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Modern & Contemporary Homes for Sale in Talbot County MD

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  • 5698 Leeward Ln, Tilghman, MD 21671
    5698 Leeward Ln, Tilghman, MD 21671
    5698 Leeward Ln, Tilghman, MD 21671
    /54

    $1,895,000

    $100K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,906 Sq Ft

    5698 Leeward Ln, Tilghman, MD 21671

    Experience sweeping western-facing views of the Chesapeake Bay from this beautifully renovated waterfront retreat on Tilghman Island. Thoughtfully redesigned and updated in 2023, this exceptional property seamlessly blends refined coastal living with the tranquility and natural beauty of its extraordinary waterfront setting. Offered fully furnished, the home provides a truly turnkey opportunity,

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    5698 Leeward Ln, Tilghman, MD 21671
  • 5559 Trafalgar Cir, Tilghman, MD 21671
    5559 Trafalgar Cir, Tilghman, MD 21671
    5559 Trafalgar Cir, Tilghman, MD 21671
    /75

    $550,000

    $19K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,404 Sq Ft

    5559 Trafalgar Cir, Tilghman, MD 21671

    TILGHMAN ISLAND.Welcome to this beautiful and spacious 5-bedroom, 3.5-bath single-family home located in the highly sought-after Tilghman on Chesapeake community. Designed for modern comfort and relaxed island living, this home offers an open-concept floor plan filled with abundant natural light and elegant finishes throughout.The gourmet kitchen is a true centerpiece, featuring

    Agent Photo

    John McGlannan

    Meredith Fine Properties

    5559 Trafalgar Cir, Tilghman, MD 21671
  • 28461 Pinehurst Cir, Easton, MD 21601
    28461 Pinehurst Cir, Easton, MD 21601
    28461 Pinehurst Cir, Easton, MD 21601
    /47

    $374,900

    • 3 Beds
    • 3.5 Baths
    • 2,258 Sq Ft

    28461 Pinehurst Cir, Easton, MD 21601

    Rarely available three-level townhome offering approximately 2,258 square feet, three bedrooms, 3.5 baths, and a distinctive, exceptionally flexible floor plan. The first and second floors have been freshly painted, luxury vinyl plank flooring installed on the first floor, the landscaping has been refreshed, and the few items identified during a recent home inspection have been addressed.The

    Judith Germain Benson & Mangold, LLC

    28461 Pinehurst Cir, Easton, MD 21601
  • 28816 Jasper Ln, Easton, MD 21601
    28816 Jasper Ln, Easton, MD 21601
    28816 Jasper Ln, Easton, MD 21601
    /32

    $719,900

    $59K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,531 Sq Ft

    28816 Jasper Ln, Easton, MD 21601

    Welcome to 28816 Jasper Lane in the highly sought-after Cooke’s Hope community. This beautifullymaintained end-unit townhome offers 4 bedrooms and 2.5 baths, including a convenient main-level primary suite complete with a walk-in closet and relaxing soaking tub. The light-filled living roomfeatures a dramatic vaulted ceiling and cozy gas fireplace, creating the perfect space to unwind

    Chuck Mangold Benson & Mangold, LLC

    28816 Jasper Ln, Easton, MD 21601
  • 23820 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    23820 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    23820 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
    /64

    $3,000,000

    • 4 Beds
    • 3 Baths
    • 2,815 Sq Ft

    23820 Mount Pleasant Landing Cir, Saint Michaels, MD 21663

    Extraordinary waterfront living on 3+ acres with more than 500 feet of stunning water views—offering the privacy of being miles from civilization, yet just 1 mile from famed, historic downtown St. Michaels. Extensively renovated and meticulously cared for, this exceptional one-level living residence provides relaxed comfort, thoughtful design and effortless living in a a resort-like setting. Its

    Carrie Mock Engel & Völkers Annapolis

    23820 Mount Pleasant Landing Cir, Saint Michaels, MD 21663
  • 6114 Sunset Ln, Tilghman, MD 21671
    6114 Sunset Ln, Tilghman, MD 21671
    6114 Sunset Ln, Tilghman, MD 21671
    /29

    $939,900

    • 3 Beds
    • 2 Baths
    • 1,539 Sq Ft

    6114 Sunset Ln, Tilghman, MD 21671

    Tucked away beneath a canopy of mature trees, 6114 Sunset Lane feels like a storybook retreat along the shores of the Chesapeake Bay. A tree-lined, pebbled circular driveway welcomes you home, setting the tone for the quiet beauty and sense of escape found throughout this special waterfront property.Surrounded by nature and framed by peaceful water views, the home offers a slower, more

    Melanie Casanova Compass

    6114 Sunset Ln, Tilghman, MD 21671
  • 9170 Hunting Creek Ln, Easton, MD 21601
    9170 Hunting Creek Ln, Easton, MD 21601
    9170 Hunting Creek Ln, Easton, MD 21601
    /76

    $5,895,000

    $355K PRICE DROP
    • 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
  • 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
  • 28500 Woods Dr, Easton, MD 21601
    28500 Woods Dr, Easton, MD 21601
    28500 Woods Dr, Easton, MD 21601
    /4

    $425,000

    Coming Soon Oct 16
    • 3 Beds
    • 2 Baths
    • 1,806 Sq Ft

    28500 Woods Dr, Easton, MD 21601

    28500 Woods Drive is on a quite street located in the Easton Club. The property has a first floor primary, with an impressive bathroom. Two bedrooms are located on the second level, and share a full bath. A large loft space is also located on the second level. The home offers a living and dining room. The family room and kitchen are located at the back of the property. Opening up to a patio where

    Iva Herr Benson & Mangold, LLC

    28500 Woods Dr, Easton, MD 21601
  • 1002 Wades Farm Ln, McDaniel, MD 21647
    1002 Wades Farm Ln, McDaniel, MD 21647
    1002 Wades Farm Ln, McDaniel, MD 21647
    /90

    $2,995,000

    • 6 Beds
    • 6.5 Baths
    • 4,656 Sq Ft

    1002 Wades Farm Ln, McDaniel, MD 21647

    With huge sunset views across Eastern Bay, this stylishly-updated property is the perfect retreat! The main house with three en-suite bedrooms overlooks a large waterside deck, saltwater pool and screened pool house. A wisteria-covered pergola leads the the 1920's two-bedroom guest house with wrap-around porch at the water's edge. The one-bedroom carriage house completes the compound. Great

    Debra Crouch Benson & Mangold, LLC

    1002 Wades Farm Ln, McDaniel, MD 21647
  • 29406 Palm Ct, Easton, MD 21601
    29406 Palm Ct, Easton, MD 21601
    29406 Palm Ct, Easton, MD 21601
    /12

    $475,000

    Open Sat 12PM - 3PM Coming Soon Sep 26
    • 4 Beds
    • 2.5 Baths
    • 2,488 Sq Ft

    29406 Palm Ct, Easton, MD 21601

    Discover the perfect blend of comfort and style in this stunning 4-bedroom, 2.5-bathroom home nestled in a cul-de-sac in the desirable Woods at Stoney Ridge.This Colonial-style residence boasts a spacious layout, featuring luxurious finishes and thoughtful design elements throughout.On the main level, you'll find an inviting bright entryway with a bright office, half bath, living

    Jen Voshell Coldwell Banker Chesapeake Real Estate Company

    29406 Palm Ct, Easton, MD 21601
  • 807 Radcliff Ave, Saint Michaels, MD 21663
    807 Radcliff Ave, Saint Michaels, MD 21663
    807 Radcliff Ave, Saint Michaels, MD 21663
    /41

    $775,000

    $85K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,027 Sq Ft

    807 Radcliff Ave, Saint Michaels, MD 21663

    ***BRAND NEW & MOVE-IN READY*** this Arts & Crafts home sits on a quaint corner lot in picturesque Saint Michaels, MD and is clad with high end finishes throughout. Step from the covered front porch into the luxurious kitchen which features stylish pistachio and linen cabinetry with satin bronze hardware, Z-Line appliances including a 36" dual fuel 6 burner range with champagne bronze

    Adam Ellison Long & Foster Real Estate, Inc.

    807 Radcliff Ave, Saint Michaels, MD 21663
  • 115 W Pier St, Oxford, MD 21654
    115 W Pier St, Oxford, MD 21654
    115 W Pier St, Oxford, MD 21654
    /46

    $1,250,000

    $100K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,909 Sq Ft

    115 W Pier St, Oxford, MD 21654

    A very exciting, well-built (stick built by Mister Construction-1996), open floor plan waterfront home in Oxford. Amazing broad South facing with river views. Three bedrooms on second floor, each with private bath, elevator to 3rd floor, full attic storage, 2 car garage, new roof in 2022, waterside deck, 2 enclosed waterfront sitting rooms, spacious first floor rooms for entertaining! First floor

    Henry Hale Benson & Mangold, LLC

    115 W Pier St, Oxford, MD 21654
  • 29027 Superior Cir, Easton, MD 21601
    29027 Superior Cir, Easton, MD 21601
    29027 Superior Cir, Easton, MD 21601
    /51

    $389,900

    • 3 Beds
    • 2.5 Baths
    • 2,386 Sq Ft

    29027 Superior Cir, Easton, MD 21601

    Welcome to Lakelands at Easton! This spacious and beautifully maintained end-unit townhome offers approximately 2,386 square feet of comfortable living space with a sought-after first-floor primary suite. The bright, open floor plan features a welcoming living room with a cozy gas fireplace, an expansive kitchen with abundant cabinetry and generous workspace, a convenient main-level laundry room,

    Jennifer Angel-Fuhlman Coldwell Banker Realty

    29027 Superior Cir, Easton, MD 21601
  • 29009 Superior Cir, Easton, MD 21601
    29009 Superior Cir, Easton, MD 21601
    29009 Superior Cir, Easton, MD 21601
    /32

    $404,900

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

    29009 Superior Cir, Easton, MD 21601

    Welcome to Lakelands at Easton! This spacious home offers a versatile floor plan with the convenience of main-level living and plenty of room to spread out. The primary suite is located on the main level, along with a dedicated home office and laundry room. The gorgeous kitchen features abundant cabinetry, granite countertops, stainless steel appliances, a large pantry, and plenty of workspace,

    Jennifer Angel-Fuhlman Coldwell Banker Realty

    29009 Superior Cir, Easton, MD 21601
  • 29281 Superior Cir, Easton, MD 21601
    29281 Superior Cir, Easton, MD 21601
    29281 Superior Cir, Easton, MD 21601
    /35

    $394,793

    $20K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,786 Sq Ft

    29281 Superior Cir, Easton, MD 21601

    Welcome to this beautifully maintained end-unit townhome in the highly desirable Lakelands community of Easton. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan, this home provides the perfect blend of comfort, space, and convenience.The sun-filled main level features a spacious primary suite with a large en-suite bath and an oversized walk-in closet. The gourmet

    Jennifer Angel-Fuhlman Coldwell Banker Realty

    29281 Superior Cir, Easton, MD 21601
  • 21485 Island Club Rd, Tilghman, MD 21671
    21485 Island Club Rd, Tilghman, MD 21671
    21485 Island Club Rd, Tilghman, MD 21671
    /83

    $1,750,000

    • 5 Beds
    • 4.5 Baths
    • 4,303 Sq Ft

    21485 Island Club Rd, Tilghman, MD 21671

    Back on the market due to Buyers unable to fulfill home sale contingency- Discover the essence of refined Eastern Shore living in this meticulously renovated contemporary waterfront retreat, gracefully set along the tranquil shores of Harris Creek and looking out to the Choptank River. Every detail of this remarkable home exemplifies elegance. Step inside to a breathtaking panorama of water views

    Lish Gannon Dulin Benson & Mangold, LLC

    21485 Island Club Rd, Tilghman, MD 21671
  • 29885 Londyn Ln, Easton, MD 21601
    29885 Londyn Ln, Easton, MD 21601
    29885 Londyn Ln, Easton, MD 21601
    /28

    $499,990

    New Construction $33K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,422 Sq Ft

    29885 Londyn Ln, Easton, MD 21601

    Come and see 29885 Londyn Lane in Easton, MD, a new two-story home in Gannon Range. This Azalea home offers four bedrooms, three bathrooms, 9' ceilings, a loft, and a two-car garage. The welcoming foyer has two coat closets and separates to afford privacy to the two spacious guest bedrooms with closets and the secondary bathroom.The open floorplan features a well-designed kitchen complete

    Justin Wood D.R. Horton Realty of Virginia, LLC

    29885 Londyn Ln, Easton, MD 21601
  • 8804 Roundhouse Cir, Easton, MD 21601
    8804 Roundhouse Cir, Easton, MD 21601
    8804 Roundhouse Cir, Easton, MD 21601
    /36

    $399,000

    $26K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    8804 Roundhouse Cir, Easton, MD 21601

    Welcome to an exceptional opportunity to own a home in the highly sought‑after Mulberry Station community. This spacious 4‑bedroom, 2.5‑bath residence offers one of the neighborhood’s most desirable floor plans, set on nearly a half‑acre—one of the largest lots in the community—and backing to peaceful open farmland for added privacy and views. Inside, the home features a welcoming flow featuring

    Stacie Luhrman Benson & Mangold, LLC

    8804 Roundhouse Cir, Easton, MD 21601
  • 5480 Windward Dr, Tilghman, MD 21671
    5480 Windward Dr, Tilghman, MD 21671
    5480 Windward Dr, Tilghman, MD 21671
    /59

    $1,250,000

    • 4 Beds
    • 3 Baths
    • 1,936 Sq Ft

    5480 Windward Dr, Tilghman, MD 21671

    Experience Eastern Shore waterfront living in this charming Chesapeake Bay home, where breathtaking sunset views and a relaxed coastal atmosphere create the perfect setting for everyday living or weekend escapes. Designed to embrace the waterfront lifestyle, the property offers exceptional indoor and outdoor spaces for entertaining family and friends. A brick walkway welcomes you to the inviting

    Kim Crouch Ozman Benson & Mangold, LLC

    5480 Windward Dr, Tilghman, MD 21671
  • 7871 Avon Ct, Easton, MD 21601
    7871 Avon Ct, Easton, MD 21601
    7871 Avon Ct, Easton, MD 21601
    /43

    $1,695,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 2,064 Sq Ft

    7871 Avon Ct, Easton, MD 21601

    Refined waterfront offering on Maryland’s Eastern Shore, 7871 Avon Court has been completely transformed into a sophisticated modern farmhouse blending timeless design and convenience. Thoughtfully renovated to a like-new standard, the residence offers approximately 2,000 square feet with 3 bedrooms, 2.5 baths and a private office/flex space. Dramatic vaulted living spaces, wide-plank flooring,

    Kathy Christensen TTR Sotheby's International Realty

    7871 Avon Ct, Easton, MD 21601
  • 29881 Peirce Way, Easton, MD 21601
    29881 Peirce Way, Easton, MD 21601
    29881 Peirce Way, Easton, MD 21601
    /70

    $495,000

    • 3 Beds
    • 2.5 Baths
    • 3,098 Sq Ft

    29881 Peirce Way, Easton, MD 21601

    Welcome to 29881 Peirce Way, a spacious 3,008-square-foot home in Easton Club East offering three bedrooms, two-and-a-half baths, and a thoughtfully designed floor plan with the primary suite on the main level. Formal living and dining rooms provide welcoming spaces for entertaining, while the impressive two-story family room is anchored by a gas fireplace.At the heart of the home, the

    Judith Germain Benson & Mangold, LLC

    29881 Peirce Way, Easton, MD 21601
  • 28642 Clubhouse Dr, Easton, MD 21601
    28642 Clubhouse Dr, Easton, MD 21601
    28642 Clubhouse Dr, Easton, MD 21601
    /47

    $559,000

    $16K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,548 Sq Ft

    28642 Clubhouse Dr, Easton, MD 21601

    Discover this inviting home in The Easton Club along the desirable Oxford Corridor. Photos coming soon. Welcome to a beautifully designed two‐level residence in the sought‐after Easton Club community. Built in 1995, this home blends timeless style with an open, light‐filled layout that offers both comfort and flexibility. The main level features a spacious primary suite with a luxury en suite

    Jana Meredith Meredith Fine Properties

    28642 Clubhouse Dr, Easton, MD 21601
  • 29181 Superior Cir, Easton, MD 21601
    29181 Superior Cir, Easton, MD 21601
    29181 Superior Cir, Easton, MD 21601
    /63

    $399,900

    • 4 Beds
    • 2.5 Baths
    • 2,786 Sq Ft

    29181 Superior Cir, Easton, MD 21601

    Welcome to Lakelands at Easton! This bright and spacious two-story townhome offers approximately 2,700 square feet of comfortable living space with a desirable floor plan designed for easy everyday living. The main level features a private primary suite, convenient laundry room, and a welcoming living area with a cozy gas fireplace and abundant natural light. The kitchen offers plenty of space

    Jennifer Angel-Fuhlman Coldwell Banker Realty

    29181 Superior Cir, Easton, MD 21601
  • 28597 Clubhouse Dr, Easton, MD 21601
    28597 Clubhouse Dr, Easton, MD 21601
    /2

    $719,000

    Coming Soon Sep 24
    • 3 Beds
    • 2.5 Baths
    • 3,855 Sq Ft

    28597 Clubhouse Dr, Easton, MD 21601

    Filled with natural light and offering an exceptional floor plan, this spacious Easton Club home combines comfortable first-floor living with an open setting and western exposure. Hardwood floors extend through much of the main level, where a generous great room features a raised-hearth fireplace, deck access and expansive views. The formal dining room and spacious chef’s kitchen are ideal for

    Kathy Christensen TTR Sotheby's International Realty

    28597 Clubhouse Dr, Easton, MD 21601
  • 24575 Deepwater Point Dr, Saint Michaels, MD 21663
    24575 Deepwater Point Dr, Saint Michaels, MD 21663
    24575 Deepwater Point Dr, Saint Michaels, MD 21663
    /30

    $660,000

    • 3 Beds
    • 2.5 Baths
    • 2,796 Sq Ft

    24575 Deepwater Point Dr, Saint Michaels, MD 21663

    Sprawling, 3 bedroom, 2 full bath, 1 half bath contemporary ranch home with an oversized 2-car attached garage, rear sunroom overlooking a rear patio, fish pond and gazebo. All of this on a 1.28 +/- acre parcel that backs to a pond/green of the Links at Perry Cabin Golf Course. This home has access to said golf club (membership required), scenic walking and biking trails, a nearby waterfront

    John Fifer Brokers Realty Group, LLC

    24575 Deepwater Point Dr, Saint Michaels, MD 21663
  • 6028 Millington Ln, Easton, MD 21601
    6028 Millington Ln, Easton, MD 21601
    6028 Millington Ln, Easton, MD 21601
    /37

    $799,000

    • 3 Beds
    • 3 Baths
    • 2,900 Sq Ft

    6028 Millington Ln, Easton, MD 21601

    Prime Oxford Road location! This distinctive one level contemporary home offers a desirable split bedroom floor plan and an exceptional setting just minutes from Talbot Country Club, Easton, and Oxford. Set on a wooded lot, the property combines privacy and comfortable one-level living. Inside beautiful wood floors extend throughout the main living spaces. The thoughtfully designed layout offers

    Barbara Watkins Benson & Mangold, LLC

    6028 Millington Ln, Easton, MD 21601
  • 7865 Pea Neck Rd, Saint Michaels, MD 21663
    7865 Pea Neck Rd, Saint Michaels, MD 21663
    7865 Pea Neck Rd, Saint Michaels, MD 21663
    /61

    $1,379,800

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,332 Sq Ft

    7865 Pea Neck Rd, Saint Michaels, MD 21663

    Under construction by Laine Street Homes, this exceptional property offers over 3,300 sq ft of finished living space plus an additional 480 sq ft of covered outdoor living. Set on approximately 2 acres with mature trees and located just minutes from the heart of historic St. Michaels, the home blends privacy, luxury, and convenience. Designed with a main-level primary suite, the floor plan

    Jana Meredith Meredith Fine Properties

    7865 Pea Neck Rd, Saint Michaels, MD 21663
  • 27772 Sharp Rd, Easton, MD 21601
    27772 Sharp Rd, Easton, MD 21601
    27772 Sharp Rd, Easton, MD 21601
    /84

    $13,750,000

    • 5 Beds
    • 9 Baths
    • 13,228 Sq Ft

    27772 Sharp Rd, Easton, MD 21601

    Stock Range Farm spans 350 acres of prime waterfront and is available for purchase in its entirety OR with reduced acreage including the main residence, if the buyer so chooses. Options include selling main residence with 20+ acres, 40+ acres, and 100+ acres. **CALL listing agent for more information!The property is free of easements and includes development rights, subject to all applicable

    Laura Carney TTR Sotheby's International Realty

    27772 Sharp Rd, Easton, MD 21601
  • 29141 Superior Cir, Easton, MD 21601
    29141 Superior Cir, Easton, MD 21601
    29141 Superior Cir, Easton, MD 21601
    /62

    $415,000

    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft

    29141 Superior Cir, Easton, MD 21601

    Welcome to this beautifully maintained end-unit townhome in the sought-after Lakelands at Easton community. Offering 4 bedrooms, 2.5 bathrooms, and a thoughtfully designed floor plan, this home combines the convenience of main-level living with generous space for family and guests. The spacious main-level primary suite features a walk-in closet and private en-suite bath, while a dedicated home

    Jennifer Angel-Fuhlman Coldwell Banker Realty

    29141 Superior Cir, Easton, MD 21601
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