, custom-built waterfront Cape Cod nestled in Ferry Cove, Sherwood, a serene setting that is located right next door to a HGTV dream home! Newly constructed in 2024, this home offers the ultimate blend of luxury and comfort. Owners enjoy direct access to a beautiful sandy beach with 186 feet of waterfrontage on the Chesapeake Bay, creating the perfect space for both

    Krissy Curtis Coldwell Banker Realty

    7650 Ferry Cove Rd, Sherwood, MD 21665
  • 29638 Janets Way, Easton, MD 21601
    29638 Janets Way, Easton, MD 21601
    29638 Janets Way, Easton, MD 21601
    /73

    $500,000

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

    29638 Janets Way, Easton, MD 21601

    Chesapeake by Del Webb. Popular 2-story Wittman model. Spacious 3 bedroom, 3 bath home. Great room with gas fireplace, office, large kitchen with center island, granite countertops and breakfast nook. Primary bedroom suite with walk-in closet, bath with separate vanities, separate shower and soaking tub. Guest bedroom, hall bath with walk-in tub and laundry room. Sunroom, enclosed porch

    Judy Moore Benson & Mangold, LLC

    29638 Janets Way, Easton, MD 21601
  • 9716 Bantry Rd, Easton, MD 21601
    9716 Bantry Rd, Easton, MD 21601
    9716 Bantry Rd, Easton, MD 21601
    /79

    $2,995,000

    • 4 Beds
    • 3.5 Baths
    • 4,571 Sq Ft

    9716 Bantry Rd, Easton, MD 21601

    Travel along an enchanting and winding drive, through a park-like setting, across the bridge, to the grand reveal of a prairie-style home boasting coastal-meets-contemporary design elements, all situated in the desirable Bantry community of Easton! On a private cove feeding into the Miles River, this property offers expansive, breathtaking water views and, the opportunity for boating, kayaking

    Tiffany Cloud Meredith Fine Properties

    9716 Bantry Rd, Easton, MD 21601
  • 110 N Morris St, Oxford, MD 21654
    110 N Morris St, Oxford, MD 21654
    110 N Morris St, Oxford, MD 21654
    /65

    $1,295,000

    • 5 Beds
    • 5.5 Baths
    • 3,574 Sq Ft

    110 N Morris St, Oxford, MD 21654

    Incredible opportunity to own a circa 1875 home in Oxford's Historic District that has been renovated with a separate 2 bedroom apartment with views of Town Creek. Formerly a Bed and Breakfast, it features 2 first floor bedrooms with 1 and 1/2 baths and 3 second floor bedrooms each with its own full bath. Entire exterior has been newly painted and most of the windows have been replaced. A lovely

    Jane McCarthy Benson & Mangold, LLC

    110 N Morris St, Oxford, MD 21654
  • 28413 Pinehurst Cir, Easton, MD 21601
    28413 Pinehurst Cir, Easton, MD 21601
    28413 Pinehurst Cir, Easton, MD 21601
    /59

    $514,000

    • 3 Beds
    • 2.5 Baths
    • 2,355 Sq Ft

    28413 Pinehurst Cir, Easton, MD 21601

    Just minutes from downtown Easton off the Oxford Road, this light-filled 2350fsf end townhome backs to lovely woods and features a two-car garage and a fully fenced backyard, patio and mature, colorful seasonal landscaping. The first floor includes entry hall, living/dining room combo, and a study with built-in bookshelves. Also enjoy an upgraded kitchen with freshly painted cabinetry, granite,

    Janet Larson Benson & Mangold, LLC

    28413 Pinehurst Cir, Easton, MD 21601
  • 28476 Pinehurst Cir, Easton, MD 21601
    28476 Pinehurst Cir, Easton, MD 21601
    28476 Pinehurst Cir, Easton, MD 21601
    /35

    $369,000

    • 4 Beds
    • 3.5 Baths
    • 1,756 Sq Ft

    28476 Pinehurst Cir, Easton, MD 21601

    Beautiful 4-bedroom, 3.5-bath townhouse in the desirable Easton Club community. This home features numerous upgrades including cherry flooring on main level, custom built-ins, and an open-concept floor plan ideal for everyday living and entertaining. The spacious kitchen includes a center island and overlooks the family room with built ins .A first-floor primary bedroom with a full bath offers

    Barbara Watkins Benson & Mangold, LLC

    28476 Pinehurst Cir, Easton, MD 21601
  • 7401 Casey Ave, Easton, MD 21601
    7401 Casey Ave, Easton, MD 21601
    7401 Casey Ave, Easton, MD 21601
    /37

    $534,900

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

    7401 Casey Ave, Easton, MD 21601

    Welcome to this beautifully updated two-story Wittman model in the highly sought-after 55+ community of Easton Club East, where thoughtful upgrades and timeless design come together effortlessly. From the moment you step inside, you’ll notice the extensive improvements throughout, from custom paint and upgraded lighting to engineered wood flooring and high-end finishes that elevate every space.

    Laura Anderson Coldwell Banker Realty

    7401 Casey Ave, Easton, MD 21601
  • 6705 Tilghman Island Rd, Sherwood, MD 21665
    6705 Tilghman Island Rd, Sherwood, MD 21665
    6705 Tilghman Island Rd, Sherwood, MD 21665
    /40

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft

    6705 Tilghman Island Rd, Sherwood, MD 21665

    Nestled on over 2 acres in the desirable water access community of Deep Harbor Farm, this beautiful Cape Cod beams with natural light. The home features over 2,400 sqft with 4 bedrooms and 2.5 baths. The welcoming foyer overlooks a spacious dining room and leads to an open kitchen complete with white cabinetry, stainless steel appliances, breakfast bar and a large table space. Just off the

    Kim Crouch Ozman Benson & Mangold, LLC

    6705 Tilghman Island Rd, Sherwood, MD 21665
  • 209 3rd St, Oxford, MD 21654
    209 3rd St, Oxford, MD 21654
    209 3rd St, Oxford, MD 21654
    /40

    $685,000

    • 4 Beds
    • 2.5 Baths
    • 2,638 Sq Ft

    209 3rd St, Oxford, MD 21654

    New to the market, this well-maintained 4-bedroom, 2.5-bath Cape Cod offers the perfect blend of comfort and Eastern Shore charm in the heart of Oxford. Tucked away on a quiet cul-de-sac, this inviting home features welcoming indoor and outdoor living spaces—ideal for year-round living or a relaxing weekend escape. Step into the foyer and discover spacious living and dining areas highlighted by

    Debbie McQuaid TTR Sotheby's International Realty

    209 3rd St, Oxford, MD 21654
  • 402 Cherry St, Easton, MD 21601
    402 Cherry St, Easton, MD 21601
    402 Cherry St, Easton, MD 21601
    /36

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft

    402 Cherry St, Easton, MD 21601

    Welcome to 402 Cherry Street, a beautifully renovated three-bedroom two-full bath home located in the charming historic district of Easton, Maryland. This delightful residence combines modern updates with a prime location and offers a low-maintenance lifestyle in the heart of this captivating town. Renovated in 2023, this home has been thoughtfully designed to maximize space and functionality.

    Brian Petzold Benson & Mangold, LLC

    402 Cherry St, Easton, MD 21601
  • 3853 Rumsey Dr, Trappe, MD 21673
    3853 Rumsey Dr, Trappe, MD 21673
    3853 Rumsey Dr, Trappe, MD 21673
    /45

    $524,900

    • 4 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    3853 Rumsey Dr, Trappe, MD 21673

    Beautiful Cape Cod offering 4 large bedrooms with 2 baths featuring new commercial grade LVP flooring throughout the main floor, custom kitchen cabinets with pantry, automatic under counter lighting, slow close cabinets, luxury tile in bathroom and laundry room, all new stainless steel appliances, custom walk-in shower with bench, new vanity, and multiple shower heads. Second bathroom has been

    Bryan Wieland Benson & Mangold, LLC

    3853 Rumsey Dr, Trappe, MD 21673
  • 8000 Bozman Neavitt Rd, Bozman, MD 21612
    8000 Bozman Neavitt Rd, Bozman, MD 21612
    8000 Bozman Neavitt Rd, Bozman, MD 21612
    /57

    $575,000

    • 3 Beds
    • 1.5 Baths
    • 1,761 Sq Ft

    8000 Bozman Neavitt Rd, Bozman, MD 21612

    Nestled along the peaceful waters of Swan Cove with access to Harris Creek, this circa 1890 farmhouse is full of Eastern Shore character and charm. Set on 1.38 private acres, the property offers the peace and serenity you’re seeking. The spacious enclosed front porch is accented with wood floors and a wood ceiling setting the tone of this charming home. The inviting foyer features original

    Kim Crouch Ozman Benson & Mangold, LLC

    8000 Bozman Neavitt Rd, Bozman, MD 21612
  • 24965 Back Creek Dr, Saint Michaels, MD 21663
    24965 Back Creek Dr, Saint Michaels, MD 21663
    24965 Back Creek Dr, Saint Michaels, MD 21663
    /64

    $739,000

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

    24965 Back Creek Dr, Saint Michaels, MD 21663

    Tucked into the heart of Back Creek Landing, this home offers the kind of layout and setting that just works—comfortable, well thought out, and connected to both nature and town. The main living space is designed around how people actually live. The kitchen is open and inviting, with a bright eat-in area and an elevated counter with seating—perfect for morning coffee, casual meals, or simply

    Kathleen Coale Benson & Mangold, LLC

    24965 Back Creek Dr, Saint Michaels, MD 21663

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