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$259,900
Investment opportunity! Duplex with two bedroom units, each has LR, storage closet, washer dryer hookup for stack unit, eat in kitchen with refrigerator and propane range, one bedroom and bath on first floor, large bedroom with vaulted ceiling and two closets on second floor. Owner's cottage is additional rental at rear, efficiency style kitchen with vaulted ceiling, 1 large bedroom, and open living room area, fenced in and with separate driveway. Would make a good Airbnb rental. All units currently rented. See agent for income details and statement of expenses.

3437 Lawsonia Rd, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$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
$188,900
2 Beds ⋅ 1 Baths
Charming log cabin style home has been totally renovated to like new! Bright and airy kitchen with center island, new applances. Convenient stack washer dryer located in closet nearby. Open living room/dining area has a vaulted ceiling with a fireplace with stacked stone surround. Sliding glass door off of living room opens to a deck ready for the grill. Bathroom has walk in shower. Bedroom on first floor and a striking iron spiral staircase to the second floor loft bedroom. Large open front porch ready for those rockers! Great home for those who want to downsize.

2815 Calvary Rd, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$173,000
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: 3026770020
$189,999
3 Beds ⋅ 2 Baths
Charming 3 bedroom 2 bath bungalow style home located outside the city limits of Crisfield. Home features a large enclosed front porch perfect for enjoying the serene nature of the Eastern Shore. Outside the carport and one car garage provide plenty of storage space for all of your fishing poles, crab pots, and a golf cart---essentials for country living along the Chesapeake Bay. Jenkins Creek public boat ramp is only a few minutes' drive and within an hour you can be to Chincoteague or Salisbury.

3223 Lawsonia Rd, Crisfield

Listing courtesy of The Land Group. Contact: (410) 934-3478
$285,000
3 Beds ⋅ 2 Baths
BEST PRICED HOME IN THE AREA!! Eastern Shore waterfront living awaits you at Harbour Light, offering stunning views of the Tangier Sound for a fraction of the cost of most waterfront locations. This beautifully maintained home features 3 spacious bedrooms, 2 full baths, beautiful wood floors, third‑floor water views, and a 40' private deeded boat slip (D‑1)—all available immediately so you can start enjoying those unforgettable sunsets right away. Step inside to a home that feels completely renovated, clean, and move‑in ready. The centrally located kitchen offers abundant cabinet space, pantry, pull‑out base trays—now enhanced with a new refrigerator, new stove, new sink, new dishwasher, and new backsplash. Additional upgrades include fresh paint, a renovated bathroom, new sliding glass doors, new ceiling fans, new washer and dryer, a new programmable thermostat, and remote‑controlled blinds for effortless comfort. Enjoy beautiful water views from the living room, kitchen, primary bedroom, balcony, and screened porch. A separate laundry/utility room provides extra storage for pool gear or fishing supplies, while the exterior storage closet is perfect for tools, toys, and tackle. Elevator access, a heated community pool, and a pool house with men’s and women’s changing areas and a full bath house add exceptional convenience and comfort. The location is exceptional—close to medical offices, with a new medical annex opening soon, plus nearby shopping and walkable restaurants and cafés that make everyday living easy and enjoyable. Outdoor lovers will appreciate being just minutes from Janes Island State Park, Somers Cove Marina, Wellington Beach, and easy access to boating, biking, crabbing, and seasonal duck hunting. Crisfield offers year‑round charm with beloved local events including the Soft‑Shell Festival, Freedom Fest, Tangier Sound Music Festival, and the Crab & Clam Bake. Whether you're seeking a full‑time residence, a weekend escape, or an investment opportunity—this is coastal Eastern Shore living at its finest. internet/cable, water, security and a Deeded dock all included.

101 Williams St Unit #303, Crisfield

Listing courtesy of RE/MAX Real Estate Connections. Contact: 7037544341
$369,900
3 Beds ⋅ 2 Baths
Looking for a minimal maintenance home with all the bells and whistles? Brick rancher on 2.93 acres has been updated in all the best ways, completely remodeled kitchen, family room, dining room, primary bath and utility area. Encapsulated crawl space eliminates moisture related problems, limits allergens, and helps with heating and cooling bills. Roof, gutters and fascia were replaced in 2018 and 2017. Gorgeous kitchen with granite counters, wine bar, LVP flooring, stainless appliances. Primary bedroom has two walk in closets and another closet, double doors open to ensuite bathroom with deep soaking tub, walk in shower, quartz countertops. Large formal living room with fireplace for entertaining, family room also has wood burning fireplace, both have been cleaned, and are ready for a cozy fire! Single car garage has work bench and freezer. Landscaped and manicured lawn with patio overlooking back yard. Asphalt driveway has been recently resealed. Separate lot included in 2.93 acreage could be a building site. Don't forget the three season porch at the rear for your morning coffee! Air conditioning unit is just two months old. Located outside of the city limits, no city taxes, but has public water and sewer. Seller had a home inspection done for added buyer piece of mind! (Available with offer). This home is a real gem.

26443 Asbury Ave, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$675,000
4 Beds ⋅ 2 Baths
Buyers looking for a rare opportunity to own waterfront property, the time is now! Sellers are ready for their next chapter and are offering a significant price reduction. Now offered at $675,000! Welcome to your own private waterfront retreat on the beautiful Tangier Sount. Nestled on approximately 1.87 acres, this exceptional property offers 4 bedrooms, two and a half bathrooms, and the perfect blend of Eastern Shore charm and coastal living. Enjoy breathtaking sunsets, panoramic water views, and direct access to the Chesapeake Bay from your private deep-water dock – ideal for boating, fishing, crabbing and all your waterfront adventures. The grounds are a nature lover’s dream, featuring a variety of mature fruit trees that create an orchard-like setting, along with three versatile outbuildings offering ample space for storage, hobbies, workshops or equipment. Whether you’re searching for a year-round residence, a weekend getaway or an investment opportunity, tis property offers endless possibilities. Experience the peaceful beauty of Deal Island, where waterfront living, abundant wildlife and unforgettable sunsets become part of your everyday lifestyle.

23163 Rolfe Ln, Deal Island

Listing courtesy of Keller Williams Realty. Contact: 3023600300
$725,000
4 Beds ⋅ 3 Baths
Escape to Maryland's Eastern Shore – Your Private Waterfront Retreat- Wake Up Each Morning to peaceful water views, spend your afternoons boating or kayaking on scenic Coulbourne Creek, and end your evenings watching spectacular sunsets from your deck or second-story balcony. Whether you're searching for a luxury second home, a waterfront vacation retreat, or an investment property with vacation rental potential, 5757 Dockside Lane, Marion Station, Maryland offers the Eastern Shore lifestyle you've been dreaming of. Built in 1971 and completely remodelled by the current owners in 2025, this move-in-ready waterfront home features 4 bedrooms and 2½ bathrooms. The thoughtfully designed floor plan includes 4 bedrooms, 1 full bathroom, and a half bath on the main level, making everyday living convenient while providing excellent accommodation for owners and guests. Upstairs are 2 additional bedrooms and a full bathroom, offering privacy for family, friends, or vacation renters. Nestled on 2.21 private acres, the property provides the perfect blend of waterfront beauty and seclusion. A decorative privacy fence surrounds the inviting inground swimming pool, creating your own private resort where you can spend sunny afternoons swimming, entertaining, or simply relaxing after a day on the water. Outdoor living is at the heart of this exceptional property. The spacious deck overlooking Coulbourne Creek is ideal for outdoor dining, entertaining, or enjoying the peaceful waterfront setting. The second-floor balcony offers another spectacular vantage point for watching wildlife, enjoying your morning coffee, or taking in breathtaking sunsets over the creek, or relax with your nightcap after a tiring day. Boating enthusiasts will appreciate that a permit for a new dock is already in place and may be transferred to the buyer, making it easier to begin enjoying life on the water. The previous dock offered approximately 4 feet of water at the dock with an approximately 7-foot-deep channel, providing protected water for many recreational boats. From your backyard, spend the day cruising Colbourne Creek, fishing, crabbing, kayaking, paddleboarding, canoeing, or exploring the countless creeks and coves that make Maryland's Eastern Shore such a treasured destination. This area is renowned for its outstanding recreational opportunities. Enjoy world-class fishing and crabbing, waterfowl and wildlife viewing, birdwatching, boating excursions, waterfront dining, local marinas, and charming historic towns. Whether you're looking for a quiet weekend escape or an active waterfront lifestyle, you'll discover the relaxed pace and natural beauty that continues to attract second-home buyers and vacationers year after year. The property also offers exciting future possibilities. Subject to all required permits and Planning and Zoning approval, a second dwelling may be constructed on the property, making it ideal for a guest house, multigenerational living, or additional vacation rental income. The property may not be subdivided, and buyers should verify all building requirements with Somerset County Planning and Zoning based on their proposed plans along with any other governmental agencies requiring approval. Whether you envision family gatherings by the pool, weekends on the water, evenings around the fire pit, or creating an exceptional vacation rental, 5757 Dockside Lane offers a rare opportunity to own a beautifully updated waterfront retreat where every day feels like a getaway.

5757 Dockside Lane, Marion Station

Listing courtesy of Keller Williams Select Realtors of Easton. Contact: 4106907356
$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
$199,995
3 Beds ⋅ 2 Baths
PRICE IMPROVEMENT! 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
$10,000
small parcel land on Melvin White Road, Deal Island, Md can be used to store crab pots, boats.

parcel 210 Melvin White Rd, Deal Island

Listing courtesy of The Spence Realty Group. Contact:

$345,000
4 Beds ⋅ 3 Baths
House is ready for showings and new carpet will be installed in the living room only. This Diamond in the rough is set in a quiet country rural area of Somerset County in the Chesapeake Acres Subdivision. A four bedroom, 2.5 bathrooms, freshly painted throughout has a lot to offer, an idea place to raise a family. Check out the kitchen with all new updated Cabinets and Countertops. Dining room, living and family rooms are spacious rooms to host large family gatherings. The fourth bedroom can be used as an office. Paved driveway with enough parking for everyone. The two car detached garage is large enough plus there is extra storage space with an attached outside sitting and eating area to watch and participate in a cook out. Check out the large deck! Check the front yard enough space to watch the beautiful sunset.

30784 Eden Allen Rd, Eden

Listing courtesy of The Spence Realty Group. Contact:

$535,000
3 Beds ⋅ 2 Baths
Welcome to 7940 Riverview. Located in the Waterside Village of Rumbley this beauty faces straight into the Tangier Sound/Chesapeake Bay!!! Pride of Ownership and attention to detail are evident both inside and out of this pristine property. This 3 Bedroom 2 Bath gem makes efficient use of every square inch of living space. The Primary Living Room is large enough for entertaining but isn't the only living space. Check out the Den which has Sliding Doors that face the Bay and has a propane fireplace for a cozy feel or to take the edge off on a cool day. Walkout from the family room to the spacious open deck or take cover in the screened in porch alongside. The Kitchen is ample enough to make meal prep a whiz and the breakfast nook is convenient for when the crowd is a little smaller. There is a dining area as well that can handle those larger get togethers. The Large Owners Suite is located on the opposite end of the home from the other two bedrooms giving all parties extra privacy! There are an ample mud room and a space currently used as an office if you have to bring work with you for your get away. The Fenced In area is great for pet detail and there is an Outdoor Shower to hose off after playing on the water. The Sturdy pier features a boat lift, cleaning station, electric supply and bench seating for your convenience. (P.S current owners catches Rockfish, Speckled Trout, and Red Drum right from his pier). The Rip Rap is well maintained, and the sea grasses help to prevent any washouts. There are three outbuildings for storage of all your work and play items as well. Owner would prefer to sell the home furnished so you can walk in drop the bags and enjoy. If you don't feel like cooking or want a night out... check out the Pit and Pub restaurant just down the street. When it comes time to launch or trailer your boat, the Rumbley Boat Dock is just around the corner. This beauty truly needs to be seen to be appreciated... Book your Showing Today!!!

7940 Riverview Rd, Westover

Listing courtesy of RE/MAX Advantage Realty. Contact:

$965,000
A truly rare opportunity to own 9.63 secluded Bayfront acres overlooking the breathtaking Tangier Sound and the Chesapeake Bay. This extraordinary property offers approximately 500 feet plus of shoreline, reinforced and protected with stone riprap, along with a private sandy beach—an exceptional feature for this Eastern Shore gem. Enjoy spectacular, postcard-worthy sunsets and panoramic views across the pristine coastal waters, where endless horizons create an unforgettable backdrop every day. The property includes an existing old home (no Value), several old outbuildings, and a 100-foot pier that pier requires rebuilding, the existing pilings appear to be in serviceable condition, providing an excellent foundation for restoring your private waterfront access. Comprised of five contiguous parcels with excellent road frontage and private gated driveway. This unique estate offers exceptional privacy, flexibility, and future potential. The surrounding waters are renowned for outstanding recreational opportunities, including abundant Chesapeake Bay blue crabs, striped bass (rockfish), fishing, boating, kayaking, and waterfowl. Whether you envision building a private family retreat, an estate property, or preserving an unmatched waterfront sanctuary, this offering represents a unique opportunities available on Maryland’s Eastern Shore. Properties of this size, privacy, and waterfront quality seldom become available. Experience the beauty, tranquility, and endless possibilities this remarkable bayfront property has to offer.

23145 Edelen Webster Rd, Deal Island

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty-WOC. Contact: 4105202600
$219,900
3 Beds ⋅ 2 Baths
Whether you are dreaming of a peaceful getaway, a comfortable full-time home, or a place with room to grow, this property provides a wonderful opportunity. Enjoy the generous lot with space for outdoor living, gardening, recreation, or future improvements—all in a quiet setting with plenty of potential to make it your own. Perfect condition and ready to move in. Recently installed $10,000 Walk In Shower. Plenty of storage including floored attic, 12-16 workshop and 10-12 additional area. Located near boat ramp and marina. Call for a private showing.

27354 Fairmount Rd, Westover

Listing courtesy of Hall Realty. Contact: 4104302000
$1,000
ONLINE AUCTION: August 28th and 29th. Buyer registration information available through listing agent. 102.71+/- acres of timber located on the north side of Deal Island Road and West side of Drawbridge Road in Princess Anne, MD. 17+/- acres were harvested in 2021 with the remaining timber commercially thinned the same year. Additional timber inventory and pricing available through listing agent. 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. Offer & Auction Notice Offers to purchase will be considered by the Seller through August 22, 2026. The Seller reserves the right to accept an offer at any time prior to that date, reject any offer, or continue marketing the Property. If not sold prior to August 22, the Property will be offered as part of the August 28, 2026 online auction, with each tract closing according to the published timed closing schedule. Prospective purchasers should review all auction terms, conditions, and bidding procedures prior to participating.

Deal Island Rd, Princess Anne

Listing courtesy of The Land Group. Contact: (410) 934-3478
$1,000
ONLINE AUCTION: August 27th and 28th. Buyer registration information available through listing agent. 244± acres of wooded land located off Peggy Neck Road in Princess Anne, MD offering an exceptional recreational opportunity for both whitetail deer and turkey hunting. A portion of the property has been thinned in recent years and features a diverse timber stand, including dense 10+/- year old pine, managed pine stands approximately 30± years old, mature old growth hardwoods, and bottomland hardwoods—creating ideal bedding, travel, and foraging habitat. The southern boundary is defined by the headwaters of Tangs Creek, adding a critical water source and natural travel corridor for wildlife. This transition from upland pine to hardwood bottoms supports strong browse, mast production, and edge habitat—key components for holding and growing mature whitetail deer populations. Power transmission lines run through the center of the property, creating established openings that function as long-range shooting lanes and natural food plot locations. These corridors also enhance access to different sections of the property, allowing for strategic stand placement and low disturbance entry and exit routes. The mix of open corridors, thinned timber, and hardwood ridges provides excellent turkey habitat, supporting nesting, strutting, and roosting areas across the tract. The diversity of cover and terrain allows for multiple hunting setups throughout the season. A former cell tower site is located on the northwest side of the ownership and has been decommissioned. Property is encumbered by a DNR conservation easement in which development rights have been removed from the property. A building envelope is available from the seller at an additional cost. For more information on the tract, conservation easement, or to schedule a showing, contact the listing agent. 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. Offer & Auction Notice Offers to purchase will be considered by the Seller through August 22, 2026. The Seller reserves the right to accept an offer at any time prior to that date, reject any offer, or continue marketing the Property. If not sold prior to August 22, the Property will be offered as part of the August 28, 2026 online auction, with each tract closing according to the published timed closing schedule. Prospective purchasers should review all auction terms, conditions, and bidding procedures prior to participating.

Peggy Neck Rd, Princess Anne

Listing courtesy of The Land Group. Contact: (410) 934-3478
$1,000
ONLINE AUCTION: August 27th and 28th. Buyer registration information available through listing agent. 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. Offer & Auction Notice Offers to purchase will be considered by the Seller through August 22, 2026. The Seller reserves the right to accept an offer at any time prior to that date, reject any offer, or continue marketing the Property. If not sold prior to August 22, the Property will be offered as part of the August 28, 2026 online auction, with each tract closing according to the published timed closing schedule. Prospective purchasers should review all auction terms, conditions, and bidding procedures prior to participating.

Pine Pole Road, Princess Anne

Listing courtesy of The Land Group. Contact: (410) 934-3478
$449,000
Incredible opportunity to own a marina in the village of Ewell on historic Smith Island, Maryland. This recently renovated six slip marina features new construction, with 150 feet bulkhead, three 60-foot deep water docks, a bathhouse, a bait house, and two additional sheds. The marina greets boaters with ample docking space and is perfectly situated between both harbor entrances to the village. Boaters will love the convenience of docking right between two of the islands restaurants and local market. This location, the perfect place for both relaxation and convenience. The property also includes a four bedroom, two bath historic home that requires renovations but could be a vacation rental or primary residence. Call listing agent for more information. Don't miss this rare chance to invest in Island life!

20880 Caleb Jones, Ewell

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$1,000
ONLINE AUCTION: August 27th and 28th. Buyer registration information available through listing agent. The Flower Hill Tract is a 331+/- deeded acre tract of timber with road frontage on Flower Hill Church Road. The western boundary runs along the rail line and Rt. 13 between Princess Anne and Salisbury. Property is subject to MD DNR 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. Offer & Auction Notice Offers to purchase will be considered by the Seller through August 22, 2026. The Seller reserves the right to accept an offer at any time prior to that date, reject any offer, or continue marketing the Property. If not sold prior to August 22, the Property will be offered as part of the August 28, 2026 online auction, with each tract closing according to the published timed closing schedule. Prospective purchasers should review all auction terms, conditions, and bidding procedures prior to participating.

Flower Hill Church Road, Eden

Listing courtesy of The Land Group. Contact: (410) 934-3478
$750,000
Calling all investors and builders. 8.43 acres of waterfront/waterview land. Already subdivided and ready for Phase 2 and phase 3 of WATERS EDGE development. This includes 28 Townhome lots and 38 single family residence lots. This is a rare opportunity. And for this opportunity...it is PRICED TO SELL!!! All information is deemed reliable, but not guaranteed by the listing agent.

Lots 987 & 990 Lorie C. Quinn Sr. Dr, Crisfield

Listing courtesy of Dockside Properties. Contact: 757-894-1479
$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: 4105434545
$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: 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
$164,900
6 Beds ⋅ 2 Baths
FANTASTIC Investment Opportunity in Crisfield, MD! Don’t miss this income-producing duplex located at 2899 Byrdtown Rd in scenic Crisfield, Maryland — the “Crab Capital of the World” known for its waterfront charm, boating, fishing, and relaxed Eastern Shore lifestyle. This property features TWO spacious 3-bedroom, 1-bath units that have been recently freshened up and are ready for new tenants. Anticipated rental income is approximately $1,200/month per unit, making this an excellent addition to your investment portfolio or a great owner-occupant opportunity. Recent improvements include a metal roof installed in 2018, updates to the second-floor kitchen, some new flooring, and new heaters being installed in the downstairs unit, plus additional updates throughout. There are even washer/dryer hookups for added tenant convenience. Situated outside city limits, you’ll enjoy the benefit of county taxes only — no city taxes. The property has also been inspected and certified lead-free for peace of mind. Set on a spacious lot surrounded by natural beauty, this duplex offers strong rental potential in a peaceful setting just minutes from Crisfield’s marinas, waterfront dining, and ferry access to Smith Island. Great opportunity to secure an income-generating property or buy it and live in one unit while you rent the other out!! Schedule your appointment today!

2899 Byrdtown Rd, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$1,375,000
5 Beds ⋅ 7 Baths
Welcome to The Old Beauchamp Farm! This is a one-of-a-kind Eastern Shore treasure boasting a 4 bedroom, 4 ½ bath main house with two kitchens and two living rooms, a 1 bedroom 1 ½ bath guest house, 2 ponds, sitting on 71.4 acres ( 32 acres of woodlands and 37 tillable acres). The property has well-manicured lawns, hardscaping, composite decking, white picket fencing, plus trails and deer blinds throughout the property. The first phase of The Old Beauchamp House was built circa 1711, making it one of the oldest surviving homes on the Eastern Shore of Maryland. Later in the eighteenth century the original home was added on to. The Old Beauchamp House still boasts the original glazed brick pattern work on the north end of the house. In 2021 the home was renovated and converted into two units; each having their own living space, kitchen, entrance, and deck. 'Martha's Cottage's' entrance is from the front of the house. As you walk through the front door you are greeted with a beautiful stone fireplace in the living room. The first floor also has a master suite, half bath, kitchen, and laundry closet. The original staircase off the living room leads to a second master suite. 'Mary's Cottage’s' entrance is off the right side of the home. Downstairs is a living room with fireplace, office, kitchen, laundry room, and full bathroom. This unit has two separate staircases, one leading to a bedroom and one to a master suite. As you make your way up the long driveway you will notice an additional structure before reaching the home. This was also renovated in 2021 and made into a separate guest house from The Old Beauchamp House. This open concept one bedroom one and a half bedroom has its own laundry/utility room and attached one car garage, perfect for guests or as a rental. The main house and the guest house are being offered fully furnished. Property has been used successfully as an Airbnb. This is a great set-up for multi-generational families or those looking for rental income. *Make sure to check out the virtual tours of the two houses.

7625 Old Westover Marion Rd, Westover

Listing courtesy of The Land Group. Contact: (410) 934-3478
$1,375,000
Welcome to The Old Beauchamp Farm! This is a one-of-a-kind Eastern Shore treasure boasting a 4 bedroom, 4 ½ bath main house with two kitchens and two living rooms, a 1 bedroom 1 ½ bath guest house, 2 ponds, sitting on 71.4 acres ( 32 acres of woodlands and 37 tillable acres). The property has well-manicured lawns, hardscaping, composite decking, white picket fencing, plus trails and deer blinds throughout the property. The first phase of The Old Beauchamp House was built circa 1711, making it one of the oldest surviving homes on the Eastern Shore of Maryland. Later in the eighteenth century the original home was added on to. The Old Beauchamp House still boasts the original glazed brick pattern work on the north end of the house. In 2021 the home was renovated and converted into two units; each having their own living space, kitchen, entrance, and deck. 'Martha's Cottage's' entrance is from the front of the house. As you walk through the front door you are greeted with a beautiful stone fireplace in the living room. The first floor also has a master suite, half bath, kitchen, and laundry closet. The original staircase off the living room leads to a second master suite. 'Mary's Cottage’s' entrance is off the right side of the home. Downstairs is a living room with fireplace, office, kitchen, laundry room, and full bathroom. This unit has two separate staircases, one leading to a bedroom and one to a master suite. As you make your way up the long driveway you will notice an additional structure before reaching the home. This was also renovated in 2021 and made into a separate guest house from The Old Beauchamp House. This open concept one bedroom one and a half bedroom has its own laundry/utility room and attached one car garage, perfect for guests or as a rental. The main house and the guest house are being offered fully furnished. Property has been used successfully as an Airbnb. This is a great set-up for multi-generational families or those looking for rental income. *Make sure to check out the virtual tours of the two houses.

7625 Old Westover Marion Rd, Westover

Listing courtesy of The Land Group. Contact: (410) 934-3478
$1,800,000
GOLDSBOUROUGH MARINE IS A LONG - STANDING BOAT DEALER IN CRISFIELD, MD, KNOWN FOR SALES, SERVICE, & CUSTOM RIGGING ESPECIALLY FOR COMMERCIAL AND FIRE/RESCUE AND PLEASURE RECREATIONAL BOATERS. THEY SPECIALIZE IN MERCURY & YAMAHA OUTBOARDS AND BRANDS LIKE CAROLINA SKIFF, LOWE, C-HAWK, OFFERING NEW AND USED BOATS, PARTS AND TRAILERS, LIKE EZLOADER & LOAD-RITE. THIS IS A TURN KEY BUSINESS!! GOLDSBOROUGH HAS BEEN IN BUSINESS SINCE 1971. THE BUSINESS IS BEING SOLD AS IS, WITH ALL INVENTORY, COMPLETE SERVICE SHOP WITH 3 BAYS. THE BUILDING AND WORK SHOP ARE A COMBINED TOTAL 9240 SQ FT. THERE IS A 2 BAY WAREHOUSE ON THE MAIN LOT AND INCLUDED IN SALE IS 3 LOTS ACROSS THE STREET IS A BOAT RAMP THAT IS OWNED BY BUSINESS. GOLDSBOROUGH MARINE IS CONVENTLY LOCATED NEXT TO THE 2ND LARGEST MARINA IN MARYLAND WITH 515 BOAT SLIPS. CRISFIELD IS A HUD FOR FISHING, SAILING CRUISING. THIS MAKES THE BUSINESS VERY BUSY WITH TRANSIENT & RECREATIONAL BOATERS WHO CAN WALK OR DRIVE TO GOLDSBOROUGH. THE DEALERSHIP HAS REMAINED THE TOP RATED MERCURY MARINE DEALER (division of Brunswick Corp) FOR THE PAST 48 YEARS, SERVING THE CHESAPEAKE BAY AREA WITH QUAILTY SALES & SERVICE. GOLDSBOROUGH MARINE IS A PLATINUM DEALER, WITH ONE MASTER TECHNICIAN & ONE CERTIFIED TECHNICIAN.

709 W Main St, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact: (410) 968-0478
$419,900
4 Beds ⋅ 3 Baths

31390 Harvest Ct, Westover

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545