37

Princess Anne, MD Homes for Sale under $300,000

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  • /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

    Agent Photo

    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

    Agent Photo

    Nicole Schreibstein Abbott

    Northrop Realty

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

    Agent Photo

    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

    Agent Photo

    Charlene Spence

    The Spence Realty Group

    30471 Manor Dr, 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /13

    $120,000

    • Land
    • 3.3 Acres
    • $36,364 per Acre

    12485 Mallard Ln, Princess Anne, MD 21853

    Come Build your Dream Home on this 3.3 Acre lot in the Pristine Covington Cove Development. Enjoy the Quiet Surroundings on this Partially Wooded Lot. Build a Pier Out to the Deep Water of Monie Creek and Enjoy the Perks of being a Resident in this Splendid Community including the Use of the Community Boat Ramp or Strolling Around the Fresh Water Pond that is close by. The Lot has already had the

    Robert Payne RE/MAX Advantage Realty

    12485 Mallard Ln, 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,

    Mary Augusto De Jesus 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,

    Mary Augusto De Jesus Wilson Landing Manufactured Home Community

    30581 Circle Dr, Princess Anne, MD 21853
  • /27

    $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
  • /34

    $249,999

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    30416 Plantation Dr, Princess Anne, MD 21853

    REDUCED!!! AND READY FOR A NEW OWNER!!! 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

    Debbie Brittingham RE/MAX Advantage Realty

    30416 Plantation Dr, 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
  • /42

    $285,000

    $15K PRICE DROP
    • 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
  • /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 28th and 29th. 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

Home Price Trends

Median Sale Price
$267,500
Median Single Family Sale Price
$265,000
Median Townhouse Sale Price
$249,499
Median 2 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$165
Number of Homes for Sale
28
Last 12 months Home Sales
68
Months of Supply
4.90
Median List Price
$269,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
11%
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