237

Talbot County MD Houses for Sale

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  • 8749 Harper Way Unit 36203247, Easton, MD 21601
    8749 Harper Way Unit 36203247, Easton, MD 21601
    8749 Harper Way Unit 36203247, Easton, MD 21601
    /36

    $429,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,774 Sq Ft

    CALI Plan at Gannon Range, Easton, MD 21601

    The Cali is a one-story home that optimizes living space with an open kitchen overlooking the living area and dining room. This 1,774 square foot home offers four bedrooms, two baths, and a two-car garage. As you enter the home from your porch, two guest bedrooms share the same bath and are separated from the living area. Continuing down the hallway, the well-appointed kitchen comes with a large

    D.R. Horton Builder
    8749 Harper Way Unit 36203247, Easton, MD 21601
  • 204 Lincoln Ave, Saint Michaels, MD 21663
    204 Lincoln Ave, Saint Michaels, MD 21663
    204 Lincoln Ave, Saint Michaels, MD 21663
    /27

    $598,000

    • 3 Beds
    • 2 Baths
    • 2,348 Sq Ft

    204 Lincoln Ave, Saint Michaels, MD 21663

    Rio Vista Community – No Town Taxes! Enjoy life in the desirable Rio Vista community, featuring exclusive resident access to a waterfront park on the Miles River. Located just outside historic St. Michaels, this home offers exceptional convenience with a grocery store, hardware store, restaurants, beauty salon, Pilates studio, YMCA, and garden center all just minutes away. This solid ranch-style

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    204 Lincoln Ave, Saint Michaels, MD 21663
  • 5648 Trafalgar Cir, Tilghman, MD 21671
    5648 Trafalgar Cir, Tilghman, MD 21671
    5648 Trafalgar Cir, Tilghman, MD 21671
    /43

    $529,888

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,068 Sq Ft

    5648 Trafalgar Cir, Tilghman, MD 21671

    Built in 2025, this new construction home offers the best of Eastern Shore living in the water-privileged community of Tilghman on the Chesapeake. Enjoy the ease of one-level living and a thoughtfully designed split-bedroom floor plan. The welcoming covered front porch opens to a bright entry foyer leading to the spacious, open-concept living area. The kitchen boasts granite countertops, a center

    Kim Crouch Ozman Benson & Mangold, LLC

    5648 Trafalgar Cir, Tilghman, MD 21671
  • 11 Londonderry Dr, Easton, MD 21601
    11 Londonderry Dr, Easton, MD 21601
    11 Londonderry Dr, Easton, MD 21601
    /47

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 1,970 Sq Ft

    11 Londonderry Dr, Easton, MD 21601

    Nestled in the charming THREAD HAVEN community, close to the YMCA, Idlewild Park with easy access to Easton Bypass for commuters. This delightful traditional home offers a perfect blend of comfort and functionality. With 1,970 sq. ft. of thoughtfully designed living space, this residence features three 2nd floor spacious bedrooms and two and a half bathrooms, ideal for both relaxation and

    Sheila Washburn Benson & Mangold, LLC

    11 Londonderry Dr, Easton, MD 21601
  • 29434 Dutchmans Ln Unit 37862404, Easton, MD 21601
    29434 Dutchmans Ln Unit 37862404, Easton, MD 21601
    29434 Dutchmans Ln Unit 37862404, Easton, MD 21601
    /12

    $533,990

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

    Kelly Plan at Four Seasons at Easton, Easton, MD 21601

    Welcoming porch leading into inviting extended foyer with ceiling treatment and convenient HovHall with a valet and closet off 3-car-garage entrance to help keep your home clean and organized.Gorgeous kitchen with island overlooking sun-drenched great room with optional beam ceiling treatment, dining area, and covered patio.Tranquil primary suite at rear of home, with stunning bathroom

    K. Hovnanian Homes Builder
    29434 Dutchmans Ln Unit 37862404, Easton, MD 21601
  • 29397 Jobes St, Easton, MD 21601
    29397 Jobes St, Easton, MD 21601
    29397 Jobes St, Easton, MD 21601
    /17

    $489,990

    New Construction $13K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,570 Sq Ft

    29397 Jobes St, Easton, MD 21601

    Charming kitchen with Slate Grey cabinetry, quartz countertops, & center island.Open concept living area featuring stylish ceiling treatment & cozy fireplace.Lavish primary suite with detailed feature wall, walk-in closet, & private bath.Formal home office offers a quiet space to work remotely.Peaceful screened patio for relaxing with friends.Washer & dryer included to make

    K. Hovnanian Homes Builder
    29397 Jobes St, Easton, MD 21601
  • 104 Myrtle St, Oxford, MD 21654
    104 Myrtle St, Oxford, MD 21654
    104 Myrtle St, Oxford, MD 21654
    /48

    $1,700,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 3 Baths
    • 2,566 Sq Ft

    104 Myrtle St, Oxford, MD 21654

    Western sunsets and timeless waterfront living define this beautifully restored home on Town Creek in Oxford. A waterside pool, expansive entertaining deck, gazebo and private pier create an exceptional setting for relaxing, entertaining and enjoying life on the water.Inside, a gourmet kitchen and inviting family room with a custom built-in bar anchor the home, while warm pine floors add

    Kathy Christensen TTR Sotheby's International Realty

    104 Myrtle St, Oxford, MD 21654
  • 29434 Dutchmans Ln Unit 37862408, Easton, MD 21601
    29434 Dutchmans Ln Unit 37862408, Easton, MD 21601
    29434 Dutchmans Ln Unit 37862408, Easton, MD 21601
    /14

    $450,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,978 Sq Ft

    Seagrove Plan at Four Seasons at Easton, Easton, MD 21601

    Inviting foyer with convenient half-bath.Gorgeous open-concept living space with beautiful kitchen island, dining area, and great room.Primary suite with large bathroom and walk-in closet offering you your own private retreat.HovHall with pantry, Stuff of Life Room, and laundry room connecting kitchen and 2-car garage.Secluded bedrooms 2 and 3 with hall bath on second

    K. Hovnanian Homes Builder
    29434 Dutchmans Ln Unit 37862408, Easton, MD 21601
  • 114 W Chestnut St, St. Michaels, MD 21663
    114 W Chestnut St, St. Michaels, MD 21663
    114 W Chestnut St, St. Michaels, MD 21663
    /75

    $1,195,000

    $155K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,528 Sq Ft

    114 W Chestnut St, St. Michaels, MD 21663

    Enjoy historic in-town living in the heart of St. Michaels, where this beautifully maintained residence offers a rare combination of timeless architecture, a sought-after waterfront-adjacent location, and convenient access to the harbor, parks, trails, shops, and restaurants. Ideally located near the waterfront, scenic trails, park, kayak launch, and the town’s many amenities, the home provides

    Wink Cowee Benson & Mangold, LLC

    114 W Chestnut St, St. Michaels, MD 21663
  • 9170 Hunting Creek Ln, Easton, MD 21601
    9170 Hunting Creek Ln, Easton, MD 21601
    9170 Hunting Creek Ln, Easton, MD 21601
    /76

    $6,250,000

    • 5 Beds
    • 5.5 Baths
    • 7,287 Sq Ft

    9170 Hunting Creek Ln, Easton, MD 21601

    Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over 1,000 feet of waterfront and approximately 6 feet of mean low water, the property offers deep-water access, stunning views, and an unmatched sense of privacy. The five-bedroom, five-and-a-half-bath residence has been

    Brad Kappel TTR Sotheby's International Realty

    9170 Hunting Creek Ln, Easton, MD 21601
  • 7466 Karen Ave, Easton, MD 21601
    7466 Karen Ave, Easton, MD 21601
    7466 Karen Ave, Easton, MD 21601
    /70

    $510,000

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

    7466 Karen Ave, Easton, MD 21601

    Chesapeake by Del Webb. Popular 2-story Wittman model. Great room with wood flooring and gas fireplace, dining room, large kitchen with center island, breakfast area, tiled sunroom, 1st floor primary suite, guest bedroom and hall bath, office and laundry room. 2nd floor loft and guest bedroom and bath perfect for overnight guests. Exterior features a paver patio with awning and inground lawn

    Judy Moore Benson & Mangold, LLC

    7466 Karen Ave, Easton, MD 21601
  • 4346 Southside Ln, Trappe, MD 21673
    4346 Southside Ln, Trappe, MD 21673
    4346 Southside Ln, Trappe, MD 21673
    /60

    $3,249,000

    $246K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 6,877 Sq Ft

    4346 Southside Ln, Trappe, MD 21673

    Island Creek Estate — rare total privacy, deep water dockage, meaningful architecture, and superb build quality all intersect at this remarkable, truly one-of-a-kind waterfront offering. Set on approximately 6 acres of park-like grounds with 500± feet of shoreline and 6’± MLW, the property offers exceptional water access along the peaceful expanse of Island Creek. The setting is serene and

    Chuck Mangold Benson & Mangold, LLC

    4346 Southside Ln, Trappe, MD 21673
  • 8749 Harper Way Unit 41378287, Easton, MD 21601
    8749 Harper Way Unit 41378287, Easton, MD 21601
    8749 Harper Way Unit 41378287, Easton, MD 21601
    /42

    $499,990

    New Construction
    • 3 Beds
    • 3 Baths
    • 2,309 Sq Ft

    DESTIN Plan at Gannon Range, Easton, MD 21601

    The Destin, a 2,309 square foot home, offers three bedrooms, three bathrooms, and a three-car garage. As you walk into this open concept one-story home, the family-friendly kitchen includes an oversized island, stainless steel appliances, and a walk-in pantry. The large laundry room, tucked between the kitchen pantry and the three-car garage, also features a coat closet. This living space flows

    D.R. Horton Builder
    8749 Harper Way Unit 41378287, Easton, MD 21601
  • 29152 Holly Rd, Easton, MD 21601
    29152 Holly Rd, Easton, MD 21601
    29152 Holly Rd, Easton, MD 21601
    /35

    $410,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,694 Sq Ft

    29152 Holly Rd, Easton, MD 21601

    Welcome to this spacious Cape Cod home featuring three bedrooms and two and a half bathrooms. Enjoy a welcoming front porch, an attached garage, and a generous yard perfect for outdoor enjoyment. A rear porch provides opportunity for outdoor dining and evening relaxation. Inside, the great room impresses with vaulted ceilings, and the primary bathroom offers a Jacuzzi tub and separate shower.

    Henry Hale Benson & Mangold, LLC

    29152 Holly Rd, Easton, MD 21601
  • 9180 Saint Michaels Rd, Saint Michaels, MD 21663
    9180 Saint Michaels Rd, Saint Michaels, MD 21663
    9180 Saint Michaels Rd, Saint Michaels, MD 21663
    /66

    $1,685,000

    • 5 Beds
    • 5 Baths
    • 4,728 Sq Ft

    9180 Saint Michaels Rd, Saint Michaels, MD 21663

    UNIQUE PROPERTY RIGHT OUTSIDE OF HISTORIC ST MICHAELS TOWN LIMITS ACROSS THE LINK AT PERRY CABIN. THIS FABULOUS HOME OFFERS SPACE FOR GATHERINGS WITH FAMILY OR FRIENDS BUT ALSO FEELS COZY FOR EMPTY NESTERS THAT LOVE TO ENTERTAIN. THERE ARE NO RESTRICTIONS THAT PROHIBIT VACATION RENTAL, THERE SHOULD BE SPACE FOR AN INGROUND POOL .ORIGINALLY BUILD IN 1973 THE CURRENT OWNER GUTTED THE HOME, ALL

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    9180 Saint Michaels Rd, Saint Michaels, MD 21663
  • 106 E Division St, Oxford, MD 21654
    106 E Division St, Oxford, MD 21654
    106 E Division St, Oxford, MD 21654
    /12

    $1,849,000

    Open Sat 12PM - 2PM Coming Soon
    • 4 Beds
    • 4 Baths
    • 2,986 Sq Ft

    106 E Division St, Oxford, MD 21654

    Simply Sensational! Sunrise views over Town Creek set the tone for this beautifully designed four-bedroom waterfront home, where contemporary architecture meets the warmth of a waterfront cottage. The main living areas include a formal living room and dining room, each with a fireplace, a bright eat-in kitchen and an inviting family room, where walls of windows frame the water views and fill the

    Kathy Christensen TTR Sotheby's International Realty

    106 E Division St, Oxford, MD 21654
  • Lot 16A Meadow St, Saint Michaels, MD 21163
    Lot 16A Meadow St, Saint Michaels, MD 21163
    Lot 16A Meadow St, Saint Michaels, MD 21163
    /25

    $799,000

    New Construction
    • 4 Beds
    • 2.5 Baths

    Lot 16A Meadow St, Saint Michaels, MD 21163

    Welcome to the quaint town of St. Michaels. Waterfront dining, history and small town feel are combined to give you a perfect home for full time or vacation home.Lacrosse homes is proud to present The Pointe.Time to make your personal selections. Make this home your personal statement.Pick the exterior colors, interior feature such as flooring, cabinets, countertops and more.Make this

    George Bailey Keller Williams Flagship

    Lot 16A Meadow St, Saint Michaels, MD 21163
  • 29434 Dutchmans Ln Unit 37862406, Easton, MD 21601
    29434 Dutchmans Ln Unit 37862406, Easton, MD 21601
    29434 Dutchmans Ln Unit 37862406, Easton, MD 21601
    /12

    $399,990

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

    Pacifica II Plan at Four Seasons at Easton, Easton, MD 21601

    Lovely kitchen overlooking airy dining area, great room, and covered patio.Secluded primary suite with beautiful bathroom and walk-in closet.Home office at front of home, ideal for focused work.Hallway leading connecting kitchen to additional pantry and closet, hall bath, laundry room, bedroom 2, and 2-car garage.

    K. Hovnanian Homes Builder
    29434 Dutchmans Ln Unit 37862406, Easton, MD 21601
  • 228 South St, Oxford, MD 21654
    228 South St, Oxford, MD 21654
    228 South St, Oxford, MD 21654
    /55

    $849,000

    $76K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft

    228 South St, Oxford, MD 21654

    The Rose Cottage was first built in 1890 and owned by a waterman. With barely 1,200 square feet, the house served many generations of Oxford families. Fast forward for about 100 years, the house was raised and the foundation was modernized in the late 1990s. With plumbing and electrical upgrades, the house became a modern historical home. When the current owners bought the Cottage in 2004, they

    Henry Hale Benson & Mangold, LLC

    228 South St, Oxford, MD 21654
  • 8695 Harper Way, Easton, MD 21601
    8695 Harper Way, Easton, MD 21601
    8695 Harper Way, Easton, MD 21601
    /44

    $485,490

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

    8695 Harper Way, Easton, MD 21601

    Coming soon to Gannon Range in Easton, MD, the Hayden at 8695 Harper Way is a popular 2,511 sq. ft. two-story home. It features five bedrooms—including one on the first floor—three full baths, a flex room, a loft, and a two-car garage. The welcoming foyer includes two coat closets, while the front flex room is perfect for a home office or den. The kitchen offers abundant white cabinetry, granite

    D.R. Horton Builder
    8695 Harper Way, Easton, MD 21601
  • 6394 Bozman Neavitt Rd, Neavitt, MD 21652
    6394 Bozman Neavitt Rd, Neavitt, MD 21652
    6394 Bozman Neavitt Rd, Neavitt, MD 21652
    /29

    $515,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,570 Sq Ft

    6394 Bozman Neavitt Rd, Neavitt, MD 21652

    Just 12 miles from St Michaels, this house is in a quiet community of 60+ homes at the end of a lovely peninsula. A public landing is at the end of Bozman Neavitt Road, and a community center and park are in the heart of the village.This property has been renovated and updated from the studs out. Features now include 2-3 Bedrooms 2 Full baths Living room with built-ins Light-filled kitchen

    Joan Wetmore TTR Sotheby's International Realty

    6394 Bozman Neavitt Rd, Neavitt, MD 21652
  • 29700 Lexington St, Easton, MD 21601
    29700 Lexington St, Easton, MD 21601
    29700 Lexington St, Easton, MD 21601
    /4

    $549,900

    Open Sun 12PM - 1:30PM Coming Soon
    • 4 Beds
    • 3 Baths
    • 3,038 Sq Ft

    29700 Lexington St, Easton, MD 21601

    Professional Photos coming soon. You’ll love this beautiful recently updated home with 4 bedrooms, 3 full baths in a sought after neighborhood. The home features a large family room with a gas fireplace, living room with wood burning fireplace, a formal dining room, first floor bedroom, master bath with walk in shower and double vanities. Downstairs is a large unfinished basement that could add

    Sarah Robins Coldwell Banker Realty

    29700 Lexington St, Easton, MD 21601
  • 5116 Ocean Gateway, Trappe, MD 21673
    5116 Ocean Gateway, Trappe, MD 21673
    5116 Ocean Gateway, Trappe, MD 21673
    /42

    $369,000

    $36K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,344 Sq Ft

    5116 Ocean Gateway, Trappe, MD 21673

    Welcome to 5116 Ocean Gateway, a thoughtfully updated rancher in Trappe offering Eastern Shore charm, comfortable one-level living, 1.5 acres, and an exceptional detached workshop and four-car garage. Conveniently located along Route 50, the property provides easy access to Easton, Cambridge, Oxford, St. Michaels, shopping, dining, waterfront destinations, and everyday conveniences, with Ocean

    Sam Boone Keller Williams Flagship

    5116 Ocean Gateway, Trappe, MD 21673
  • 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
  • 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
  • 6403 Bozman Neavitt Rd, Neavitt, MD 21652
    6403 Bozman Neavitt Rd, Neavitt, MD 21652
    6403 Bozman Neavitt Rd, Neavitt, MD 21652
    /30

    $435,500

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

    6403 Bozman Neavitt Rd, Neavitt, MD 21652

    Located about 12 miles from St Michaels, this home is in Neavitt, a charming village of 60+ houses at the end of a peninsula. It's in another, quieter world. The village has its own park and playground, a public landing with a launch for canoes, and an active community association. 6403 was renovated and expanded in 2011 and the layout adapted for modern living, with light-filled rooms, a

    Joan Wetmore TTR Sotheby's International Realty

    6403 Bozman Neavitt Rd, Neavitt, MD 21652
  • 7090 Cooper Point Rd, Bozman, MD 21612
    7090 Cooper Point Rd, Bozman, MD 21612
    7090 Cooper Point Rd, Bozman, MD 21612
    /86

    $6,800,000

    $700K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 10,000 Sq Ft

    7090 Cooper Point Rd, Bozman, MD 21612

    Welcome to this extraordinary waterfront estate, gracefully sited on 6.92 lush, landscaped acres with sweeping views of Leadenham Creek. Designed by architect Alan Meyers, constructed by Ilex Construction, and masterfully styled by interior designer Skip Sroka, this 10,000+/-sq. ft. residence is a showcase of timeless craftsmanship and elevated design. The custom brick exterior is crowned by a

    Laura Carney TTR Sotheby's International Realty

    7090 Cooper Point Rd, Bozman, MD 21612
  • 9338 Bantry Rd, Easton, MD 21601
    9338 Bantry Rd, Easton, MD 21601
    9338 Bantry Rd, Easton, MD 21601
    /43

    $2,995,000

    • 3 Beds
    • 3.5 Baths
    • 3,814 Sq Ft

    9338 Bantry Rd, Easton, MD 21601

    Welcome to Holly House – A Rare Waterfront Legacy Estate on the Miles River Holly House presents an extraordinary opportunity to own one of the Upper Miles River’s most captivating waterfront estates. Set gracefully on five spectacular, beautifully landscaped acres, this contemporary French-inspired residence offers approximately 150 feet of private shoreline, panoramic water views, and

    Tom Williams TTR Sotheby's International Realty

    9338 Bantry Rd, Easton, MD 21601
  • 8805 Cummings Rd, Wittman, MD 21676
    8805 Cummings Rd, Wittman, MD 21676
    8805 Cummings Rd, Wittman, MD 21676
    /39

    $375,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,364 Sq Ft

    8805 Cummings Rd, Wittman, MD 21676

    Located in the waterfront village of Wittman, close to the public landing and county park, this beautifully crafted two-story cottage blends charm and character with thoughtful design. The home features 2 bedrooms, 1.5 baths, multiple living areas and 2 office spaces . Open beams, wood floors, and architectural details create a warm, inviting atmosphere throughout. Meticulous renovations by a

    Wink Cowee Benson & Mangold, LLC

    8805 Cummings Rd, Wittman, MD 21676
  • 107 Wrightson Ave, Easton, MD 21601
    107 Wrightson Ave, Easton, MD 21601
    107 Wrightson Ave, Easton, MD 21601
    /39

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,649 Sq Ft

    107 Wrightson Ave, Easton, MD 21601

    Easton Cape. This 4 bedroom, 2 bath home offers a living room with wood burning brick fireplace, spacious eat-in kitchen, porch/sunroom. Hot water baseboard oil heat, central air on 1st floor, 2 sheds, corner lot with mature plantings. Flooring is carpeted, but wood flooring under carpet (Buyer to confirm). Ready for immediate occupancy. First-time offered in 42 years. Close to downtown Easton

    Judy Moore Benson & Mangold, LLC

    107 Wrightson Ave, 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
  • 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
  • 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
  • 28288 Hemmersley St, Easton, MD 21601
    28288 Hemmersley St, Easton, MD 21601
    28288 Hemmersley St, Easton, MD 21601
    /58

    $715,000

    $27K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,495 Sq Ft

    28288 Hemmersley St, Easton, MD 21601

    This beautifully appointed three-bedroom, two-and-a-half-bath home offers refined comfort, thoughtful design, and effortless Eastern Shore living in the waterfront access community of Easton Village. Built in 2009 and designed for easy everyday living, the home features spacious, light-filled interiors with an open floor plan, formal dining area, and inviting living spaces ideal for both

    Coard Benson Benson & Mangold, LLC

    28288 Hemmersley St, Easton, MD 21601
  • 7543 Bozman Neavitt Rd, Bozman, MD 21612
    7543 Bozman Neavitt Rd, Bozman, MD 21612
    7543 Bozman Neavitt Rd, Bozman, MD 21612
    /104

    $2,750,000

    • 4 Beds
    • 3 Baths
    • 6,361 Sq Ft

    7543 Bozman Neavitt Rd, Bozman, MD 21612

    This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. Set on 47± picturesque acres, the property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence

    Kim Crouch Ozman Benson & Mangold, LLC

    7543 Bozman Neavitt Rd, Bozman, MD 21612
  • 8658 Cummings Rd, Wittman, MD 21676
    8658 Cummings Rd, Wittman, MD 21676
    8658 Cummings Rd, Wittman, MD 21676
    /45

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    8658 Cummings Rd, Wittman, MD 21676

    Enjoy the ease of one-level living in this well-maintained rancher, built in 2002 and situated on 2+/- acres in the quaint village of Wittman. Offering 1,662+/- sqft, this 3-bedroom, 2-bath home provides comfortable living with plenty of room to enjoy both inside and out. Hardwood flooring welcomes you into the foyer, which opens to a spacious living room. The kitchen features ample cabinetry,

    Kim Crouch Ozman Benson & Mangold, LLC

    8658 Cummings Rd, Wittman, MD 21676
  • 7049 & 7047 Acorn Aly, Royal Oak, MD 21662
    7049 & 7047 Acorn Aly, Royal Oak, MD 21662
    7049 & 7047 Acorn Aly, Royal Oak, MD 21662
    /40

    $2,095,000

    • 6 Beds
    • 3.5 Baths
    • 1,454 Sq Ft

    7049 & 7047 Acorn Aly, Royal Oak, MD 21662

    **Discover Your Waterfront Oasis in Royal Oak** Nestled in the charming town of Royal Oak, these exceptional waterfront properties present breathtaking views of Oak Creek, conveniently located near the Miles River and the renowned Chesapeake Bay. Positioned between the picturesque communities of Saint Michael’s and Easton, this rare gem boasts approximately 541 feet of pristine water frontage,

    Blaine Williamson McClain-Williamson Realty, LLC

    7049 & 7047 Acorn Aly, Royal Oak, MD 21662
  • 7508 Cooper Point Rd, Bozman, MD 21612
    7508 Cooper Point Rd, Bozman, MD 21612
    7508 Cooper Point Rd, Bozman, MD 21612
    /116

    $7,500,000

    • 6 Beds
    • 8 Baths
    • 8,476 Sq Ft

    7508 Cooper Point Rd, Bozman, MD 21612

    Set along the peaceful waters of Caulk Cove, this extraordinary waterfront estate offers luxury, privacy and natural beauty across more than 10 acres. The property features open farm fields and professionally landscaped, park-like grounds, with a tree-lined driveway creating a breathtaking approach to the residence. Built in 2013, the custom-designed home encompasses nearly 8,500 square feet of

    Kim Crouch Ozman Benson & Mangold, LLC

    7508 Cooper Point Rd, Bozman, MD 21612
  • 29739 Penny Ln, Easton, MD 21601
    29739 Penny Ln, Easton, MD 21601
    29739 Penny Ln, Easton, MD 21601
    /47

    $429,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,018 Sq Ft

    29739 Penny Ln, Easton, MD 21601

    Custom built house in 2002 with first floor master suite, large family room, enclosed sunporch and two car garage. House has hardwood floors, gas fireplace with quality built in shelving, covered front porch and so much more. You won't want to miss this one!

    Henry Gibbons-Neff Meredith Fine Properties

    29739 Penny Ln, Easton, MD 21601
  • 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

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