Princess Anne Real Estate

Princess Anne Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Princess Anne and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

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Newest Listings in Princess Anne

29564 Deal Island Rd W, Princess Anne
$79,990
3 Beds ⋅ 2 Baths
Investor opportunity with plenty of potential! This 3-bedroom, 2-bath home sits on a full acre and features separate front and rear entrances, offering the ability to potentially lock off the property into a 2-bedroom, 1-bath side and a separate 1-bedroom, 1-bath side. With an estimated ARV of approximately $215,000 and projected rents of $1,300/month for the 2-bedroom side and $1,000/month for the 1-bedroom side, the property offers potential combined rental income of $2,300 per month, putting it well above the 1% rule for investors. Whether you're looking for a strong rental opportunity, house-hack potential, or a property with room to add value, this one is worth a look.

29564 Deal Island Rd W, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact:

11856 Drexwood Dr, Princess Anne
$310,000
4 Beds ⋅ 2 Baths
Room to gather, space to unwind, and a wooded backdrop that brings a little more calm to your day. Built in 2021, this four-bedroom, two-bath home in Princess Anne’s Somerset Landing offers single-level living with an open layout that keeps everyone connected. Natural light fills the spacious great room, where evenings on the couch flow easily into dinner with friends or conversation around the kitchen island. White cabinetry, stainless-steel appliances, a pantry, and an island with breakfast-bar seating make the kitchen as practical for busy mornings as it is for weekend entertaining. Set apart from the other bedrooms, the primary suite offers a quiet retreat with a walk-in closet and private bath with a step-in shower. Two bedrooms share a full bath near the front of the home, while the fourth bedroom gives you flexibility for guests, a home office, or a hobby room. A covered front entry, laundry room near the attached two-car garage, and additional garage storage add everyday convenience. Outside, the generous homesite backs to trees, with partial privacy fencing and room to garden, play, or simply enjoy some fresh air. Located just minutes from Route 13 and historic downtown Princess Anne, this home offers an easy drive to Salisbury or Chincoteague, VA, whether you’re heading to work, enjoying dinner out, or spending a day by the water. Closer to home, Somerset County’s boat ramps, fishing and crabbing spots, parks, and wildlife areas offer plenty of ways to enjoy the relaxed pace of life on the Lower Eastern Shore.

11856 Drexwood Dr, Princess Anne

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

30445 Oak St, Princess Anne
$300,000
Turnkey income-producing duplex, walkable to Downtown Princess Anne! This well-maintained property features two units. One is 3-bedroom, 2-bath unit, and the other is a 2-bedroom, 1-bath unit generating $2,320/month in rental income with the potential to easily generate $3,000/ month based on recent market rents. Current Cap Rate 5.77% with Market Potential of 8.08%. Both units are occupied with stable tenants, including one since 2025 and the second since 2020, providing immediate cash flow from day one. A new HVAC system was installed in Unit B in 2025, and in 2019 for Unit A. Unit A has been recently updated. Separately metered electric keeps operating costs low, and the strong local rental market continues to support long-term demand. Conveniently located near UMES, healthcare, county employers, and the US Route 13 corridor, this property attracts workforce and university-affiliated tenants alike. Whether you're adding to your portfolio or purchasing your first multifamily investment, this duplex offers a proven rental history, strong cash flow, and excellent long-term investment potential. **Full Capital Expenditures Report Available Upon Request**

30445 Oak St, Princess Anne

Listing courtesy of Northrop Realty. Contact:

30445 Oak St, Princess Anne
$300,000
5 Beds ⋅ 3 Baths
Turnkey income-producing duplex in the heart of Princess Anne! This well-maintained 5 Bed/ 3 Bath Home, which features two units. One is 3-bedroom, 2-bath unit, and the other is a 2-bedroom, 1-bath unit generating $2,320/month in rental income with the potential to easily generate $3,000/ month based on recent market rents. Current Cap Rate 5.77% with Market Potential of 8.08%. Both units are occupied with stable tenants, including one since 2025 and the second since 2020, providing immediate cash flow from day one. A new HVAC system was installed in Unit B in 2025, and in 2019 for Unit A. Unit A has been recently updated. Separately metered electric keeps operating costs low, and the strong local rental market continues to support long-term demand. Conveniently located near UMES, healthcare, county employers, and the US Route 13 corridor, this property attracts workforce and university-affiliated tenants alike. Whether you're adding to your portfolio or purchasing your first multifamily investment, this duplex offers a proven rental history, strong cash flow, and excellent long-term investment potential. **Full Capital Expenditures Report Available Upon Request**

30445 Oak St, Princess Anne

Listing courtesy of Northrop Realty. Contact:

10908 Brownstone Rd, Princess Anne
$149,000
3 Beds ⋅ 2 Baths
Cash buyers only. Heavy renovation opportunity in Princess Anne, just outside the UMES market with convenient access to Route 13 and Salisbury. Property is being sold strictly as-is and will require a full rehab. Brick construction with detached garage, new shed, and newer hot water heater. Ideal for an experienced investor looking for a rehab or flip opportunity.

10908 Brownstone Rd, Princess Anne

Listing courtesy of Sell Your Home Services. Contact:

11502 Beckford Ave, Princess Anne
$210,000
4 Beds ⋅ 2 Baths
House is currently used as a duplex, with an upstairs unit and downstairs unit. Recent electrical and plumbing updates made. Kitchen, two bedrooms, one bath, and laundry room downstairs. Upstairs are two bedrooms, one bath, and kitchen with access to a large attic. Close to downtown Princess Anne and UMES with off street parking behind the house. Each unit has been renting for $1,150/mo. Easy enough to convert back to a single family home.

11502 Beckford Ave, Princess Anne

Listing courtesy of The Land Group. Contact:

11502 Beckford Ave, Princess Anne
$210,000
Duplex located close to Downtown Princess Anne and UMES. Recent electrical and plumbing updates made. Duplex features a two bedroom one bath apartment downstairs. Upstairs is a two bedroom one bath with access to a large attic. Property has a shared laundry room downstairs and off street parking behind the house. Each unit has been renting for $1,150/mo.

11502 Beckford Ave, Princess Anne

Listing courtesy of The Land Group. Contact:

Wildwood Dr, Princess Anne
$24,900
If you’re looking for a peaceful, quiet place to build your home while still being close to the services and amenities of the area, take a look at this beautiful wooded lot in Wildwood Manor. With three acres of wooded privacy, there’s plenty of room to build your dream home while still having neighbors nearby—without having to see them from your house. A great opportunity to create your own private retreat while staying conveniently located. Come take a look and imagine what you could build here! **Well and septic permits have not been applied for.**

Wildwood Dr, Princess Anne

Listing courtesy of Keller Williams Realty Delmarva. Contact:

31901 Mitchell Rd, Princess Anne
$275,000
3 Beds ⋅ 2 Baths
Set on 2.03 acres in a peaceful rural setting, 31901 Mitchell Rd offers a blend of recent updates, functional space, and room to enjoy the property. The home features updated LVP flooring throughout and a newly renovated primary bathroom, adding a fresh, modern feel to the interior. The property also includes a large newly constructed pole building with electric, providing versatile additional space for a workshop, home gym, studio, hobby area, storage, or other recreational and personal-use needs. The acreage extends to state-owned land that is protected from future development, providing a lasting natural backdrop and added privacy to the property. With its combination of updated interior features, substantial acreage, additional outbuilding space, and protected land along the property, this is a unique opportunity to enjoy the flexibility and character of a rural Eastern Shore property. Property is being sold "As-Is"

31901 Mitchell Rd, Princess Anne

Listing courtesy of Worthington Realty Group, LLC. Contact:

31008 Peggy Neck Rd, Princess Anne
$295,000
3 Beds ⋅ 1 Baths
Welcome home!! Come check out what this property has to offer! This property was fully updated in 2024 with new plumbing, roof, siding, and many upgrades all throughout! With over 5 acres of land the possibilities are endless with this property. With the peacefulness of nature all around you and the privacy, it truly could be your own oasis! Property comes with guest home that includes a living area, kitchenette, along with washer and dryer and bathroom! It also comes with a shed for additional storage. This property is in excellent condition and it is waiting to be yours! Come check out what 31008 Peggy Neck Rd has to offer and schedule your tour today!

31008 Peggy Neck Rd, Princess Anne

Listing courtesy of Wilson Realty. Contact:

10710 Rosewood Ct, Princess Anne
$599,900
4 Beds ⋅ 3 Baths
Welcome to this exceptional custom-built home in Rose Hill, completed in 2020 and situated on a private 1.69-acre cul-de-sac lot. Offering approximately 2,950 sq ft, 4 bedrooms and 3 full baths, this thoughtfully designed home combines elevated finishes with an impressive split-bedroom floor plan and nearly all living space on one level. A dramatic foyer with a soaring 17’8” ceiling sets the tone, complemented by black-framed windows, vaulted and tray ceilings, an open-concept layout, no carpet throughout and a striking stacked-stone gas fireplace. The beautifully appointed kitchen features quartzite countertops, upgraded cabinetry, a large center island, butler’s pantry, pot filler and 36-inch dual-fuel range with gas cooking and electric oven. An under-sink reverse-osmosis system provides filtered drinking water. The primary suite and guest bedroom are located on one side of the home, while two additional bedrooms and a Jack-and-Jill bath create a private secondary bedroom wing on the opposite side. All 4 bedrooms and 3 full baths are on the main level. The primary suite features double vanities, a custom tiled walk-in shower, freestanding soaking tub and generous closet space. A truly unique custom feature awaits in the secondary bedroom wing, where built-in ladders from each bedroom lead to a shared upstairs playroom tucked between the rooms. A separate finished bonus room above the attached 2-car garage, with its own mini-split system, offers flexible space for a media room, office, game room, gym or second family room. Additional features include a spacious laundry/mudroom with oversized utility sink, full residential fire sprinkler system, conditioned crawl space with concrete floor and closed-cell spray-foam insulation, smart thermostats, Rinnai tankless gas water heater, whole-home water conditioning, private well and septic. Outside, enjoy covered front and rear porches, a fenced backyard and private basketball court. With custom construction, nearly 3,000 sq ft, flexible bonus spaces, generous acreage and an HOA of just $240 annually, this distinctive Rose Hill home offers a rare combination of privacy, character, space and thoughtful design.

10710 Rosewood Ct, Princess Anne

Listing courtesy of Sell Your Home Services. Contact:

30380 Park Dr, Princess Anne
$100,000
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 users. The Town of Princess Anne is committed to maintaining an attractive industrial park for all present and future businesses, and customers. All construction plans and timetables are subject to approval by the Princess Anne Town Commissioners. Located in the Princess Anne Industrial Park with Industrial Park Zoning. Located in a State of Maryland Enterprise Zone for new construction tax abatements and a HUB Zone which promotes job growth, capital investment and economic development to historically underutilized business zones. Princess Anne, Somerset County, is accessible to the east cost markets with north/south and east/west access by major US highways. This property qualifies for the OneMD tax credit, Job Creation Tax Credit and Enterprise Zone tax credit. If a buyer intends to hire 10 to 50 full time workers over a two- year period, they can receive up to $5Million in income tax credits with just the OneMD.

30380 Park Dr, Princess Anne

Listing courtesy of SVN/Miller Commercial Real Estate. Contact:

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