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$299,900
3 Beds 3 Baths
Spacious remodeled home with an efficiency apartment above the detached two car garage. Beautiful house and grounds with a large screened front porch and open side porch allow you to enjoy the outdoors in comfort. The house has a new kitchen including appliances, and bathrooms, new flooring, interior and exterior paint, new roof, new siding, new flooring and landscaping. It feels like a homey new house. There is an efficiency apartment above the garage that will allow for additional income or extended family quarters. All this and you are close to the water for boating, canoeing, kayaking, swimming or just enjoying the view. Call today to schedule your private tour of this home before it gets away from you. *Square footage of the apartment and the additional bedroom and bathroom are not included in the house description.

23540 Deal Island Rd, Chance

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4105463211

$199,000
3 Beds 1 Baths
Welcome to 3107 Calvary Road! This move-in-ready home offers a fresh, clean interior with an inviting open-concept layout and plenty of natural light throughout. Inside, you'll find a bright, clean interior with updated finishes throughout, a refreshed full bathroom, generous closet space, and a convenient laundry area. The home also features a tankless water heater, providing an efficient, space-saving upgrade. The spacious living area flows seamlessly into the kitchen, creating a comfortable space for everyday living and entertaining. The kitchen features crisp white cabinetry, ample counter space, a double-basin sink, dishwasher, and included appliances. Neutral gray paint, white trim, and warm-toned flooring give the main living areas a bright, updated feel, while the bedrooms offer carpeting and generous closet space. Offering approximately 1,070 square feet of living space, this move-in-ready home combines fresh updates with easy one-level living. Outside, there's plenty to love! Situated on approximately half an acre, the property offers a spacious yard with room to relax, garden, entertain, or simply enjoy the outdoors. A detached garage/outbuilding, gravel driveway, and fenced portions of the yard provide additional storage and functionality. With the renovations already completed, all that's left to do is unpack and make it your own. Whether you're looking for your first home, downsizing to one-level living, or searching for a low-maintenance Eastern Shore property, this Crisfield home is ready for its next chapter. Schedule your showing and come see it for yourself!

3107 Calvary Rd, Crisfield

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

$215,000
3 Beds 2 Baths
Opportunity meets flexibility at this updated 3-bedroom, 2-bath ranch in the heart of Somerset County. With recent structural repairs completed, the home is now eligible for all buyer types and financing options, making it an excellent choice for first-time buyers, investors, or anyone seeking affordable Eastern Shore living. Recent improvements—including an updated HVAC system, new water heater, rebuilt rear deck, and the completed substructure repairs—provide valuable peace of mind and allow the next owner to focus on making the home their own. Public water and sewer add everyday convenience and long-term value. Beyond the property, the location is a standout for outdoor enthusiasts, just minutes from convenient boat ramps, the 4,000-acre Fairmount Wildlife Management Area, and other notable public hunting lands, with exceptional opportunities for boating, fishing, and crabbing nearby. Whether you're searching for a full-time residence, weekend getaway, or investment property with a proven rental history, this home offers versatility, recent improvements, and easy access to everything that makes Maryland's Eastern Shore such a special place.

8339 Upper Hill Rd, Westover

Listing courtesy of Real Broker, LLC - Salisbury. Contact: 8554500442

$231,840
3 Beds 2 Baths
Welcome to Fairmount Road, where peaceful country living meets the comfort and convenience of brand-new construction. This to-be-built home will feature 3 bedrooms, 2 full bathrooms, and a thoughtfully designed floor plan situated on approximately 1.28 acres. Inside, the spacious great room will serve as the heart of the home, offering plenty of room for everyday living and entertaining. The kitchen will come complete with stainless steel appliances, including a refrigerator, dishwasher, oven/range, and microwave. The primary suite provides a private retreat with its own full bathroom, while two additional bedrooms and a second full bath offer plenty of flexibility for family, guests, or a home office. Enjoy the outdoors from the covered porch or relax and entertain on the rear deck, all while taking advantage of the space and privacy offered by the approximately 1.28-acre lot. With new construction, a functional and inviting layout, stainless steel appliances, and over an acre of land, this Fairmount Road property is a wonderful opportunity to make a brand-new home your own. Home is to be built. PLEASE NOTE THAT HOME CAN BE BUILT WITH A GARAGE FOR $250,840. Lot only being offered via MLS MDSO2007748.

Fairmount Rd, Westover

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$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: (410) 934-3478

$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: (410) 934-3478

$38,500
Welcome to Fairmount Road. This peaceful and scenic 1.286 acre lot is the perfect place to build your next home. The property backs up to over 4,000 acres of Fairmount Wildlife Management Area, giving you tons of privacy and amazing views of nature right from your backyard. The lot is already has a stone entrance in place. Public water, public sewer, and electric are all available, making the build process even easier. If you love the outdoors, you will enjoy watching bald eagles, herons, egrets, ducks, geese, deer, and turkeys throughout the year. You are only about one mile from the public boat ramp, marina, and local Tiki Bar and Grill, and just a short drive to Rt 13/Rt 50, shopping, and dining. Zoned MRC (Marine Residential Commercial), which offers the option to operate a business from your home. Buyer to verify taxes and any flood insurance requirements. A beautiful setting surrounded by protected wildlife area and ready for your new home. Land home package offered under MLS MDSO2007754

Lot 2 Fairmount Rd, Westover

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$695,000
4 Beds 2 Baths
Discover a side of waterfront living that feels worlds away from the crowds. Set along the Chesapeake Bay in Crisfield, this distinctive Hammock Pointe property offers expansive water and marsh views, incredible sunsets, abundant wildlife, and the laid-back Eastern Shore lifestyle buyers dream about. Custom built by the owner and recognized as the first home constructed on steel piers in Crisfield, this one-of-a-kind residence was designed to embrace its coastal surroundings while standing apart in both craftsmanship and character. Inside, soaring ceilings reaching approximately 36 feet create a dramatic sense of space, complemented by wide-plank hardwood flooring, concrete countertops, and a gas fireplace. Built-in storage and closets add functionality, while the open living areas make the home ideal for gathering after a day on the water. Offering 4 bedrooms and 3 bathrooms, the layout provides flexibility for hosting family and guests, whether for full-time living or weekend escapes. A metal roof adds lasting appeal, and two storage areas provide room for kayaks, fishing gear, and all the essentials that come with waterfront living. Outside is where this home truly shines. Launch the kayaks, explore the surrounding creeks and marshes, watch egrets, ducks, and other wildlife pass by, or simply settle in as the sun drops over the bay. Whether you’re searching for a full-time residence, weekend escape, or a one-of-a-kind Eastern Shore retreat, Hammock Pointe offers something increasingly hard to find: space, scenery, and waterfront tranquility without the beach-town crowds. Come experience Crisfield and see why life on the Chesapeake is different here.

14 Hammock Pointe, Crisfield

Listing courtesy of Hileman Real Estate-Berlin. Contact: (410) 208-9200

$135,000
3 Beds 1 Baths
Step back in time while enjoying the comforts of home at 26399 Old State Road in Crisfield, Maryland! Built in 1875, this charming 3-bedroom home offers approximately 1,300 square feet of living space and is situated on a .32-acre lot. From the classic exterior to the unique details throughout, this home is filled with character you simply don’t find in newer construction. Inside, the spacious kitchen offers abundant cabinetry and counter space along with room for dining and gathering. The home’s farmhouse-inspired touches add warmth and personality while leaving plenty of opportunity for the next owner to make it their own. Outside, mature trees and established landscaping create a welcoming setting. The spacious backyard offers plenty of room for entertaining, gardening, pets, or simply enjoying the outdoors. Multiple outdoor seating areas provide great spots for summer cookouts and relaxing in the shade, while the storage sheds offer additional space for tools, lawn equipment, and hobbies. With 3 bedrooms, approximately 1,300 sq. ft., a .32-acre lot, and more than 150 years of history, this Crisfield home offers an opportunity to own a property with true Eastern Shore character. If you're looking for a home that isn't cookie-cutter, this one deserves a look. Schedule your showing and see the possibilities for yourself! Sold as-is.

26399 Old State Rd, Crisfield

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

$229,990
Investor Alert - 1/2-occupied duplex, a couple blocks from Historic Downtown Princess Anne, and less than a mile to University of Maryland Eastern Shore campus. Unit 1 is a 3BR/1BA unit with a welcoming front porch, nice-sized living room with a wide opening into the eat-in kitchen w/built-in microwave, stove, fridge. 3 bedrooms, full bath with stacked washer/dryer included. Unit 2 is a 2BR/1BA unit - cute living room, eat-in kitchen w/ stove, built-in microwave, fridge, and stacked washer/dryer included. 30704 Hampden was rented for $1,395/month - vacant as of 08/08/2026; 30706 Hampden rents for $800/mo, currently occupied. Water readers on lines separate each unit. Sizes, taxes approximate

30704 Hampden Ave, Princess Anne

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$399,999
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

$145,000
3 Beds 1 Baths
Welcome to this lovely island waterfront home cherished by the same family since 1940 and originally built by the owner's father. This unique home is full of character and carefully cared for throughout the decades. A welcoming front porch sets the tone perfect for relaxing before stepping inside to the inviting family room. The living area is complete with original moldings and a pair of lovely wall sconces that provide a warm tone in the space. The efficient eat - in kitchen features custom-made cabinetry, including original tall base cabinets designed for added comfort while cooking. A vintage gas stove remains in working condition, and you'll find plenty of cabinet space with clever storage areas and a convenient pantry. The main level includes two comfortable bedrooms, one with water views, and the second features a custom built-in wall cabinet. The full bath showcases beautifully preserved original tile and a tub set in an elegant alcove with a window perfectly placed to capture serene water views. The spacious laundry room has a utility closet, a washer and dryer and a separate walk in shower stall. There's also plenty of room for an additional refrigerator or freezer. Upstairs, a bonus room with extra storage tucked under the eaves plus a separate room for another bedroom or flex space. Dormer windows bring in natural light and frame picturesqe water views of the Chesapeake Bay and surrounding marshes. Outside the beautifully maintained yard with sidewalks and chain-link fencing also includes an 8' x 12' storage shed with electricity. A move-in ready home offering timeless charm and beautiful water views. Whether you're looking for a peaceful year-round residence or a relaxing waterfront retreat, this special property offers a rare chance to own at home where history and scenic beauty come together.

3287 Marsh Road, Ewell

Listing courtesy of Wilson Realty. Contact: (410) 968-1882

$94,250
8.7± acres in the heart of Maryland’s beautiful Eastern Shore, offering a peaceful, wooded setting with convenient access to local marinas, fishing, crabbing, boating, and the abundant wildlife that makes Somerset County so special. Currently used for hunting, this property offers exceptional recreational opportunities today while also presenting potential for future possibilities. Based on conversations with Somerset County and the Maryland Department of the Environment (MDE), the property contains non-tidal wetlands; however, that does not preclude development. MDE advised that limited impacts may qualify for a streamlined authorization process, while larger impacts would require additional review and permitting. As with any rural property, buyers are encouraged to consult with their engineer, surveyor, and the appropriate regulatory agencies to determine the best location and design for any future improvements. The property may be reached via a strip of land from Deal Island Road or by way of a semi-private drive from Pine Pole Road. For showing instructions, additional property information, and the contact information for the Somerset County officials and Maryland Department of the Environment representatives familiar with this property, please contact the listing agent directly.

0 Deal Island Rd, Princess Anne

Listing courtesy of Atlantic Shores Sotheby's International Realty. Contact: (410) 524-0919

$210,000
1 Beds 1 Baths
Priced to sell!! This charming and tastefully updated 1-bedroom, 1-bath home situated on an impressive 14.15± total acres spanning two separate parcels. This unique offering provides an exceptional opportunity for those seeking space, flexibility, and the tranquility of country living. The existing home (priced accordingly and as-is) is nestled on the smaller parcel, which is improved with its own septic system, while the larger parcel also has an existing septic system, creating exciting potential for future use, expansion, or additional improvements (subject to applicable approvals). Inside, the home offers a cozy and functional layout filled with natural light. Step outside and enjoy the beauty of the surrounding acreage, where you'll find abundant room to garden, explore, hunt, enjoy wildlife, establish trails, or create the self-sufficient homestead you've always envisioned. Whether you're looking for a private retreat, recreational getaway, family homestead, or an investment with future possibilities, this property delivers tremendous versatility. Opportunities to own 14.15± acres across two parcels with existing improvements are increasingly rare. Don't miss your chance to own this peaceful slice of the countryside and make it your own. Buyer and Buyer's Agent are responsible for performing their own due diligence and independently verifying all information contained herein, including but not limited to acreage, parcel information, septic systems, zoning, permitted uses, and any future development potential.

6028 Cornstack Rd, Marion Station

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$100,000
OPPORTUNITY ZONE - 3.43 Acres Industrial lot for sale in the Princess Anne Industrial Park. Fully equipped with water, sewer, utilities and access roads. Fiber optic lines at the entrance to the park. The site is level, cleared and ready for immediate construction (subject to permits). The Industrial Park is accommodating to a wide range of light manufacturing, warehouse, service and office users. The Town of Princess Anne is committed to maintaining an attractive industrial park for all present and future businesses, and customers. All construction plans and timetables are subject to approval by the Princess Anne Town Commissioners. Located in the Princess Anne Industrial Park with Industrial Park Zoning. Located in a State of Maryland Enterprise Zone for new construction tax abatements and a HUB Zone which promotes job growth, capital investment and economic development to historically underutilized business zones. Princess Anne, Somerset County, is accessible to the east cost markets with north/south and east/west access by major US highways.

30380 Park Dr, Princess Anne

Listing courtesy of SVN/Miller Commercial Real Estate. Contact: 410-543-2440

$1,099,900
5 Beds 2 Baths
A truly one-of-a-kind waterfront estate offering 82+ acres across three parcels in historic Crisfield, Maryland. Known as the legendary "Home of the Terrapin King," this extraordinary property seamlessly blends Chesapeake Bay history with breathtaking waterfront living. Learn more about the property's fascinating story at www.TerrapinKing.org. Built in 1925, this beautifully updated residence offers approximately 2,921 square feet of living space with 5 bedrooms and 2 full bathrooms. Surrounded by water on three sides, nearly every room showcases spectacular panoramic views of the Chesapeake Bay, tidal marshes, and unforgettable sunsets. Extensive recent improvements make this historic home move-in ready while preserving its timeless coastal character. Updates include new luxury vinyl plank flooring throughout, updated lighting, new plumbing, a new water treatment system, new sump pumps and drainage systems with backflow valve preventers, and most mini-split HVAC units replaced within the past few months. The home is being offered fully furnished, making it ideal as a primary residence, vacation home, or turnkey investment property. The spacious primary suite features a pellet stove, double closets, and sweeping waterfront views. One of the home's most iconic spaces, the Captain's Room, features expansive bay windows that create the feeling of standing at the helm of a ship overlooking the Chesapeake. Two screened porches and a second-story balcony provide multiple spaces to relax and enjoy the peaceful waterfront setting. The estate encompasses over 82 acres, including approximately 20 acres of upland, with the balance consisting of pristine waterfront, marshlands, and natural habitat. Private trails offer opportunities for hiking, wildlife observation, hunting, and exploring, while the property's private beach and dock provide direct access to boating, fishing, kayaking, and all that the Chesapeake Bay has to offer. Additional exterior improvements include the removal of all former beach pilings, installation of additional riprap for shoreline stabilization, and backfilling of the yard, further enhancing the property's usability and protecting the shoreline. Beyond its exceptional waterfront lifestyle, this property presents exciting future possibilities. Any future development remains subject to all required governmental approvals, permitting, environmental review, and applicable regulations. One of the property's most valuable features is its existing connection to city sewer, an uncommon and highly desirable amenity for a waterfront estate of this size that can significantly reduce future infrastructure costs. Steeped in history as the former headquarters of Albert Tallmadge LaVallette Jr.'s renowned terrapin enterprise, this remarkable estate has become one of Maryland's most recognizable waterfront landmarks. The property currently operates as a successful short-term rental, and the seller reports annual gross short-term rental income approaching $100,000, offering exceptional income potential while serving as a truly unforgettable waterfront retreat. Whether you're searching for a private estate, an income-producing investment, a family compound, or a once-in-a-lifetime Chesapeake Bay property, 1 Lavallette Road delivers unmatched history, privacy, recreation, development potential, and panoramic waterfront beauty. Fireplaces convey As-Is. Total acreage is approximately 82+ acres, including approximately 20 acres of upland. Furnishings included with acceptable terms.

1 Lavallette, Crisfield

Listing courtesy of Worthington Realty Group, LLC. Contact: 8558494663