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Follow Ditch Rd, Princess Anne
$2,488,500
This 711 timberland complex stands within several thousand contiguous acres of state owned forestland in Somerset County.  The tract is located to the South of Wellington WMA and to the North of the Chesapeake Forest Wells Timberland Complex.  This region of the Eastern Shore is well known for the high population of Whitetails and Eastern Wild Turkey. The tract offers the wildlife manager an array of management opportunities for improving the existing habitat as well as creating long term economic returns from the land.  The property has been recently surveyed by consulting hired by the owner to monetize the natural resources of the property for income.  The timber age class summary indicates there is some immediate merchantable timber as well as possible eligibility for certain conservation programs at the state and federal level. A hunting lease yields yearly income as well.  Together these income streams can create a value stack of income streams to make this a quality land investment.  The property is currently free and clear of any conservation programs restricting it's current or future use.  The land use zoning is currently agricultural. Timber data is available upon request.

Follow Ditch Rd, Princess Anne

Listing courtesy of The Land Group. Contact:

10373 Locust Point Rd, Princess Anne
$2,250,000
5 Beds ⋅ 6 Baths
"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+ acre waterfowl impoundments. Excellent waterfowl, deer, dove and turkey hunting with the guest house be a successful Airbnb Rental. Property has been preserved by a Conservation Easement.

10373 Locust Point Rd, Princess Anne

Listing courtesy of Meredith Fine Properties. 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:

11229 Stewart Neck Rd, Princess Anne
$1,500,000
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 rented buildings & a home are currently generating income Partly wooded, offering flexibility for development Whether you envision a small development, commercial venture, or future investment, this property checks the boxes. Sold “as is,” with prime location and unbeatable exposure. Don’t miss this rare chance to own nearly 15 acres of commercial land on Route. 13!

11229 Stewart Neck Rd, Princess Anne

Listing courtesy of ERA Martin Associates. Contact:

11761 Somerset Ave, Princess Anne
$1,175,000
Introducing an exceptional investment opportunity in the heart of Princess Anne, MD. This expansive 14,182 SF building, constructed in 1950, boasts 17 units, comprising 10 residential and 7 commercial spaces, an excellent opportunity for a multifamily investor. Situated just a quarter of a mile from the University of Maryland Campus, this property offers an ideal location for potential tenants. With a layout designed to maximize rental income, this property presents an attractive prospect with great potential for yield and growth. Don't miss the chance to invest in this prime asset in a thriving area with promising returns.

11761 Somerset Ave, Princess Anne

Listing courtesy of NAI Coastal. Contact:

Pine Pole Road, Princess Anne
$1,042,580
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 through thinnings and harvests, allowing the next owner to continue active timber management while also enhancing wildlife habitat improvement. A network of logging roads and trails runs throughout, providing access to the interior. Main access is located off Mount Vernon Road, while two timber landings along Pine Pole Road offer additional areas for camping and access into the property. The tract is encumbered by a Maryland Department of Natural Resources conservation easement. Do not enter the 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.

Pine Pole Road, Princess Anne

Listing courtesy of The Land Group. Contact:

W Post Office Rd, Princess Anne
$820,930
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 DNR Easement. Contact listing agent for timber inventory data. 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.

W Post Office Rd, Princess Anne

Listing courtesy of The Land Group. Contact:

10660 Rosewood Ct, Princess Anne
$650,000
3 Beds ⋅ 3 Baths
Welcome home to this exquisite, approximately 2,426-square-foot three-bedroom/three-bathroom/nine-room custom-built home. The open floor plan design with LVP throughout is located on close to 1.5 acres in Somerset County’s premiere “Rosehill on the Manokin” neighborhood, approximately 20 minutes to Salisbury. An upscale gourmet kitchen and pantry including top-of-the-line Café appliances, a six-burner gas stove with designer hood, double ovens, a farmhouse sink, under cabinet lighting, multiple soft-close solid wood drawers and roll-out shelves, an oversized island and exotic granite countertops make this kitchen a rare find. Warming up the living room is the gas stone fireplace with built-in cabinets adjoining the dining room and opening up to the sunroom/office with a built-in swing overlooking the pool and backyard. The primary suite with a walk-in closet boasts a luxurious extra-large bathroom with double granite vanities, tile flooring, backlit mirrors and a built-in makeup table with seating. Additional major upgrades include a fenced-in and heated inground swimming pool, a sauna, a hot tub, one switch window candle lighting, high-speed fiber optic internet, an oversized two-car garage, a concrete and encapsulated crawl space … plus much more!

10660 Rosewood Ct, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact:

13460 Harrison Landing Rd, Princess Anne
$639,900
4 Beds ⋅ 3 Baths
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 the upstairs and downstairs covered porches. The River View Acres Community, comprised of only four homes, share a common dock complete with water and electric. Each home conveys with a deeded slip. In addition, this home conveys with two lifts, a 12,500 lb. remote controlled lift and a small lift appropriate for a jet ski, john boat, or kayak. This home offers paradise for the boater, fisherman, crabber, waterfowler, photographer, gardener, writer, artist, bird enthusiast, and nature lover. The river never disappoints! Inside the home, the discriminating chef surely will enjoy cooking from the island, which overlooks the river. A separate drinks/appetizer bar allows guests to interact with the chef, but not interfere with the cooking. The 2015 custom cabinetry, granite countertops, and stainless steel appliances, offer ample room for food prep and culinary tools. Two bedrooms downstairs share a full bathroom while the upstairs boasts two very large en suite bedrooms. The master bedroom has two French doors that lead to a covered porch that overlooks the river. It also includes a large closet that includes the washer (2024) and dryer. The master bath has a Jacuzzi and double shower. Other home updates include a new roof (2017), new hot water heater (2022,) dishwasher (2022), and baths (2017). Underneath the house is a large enclosed workshop for tools and equipment. There is plenty of parking for cars, trucks, boats, and tractors. Abundant cozy light fills this home, located minutes from the historic White Haven Ferry, historic Princess Anne (with grocery store, shops, and restaurants), and Salisbury. A 10-minute boat cruise up river leads to the Wicomico Yacht Club and Bordeleau Winery. A short cruise down river leads to the Chesapeake Bay. The nearby Salisbury Airport offers direct flights to Orlando and Charlotte, among other places. Atlantic Ocean beaches are a 45-60 minute drive away. Large metropolitan areas are 2 - 4 hours away. Change your pace, breathe deeply, enjoy Chesapeake life, and enjoy this home!

13460 Harrison Landing Rd, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact:

11700 Mansion St, Princess Anne
$610,000
4 Beds ⋅ 4 Baths
Step back in time with this beautifully preserved historic home in the heart of Princess Anne, where original craftsmanship meets the charm of Maryland’s Eastern Shore. Beckford Manor, circa 1803, is a historic Federal/Georgian brick estate located in the heart of Princess Anne and listed on the National Register of Historic Places. Set on approximately 7.9 acres, this property offers over 5,400 square feet of living space, combining early American craftsmanship with modern comfort. The home features 4 bedrooms and 4 bathrooms, with large, well-proportioned rooms, high ceilings, and abundant natural light throughout. Original details include heart pine floors, detailed woodwork, plaster moldings, and eight fireplaces, reflecting the quality and style of the early 1800s. Designed for both everyday living and entertaining, the home includes formal living and dining rooms, a spacious kitchen with high-end appliances, and multiple gathering spaces. A private office, guest suite, and two staircases add flexibility and function. Outside, the grounds are surrounded by mature trees and open lawn, offering privacy and space for outdoor living or events. A historic smokehouse and additional outbuildings remain on the property, adding to its character and history. Located just minutes from downtown Princess Anne, this is a rare opportunity to own a well-preserved historic estate with space, presence, and a strong connection to the Eastern Shore’s past.

11700 Mansion St, Princess Anne

Listing courtesy of EXP Realty, 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:

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:

11466 Somerset Ave, Princess Anne
$499,000
Bring your Idea and Sucess! Exceptional turn‑key opportunity with everything included. This sale offers the building, land, the operating business, all equipment, and full inventory—providing a seamless transition for the next owner. Well‑maintained and fully equipped, the property delivers immediate functionality and strong potential for continued growth. Ideal for an owner‑operator or investor seeking a complete, ready‑to‑run operation with no additional setup required. A rare chance to acquire a fully packaged business and real estate asset in one offering.

11466 Somerset Ave, Princess Anne

Listing courtesy of Pacific Realty. Contact:

11395 Hayman Dr, Princess Anne
$454,900
4 Beds ⋅ 3 Baths
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 a spacious bedrooms, an expansive wraparound screened porch, composite decking, a cozy gas outdoor fireplace, an attached garage and a shed with electricity (conveys as it). Enjoy the convenience of public water and sewer while being just minutes from downtown. Waterfront opportunities like this are rare - schedule your private tour today!

11395 Hayman Dr, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

10590 Rosewood Ct, Princess Anne
$449,900
4 Beds ⋅ 3 Baths
Like-new 4-bedroom, 2.5-bath home in the lovely Rose Hill neighborhood. Completed in 2023, this home has been meticulously maintained and still feels brand new. The main level features a spacious primary suite, offering a private retreat with plenty of room to relax. The open and inviting layout provides comfortable living spaces throughout, with modern finishes and thoughtful details that make this home truly move-in ready.

10590 Rosewood Ct, Princess Anne

Listing courtesy of The Land Group. Contact:

12146 Somerset Ave, Princess Anne
$399,000
Exceptional income-producing and value-add retail/office opportunity located directly adjacent to the heavily trafficked Royal Farms on Somerset Avenue in Princess Anne, MD. This property includes a mix of retail bays suitable for a wide range of neighborhood and service-oriented uses. With strong visibility, consistent traffic, and a prominent location near a major convenience anchor, the site offers solid positioning for future leasing and redevelopment strategies. Beyond the existing income, the property offers a meaningful value-add component with the ability to develop storage units on-site. This additional development option provides a path to increase NOI and enhance long-term asset value through diversified revenue streams. An ideal opportunity for investors, operators, or developers seeking a well-located asset with clear upside potential in the heart of Princess Anne.

12146 Somerset Ave, Princess Anne

Listing courtesy of Rinnier Development Co. 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:

30472 Plantation Dr, Princess Anne
$345,000
3 Beds ⋅ 2 Baths
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 entertaining, offering plenty of cabinet space and equipped with an electric cooktop, built-in oven, and microwave. Just off the living area, enjoy cozy evenings by the gas fireplace. The spacious primary suite includes a walk-in closet and a private bath. Step outside to the deck, completely rebuilt just two years ago—ideal for relaxing or hosting guests. Major updates include a heat pump and air conditioning system installed only two years ago, offering peace of mind and energy efficiency. With thoughtful updates, a functional layout, and a prime corner lot location, this home is one you won’t want to miss.

30472 Plantation Dr, Princess Anne

Listing courtesy of The Land Group. Contact:

11780 St Stephens Way, Princess Anne
$314,990
3 Beds ⋅ 2 Baths

11780 St Stephens Way, Princess Anne

Listing courtesy of Coldwell Banker Realty. 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:

30483 Manor Dr, Princess Anne
$299,900
3 Beds ⋅ 2 Baths
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.

30483 Manor Dr, Princess Anne

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

27174 Champ Wharf Rd Champ Wharf Unit 27174, Princess Anne
$299,500
2 Beds ⋅ 2 Baths
MOTIVATED SELLER HOME WARRANTY AVAILABLE WITH ACCEPTED OFFER This home has a recent appraisal 290,000, with copy posted in the document section of the MLS 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 countryside and the soothing sounds of nature for a perfect backdrop for both relaxation and adventure. This peaceful environment invites you to slow down and appreciate the simple joys of life. Entertain on the large deck or just relax with your favorite book. Launch your kayak, canoe or paddleboard from the convenience of your backyard or access the St. Peter's Marina, just a few hundred yards away, with a larger vessel. This home must see to be appreciated. HOME WARRANTY AVAILABLE WITH ACCEPTED OFFER

27174 Champ Wharf Rd Champ Wharf Unit 27174, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. 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:

30555 Skipjack Cir Unit 83, Princess Anne
$297,500
3 Beds ⋅ 2 Baths
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 with a private en suite bath and walk-in closet. The home is finished with luxury plank flooring throughout the main living areas, cozy carpet in the bedrooms, and a modern kitchen featuring granite countertops and stainless steel appliances. A dedicated laundry room adds everyday convenience. Looking to expand your living space? An optional four-season room can be added—perfect for enjoying the home year-round. Connected to public water and sewer, this property offers the ease of modern utilities without the burden of city taxes. Enjoy all the perks of brand-new construction—modern layouts, updated finishes, energy efficiency, and minimal maintenance for years to come. As an added bonus, if you get in early enough, you can pick your own colors and finishes!

30555 Skipjack Cir Unit 83, Princess Anne

Listing courtesy of Keller Williams Realty Delmarva. 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:

12256 Somerset Ave, Princess Anne
$285,000
This conveniently located 1+ acre commercial site neighbors the Princess Anne University Village shopping center, Ceasar's Pizza Palace , Lower Shore Immediate Care along with other active office and business uses. Contact the listing agent for details as to allowed commercial uses and potential further expansion/acreage that is currently available. Please contact L.A. for any questions; do not disturb current employees at active automotive service facility.

12256 Somerset Ave, Princess Anne

Listing courtesy of ERA Martin Associates. Contact:

11726 St Stephens Way, Princess Anne
$279,990
3 Beds ⋅ 2 Baths
$10,000 Builder Incentives with Acceptable Offer! 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 of upgrades in the listing price - LVP flooring through living, dining, kitchen, and baths; stainless steel appliance package - built-in microwave, electric stove/range, dishwasher, fridge; ceiling fans in living room and all 3 bedrooms. Welcoming front porch leads into the nice-sized living / great room. Bright + cheery kitchen with breakfast bar, and dining room. Primary bedroom with walk-in closet, full, en-suite bathroom. 2 additional bedrooms and a 2nd full bath w/tub/shower combo. Laundry closet w/hook-ups. Roomy yard & the conveniences of city services! Minutes to the best that Somerset County has to offer - sandy beaches, boating and public boat ramps, world-class fishing, crabbing, hunting, dining, arts, shopping, golfing,wildlife estuaries, incredible state parks - a true paradise for nature lovers, photographers, boaters, fishermen and anyone who wants to enjoy the relaxed pace on the Eastern Shore - from the beaches to the bays and beyond! Enjoy an afternoon in Downtown Princess Anne - with many shops, cafes, and gorgeous historic buildings and homes to admire. 2mi to University of Maryland Eastern Shore Campus, 12mi to Salisbury University. 15mi to Deal Island or Pocomoke's shopping hub, 18mi to Crisfield, . About 30mi to NASA / Wallops Island, 35mi to the beloved Chincoteague Island, and the incredible wild horses and sandy beaches of Assateague Island. Just 2-3 hours to major metro areas - Virginia Beach/Norfolk, Washington DC, Baltimore, Philadelphia, NYC. Photos are of a SIMILAR home, not of this home specifically. Photos, plans, listings, renderings, aerials, sizes, acreages are all for REFERENCE only, and may show upgrades & options not included in list price; subject to changes in the field. Owner is a licensed realtor; agent has financial interest. Sizes, taxes, distances are approximate, and for reference only.

11726 St Stephens Way, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact: