368

Talbot County MD Homes for Sale

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

    • 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
  • 25831 Turner Ave, Royal Oak, MD 21662
    25831 Turner Ave, Royal Oak, MD 21662
    25831 Turner Ave, Royal Oak, MD 21662
    /11

    $100,800

    $25K PRICE DROP
    • 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
  • 18 Londonderry Dr, Easton, MD 21601
    18 Londonderry Dr, Easton, MD 21601
    18 Londonderry Dr, Easton, MD 21601
    /54

    $623,000

    $42K PRICE DROP
    • 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 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
  • 25835 Turner Ave, Royal Oak, MD 21662
    25835 Turner Ave, Royal Oak, MD 21662
    25835 Turner Ave, Royal Oak, MD 21662
    /8

    $210,400

    $53K PRICE DROP
    • 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
  • 25832 Turner Ave, Royal Oak, MD 21662
    25832 Turner Ave, Royal Oak, MD 21662
    25832 Turner Ave, Royal Oak, MD 21662
    /9

    $147,200

    $37K PRICE DROP
    • 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
  • 25833 Turner Ave, Royal Oak, MD 21662
    25833 Turner Ave, Royal Oak, MD 21662
    25833 Turner Ave, Royal Oak, MD 21662
    /9

    $126,400

    $32K PRICE DROP
    • 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
  • 303 Manor St, Saint Michaels, MD 21663
    303 Manor St, Saint Michaels, MD 21663
    303 Manor St, Saint Michaels, MD 21663
    /91

    $1,985,000

    Open Sun 12PM - 3PM
    • 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
  • 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
  • 28850 Jennings Rd, Easton, MD 21601
    28850 Jennings Rd, Easton, MD 21601
    28850 Jennings Rd, Easton, MD 21601
    /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
  • 21869 Albie Rd, Sherwood, MD 21665
    21869 Albie Rd, Sherwood, MD 21665
    21869 Albie Rd, Sherwood, MD 21665
    /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
  • 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
  • 8915 Palmer Ln, Wittman, MD 21676
    8915 Palmer Ln, Wittman, MD 21676
    8915 Palmer Ln, Wittman, MD 21676
    /4

    $127,000

    $10K PRICE DROP
    • 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
  • 533 South St, Easton, MD 21601
    533 South St, Easton, MD 21601
    533 South St, Easton, MD 21601
    /47

    $509,000

    $30K PRICE DROP
    • 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
  • 6390 Bozman Neavitt Rd, Neavitt, MD 21652
    6390 Bozman Neavitt Rd, Neavitt, MD 21652
    6390 Bozman Neavitt Rd, Neavitt, MD 21652
    /39

    $449,000

    $66K PRICE DROP
    • 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
  • 618 South St, Easton, MD 21601
    618 South St, Easton, MD 21601
    618 South St, Easton, MD 21601
    /21

    $349,000

    $46K PRICE DROP
    • 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
  • 104 Myrtle St, Oxford, MD 21654
    104 Myrtle St, Oxford, MD 21654
    104 Myrtle St, Oxford, MD 21654
    /13

    $1,850,000

    Open Sat 12PM - 5PM $150K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,566 Sq Ft

    104 Myrtle St, Oxford, MD 21654

    This property is now vacant of all its contents so it is ready for your own personal touches. 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 Hotel that once stood where the brick post office is now and recently updated in 2015 with all new kitchen equipment. This is an estate sale so Owners are out of state and do

    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

    $2,550,000

    $350K PRICE DROP
    • 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
  • 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
  • 7106 Wheeler Park Cir, Easton, MD 21601
    7106 Wheeler Park Cir, Easton, MD 21601
    7106 Wheeler Park Cir, Easton, MD 21601
    /67

    $775,000

    $120K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,956 Sq Ft

    7106 Wheeler Park Cir, Easton, MD 21601

    SERIOUS 70k price reduction, best deal in Cooke's Hope Village! NEW 50 YR ROOF 2026 CertainTeed Landmark architectural shingles. Discover this exceptional 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

    Janet Larson Benson & Mangold, LLC

    7106 Wheeler Park Cir, 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

    $349,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,761 Sq Ft

    21524 Chicken Point Rd, Tilghman, MD 21671

    Move-in ready on Tilghman Island — close to marinas, waterfront dining, and the Wylder Hotel. This fully renovated 4BR/2BA home blends Eastern Shore location with completely updated kitchen, baths, flooring, and HVAC. Nothing to do but enjoy the Chesapeake.

    Debbie Lipscomb Benson & Mangold, LLC

    21524 Chicken Point Rd, Tilghman, MD 21671
  • 26546 Presquile Dr N, Easton, MD 21601
    26546 Presquile Dr N, Easton, MD 21601
    26546 Presquile Dr N, Easton, MD 21601
    /97

    $7,950,000

    $450K PRICE DROP
    • 7 Beds
    • 9 Baths
    • 8,001 Sq Ft

    26546 Presquile Dr N, Easton, MD 21601

    Presquile Manor House, originally built by the Lloyd Family circa 1800 as one of their three Plantation Houses, sits up high on the Wye River with due West Exposure. The Main House has recently gone through a two-year renovation process from top to bottom by West & Callahan Construction and Peter Zimmerman Architects Inc, with much thought and care to keep all of the historic attributes that this

    Henry Gibbons-Neff Meredith Fine Properties

    26546 Presquile Dr N, Easton, MD 21601
  • 100 Bush Terrace, Saint Michaels, MD 21663
    100 Bush Terrace, Saint Michaels, MD 21663
    100 Bush Terrace, Saint Michaels, MD 21663
    /40

    $470,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    100 Bush Terrace, Saint Michaels, MD 21663

    This home allows for a 3.12% FHA Assumable Loan! Welcome to easy Eastern Shore living in the charming waterfront town of St. Michaels! This 3-bedroom, 2 bath, 1,232 sq. ft. home is located in the desirable community of Rio Vista offering direct access to the Miles River, complete with a community dock, boat slips, and boat ramp — perfect for boating, crabbing, paddleboarding, or sunset cruises.

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    100 Bush Terrace, Saint Michaels, MD 21663
  • 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
  • 28715 Jacks Field Rd, Wye Mills, MD 21679
    28715 Jacks Field Rd, Wye Mills, MD 21679
    28715 Jacks Field Rd, Wye Mills, MD 21679
    /27

    $925,000

    $24K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,981 Sq Ft

    28715 Jacks Field Rd, Wye Mills, MD 21679

    Set on a peaceful two-acre lot in Wye Mills, 28715 Jacks Field Road has been thoughtfully updated from top to bottom, offering the space, functionality, and modern finishes today’s buyers are looking for. This spacious five-bedroom, three-bath home features a newly reimagined interior with new flooring throughout, custom blinds, and a series of high-impact upgrades that elevate both everyday

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 593-1432

    28715 Jacks Field Rd, Wye Mills, MD 21679
  • 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, backing to the top rated golf course The Links at Perry Cabin, 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

    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

    Open Sun 1:30PM - 3:30PM $90K PRICE DROP
    • 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

    $20K PRICE DROP
    • 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
    /78

    $870,000

    $25K PRICE DROP
    • 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
    /77

    $970,000

    $25K PRICE DROP
    • 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 primary 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
  • 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

    • 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

    Maureen McHugh Chesapeake Bay Real Estate Plus, LLC

    228 Perry Cabin Dr Unit 228 / 226, Saint Michaels, MD 21663
  • 21572 Chicken Point Rd, Tilghman Island, MD 21671
    21572 Chicken Point Rd, Tilghman Island, MD 21671
    21572 Chicken Point Rd, Tilghman Island, MD 21671
    /72

    $925,000

    $25K PRICE DROP
    • 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
  • 1211 Washington Dr, Saint Michaels, MD 21663
    1211 Washington Dr, Saint Michaels, MD 21663
    1211 Washington Dr, Saint Michaels, MD 21663
    /14

    $499,000

    $26K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,420 Sq Ft

    1211 Washington Dr, Saint Michaels, MD 21663

    Desirable Rio Vista Duplex – Live in One Unit and Rent the Other! Rare opportunity to own a duplex in the sought-after Rio Vista community. Move into one unit and generate rental income from the other to help offset your mortgage payments. Properties like this seldom come on the market. Located in a water-access community, residents may enjoy dock access upon approval of the owner's application

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    1211 Washington Dr, Saint Michaels, MD 21663
  • 1215 Washington Dr, Saint Michaels, MD 21663
    1215 Washington Dr, Saint Michaels, MD 21663
    1215 Washington Dr, Saint Michaels, MD 21663
    /30

    $499,000

    $26K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,420 Sq Ft

    1215 Washington Dr, Saint Michaels, MD 21663

    RDesirable Rio Vista Duplex – Live in One Unit and Let Rental Income Help Pay Your Mortgage! Opportunities to own one of these sought-after duplexes are rare. Located in the desirable Rio Vista water-access community, this property offers potential dock access (subject to owner approval, application, and applicable fees). The building features two mirror-image units, each offering: A kitchen with

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    1215 Washington Dr, Saint Michaels, MD 21663
  • 315 Dutchmans Ln, Easton, MD 21601
    315 Dutchmans Ln, Easton, MD 21601
    315 Dutchmans Ln, Easton, MD 21601
    /71

    $399,000

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft

    315 Dutchmans Ln, Easton, MD 21601

    New Price for a great home! Well built home in established area of Easton awaiting new owner! Great 3 bedroom 2 bath home with great front screened porch to enjoy relaxing! Hardwood floors throughout, living room fireplace with surrounding built-ins, eat-in kitchen with stainless steel appliances. This one is ready for your touches! Full dry basement with washer & dryer. You will have a shared

    Leslie Stevenson Shore Living Real Estate

    315 Dutchmans Ln, 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.Built by a member of the Neavitt family c.1870, this home was extensively updated yet retains its historic charm. Specific updates include: a new two-story

    Joan Wetmore TTR Sotheby's International Realty

    6394 Bozman Neavitt Rd, Neavitt, MD 21652
  • 29881 Londyn Ln, Easton, MD 21601
    29881 Londyn Ln, Easton, MD 21601
    29881 Londyn Ln, Easton, MD 21601
    /50

    $495,490

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,818 Sq Ft

    29881 Londyn Ln, Easton, MD 21601

    Discover 29881 Londyn Lane, a new home under construction in Gannon Range, a new community in Easton, MD. The Hanover, a contemporary 2,818 square feet two-story home, features four bedrooms, two and a half bathrooms, a flex room, a home office, a gas fireplace, and a two-car garage. As you step into the distinct foyer you will appreciate the office with French doors that provides the perfect

    D.R. Horton Builder
    29881 Londyn Ln, Easton, MD 21601
  • 29197 Superior Cir, Easton, MD 21601
    29197 Superior Cir, Easton, MD 21601
    29197 Superior Cir, Easton, MD 21601
    /48

    $425,000

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,434 Sq Ft

    29197 Superior Cir, Easton, MD 21601

    PRICE IMPROVEMENT*** Discover the charm of Lakelands at Easton, where community spirit meets modern living in this stunning coastal-style townhouse. Built in 2010, this beautifully maintained home boasts 4 spacious bedrooms and 3.5 bathrooms, offering ample space for relaxation and entertainment. The inviting exterior features well-kept sidewalks that encourage evening strolls and friendly

    Cheri Bruce-Phipps TTR Sotheby's International Realty

    29197 Superior Cir, Easton, MD 21601
  • 101 Brooks Ln, Saint Michaels, MD 21663
    101 Brooks Ln, Saint Michaels, MD 21663
    101 Brooks Ln, Saint Michaels, MD 21663
    /28

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    101 Brooks Ln, Saint Michaels, MD 21663

    Welcome to this beautifully updated cottage in the heart of St. Michaels—where modern comfort meets Eastern Shore charm. Perfectly situated within walking distance to the town’s shops, restaurants, Rails to Trails, and the renowned Maritime Museum, this single‐level home offers both convenience and a peaceful, private setting. Sitting on nearly a quarter acre, the property features a fully fenced

    Stacie Luhrman Benson & Mangold, LLC

    101 Brooks Ln, Saint Michaels, MD 21663
  • 101 Chapel Rd, Easton, MD 21601
    101 Chapel Rd, Easton, MD 21601
    101 Chapel Rd, Easton, MD 21601
    /35

    $459,900

    $60K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,664 Sq Ft

    101 Chapel Rd, Easton, MD 21601

    Charming Victorian in Historic Easton! This unique single-family home offers the perfect blend of modern style and classic early-1900s character. Featuring 4 bedrooms and 2 fully renovated full baths, this multi-level home showcases timeless architectural details including two fireplaces, a welcoming large front porch, and original/rebuilt single-pane wood windows across the front that preserve

    Deric Beckett Berkshire Hathaway HomeServices PenFed Realty

    101 Chapel Rd, Easton, MD 21601

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