159

Talbot County MD 2-Story Homes for Sale

Section Image
  • 18 Londonderry Dr, Easton, MD 21601
    18 Londonderry Dr, Easton, MD 21601
    18 Londonderry Dr, Easton, MD 21601
    /54

    $665,000

    • 4 Beds
    • 4 Baths
    • 2,454 Sq Ft

    18 Londonderry Dr, Easton, MD 21601

    This charming Colonial home in the desirable Thread Haven community offers a perfect blend of comfort and style. With 2,454 sq. ft. of well-designed space, it features 4 spacious bedrooms and 2.5 baths. The gourmet kitchen, complete with an island and modern appliances, is perfect for culinary enthusiasts. Enjoy cozy evenings by the gas fireplace in the inviting living area, enhanced by bamboo

    James Campbell Benson & Mangold, LLC

    18 Londonderry Dr, Easton, MD 21601
  • 7220 Fir St, Easton, MD 21601
    7220 Fir St, Easton, MD 21601
    7220 Fir St, Easton, MD 21601
    /46

    $454,900

    • 4 Beds
    • 2.5 Baths
    • 2,388 Sq Ft

    7220 Fir St, Easton, MD 21601

    Welcome in! Discover the charm of this Colonial home nestled in the desirable Woods at Stoney Ridge. Spanning 2,388 sq. ft., this residence boasts four spacious bedrooms and 2.5 baths, perfect for both relaxation and entertaining. Family room with super efficient pellet stove, formal dining room and living room, powder room, private office/study and centrally located, inviting kitchen present

    Kelly Showell Benson & Mangold, LLC

    7220 Fir St, Easton, MD 21601
  • 303 Manor St, Saint Michaels, MD 21663
    303 Manor St, Saint Michaels, MD 21663
    303 Manor St, Saint Michaels, MD 21663
    /105

    $1,985,000

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

    303 Manor St, Saint Michaels, MD 21663

    Welcome to "Mostly 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
  • 29400 Golton Dr, Easton, MD 21601
    29400 Golton Dr, Easton, MD 21601
    29400 Golton Dr, Easton, MD 21601
    /41

    $389,900

    • 3 Beds
    • 2 Baths
    • 2,288 Sq Ft

    29400 Golton Dr, Easton, MD 21601

    PRICE IMPROVEMENT!!! This beautifully renovated split-level home offers 2,288+/- square feet of stylish and comfortable living space. Updated in 2025, this home features new LVP flooring, new carpet, new lighting, fresh paint and a new roof with a transferable warranty. The stunning kitchen features white cabinetry, granite countertops, stainless steel appliances, a pantry and a spacious dining

    Kim Crouch Ozman Benson & Mangold, LLC

    29400 Golton Dr, Easton, MD 21601
  • 222 E Chestnut St, Saint Michaels, MD 21663
    222 E Chestnut St, Saint Michaels, MD 21663
    222 E Chestnut St, Saint Michaels, MD 21663
    /59

    $1,885,000

    • 3 Beds
    • 2.5 Baths
    • 2,284 Sq Ft

    222 E Chestnut St, Saint Michaels, MD 21663

    Where the harbor meanders to a close and drifting ducks replace the bustle of boats, this 2,284 square foot colonial captivates as serene dockside stillness gives way to elevated coastal personality. Whether welcoming guests from its end-of-lane circular drive or stepping ashore from one of your four boat slips, your restful retreat pampers with beautifully renovated interiors by local shop, Come

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    222 E Chestnut St, Saint Michaels, MD 21663
  • 4573 Bringman Farm Rd, Oxford, MD 21654
    4573 Bringman Farm Rd, Oxford, MD 21654
    4573 Bringman Farm Rd, Oxford, MD 21654
    /61

    $3,150,000

    • 4 Beds
    • 6 Baths
    • 6,589 Sq Ft

    4573 Bringman Farm Rd, Oxford, MD 21654

    ‘Eagle’s Nest’ is an exceptional waterfront retreat overlooking Island Creek, just minutes from historic Oxford. Prime location with guest house and deep water (6.5' MLW). Privately sited on more than four acres amid mature trees and meticulously landscaped grounds, this impressive main residence (5324 SF)—completely rebuilt by Ilex Construction in 2008—offers four bedrooms, four full baths, and

    Laura Carney TTR Sotheby's International Realty

    4573 Bringman Farm Rd, Oxford, MD 21654
  • 304 Elm Ave, Easton, MD 21601
    304 Elm Ave, Easton, MD 21601
    304 Elm Ave, Easton, MD 21601
    /31

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,631 Sq Ft

    304 Elm Ave, Easton, MD 21601

    Charming cottage in South Easton! This classic 1940s brick home is filled with charm, timeless craftsmanship and thoughtful custom details. Beautiful hardwood floors run throughout, complemented by vintage solid wood entry door. The spacious living room features a cozy fireplace, while the updated kitchen adjoins a separate dining room—perfect for everyday living and entertaining. Two comfortable

    Barbara Watkins Benson & Mangold, LLC

    304 Elm Ave, Easton, MD 21601
  • 7 Judas St, Easton, MD 21601
    7 Judas St, Easton, MD 21601
    7 Judas St, Easton, MD 21601
    /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
  • 533 South St, Easton, MD 21601
    533 South St, Easton, MD 21601
    533 South St, Easton, MD 21601
    /47

    $509,000

    • 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
  • 106 E Chestnut St, Saint Michaels, MD 21663
    106 E Chestnut St, Saint Michaels, MD 21663
    106 E Chestnut St, Saint Michaels, MD 21663
    /39

    $1,325,000

    • 2 Beds
    • 2.5 Baths
    • 2,282 Sq Ft

    106 E Chestnut St, Saint Michaels, MD 21663

    Luxury Restoration in the Heart of Historic St. Michaels Welcome to 106 E. Chestnut Street, where historic charm and modern luxury come together in one of the Eastern Shore’s most beloved waterfront towns. Completely renovated down to the studs, this exceptional home has been thoughtfully reimagined to preserve its classic character while introducing high-end systems, refined finishes, and modern

    Justin Pokrywka Taylor Properties

    106 E Chestnut St, Saint Michaels, MD 21663
  • 6390 Bozman Neavitt Rd, Neavitt, MD 21652
    6390 Bozman Neavitt Rd, Neavitt, MD 21652
    6390 Bozman Neavitt Rd, Neavitt, MD 21652
    /39

    $485,000

    • 3 Beds
    • 2 Baths
    • 1,520 Sq Ft

    6390 Bozman Neavitt Rd, Neavitt, MD 21652

    The perfect water view cottage, dating back to circa 1890, has been meticulously maintained and thoughtfully expanded over the years. Located in the waterfront Village of Neavitt (+/- 70 homes). Move-in mint condition with numerous recent upgrades. First floor primary bedroom, first floor renovated full bathroom, two additional bedrooms and full bathroom upstairs. Outdoor Living: A large screened

    Brian Petzold Benson & Mangold, LLC

    6390 Bozman Neavitt Rd, Neavitt, MD 21652
  • 104 Myrtle St, Oxford, MD 21654
    104 Myrtle St, Oxford, MD 21654
    104 Myrtle St, Oxford, MD 21654
    /9

    $2,000,000

    • 3 Beds
    • 2 Baths
    • 2,566 Sq Ft

    104 Myrtle St, Oxford, MD 21654

    Located on a quiet street with walking distance to a Boat yard at end of cul-de sac This home built from the remains of the Oxford Military acadamy and recently updated in 2015 with all new kitchen equipment. This is an estate sale so all items in house, garage and gazebo will convey. Open floor plan and master bedroom with private porch and exterior stairway. Few properties in Oxford have

    Skipper Marquess Coldwell Banker Realty

    104 Myrtle St, Oxford, MD 21654
  • 24645 Long Haul Rd, Saint Michaels, MD 21663
    24645 Long Haul Rd, Saint Michaels, MD 21663
    24645 Long Haul Rd, Saint Michaels, MD 21663
    /112

    $2,900,000

    • 4 Beds
    • 4.5 Baths
    • 3,677 Sq Ft

    24645 Long Haul Rd, Saint Michaels, MD 21663

    Experience waterfront living at its finest in this remarkable St. Michaels retreat, where breathtaking water views define every moment. The beautifully remodeled main level was designed to maximize the scenery, seamlessly blending indoor comfort with the natural beauty beyond. A chef-inspired kitchen with Monogram stainless steel appliances anchors the open-concept living space, perfect for

    Donna Dickinson Coldwell Banker Realty

    24645 Long Haul Rd, Saint Michaels, MD 21663
  • 6448 Partridge Ln, Royal Oak, MD 21662
    6448 Partridge Ln, Royal Oak, MD 21662
    6448 Partridge Ln, Royal Oak, MD 21662
    /49

    $3,495,000

    • 6 Beds
    • 6.5 Baths
    • 3,864 Sq Ft

    6448 Partridge Ln, Royal Oak, MD 21662

    SERENE VIEWS AWAIT YOU AT YOUR EXCLUSIVE WATERFRONT , GORGEOUS ACRES ON PRIVATE MAJESTIC PENINSULA IN BETWEEN THE COASTAL TOWNS ST MICHAELS , EASTON. JUST A SHORT DRIVE TO ITS SHOPS, RESTAURANTS, CAFES, MUSEUMS AND ALL THE AREA HAS TO OFFER.THIS FABULOUS PROPERTY LETS YOU EXPERIENCE EASTERN SHORE LIFE STYLE AS ITS BEST. OPERATED AS A SUCESSFUL VACATION RENTAL IT HAS GONE THRU VARIOUS

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    6448 Partridge Ln, Royal Oak, MD 21662
  • 938 Marea Terrace, Saint Michaels, MD 21663
    938 Marea Terrace, Saint Michaels, MD 21663
    938 Marea Terrace, Saint Michaels, MD 21663
    /63

    $2,390,000

    • 4 Beds
    • 5.5 Baths
    • 3,000 Sq Ft

    938 Marea Terrace, Saint Michaels, MD 21663

    Fabulous in-town St. Michaels waterfront property – This coastal style waterfront residence, built in 2020, offers approximately 3,000 square feet of thoughtfully designed, sophisticated yet relaxed waterfront living space on San Domingo Creek. Located within town limits, the property enjoys direct access to the St. Michaels Nature Trail, allowing effortless walkability to shops, dining, and

    Carolina Barksdale Benson & Mangold, LLC

    938 Marea Terrace, Saint Michaels, MD 21663
  • 7106 Wheeler Park Cir, Easton, MD 21601
    7106 Wheeler Park Cir, Easton, MD 21601
    7106 Wheeler Park Cir, Easton, MD 21601
    /67

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 2,956 Sq Ft

    7106 Wheeler Park Cir, Easton, MD 21601

    Discover this exceptional new listing in one of Talbot County’s most desirable neighborhoods of Cooke’s Hope. Ideally situated just off Oxford Road in Easton, the community offers numerous amenities and unmatched convenience, located only five minutes from both downtown Easton and Talbot Country Club.Set on quiet Wheeler Park Circle, one of the community’s most sought-after village locations,

    Janet Larson Benson & Mangold, LLC

    7106 Wheeler Park Cir, Easton, MD 21601
  • 1262 Lake Michigan, Trappe, MD 21673
    1262 Lake Michigan, Trappe, MD 21673
    1262 Lake Michigan, Trappe, MD 21673
    /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
  • 9629 Bantry Rd, Easton, MD 21601
    9629 Bantry Rd, Easton, MD 21601
    9629 Bantry Rd, Easton, MD 21601
    /38

    $729,900

    • 5 Beds
    • 4 Baths
    • 3,328 Sq Ft

    9629 Bantry Rd, Easton, MD 21601

    Located in the desirable Bantry Community, this classic colonial sits on a 5± acre lot and offers a spacious, well-designed layout ideal for everyday living and entertaining. The home features five bedrooms, along with two full and two half baths. The main level offers hardwood flooring throughout most of the space, a formal dining room, and multiple inviting living areas highlighted by two

    Chuck Mangold Benson & Mangold, LLC

    9629 Bantry Rd, Easton, MD 21601
  • 21524 Chicken Point Rd, Tilghman, MD 21671
    21524 Chicken Point Rd, Tilghman, MD 21671
    21524 Chicken Point Rd, Tilghman, MD 21671
    /41

    $369,000

    • 4 Beds
    • 2 Baths
    • 1,761 Sq Ft

    21524 Chicken Point Rd, Tilghman, MD 21671

    Historic Tilghman Island “W” design home circa 1890 offering classic Eastern Shore character with extensive recent updates. Four bedrooms and two fully renovated baths. Kitchen features updated granite countertops, stove, refrigerator, and dishwasher. Newer flooring and subflooring throughout. Bathrooms include designer tile floors and tiled showers. Recently replaced HVAC system. Main level

    Debbie Lipscomb Benson & Mangold, LLC

    21524 Chicken Point Rd, Tilghman, MD 21671
  • 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
  • 9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663
    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663
    9518 Quail Hollow Dr Unit 702, Saint Michaels, MD 21663
    /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
  • 101 Mulberry St, Saint Michaels, MD 21663
    101 Mulberry St, Saint Michaels, MD 21663
    101 Mulberry St, Saint Michaels, MD 21663
    /38

    $1,194,000

    • 4 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    101 Mulberry St, Saint Michaels, MD 21663

    Beautifully restored Historic Victorian in the heart of Saint Michaels. This charming home has a strong rental history, last tenant was paying $4,500 a month. From the wide, welcoming front porch to the gated, manicured yard—complete with a hammock ideal for long afternoon naps—every space is designed for comfort and relaxation. A brick walkway leads to the custom beveled‐glass entry door and

    Jana Meredith Meredith Fine Properties

    101 Mulberry St, Saint Michaels, MD 21663
  • 140 S Washington St, Easton, MD 21601
    140 S Washington St, Easton, MD 21601
    140 S Washington St, Easton, MD 21601
    /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
  • 21560 Chicken Point Rd, Tilghman, MD 21671
    21560 Chicken Point Rd, Tilghman, MD 21671
    21560 Chicken Point Rd, Tilghman, MD 21671
    /31

    $895,000

    • 3 Beds
    • 2 Baths
    • 1,314 Sq Ft

    21560 Chicken Point Rd, Tilghman, MD 21671

    Renovated waterfront living with room for your fleet! Extensively renovated cape cod on Tilghman Island offering exceptional boating access and refined coastal living. This beautifully reimagined 3 BR, 2 BA home features 1,314 sq ft of thoughtfully designed space including two full kitchens with high-end finishes, providing outstanding flexibility for guests or extended living. Bright, upscale

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    21560 Chicken Point Rd, Tilghman, MD 21671
  • 21552 Chicken Point Rd, Tilghman, MD 21671
    21552 Chicken Point Rd, Tilghman, MD 21671
    21552 Chicken Point Rd, Tilghman, MD 21671
    /23

    $995,000

    • 5 Beds
    • 2 Baths
    • 2,655 Sq Ft

    21552 Chicken Point Rd, Tilghman, MD 21671

    Located minutes from St. Michaels this waterfront property is a boater's dream. Tilghman, is a small island big on history, nature and local lore. Situated just over the Knapps Narrows Bridge this home offers a main house with first floor master suite. The first floor is open with custom details and just perfect for hosting friends and family. A custom spiral staircase leads to a second floor

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    21552 Chicken Point Rd, Tilghman, MD 21671
  • 21572 Chicken Point Rd, Tilghman Island, MD 21671
    21572 Chicken Point Rd, Tilghman Island, MD 21671
    21572 Chicken Point Rd, Tilghman Island, MD 21671
    /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
  • 114 E Chew Ave, Saint Michaels, MD 21663
    114 E Chew Ave, Saint Michaels, MD 21663
    114 E Chew Ave, Saint Michaels, MD 21663
    /44

    $1,325,000

    • 3 Beds
    • 2.5 Baths
    • 2,336 Sq Ft

    114 E Chew Ave, Saint Michaels, MD 21663

    The George E. Shockley House (c. 1890) is a rare historic gem in the heart of St. Michaels, just moments from the harbor, fine dining, unique shops, walking trails, and the renowned Chesapeake Bay Maritime Museum. Beautifully preserved and enhanced with significant structural improvements by Victor MacSorley, this distinguished residence blends period charm with modern comfort and is notably not

    Wink Cowee Benson & Mangold, LLC

    114 E Chew Ave, Saint Michaels, MD 21663
  • 9 Wrightson Ave, Easton, MD 21601
    9 Wrightson Ave, Easton, MD 21601
    9 Wrightson Ave, Easton, MD 21601
    /52

    $399,000

    • 4 Beds
    • 2 Baths
    • 1,907 Sq Ft

    9 Wrightson Ave, Easton, MD 21601

    Recently renovated 4-bedroom 2 bath house in down town Easton, close to all amenities. Recent renovations include a new roof, new central a/c, all new windows, new kitchen and appliances, updated bathrooms, original hardwood floors re-finished, new carpet and new paint throughout the house. This property also features a paved driveway, attached car port and fenced in back yard!

    Henry Gibbons-Neff Meredith Fine Properties

    9 Wrightson Ave, Easton, MD 21601
  • 6394 Bozman Neavitt Rd, Neavitt, MD 21652
    6394 Bozman Neavitt Rd, Neavitt, MD 21652
    6394 Bozman Neavitt Rd, Neavitt, MD 21652
    /26

    $545,000

    • 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.Built by a member of the Neavitt family c.1870, this home was extensively updated yet retains its historic charm. The light-filled first floor now boasts a living

    Joan Wetmore TTR Sotheby's International Realty

    6394 Bozman Neavitt Rd, Neavitt, MD 21652
  • 29595 Dutchmans Ln Unit 404, Easton, MD 21601
    29595 Dutchmans Ln Unit 404, Easton, MD 21601
    29595 Dutchmans Ln Unit 404, Easton, MD 21601
    /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
  • 22582 Pot Pie Rd, Wittman, MD 21676
    22582 Pot Pie Rd, Wittman, MD 21676
    22582 Pot Pie Rd, Wittman, MD 21676
    /36

    $399,900

    • 3 Beds
    • 1.5 Baths
    • 1,556 Sq Ft

    22582 Pot Pie Rd, Wittman, MD 21676

    Set on nearly an acre in the heart of Wittman, this cedar shake–sided home offers space, character, and a relaxed Eastern Shore lifestyle. Built in 1900, the 3-bedroom, 1.5-bath residence blends timeless charm with thoughtful updates for comfortable everyday living. Hardwood flooring runs throughout, complemented by a sun-filled dining room and a cozy living room with a gas fireplace and built-in

    Chuck Mangold Benson & Mangold, LLC

    22582 Pot Pie Rd, Wittman, MD 21676
  • 408 Stayton St, Easton, MD 21601
    408 Stayton St, Easton, MD 21601
    408 Stayton St, Easton, MD 21601
    /41

    $439,000

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

    408 Stayton St, Easton, MD 21601

    Move-in ready (freshly painted) and beautifully maintained with gorgeous wood floors, this 2015 home in desirable Ashby Commons offers nearly 2,000 square feet of comfortable living space just minutes from downtown Easton. The bright and inviting floor plan features 3 spacious bedrooms plus a flexible nursery/office/4th bedroom/exercise room, 2.5 baths, and a spacious living area with a cozy gas

    Kathy Kiriazoglo Cole Douglas Realty, LLC

    408 Stayton St, Easton, MD 21601
  • 8006 Parrotts Lot Cir, Easton, MD 21601
    8006 Parrotts Lot Cir, Easton, MD 21601
    8006 Parrotts Lot Cir, Easton, MD 21601
    /52

    $849,900

    • 3 Beds
    • 2.5 Baths
    • 2,882 Sq Ft

    8006 Parrotts Lot Cir, Easton, MD 21601

    Perfectly positioned on a premier corner lot overlooking a tranquil park-like circle, ( Hollyday Park), this thoughtfully designed home blends refined finishes with effortless functionality. Framed by a welcoming front porch and complemented by a private side porch just off the sunlit Morning Room, this distinguished home captures the essence of relaxed coastal elegance.This 3 Bedroom 2-1/2

    Stephany Barrett Long & Foster Real Estate, Inc.

    8006 Parrotts Lot Cir, Easton, MD 21601
  • 4108 Saulsbury Rd, Trappe, MD 21673
    4108 Saulsbury Rd, Trappe, MD 21673
    4108 Saulsbury Rd, Trappe, MD 21673
    /32

    $2,500,000

    • 5 Beds
    • 1 Bath
    • 2,278 Sq Ft

    4108 Saulsbury Rd, Trappe, MD 21673

    Discover one of Talbot County’s rare farms that combines productive farmland, waterfront, and exceptional recreational opportunities. This 105.72-acre agricultural property features approximately 80± acres of tillable ground and is well suited for continued farming, income production, or long-term land investment. The open farmland is framed by wooded perimeter lines with a mixture of mature

    James Young VYBE Realty

    4108 Saulsbury Rd, Trappe, MD 21673
  • 1003 Champlain Ct, Trappe, MD 21673
    1003 Champlain Ct, Trappe, MD 21673
    1003 Champlain Ct, Trappe, MD 21673
    /55

    $549,990

    • 3 Beds
    • 3.5 Baths
    • 3,279 Sq Ft

    1003 Champlain Ct, Trappe, MD 21673

    Former main level living model is Ready for Move In! Step inside the foyer to a bright open floorplan with 10' ceilings! The heart of the home is a chef's dream kitchen, with Gourmet Stainless Steel appliances, white cabinets and quartz counters. The rear of the home is the family room which leads to the screened in porch, perfect for relaxing. The primary bedroom offers an en-suite deluxe bath

    Elizabeth Ellis Brookfield Mid-Atlantic Brokerage, LLC

    1003 Champlain Ct, Trappe, MD 21673
  • 103 Parris Ln, Easton, MD 21601
    103 Parris Ln, Easton, MD 21601
    103 Parris Ln, Easton, MD 21601
    /38

    $397,500

    • 3 Beds
    • 2.5 Baths
    • 1,716 Sq Ft

    103 Parris Ln, Easton, MD 21601

    Welcome to 103 Parris Lane. Located just off Goldsborough St. with a close proximity to all that downtown Easton has to offer. An oversized lot that backs to open space for extra privacy and no neighbors in rear.This Home has an Open Floor Plan great for entertaining and family gatherings. A separate family room on lower level with a lovely fireplace is perfect for those cool Winter evenings.

    Gary Marquardt Coldwell Banker Realty

    103 Parris Ln, Easton, MD 21601
  • 29141 Superior Cir, Easton, MD 21601
    29141 Superior Cir, Easton, MD 21601
    29141 Superior Cir, Easton, MD 21601
    /46

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    29141 Superior Cir, Easton, MD 21601

    NEW PHOTOS! Great location off Rt 50 in Lakelands in Easton, spacious 4br end unit with fully fenced backyard and open farmland views. 1st floor primary with full bath and large walk-in closet plus 3brs up, family room with gorgeous floors & gas fireplace, kitchen with granite tops & breakfast bar, den/office & spacious upstairs tv/playroom. 2 car garage and separate laundry with washer & dryer.

    Janet Larson Benson & Mangold, LLC

    29141 Superior Cir, Easton, MD 21601
  • 29181 Superior Cir, Easton, MD 21601
    29181 Superior Cir, Easton, MD 21601
    29181 Superior Cir, Easton, MD 21601
    /41

    $435,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    29181 Superior Cir, Easton, MD 21601

    Spacious four bedroom 2700+ fsf end unit town home in Easton's prized Lakelands subdivision 5 minutes from downtown and all its' amenities. New roof 2025, granite kitchen with stainless appliances,1st floor primary suite with private bath & large walk-in closet, living room w/fireplace, dining, area, powder room, 1st floor light filled den/office, two car garage and separate laundry with linen

    Janet Larson Benson & Mangold, LLC

    29181 Superior Cir, Easton, MD 21601
  • 305 Brookletts Ave, Easton, MD 21601
    305 Brookletts Ave, Easton, MD 21601
    305 Brookletts Ave, Easton, MD 21601
    /23

    $249,000

    • 3 Beds
    • 1 Bath
    • 1,240 Sq Ft

    305 Brookletts Ave, Easton, MD 21601

    GREAT CONVENIENT IN TOWN LOCATION FOR THE HANDY HOMEOWNER OR INVESTOR. LOTS OF POTENTIAL!INTERIOR NEEDS WORK, HARDIPLANK SIDING IS NEW. SPACIOUS LOT WITH BACK ALLEY ACCESS FOR PARKING . EASTON WALKING TRAIL IS JUST DOWN THE ROAD.EASY TO SHOW, APPRAISAL ON FILE.

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    305 Brookletts Ave, Easton, MD 21601
  • 7344 Casey Ave, Easton, MD 21601
    7344 Casey Ave, Easton, MD 21601
    7344 Casey Ave, Easton, MD 21601
    /55

    $495,000

    • 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

Showing Results 41 - 80, Page 2 of 4

Maryland Talbot County

2-Story Homes for Sale in Talbot County, MD

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group