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Homes for Sale in 21853

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  • /6

    $60,000

    • Land
    • 2.42 Acres
    • $24,793 per Acre

    12543 Mallard Ln, Princess Anne, MD 21853

    Enjoy the space and tranquility of country living while building your custom home on this beautiful 2.62-acre homesite in the desirable Covington Cove community. Overlooking the neighborhood pond, this spacious., cleared lot offers a peaceful setting with plenty of room to create the home you've always wanted. Residents enjoy access to community amenities including a private boat ramp, common

    Robyn Kaspersky Real Broker, LLC

    12543 Mallard Ln, Princess Anne, MD 21853
  • /4

    $40,000

    • Land
    • 2.24 Acres
    • $17,857 per Acre

    28224 Merlin Ct, Princess Anne, MD 21853

    Build the home you've always envisioned on this 2.24-acre homesite overlooking scenic Monie Creek in the sought-after waterfront community of Covington Cove. Offering beautiful water views and space to design your ideal home, this lot combines privacy with the lifestyle so many people are looking for on Maryland's Eastern Shore. Community amenities include a private boat ramp, common area, and

    Robyn Kaspersky Real Broker, LLC

    28224 Merlin Ct, Princess Anne, MD 21853
  • /34

    $122,000

    • 1 Bed
    • 1 Bath
    • 694 Sq Ft

    11708 Robyn Ln, Princess Anne, MD 21853

    Looking for a Unique home? How about, The Cool Octagon House in Princess Anne? Open Concept for a nice flow throughout the home. Walking in the door you have a living room leading to your kitchen with eat in area. You can walk right out to the wrap around porch and enjoy your garden . Heading back in you will find the bedroom with laundry room and surprisingly large bathroom. You will have plenty

    Barbara DeTota ERA Martin Associates

    11708 Robyn Ln, Princess Anne, MD 21853
  • /40

    $269,990

    • 3 Beds
    • 2 Baths
    • 1,222 Sq Ft

    11746 Crisfield Ln, Princess Anne, MD 21853

    Built in 2022 by a local home-builder - 3BR/2BA ranch on a nice-sized lot. Location qualifies for 100% financing! One of our best-selling models - offers a welcoming front porch, wide open floorplan, upgraded finishes. Great kitchen - granite countertops, quality cabinets, stainless steel appliances. Gorgeous & durable luxury VP flooring throughout the kitchen, living, & dining areas, and both

    Richard Barr EXP Realty, LLC

    11746 Crisfield Ln, Princess Anne, MD 21853
  • /11

    $79,900

    • Studio
    • 1,280 Sq Ft

    11801 Beechwood St, Princess Anne, MD 21853

    Excellent duplex investment opportunity featuring two 1-bedroom, 1-bath units. The upper unit is currently tenant-occupied, providing immediate rental income, while the lower unit is vacant and ready for a new tenant or owner occupant. This property offers great potential for investors or buyers looking to live in one unit while generating income from the other.

    Mike Dunn Keller Williams Realty Delmarva

    11801 Beechwood St, Princess Anne, MD 21853
  • /57

    $525,000

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

    29728 Mount Vernon Rd, Princess Anne, MD 21853

    Mt. Vernon Road Farm is a 33.46-acre farm located just outside Princess Anne in Somerset County, Maryland. The property offers a balanced mix of productive cropland, timber, and a modest country home, making it well suited for agricultural, recreational, or investment ownership.Approximately 20 acres are currently tillable, providing productive farmland for crop production or lease. An

    Benjamin Alder The Land Group

    29728 Mount Vernon Rd, Princess Anne, MD 21853
  • /14

    $120,000

    • 3 Beds
    • 1 Bath
    • 1,450 Sq Ft

    26281 Deal Island Rd, Princess Anne, MD 21853

    Welcome to 26281 Deal Island Rd in Princess Anne MD . This 2 bedroom, 1 bath farm house offers an exciting fixer-upper opportunity. With classic country character and plenty of potential, this property is ideal for buyers, investors, or renovators looking to restore and customize a home to their vision. Conveniently located near Princess Anne's shopping, dining, and everyday amenities. Property

    Brenda Moore Coldwell Banker Realty

    26281 Deal Island Rd, Princess Anne, MD 21853
  • /7

    $119,900

    • 3 Beds
    • 2 Baths
    • 2,208 Sq Ft

    30791 Antioch Ave, Princess Anne, MD 21853

    Aubrey Campbell Keller Williams Realty Delmarva

    30791 Antioch Ave, Princess Anne, MD 21853
  • /31

    $215,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    30030 Greenspring Dr, Princess Anne, MD 21853

    PRICE IMPROVEMENT! This one story living home is located in the desirable Somerset Landing community of Princess Anne! Situated on a spacious quarter-acre lot, this inviting 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and outdoor living. A charming front porch welcomes you home, while the cozy carpeted living room creates a warm space to relax with family and

    Anna Spann Coldwell Banker Realty

    30030 Greenspring Dr, Princess Anne, MD 21853
  • /60

    $374,990

    $25K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,250 Sq Ft

    29523 Polks Rd, Princess Anne, MD 21853

    Tucked away on **5 private acres**, this spacious **5-bedroom, 3-bath** home offers the flexibility and space that's hard to find. With an existing layout that could easily accommodate a **6th bedroom**, the lower level features its own living area and kitchen, making it an excellent setup for multigenerational living, rental income, or a private guest suite.Enjoy the outdoors from the

    Louie Amabili EXP Realty, LLC

    29523 Polks Rd, Princess Anne, MD 21853
  • /2

    $260,000

    • Land
    • 19.96 Acres
    • $13,026 per Acre

    30750 Park Dr, Princess Anne, MD 21853

    +/- 19.96 acres of commercial land for sale located in the Princess Anne Business Park in Princess Anne, MD. Zoning allows for a wide range of Lt. Manufacturing, warehousing, and other uses. Water & Sewer is available.

    Chris Davis NAI Coastal

    30750 Park Dr, Princess Anne, MD 21853
  • /9

    $94,250

    • Land
    • 8.7 Acres
    • $10,833 per Acre

    0 0 Deal Island Rd Unit MDSO2007702, Princess Anne, MD 21853

    8.7± acres in the heart of Maryland’s beautiful Eastern Shore, offering a peaceful, wooded setting with convenient access to local marinas, fishing, crabbing, boating, and the abundant wildlife that makes Somerset County so special. Currently used for hunting, this property offers exceptional recreational opportunities today while also presenting potential for future possibilities. Based on

    Daniel Cherrix Atlantic Shores Sotheby's International Realty

    0 0 Deal Island Rd Unit MDSO2007702, Princess Anne, MD 21853
  • /8

    $479,900

    Coming Soon Aug 30
    • 4 Beds
    • 2.5 Baths
    • 2,126 Sq Ft

    11395 Hayman Dr, Princess Anne, MD 21853

    COMING SOON! Welcome to waterfront living on the beautiful Manokin River! This spacious 4 bedroom, 2.5 bath home is perfectly situated on .82 acres offering the ideal blend of privacy and convenience with NO HOA. Designed to embrace its stunning waterfront setting, the home features an expansive wraparound screened porch, composite decking, a cozy gas outdoor fireplace, an attached garage and a

    Kelsey Custer Berkshire Hathaway HomeServices PenFed Realty

    11395 Hayman Dr, Princess Anne, MD 21853
  • /6

    $100,000

    • Land
    • 3.43 Acres
    • $29,155 per Acre

    30380 Park Dr, Princess Anne, MD 21853

    OPPORTUNITY ZONE - 3.43 Acres Industrial lot for sale in the Princess Anne Industrial Park. Fully equipped with water, sewer, utilities and access roads. Fiber optic lines at the entrance to the park. The site is level, cleared and ready for immediate construction (subject to permits). The Industrial Park is accommodating to a wide range of light manufacturing, warehouse, service and office

    Florence Adams SVN |Miller Commercial Real Estate

    30380 Park Dr, Princess Anne, MD 21853
  • /9

    $89,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    30540 Black Duck Ln, Princess Anne, MD 21853

    Located in the all ages manufactured home community of Wilson Landing MHC, this brand new 2026 Clayton home has 3 bedrooms and 2 bathrooms at approximately 1,056 square feet. This home comes with a full kitchen, linoleum flooring, and washer/dryer hook-ups. Plus, it has a spacious layout, great location and much more! Wilson Landing offers a friendly atmosphere, generously sized home sites, and

    Lydia Hutchison Wilson Landing Manufactured Home Community

    30540 Black Duck Ln, Princess Anne, MD 21853
  • /89

    $367,999

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    27093 Point Rd, Princess Anne, MD 21853

    Waterfront living at its finest! This 3-bedroom 2-bath A-frame home is perfectly situated on St. Peters Creek with direct access to the Manokin River, Tangier Sound and the Chesapeake Bay. Whether you enjoy boating, fishing, crabbing, or hunting, this property offers the ideal Eastern Shore lifestyle with a private dock and boat lift just steps from your door. Very close by, is The Deal Island

    Michael Marrale Iron Valley Real Estate of Central MD

    27093 Point Rd, Princess Anne, MD 21853
  • /42

    $185,000

    • 3 Beds
    • 2 Baths
    • 934 Sq Ft

    11950 Drexwood Dr, Princess Anne, MD 21853

    Start your next chapter at 11950 Drexwood Dr! This recently updated 3-bedroom, 2-bath ranch home has been freshly painted throughout with brand-new carpet in all three bedrooms, features a spacious living room, a functional kitchen and dining area with plenty of storage, and a private primary suite with its own bathroom! The sunroom/den provides the perfect spot to enjoy your morning coffee,

    Jamie Taraila Keller Williams Realty Central-Delaware

    11950 Drexwood Dr, Princess Anne, MD 21853
  • /102

    $1,920,000

    • 6 Beds
    • 3.5 Baths
    • 5,617 Sq Ft

    14265 Melody Dr, Princess Anne, MD 21853

    Palatial High-Elevation 5-Acre Waterfront Estate: 5,600 SF All-Brick Rancher with In-Law SuitePlease view the Fly-Through Video!Sprawling across five acres of high-elevation land along Wicomico Creek, this magnificent 5,600-square-foot, single-level all-brick rancher delivers an elite waterfront lifestyle. A long, stately driveway draws you past a perfectly manicured lawn and

    Michael Alford Coldwell Banker Realty

    14265 Melody Dr, Princess Anne, MD 21853
  • /18

    $1,000

    • Land
    • 557 Acres
    • $2 per Acre

    0 Pine Pole Rd Unit MDSO2007560, Princess Anne, MD 21853

    ONLINE AUCTION: August 27th and 28th. Buyer registration information available through listing agent. The Pine Pole Tract is 557± acres of timber located west of Princess Anne on Pine Pole Road and Mt. Vernon Road. The property consists of an eight parcel ownership with varying age classes and densities of timber across the tract. The property has been strategically managed in recent years

    Benjamin Alder The Land Group

    0 Pine Pole Rd Unit MDSO2007560, Princess Anne, MD 21853
  • /14

    $1,000

    • Land
    • 243 Acres
    • $4 per Acre

    0 Peggy Neck Rd Unit MDSO2007562, Princess Anne, MD 21853

    ONLINE AUCTION: August 27th and 28th. Buyer registration information available through listing agent. 244± acres of wooded land located off Peggy Neck Road in Princess Anne, MD offering an exceptional recreational opportunity for both whitetail deer and turkey hunting. A portion of the property has been thinned in recent years and features a diverse timber stand, including dense 10+/- year old

    Benjamin Alder The Land Group

    0 Peggy Neck Rd Unit MDSO2007562, Princess Anne, MD 21853
  • /2

    $1,000

    • Land
    • 102.71 Acres
    • $10 per Acre

    0 Deal Island Rd Unit MDSO2007564, Princess Anne, MD 21853

    ONLINE AUCTION: August 28th and 29th. Buyer registration information available through listing agent. 102.71+/- acres of timber located on the north side of Deal Island Road and West side of Drawbridge Road in Princess Anne, MD. 17+/- acres were harvested in 2021 with the remaining timber commercially thinned the same year. Additional timber inventory and pricing available through listing agent.

    Benjamin Alder The Land Group

    0 Deal Island Rd Unit MDSO2007564, Princess Anne, MD 21853
  • /57

    $395,000

    Open Sat 11AM - 1PM $40K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,296 Sq Ft

    30124 Peggy Ln, Princess Anne, MD 21853

    ** Motivated seller, all reasonable offers will be considered. ** CITY SERVICES WITH NO CITY TAXES! Situated on over 3.75 private, meticulously maintained acres, this one-of-a-kind property in Princess Anne offers the perfect blend of privacy, convenience, and scenic beauty. Featuring 3 bedrooms, 2.5 baths, and nearly 2,300 square feet of living space.Overlooking a peaceful pond with a

    Ross Muir EXP Realty, LLC

    30124 Peggy Ln, Princess Anne, MD 21853
  • /73

    $639,900

    $70K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,055 Sq Ft

    13460 Harrison Landing Rd, Princess Anne, MD 21853

    Please view the Fly-Through Video!Remarkable Wicomico River Waterfront Home!Please view the Fly-Through Video!Kick back and relax Chesapeake style and fulfill your coastal dreams in this elevated 4 bedroom, 3 full bath home on 3.3 scenic acres, with more than 240 feet of waterfront. Enjoy water views from all but one room in the house and soak up the sun and breathtaking sunsets from

    Michael Alford Coldwell Banker Realty

    13460 Harrison Landing Rd, Princess Anne, MD 21853
  • /44

    $299,500

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

    27174 Champ Wharf Rd, Princess Anne, MD 21853

    MOTIVATED SELLERHOME WARRANTY AVAILABLE WITH ACCEPTED OFFERThis home has a recent appraisal 290,000, with copy posted in the document section of the MLSThe perfect getaway! This beautiful 2-bedroom 2 bath waterfront home is located on the quiet St Peter's Creek. This well-maintained home has a new well and water filtration system along with new bathrooms and flooring. You will be

    JOSEPH GEIGER Berkshire Hathaway HomeServices PenFed Realty

    27174 Champ Wharf Rd, Princess Anne, MD 21853
  • /37

    $650,000

    • 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
  • /29

    $99,999

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    30509 Pecan Dr, Princess Anne, MD 21853

    Opportunity awaits in Princess Anne! This 3-bedroom, 1.5-bath home offers solid potential for investors, renovators, or buyers looking to build equity through updates and improvements. Featuring a spacious layout, generous room sizes, and plenty of character, this property provides a great foundation to bring your vision to life. There's ample opportunity to enhance both the home's value and

    Kenneth Jester Coldwell Banker Realty

    30509 Pecan Dr, Princess Anne, MD 21853
  • /36

    $279,990

    New Construction $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    11726 St Stephens Way, Princess Anne, MD 21853

    Under Construction - Quick Delivery - August 2026! * * * Location Qualifies for 100% Financing! * * * Contemporary rancher built by local builders - Shore Home Construction. 3BR/2BA, 1300sf, one-story home on a corner lot in Saint Stephen's Corner, minutes to Rt 13, half mile to Historic Downtown Princess Anne, but on a residential side street off Deal Island Road. Open floorplan includes plenty

    Richard Barr EXP Realty, LLC

    11726 St Stephens Way, Princess Anne, MD 21853
  • /11

    $84,000

    New Construction $1K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 896 Sq Ft

    30535 Black Duck Dr, Princess Anne, MD 21853

    Located in the all ages manufactured home community of Wilson Landing MHC, this brand new 2026 Clayton Lewis home has 2 bedrooms and 2 bathrooms at approximately 896 square feet. This home comes with a full kitchen, linoleum flooring, and washer/dryer hook-ups. Plus, it has a spacious layout, great location and much more! Wilson Landing offers a friendly atmosphere, generously sized home sites,

    Lydia Hutchison Wilson Landing Manufactured Home Community

    30535 Black Duck Dr, Princess Anne, MD 21853
  • /13

    $89,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    30581 Circle Dr, Princess Anne, MD 21853

    Located in the all ages manufactured home community of Wilson Landing MHC, this brand new 2026 Clayton Lewis home has 3 bedrooms and 2 bathrooms at approximately 1,056 square feet. This home comes with a full kitchen, linoleum flooring, and washer/dryer hook-ups. Plus, it has a spacious layout, great location and much more! Wilson Landing offers a friendly atmosphere, generously sized home sites,

    Lydia Hutchison Wilson Landing Manufactured Home Community

    30581 Circle Dr, Princess Anne, MD 21853
  • /15

    $297,500

    New Construction
    • 3 Beds
    • 2 Baths

    30555 Skipjack Cir, Princess Anne, MD 21853

    Be the first to own this brand-new 3-bedroom, 2-bath rancher, currently under construction in an up-and-coming community that continues to gain attention for its growth and convenience. Offering 1,351 square feet of thoughtfully designed living space, this home features an open layout that’s ideal for both everyday living and entertaining. Inside, you’ll find a spacious primary suite complete

    Aubrey Campbell Keller Williams Realty Delmarva

    30555 Skipjack Cir, Princess Anne, MD 21853
  • /6

    $17,000

    • Land
    • 6,098 Sq Ft
    • $121,429 per Acre

    11682 Church St, Princess Anne, MD 21853

    Aubrey Campbell Keller Williams Realty Delmarva

    11682 Church St, Princess Anne, MD 21853
  • /2

    $39,000

    • Land
    • 1.4 Acres
    • $27,857 per Acre

    10600 Rosewood Ct, Princess Anne, MD 21853

    Build Your Dream Home in Rose Hill!Looking for the perfect place to build? Lot 7 in Rose Hill offers 1.4 acres of space in a beautiful neighborhood setting, giving you plenty of room to create the home you’ve always wanted (2,000 sq. ft. minimum).,Conveniently located just minutes from Route 13, you’ll enjoy easy access north to Salisbury and south to Virginia while still coming

    Agent Photo

    Bonnie Flinn

    ERA Martin Associates

    10600 Rosewood Ct, Princess Anne, MD 21853
  • /20

    $50,000

    • Land
    • 1.02 Acres
    • $49,020 per Acre

    Parcel 40 Revells Neck Rd, Westover, MD 21871

    PERCED 1+ acre lot minutes from the Chesapeake Bay's Manokin River without the need for flood insurance. A beautiful stand of mature pine and hardwood trees adorn this property. This lot is ready to be built on---it just needs your imagination! OWNER FINANCING IS AVAILABLE.

    Julie Swift The Land Group

    Parcel 40 Revells Neck Rd, Westover, MD 21871
  • /13

    $250,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 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
  • /2

    $299,900

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

    0 Ocean Hwy Unit 27133104, 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 27133104, Princess Anne, MD 21853
  • /8

    $95,000

    • Land
    • 3.59 Acres
    • $26,462 per Acre

    28215 Merlin Ct, Princess Anne, MD 21853

    3.59 acre building lot along Monie Creek in the beautiful neighborhood of Princess Anne's Covington Cove. This serene property is located on a cul-de-sac. Neighborhood features its own pond and boat ramp for homeowners to use. Close access to Princess Anne shopping and restaurants. Salisbury is 20 minutes away, Ocean City and Chincoteague are less than an hour's drive.

    Julie Swift The Land Group

    28215 Merlin Ct, Princess Anne, MD 21853
  • /2

    $1,000

    $592K PRICE DROP
    • Land
    • 219.74 Acres
    • $5 per Acre

    0 Follow Ditch Rd Unit MDSO2007232, Westover, MD 21871

    ONLINE AUCTION: August 27th and 28th. Buyer registration information available through listing agent. 219+/- acres of timber located on both sides of Follow Ditch Rd in Pocomoke City, MD. The timber has been managed at different intensities across the ownership. Logging roads and management trails offer easy access to the interior of this tract. This property is encumbered by a Maryland DNR

    Benjamin Alder The Land Group

    0 Follow Ditch Rd Unit MDSO2007232, Westover, MD 21871
  • /2

    $1,000

    $945K PRICE DROP
    • Land
    • 379 Acres
    • $3 per Acre

    0 W Post Office Rd Unit MDSO2007224, Princess Anne, MD 21853

    ONLINE AUCTION: August 27th and 28th. Buyer registration information available through listing agent. 379+/- acres of timber with access off of W Post Office Road in Princess Anne, MD. Property has a logging road down the center offering access to the interior of the property. Additional access to the eastern boundary line is off of W Post Office Road as well. Property is encumbered by a Maryland

    Benjamin Alder The Land Group

    0 W Post Office Rd Unit MDSO2007224, Princess Anne, MD 21853
  • /42

    $625,000

    $15K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 5,445 Sq Ft

    11700 Mansion St, Princess Anne, MD 21853

    Step back in time with this beautifully preserved historic home in the heart of Princess Anne, where original craftsmanship meets the charm of Maryland’s Eastern Shore. 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

    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 Samson Properties

    11691 Beechwood St, Princess Anne, MD 21853

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