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$319,900
3 Beds ⋅ 2 Baths
Situated on the shores of the Chesapeake Bay at Tangier Sound, this waterfront condo is the perfect base camp for avid anglers and boating enthusiasts. Just minutes from some of the Mid-Atlantic's premier fishing grounds, trophy fish await in the deep waters and island edges surrounding Smith Island, Tangier Island, and Tunnels Island. Leave the hassle of boat ramps behind with your own 25-foot deeded boat slip, conveniently located just a short 3-minute walk from the condo. From there, you're less than an hour by boat to renowned fishing destinations known for exceptional Rockfish, Red Drum, and Speckled Trout. Adding to the appeal, enjoy significant savings compared to the cost of private marina slips in Annapolis, Kent Island, or along the New Jersey Shore. The location also offers convenient access to some of the Mid-Atlantic's most popular destinations—approximately 1.5 hours from Ocean City, 3 hours from Washington, D.C. and Virginia Beach, and just 4 hours from North Carolina's Outer Banks. After a day on the water, return home to relax and take in breathtaking bay views from your private balcony or screened porch. This direct bayfront condominium offers 1,436 square feet of comfortable living space, featuring 3 bedrooms and 2 full baths, making it an ideal waterfront retreat, vacation getaway, or year-round residence.

103 Williams St Unit #213, Crisfield

Listing courtesy of Century 21 Harbor Realty. Contact: 4105482100
$247,999
3 Beds ⋅ 2 Baths
Welcome to this well-maintained 3-bedroom, 2-bath home offering comfort, convenience, and room to grow! The main level features a spacious, easy-living layout and a kitchen with granite countertops—perfect for both everyday living and entertaining. A permanent staircase leads to a large unfinished second floor, ideal for storage or future expansion. Enjoy relaxing or hosting on the screened-in porch and adjoining deck. Ideally located near University of Maryland Eastern Shore and just a short drive or bike ride to Historic Downtown Princess Anne, this home offers the best of small-town charm and convenience. With low-maintenance outdoor space and practical features throughout, it’s a wonderful option for easy living.

30471 Manor Dr, Princess Anne

Listing courtesy of The Spence Realty Group. Contact:

$149,999
RARE WATERFRONT OPPORTUNITY ON TANGIER SOUND – 2.34 ACRES WITH PRIVATE BEACH! This is one of the last remaining waterfront lots featuring a private beach along the scenic Tangier Sound with approved septic. Spanning a generous 2.34 acres, this property offers a perfect blend of seclusion and open-water views. Imagine building your dream home nestled in the private wooded area of the lot while enjoying unobstructed panoramic views of the bay and its ever-changing maritime activity. New survey completed, and the lot is ready for your vision. Watch majestic boats pass by, and end each day with breathtaking sunsets that paint the sky. Don't miss this extraordinary chance to own a piece of waterfront paradise. Call today for more details or to schedule your private tour.

Parcels B & C Rolfe Ln, Deal Island

Listing courtesy of Keller Williams Realty Delmarva. Contact: (410) 524-6400
$85,000
2 Beds ⋅ 1 Baths
Cute retro house with rear deck, enclosed porch , and charming features. Large living room with propane fireplace that heats the entire house, modern bathroom with jetted tub and pocket doors for toilet enclosure. Two bedrooms on second floor. Large storage closet on first floor, and back stairway to bedroom on 2nd level. Access to huge insulated and floored attic. Two large outbuildings provide great storage. Close to public boat ramp at Jenkins Creek to enjoy all that the Tangier Sound has to offer, boating, fishing and spectacular sunsets.

3289 Sackertown Rd, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$34,900
Second chance to make it yours! Lot was approved for a 4 bedroom home with a BAT system! Discover the ideal blend of peace and potential with this spacious 2.01-acre lot located in the desirable Coulbourn's Cove community of Marion Station, Maryland. Nestled in a serene setting, this property offers the perfect retreat for those seeking a quiet, relaxed lifestyle. Just 10 minutes from the charming seafood town of Crisfield and within an hour's drive of Salisbury, Chincoteague, and Ocean City, you'll enjoy both tranquility and convenient access to the Eastern Shore’s best coastal destinations. Don’t miss this opportunity to build your dream home in a beautiful, well-located community!

28085 Coves Way, Marion Station

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$75,000
This private 3.06-acre property offers a fantastic opportunity for your future home or retreat. The lot features existing electric service, a well, and septic system already in place. A detached garage with a concrete floor and two overhead doors provides great storage or workshop potential. There’s also a currently uninhabitable mobile home with an addition on a concrete slab. Abundant wildlife, including deer, frequently visit the property, enhancing its peaceful, secluded setting. The lane is gated with a lock on the chain for added security. Whether you’re looking to renovate or build new, this spacious lot offers the ideal foundation for your vision.

3012 William Maddox Rd, Crisfield

Listing courtesy of Century 21 Home Team Realty. Contact: 8004477711
$32,500
2 Beds ⋅ 1 Baths
Just a short distance to downtown but far enough a way to enjoy a peaceful evening in your yard. Great opportunity to rehab or take down and build new out side of town limits with public sewer and well.

2900 Ape Hole Rd, Crisfield

Listing courtesy of Keller Williams Realty Delmarva. Contact: 4105246400
$154,900
2 Beds ⋅ 2 Baths
Welcome to 409 Myrtle Street, nestled in the heart of Crisfield…proudly known as the Seafood Capital of the World! 🌊🦀 This charming 2-bedroom, 1.5-bath bungalow captures the essence of Chesapeake Bay heritage and small-town coastal charm. Inside, you’ll find a practical and inviting layout featuring a combined living and dining area, a full bathroom, and a half bath currently serving as a laundry room which offers both comfort and versatility. Whether you’re seeking a cozy full-time residence or an ideal seasonal getaway, this home is full of potential and ready for its next chapter. Don’t miss your chance to own a slice of Crisfield’s rich history. Schedule your showing today!

409 Myrtle St, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$150,000
Historic Chesapeake Masonic Lodge located in Crisfield, MD. Once a booming seaport town, now its a quiet, small town with remainders of it's grand past. Beautiful building dates from 1920, all brick construction with grand architectural details. Meeting room on first floor boasts a wood coffered ceiling, small stage area and a large kitchen. Second floor meeting room has arched windows, intricate plaster detail on the wall and a painted coffered ceiling. There are several storage rooms, and two powder rooms. The roof is leaking, and there is water intrusion due to a missing cornice piece as well. There is plaster damage mainly on the front east corner of the building both upstairs and down. There is ceiling damage on the first floor due to plumbing leaks from ancient plumbing. The ancient boiler no longer works for the oil fired radiator heat. There is a lift for handicapped access to the second floor. It is indeed a diamond in the rough. There is a Maryland Historical Trust Easement on the property. Any prospective buyers should be aware of the implications. Please contact listing agent for details. All potential buyers must be prequalified, and proof provided. Listing agent must be present for showings.

3 W Main St, Crisfield

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$1,500,000
Calling All Investors & Builders! This 14.83-acre commercial opportunity offers endless potential with Route 13 frontage and high visibility directly behind the Veterinary Hospital on the corner. Two parcels included – 11229 (zoned C-2 Highway Commercial) + 11209 Stewart Neck Rd. (Parcel ID#2001014315, zoned Commercial) Water & sewer hook-up available Wells & septic already on each parcel Several rented buildings & a home are currently generating income Partly wooded, offering flexibility for development Whether you envision a small development, commercial venture, or future investment, this property checks the boxes. Sold “as is,” with prime location and unbeatable exposure. Don’t miss this rare chance to own nearly 15 acres of commercial land on Route. 13!

11229 Stewart Neck Rd, Princess Anne

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

30432 Oak St, Princess Anne

Listing courtesy of Benson & Mangold, LLC.. Contact: (410) 479-0777
$1,800,000
ALL SHOWINGS ARE BY APPOINTMENT ONLY---- A comprehensive data sheet on the facility is available in the documents sections of this listing. A full brochure on the property is available in the documents section of this listing by contacting the listing agent or your agent. ---- The Handy Seafood Processing facility is located in historic Crisfield Maryland on the Little Annemessex River. This waterfront facility primarily processes soft crabs, oysters, and value-added items such as crab cakes and breaded seafood items but can be adapted for a variety of different products. Opportunities range from capitalizing on the region's renowned seafood with aquaculture and seafood processing to attracting tourists through recreational offerings like boat tours and waterfront event venues. The facility waterfront is fully bulkheaded. There are two building pad areas on site that can be used for constructing additional structures. ---- R&D Test Kitchen Office and Warehouse Areas With Dock High Access Automatic LED Light System 24-7 Monitoring Security System

101 N. 7th Street, Crisfield

Listing courtesy of SVN/Miller Commercial Real Estate. Contact: 410-543-2440
$150,000
5 Beds ⋅ 3 Baths
This home has lots of potential. All the early century charm of the 1940's and 50's with high ceilings, decorative ceiling tiles, large baseboard trim, and hand-crafted stair railing, downstairs has spacious Living, kitchen and dining, lots of bonus space. With the right vision this home can be the bright and shining star of the neighborhood. Potential for a "mother-in-law suite" or Apartment.

2 W Main St, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$42,900
Great opportunity to own land off Rt 13 in Westover. This partially cleared 4.89 acre lot is zoned agricultural residential but in an Commercial Overlay Zone. Great visibility with Annual Average Daily Traffic on this stretch of Rt 13 is 13,000.

Parcel 24 Ocean Hwy, Westover

Listing courtesy of Century 21 Harbor Realty. Contact: 4105482100
$10,000
Investor Opportunity in Crisfield, MD, known locally as the Crab Capital of the World! This 0.5-acre parcel presents a strong opportunity for land investors seeking a manageable, value-add property. The seller is currently in the process of clearing the land, with a survey to be completed, setting the stage for future development or resale. The property is located near access to city water and septic, helping reduce upfront infrastructure hurdles. Seller financing is available, offering flexible acquisition options and lower barriers to entry. Property is being sold as is. Ideal for buy-and-hold, flip, or future build potential.

Asbury Ave, Crisfield

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$34,900
Fantastic Building Lot just over a half acre with views of the Bay and Deeded Water Access. Nice dry land to build your dream home on and enjoy beautiful sunsets!

10926 Shores Rd, Deal Island

Listing courtesy of Century 21 Home Team Realty. Contact: 8004477711
$120,000
Come Build your Dream Home on this 3.3 Acre lot in the Pristine Covington Cove Development. Enjoy the Quiet Surroundings on this Partially Wooded Lot. Build a Pier Out to the Deep Water of Monie Creek and Enjoy the Perks of being a Resident in this Splendid Community including the Use of the Community Boat Ramp or Strolling Around the Fresh Water Pond that is close by. The Lot has already had the Home Site Cleared and a Substantial Roadway has already been put in place Saving a Great deal of Money on the Construction Process. The Lot has a Perc Test in Place with the County and recorded on a plat. Located less than 20 minutes from South Salisbury and 40 minutes from Chincoteague. This Hidden Gem is still close enough to Work or Play Destinations. Come Take a Look and Make Your Dreams Come True

12485 Mallard Ln, Princess Anne

Listing courtesy of RE/MAX Advantage Realty. Contact:

$45,000
“This parcel has historically contained a home, shanty shack, tool shed, and a dock extending approximately 100–150 feet, but it is currently offered as a single homesite pending confirmation from the Maryland Department of the Environment. An on‑site evaluation has been requested. The property has been continuously maintained and treated as upland throughout decades of family ownership.” Access Information: “Access to Smith Island is by boat only. All visit arrangements must be coordinated through the listing agent. Passenger boats depart from the Crisfield Town Dock.” Showing Instructions: “All showings must be coordinated directly with the listing agent. Smith Island is accessible by boat only; there is no bridge or road access. Passenger boats depart from the Crisfield Town Dock, and schedules vary by season. Please contact the listing agent to arrange your visit and receive current travel information. Do not attempt to visit the property without prior coordination.” Photo Caption: “No road access to Smith Island. Passenger boats depart from Crisfield Town Dock. Schedule visits through the listing agent.”

Tylerton, Tylerton

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 520-2707
$43,000

10814 Toddville Rd, Deal Island

Listing courtesy of Prime Resource Realty & Property Management, INC. Contact:

$2,488,500
This 711 timberland complex stands within several thousand contiguous acres of state owned forestland in Somerset County.  The tract is located to the South of Wellington WMA and to the North of the Chesapeake Forest Wells Timberland Complex.  This region of the Eastern Shore is well known for the high population of Whitetails and Eastern Wild Turkey. The tract offers the wildlife manager an array of management opportunities for improving the existing habitat as well as creating long term economic returns from the land.  The property has been recently surveyed by consulting hired by the owner to monetize the natural resources of the property for income.  The timber age class summary indicates there is some immediate merchantable timber as well as possible eligibility for certain conservation programs at the state and federal level. A hunting lease yields yearly income as well.  Together these income streams can create a value stack of income streams to make this a quality land investment.  The property is currently free and clear of any conservation programs restricting it's current or future use.  The land use zoning is currently agricultural. Timber data is available upon request.

Follow Ditch Road, Princess Anne

Listing courtesy of The Land Group. Contact: (410) 934-3478
$15,000
Waterfront Lot! Nestled amidst panoramic views of the majestic Chesapeake Bay, this property boasts a prime location just off a canal that leads directly to the bay. It’s an ideal spot for a vacation getaway or a rental. The neighboring property with an abandoned house has recently been demolished and cleaned up. However, the buyer should exercise due diligence in obtaining the necessary permits and understanding the land use regulations. Smith Island is a tranquil haven where you can unwind and immerse yourself in nature’s beauty. Come and explore the enchanting marshes and the island itself!

3434 Marsh Rd, Ewell

Listing courtesy of Wilson Realty. Contact: (410) 968-1882
$650,000
WOW!!! This is your chance to own 55 acres of uninhabited Pristine Waterfront property in the middle of the Chesapeake Bay know as Goat Island!!! The island offers the best of both worlds, enjoy the seclusion of 1.26 miles of shoreline & 360 degree waterfront views!! This Island has a Good Elevation , Approved Perc test and existing electrical service. Goat Island has fantastic potential for anything from an out-of-the-way retreat, hunting lodge, Bed-and-Breakfast, wildlife refuge to an eco-resort showcasing the serenity of the environment that makes up the Chesapeake Bay. The real name of the island is Bradshaw's First Purchase, but is called Goat Island by the locals because of the estimated 30 goats living on the island. The island is well known for its picturesque flora, fauna, and beautiful sunsets.

Unknown, Ewell

Listing courtesy of LAIRD & ASSOCIATES. Contact: (410) 968-0478
$29,900
Building lot in Rehobeth Village Subdivision, additional perc testing required, Owner financing available, 8 miles to Walmart, 6 miles to Holly Grove, 25 miles to Assateague VA - Chincoteague Beach, 22 miles to Wallops.

31355 Harvest Ct, Westover

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4105463211
$29,900
Building lot in Rehobeth Village Subdivision, additional perc testing required, Owner financing available, 8 miles to Walmart, 6 miles to Holly Grove, 25 miles to Assateague VA - Chincoteague Beach, 22 miles to Wallops.

31425 Harvest Ct, Westover

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4105463211
$119,900
Beautiful waterfront 2.14 acre lot on Monie Creek. Has electric, well & septic (do not know when used) camper of no value conveys with property (Do not Enter). Please due diligence with the county on what is allowed/possible---Seller or listing agent/broker do not guarantee what can be done with property.

11646 Long Point Rd, Deal Island

Listing courtesy of ERA Martin Associates. Contact: 4107491818