52

Princess Anne, MD Homes for Sale

Section Image Section Image
  • 10600 Rosewood Ct, Princess Anne, MD 21853
    10600 Rosewood Ct, 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). Water and septic are already available, making the building process even easier. Conveniently located just minutes from Route 13, you’ll enjoy easy

    Agent Photo

    Bonnie Flinn

    ERA Martin Associates

    10600 Rosewood Ct, Princess Anne, MD 21853
  • 30471 Manor Dr, Princess Anne, MD 21853
    30471 Manor Dr, Princess Anne, MD 21853
    30471 Manor Dr, Princess Anne, MD 21853
    /22

    $247,999

    • 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

    Agent Photo

    Charlene Spence

    The Spence Realty Group

    30471 Manor Dr, Princess Anne, MD 21853
  • 11229 Stewart Neck Rd, Princess Anne, MD 21853
    11229 Stewart Neck Rd, Princess Anne, MD 21853
    11229 Stewart Neck Rd, 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

    Agent Photo

    Bonnie Flinn

    ERA Martin Associates

    11229 Stewart Neck Rd, Princess Anne, MD 21853
  • 0 Ocean Hwy Unit 27133104, Princess Anne, MD 21853
    0 Ocean Hwy Unit 27133104, 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
  • 28215 Merlin Ct, Princess Anne, MD 21853
    28215 Merlin Ct, Princess Anne, MD 21853
    28215 Merlin Ct, 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
  • 30380 Park Dr, Princess Anne, MD 21853
    30380 Park Dr, Princess Anne, MD 21853
    30380 Park 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
  • 11950 Drexwood Dr, Princess Anne, MD 21853
    11950 Drexwood Dr, Princess Anne, MD 21853
    11950 Drexwood Dr, 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
  • 30760 Hampden Ave, Princess Anne, MD 21853
    30760 Hampden Ave, Princess Anne, MD 21853
    30760 Hampden Ave, Princess Anne, MD 21853
    /3

    $64,900

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    30760 Hampden Ave, Princess Anne, MD 21853

    Great opportunity to buy below market value in Prince Ann County. Single family home, needs full renovation. Seller has never occupied the property, therefore cannot guarantee accuracy in the listing. Buyer must do their own due diligence. Buyer pays all closing cost. Cash or private money only. Seller prefers New World Title Company

    Alex Fox Allfirst Realty, Inc.

    30760 Hampden Ave, Princess Anne, MD 21853
  • 30540 Black Duck Ln, Princess Anne, MD 21853
    30540 Black Duck Ln, Princess Anne, MD 21853
    30540 Black Duck Ln, 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
  • 30472 Plantation Dr, Princess Anne, MD 21853
    30472 Plantation Dr, Princess Anne, MD 21853
    30472 Plantation 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
  • 26281 Deal Island Rd, Princess Anne, MD 21853
    26281 Deal Island Rd, Princess Anne, MD 21853
    /2

    $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
  • 11801 Beechwood St, Princess Anne, MD 21853
    11801 Beechwood St, Princess Anne, MD 21853
    /2

    $79,900

    Coming Soon
    • 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
  • 10407 William Sharpless Rd, Princess Anne, MD 21853
    10407 William Sharpless Rd, Princess Anne, MD 21853
    10407 William Sharpless 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
  • 30750 Park Dr, Princess Anne, MD 21853
    30750 Park Dr, 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
  • 30555 Skipjack Cir, Princess Anne, MD 21853
    30555 Skipjack Cir, Princess Anne, MD 21853
    30555 Skipjack Cir, 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
  • 30124 Peggy Ln, Princess Anne, MD 21853
    30124 Peggy Ln, Princess Anne, MD 21853
    30124 Peggy Ln, Princess Anne, MD 21853
    /57

    $415,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,296 Sq Ft

    30124 Peggy Ln, Princess Anne, MD 21853

    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 private dock, the property provides a tranquil setting with beautiful water

    Ross Muir EXP Realty, LLC

    30124 Peggy Ln, Princess Anne, MD 21853
  • 13460 Harrison Landing Rd, Princess Anne, MD 21853
    13460 Harrison Landing Rd, Princess Anne, MD 21853
    13460 Harrison Landing Rd, 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
  • 11726 St Stephens Way, Princess Anne, MD 21853
    11726 St Stephens Way, Princess Anne, MD 21853
    11726 St Stephens Way, Princess Anne, MD 21853
    /36

    $284,990

    New Construction $5K 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
  • 0 Pine Pole Rd Unit MDSO2007560, Princess Anne, MD 21853
    0 Pine Pole Rd Unit MDSO2007560, Princess Anne, MD 21853
    0 Pine Pole Rd Unit MDSO2007560, 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
  • 30791 Antioch Ave, Princess Anne, MD 21853
    30791 Antioch Ave, Princess Anne, MD 21853
    30791 Antioch Ave, 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
  • 10373 Locust Point Rd, Princess Anne, MD 21853
    10373 Locust Point Rd, Princess Anne, MD 21853
    10373 Locust Point Rd, Princess Anne, MD 21853
    /81

    $2,750,000

    $200K PRICE DROP
    • 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
  • 27093 Point Rd, Princess Anne, MD 21853
    27093 Point Rd, Princess Anne, MD 21853
    27093 Point Rd, 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
  • 11484 Somerset Ave, Princess Anne, MD 21853
    11484 Somerset Ave, 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
  • 12465 Mallard Ln, Princess Anne, MD 21853
    12465 Mallard Ln, Princess Anne, MD 21853
    12465 Mallard Ln, 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
  • 27174 Champ Wharf Rd, Princess Anne, MD 21853
    27174 Champ Wharf Rd, Princess Anne, MD 21853
    27174 Champ Wharf 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 OFFERThe 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

    JOSEPH GEIGER Berkshire Hathaway HomeServices PenFed Realty

    27174 Champ Wharf Rd, Princess Anne, MD 21853
  • 0 Deal Island Rd Unit MDSO2007564, Princess Anne, MD 21853
    0 Deal Island Rd Unit MDSO2007564, 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
  • 30483 Manor Dr, Princess Anne, MD 21853
    30483 Manor Dr, Princess Anne, MD 21853
    30483 Manor Dr, Princess Anne, MD 21853
    /21

    $299,900

    New Construction $15K 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
  • 0 Peggy Neck Rd Unit MDSO2007562, Princess Anne, MD 21853
    0 Peggy Neck Rd Unit MDSO2007562, Princess Anne, MD 21853
    0 Peggy Neck Rd Unit MDSO2007562, 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
  • 30509 Pecan Dr, Princess Anne, MD 21853
    30509 Pecan Dr, Princess Anne, MD 21853
    30509 Pecan Dr, 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
  • 30696 Hampden Ave, Princess Anne, MD 21853
    30696 Hampden Ave, Princess Anne, MD 21853
    30696 Hampden Ave, Princess Anne, MD 21853
    /43

    $229,990

    $70K PRICE DROP Coming Soon
    • Studio
    • 1,392 Sq Ft

    30696 Hampden Ave, Princess Anne, MD 21853

    Investor Alert - fully-occupied duplex, a couple blocks from Historic Downtown Princess Anne, and less than a mile to University of Maryland Eastern Shore campus. Unit 1 is a 3BR/1BA unit with a welcoming front porch, nice-sized living room with a wide opening into the eat-in kitchen w/built-in microwave, stove, fridge. 3 bedrooms, full bath with stacked washer/dryer included. Unit 2 is a 2BR/1BA

    Brandon Brittingham EXP Realty, LLC

    30696 Hampden Ave, Princess Anne, MD 21853
  • 0 Mt Vernon Rd Unit MDSO2006928, Princess Anne, MD 21853
    0 Mt Vernon Rd Unit MDSO2006928, 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 27th and 28th. 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
  • 30432 Oak St, Princess Anne, MD 21853
    30432 Oak St, Princess Anne, MD 21853
    30432 Oak St, 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
  • 11395 Hayman Dr, Princess Anne, MD 21853
    11395 Hayman Dr, Princess Anne, MD 21853
    11395 Hayman Dr, Princess Anne, MD 21853
    /8

    $479,900

    Coming Soon
    • 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
  • 30704 Hampden Ave, Princess Anne, MD 21853
    30704 Hampden Ave, Princess Anne, MD 21853
    30704 Hampden Ave, Princess Anne, MD 21853
    /48

    $229,990

    Coming Soon
    • Studio
    • 1,392 Sq Ft

    30704 Hampden Ave, Princess Anne, MD 21853

    Investor Alert - 1/2-occupied duplex, a couple blocks from Historic Downtown Princess Anne, and less than a mile to University of Maryland Eastern Shore campus. Unit 1 is a 3BR/1BA unit with a welcoming front porch, nice-sized living room with a wide opening into the eat-in kitchen w/built-in microwave, stove, fridge. 3 bedrooms, full bath with stacked washer/dryer included. Unit 2 is a 2BR/1BA

    Brandon Brittingham EXP Realty, LLC

    30704 Hampden Ave, Princess Anne, MD 21853
  • 0 0 Deal Island Rd Unit MDSO2007702, Princess Anne, MD 21853
    0 0 Deal Island Rd Unit MDSO2007702, Princess Anne, MD 21853
    0 0 Deal Island Rd Unit MDSO2007702, 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
  • 30090 Kristwood Way, Princess Anne, MD 21853
    30090 Kristwood Way, Princess Anne, MD 21853
    30090 Kristwood Way, 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
  • 12223 Somerset Ave, Princess Anne, MD 21853
    12223 Somerset Ave, Princess Anne, MD 21853
    12223 Somerset Ave, 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
  • 30030 Greenspring Dr, Princess Anne, MD 21853
    30030 Greenspring Dr, Princess Anne, MD 21853
    30030 Greenspring Dr, Princess Anne, MD 21853
    /30

    $225,000

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

    30030 Greenspring Dr, Princess Anne, MD 21853

    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 friends. The tiled,

    Anna Spann Coldwell Banker Realty

    30030 Greenspring Dr, Princess Anne, MD 21853
  • 0 Champ Rd, Princess Anne, MD 21853
    0 Champ Rd, Princess Anne, MD 21853
    0 Champ Rd, Princess Anne, MD 21853
    /23

    $98,500

    $3K PRICE DROP
    • Land
    • 10.13 Acres
    • $9,724 per Acre

    0 Champ Rd, Princess Anne, MD 21853

    Rare opportunity to own a truly unique waterfront parcel on Saint Peters Creek in Princess Anne, Maryland. This remarkable property offers over 1,500 feet of shoreline along a scenic tidal creek, providing expansive water views, abundant wildlife, and exceptional privacy. Accessed by a closed historic 333-yard road dating back to the Civil War era, the approach alone sets this property apart,

    Andrew Ball SVN |Miller Commercial Real Estate

    0 Champ Rd, Princess Anne, MD 21853
  • 11682 Church St, Princess Anne, MD 21853
    11682 Church St, Princess Anne, MD 21853
    11682 Church St, 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

Showing Results 1 - 40, Page 1 of 2

Maryland Somerset County

Real Estate & Homes for Sale in Princess Anne, MD

Why Live in Princess Anne

Princess Anne, Maryland, is a historic town on the Eastern Shore, known for its blend of preserved architecture and vibrant college culture, thanks to the University of Maryland Eastern Shore. The town's historic district features around 270 original structures, including Federal and Victorian homes, alongside midcentury ranch-style and New Traditional homes. While many residents rent, there are also apartment complexes near the university. The town's rural charm attracts retirees and those seeking a slower pace, with opportunities for outdoor activities along the Manokin River and nearby beaches like Ocean City and Chincoteague. Manokin River Park offers a playground and picnic areas, with kayaking and paddleboarding available. Dining options include the historic Sugar Water restaurant in the Washington Hotel and Beach to Bay Seafood, known for its fresh catches. The town hosts unique events like the Midnight Muskrat Dive, featuring live music and carriage rides. Local travel is supported by the main highway and Shore Transit buses, with pedestrian improvements underway to enhance walkability. For healthcare, TidalHealth in Salisbury, 15 miles north, provides full-service hospital care. While the Somerset School District serves the area, it receives average ratings, with early college credits available at UMES.

Learn more about living in Princess Anne

Frequently Asked Questions

What is the average home price in Princess Anne, MD?
Homes for sale in Princess Anne, MD have an average home price of $352,751.
How many homes have sold over the last 12 months in Princess Anne, MD?
68 homes have sold in Princess Anne, MD over the last 12 months.
What is the average household income in Princess Anne, MD?
The average household income in Princess Anne, MD is $47K.
Is Princess Anne, MD a safe city?
In general, the safest neighborhood in Princess Anne, MD with lower crime scores is Mount Vernon.
What are the most popular zip codes in Princess Anne, MD?
The most popular zip codes in Princess Anne, MD include 21853, 21822, 21871, 21804 and 21856.
What are the most popular neighborhoods in Princess Anne, MD?
The most popular neighborhood in Princess Anne, MD with the most homes for sale is Mount Vernon.
How much do you need to make to afford a house in Princess Anne?
The median home price in Princess Anne is $269,500. If you put a 20% down payment of $53,900 and had a 30-year fixed mortgage with an interest rate of 6.69%, your estimated principal and interest payment would be $1,390 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $60K a year to afford the median home price in Princess Anne. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Princess Anne is $47K.
How are the schools in Princess Anne, MD?
Princess Anne, MD has highly rated public and private schools. Some of the best schools in Princess Anne based on Niche Grades are Princess Anne Elementary School, Greenwood Elementary School and Washington Academy & High School. The neighborhood in Princess Anne with the highest rated schools is Mount Vernon. Browse all the schools in Princess Anne, MD to learn more.

Home Prices in Princess Anne, MD

The median home sale price in Princess Anne, MD is $267,500, up 11% year-over-year. Homes in Princess Anne sell in 56 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$267,500
Median Single Family Sale Price
$265,000
Median Townhouse Sale Price
$248,999
Median 2 Bedroom Sale Price
$238,500
Average Price Per Sq Ft
$167
Number of Homes for Sale
26
Last 12 months Home Sales
68
Months of Supply
4.60
Median List Price
$269,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
11%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group