315

Talbot County MD Homes for Sale

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  • /53

    $2,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,472 Sq Ft

    26282 Deep Water Harbor Rd, Easton, MD 21601

    Tucked away on approximately 3 private acres along Plaindealing Creek just off the Tred Avon River, this striking waterfront retreat offers the perfect blend of Mid-Century Modern style, open-concept living, and exceptional Eastern Shore lifestyle amenities. With approximately 5’ MLW, a private dock with boat lift and floating dock, and sweeping water views from nearly every room, this property

    Chuck Mangold Benson & Mangold, LLC

    26282 Deep Water Harbor Rd, Easton, MD 21601
  • /32

    $995,000

    $54K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,250 Sq Ft

    109 W Marengo St, Saint Michaels, MD 21663

    This thoughtfully designed 4-bedroom, 3-bathroom home features an open-concept floor plan ideal for both everyday living and entertaining. The main-level primary suite provides a private retreat with a spacious walk-in closet and an en-suite bath complete with a double vanity and glass-enclosed shower. The living room is anchored by a cozy gas fireplace and flows seamlessly into the dining area

    Chuck Mangold Benson & Mangold, LLC

    109 W Marengo St, Saint Michaels, MD 21663
  • /101

    $2,895,000

    • 4 Beds
    • 5 Baths
    • 3,589 Sq Ft

    4440 Baildon Rd, Trappe, MD 21673

    Enjoy a Piazza Italian Market lunch at this Public and Broker/Agent open house Thursday 8/6 11am-1pm. With sweeping sunset views, this picturesque estate—perfectly situation on a deepwater point with a private dock on Island Creek just off the Choptank River—offers the rare combination of privacy, acreage, and refined Eastern Shore living. Just ten minutes from Easton, Oxford, and Cambridge, the

    Janet Larson Benson & Mangold, LLC

    4440 Baildon Rd, Trappe, MD 21673
  • /16

    $689,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,685 Sq Ft

    Madison Plan at The Preserve at Wye Mills, Wye Mills, MD 21679

    Koch Homes Builder
    13505 Rustling Oaks Dr Unit 41012050, Wye Mills, MD 21679
  • /46

    $2,500,000

    • 5 Beds
    • 1 Bath

    4108 Saulsbury Ln, Trappe, MD 21673

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

    Casey Kennedy Whitetail Properties Real Estate

    4108 Saulsbury Ln, Trappe, MD 21673
  • /18

    $174,900

    • Land
    • 18,295 Sq Ft
    • $416,429 per Acre

    0 Orchard Terrace Unit 2153376, Royal Oak, MD 21662

    Waterview lot located at the end of Orchard Terrace in Bellevue. Four partial lots (63,64,65,66) totaling .42+/- acres adjacent to the community park and a short walk to the community boat ramp. Waterviews overlooking the Tred Avon River and the Oxford / Bellevue Ferry. Public sewer allocation and developable lot letter on file from the county. Additional land available!

    Vincent Payne Realty Navigator

    0 Orchard Terrace Unit 2153376, Royal Oak, MD 21662
  • /72

    $5,995,000

    • 8 Beds
    • 5.5 Baths
    • 9,051 Sq Ft

    8612 Tilghman Island Rd, Wittman, MD 21676

    See listing MDTA2012146 which includes an adjacent 37+-acre waterfront parcel which has a sandy beach and offers additional opportunity, with approvals in place for a seven-bedroom main residence and a three-bedroom guest house. "Bolton Farm", available for the first time in over two decades, is an exceptional offering of rare privacy, including a renovated manor house, historic guest house, new

    Laura Carney TTR Sotheby's International Realty

    8612 Tilghman Island Rd, Wittman, MD 21676
  • /24

    $249,500

    • 2 Beds
    • 3 Baths
    • 1,300 Sq Ft

    1 Victoria Ct, Easton, MD 21601

    BUYER MUST FILL OUT APPLICATION AT HYDE PARK OFFICE AND BE APPROVED. NEW ROOF JUST INSTALLED MAY 2026! This charming and well maintained 2-bedroom, 3-bath rancher is located in the desirable Hyde Park 55+ community. Offering one-level living on one of the largest lot in the entire community. this home features a welcoming front porch that leads into a spacious living room. The open kitchen

    Jim Corson Benson & Mangold, LLC

    1 Victoria Ct, Easton, MD 21601
  • /29

    $469,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,892 Sq Ft

    1553 Lake Tahoe Dr, Trappe, MD 21673

    Experience the epitome of modern living in the Matisse. This thoughtfully designed home offers main-level living at its finest, providing unparalleled comfort and flexibility to suit your unique lifestyle. The heart of the home is an open-concept haven, seamlessly blending a gourmet kitchen, dining room, and spacious family room. The kitchen, a chef's dream, features a functional island, abundant

    Brookfield Residential Builder
    1553 Lake Tahoe Dr, Trappe, MD 21673
  • /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
  • /4

    $2,695,000

    $805K PRICE DROP
    • Land
    • 64.88 Acres
    • $41,538 per Acre

    0 Bar Neck Rd Unit MDTA2012008, Tilghman, MD 21671

    Very rare opportunity to buy a truly beautiful Eastern Shore Farm. This 65 acre farm has four residential building sites. There are two ponds and nearly 4,000’ of rip-rapped shoreline. Build your dream home or compound with unobstructed views of the Chesapeake Bay and Choptank River.

    Chuck Mangold Benson & Mangold, LLC

    0 Bar Neck Rd Unit MDTA2012008, Tilghman, MD 21671
  • /17

    $679,900

    $70K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,531 Sq Ft

    28839 Jasper Ln, Easton, MD 21601

    Nestled in the coveted Cooke’s Hope community, 28839 Jasper Lane offers the perfect blend of comfort, charm, and scenic surroundings. This spacious end-unit townhome features 4 bedrooms and 2.5 baths, including a desirable first-floor primary suite with a walk-in closet and spa-like soaking tub designed for easy everyday living. The airy, light-filled interior is highlighted by a soaring vaulted

    Chuck Mangold Benson & Mangold, LLC

    28839 Jasper Ln, Easton, MD 21601
  • /25

    $295,000

    • 3 Beds
    • 1 Bath
    • 1,262 Sq Ft

    21647 Camper Cir, Tilghman, MD 21671

    Welcome to 21647 Camper Circle in the charming waterfront community of Tilghman Island. This well-maintained home offers a peaceful Eastern Shore lifestyle with easy access to boating, fishing, crabbing, local marinas, and waterfront dining. Enjoy the relaxed island atmosphere while still being just a short drive from historic St. Michaels and other nearby amenities. The property features

    Heather Brummell Keller Williams Realty

    21647 Camper Cir, Tilghman, MD 21671
  • /65

    $1,145,000

    $150K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,574 Sq Ft

    110 N Morris St, Oxford, MD 21654

    Incredible opportunity to own a circa 1875 home in Oxford's Historic District that has been renovated with a separate 2 bedroom apartment with views of Town Creek. Formerly a Bed and Breakfast, it features 2 first floor bedrooms with 1 and 1/2 baths and 3 second floor bedrooms each with its own full bath. Entire exterior has been newly painted and most of the windows have been replaced. A lovely

    Henry Hale Benson & Mangold, LLC

    110 N Morris St, Oxford, MD 21654
  • /87

    $5,000,000

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

    5499 Anderby Hall Rd, Royal Oak, MD 21662

    Now offered at an improved price of $5,000,000. Excellent opportunity to own your own private Eastern Shore estate in Royal Oak. Anderby Hall, part of an original 1680 land grant, spans a breathtaking 12+/- acre parcel featuring 3,260’+/- of rip-rapped shoreline. This exceptional property includes a tidal pond, a private cove, and an exclusive island peninsula accessed by bridge. Pass through the

    Valerie Brown Coldwell Banker Realty

    5499 Anderby Hall Rd, Royal Oak, MD 21662
  • /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
  • /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
  • /36

    $429,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,774 Sq Ft

    CALI Plan at Gannon Range, Easton, MD 21601

    The Cali is a one-story home that optimizes living space with an open kitchen overlooking the living area and dining room. This 1,774 square foot home offers four bedrooms, two baths, and a two-car garage.As you enter the home from your porch, two guest bedrooms share the same bath and are separated from the living area. Continuing down the hallway, the well-appointed kitchen comes with a

    D.R. Horton Builder
    8749 Harper Way Unit 36203247, Easton, MD 21601
  • /2

    $350,000

    • 4 Beds
    • 1 Bath
    • 1,248 Sq Ft

    605 August St, Easton, MD 21601

    Welcome to 605 August Street, a well-maintained 4-bedroom, 1-bath home tucked away on a small cul-de-sac in the heart of Easton. Offering approximately 1,248 square feet of living space, this home features a functional layout with two bedrooms on the main level and two additional bedrooms upstairs, providing plenty of flexibility for a variety of needs.The home features an eat-in kitchen,

    Kee Blake Jason Mitchell Group

    605 August St, Easton, MD 21601
  • /43

    $529,888

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,068 Sq Ft

    5648 Trafalgar Cir, Tilghman, MD 21671

    Built in 2025, this new construction home offers the best of Eastern Shore living in the water-privileged community of Tilghman on the Chesapeake. Enjoy the ease of one-level living and a thoughtfully designed split-bedroom floor plan. The welcoming covered front porch opens to a bright entry foyer leading to the spacious, open-concept living area. The kitchen boasts granite countertops, a center

    Kim Crouch Ozman Benson & Mangold, LLC

    5648 Trafalgar Cir, Tilghman, MD 21671
  • /27

    $598,000

    • 3 Beds
    • 2 Baths
    • 2,348 Sq Ft

    204 Lincoln Ave, Saint Michaels, MD 21663

    Rio Vista Community – No Town Taxes! Enjoy life in the desirable Rio Vista community, featuring exclusive resident access to a waterfront park on the Miles River. Located just outside historic St. Michaels, this home offers exceptional convenience with a grocery store, hardware store, restaurants, beauty salon, Pilates studio, YMCA, and garden center all just minutes away. This solid ranch-style

    Cornelia Heckenbach Long & Foster Real Estate, Inc.

    204 Lincoln Ave, Saint Michaels, MD 21663
  • /29

    $8,000,000

    • Land
    • 56.62 Acres
    • $141,293 per Acre

    0 Ocean Gateway Unit MDTA2008568, Easton, MD 21601

    Don’t miss out on this rare opportunity to transform this 56+/ -acre parcel into a premier development project. This expansive property offers a blend of zoning options and fantastic exposure on Route 50, making it an ideal investment for developers. The property is well-suited for high-visibility projects including home improvement stores, pad sites, restaurants, and so much more. All utilities

    Barbara Watkins Benson & Mangold, LLC

    0 Ocean Gateway Unit MDTA2008568, Easton, MD 21601
  • /59

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 1,970 Sq Ft

    11 Londonderry Dr, Easton, MD 21601

    Welcome to 11 Londonderry Drive, a thoughtfully updated Easton home in the established Thread Haven neighborhood. Set on more than half an acre with no HOA, this inviting property offers a fenced backyard, two-car garage, wraparound front porch and a private outdoor setting just minutes from downtown Easton.The light-filled main level features an open, comfortable flow for everyday living and

    Debbie Lipscomb Benson & Mangold, LLC

    11 Londonderry Dr, Easton, MD 21601
  • /12

    $533,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 2,143 Sq Ft

    Kelly Plan at Four Seasons at Easton, Easton, MD 21601

    Welcoming porch leading into inviting extended foyer with ceiling treatment and convenient HovHall with a valet and closet off 3-car-garage entrance to help keep your home clean and organized.Gorgeous kitchen with island overlooking sun-drenched great room with optional beam ceiling treatment, dining area, and covered patio.Tranquil primary suite at rear of home, with stunning bathroom

    K. Hovnanian Homes Builder
    29434 Dutchmans Ln Unit 37862404, Easton, MD 21601
  • /17

    $489,990

    New Construction $13K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,570 Sq Ft

    29397 Jobes St, Easton, MD 21601

    Charming kitchen with Slate Grey cabinetry, quartz countertops, & center island.Open concept living area featuring stylish ceiling treatment & cozy fireplace.Lavish primary suite with detailed feature wall, walk-in closet, & private bath.Formal home office offers a quiet space to work remotely.Peaceful screened patio for relaxing with friends.Washer & dryer included to make

    K. Hovnanian Homes Builder
    29397 Jobes St, Easton, MD 21601
  • /48

    $1,700,000

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

    104 Myrtle St, Oxford, MD 21654

    Western sunsets and timeless waterfront living define this beautifully restored home on Town Creek in Oxford. A waterside pool, expansive entertaining deck, gazebo and private pier create an exceptional setting for relaxing, entertaining and enjoying life on the water.Inside, a gourmet kitchen and inviting family room with a custom built-in bar anchor the home, while warm pine floors add

    Kathy Christensen TTR Sotheby's International Realty

    104 Myrtle St, Oxford, MD 21654
  • /23

    $399,000

    Open Sun 12PM - 2PM
    • 4 Beds
    • 2 Baths
    • 1,743 Sq Ft

    214 Madison Ave, Saint Michaels, MD 21663

    Opportunity awaits! This 4-bedroom, 2-bathroom, two-level home offers a functional layout and plenty of potential for its next owner. The main level features beautiful hardwood floors, a galley kitchen, a separate dining room, and comfortable living spaces. Outside, you'll find a spacious yard with a storage shed, providing plenty of room for outdoor activities, gardening, or future

    Shelley Baden Berkshire Hathaway HomeServices PenFed Realty

    214 Madison Ave, Saint Michaels, MD 21663
  • /14

    $450,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,978 Sq Ft

    Seagrove Plan at Four Seasons at Easton, Easton, MD 21601

    Inviting foyer with convenient half-bath.Gorgeous open-concept living space with beautiful kitchen island, dining area, and great room.Primary suite with large bathroom and walk-in closet offering you your own private retreat.HovHall with pantry, Stuff of Life Room, and laundry room connecting kitchen and 2-car garage.Secluded bedrooms 2 and 3 with hall bath on second

    K. Hovnanian Homes Builder
    29434 Dutchmans Ln Unit 37862408, Easton, MD 21601
  • /4

    $950,000

    $200K PRICE INCREASE
    • Land
    • 10.5 Acres
    • $90,476 per Acre

    1700 Ocean Gateway, Trappe, MD 21673

    Excellent Traffic Exposure - Frontage on Choptank River - Potential Winter Boat Storage - All Earnest Money Deposits (EMD) shall be held in escrow by listing broker.

    Robert E. Latshaw Jr Latshaw Real Estate Brokers & Advisors

    1700 Ocean Gateway, Trappe, MD 21673
  • /7

    $4,125,000

    • Land
    • 10.9 Acres
    • $378,440 per Acre

    306 Port St, Easton, MD 21601

    Largest remaining undeveloped parcel in the Town of Easton with attractive zoning of MXW. Please review permitted applications and development requirements. Agents must represent Buyers as their agent. Existing radio towers to be removed by seller, building lease is cancelable with a small land lease to adjacent building. Reasonable due diligence time will be considered with an executed contract.

    Bill Wieland Benson & Mangold, LLC

    306 Port St, Easton, MD 21601
  • /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
  • /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
  • /60

    $3,249,000

    $246K PRICE DROP
    • 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
  • /42

    $499,990

    New Construction
    • 3 Beds
    • 3 Baths
    • 2,309 Sq Ft

    DESTIN Plan at Gannon Range, Easton, MD 21601

    The Destin, a 2,309 square foot home, offers three bedrooms, three bathrooms, and a three-car garage.As you walk into this open concept one-story home, the family-friendly kitchen includes an oversized island, stainless steel appliances, and a walk-in pantry. The large laundry room, tucked between the kitchen pantry and the three-car garage, also features a coat closet. This living space

    D.R. Horton Builder
    8749 Harper Way Unit 41378287, Easton, MD 21601
  • /35

    $410,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,694 Sq Ft

    29152 Holly Rd, Easton, MD 21601

    Welcome to this spacious Cape Cod home featuring three bedrooms and two and a half bathrooms. Enjoy a welcoming front porch, an attached garage, and a generous yard perfect for outdoor enjoyment. A rear porch provides opportunity for outdoor dining and evening relaxation. Inside, the great room impresses with vaulted ceilings, and the primary bathroom offers a Jacuzzi tub and separate shower.

    Henry Hale Benson & Mangold, LLC

    29152 Holly Rd, Easton, MD 21601
  • /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
  • /25

    $799,000

    New Construction
    • 4 Beds
    • 2.5 Baths

    Lot 16A Meadow St, Saint Michaels, MD 21163

    Welcome to the quaint town of St. Michaels. Waterfront dining, history and small town feel are combined to give you a perfect home for full time or vacation home.Lacrosse homes is proud to present The Pointe.Time to make your personal selections. Make this home your personal statement.Pick the exterior colors, interior feature such as flooring, cabinets, countertops and more.Make this

    George Bailey Keller Williams Flagship

    Lot 16A Meadow St, Saint Michaels, MD 21163
  • /12

    $399,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,385 Sq Ft

    Pacifica II Plan at Four Seasons at Easton, Easton, MD 21601

    Lovely kitchen overlooking airy dining area, great room, and covered patio.Secluded primary suite with beautiful bathroom and walk-in closet.Home office at front of home, ideal for focused work.Hallway leading connecting kitchen to additional pantry and closet, hall bath, laundry room, bedroom 2, and 2-car garage.

    K. Hovnanian Homes Builder
    29434 Dutchmans Ln Unit 37862406, Easton, MD 21601
  • /55

    $849,000

    $76K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft

    228 South St, Oxford, MD 21654

    The Rose Cottage was first built in 1890 and owned by a waterman. With barely 1,200 square feet, the house served many generations of Oxford families. Fast forward for about 100 years, the house was raised and the foundation was modernized in the late 1990s. With plumbing and electrical upgrades, the house became a modern historical home. When the current owners bought the Cottage in 2004, they

    Henry Hale Benson & Mangold, LLC

    228 South St, Oxford, MD 21654
  • /44

    $485,490

    New Construction
    • 5 Beds
    • 3 Baths
    • 2,511 Sq Ft

    8695 Harper Way, Easton, MD 21601

    Coming soon to Gannon Range in Easton, MD, the Hayden at 8695 Harper Way is a popular 2,511 sq. ft. two-story home. It features five bedrooms—including one on the first floor—three full baths, a flex room, a loft, and a two-car garage.The welcoming foyer includes two coat closets, while the front flex room is perfect for a home office or den. The kitchen offers abundant white cabinetry,

    D.R. Horton Builder
    8695 Harper Way, Easton, MD 21601

Showing Results 41 - 80, Page 2 of 8

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