Princess Anne Homes for Sale

Princess Anne Homes for Sale

Welcome to Princess Anne, Maryland – a charming town nestled in the heart of Somerset County, where small-town charm meets rich history and natural beauty. With its picturesque landscapes and friendly community, Princess Anne is more than just a place to live; it's a lifestyle waiting to be embraced.

As the county seat of Somerset, Princess Anne boasts a vibrant downtown area filled with local shops, eateries, and cultural landmarks. The town is steeped in history, showcasing beautiful architecture from the 18th and 19th centuries, including the iconic University of Maryland Eastern Shore, which adds a youthful energy to the community. Residents enjoy a leisurely pace of life, with plenty of opportunities for outdoor activities, including fishing, hiking, and exploring the scenic Chesapeake Bay.

For those seeking a place to call home, Princess Anne offers an array of homes for sale that cater to diverse lifestyles and budgets. Whether you're looking for a cozy cottage, a spacious family home, or a charming historic residence, the real estate market here has something to suit everyone's needs. Many properties boast beautiful yards, modern amenities, and easy access to local parks and recreational facilities.

Living in Princess Anne means being part of a welcoming community where neighbors become friends and every day feels like a getaway. With its rich history, beautiful surroundings, and a variety of homes available, Princess Anne is the perfect place to plant your roots. Explore the homes for sale today and discover the charm that awaits you in this delightful Maryland town!

Newest Princess Anne Homes for Sale

3 Beds ⋅ 3 Baths

Privacy abounds on this exceptional 8.7-acre property offering the perfect blend of peaceful country living and modern convenience. This well-maintained 2,125-square-foot home features 3 bedrooms, 2.5 baths, and an inviting open floor plan designed for comfortable everyday living and entertaining. Luxury vinyl plank flooring runs throughout the home, while the spacious kitchen is equipped with a large center island, walk-in pantry, and stainless steel appliances. Step outside to the deck and enjoy the serene surroundings and abundant outdoor space. Car enthusiasts, hobbyists, and those needing extra storage will appreciate the oversized 2,084-square-foot attached garage with additional storage space, along with ample parking for guests, recreational vehicles, or equipment. Conveniently located just around the corner from the charming Whitehaven Ferry, you’ll enjoy quick access across the Nanticoke River to Wicomico County while still savoring the privacy and tranquility this remarkable property provides.

13925 5 Farms Dr, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

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: 8888607369

4 Beds ⋅ 3 Baths

COMING SOON! 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 an expansive wraparound screened porch, composite decking, a cozy gas outdoor fireplace, an attached garage and a shed with electricity (coveys as it). Enjoy the convenience of public water and sewer while being just minutes from downtown. Waterfront opportunities like this are few and far between - schedule your private tour today!

11395 Hayman Dr, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 3028460200

3 Beds ⋅ 2 Baths

Waterfront living at its finest! This 3-bedroom 2-bath A-frame home is perfectly situated on St. Peters Creek with direct access to the Manokin River, Tangier Sound and the Chesapeake Bay. Whether you enjoy boating, fishing, crabbing, or hunting, this property offers the ideal Eastern Shore lifestyle with a private dock and boat lift just steps from your door. Very close by, is The Deal Island Wildlife Management Area (13,000 plus public acres) that offers Whitetail deer, Sitka deer, turkey, duck and goose hunting. The interior features are highlighted by the floor-to-ceiling stone fireplace and expansive water views. The main level offers two bedrooms and a full bath, while the private upper-level primary suite includes a full bath and overlooks the spacious family room below. Relax on the deck while watching the water, spend the day exploring the Bay, or catch fresh fish and crabs for dinner right off your own dock. Whether you're looking for a full-time residence, a weekend getaway, or an investment opportunity, this waterfront retreat offers the perfect blend of comfort, charm, and coastal living.

27093 Point Rd, Princess Anne

Listing courtesy of Iron Valley Real Estate of Central MD. Contact: (410) 989-9896

3 Beds ⋅ 2 Baths

Start your next chapter at 11950 Drexwood Dr! This recently updated 3-bedroom, 2-bath ranch home has been freshly painted throughout with brand-new carpet in all three bedrooms, features a spacious living room, a functional kitchen and dining area with plenty of storage, and a private primary suite with its own bathroom! 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: 3026770020

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: 4105434545

3 Beds ⋅ 2 Baths

This one story living home is located in the desirable Somerset Landing community of Princess Anne! Situated on a spacious quarter-acre lot, this inviting 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and outdoor living. A charming front porch welcomes you home, while the cozy carpeted living room creates a warm space to relax with family and friends. The tiled, open-concept kitchen and dining area is designed for easy everyday living and entertaining, with convenient access to the rear deck—ideal for grilling, outdoor dining, or simply enjoying the backyard. The fenced yard provides plenty of room for pets and play, complete with a playground featuring swings and a slide - such a space to enjoy! An outbuilding offers valuable extra storage for lawn equipment, tools, or seasonal items. Located in Somerset Landing, residents enjoy a peaceful neighborhood setting while remaining just minutes from downtown Princess Anne, local restaurants, shopping, schools, and everyday conveniences. Outdoor enthusiasts will appreciate nearby Janes Island State Park for boating, kayaking, fishing, hiking, and camping, while the University of Maryland Eastern Shore and TidalHealth Peninsula Regional are within a convenient drive. With easy access to Salisbury, Crisfield, and the beautiful beaches of Maryland's Eastern Shore, this home offers the perfect combination of small-town charm and modern convenience. This home is priced to sell. Selling AS-IS.

30030 Greenspring Dr, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211

3 Beds ⋅ 3 Baths

CITY SERVICES WITH NO CITY TAXES! Situated on over 3.75 private, meticulously maintained acres, this one-of-a-kind property in Princess Anne offers the perfect blend of privacy, convenience, and scenic beauty. Featuring 3 bedrooms, 2.5 baths, and nearly 2,300 square feet of living space. Overlooking a peaceful pond with a private dock, the property provides a tranquil setting with beautiful water views right from your own backyard. Inside, you'll find a welcoming formal dining room that flows into the spacious eat-in kitchen before opening to the main living area. A large family room showcases beautiful views of the water and provides the perfect space for entertaining guests or simply relaxing while taking in the picturesque setting. The left wing of the home features a private primary suite along with two additional bedrooms and a full hall bath. On the opposite side of the home, a dedicated library with custom built-in shelving offers the perfect retreat for book lovers, a home office, or a quiet reading space. Additional features include an oversized two-car garage with abundant storage, a large brick patio and deck designed for outdoor entertaining, and a beautifully landscaped setting that reflects years of care and pride of ownership. Additional storage is available in the walk-up attic space above the home. Major updates provide peace of mind, including a brand-new packaged HVAC unit and water heater, both installed in 2026. Properties like this are rarely available. If you've been searching for space, water views, and convenience, this home is ready to welcome its next owners.

30124 Peggy Ln, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

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: 4105434545

2 Beds ⋅ 2 Baths

MOTIVATED SELLER HOME WARRANTY AVAILABLE WITH ACCEPTED OFFER 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 country side 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 is 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: 4105247000

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: 4105434545

3 Beds ⋅ 2 Baths

Opportunity awaits in Princess Anne! This 3-bedroom, 1.5-bath home offers solid potential for investors, renovators, or buyers looking to build equity through updates and improvements. Featuring a spacious layout, generous room sizes, and plenty of character, this property provides a great foundation to bring your vision to life. There's ample opportunity to enhance both the home's value and functionality. Whether you're searching for your next investment project, rental property, or a place to customize and make your own, this property is full of possibilities. Bring your ideas and unlock the potential this Princess Anne home has to offer! An added bonus is that the home is just over half a mile away from University of Maryland Eastern Shore!

30509 Pecan Dr, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact: 4105246111

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