315

Talbot County MD Homes for Sale

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  • /2

    $1,250,000

    $430K PRICE DROP
    • Land
    • 18.86 Acres
    • $66,278 per Acre

    0 Ocean Gateway Unit MDTA2009628, Easton, MD 21601

    Final section of Lakelands subdivision! Previously approved for up to 48 lots, road cut thru, some water & sewer installed. PUD approved by Town in 2010. See agent for plats, engineering and current status. Unique opportunity! Wetlands needs to be updated with possible additional land becoming available. Road needs completion. Some Capital fees already paid. Water lines partially installed along

    Bill Wieland Benson & Mangold, LLC

    0 Ocean Gateway Unit MDTA2009628, Easton, MD 21601
  • /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.This property has been renovated and updated from the studs out. Features now include 2-3 Bedrooms 2 Full baths Living room with built-ins Light-filled kitchen

    Joan Wetmore TTR Sotheby's International Realty

    6394 Bozman Neavitt Rd, Neavitt, MD 21652
  • /16

    $130,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    68 Park Ln, Easton, MD 21601

    Priced below appraised value! Step into a new chapter of carefree living in the vibrant Hyde Park/ Sun Community located in Easton, MD. This home with 2 generously sized bedrooms and 2 full baths offers spacious, open living/dining /kitchen, separate laundry room and lots of closets. There is a bright three-seasons room—complete with separate side access. The open-concept living, dining, and

    Traci Jordan Meredith Fine Properties

    68 Park Ln, Easton, MD 21601
  • /22

    $979,000

    • 4 Beds
    • 3.5 Baths
    • 4,703 Sq Ft

    32675 Discovery Dr, Easton, MD 21601

    No showings until Aug. 25, 2026. Stunning and spacious, this 4703-square-foot residence rests gracefully on a meticulously landscaped 2-acre parcel adorned with majestic trees. A tranquil goldfish pond, home to over 40 fish, adds a serene touch and can remain with the property, or the owner can rehome the fish. Upon entering, you're greeted by soaring 9+ foot ceilings and an impressive cathedral

    Glory Bee Costa Keller Williams Select Realtors of Easton

    32675 Discovery Dr, Easton, MD 21601
  • /37

    $529,900

    $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,038 Sq Ft

    29700 Lexington St, Easton, MD 21601

    You’ll love this beautiful recently updated home with 4 bedrooms, 3 full baths in a sought after neighborhood. The home features a large family room with a gas fireplace, living room with wood burning fireplace, a formal dining room, first floor bedroom, master bath with walk in shower and double vanities. Downstairs is a large unfinished basement that could add 1,000 square feet to the living

    Sarah Robins Coldwell Banker Realty

    29700 Lexington St, Easton, MD 21601
  • /50

    $369,000

    $36K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,344 Sq Ft

    5116 Ocean Gateway, Trappe, MD 21673

    Welcome to 5116 Ocean Gateway, a thoughtfully updated rancher in Trappe offering Eastern Shore charm, comfortable one-level living, 1.5 acres, and an exceptional detached workshop and four-car garage. Conveniently located along Route 50, the property provides easy access to Easton, Cambridge, Oxford, St. Michaels, shopping, dining, waterfront destinations, and everyday conveniences, with Ocean

    Sam Boone Keller Williams Flagship

    5116 Ocean Gateway, Trappe, MD 21673
  • /3

    $49,900

    • Land
    • 1.28 Acres
    • $38,984 per Acre

    0 Ocean Gateway Unit MDTA2012696, Trappe, MD 21673

    1.28 Acres of vacant land on Route 50 Eastbound between Almshouse Road and Sanderstown Road. Undergrowth and small trees have been cleared and woodchips spread for easy access. Property does not have a SDA and therefore is not a buildable lot at this time. A 3 bedroom SDA application has been made for this 2026 wet season testing. Property will also need a driveway connection to Route 50 (an

    Holly Anderson Long & Foster Real Estate, Inc.

    0 Ocean Gateway Unit MDTA2012696, Trappe, MD 21673
  • /23

    $324,000

    $45K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,566 Sq Ft

    818 Applewood Ct, Easton, MD 21601

    3 bedroom rancher conveniently located in town on quiet cul-de-sac. Large 1/3 acre lot with fenced in back yard, screened porch, deck ,and small storage shed. Quiet neighborhood. New roof 2021. Walking distance to Rails to-Trails and John Ford Park. Sold As Is. Priced below recent appraisal

    Carl Treat Meredith Fine Properties

    818 Applewood Ct, Easton, MD 21601
  • /14

    $609,990

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

    29337 Blackiston St, Easton, MD 21601

    Well-equipped kitchen with Chestnut Brown cabinetry & vast center island.Spacious great room featuring cozy fireplace & stained beams.Lavish primary suite with ceiling treatment & feature wall.Refreshing primary bath with matte black finishes & walk-in closet.Formal home office offers a quiet space for working remotely.Charming screened patio for relaxing with friends.

    K. Hovnanian Homes Builder
    29337 Blackiston St, Easton, MD 21601
  • /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
  • /30

    $435,500

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    6403 Bozman Neavitt Rd, Neavitt, MD 21652

    Located about 12 miles from St Michaels, this home is in Neavitt, a charming village of 60+ houses at the end of a peninsula. It's in another, quieter world. The village has its own park and playground, a public landing with a launch for canoes, and an active community association. 6403 was renovated and expanded in 2011 and the layout adapted for modern living, with light-filled rooms, a

    Joan Wetmore TTR Sotheby's International Realty

    6403 Bozman Neavitt Rd, Neavitt, MD 21652
  • /86

    $6,800,000

    $700K PRICE DROP
    • 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
  • /75

    $2,995,000

    • 3 Beds
    • 3.5 Baths
    • 3,814 Sq Ft

    9338 Bantry Rd, Easton, MD 21601

    Welcome to Holly House – A Rare Waterfront Legacy Estate on the Miles RiverHolly House presents an extraordinary opportunity to own one of the Upper Miles River’s most captivating waterfront estates. Set gracefully on five spectacular, beautifully landscaped acres, this contemporary French-inspired residence offers approximately 150 feet of private shoreline, panoramic water views, and

    Tom Williams TTR Sotheby's International Realty

    9338 Bantry Rd, Easton, MD 21601
  • /39

    $375,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,364 Sq Ft

    8805 Cummings Rd, Wittman, MD 21676

    Located in the waterfront village of Wittman, close to the public landing and county park, this beautifully crafted two-story cottage blends charm and character with thoughtful design. The home features 2 bedrooms, 1.5 baths, multiple living areas and 2 office spaces . Open beams, wood floors, and architectural details create a warm, inviting atmosphere throughout. Meticulous renovations by a

    Wink Cowee Benson & Mangold, LLC

    8805 Cummings Rd, Wittman, MD 21676
  • /39

    $310,000

    $15K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,649 Sq Ft

    107 Wrightson Ave, Easton, MD 21601

    Easton Cape. This 4 bedroom, 2 bath home offers a living room with wood burning brick fireplace, spacious eat-in kitchen, porch/sunroom. Hot water baseboard oil heat, central air on 1st floor, 2 sheds, corner lot with mature plantings. Flooring is carpeted, but wood flooring under carpet (Buyer to confirm). Ready for immediate occupancy. First-time offered in 42 years. Close to downtown Easton

    Judy Moore Benson & Mangold, LLC

    107 Wrightson Ave, Easton, MD 21601
  • /64

    $749,900

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    101 Tilghman St, Oxford, MD 21654

    Beautifully crafted “Oxford Cottage,” just a few blocks from waterfront park access, downtown Oxford, the Oxford Bellevue Ferry, and the Strand beach. Built in 2023, this builder’s personal home is being offered for the first time. Upstairs features two spacious bedrooms, a full bath, and a convenient laundry area. The main level offers flexible living space with the option for an additional

    Eddie Matthews Benson & Mangold, LLC

    101 Tilghman St, Oxford, MD 21654
  • /144

    $2,475,000

    $220K PRICE DROP
    • 7 Beds
    • 5.5 Baths
    • 4,151 Sq Ft

    21642 Chicken Point Rd, Tilghman, MD 21671

    "Tranquil Waters" is a rare Chesapeake Bay waterfront retreat on Tilghman Island, comprehensively renovated to the highest standard and designed to capture panoramic water views from nearly every room. This extraordinary residence blends refined coastal architecture with the relaxed elegance of Eastern Shore living. Dramatic walls of glass, soaring ceilings, and open living spaces flood the home

    Dawn Lednum Chesapeake Bay Real Estate Plus, LLC

    21642 Chicken Point Rd, Tilghman, MD 21671
  • /8

    $575,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,288 Sq Ft

    316 Spring Dr, Easton, MD 21601

    Spacious Colonial in Charlestown Village - Welcome home to this beautifully cared-for Colonial offering 4 bedrooms, 2.5 baths, and over 2,288 sq. ft. of living space (actual square footage exceeds the tax record). The main level features hardwood flooring and a comfortable flow designed for everyday living and entertaining. At the back of the home, the kitchen with stainless steel appliances and

    Traci Jordan Meredith Fine Properties

    316 Spring Dr, Easton, MD 21601
  • /104

    $2,750,000

    • 4 Beds
    • 3 Baths
    • 6,361 Sq Ft

    7543 Bozman Neavitt Rd, Bozman, MD 21612

    This stunning waterfront estate is located just minutes from Historic downtown St. Michaels and offers breathtaking views across Leadenham Creek. The property combines a beautifully renovated main residence, guest house, private dock, waterside pool and expansive open land in one exceptional Eastern Shore offering. Renovated in 2017, the 3,500± sqft brick residence features an open floor plan

    Kim Crouch Ozman Benson & Mangold, LLC

    7543 Bozman Neavitt Rd, Bozman, MD 21612
  • /2

    $2,490,000

    $160K PRICE DROP
    • Land
    • 49.53 Acres
    • $50,273 per Acre

    0 Chloras Point Rd Unit MDTA2005786, Trappe, MD 21673

    Prime hunting farm on the Choptank River in Talbot County. 49+ acres, duck, geese, deer, 500'+ of waterfrontage, 3.5-4' MLW, pond, sandy beach, beautiful, broad, westerly views.

    Clifford Meredith Meredith Fine Properties

    0 Chloras Point Rd Unit MDTA2005786, Trappe, MD 21673
  • /7

    $699,000

    • Land
    • 5.9 Acres
    • $118,475 per Acre

    8992 Mistletoe Dr, Easton, MD 21601

    Priced to Sell!! Positioned within the popular Talbot Commerce Park in Easton, this ±5.90-acre commercial/industrial lot presents an opportunity to secure a development-ready site in one of the Eastern Shore’s premier business hubs (approvals and permits required). Strategically located just off the Easton Bypass and U.S. Route 50, the Property offers exceptional regional connectivity, allowing

    Wesley Cox, CCIM SVN |Miller Commercial Real Estate

    8992 Mistletoe Dr, Easton, MD 21601
  • /6

    $800,000

    • Land
    • 10.48 Acres
    • $76,336 per Acre

    0 Quaker Neck Rd, Bozman, MD 21612

    This exceptional 10.48 acre parcel of land offers a rare opportunity to embrace an exclusive lifestyle. With an impressive 461+/- feet of waterfront along the picturesque Sandy Point Cove leading to Broad Creek, this property is a haven for privacy. Enjoy private access to the water, ideal for fishing, canoeing, and kayaking. The expansive lot offers ample space for the creation of a luxurious

    Melissa Tippett TTR Sotheby's International Realty

    0 Quaker Neck Rd, Bozman, MD 21612
  • /45

    $470,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    8658 Cummings Rd, Wittman, MD 21676

    Enjoy the ease of one-level living in this well-maintained rancher, built in 2002 and situated on 2+/- acres in the quaint village of Wittman. Offering 1,662+/- sqft, this 3-bedroom, 2-bath home provides comfortable living with plenty of room to enjoy both inside and out. Hardwood flooring welcomes you into the foyer, which opens to a spacious living room. The kitchen features ample cabinetry,

    Kim Crouch Ozman Benson & Mangold, LLC

    8658 Cummings Rd, Wittman, MD 21676
  • /11

    $219,000

    $10K PRICE DROP
    • Land
    • 10,890 Sq Ft
    • $876,000 per Acre

    912 Calvert Ave, Saint Michaels, MD 21663

    One of the few remaining building lots in the St. Michaels area. This is a prime building lot, 75' x 150', ready for someone to design and construct a new home. Public water/sewer and high-speed internet available for hookup. Calvert Avenue is a convenient address, near schools, banks, grocery stores, boat ramps and St. Michaels' many fine shops, museums and restaurants. A public waterfront park

    Tom Crouch Benson & Mangold, LLC

    912 Calvert Ave, Saint Michaels, MD 21663
  • /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
  • /7

    $430,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft

    12690 Peach Ln, Cordova, MD 21625

    Welcome to Peach Lane. This home shows true pride of ownership in sought-after Fike's Orchard in Talbot County, located in the Chapel School District. Situated on over an acre, this property features mature landscaping, an established vegetable garden, and a welcoming front porch with views overlooking the original farm and orchard.A large 16x20 freshly painted back deck opens to the

    Roger Boyce Chesapeake Real Estate Associates, LLC

    12690 Peach Ln, Cordova, MD 21625
  • /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
  • /47

    $429,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,018 Sq Ft

    29739 Penny Ln, Easton, MD 21601

    Custom built house in 2002 with first floor master suite, large family room, enclosed sunporch and two car garage. House has hardwood floors, gas fireplace with quality built in shelving, covered front porch and so much more. You won't want to miss this one!

    Henry Gibbons-Neff Meredith Fine Properties

    29739 Penny Ln, Easton, MD 21601
  • /133

    $3,995,000

    $500K PRICE DROP
    • 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
  • /48

    $599,000

    • 3 Beds
    • 2.5 Baths
    • 2,729 Sq Ft

    7425 Michael Ave, Easton, MD 21601

    Welcome to the highly desirable 55+ section of Easton Club East. Situated on a premium corner lot, this well-maintained Merion model offers comfortable living both inside and out. Enjoy the beautifully landscaped yard featuring a custom patio, pergola, irrigation system, and plenty of space to relax or entertain. Inside, the bright and inviting floor plan includes a welcoming foyer, formal living

    Barbara Watkins Benson & Mangold, LLC

    7425 Michael Ave, Easton, MD 21601
  • /2

    $525,000

    Open House 9/11 Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,729 Sq Ft

    29796 Lyons Dr, Easton, MD 21601

    Welcome to 29796 Lyons Drive, where comfortable elegance, easy living, and the peaceful beauty of Maryland’s Eastern Shore come together. Located in a desirable 55+ community, this beautifully maintained Merion Model offers an inviting floor plan, impressive architectural details, and tranquil surroundings. Adding even more peace of mind, the home features a roof that is only 2 years

    Gwen Eskridge Coldwell Banker Chesapeake Real Estate Company

    29796 Lyons Dr, Easton, MD 21601
  • /43

    $360,000

    $45K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft

    402 Cherry St, Easton, MD 21601

    Welcome to 402 Cherry Street, a beautifully, renovated three or four bedroom, two-full bath, light-filled home located in the charming historic district of Easton. The residence combines modern updates with prime location and offers a low-maintenance lifestyle in the heart of this captivating town. Renovated in 2023 and thoughtfully designed to maximize space and functionality. The attention to

    Brian Petzold Benson & Mangold, LLC

    402 Cherry St, Easton, MD 21601
  • /25

    $1,550,000

    • Land
    • 37.86 Acres
    • $40,940 per Acre

    4502 Old Trappe Rd, Trappe, MD 21673

    Trappe Business Park -38± Acres in Trappe, Maryland. Exceptional industrial development opportunity in the heart of Talbot County. Trappe Business Park consists of approximately 38± acres with a preliminary plat approved by the Town of Trappe for twelve (12) industrial building lots. Lot sizes range from approximately 1.5 acres up to 11.8 acres, offering flexibility for a variety of industrial,

    Shawn Moore Meredith Fine Properties

    4502 Old Trappe Rd, Trappe, MD 21673
  • /97

    $2,300,000

    $375K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 9,206 Sq Ft

    28923 Island Creek Rd, Trappe, MD 21673

    "New Scotland Farm" First time offered in decades! This special and unique offering includes 100 +/- acres of prime farm and hunting land, encompassing a spacious farmhouse and three additional income producing properties, two ponds, and deeded water access with a dock and slip on LaTrappe Creek. There is the potential for subdivision of 4 lots outside the of the critical area. (buyer to

    Debbie Lipscomb Benson & Mangold, LLC

    28923 Island Creek Rd, Trappe, MD 21673
  • /37

    $344,000

    • 2 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    28491 Pinehurst Cir, Easton, MD 21601

    This attractive end-unit townhouse is located in the desirable Easton Club community offering well-maintained, move-in ready living just minutes from historic downtown Easton. The home features a welcoming front porch that leads to the foyer and spacious kitchen, complete with granite counters, a pantry, breakfast bar, ample cabinet and counter space and appliances that are all less than two

    Kim Crouch Ozman Benson & Mangold, LLC

    28491 Pinehurst Cir, Easton, MD 21601
  • /38

    $430,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    9818 Tilghman Island Rd, McDaniel, MD 21647

    Improved Price!! Don't miss out ! The Perfect Blend of Space & Proximity. Loved by one family, this 4 bedroom 2 1/2 bath home is ready for the next owner. Situated on a beautiful1-acre parcel, this property is framed by magnificent, beautifully spaced mature trees and a cool gazebo to enjoy the park-like setting. Located in desirable McDaniel, you enjoy the ultimate Eastern Shore lifestyle:

    Valerie Brown Coldwell Banker Realty

    9818 Tilghman Island Rd, McDaniel, MD 21647
  • /11

    $1,060,000

    • Land
    • 3.16 Acres
    • $335,443 per Acre

    Lot 12 Price St, Easton, MD 21601

    A rare and refined opportunity to craft your custom estate just minutes from the heart of Easton. This waterfront, perc-approved, buildable homesite sits on Dixon Creek, combining privacy, respite, and proximity with an attractive tree lined road. Nestled in an exclusive rural setting surrounded by acres of farmland, much of which is preserved, yet only 5 minutes from fine dining, boutiques, and

    Alicia Gannon Dulin Benson & Mangold, LLC

    Lot 12 Price St, Easton, MD 21601
  • /19

    $719,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,090 Sq Ft

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

    Koch Homes Builder
    13505 Rustling Oaks Dr Unit 41012091, Wye Mills, MD 21679
  • /10

    $559,990

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

    7582 Ward Brothers Cir, Easton, MD 21601

    Home office with sliding doors provides a quiet place to work.Ceiling treatment & crown molding add architectural detail to the great room & kitchen.Stacked Ash Grey cabinetry with glass-front uppers defines the kitchen.GE® kitchen appliances keep everyday cooking within easy reach.Covered patio extends just beyond the dining area.Ceiling treatment enhances the primary

    K. Hovnanian Homes Builder
    7582 Ward Brothers Cir, Easton, MD 21601
  • /2

    $40,000

    • Land
    • 41,817 Sq Ft
    • $41,667 per Acre

    0 Ocean Gateway Unit MDTA2012744, Trappe, MD 21673

    Nearly one acre of land ideally located along Ocean Gateway (Route 50) between Trappe and Easton, Maryland. This property offers excellent visibility and convenient access to major routes. Situated in a central location on the Eastern Shore, you are just minutes from shopping, dining, and local amenities. Offered at $40,000, this is an affordable chance to secure land in a highly traveled

    Holly Anderson Long & Foster Real Estate, Inc.

    0 Ocean Gateway Unit MDTA2012744, Trappe, MD 21673

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