53

Talbot County MD Houses for Sale with Private Pool

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  • 6906 Travelers Rest Cir, Easton, MD 21601
    6906 Travelers Rest Cir, Easton, MD 21601
    6906 Travelers Rest Cir, Easton, MD 21601
    /54

    $2,995,000

    • 3 Beds
    • 5 Baths
    • 4,305 Sq Ft

    6906 Travelers Rest Cir, Easton, MD 21601

    "Cypress Lodge" - Tucked away on a private waterfront lot along the Tred Avon River, this striking contemporary-style residence offers expansive water views, exceptional privacy, and thoughtfully designed indoor-outdoor living. The 3-bedroom, 5-bath home features an open floorplan filled with natural light, highlighted by soaring vaulted cathedral ceilings and clean architectural lines that

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (443) 399-2982

    6906 Travelers Rest Cir, Easton, MD 21601
  • 6670 Tilghman Island Rd, Sherwood, MD 21665
    6670 Tilghman Island Rd, Sherwood, MD 21665
    6670 Tilghman Island Rd, Sherwood, MD 21665
    /64

    $1,099,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 3 Baths
    • 3,853 Sq Ft

    6670 Tilghman Island Rd, Sherwood, MD 21665

    Reduced Price! Amazing opportunity to be on the water in Talbot County. Waterfront home situated on Back Creek in Sherwood. Conveniently located near St Michaels and Tilghman Island, the property includes views of sunsets over Poplar Island and is located minutes from restaurants, and shopping. Interior features include hickory hardwood floors, custom built-ins, crown molding, and recessed

    Agent Photo

    Larry Brennan

    TTR Sotheby's International Realty

    (410) 881-8730

    6670 Tilghman Island Rd, Sherwood, MD 21665
  • 1724 Ferry Point Ct, Trappe, MD 21673
    1724 Ferry Point Ct, Trappe, MD 21673
    1724 Ferry Point Ct, Trappe, MD 21673
    /60

    $1,695,000

    Open Sun 1PM - 3PM
    • 2 Beds
    • 4 Baths
    • 1,893 Sq Ft

    1724 Ferry Point Ct, Trappe, MD 21673

    Welcome to Your Eastern Shore Waterfront Retreat. Enjoy the best of coastal living with three docks for boating, kayaking, and paddle boarding. The property features a solar-heated pool with a travertine marble surround, an outdoor kitchen, fish-cleaning station, two boat lifts, a pool house with bathroom, and more. Inside, you’ll find a gourmet kitchen, a double-sided wood-burning fireplace, and

    Agent Photo

    Martha Suss

    Coldwell Banker Realty

    (443) 501-2892

    1724 Ferry Point Ct, Trappe, MD 21673
  • 204 E Marengo St, Saint Michaels, MD 21663
    204 E Marengo St, Saint Michaels, MD 21663
    204 E Marengo St, Saint Michaels, MD 21663
    /72

    $599,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    204 E Marengo St, Saint Michaels, MD 21663

    The perfect weekend getaway does exist — and it’s affordable. Escape the city / suburbs and spend your weekends in the quintessential Eastern Shore town of St. Michaels, known for its picturesque streets, quaint shops, vibrant dining scene, wineries, and distilleries. This charming waterfront community has everything you need to relax, recharge, and truly enjoy life on Maryland’s Eastern Shore -

    Agent Photo

    Gretchen Wichlinski

    Compass

    (844) 461-3815

    204 E Marengo St, Saint Michaels, MD 21663
  • 21408 Broad Cove Ln, Tilghman, MD 21671
    21408 Broad Cove Ln, Tilghman, MD 21671
    21408 Broad Cove Ln, Tilghman, MD 21671
    /40

    $1,399,000

    • 4 Beds
    • 2.5 Baths
    • 3,037 Sq Ft

    21408 Broad Cove Ln, Tilghman, MD 21671

    A storybook waterfront home with privacy, and timeless old-world charm. This Tilghman Island waterfront property carries a gracious, welcoming spirit: peaceful, and full of character. Large rooms, tall presence, mature trees, and a beautiful wraparound porch give the home a timeless, almost cinematic quality. Set down a long private driveway on Broad Cove, which connects to Harris Creek, this

    Agent Photo

    Angela Simonelli

    Compass

    (410) 200-0414

    21408 Broad Cove Ln, Tilghman, MD 21671
  • 0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654
    0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654
    0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654
    /8

    $5,350,000

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

    0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654

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

    Agent Photo

    Gil Poudrier

    TTR Sotheby's International Realty

    (410) 883-9692

    0 Morgans Point Dr Unit MDTA2012638, Oxford, MD 21654
  • 28028 Playtor Rd, Easton, MD 21601
    28028 Playtor Rd, Easton, MD 21601
    28028 Playtor Rd, Easton, MD 21601
    /80

    $1,250,000

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

    28028 Playtor Rd, Easton, MD 21601

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

    Coard Benson Benson & Mangold, LLC

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

    $9,900,000

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

    6010 Shipyard Ln, Easton, MD 21601

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

    Chuck Mangold Benson & Mangold, LLC

    6010 Shipyard Ln, Easton, MD 21601
  • 5499 Anderby Hall Rd, Royal Oak, MD 21662
    5499 Anderby Hall Rd, Royal Oak, MD 21662
    5499 Anderby Hall Rd, Royal Oak, MD 21662
    /87

    $5,500,000

    • 3 Beds
    • 4 Baths
    • 5,921 Sq Ft

    5499 Anderby Hall Rd, Royal Oak, MD 21662

    Royal Oak - escape to your own Eastern Shore estate. Anderby Hall is part of an original 1680 land grant. This 12 +/- acre parcel features 3,260' +/- of shoreline (mostly rip rapped) including a tidal pond and island (accessed by bridge)to a private peninsula and private cove. The gated driveway leads to the main house- a 3000 +/- sq.ft. Colonial featuring a great room with fireplace, charming

    Valerie Brown Coldwell Banker Realty

    5499 Anderby Hall Rd, Royal Oak, MD 21662
  • 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
    • 8 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
  • 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
  • 4346 Southside Ln, Trappe, MD 21673
    4346 Southside Ln, Trappe, MD 21673
    4346 Southside Ln, Trappe, MD 21673
    /60

    $3,495,000

    • 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
  • 28211 Brick Row Dr, Oxford, MD 21654
    28211 Brick Row Dr, Oxford, MD 21654
    28211 Brick Row Dr, Oxford, MD 21654
    /51

    $2,695,000

    • 5 Beds
    • 6 Baths
    • 6,392 Sq Ft

    28211 Brick Row Dr, Oxford, MD 21654

    Set in the highly sought-after Patrick’s Plains community, 28211 Brick Row Drive is an exceptionally maintained and thoughtfully appointed waterfront residence overlooking the serene waters of Island Creek. Bathed in natural light, the home welcomes you with a stunning foyer and living room featuring floor-to-ceiling windows, skylights, and a gas fireplace, seamlessly connecting to the expansive

    Chuck Mangold Benson & Mangold, LLC

    28211 Brick Row Dr, Oxford, MD 21654
  • 938 Marea Terrace, Saint Michaels, MD 21663
    938 Marea Terrace, Saint Michaels, MD 21663
    938 Marea Terrace, Saint Michaels, MD 21663
    /108

    $2,249,000

    $141K PRICE DROP
    • 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
  • 5289 Ferry Neck Rd, Royal Oak, MD 21662
    5289 Ferry Neck Rd, Royal Oak, MD 21662
    5289 Ferry Neck Rd, Royal Oak, MD 21662
    /83

    $7,445,000

    • 4 Beds
    • 4.5 Baths
    • 9,117 Sq Ft

    5289 Ferry Neck Rd, Royal Oak, MD 21662

    This one of a kind property has it all-145 acres of farmland, pastures and farmland in sought after Royal Oak with a long view of Fox Hole Creek leading to the Tred Avon River. The stately paved driveway passes through the verdant landscape of broad vistas to three ponds, fields, pastures defined by white fences and a canopy of mature sawtooth oaks, until the Colonial style main house is

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    5289 Ferry Neck Rd, Royal Oak, MD 21662
  • 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
  • 4573 Bringman Farm Rd, Oxford, MD 21654
    4573 Bringman Farm Rd, Oxford, MD 21654
    4573 Bringman Farm Rd, Oxford, MD 21654
    /42

    $2,950,000

    $200K PRICE DROP
    • 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
  • 6976 Travelers Rest Cir, Easton, MD 21601
    6976 Travelers Rest Cir, Easton, MD 21601
    6976 Travelers Rest Cir, Easton, MD 21601
    /50

    $2,675,000

    Open House 5/23
    • 3 Beds
    • 3 Baths
    • 7,949 Sq Ft

    6976 Travelers Rest Cir, Easton, MD 21601

    Welcome to Soleil on the Bay! Nestled on nearly 7 acres along the calm, deep waters of Maxmore Creek—just off the Tred Avon River—this exceptional west-facing waterfront property offers the most gorgeous sunsets and wide-open water views providing the perfect blend of privacy, natural beauty, and endless potential. Ideally located between Easton and St. Michaels, it provides easy access to the

    Clifford Meredith Meredith Fine Properties

    6976 Travelers Rest Cir, Easton, MD 21601
  • 7149 Drum Point Rd, Saint Michaels, MD 21663
    7149 Drum Point Rd, Saint Michaels, MD 21663
    7149 Drum Point Rd, Saint Michaels, MD 21663
    /73

    $2,249,000

    • 3 Beds
    • 3 Baths
    • 3,017 Sq Ft

    7149 Drum Point Rd, Saint Michaels, MD 21663

    ST MICHAELS TUCKED AWAY ON DESIRABLE DRUM POINT NEIGHBORHOOD, MINUTES FROM THE BUZZLING TOWN OF ST MICHAELS AND ITS MANY RESTAURANTS, SHOPS , CAFES, THE MOTOR MUSEUM AND THE CHESAPEAKE BAY MARITIME MUSEUM. WHERE EVER YOU TURN YOU SEE WATER. FEEL THE BREEZES , LOUNGE BY THE POOL OR NAP IN YOUR HAMMOCK UNDER THE SHADY TREES BY THE SHORELINE. THIS THREE BEDROOM SOLID BRICK HOME WITH OPEN FLOORPLAN ,

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    7149 Drum Point Rd, Saint Michaels, MD 21663
  • 23961 Lynnewood Dr, Saint Michaels, MD 21663
    23961 Lynnewood Dr, Saint Michaels, MD 21663
    23961 Lynnewood Dr, Saint Michaels, MD 21663
    /68

    $3,100,000

    • 4 Beds
    • 3.5 Baths
    • 4,035 Sq Ft

    23961 Lynnewood Dr, Saint Michaels, MD 21663

    Located within 2 miles of historic St. Michaels this exceptional waterfront estate blends timeless elegance with a resort-style setting. This 4,200± sq. ft. custom, single-level all brick residence showcases soaring ceilings, an abundance of natural light, and panoramic views of Broad Creek from almost every room. A huge great room featuring a large brick fireplace and open living / dining

    Barbara Watkins Benson & Mangold, LLC

    23961 Lynnewood Dr, Saint Michaels, MD 21663
  • 4500 Boone Creek Rd, Oxford, MD 21654
    4500 Boone Creek Rd, Oxford, MD 21654
    4500 Boone Creek Rd, Oxford, MD 21654
    /133

    $2,895,000

    • 4 Beds
    • 4.5 Baths
    • 3,868 Sq Ft

    4500 Boone Creek Rd, Oxford, MD 21654

    Welcome to your private Eastern Shore retreat! This amazing 4-bedroom, 4.5-bath Cape Cod is perfectly situated on a secluded peninsula, offering unparalleled tranquility and breathtaking waterfront views of Boone Creek located in beautiful Oxford, Maryland. The home offers an incredible blend of traditional elegance and modern luxury. An open and airy floor plan is bathed in natural light, with

    Lisa Lynch Keller Williams Realty

    4500 Boone Creek Rd, Oxford, MD 21654
  • 28910 Jennings Rd, Easton, MD 21601
    28910 Jennings Rd, Easton, MD 21601
    28910 Jennings Rd, Easton, MD 21601
    /88

    $2,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,272 Sq Ft

    28910 Jennings Rd, Easton, MD 21601

    Incredibly rare Cooke’s Hope at Llandaff opportunity featuring nearly 39+/- acres, a 3,800 +/- custom home all 5 minutes of Easton. As you enter “38 Special Acres” you are greeted with views of the farm and pond and you can see why this property is different from all the others. As the driveway curves around you can see the beautiful Abel built home 3 bay detached garage, and pool house. Upon

    Jim Corson Benson & Mangold, LLC

    28910 Jennings Rd, Easton, MD 21601
  • 5995 Elston Shore Rd, Neavitt, MD 21652
    5995 Elston Shore Rd, Neavitt, MD 21652
    5995 Elston Shore Rd, Neavitt, MD 21652
    /42

    $3,295,000

    • 5 Beds
    • 4.5 Baths
    • 4,843 Sq Ft

    5995 Elston Shore Rd, Neavitt, MD 21652

    "Fox Haven" Privately sited on almost 10 acres with 900+ feet of protected waterfront, this impressive retreat captures breathtaking wide water views from nearly every vantage point. Offering approximately 4,800 square feet of living space across three finished levels, the home is designed for comfort and versatility, with wood flooring, a well-appointed kitchen with island, and distinct living

    Wink Cowee Benson & Mangold, LLC

    5995 Elston Shore Rd, Neavitt, MD 21652
  • 5837 Irish Creek Rd, Royal Oak, MD 21662
    5837 Irish Creek Rd, Royal Oak, MD 21662
    5837 Irish Creek Rd, Royal Oak, MD 21662
    /70

    $2,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,088 Sq Ft

    5837 Irish Creek Rd, Royal Oak, MD 21662

    Absolutely stunning mid-century contemporary estate offering a private , park-like setting, with heated swimming pool, pavilion, luxurious fully equipped outdoor- kitchen, outdoor shower, in -ground hot tub ,tennis court, and maintenance -free Azek pier with new 30K lb. boat lift. Meticulously maintained inside and out! Professionally landscaped with WiFi controlled front/rear irrigation

    Robert Lacaze TTR Sotheby's International Realty

    5837 Irish Creek Rd, Royal Oak, MD 21662
  • 3770 Leonard Cove Ln, Trappe, MD 21673
    3770 Leonard Cove Ln, Trappe, MD 21673
    3770 Leonard Cove Ln, Trappe, MD 21673
    /43

    $2,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,345 Sq Ft

    3770 Leonard Cove Ln, Trappe, MD 21673

    Timeless Tidewater Colonial-inspired waterfront estate set on 3.5± private acres with 870± feet of shoreline and panoramic water views. A rare offering combining classic architecture, thoughtful upgrades and exceptional outdoor living in one of Talbot County’s most desirable waterfront settings, with a seamless indoor-outdoor flow and water views from nearly every room. Featured in Coastal

    Kathy Christensen TTR Sotheby's International Realty

    3770 Leonard Cove Ln, Trappe, MD 21673
  • 962 San Domingo Ct, Saint Michaels, MD 21663
    962 San Domingo Ct, Saint Michaels, MD 21663
    962 San Domingo Ct, Saint Michaels, MD 21663
    /103

    $2,449,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 4.5 Baths
    • 3,300 Sq Ft

    962 San Domingo Ct, Saint Michaels, MD 21663

    This exquisite in-town St. Michaels coastal-style waterfront is a designer’s dream home. The 3,300 sq, ft. residence shows like a new model home with an unparalleled quality of finishes and level of design. Located in desirable San Domingo Cove, the community enjoys protected natural open space, beautiful water features and immediate access to the ever-popular St. Michaels Nature Trail offering

    Eugene Smith TTR Sotheby's International Realty

    962 San Domingo Ct, Saint Michaels, MD 21663
  • 29214 Pin Oak Way, Easton, MD 21601
    29214 Pin Oak Way, Easton, MD 21601
    29214 Pin Oak Way, Easton, MD 21601
    /26

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,524 Sq Ft

    29214 Pin Oak Way, Easton, MD 21601

    THE POOL IS OPEN! BRING YOUR SWIMSUIT Welcome to South Beechwood in Easton, Maryland—where convenience meets quiet living. Ideally located just off Route 50, this sought-after neighborhood offers the best of both worlds: easy access to town, shopping, and dining, while tucked away in a peaceful, established setting. This beautifully renovated, truly turnkey 3-bedroom, 2-bath home has been

    Justin Disborough Samson Properties

    29214 Pin Oak Way, Easton, MD 21601
  • 27293 Southside Island Creek Rd, Trappe, MD 21673
    27293 Southside Island Creek Rd, Trappe, MD 21673
    27293 Southside Island Creek Rd, Trappe, MD 21673
    /91

    $5,995,000

    • 6 Beds
    • 6 Baths
    • 9,566 Sq Ft

    27293 Southside Island Creek Rd, Trappe, MD 21673

    Wilderness Estate- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised of 47± acres, with original structures that are impeccably well-kept and improved with modern amenities, The Wilderness provides a unique opportunity to enjoy the best of the Eastern Shore. Surrounded by open space and preserved farmland with proximity to Oxford, Easton,

    Coard Benson Benson & Mangold, LLC

    27293 Southside Island Creek Rd, Trappe, MD 21673
  • 7090 Cooper Point Rd, Bozman, MD 21612
    7090 Cooper Point Rd, Bozman, MD 21612
    7090 Cooper Point Rd, Bozman, MD 21612
    /86

    $7,500,000

    • 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
  • 104 Myrtle St, Oxford, MD 21654
    104 Myrtle St, Oxford, MD 21654
    104 Myrtle St, Oxford, MD 21654
    /13

    $1,850,000

    $150K PRICE DROP
    • 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
  • 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
  • 28540 Holden Rd, Easton, MD 21601
    28540 Holden Rd, Easton, MD 21601
    28540 Holden Rd, Easton, MD 21601
    /55

    $725,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,103 Sq Ft

    28540 Holden Rd, Easton, MD 21601

    Just five minutes from downtown Easton, this beautifully maintained one-level home offers the perfect blend of comfort, style, and easy Eastern Shore living. With peaceful water views of Peachblossom Creek and access to a community landing for effortless kayak launching, this property truly embraces its setting.Inside, gleaming black walnut floors create a seamless flow from the spacious

    Shelley Baden Berkshire Hathaway HomeServices PenFed Realty

    28540 Holden Rd, 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
  • 29670 Old Creek Ln, Easton, MD 21601
    29670 Old Creek Ln, Easton, MD 21601
    29670 Old Creek Ln, Easton, MD 21601
    /36

    $485,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,314 Sq Ft

    29670 Old Creek Ln, Easton, MD 21601

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

    Wink Cowee Benson & Mangold, LLC

    29670 Old Creek Ln, Easton, MD 21601
  • 25826 Orchard Terrace, Royal Oak, MD 21662
    25826 Orchard Terrace, Royal Oak, MD 21662
    25826 Orchard Terrace, Royal Oak, MD 21662
    /20

    $3,495,000

    New Construction
    • 4 Beds
    • 4.5 Baths

    25826 Orchard Terrace, Royal Oak, MD 21662

    Buildable 1.6 +/- 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

    25826 Orchard Terrace, Royal Oak, MD 21662
  • 7364 Ocean Gateway, Easton, MD 21601
    7364 Ocean Gateway, Easton, MD 21601
    7364 Ocean Gateway, Easton, MD 21601
    /42

    $459,000

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,676 Sq Ft

    7364 Ocean Gateway, Easton, MD 21601

    Beautifully Updated Split-Level Retreat on Nearly an Acre Along Route 50! Set back on a private, wooded lot just under an acre, this beautifully remodeled 3-bedroom, 2.5-bath split-level home offers the perfect blend of comfort, style, and outdoor enjoyment. A long circular driveway welcomes you home, setting the tone for the peaceful setting that surrounds this 2,676 sq. ft. property. Inside,

    Stacie Luhrman Benson & Mangold, LLC

    7364 Ocean Gateway, Easton, MD 21601
  • 29638 Janets Way, Easton, MD 21601
    29638 Janets Way, Easton, MD 21601
    29638 Janets Way, Easton, MD 21601
    /73

    $500,000

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

    29638 Janets Way, Easton, MD 21601

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

    Judy Moore Benson & Mangold, LLC

    29638 Janets Way, Easton, MD 21601
  • 27473 Westpoint Rd, Easton, MD 21601
    27473 Westpoint Rd, Easton, MD 21601
    27473 Westpoint Rd, Easton, MD 21601
    /56

    $3,999,900

    Open House 5/23
    • 4 Beds
    • 7 Baths
    • 3,700 Sq Ft

    27473 Westpoint Rd, Easton, MD 21601

    Swan Point is an exquisite waterfront estate set on approximately 4.5 acres, offering sweeping westerly views across the Tred Avon River. A gated, paved driveway with cobblestone curbs welcomes you to this private retreat. This stately Colonial features 4 bedrooms, 4 full baths, and 3 half baths, thoughtfully designed for both intimate living and grand entertaining. The formal living room,

    Clifford Meredith Meredith Fine Properties

    27473 Westpoint Rd, Easton, MD 21601
  • 29264 Dogwood View Rd, Cordova, MD 21625
    29264 Dogwood View Rd, Cordova, MD 21625
    29264 Dogwood View Rd, Cordova, MD 21625
    /36

    $749,900

    • 4 Beds
    • 2.5 Baths
    • 3,128 Sq Ft

    29264 Dogwood View Rd, Cordova, MD 21625

    Situated at the end of a cul-de-sac in Cordova, this well-maintained home offers 3.7± acres surrounded by mature trees with convenient access to Route 50, Easton, Wye Mills, and nearby amenities. A covered front porch welcomes you inside to a thoughtfully designed layout featuring hardwood flooring throughout most of the home, four bedrooms, and two-and-a-half bathrooms. The main level includes a

    Chuck Mangold Benson & Mangold, LLC

    29264 Dogwood View Rd, Cordova, MD 21625
  • 8464 Aveley Farm Rd, Easton, MD 21601
    8464 Aveley Farm Rd, Easton, MD 21601
    8464 Aveley Farm Rd, Easton, MD 21601
    /99

    $1,375,000

    • 6 Beds
    • 5.5 Baths
    • 4,966 Sq Ft

    8464 Aveley Farm Rd, Easton, MD 21601

    Set on 2.14 beautifully maintained acres, this exceptional 6-bedroom home offers the perfect blend of space, comfort, and outdoor living. A thoughtfully designed layout features a desirable first-floor master suite, providing privacy and convenience with generous proportions and serene views of the surrounding landscape. The home’s expansive interior includes multiple living and entertaining

    Henry Gibbons-Neff Meredith Fine Properties

    8464 Aveley Farm Rd, Easton, MD 21601

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