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31080 Mccormick Swamp Rd, Princess Anne
$160,000
3 Beds ⋅ 2 Baths
Enjoy Country Living Just Minutes from downtown Princess Anne! Set on a spacious one-acre lot (additonal lot conveys tax ID 2015012315), this 3-bedroom, 2-bath home offers nearly 2,000 square feet of living space, including a dedicated office—perfect for working from home. The layout features an attached two-car garage and two outbuildings in the backyard for extra storage. Recent updates have been made, making this home a great canvas to personalize and make your own. If you're looking for room to spread out—both indoors and outdoors—this property delivers. Bonus Opportunity: An additional 14-acre parcel located just across the street is available for separate purchase. tax ID 2015014261 Don't miss this chance to enjoy peaceful country living with room to grow—priced to sell!

31080 Mccormick Swamp Rd, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

Selling Office: Century 21 New Horizon.

30039 Saint James Way, Princess Anne
$155,100
2 Beds ⋅ 1 Baths
Welcome Home! This Two bedroom, One bath home offers a wonderful opportunity to create a space that reflects your personal style and vision. Featuring a comfortable layout and plenty of character, this property is ready for its next chapter. Whether you’re looking for a cozy place to call home or a property where you can add your own finishing touches, you’ll appreciate the possibilities this home has to offer. Conveniently located near local amenities, shopping, dining, and schools, this property combines small-town charm with everyday convenience. Schedule your private tour today!

30039 Saint James Way, Princess Anne

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

13310 Fitzbound Rd, Princess Anne
$155,000
5 Beds ⋅ 3 Baths
Discover a unique investment opportunity with this charming 5-bedroom, 3-bathroom farmhouse, nestled on a generous 2.64-acre lot. Built in 1900, this property combines classic architectural style with modern potential, making it an ideal canvas for savvy investors looking to capitalize on the growing demand for rental properties or a serene retreat. The spacious interior boasts 2,876 square feet, offering ample room for creative renovations or updates that can significantly increase rental income or appealing to those seeking a cozy getaway in a tranquil setting. The expansive lot provides endless possibilities for outdoor enhancements, whether it's creating a garden oasis, adding recreational facilities, or simply enjoying the natural surroundings. Don't miss your chance to own a piece of history while securing your financial future!

13310 Fitzbound Rd, Princess Anne

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Bluewater Realty Group.

Fitzgerald Rd, Princess Anne
$150,000
ONLINE AUCTION: August 27th and 28th. 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 additional price. Tax map boundary acreage and deeded acreage do not match. Seller and The Land Group do not warrant the tax map boundaries. Buyer to perform their own due diligence. DO NOT ENTER PROPERTY WITHOUT PERMISSION OF THE LAND GROUP. Timber Resource Disclosure The timber resource information contained in this marketing package, including but not limited to stand maps, timber type classifications, acreage, age classes, and volume estimates, is based upon information provided by the property owner's resource manager and other available sources. Such information is presented for general informational purposes only and may not reflect current field conditions. The Land Group has not independently verified this information and makes no representation or warranty as to its accuracy or completeness. Purchasers should conduct their own due diligence and rely upon their own inspections and the advice of qualified forestry professionals. No warranty or guarantee is made by The Land Group or the property owner regarding timber volumes, acreage, age classes, species composition, or any other timber resource data.

Fitzgerald Rd, Princess Anne

Listing courtesy of The Land Group. Contact:

Selling Office: The Land Group.

27239 Mount Vernon Rd, Princess Anne
$150,000
3 Beds ⋅ 1 Baths
This charming farmhouse sits on over five acres in a peaceful country setting and offers plenty of potential. With spacious rooms and room to renovate, a little sweat equity could transform this home into a standout property—perfect for a full-time residence, a weekend retreat, or a value-added opportunity for investors. Just a few miles from Webster’s Cove Boat Ramp, the location provides easy access to boating, fishing, and scenic waterfront activities.

27239 Mount Vernon Rd, Princess Anne

Listing courtesy of RE/MAX Advantage Realty. Contact:

Selling Office: Iron Valley Real Estate Ocean City.

29550 Deal Island Rd, Princess Anne
$143,000
3 Beds ⋅ 2 Baths
Bring your vision to this spacious 3 bed, 2 bath home offering nearly 2,300 sq ft on 1.75 acres, complete with a peaceful pond setting. This property presents a strong opportunity for investors or buyers looking to renovate, with many of the big-ticket items already taken care of. Recent improvements include a new septic system (2021), updated plumbing (2020), and a hybrid water heater (2021). The main roof was replaced in 2014, HVAC system updated in 2013, and new windows installed in 2018 with additional downstairs windows replaced in 2020. The well pump was also replaced in 2016. The kitchen was renovated in 2018 and features granite countertops and quality Shrock cabinetry, providing a solid starting point for further upgrades. Exterior highlights include two sheds, a large 800+ sq ft shop with 200 AMP service perfect for storage or workspace, and a spacious yard with a scenic pond. The home offers additional value-add potential with an unfinished downstairs bathroom. Materials including a tub, shower surround, and vanity are already on-site and ready for installation. A sump pump is installed in the crawlspace for added peace of mind. This property is ideal for investors or buyers looking to complete a renovation and build equity. Being sold as-is.

29550 Deal Island Rd, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: ERA Martin Associates.

11955 Robyn Ln, Princess Anne
$143,000
2 Beds ⋅ 1 Baths
Check out this cute and spacious rancher that is perfect for a starter home or investment property. It's situated on a large lot perfect for outdoor entertainment and activities.

11955 Robyn Ln, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: EXP Realty, LLC.

32792 W Post Office Rd, Princess Anne
$140,000
3 Beds ⋅ 2 Baths
Privacy and country living is yours yet close to Somerset, Wicomico and Worcester Counties. This one level living home is situated on a massive 6+ acre lot, offering a peaceful and private living environment. As you enter, you will be greeted by the ample and opened floor plan which invites you to the living room. There is separate laundry room and three very spacious bedroom with 2 full baths. A large detached garage can be found in the back which features lots of storage space for your workshop. If you're looking for a lot away from the city, this is it!

32792 W Post Office Rd, Princess Anne

Listing courtesy of Northrop Realty. Contact:

Selling Office: Weichert, Realtors - Diana Realty.

30777 Hampden Ave, Princess Anne
$130,000
3 Beds ⋅ 1 Baths
Lots of updates to this beautifully 2 story single family home, 3 bedrooms, a bedroom on the 1st floor, 1 bath in the town of Princess Anne. New kitchen with new cabinets, countertops, new appliances, new laminate flooring, in fact the entire home has new laminated flooring. Bathroom, with new fixtures, stall shower and new floor, new ceiling lights with fans throughout the home. This home has an enclosed front and back porch, for much comfort and relaxation. This home sits on a huge front and back yard, lot size about a 1/4 of acre. This property is an Estate Sale. Being Sold As Is. Don't let this one get away! Put this one on your next tour list. Vacant and Ready to go!! Agent has a financial interest in the property. SELLERS MOTIVATED.

30777 Hampden Ave, Princess Anne

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Century 21 Home Team Realty.

30560 Washington St, Princess Anne
$112,000
4 Beds ⋅ 2 Baths
Investor or rehab opportunity! Step back in time with this grand 1870 brick residence on a corner lot in the heart of Princess Anne’s treasured Historic District. A rare late-19th century find, this three-level home is rich with period detail—formal living and den spaces with fireplaces, ceiling medallions with chandeliers, and timeless brick accent. Though currently uninhabitable, it’s a prime investment or full restoration opportunity. The private, fenced yard with patio offers space to unwind or reimagine. Just a stroll from the Manokin River Park and the storied Boxwood Garden, which has graced the area since the early 1800s. Historic bones, high potential—waiting for the next chapter to be written. Property being sold as-is, where-is.

30560 Washington St, Princess Anne

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

007 Mt Vernon Rd, Princess Anne
$95,000
AFFORDABLE .... READY. TO. HUNT 23 acre property located just outside of Princess Anne in Somerset County, MD. You will find the elusive sika deer on this piece along with plenty of whitetail to keep it interesting. The property is located on MT. Vernon Road where you will find a newly installed parking pad, and freshly cut access throughout the property. The property is improved with a nice 8-Point hunting box blind, and two spin feeders to attrach the deer on the property. The land is made up of 6 +/- acres of woods with the remaining being marsh with scattered trees. Out on the marsh by the creek, there may be some opportunity to hunt waterfowl as well. Great access has been created on the property to access the hunting areas, and the stands and feeders. This one is ready to, don't wait to schedule your private tour today!

007 Mt Vernon Rd, Princess Anne

Listing courtesy of Charis Realty Group. Contact:

Selling Office: Meredith Fine Properties.

W Post Office Rd, Princess Anne
$74,900
Looking for the perfect place to build your dream home or weekend getaway? This beautifully wooded lot offers over 2 acres of peace and privacy tucked away in the heart of Somerset County. Surrounded by nature, you’ll enjoy the quiet charm of the Eastern Shore while still being just a short drive to local amenities, waterways, and the Chesapeake Bay.

W Post Office Rd, Princess Anne

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Coldwell Banker Realty.

Annie Hyland Rd, Princess Anne
$74,500
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 full-time residence or a charming vacation retreat, this property offers endless possibilities. The seller is motivated and has completed all the necessary preparations—now it's your turn to bring this vision to life! Also listed as residential- to be built- MLS# MDSO2006722.

Annie Hyland Rd, Princess Anne

Listing courtesy of ERA Martin Associates. Contact:

Selling Office: RE/MAX Executive.

Hickory Ln And Blvd, Princess Anne
$70,000
UNIMPROVED LOT ON UMES BOULEVARD IN PRINCESS ANNE MD . ZONED R2. ALLOWED USES ARE DUPLEXES,, MULTIFAMILY WITH EXCEPTION, GROUP CARE WITH EXCEPTION, CHURCHES, PUBLIC OFFICES, ETC. MANY TYPES OF USES... SEE TOWN OF PRINCESS ANNE TABLE OF PERMISSABLE USES FOR R2. GREAT LOCATION WITH VISIBILITY AND ACCESS TO THE UNIVERSITY OF MARYLAND EASTERN SHORE, DOWNTOWN HISTORIC PRINCESS ANNE AND THE MANOKIN RIVER

Hickory Ln And Blvd, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

Mt Vernon Rd, Princess Anne
$57,000
Escape to serenity without giving up convenience. This nearly 8.25‑acre parcel on Mount Vernon Road offers a peaceful feeling with towering trees, and abundant wildlife. With road frontage and a quiet rural setting just minutes from the shops, schools, and amenities in Princess Anne, it’s the perfect canvas for your custom home, weekend retreat, or nature‑minded investment. Don’t miss this rare chance to own a piece of the Eastern Shore that delivers both peace and practicality. ”Build your dream home or possibly 2 with this parcel. Somerset County says it could be a possibility. This lot backs up to a creek and is wooded for privacy. If you want to create your own oasis but have a convenient location this could be the perfect spot.

Mt Vernon Rd, Princess Anne

Listing courtesy of Hileman Real Estate-Berlin. Contact:

Selling Office: ERA Martin Associates.

Parcel 103 Parcel 103 Deal Island Road, Princess Anne
$55,000
12.26 Acres | Vacant Land | Somerset County, MD Discover 12.26 acres of land just outside the town limits in beautiful Somerset County. This parcel offers the perfect blend of privacy and accessibility, providing the ideal setting for your dream home, recreational retreat, or investment opportunity. Whether you're looking to build, camp, or simply own a piece of peaceful nature, this property gives you the freedom to bring your vision to life—with endless potential. Surrounded by nature, yet conveniently close to town amenities, shopping, and schools. Wooded and private Just minutes from town Great for custom builds, hunting, or recreation Zoned for flexibility—check with the county for specific uses Don't miss out on the chance to own your own piece of the Eastern Shore!

Parcel 103 Parcel 103 Deal Island Road, Princess Anne

Listing courtesy of NextHome Mims Realty Group. Contact:

Selling Office: Long & Foster Real Estate, Inc..

Mt Vernon Rd, Princess Anne
$53,000
For Sale – 23 Acres of Raw Land in Princess Anne, MD (Somerset County) Discover an exceptional opportunity to own 23 acres of versatile raw land located on Mt. Vernon Rd in Princess Anne, Maryland (21853). This expansive property includes a 20-acre primary parcel plus an additional 3-acre parcel, offering a total of 871,200 sq. ft. of land. Currently used for agricultural recrational purposes, this property provides a blank canvas for a variety of future uses—whether you're considering farming, recreation, long-term investment, or potential development (subject to county approvals). The land features a peaceful rural setting surrounded by the natural beauty Somerset County is known for. Please note: the owners request that all potential buyers refrain from climbing the aged deer stands located on the property for safety reasons. With its size, location, and flexibility, this property presents a rare opportunity for buyers seeking space, privacy, and potential.

Mt Vernon Rd, Princess Anne

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: Charis Realty Group.

Five Farms Dr, Princess Anne
$51,000
3.25+- acre Lot - 7 on Five Farms Drive with approved perc (see uploaded documents or Listing Agent). This lot is completely wooded on the corner of Five Farms Drive and Whitehaven Ferry Road. Only a mile to the Whitehaven Ferry on the Wicomico River and approximately 6.5 miles from Rt 13, this lot is within 10 minutes of shopping, healthcare, and other amenities. Also, it is five miles to the public boat ramp and less than 13 miles to the Wicomico Yacht Club. No HOA.

Five Farms Dr, Princess Anne

Listing courtesy of National Land Realty, LLC. Contact:

Selling Office: Unrepresented.

12543 Mallard Ln, Princess Anne
$50,000
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 area, and pond, providing easy opportunities for boating, fishing, kayaking, and enjoying the natural beauty of Maryland's Eastern Shore. Conveniently located just minutes from Princess Anne, you're also close to thousands of acres of public lands offering exceptional hiking, birdwatching, hunting, and outdoor recreation.

12543 Mallard Ln, Princess Anne

Listing courtesy of Real Broker, LLC - Salisbury. Contact:

Selling Office: Coldwell Banker Realty.

13712 Crows Foot Ln, Princess Anne
$50,000
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 running water. Currently has a run-in shed on the property, and zoned agriculturally, perfect if you're looking to shelter livestock, or give your horse their own private pasture. Situated less than an hour from Maryland and Delaware beaches, and Chincoteague Island VA, this property is located minutes away from everything Salisbury and Princess Anne have to offer, with dining and restaurants, shopping, schools, healthcare, and recreational activities, but tucked away enough for that private, country living feeling! Size, acreage, utilities approximate. Buyers and buyer agents to do their own due diligence to their own satisfaction.

13712 Crows Foot Ln, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Unrepresented.

28098 Black Rd, Princess Anne
$50,000
3 Beds ⋅ 1 Baths
Charming Bungalow Ready for Your Vision! This small bungalow has been taken down to the beams and is ready for your personal touch. Major updates already completed include a brand-new roof and updated electrical system, giving you a solid foundation to build on. Whether you’re an investor looking for your next project or a buyer eager to design your dream home, this property offers endless possibilities. Don’t miss this rare opportunity to create a custom space from the ground up!

28098 Black Rd, Princess Anne

Listing courtesy of The Spence Realty Group. Contact:

Selling Office: Unrepresented Buyer Office.

26530 Deal Island Rd, Princess Anne
$49,900
3 Beds ⋅ 1 Baths
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 a large upstairs area that has been divided into two additional rooms. A rear-entry ramp provides convenient access, and two storage sheds provide additional storage. If you're looking for your next renovation project or investment property and aren't afraid to put in the work, this could be the opportunity you've been waiting for. Property is being sold **AS-IS, WHERE-IS**.

26530 Deal Island Rd, Princess Anne

Listing courtesy of RE/MAX Advantage Realty. Contact:

Selling Office: Benson & Mangold, LLC.

Mccormick Swamp Rd, Princess Anne
$45,000
14 wooded acres zoned agricultural residential. There are non-tidal wetlands. The property could be used for hunting. Contact health department for questions about building

Mccormick Swamp Rd, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

Selling Office: RE/MAX Components.

Petes Hill Rd, Princess Anne
$44,500
4.00 acres offering endless possibilities! Nestled in a peaceful and scenic setting—perfect for your dream home, retreat, or investment. Bring your vision and make this beautiful slice of land your own. Buyer to verify all information and conduct due diligence for building.

Petes Hill Rd, Princess Anne

Listing courtesy of Keller Williams Realty Delmarva. Contact:

Selling Office: Keller Williams Realty.

10448 Pidgeon Ln, Princess Anne
$38,000
3 Beds ⋅ 2 Baths
Welcome Home! This beautifully updated 3 bedroom, 2 bath manufactured home in a well-maintained community is move-in ready and full of upgrades. Complete with wheel chair ramp and walk-in shower with bench seat. Enjoy relaxing on the inviting front porch, then step inside to find a spacious layout with hardwood floors and fresh updates throughout. Recent improvements include a newer roof and furnace, replaced subfloor with hardwood flooring installed, new walk-in shower in the primary suite, a renovated 2nd bathroom, fully replaced underbelly with new insulation under the home and roofline. Seller recently filled the oil tank before moving. Ground rent is $535/monthly. Water and sewer are a separate. Must be approved by park.

10448 Pidgeon Ln, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Unrepresented Buyer Office.

27020 Oriole Rd, Princess Anne
$38,000
27020 Oriole Road, Princess Anne – Endless Potential on Improved Land! Just imagine the possibilities that await you on this versatile property featuring an existing structure and shed with operating electric and rough-in for water, and a site already equipped with a well and septic system. Whether you're a visionary builder, hobbyist, or outdoor enthusiast, this property is ready to bring your plans to life. With nearby state-owned land perfect for hunting, you’ll love the privacy and recreational opportunities. Don't wait—visit this property today! Let’s turn your vision into reality.

27020 Oriole Rd, Princess Anne

Listing courtesy of The Parker Group. Contact:

Selling Office: The Parker Group.

no property photo
$34,000
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 homes are located on either side of the parcel. A perc test has not yet been completed and will need to be done during the appropriate season. Whether you're planning for a future homesite or looking to invest in land, this property offers flexibility and potential in a convenient location.

Anderson Rd, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: EXP Realty, LLC.

30663 Imaginary Ln, Princess Anne
$32,500
3 Beds ⋅ 2 Baths
Traditional farmhouse just a few blocks from downtown Princess Anne. This home features 1 full bath on 1st level and full bath on 2nd level.

30663 Imaginary Ln, Princess Anne

Listing courtesy of Century 21 Harbor Realty. Contact:

Selling Office: Unrepresented Buyer Office.

30083 Arbor Acre Dr, Princess Anne
$30,000
Build your dream home on this spacious 1.03-acre lot located in the established Rose Hill community of Princess Anne. The property has already been perked, making it ready for development. Building plans are available for purchase separately from the lot, offering a great head start on new construction. Enjoy a peaceful neighborhood setting with the convenience of nearby town amenities. A fantastic opportunity for buyers ready to bring their vision to life! Buyer and Buyer's agent to perform their own due diligence and verify property and all information.

30083 Arbor Acre Dr, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Unrepresented.

10615 Rosewood Ct, Princess Anne
$30,000
Have you been dreaming of building your dream home?  Welcome to Rose Hill. Located between Salisbury Md and Virginia. This lot is ready to go with a perk on file and is priced right! It's time to start a new chapter in your life. And after all..........You Deserve It!

10615 Rosewood Ct, Princess Anne

Listing courtesy of Keller Williams Realty Delmarva. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.