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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:

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:

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:

30566 Skipjack Cir, Princess Anne
$249,900
3 Beds ⋅ 2 Baths
This 3-bedroom, 2-bath rancher offers a bright, open floor plan with beautiful LVP flooring throughout and plenty of natural light. The layout is functional and inviting, with an easy flow between the main living spaces. The spacious primary suite features a private en suite bath with dual vanities, while two additional bedrooms and a separate laundry area complete the functional single-level layout. Located on Skipjack Road in Manokin Village, this home gives you the benefits of new construction in a growing community while still being close to everything Princess Anne has to offer. One of the biggest perks? Public water and sewer with NO city taxes — a rare combination that adds even more value. The home is nearing completion and will be move-in ready in no time! Schedule your private tour today!

30566 Skipjack Cir, Princess Anne

Listing courtesy of Keller Williams Realty Delmarva. Contact:

11552 Beckford Ave, Princess Anne
$299,000
4 Beds ⋅ 3 Baths
FULLY RENOVATED & COMING SOON! This gorgeous 2,335 sq. ft. Victorian has been completely reimagined from the beams up, blending timeless character with the comfort of essentially new construction. Offering 4 spacious bedrooms and 3 full baths, the home features a thoughtful floor plan with a main-level primary suite, upstairs primary suite, multiple walk in closets, and laundry rooms on both levels. Nearly everything is new—including the roof, windows, HVAC system, LVP flooring, new carpet in bedrooms, freshly painted siding, elegant gray shutters, fully renovated kitchen with stainless steel appliances, and completely new and updated bathrooms. Beautiful bay windows and a charming wraparound front porch preserve the home’s Victorian appeal, while a new Trex deck overlooks the huge backyard on over a quarter acre. A wide gravel driveway provides abundant parking. Conveniently located near downtown so that you can enjoy easy access to local restaurants, coffee shops, shopping, UMES, and more!

11552 Beckford Ave, Princess Anne

Listing courtesy of Northrop Realty. Contact:

Stewart Neck Rd, Princess Anne
$157,000
Waterfront Living on Kings Creek water way. Dreaming of building your own waterfront home? This 2.6-acre property on Kings Creek that leads into the Manokin River offers a rare opportunity to create your Eastern Shore retreat surrounded by nature and water. Set above Kings Creek and outside the flood zone, the property offers a beautiful setting for a custom home. Launch your kayak and explore the Manokin River, a 17-mile tidal tributary flowing into Tangier Sound and the Chesapeake Bay. Enjoy an ever-changing natural landscape with Great Blue Herons, turtles, waterfowl, and abundant marshland wildlife right outside your door. Surrounded by farmland, yet conveniently located to downtown Princess Anne, the University of Maryland Eastern Shore, Pocomoke City, and Salisbury, this property offers both tranquility and accessibility. Waterfront acreage like this is a rare find. Bring your vision and build the home you’ve always dreamed of on Maryland’s Eastern Shore.

Stewart Neck Rd, Princess Anne

Listing courtesy of ERA Martin Associates. Contact:

28224 Merlin Ct, Princess Anne
$40,000
Build the home you've always envisioned on this 2.24-acre homesite overlooking scenic Monie Creek in the sought-after waterfront community of Covington Cove. Offering beautiful water views and space to design your ideal home, this lot combines privacy with the lifestyle so many people are looking for on Maryland's Eastern Shore. Community amenities include a private boat ramp, common area, and pond, making it easy to enjoy boating, fishing, kayaking, or simply taking in the peaceful surroundings. Located just minutes from Princess Anne, you'll also have convenient access to thousands of acres of nearby public lands offering exceptional opportunities for hiking, birdwatching, hunting, and exploring the natural beauty of the Eastern Shore.

28224 Merlin Ct, Princess Anne

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

11746 Crisfield Ln, Princess Anne
$269,990
3 Beds ⋅ 2 Baths
Built in 2022 by a local home-builder - 3BR/2BA ranch on a nice-sized lot. Location qualifies for 100% financing! One of our best-selling models - offers a welcoming front porch, wide open floorplan, upgraded finishes. Great kitchen - granite countertops, quality cabinets, stainless steel appliances. Gorgeous & durable luxury VP flooring throughout the kitchen, living, & dining areas, and both bathrooms; comfy carpet in the bedrooms. Primary bedroom with ceiling fan, walk-in closet, and full, en-suite bath - double-sink vanity, tub/shower combo, linen closet. 2 additional bedrooms with ceiling fans, and a 2nd full bath - oversized vanity, tub/shower combo, linen closet. Laundry room w/washer and dryer included. Plans, renderings, sizes, taxes are approximate - for reference only. Owner is a licensed realtor; agent has financial interest.

11746 Crisfield Ln, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact:

29728 Mount Vernon Rd, Princess Anne
$525,000
3 Beds ⋅ 2 Baths
Mt. Vernon Road Farm is a 33.46-acre farm located just outside Princess Anne in Somerset County, Maryland. The property offers a balanced mix of productive cropland, timber, and a modest country home, making it well suited for agricultural, recreational, or investment ownership. Approximately 20 acres are currently tillable, providing productive farmland for crop production or lease. An additional 12.5 acres of timber adds privacy, wildlife habitat, and recreational value while creating a natural balance across the property. The property is improved with a 1,296-square-foot farmhouse built in 1934 offering three bedrooms and one-and-one-half bathrooms. The home provides a functional residence and supports the overall utility of the farm. Located along Mt. Vernon Road with public water available, the property offers convenient access while remaining in the heart of Somerset County's agricultural landscape. Whether you are looking for a manageable farm, a rural residence with acreage, or a long-term land investment, Mt. Vernon Road Farm offers a straightforward opportunity with a good balance of productive land and improvements. Buyer to perform own due diligence, property being sold as is. Property Highlights 33.46± acres Approximately 20± acres of tillable farmland Approximately 12.5± acres of timber 1,296-square-foot farmhouse Three bedrooms, one-and-one-half bathrooms Built in 1934 Located just outside Princess Anne, Maryland

29728 Mount Vernon Rd, Princess Anne

Listing courtesy of The Land Group. Contact:

29728 Mount Vernon Rd, Princess Anne
$525,000
3 Beds ⋅ 2 Baths
Mt. Vernon Road Farm is a 33.46-acre farm located just outside Princess Anne in Somerset County, Maryland. The property offers a balanced mix of productive cropland, timber, and a modest country home, making it well suited for agricultural, recreational, or investment ownership. Approximately 20 acres are currently tillable, providing productive farmland for crop production or lease. An additional 12.5 acres of timber adds privacy, wildlife habitat, and recreational value while creating a natural balance across the property. The property is improved with a 1,296-square-foot farmhouse built in 1934 offering three bedrooms and one-and-one-half bathrooms. The home provides a functional residence and supports the overall utility of the farm. Located along Mt. Vernon Road with public water available, the property offers convenient access while remaining in the heart of Somerset County's agricultural landscape. Whether you are looking for a manageable farm, a rural residence with acreage, or a long-term land investment, Mt. Vernon Road Farm offers a straightforward opportunity with a good balance of productive land and improvements. Buyer to perform own due diligence, property being sold as is. Property Highlights 33.46± acres Approximately 20± acres of tillable farmland Approximately 12.5± acres of timber 1,296-square-foot farmhouse Three bedrooms, one-and-one-half bathrooms Built in 1934 Located just outside Princess Anne, Maryland

29728 Mount Vernon Rd, Princess Anne

Listing courtesy of The Land Group. Contact:

26281 Deal Island Rd, Princess Anne
$120,000
3 Beds ⋅ 1 Baths
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 is being sold as-is. Schedule your private showing today! Septic system was installed June 2015, Oil Furnace was installed around 2013, First floor had electric wiring updated, second floor is still the old tube and wiring. Garage had a new door installed a couple of years ago. Sale includes the mobile home. Do not enter the manufactured home due to safety reasons. Manufactured home has its own septic system but condition is unknown.

26281 Deal Island Rd, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact:

29523 Polks Rd, Princess Anne
$349,990
5 Beds ⋅ 3 Baths
Tucked away on **5 private acres**, this spacious **5-bedroom, 3-bath** home offers the flexibility and space that's hard to find. With an existing layout that could easily accommodate a **6th bedroom**, the lower level features its own living area and kitchen, making it an excellent setup for multigenerational living, rental income, or a private guest suite. Enjoy the outdoors from the **large rear deck**, complete with a **wheelchair ramp** and **chair lift** providing easy access to the main level. Outside, you'll find a **large two-bay outbuilding**, perfect for running a business, storing equipment, or tackling your favorite hobbies. A **circular driveway** provides plenty of parking and makes getting in and out a breeze. Whether you're looking for room to grow, a property with income potential, or the privacy of country living with versatile space, this home checks all the boxes.

29523 Polks Rd, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact:

Deal Island Rd, Princess Anne
$94,250
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 conversations with Somerset County and the Maryland Department of the Environment (MDE), the property contains non-tidal wetlands; however, that does not preclude development. MDE advised that limited impacts may qualify for a streamlined authorization process, while larger impacts would require additional review and permitting. As with any rural property, buyers are encouraged to consult with their engineer, surveyor, and the appropriate regulatory agencies to determine the best location and design for any future improvements. The property may be reached via a strip of land from Deal Island Road or by way of a semi-private drive from Pine Pole Road. For showing instructions, additional property information, and the contact information for the Somerset County officials and Maryland Department of the Environment representatives familiar with this property, please contact the listing agent directly.

Deal Island Rd, Princess Anne

Listing courtesy of Atlantic Shores Sotheby's International Realty. 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:

11950 Drexwood Dr, Princess Anne
$169,000
3 Beds ⋅ 2 Baths
Start your next chapter at 11950 Drexwood Dr! This recently refreshed 3-bedroom, 2-bath ranch home has been freshly painted throughout with brand-new carpet in two of the bedrooms and luxury vinyl plank flooring in the primary bedroom and it's private bathroom. This home features a spacious living room, a functional kitchen and dining area with plenty of storage, and a shed perfect for additional storage or workshop space! The sunroom/den provides the perfect spot to enjoy your morning coffee, unwind after work, or gather with family and friends. All appliances convey, including the washer, dryer, refrigerator, and stove, making your move even easier. Conveniently located near downtown Princess Anne, shopping, restaurants, and everyday amenities, this home offers the opportunity to put down roots and enjoy a place to truly call your own.

11950 Drexwood Dr, Princess Anne

Listing courtesy of Keller Williams Realty Central-Delaware. Contact:

14265 Melody Dr, Princess Anne
$1,920,000
6 Beds ⋅ 4 Baths
Palatial High-Elevation 5-Acre Waterfront Estate: 5,600 SF All-Brick Rancher with In-Law Suite Please view the Fly-Through Video! Sprawling across five acres of high-elevation land along Wicomico Creek, this magnificent 5,600-square-foot, single-level all-brick rancher delivers an elite waterfront lifestyle. A long, stately driveway draws you past a perfectly manicured lawn and professionally landscaped grounds, creating a dramatic sense of arrival and absolute coastal privacy. The estate boasts premium proximity to the prestigious Wicomico Yacht Club and the scenic vineyards of Bordeleau Winery, offering an incredible maritime backdrop. Masterfully designed for the ultimate boating lifestyle, the waterfront features a private deep-water dock equipped with two boat slips. This setup provides effortless, unrestricted deep-water access, making it easy to cruise straight into the Wicomico River and out to the Chesapeake Bay and beyond! Complementing the maritime design is a massive four-car attached garage, providing abundant space for vehicle collections, water toys, and winter marine storage. Inside, the grand tour begins in the large, cathedral foyer, the true heart of the home. This dramatic entryway showcases custom floor tile, stately columns, and a magnificent Schonbek crystal chandelier that casts a brilliant glow over the entrance. From this central point, the home flows effortlessly into main living spaces where elegant tray ceilings add architectural depth. Soaring walls of glass frame breathtaking, panoramic water views from your high-elevation vantage point, while two cozy gas fireplaces add warmth and elegant focal points to these grand spaces. The culinary core features two separate, custom Quaker Made gourmet kitchens outfitted with high-end appliances, making this property unmatched for hosting grand gatherings. The single-story layout showcases six spacious bedrooms and 3.5 bathrooms, cleverly divided into two distinct wings. A beautiful, architecturally integrated breezeway separates the two living quarters, offering a peaceful, private transition into the fully independent in-law suite, which utilizes the second Quaker Made kitchen. This rare combination of acreage, high elevation, custom design, and premier deep-water dock access represents a once-in-a-generation opportunity. Located just a few hours from the DC and Baltimore metro areas and an hour from Ocean City and Assateague and other area attractions! Extensive Features Document available. Schedule a private tour of this fabulous estate today!

14265 Melody Dr, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact: