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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:

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:

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:

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:

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:

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:

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:

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:

12223 Somerset Ave, Princess Anne
$250,000
3 Beds ⋅ 2 Baths
Welcome to this charming and versatile 3 -bedroom, 1-bath home offering both comfort and convenience! Step inside to find a spacious living room perfect for relaxing or entertaining guests. The converted garage provides a cozy sitting area that can serve as a bonus space for a home office, playroom, or lounge. Enjoy the outdoors with a generously sized backyard, ideal for gatherings, gardening, or simply unwinding, along with a well maintained front yard that adds to the home's curb appeal. The roof is five years old. Conveniently located close to Route 13 where you are less than a 40 minute drive to the Delaware or Virginia State Line, this property makes commuting a breeze while still offering a peaceful setting. Additional highlights include no HOA fees, no city taxes, and the benefit of public water and sewer services. Don't miss this great opportunity to own a comfortable home with flexible living space and excellent value!.

12223 Somerset Ave, Princess Anne

Listing courtesy of The Spence Realty Group. Contact:

30416 Plantation Dr, Princess Anne
$249,800
3 Beds ⋅ 2 Baths
REFRESHED & REDUCED!!! AND READY FOR A NEW OWNER!!! Don't hesitate to see this well maintained 3 bedroom, 2 bath home, nestled on the cul-de-sac in the great community of Beckford Manor, in Historic Downtown Princess Anne, near the Manokin River. It's many features include vaulted ceilings, a welcoming living room with gas fireplace, open kitchen with breakfast bar, bright dining room with double glass doors out to the private deck, owners bedroom with walk in closet, private ensuite with double sinks and walk in shower. THE POTENTIAL OF THE UNFINISHED SECOND FLOOR ADDS EVEN MORE VALUE! It's perfect for mega storage or more living space. Add the front porch, screen porch, deck, great sod yard with lawn sprinklers, and attached garage, you won't be sorry you took the time to look!!!!

30416 Plantation Dr, Princess Anne

Listing courtesy of RE/MAX Advantage Realty. Contact:

30090 Kristwood Way, Princess Anne
$205,000
3 Beds ⋅ 2 Baths
NOW OFFERING $5,000 TOWARDS CLOSING COSTS WITH FULL PRICE OFFER!! Welcome to 30090 Kristwood, a charming 3-bedroom, 2 full bathroom home nestled in the heart of the desirable Princess Anne area. Surrounded by mature landscaping and a peaceful residential setting, this property offers the perfect blend of comfort, privacy, and convenience. Inside, you’ll find light-filled living spaces designed for both everyday living and easy entertaining. The functional layout flows effortlessly, creating a warm and inviting atmosphere. The three bedrooms provide comfortable retreats, while the two full bathrooms add everyday convenience for both residents and guests. The included leased solar panels offer added energy efficiency and potential utility savings. Outdoors, the yard offers a relaxing retreat—ideal for morning coffee, evening gatherings, or simply enjoying the quiet surroundings. Located just minutes from local shopping, dining, parks, and major routes, this home delivers a serene setting without sacrificing accessibility. Whether you’re searching for a primary residence or an investment opportunity, 30090 Kristwood offers timeless appeal in a sought-after location.

30090 Kristwood Way, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. 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:

30471 Manor Dr, Princess Anne
$247,999
3 Beds ⋅ 2 Baths
Welcome to this well-maintained 3-bedroom, 2-bath home offering comfort, convenience, and room to grow! The main level features a spacious, easy-living layout and a kitchen with granite countertops—perfect for both everyday living and entertaining. A permanent staircase leads to a large unfinished second floor, ideal for storage or future expansion. Enjoy relaxing or hosting on the screened-in porch and adjoining deck. Ideally located near University of Maryland Eastern Shore and just a short drive or bike ride to Historic Downtown Princess Anne, this home offers the best of small-town charm and convenience. With low-maintenance outdoor space and practical features throughout, it’s a wonderful option for easy living.

30471 Manor Dr, Princess Anne

Listing courtesy of The Spence Realty Group. Contact: