Homes for Sale in 21853

• 

  

  

  /22

  $275,000

  • Studio
  • 1,792 Sq Ft

  30733 UNIT A & B Antioch Ext Ave, Princess Anne, MD 21853

  Turnkey income-producing duplex in the heart of Princess Anne! This well-maintained property features two 3-bedroom, 1-bath units generating $2,850/month in rental income with an impressive 8.5% cap rate. Both units are occupied with stable tenants, including one since 2024 and the second approaching one year, providing immediate cash flow from day one. Unit A was extensively renovated in 2026

  

  Nicole Schreibstein Abbott

  Northrop Realty

  30733 UNIT A & B Antioch Ext Ave, Princess Anne, MD 21853
• 

  

  

  /23

  $248,999

  • 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

  

  Charlene Spence

  The Spence Realty Group

  30471 Manor Dr, Princess Anne, MD 21853
• 

  

  

  /9

  $1,500,000

  • Land
  • 10.34 Acres
  • $145,068 per Acre

  11229 Stewart Neck Rd, Princess Anne, MD 21853

  Calling All Investors & Builders! This 14.83-acre commercial opportunity offers endless potential with Route 13 frontage and high visibility directly behind the Veterinary Hospital on the corner. Two parcels included – 11229 (zoned C-2 Highway Commercial) + 11209 Stewart Neck Rd. (Parcel ID#2001014315, zoned Commercial) Water & sewer hook-up available Wells & septic already on each parcel Several

  

  Bonnie Flinn

  ERA Martin Associates

  11229 Stewart Neck Rd, Princess Anne, MD 21853
• 

  

  

  /4

  $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). Water and septic are already available, making the building process even easier. Conveniently located just minutes from Route 13, you’ll enjoy easy

  

  Bonnie Flinn

  ERA Martin Associates

  10600 Rosewood Ct, Princess Anne, MD 21853
• 

  

  

  /22

  $275,000

  • 6 Beds
  • 2 Baths
  • 1,792 Sq Ft

  30733 Antioch Ave Unit A & B, Princess Anne, MD 21853

  Turnkey income-producing duplex in the heart of Princess Anne! This well-maintained property features two 3-bedroom, 1-bath units generating $2,850/month in rental income with an impressive 8.5% cap rate. Both units are occupied with stable tenants, including one since 2024 and the second approaching one year, providing immediate cash flow from day one. Unit A was extensively renovated in 2026

  

  Nicole Schreibstein Abbott

  Northrop Realty

  30733 Antioch Ave Unit A & B, 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
• 

  

  /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
• 

  /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 28th and 29th. 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
• 

  

  /16

  $49,990

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  26530 Deal Island Rd, Princess Anne, MD 21853

  Calling all investors, flippers, and handy buyers! This Eastern Shore farmhouse offers an opportunity to transform a property with plenty of potential. While the home requires repairs and updates, several major exterior improvements have already been completed within the last several years, including the roof, siding, windows, and exterior doors. The home offers one bedroom on the main level and

  Rachael Fritts RE/MAX Advantage Realty

  26530 Deal Island Rd, Princess Anne, MD 21853
• 

  

  /11

  $309,000

  $21K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 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
• 

  

  /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
• 

  

  /57

  $435,000

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

  30124 Peggy Ln, Princess Anne, MD 21853

  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 private dock, the property provides a tranquil setting with beautiful water views right from your own

  Ross Muir EXP Realty, LLC

  30124 Peggy Ln, Princess Anne, MD 21853
• 

  

  /73

  $675,000

  $35K 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
• 

  

  /36

  $289,990

  New Construction

  • 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
• 

  

  /18

  $1,000

  • Land
  • 557 Acres
  • $2 per Acre

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

  ONLINE AUCTION: August 28th and 29th. 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
• 

  

  /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
• 

  /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
• 

  

  /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. There is no formal HOA

  Frances Sterling ERA Martin Associates

  12465 Mallard Ln, Princess Anne, MD 21853
• 

  

  /34

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,289 Sq Ft

  11685 Beckford Ave, Princess Anne, MD 21853

  Are you looking for a home with that classic colonial charm, without turning your life into an episode of "This Old House?" Welcome Home to 11685 Beckford Ave, located downtown in Historic Princess Anne. This home underwent as extensive of a renovation as a house can in 2022, and is waiting for it's new owners to come and introduce themselves! With all appliances, major structural and mechanical

  William Brown EXP Realty, LLC

  11685 Beckford Ave, Princess Anne, MD 21853
• 

  

  /18

  $35,000

  $15K PRICE DROP

  • Land
  • 3.47 Acres
  • $10,086 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
• 

  

  /44

  $299,500

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

  27174 Champ Wharf Rd, Princess Anne, MD 21853

  The 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 surrounded by open country side and the soothing sounds of nature for a perfect backdrop for both relaxation and adventure. This peaceful environment invites you to

  JOSEPH GEIGER Berkshire Hathaway HomeServices PenFed Realty

  27174 Champ Wharf Rd, Princess Anne, MD 21853
• 

  

  /8

  $1,000

  $571K PRICE DROP

  • Land
  • 190.7 Acres
  • $5 per Acre

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

  ONLINE AUCTION: August 28th and 29th. Buyer registration information available through listing agent. 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

  Benjamin Alder The Land Group

  0 Deal Island Rd Unit MDSO2007210, 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
• 

  

  /21

  $309,900

  New Construction $5K PRICE DROP

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

  30483 Manor Dr, Princess Anne, MD 21853

  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
• 

  

  /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
• 

  

  /14

  $1,000

  • Land
  • 243 Acres
  • $4 per Acre

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

  ONLINE AUCTION: August 28th and 29th. 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
• 

  

  /29

  $114,999

  $10K 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
• 

  

  /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

  $1,000

  $815K PRICE DROP

  • Land
  • 326.41 Acres
  • $3 per Acre

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

  ONLINE AUCTION: August 28th and 29th. Buyer registration information available through listing agent. 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

  Benjamin Alder The Land Group

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

  

  /80

  $364,900

  • 4 Beds
  • 2 Baths
  • 1,970 Sq Ft

  11163 Stewart Neck Rd, Princess Anne, MD 21853

  Welcome to your dream sanctuary! This meticulously maintained home offers a perfect blend of indoor comfort and outdoor paradise, situated on a spacious lot that’s ready to accommodate all your lifestyle needs. As you arrive, you’ll be greeted by a paved driveway providing ample parking options, including a one-car carport attached to a workshop, a freestanding carport, and plenty of room to park

  Olivia Moyer Coldwell Banker Realty

  11163 Stewart Neck Rd, Princess Anne, MD 21853
• 

  

  /11

  $148,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,338 Sq Ft

  30432 Oak St, Princess Anne, MD 21853

  Huge price adjustment, a lot of house for the value. Waiting on the new owner to recognize the work that has been done to this grand lady. Up-dates have included central air and heat, dual zone, and new windows, just to name a few. The original hardwood floors are under the carpet. Large rooms and an eat in kitchen with a screened porch off the back. Rare for in town a nice garage for tools and

  Kat Thompson Benson & Mangold, LLC.

  30432 Oak St, Princess Anne, MD 21853
• 

  

  /10

  $69,900

  • Land
  • 2 Acres
  • $34,950 per Acre

  13712 Crows Foot Ln, Princess Anne, MD 21853

  Have you been searching for that lot...you know, that one no one else has seen and might just be YOUR lot? Look no further! Here in northern Somerset County, 13712 Crows Foot Lane has 2 acres of almost entirely cleared land waiting for it's new owners to bring their imagination and make it their own. Once a homesite to a mobile home, this property already comes equipped with electric service and

  Mike Lee Elmore EXP Realty, LLC

  13712 Crows Foot Ln, Princess Anne, MD 21853
• 

  

  /36

  $239,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  11956 Robyn Ln, Princess Anne, MD 21853

  Welcome home to this move-in ready property situated on an oversized corner lot in Princess Anne. Freshly painted and well landscaped, this home offers great curb appeal along with a fully enclosed fenced yard and a private rear patio, perfect for relaxing, entertaining, or enjoying a quiet evening outdoors. Inside, you’ll find a spacious eat-in kitchen featuring stainless steel appliances and

  Bob Heim ERA Martin Associates

  11956 Robyn Ln, Princess Anne, MD 21853
• 

  

  /15

  $205,000

  $10K PRICE DROP

  • 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
• 

  

  /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
• 

  

  /5

  $80,000

  $40K PRICE DROP

  • Land
  • 37,461 Sq Ft
  • $93,023 per Acre

  0 Annie Hyland Rd Unit MDSO2005566, Princess Anne, MD 21853

  Major price reduction! Create 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, and UMES. Whether you're envisioning a

  Marti Hawkins ERA Martin Associates

  0 Annie Hyland Rd Unit MDSO2005566, Princess Anne, MD 21853
• 

  /2

  $225,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  30030 Greenspring Dr, Princess Anne, MD 21853

  Stay Tuned....Coming Soon!

  Anna Spann Coldwell Banker Realty

  30030 Greenspring Dr, Princess Anne, MD 21853
• 

  /2

  $1,000

  $216K PRICE DROP

  • Land
  • 76.3 Acres
  • $13 per Acre

  0 Fitzgerald Rd Unit MDSO2006934, Princess Anne, MD 21853

  ONLINE AUCTION: August 28th and 29th. Buyer registration information available through listing agent. 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

  Benjamin Alder The Land Group

  0 Fitzgerald Rd Unit MDSO2006934, 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

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