358

Talbot County MD Homes for Sale

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  • /2

    $210,500

    • Land
    • 14,810 Sq Ft
    • $619,118 per Acre

    313 N Aurora St, Easton, MD 21601

    Redevelopment opportunity. Unique zoning of CB district allows for residential or commercial uses - such as offices , retail, etc. Buildings on site are likely tear downs, garage will be demolished in May. Build a mixed use building, or duplex, office with apartment , and more. New "boundry" and elvations survey recently completed - willing to offer to buyer at discount.

    Larry Peseski Coldwell Banker Commercial CBH

    313 N Aurora St, Easton, MD 21601
  • /36

    $375,000

    • 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
  • /45

    $519,900

    • 4 Beds
    • 2 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
  • /23

    $669,990 New Construction

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

    29405 Jobes St, Easton, MD 21601

    Home office with sliding doors off the foyer. Great room & dining area connect by striking vaulted ceiling. Elegant fireplace with hearth adds charm to the great room. Kitchen with Ash Grey cabinetry & pendant lights. Screened patio extends living space outdoors. Primary suite & private bath with dual freestanding vanities. Attached 3-car garage for added storage & parking.

    K. Hovnanian Homes Builder
    29405 Jobes St, Easton, MD 21601
  • /57

    $549,000

    • 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
  • /41

    $249,000

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

    0 Deepwater Point Dr, Saint Michaels, MD 21663

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

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    0 Deepwater Point Dr, Saint Michaels, MD 21663
  • /64

    $739,000

    • 4 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
  • /11

    $100,800

    • Land
    • 21,780 Sq Ft
    • $201,600 per Acre

    25831 Turner Ave, Royal Oak, MD 21662

    Buildable 1/2 +/- acre lot ready for your vision and a builder ready to help you make it a reality! Over 500 ft of shoreline on the Tred Avon River. Close to the public park/playground and just a short boat ride or ferry ride to Oxford. Centrally located between Easton and St Michaels. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat.

    Chuck Mangold Benson & Mangold, LLC

    25831 Turner Ave, Royal Oak, MD 21662
  • /54

    $655,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 5 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 2954sq. ft. (including the 2-car garage) of well-designed space, it features 4 spacious bedrooms and 2 full 2 half 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

    James Campbell Benson & Mangold, LLC

    18 Londonderry Dr, Easton, MD 21601
  • /8

    $210,400

    • Land
    • 1.23 Acres
    • $171,057 per Acre

    25835 Turner Ave, Royal Oak, MD 21662

    Buildable 1/2 +/- acre lot ready for your vision and a builder ready to help you make it a reality! Over 500 ft of shoreline on the Tred Avon River. Close to the public park/playground and just a short boat ride or ferry ride to Oxford. Centrally located between Easton and St Michaels. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat.

    Chuck Mangold Benson & Mangold, LLC

    25835 Turner Ave, Royal Oak, MD 21662
  • /42

    $1,174,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,716 Sq Ft

    209 Goldsborough St, Easton, MD 21601

    Historic Charm Meets Endless Potential in EastonWelcome to this beautifully renovated home situated on a highly desirable, deep double corner lot in Easton's Historic District. Inside, you are greeted by bright, airy spaces that perfectly balance historic character with modern flair, featuring gorgeous hardwood floors, classic moldings, and elegant fireplaces. Main House Highlights: Inviting

    Jennifer Chino Compass

    209 Goldsborough St, Easton, MD 21601
  • /9

    $147,200

    • Land
    • 21,344 Sq Ft
    • $300,408 per Acre

    25832 Turner Ave, Royal Oak, MD 21662

    Buildable 1/2 +/- acre lot ready for your vision and a builder ready to help you make it a reality! Over 500 ft of shoreline on the Tred Avon River. Close to the public park/playground and just a short boat ride or ferry ride to Oxford. Centrally located between Easton and St Michaels. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat.

    Chuck Mangold Benson & Mangold, LLC

    25832 Turner Ave, Royal Oak, MD 21662
  • /36

    $539,500 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    113 Gloria Ave, Saint Michaels, MD 21663

    Situated on a corner lot just minutes from downtown St. Michaels, this 3-bedroom, 2-bath home offers easy access to local shops, restaurants, and the Maritime Museum. Inside, the living room is filled with natural light from a large bay window and features LVP flooring, recessed lighting, and updated fixtures throughout. The kitchen and dining area provide an open, functional layout with direct

    Peter Stark Benson & Mangold, LLC

    113 Gloria Ave, Saint Michaels, MD 21663
  • /9

    $126,400

    • Land
    • 21,780 Sq Ft
    • $252,800 per Acre

    25833 Turner Ave, Royal Oak, MD 21662

    Buildable 1/2 +/- acre lot ready for your vision and a builder ready to help you make it a reality! Over 500 ft of shoreline on the Tred Avon River. Close to the public park/playground and just a short boat ride or ferry ride to Oxford. Centrally located between Easton and St Michaels. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat.

    Chuck Mangold Benson & Mangold, LLC

    25833 Turner Ave, Royal Oak, MD 21662
  • /57

    $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
  • /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
  • /19

    $366,540 New Construction

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

    1690 Lake Placid Dr, Trappe, MD 21673

    This newly built two-story home offers an expansive open-concept main level, where the kitchen, living, and dining areas come together to create a seamless and flexible living space. Upstairs, two secondary bedrooms and a luxurious owner’s suite are thoughtfully positioned around a versatile loft, ideal for a variety of uses. A two-car garage adds both convenience and functionality to complete

    Lennar Builder
    1690 Lake Placid Dr, Trappe, MD 21673
  • /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
  • /52

    $2,950,000

    • 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
  • /27

    $549,000

    • Land
    • 4.26 Acres
    • $128,873 per Acre

    28850 Jennings Rd, Easton, MD 21601

    Build your dream home on this exceptional 4.26-acre waterfront lot in the prestigious Llandaff at Cookes Hope community. Perc approved for a 7-bedroom home with the rare option for a basement, this property offers approximately 361 feet of frontage on Peachblossom Creek—perfect for enjoying serene views and waterfront living. Ideally located just minutes from Easton and the Oxford corridor, this

    Tim Velasco ERA Martin Associates

    28850 Jennings Rd, 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
  • /39

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    21869 Albie Rd, Sherwood, MD 21665

    Barely lived in totally maintenance free rancher on a 3+/- acre lot with broad water views. Freshly painted with new landscaping it is vacant and available for immediate occupancy! Main area has beautiful wood laminate flooring with carpet in all bedrooms. Bonus room to be used as an office/family room, granite counters with wine refrigerator and all nearly new appliances with utility room and

    Bill Wieland Benson & Mangold, LLC

    21869 Albie Rd, Sherwood, MD 21665
  • /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
  • /73

    $1,350,000

    • 4 Beds
    • 4.5 Baths
    • 3,528 Sq Ft

    114 W Chestnut St, St. Michaels, MD 21663

    Ideally located in the heart of the St. Michaels Historic District, this beautifully maintained three-story home offers exceptional walkability just a half block from the waterfront, scenic walking trail, public park and kayak launch, as well as the shops, restaurants, and other amenities that make St. Michaels such a sought-after place to live. A welcoming front porch introduces an inviting

    Wink Cowee Benson & Mangold, LLC

    114 W Chestnut St, St. Michaels, MD 21663
  • /4

    $132,000

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    8915 Palmer Ln, Wittman, MD 21676

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

    Janika Batson NextHome Mims Realty Group

    8915 Palmer Ln, Wittman, MD 21676
  • /47

    $509,000

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

    533 South St, Easton, MD 21601

    Completely renovated with no expense spared, this exceptional property seamlessly blends modern luxury with historic charm. The home features a brand-new designer kitchen with high-end appliances and premium finishes, along with beautifully updated bathrooms throughout. Major system upgrades include new dual-zone HVAC, all new windows, and a new 200-amp electrical service, ensuring comfort,

    Henry Gibbons-Neff Meredith Fine Properties

    533 South St, Easton, MD 21601
  • /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
  • /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
  • /21

    $359,000

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft

    618 South St, Easton, MD 21601

    This fully remodeled home is an absolute must see. The bright and open floor plan includes a comfortable living space offering a dining area and breakfast bar, upgraded kitchen and a desirable main level primary bedroom ideal for everyday living. Situated on a quiet street all just minutes from Easton’s restaurants, shops, and amenities. Enjoy the convenience of a walkable lifestyle paired with

    Brandon Shostak Meredith Fine Properties

    618 South St, Easton, MD 21601
  • /37

    $304,000

    • 4 Beds
    • 1 Bath
    • 1,680 Sq Ft

    3961 School St, Trappe, MD 21673

    Charming rancher set on a quiet one way street. The interior has an open space concept with the Kitchen in the middle. The kitchen has updated cabinetry and granite tops with brand new stainless steel refrigerator, microwave, stove and dishwasher. The Family Room on the back has a pellet stove for those chilly winter nights. The large laundry area with cabinetry is perfect for additional storage.

    Lori Neske Coldwell Banker Realty

    3961 School St, Trappe, MD 21673
  • /13

    $2,000,000

    • 3 Beds
    • 3 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
  • /112

    $2,550,000 Open Sun 12PM - 2PM

    • 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
  • /49

    $3,249,000

    • 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
  • /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
  • /89

    $2,249,000 Open Sat 11AM - 2PM

    • 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
  • /10

    $374,990 New Construction

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

    1233 Lake Meade Dr, Trappe, MD 21673

    Quick move-in 4-bedroom, 3.5-bath home with a nice yard, great schools, and plenty of space for a family.

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 249-9269

    1233 Lake Meade Dr, Trappe, MD 21673
  • /67

    $875,000

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

    7106 Wheeler Park Cir, Easton, MD 21601

    Significant price improvement made 4/20/26. NEW 50 YR ROOF 2026 CertainTeed Landmark architectural shingles. 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

    Janet Larson Benson & Mangold, LLC

    7106 Wheeler Park Cir, Easton, MD 21601
  • /18

    $299,990 Open Sat 11AM - 2PM

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

    1423 Lake Geneva Dr, Trappe, MD 21673

    Backs to courtyard - Quick move in home

    Agent Photo

    Terri Hill

    Builder Solutions Realty

    (443) 565-4823

    1423 Lake Geneva Dr, Trappe, MD 21673
  • /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
  • /41

    $349,000

    • 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

Showing Results 121 - 160, Page 4 of 9

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