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Homes for Sale in 21853

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  • /8

    $572,100

    • Land
    • 190.7 Acres
    • $3,000 per Acre

    0 Deal Island Rd Unit MDSO2007210, Princess Anne, MD 21853

    197.7± acres of timber located on the south side of Deal Island Road in Princess Anne, MD. Situated in close proximity to Deal Island Wildlife Management Area, the property offers strong potential for wildlife and recreational use. The timber has been thinned and managed in recent years, with two distinct age classes of pine creating a diverse forest structure. Combined with great access

    Benjamin Alder The Land Group

    0 Deal Island Rd Unit MDSO2007210, Princess Anne, MD 21853
  • /2

    $640,000

    • 4 Beds
    • 4 Baths
    • 5,445 Sq Ft

    11700 Mansion St, Princess Anne, MD 21853

    Beckford Manor, circa 1803, is a historic Federal/Georgian brick estate located in the heart of Princess Anne and listed on the National Register of Historic Places. Set on approximately 7.9 acres, this property offers over 5,400 square feet of living space, combining early American craftsmanship with modern comfort. The home features 4 bedrooms and 4 bathrooms, with large, well-proportioned

    Jennifer Whittington EXP Realty, LLC

    11700 Mansion St, Princess Anne, MD 21853
  • /4

    $215,000

    • 5 Beds
    • 3 Baths
    • 1,664 Sq Ft

    11691 Beechwood St, Princess Anne, MD 21853

    TURNKEY INVESTMENT OPPORTUNITY in Princess Anne, MD. This well located 2-Unit features two income producing units with occupied tenants. First unit; 3 Bed, 1 Full bath currently rented for $1,150/monthly. Second unit; 2 Bed, 1 Full bath currently rented for $1,000/monthly.. Situated just minutes from UMES college, this property offers strong rental potential with consistent demand. Ideal for

    Jessica Gosman-Bowen Curtis Real Estate Company

    11691 Beechwood St, Princess Anne, MD 21853
  • /18

    $45,000

    • Land
    • 4.37 Acres
    • $10,297 per Acre

    0 Anderson Rd Unit MDSO2007184, Princess Anne, MD 21853

    This 4.37-acre wooded lot on Anderson Drive in Princess Anne, MD offers a great opportunity to own land on the Eastern Shore. The property is tucked away, providing privacy and a natural setting with mature trees throughout. Located just a short drive from downtown Princess Anne, the University of Maryland Eastern Shore, shopping, dining, and boat ramps are all easily accessible. Two existing

    Jennifer Whittington EXP Realty, LLC

    0 Anderson Rd Unit MDSO2007184, Princess Anne, MD 21853
  • /28

    $314,900

    • 3 Beds
    • 2 Baths
    • 1,342 Sq Ft

    30443 Manor Dr, Princess Anne, MD 21853

    Welcome to this newly built home in the desirable Beckford Manor community, thoughtfully enhanced with upgrades since purchase. Situated on an exterior lot, this property offers both privacy and low-maintenance living, with the HOA covering lawn care, irrigation, mulching, and gutter cleaning. Designed for easy one-level living, the home features an open-concept layout connecting the kitchen,

    Agent Photo

    Charlene Spence

    The Spence Realty Group

    (410) 453-1673

    30443 Manor Dr, Princess Anne, MD 21853
  • /37

    $649,000

    • 3 Beds
    • 2.5 Baths
    • 2,426 Sq Ft

    10660 Rosewood Ct, Princess Anne, MD 21853

    Welcome home to this exquisite, approximately 2,426-square-foot three-bedroom/three-bathroom/nine-room custom-built home. The open floor plan design with LVP throughout is located on close to 1.5 acres in Somerset County’s premiere “Rosehill on the Manokin” neighborhood, approximately 20 minutes to Salisbury. An upscale gourmet kitchen and pantry including top-of-the-line Café appliances, a

    Kathleen Momme Coldwell Banker Realty

    10660 Rosewood Ct, Princess Anne, MD 21853
  • /62

    $374,900 Open Sat 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 2,034 Sq Ft

    26837 Waller Ln, Princess Anne, MD 21853

    Timeless character meets thoughtful upgrades on over an acre in a quiet, secluded setting near the water.This 3 bedroom, 2 bathroom home has been carefully maintained to preserve its original charm, including original hardwood floors, while incorporating meaningful improvements such as a newer roof, updated HVAC, and a tankless water heater.The oversized detached garage with a heated

    Marco Smith EXP Realty, LLC

    26837 Waller Ln, Princess Anne, MD 21853
  • /38

    $238,500 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,297 Sq Ft

    12460 Somerset Ave, Princess Anne, MD 21853

    Welcome to 12460 Somerset Ave, Princess Anne, MD! This 3-bedroom, 1-bath home offers 1,297 sq ft of living space on a spacious 0.89-acre lot and includes a 1-car garage. Renovations completed in 2022 include the roof, windows, kitchen, bathroom, appliances, and fresh paint. Previously used as a rental for 3 years, this property presents a great opportunity for an investor, first-time homebuyer,

    Crystal Travers Coldwell Banker Realty

    12460 Somerset Ave, Princess Anne, MD 21853
  • /4

    $255,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,170 Sq Ft

    12223 Somerset Ave, Princess Anne, MD 21853

    Welcome to this charming and versatile 3 -bedroom, 1-bath home offering both comfort and convenience! Step inside to find a spacious living room perfect for relaxing or entertaining guests. The converted garage provides a cozy sitting area that can serve as a bonus space for a home office, playroom, or lounge. Enjoy the outdoors with a generously sized backyard, ideal for gatherings, gardening,

    Cassandra Price The Spence Realty Group

    12223 Somerset Ave, Princess Anne, MD 21853
  • /16

    $195,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,090 Sq Ft

    26465 Mason Webster Rd, Princess Anne, MD 21853

    **Interior Pictures Coming Soon** Gorgeous fully renovated 2 bed + office, 2 bath coastal retreat offering the perfect blend of comfort, style, and location. Taken down to the studs, this home features new siding, roof, HVAC, windows, and luxury vinyl plank flooring throughout. The bright, inviting interior includes bay windows, ceiling fans, a beautifully updated kitchen with new appliances, and

    Agent Photo

    Nicole Schreibstein Abbott

    Northrop Realty

    (410) 936-4322

    26465 Mason Webster Rd, Princess Anne, MD 21853
  • /28

    $234,990

    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft

    13690 Bobtown Rd, Princess Anne, MD 21853

    *NEW PICS COMING SOON!* Welcome to this adorable 3BR/1BA contemporary rancher - Massive renovation in 2024 with new windows, new roof, new kitchen cabinets, counters, appliances, flooring, paint, bathroom, and more. On a nice-sized homesite backing to trees and fields in a great location - about 7mi to Historic Downtown Princess Anne, where you'll find a town with a rich cultural and art scene,

    Charlene Reaser EXP Realty, LLC

    13690 Bobtown Rd, Princess Anne, MD 21853
  • /81

    $2,950,000

    • 5 Beds
    • 5.5 Baths
    • 6,491 Sq Ft

    10373 Locust Point Rd, Princess Anne, MD 21853

    "Almodington" is one of Somerset Counties most elaborate mid-18th Century Georgian Plantation properties consisting of 203 waterfront acres on the Manokin River. This property is improved by the Manor House, Guest House, Garage with apartment above and multiple outbuildings. Recent upgrades include new cedar shake roof, new dock, new geo-thermal heating and air, new Marvin windows and two 10+

    Henry Gibbons-Neff Meredith Fine Properties

    10373 Locust Point Rd, Princess Anne, MD 21853
  • /34

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    30416 Plantation Dr, Princess Anne, MD 21853

    Don't hesitate to see this well maintained 3 bedroom, 2 bath home, nestled on the cul-de-sac in the great community of Beckford Manor, located in Historic Downtown Princess Anne near the Manokin River. It's many features include vaulted ceilings, a welcoming living room with gas fireplace, open kitchen with breakfast bar, bright dining room with double glass doors, master bedroom with attached

    Debbie Brittingham RE/MAX Advantage Realty

    30416 Plantation Dr, Princess Anne, MD 21853
  • /16

    $829,900 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,909 Sq Ft

    10148 Champ Rd, Princess Anne, MD 21853

    COMING SOON!! Be sure to check back for professional photos! Nestled along the tranquil shores of St. Peter’s Creek, 10148 Champ Road is a truly one-of-a-kind waterfront retreat—where craftsmanship, character, and nature come together in perfect harmony. Set on an expansive 13.49-acre private parcel with a pond and sweeping panoramic water views from every room & every window, this custom-built

    Donna Harrington Coldwell Banker Realty

    10148 Champ Rd, Princess Anne, MD 21853
  • /23

    $399,900

    • 4 Beds
    • 2.5 Baths
    • 1,752 Sq Ft

    28703 Adlers Rest Ln, Princess Anne, MD 21853

    Experience waterfront living on the Wicomico River in Princess Anne, MD! Situated on 10.8 acres with approximately 3.5 acres of uplands, this 4-bedroom, 2.5-bath home offers privacy, space, and beautiful natural surroundings. A covered front porch welcomes you inside, where you’ll find a versatile flex room just off the entry—perfect for a formal dining room, home office, or playroom. Continuing

    Pamela Price Berkshire Hathaway HomeServices PenFed Realty

    28703 Adlers Rest Ln, Princess Anne, MD 21853
  • /5

    $249,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    11477 Pine Pole Rd, Princess Anne, MD 21853

    COMING SOON! Beautifully updated 3-bedroom, 2-bath home plus a dedicated office, offering comfortable one-level living and a highly functional layout. Freshly painted throughout, the home features an updated kitchen, an expansive primary suite with a brand new private en-suite bath. Situated on nearly half an acre, the property is surrounded by peaceful woods and farmland, creating a private

    Agent Photo

    Nicole Schreibstein Abbott

    Northrop Realty

    (443) 331-5858

    11477 Pine Pole Rd, Princess Anne, MD 21853
  • /11

    $329,000

    • 1,232 Sq Ft

    10407 William Sharpless Rd, Princess Anne, MD 21853

    Very unique water front property in eastern shore, near Princess Ann and Deal Island. It is on a tidal creek and small boart/kayak can be launched, the remnant of a small pier is still there, public boat ramp is also close by. The house has 3 bed 1 bath upstairs and 1 bed 1 bath on main floor. The barn is idea for hanging out and social. House needs work, but previous owner has been living there

    Leon Liang Signature Home Realty LLC

    10407 William Sharpless Rd, Princess Anne, MD 21853
  • /33

    $305,000

    • 4 Beds
    • 2.5 Baths
    • 1,881 Sq Ft

    11820 Drexwood Dr, Princess Anne, MD 21853

    Experience the perfect blend of contemporary style and small-town charm. This impeccably maintained 4-bedroom, 2.5-bathroom home, built in 2021, offers the peace of mind of a newer construction without the wait for a builder. ?The main level welcomes you with an open-concept floor plan designed for the way people live today. The heart of the home is the chef-inspired kitchen, boasting sleek white

    Lee Wolff FSBO Broker

    11820 Drexwood Dr, Princess Anne, MD 21853
  • /70

    $489,999

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft

    26388 Mount Vernon Rd, Princess Anne, MD 21853

    Welcome to easy living on the shores of the Wicomico River, where life moves a little slower and the sunsets seem to last a little longer. “The Anchorage,” originally built in 1870 and lovingly expanded with two additions over the years, is a waterfront home full of character, comfort, and the kind of charm you just can’t recreate.As soon as you enter, your eyes are naturally drawn to the

    Donna Harrington Coldwell Banker Realty

    26388 Mount Vernon Rd, Princess Anne, MD 21853
  • /18

    $40,000

    • Land
    • 3.47 Acres
    • $11,527 per Acre

    0 Polks Rd, Princess Anne, MD 21853

    Looking for a private setting surrounded by beautiful woods and mature trees? This nearly 3.5-acre lot, tucked away on the quiet backroads of Somerset County, offers peaceful seclusion and natural beauty. Fully wooded and hidden from the hustle and bustle, you won't be disappointed. You'll enjoy the serenity of country living while still being a short drive to both Somerset County and neighboring

    Donna Harrington Coldwell Banker Realty

    0 Polks Rd, Princess Anne, MD 21853
  • /15

    $215,000

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    30090 Kristwood Way, Princess Anne, MD 21853

    Welcome to 30090 Kristwood, a charming 3-bedroom, 2 full bathroom home nestled in the heart of the desirable Princess Anne area. Surrounded by mature landscaping and a peaceful residential setting, this property offers the perfect blend of comfort, privacy, and convenience. Inside, you’ll find light-filled living spaces designed for both everyday living and easy entertaining. The functional

    Chris Thomas Berkshire Hathaway HomeServices PenFed Realty

    30090 Kristwood Way, Princess Anne, MD 21853
  • /2

    $217,445

    • Land
    • 76.3 Acres
    • $2,850 per Acre

    0 Fitzgerald Rd Unit MDSO2006934, Princess Anne, MD 21853

    76.3+/- deeded acres of timber located on the north side of Deal Island Road. The property is encumbered with a Maryland DNR Forest Conservation Easement that allows for management and harvest of timber however, no building rights remain with the property. Building rights may be purchased for an additional price. Tax map boundary acreage and deeded acreage do not match. Seller and The Land Group

    Benjamin Alder The Land Group

    0 Fitzgerald Rd Unit MDSO2006934, Princess Anne, MD 21853
  • /2

    $816,025

    • Land
    • 326.41 Acres
    • $2,500 per Acre

    0 Mt Vernon Rd Unit MDSO2006928, Princess Anne, MD 21853

    The Hamlet Tract consists of approximately 326.41+/- deeded acres featuring a mix of hardwood and pine timber in various age classes. Portions of the timber were harvested in 2021. The property is currently under a hunting lease, which may be continued or terminated at the buyer’s discretion. It is zoned AR, Agricultural-Residential District, and is protected under a Forestland Conservation

    Benjamin Alder The Land Group

    0 Mt Vernon Rd Unit MDSO2006928, Princess Anne, MD 21853
  • /19

    $174,500

    • 3 Beds
    • 2 Baths
    • 2,098 Sq Ft

    29550 Deal Island Rd, Princess Anne, MD 21853

    Investor Opportunity on 1.75 Acres! Brick House on a 1.75‐acre lot (76,230 sq ft) offering strong upside and flexibility. This 3‐bedroom, 2‐bath home features approximately 2,300 sq ft, including a partially finished walk‐out basement with additional living space. Heated breezeway connects to a 2‐car garage.Expansive lot provides privacy and potential for future improvements or expansion

    Daniel Demers Sell Your Home Services

    29550 Deal Island Rd, Princess Anne, MD 21853
  • /2

    $275,000

    • Land
    • 19.96 Acres
    • $13,778 per Acre

    30750 Park Dr, Princess Anne, MD 21853

    Chris Davis NAI Coastal

    30750 Park Dr, Princess Anne, MD 21853
  • /37

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,868 Sq Ft

    30472 Plantation Dr, Princess Anne, MD 21853

    Welcome to this beautifully maintained home located on a desirable corner lot in the Beckford Manor Association. Featuring 2 bedrooms and 2 full bathrooms, this home also offers the potential for a third bedroom, providing flexibility to fit your lifestyle.Hardwood floors flow throughout the home, creating a warm and cohesive feel. The open kitchen is perfect for everyday living and

    Valeria Nasir The Land Group

    30472 Plantation Dr, Princess Anne, MD 21853
  • /32

    $267,900

    • 3 Beds
    • 2.5 Baths
    • 1,352 Sq Ft

    11679 Beckford Ave, Princess Anne, MD 21853

    Welcome to 11679 Beckford Ave, a well-maintained property offering comfort, functionality, and strong long-term value. This home features a practical layout with ample living space, natural light throughout, and well-proportioned rooms designed for everyday living and entertaining.Step outside to a large rear patio, perfect for outdoor dining, entertaining guests, or creating your own private

    Mike Cowan Coldwell Banker Realty

    11679 Beckford Ave, Princess Anne, MD 21853
  • /20

    $314,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,372 Sq Ft

    30483 Manor Dr, Princess Anne, MD 21853

    Photos used are of a completed house with the same floor plan by the same builder. Home to be complete around 3/15/26. Open layout features kitchen with island. Dining area with sliding door to rear deck. Private primary bedroom with walkin closet and full bath. Home located in a completely maintained community. 2 car garage. Corner lot.

    Tracy Jones Long & Foster Real Estate, Inc.

    30483 Manor Dr, Princess Anne, MD 21853
  • /2

    $245,900 New Construction

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

    11484 Somerset Ave, Princess Anne, MD 21853

    Welcome to Princess Anne, Maryland and discover 11484 Somerset Avenue—a thoughtfully designed and inviting 3-bedroom, 2-bath home situated on approximately one-third of an acre. This property offers a balance of comfort, functionality, and modern style, making it ideal for both everyday living and entertaining. From the moment you arrive, you’re greeted by an impressive 40-foot front

    Martinez Blake Coldwell Banker Realty

    11484 Somerset Ave, Princess Anne, MD 21853
  • /25

    $154,995 New Construction

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    30564 Blue Jay Cir, Princess Anne, MD 21853

    Check out this beautiful, brand new home located in the Wilson Landing community. This line is called beautiful morning and features 3 bedrooms, 2 bathrooms, as well as a functional, yet stylish kitchen, perfect for entertaining. Beautiful Morning is a well appointed home, offering plenty of storage space and a private laundry room. Enjoy the en suite bathroom off of the main bedroom, with a walk

    John McGoldrick Long & Foster Real Estate, Inc.

    30564 Blue Jay Cir, Princess Anne, MD 21853
  • /12

    $499,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft

    27068 Annie Hyland Rd, Princess Anne, MD 21853

    To be built! Construction to begin once a contract is accepted. Find your dream home on picturesque St. Peters Creek, which connects to the Manokin River and flows into the Chesapeake Bay! Both septic and pier permits are already secured. This prime location is directly across from the St. Peter's Creek Boat Ramp and just 15 minutes from downtown Princess Anne, where you'll find shopping, dining,

    Marti Hawkins ERA Martin Associates

    27068 Annie Hyland Rd, Princess Anne, MD 21853
  • /2

    $364,999

    • 5 Beds
    • 3 Baths
    • 2,850 Sq Ft

    13310 Fitzbound Rd, Princess Anne, MD 21853

    A rare gem, a fully reimagined 5-bedroom luxury estate nestled on 2.5+ private acres. Every inch of this residence has been elevated with designer finishes and curated materials. The chef’s kitchen serves as the heart of the home, while the spa-caliber primary suite delivers a true retreat experience with a resort-level bath. Expansive living spaces, refined architectural detail, and upscale

    Samantha Allen Rise Real Estate, LLC

    13310 Fitzbound Rd, Princess Anne, MD 21853
  • /2

    $299,900

    • Land
    • 8.7 Acres
    • $34,471 per Acre

    0 Ocean Hwy Unit 25375594, Princess Anne, MD 21853

    8.70+- acre unimproved tract located with over 2,600+- feet of frontage along the northbound lane of RT 13/Ocean Highway. Currently zoned R-2 Medium Density Residential in Somerset County and adjoining the municipal boundary of the Town of Princess Anne. Town services (water & sewer) located just to the east of property. Southern end of property has frontage along the Manokin River. Recent

    Doug Williams National Land Realty

    0 Ocean Hwy Unit 25375594, Princess Anne, MD 21853
  • /32

    $369,000

    • 6 Beds
    • 2 Baths
    • 3,979 Sq Ft

    11887 Somerset Ave, Princess Anne, MD 21853

    Beautifully renovated Victorian home featuring 6 Bedrooms and 2 Full Bath, located in the historic district of Princess Anne. This charming residence blends timeless character with modern updates, preserving original features such as stunning hardwood floors, elegant staircase railings, and vintage doors. A luminous bonus room on the upper floor provides the perfect space for a studio, home

    Agent Photo

    Jaime Cortes

    Coldwell Banker Realty

    (410) 593-3753

    11887 Somerset Ave, Princess Anne, MD 21853
  • /3

    $160,000

    • 1,442 Sq Ft

    11528 Beckford Ave, Princess Anne, MD 21853

    Fully leased Triplex for sale in southern Princess Anne near Rt13. There are two units that are 1br/1ba each and one unit that is a 2br/1ba. The property needs work to reach it's full potential but there is definitely room to make some money here. Roof is good, just needs to be cleaned. City water/sewer service saves you from expensive septic/well repairs in the future. Renovate one unit at a

    Charles Campbell Keller Williams Realty Delmarva

    11528 Beckford Ave, Princess Anne, MD 21853
  • /15

    $120,000

    • Land
    • 4.15 Acres
    • $28,916 per Acre

    12465 Mallard Ln, Princess Anne, MD 21853

    This beautiful building lot on Monie Creek is ready and waiting for your custom home. Covington Cove is an established Messick Developed neighborhood that offers waterfront living at an affordable cost. The homes are very well maintained and offer gorgeous views over calm waters laden with fish and waterfowl. Enjoy watching the eagles nesting in the branches overhead. This community is only 15

    Frances Sterling ERA Martin Associates

    12465 Mallard Ln, Princess Anne, MD 21853
  • /23

    $262,000

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    30471 Manor Dr, Princess Anne, MD 21853

    Welcome to this well-maintained 3-bedroom, 2-bath home offering comfort, convenience, and room to grow! The main level features a spacious, easy-living layout and a kitchen with granite countertops—perfect for both everyday living and entertaining. A permanent staircase leads to a large unfinished second floor, ideal for storage or future expansion. Enjoy relaxing or hosting on the screened-in

    Agent Photo

    Charlene Spence

    The Spence Realty Group

    (410) 896-1254

    30471 Manor Dr, Princess Anne, MD 21853
  • /2

    $47,500

    • Land
    • 4 Acres
    • $11,875 per Acre

    0 Petes Hill Rd Unit MDSO2006286, Princess Anne, MD 21853

    4.00 acres offering endless possibilities! Nestled in a peaceful and scenic setting—perfect for your dream home, retreat, or investment. Bring your vision and make this beautiful slice of land your own. Buyer to verify all information and conduct due diligence for building.

    Mike Dunn Keller Williams Realty Delmarva

    0 Petes Hill Rd Unit MDSO2006286, Princess Anne, MD 21853
  • /42

    $292,500

    • 3 Beds
    • 2.5 Baths
    • 2,656 Sq Ft

    11619 Somerset Ave, Princess Anne, MD 21853

    Step into a piece of history with this beautifully preserved and thoughtfully updated residence, originally built circa 1856 for Joseph Brinkley. Designed and constructed by renowned local craftsman Seth Venables — celebrated for his work in the Federal and Greek Revival styles — this stately two-and-a-half-story home seamlessly blends timeless elegance with modern convenience. Set on a generous

    Mike Lee Elmore EXP Realty, LLC

    11619 Somerset Ave, Princess Anne, MD 21853
  • /35

    $160,000

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    30500 Valentine Dr, Princess Anne, MD 21853

    Priced Reduced !!!Adorable 3 bedrooms and 1 1/2 bathroom totally remolded on 2021 from hardwood floor to new roof with solar panels Seller with pay off the solar panel at closing .Bright and airy hardwood floor through out, living room, dinning room and bedrooms. sling door from dinning room lead to deck back of the house Kitchen with new stove and new deck for your enjoymentMust see,

    Su Mei Prete Berkshire Hathaway HomeServices PenFed Realty - OP

    30500 Valentine Dr, Princess Anne, MD 21853

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