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$479,900
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
$367,999
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
$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: 4105434545
$225,000
3 Beds ⋅ 2 Baths
Stay Tuned....Coming Soon!

30030 Greenspring Dr, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact: 4438562211
$425,000
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
$675,000
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
$299,500
2 Beds ⋅ 2 Baths
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.

27174 Champ Wharf Rd Champ Wharf Unit #27174, Princess Anne

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4105247000
$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: 4105434545
$99,999
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
$284,990
3 Beds ⋅ 2 Baths
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: 8888607369
$640,000
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: 8888607369
$215,000
5 Beds ⋅ 3 Baths
TURNKEY INVESTMENT OPPORTUNITY in Princess Anne, MD. This well located 2-Unit features two income producing units with occupied tenants. First unit; 3 Bed, 1 Full bath currently rented for $1,150/monthly. Second unit; 2 Bed, 1 Full bath currently rented for $1,000/monthly.. Situated just minutes from UMES college, this property offers strong rental potential with consistent demand. Ideal for investors seeking cash flow and long term growth in a prime location. Must See. Please contact listing agent directly.

11691 Beechwood St, Princess Anne

Listing courtesy of Samson Properties. Contact: 7033788810
$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:

$2,950,000
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: 4108226272
$309,000
4 Beds ⋅ 2 Baths
Very unique water front property in eastern shore, near Princess Ann and Deal Island. It is on a tidal creek and small boart/kayak can be launched, the remnant of a small pier is still there, public boat ramp is also close by. The house has 3 bed 1 bath upstairs and 1 bed 1 bath on main floor. The barn is idea for hanging out and social. House needs work, but previous owner has been living there for 15 years. My plan is to fix it up, however, price will be higher. I am open to other arrangements for renovation that makes sense. Property is 19.5 acres so plenty of space to wander around and hunt. Mostly wooded with some salt water marsh. It is on a dead end street with no neighbors. CURRENTLY TENANT OCCUPIED, DO NOT GO WITHOUT CONFIRMED APPOINTMENT.

10407 William Sharpless Rd, Princess Anne

Listing courtesy of Signature Home Realty LLC. Contact: (301) 244-0117
$205,000
3 Beds ⋅ 2 Baths
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: 3028460200
$365,000
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: (410) 934-3478
$309,900
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: 4105463211
$245,900
3 Beds ⋅ 2 Baths
Welcome to Princess Anne, Maryland and discover 11484 Somerset Avenue—a thoughtfully designed and inviting 3-bedroom, 2-bath home situated on approximately one-third of an acre. This property offers a balance of comfort, functionality, and modern style, making it ideal for both everyday living and entertaining. From the moment you arrive, you’re greeted by an impressive 40-foot front porch—perfect for relaxing mornings, evening unwinding, or hosting guests. Around back, a spacious rear deck extends your living area outdoors, creating an ideal setting for gatherings, grilling, or simply enjoying the peaceful surroundings. Inside, the home opens into a stunning great room featuring vaulted ceilings that enhance the sense of space and natural light. The open-concept layout flows seamlessly, highlighting high-quality finishes throughout, including elegant quartz and/or granite countertops that complement the kitchen and living areas. Generous closet space provides practical storage solutions, ensuring the home is as functional as it is beautiful. Every detail has been considered to deliver a blend of modern convenience and timeless charm, all within close proximity to local amenities while maintaining a quiet, residential feel. Renderings are intended for illustrative purposes only and do not reflect the exact color palette, materials, or final exterior finishes of the completed structure.

11484 Somerset Ave, Princess Anne

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$499,900
3 Beds ⋅ 2 Baths
To be built! Construction to begin once a contract is accepted. Find your dream home on picturesque St. Peters Creek, which connects to the Manokin River and flows into the Chesapeake Bay! Both septic and pier permits are already secured. This prime location is directly across from the St. Peter's Creek Boat Ramp and just 15 minutes from downtown Princess Anne, where you'll find shopping, dining, and UMES. Whether you're envisioning a full-time residence or a charming vacation retreat, this property offers endless possibilities. The seller is motivated and has completed all the necessary preparations—now it's your turn to bring this vision to life! Also listed as land- MLS# MDSO2005566.

27068 Annie Hyland Rd, Princess Anne

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$148,900
4 Beds ⋅ 2 Baths
Huge price adjustment, a lot of house for the value. Waiting on the new owner to recognize the work that has been done to this grand lady. Up-dates have included central air and heat, dual zone, and new windows, just to name a few. The original hardwood floors are under the carpet. Large rooms and an eat in kitchen with a screened porch off the back. Rare for in town a nice garage for tools and lawn equipment. The home just needs some TLC to be back to the lovely home it can be. This may be an assumable VA loan.

30432 Oak St, Princess Anne

Listing courtesy of Benson & Mangold, LLC.. Contact: (410) 479-0777