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$53,000
This buildable lot offers peaceful water views of the Tangier Sound, located just about 270 feet from the shoreline, giving you that coastal feel without the waterfront price tag. Whether you’re looking to build your full-time home or a weekend escape, this property gives you the perfect canvas to bring your vision to life. Picture freshly caught blue crabs, days spent fishing or out on the boat, and easy access to nearby ramps for getting on the water. It’s a setting built for slowing down and enjoying everything the shore has to offer. Conveniently located, you’re within an hour of some of the area’s most popular destinations, including Ocean City, Assateague Island, and Chincoteague Island—perfect for beach days, boating, and exploring. If you’ve been looking for a quiet spot with water views and endless potential, this is your opportunity to create something special on the Eastern Shore. Sizes, and taxes approximate

Thomas Price Rd, Deal Island

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$244,900
4 Beds 2 Baths
**Restored 1900 Traditional Farmhouse in Historic Deal Island, Maryland** Discover the charm of this beautifully restored 1900 traditional farmhouse, nestled in the picturesque setting of historic Deal Island. This stunning home perfectly balances timeless character with modern amenities, offering a unique opportunity to own a piece of history. As you enter, you'll be greeted by the warm ambiance of luxury vinyl plank flooring throughout the main level. The inviting living room features a cozy wood-burning stove, ideal for creating memorable gatherings during the colder months. The well-appointed kitchen provides both functionality and a touch of rustic charm, perfect for family meals and entertaining. Upstairs, find comfort in two generous bedrooms, each adorned with brand-new carpeting that adds a fresh and cozy feel. Two first floor bedrooms are perfect for an owner's suite and office, or additional living. The large yard offers plenty of outdoor space for gardening, play, or simply enjoying the serene surroundings. With its beautiful restoration and expansive outdoor area, this farmhouse is a true sanctuary that captures the essence of rural living. Experience the peace and history of Deal Island—schedule your private tour today and make this charming farmhouse your forever home!

23232 Lola Wheatley Rd, Deal Island

Listing courtesy of Century 21 Home Team Realty. Contact: 8004477711

$519,333
3 Beds 2 Baths
Waterfront 2 subdivided lots totaling 2+ acres. Main home and tenant house and duck blind on the water with small pier. Public water. Private septic. Open concept. Great room 44x16. 2 Balconies. 2 multi level decks. Gas cooking. Spiral stairs and dumb waiter to lower level. Brazilian hardwood, ceramic tile, porcelain tile floors. Custom kitchen with huge center island. Fantastic views for miles from every window. Goose Creek Marina, Pub and Free boat launch. Small house has 1 bath, 1 bedroom, kitchen and dining room combo, separate driveway. 20x 10 storage shed. Above ground pool. Main house is open concept, 3 bedrooms, 2.5 baths, huge open space on both levels. Not a drive by! Please view all pictures and descriptions. Call for additional info and appointment to view .

25980 Rumbley Rd, Westover

Listing courtesy of Weichert, Realtors - Diana Realty. Contact: (410) 893-1200

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

30416 Plantation Dr, Princess Anne

Listing courtesy of RE/MAX Advantage Realty. Contact: (302) 628-2500

$244,000
2 Beds 2 Baths
Waterfront Living at Its Finest on Somers Cove Marina & the Tangier Sound Imagine spending your summer evenings on your private balcony cracking fresh crabs, feeling the warm coastal breeze, and watching boats glide in and out of Somers Cove Marina. This beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of relaxation, lifestyle, and value. Designed for both weekend escapes and year-round living, this low-maintenance, energy-efficient unit even comes with impressively low power bills to back it up. Major updates have already been taken care of, including a newer HVAC system installed and a new hot water heater providing peace of mind and worry-free comfort for years to come. Enjoy front-row views of Crisfield’s most iconic events right from your balcony, including breathtaking 4th of July fireworks, the famous Hard Crab Derby, and multiple waterfront festivals complete with live music you can enjoy without ever leaving home. Inside, you’ll find a well-appointed gourmet kitchen featuring all-new stainless steel appliances, opening into a spacious and inviting living area that feels both cozy and airy. The thoughtful layout continues with a guest bathroom complete with built-in blow dryers, a convenient in-unit laundry room, and a generously sized primary suite with its own private bath. Whether you’re looking for a coastal getaway or full-time residence, this turn-key condo delivers true waterfront living in the heart of Crisfield’s rich culture and heritage. And for the true Eastern Shore experience, bring your crab pot residents enjoy the unique perk of catching their own crabs right from the condo docks! Schedule your private tour today and start enjoying your life on the Tangier Sound!

1 Dock St Unit #203, Crisfield

Listing courtesy of Keller Williams Realty. Contact: 3028467839

$314,900
3 Beds 2 Baths
Captain's Quarters condo at the entrance to Crisfield and Somers Cove Marina. This 1500+ sf unit is in pristine condition and offers 3 bedrooms and 2 full baths. Primary bedroom and en-suite with tile shower and soaking tub, huge walk in closet, fabulous bay views and balcony access. Gourmet kitchen with granite counters, living room with gas fireplace and slider access and again those views! Unit was once a model and is available furnished with high end furniture. Somers Cove Marina next door and just a few minutes to Janes Island and area adventures. Crisfield is a few hours from the DC and Baltimore metro areas and just over a hour to Ocean City, Assateaque Island and other popular Eastern Shore destinations. Interior pics and Fly-Through video coming soon!

1 Dock St Unit #301, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$135,000
4 Beds 3 Baths
LOOK a very eye opening price reduction - Not much needed to make this your spacious home!!! Opportunity knock!! Reduction with a little paint, floor updates great home...Located in the heart of Crisfield, Maryland, this charming farmhouse-style home offers great potential with just a little renovation. With 4 bedrooms, 2 full bathrooms, and 1 half bath, the spacious layout provides comfortable living with room to grow, also finished attic. With a little paint, flooring, cleaning this house would come back to being ready to move in. Property has so much potential, don't miss out check price per square footage. The main bedroom is conveniently located on the first floor with an attached private bathroom. The first floor also includes a home office, utility room, open kitchen, and dining area, creating a functional and welcoming living space. Enjoy relaxing on the large screened-in front porch, perfect for additional living and entertaining space. Upstairs you will find three additional generously sized bedrooms and a full hall bathroom. The stairs continue to a finished attic space, which could be used as extra storage, guest space, or additional heated living area. The property is serviced by private well and septic and sits on a large backyard lot complete with a shed that conveys with the property (as-is). Additional features include: Heat pump systems (appear in good condition; status unknown) All appliances convey with the home Hearth in place where a wood stove was previously installed, offering the opportunity to add another wood stove or pellet stove Conveniently located near local boat docks, marinas, and popular waterfront restaurants, this home offers the charm of Eastern Shore living. Easy to show! Schedule your private tour today through ShowingTime. Easy Show....

26674 Johnson Creek Rd, Crisfield

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 7574284600

$320,000
3 Beds 4 Baths
Welcome to 112-B Sunset Cir in Crisfield! Experience the best of coastal living in this beautiful 3-bedroom, 3.5-bath end-unit home offering space, flexibility, and incredible community amenities. Perfectly positioned just steps from the water, this property includes your very own boat slip (5-D) only a short walk away. This makes it effortless to spend your days out on the bay! Inside, the home features a bright open-concept layout that seamlessly connects the kitchen, dining, and living areas. Ideal for both everyday living and entertaining. A standout feature is the entry-level bedroom suite, complete with a walk-in closet and private full bathroom, providing comfort and convenience for guests or multi-generational living. Upstairs, you'll find the spacious primary suite, designed as a true retreat with a cozy seating area and a walk-in cedar closet with a closet system. The ensuite bathroom includes a soaking tub, separate glass-enclosed tile shower, double vanity, and private water closet. The upstairs loft/flex space offers endless possibilities; perfect for a 4th bedroom, playroom, office, or additional family living space. Step outside and enjoy low-maintenance, maintenance-free living with no yard work required. Directly across from your front door is the community in-ground pool, making it easy to relax and unwind. The neighborhood also features a community beach, playground, pier, and your private boat dock/slip, creating the ultimate waterfront lifestyle. This is coastal living at its finest! Schedule your private showing today.

112b Sunset Cir Unit #112B, Crisfield

Listing courtesy of Whitehead Real Estate Exec.. Contact: 4107494663

$289,900
3 Beds 2 Baths
Welcome to the Crab Capital of the World and This 3 bedroom 2 full bath unit that is ready for you to turn into YOUR dream home or vacation getaway! Enjoy evenings watching the sunset from the balcony or morning coffee on your screened in private balcony off the primary bedroom. Harbour Lights offer views of downtown, Annemessex River and the Tangier Sound. Enjoy fishing, crabbing and boating or relax at the private complex pool. Short drive to Janes Island State Park, Ocean City Maryland or Chincoteague Virginia. Hop on a tour boat for a day trip to Smith or Tangier Island then back home to soak in the deep tub in the master bathroom. Enjoy all the benefits of small town living in this waterman's community.

102 Williams St Unit #209, Crisfield

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

$380,000
4 Beds 3 Baths
Wake up to wide, unobstructed water views in this spacious end-unit waterfront condo located in the heart of Crisfield. With 4 bedrooms and 3 full baths, this beautifully designed residence offers the ideal blend of comfort, functionality, and coastal lifestyle. The bright, open main level features expansive windows that capture natural light and showcase stunning water views. A main-floor bedroom and full bathroom provide flexibility for guests, multi-generational living, or those seeking convenient first-floor access. Step onto the screened deck overlooking the water, perfect for morning coffee, evening sunsets, or entertaining with a view. Upstairs, the generous primary suite includes a private full bath and its own balcony with panoramic water views. Two additional bedrooms and another full bathroom complete the upper level, offering ample space for family, guests, or a home office. Outdoor enthusiasts will appreciate the attached garage and the included deep-water boat slip, ideal for boating, fishing, and exploring the Chesapeake Bay. Community amenities include a pool, private piers, sandy shoreline access, and beautifully maintained waterfront grounds. Accessibility features include a main-level bedroom and full bath, wide interior spaces, and attached garage access, offering convenience and flexibility for a variety of living needs. Located in the waterfront town of Crisfield, known as the Crab Capital of the World, residents enjoy local seafood restaurants, marinas, seasonal festivals, and waterfront events throughout the year. Nearby attractions include Janes Island State Park with miles of kayaking trails and wildlife observation. Ocean City beaches are approximately one hour away, and the property offers accessible commuter routes to Salisbury, Washington, DC, and Baltimore, making it suitable for a primary residence, second home, or investment opportunity. Whether you are looking for full-time waterfront living, a weekend retreat, or a boat-ready getaway, this rare end-unit condo delivers space, views, and lifestyle in one exceptional package.

109-D Waters Edge Unit #109D, Crisfield

Listing courtesy of Samson Properties. Contact: 4433437660

$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

$1,000
ONLINE AUCTION: August 27th and 28th. Buyer registration information available through listing agent. The Hamlet Tract consists of approximately 326.41+/- deeded acres featuring a mix of hardwood and pine timber in various age classes. Portions of the timber were harvested in 2021. The property is currently under a hunting lease, which may be continued or terminated at the buyer’s discretion. It is zoned AR, Agricultural-Residential District, and is protected under a Forestland Conservation Easement. Building rights are not included in the list price but may be purchased for an additional fee. Access is provided via an abandoned county road and a recorded right of way off Mount Vernon Road. The current tax boundaries do not align with the deed. Buyers to conduct their own due diligence. Do not enter property without prior permission from 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.

Mt Vernon Rd, Princess Anne

Listing courtesy of The Land Group. Contact: (410) 934-3478

$79,500
Rare opportunity to own a truly unique waterfront parcel on Saint Peters Creek in Princess Anne, Maryland. This remarkable property offers over 1,500 feet of shoreline along a scenic tidal creek, providing expansive water views, abundant wildlife, and exceptional privacy. Accessed by a closed historic 333-yard road dating back to the Civil War era, the approach alone sets this property apart, offering a sense of seclusion and character. The land features an additional tributary creek on the north border. Steeped in history, this parcel was originally part of a large colonial estate and was later subdivided from the original 65-acre holding, preserving the heritage while creating a one-of-a-kind ownership opportunity. Ideal for recreational use, conservation, or a private waterfront retreat, this property offers a rare blend of history, natural beauty, and Chesapeake Bay watershed frontage. HIGHLIGHTS: -No Conservation Easements or Restrictions. -Private access Road (Mason Lane) was just opened back up in January 2026. -Abundant deer and waterfowl. -Excellent hunting and fishing with live oyster beds on the shoreline -Mature pine and cedar. -Perfect for building a rustic cabin, camping, hunting and fishing. -St Peter's Creek Boat ramp is minutes away from parking area. - See DOCUMENTS tab for survey

Champ Rd, Princess Anne

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

$345,000
3 Beds 2 Baths
Welcome to this beautifully maintained home located on a desirable corner lot in the Beckford Manor Association. Featuring 2 bedrooms and 2 full bathrooms, this home also offers the potential for a third bedroom, providing flexibility to fit your lifestyle. Hardwood floors flow throughout the home, creating a warm and cohesive feel. The open kitchen is perfect for everyday living and entertaining, offering plenty of cabinet space and equipped with an electric cooktop, built-in oven, and microwave. Just off the living area, enjoy cozy evenings by the gas fireplace. The spacious primary suite includes a walk-in closet and a private bath. Step outside to the deck, completely rebuilt just two years ago—ideal for relaxing or hosting guests. Major updates include a heat pump and air conditioning system installed only two years ago, offering peace of mind and energy efficiency. With thoughtful updates, a functional layout, and a prime corner lot location, this home is one you won’t want to miss.

30472 Plantation Dr, Princess Anne

Listing courtesy of The Land Group. Contact: (410) 934-3478

$150,000
Exceptional business opportunity in the prime waterfront community of Crisfield, MD! Welcome to a rare investment opportunity in the heart of Crisfield, Maryland — the "Crab Capital of the World." Nestled along the Chesapeake Bay, this versatile building offers unmatched potential for entrepreneurs, investors, or restaurateurs seeking to establish a landmark destination in a charming coastal town. Situated in a central spot just steps from the marina, public piers, and the terminal to Smith Island giving this property an ideal high visibility location. Flexible space ideal for a variety of business uses — from a full-service restaurant, seafood market, boutique retail, or event venue. Thriving tourism and boating community is also a huge plus for this property, capitalizing on steady foot traffic from seasonal visitors, fishing charters, and regional festivals. This is your chance to own a piece of Maryland's Eastern Shore heritage while bringing new life to Crisfield’s vibrant waterfront. Whether you envision a nautical bistro, a gourmet seafood restaurant, or a multi-use retail space, this property offers the canvas to create something truly special. Don't miss out on this unique opportunity to invest in one of Maryland’s most picturesque and promising coastal towns.

98 N 4th St, Crisfield

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

$249,900
3 Beds 4 Baths
Welcome to your island escape in Chance, Maryland—a serene coastal retreat for true nature lovers, just steps from the Tangier Sound and a short boat ride to the Chesapeake Bay. This beautifully updated three-bedroom, three-bath home offers a sought-after first-floor primary suite, with two generously sized upstairs bedrooms featuring ample closet space. Designed for indoor-outdoor living, the home features three private screened-in porches—perfect for enjoying morning coffee, evening breezes, and peaceful sunsets year-round. Two oversized sheds (12x24 and 12x20) provide exceptional space for storage, hobbies, or a workshop. Inside, you’ll appreciate fresh paint throughout and brand-new heating and cooling systems, making this home truly move-in ready. Whether you’re searching for a weekend getaway or a full-time coastal residence, this property offers comfort, functionality, and charm. As an added bonus, the community features private beach access and boat access, offering effortless entry to some of the Bay’s best boating, fishing, and outdoor adventures—right from your own neighborhood. Don’t miss this rare opportunity to own a peaceful waterfront retreat in a truly special setting. And for a bit of fun—keep an eye out for a hidden Mickey during your tour!

11161 Roland Parks Rd, Chance

Listing courtesy of The Parker Group. Contact: 3022176692