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20915 Caleb Jones Rd, Ewell
$120,000
3 Beds ⋅ 3 Baths
This charming three-bedroom, three-bathroom island cottage offers a lot of appeal with original moldings, hardwood flooring and lots of character. The main floor boasts a spacious and beautifully designed kitchen, a formal dining room, a formal living room, and possibly a den or an addition downstairs bedroom. Off the kitchen, you’ll find a spacious mudroom equipped with cabinets, a sink, laundry facilities, and a full bathroom. There’s also a first floor primary bedroom with two closets and full bathroom just across the hall. Upstairs, there’s an additional space that includes a bedroom and a bathroom with a shower stall. There’s also a ramp at the side entrance for easy access to the kitchen. The mini split cooling unit is only two years old, and the roof was replaced in 2016. The property is conveniently located in the heart of the island, close to the post office, bakery, and docks. It also boasts one of the most beautiful yards on the entire island, featuring a variety of mature trees and shrubs. The back of the house has a covered area that could be transformed into a screened porch. Additionally, there’s a shed in the backyard. The home has not be occupied in a few years and requires some updates and repairs. This particular island home has been in the same family since its construction in 1940.

20915 Caleb Jones Rd, Ewell

Listing courtesy of Wilson Realty. Contact:

Selling Office: Unrepresented.

153 S 4th St, Crisfield
$115,000
2 Beds ⋅ 1 Baths
Welcome to your ultimate coastal escape! Tucked away at 153 S 4th St in the heart of Crisfield, Maryland, this pristine 2-bedroom, 1-bath home offers 900 square feet of low-maintenance, worry-free living. Built in 2015 and kept in absolutely perfect condition, this property is completely move-in ready. Step inside and feel immediately at home. The thoughtful layout makes the space feel bright, open, and incredibly inviting. In the kitchen, you’ll love the brand-new oven range, perfect for whipping up a coastal feast after a day on the water. Peace of mind comes built-in here, with a brand-new water heater recently installed to ensure everything runs flawlessly. Now, let's talk about the location because it is truly a water-lover's dream. Step out your front door, and you are a mere 2-minute walk to the sparkling water! Whether you are looking for a full-time, easy-living residence or the ultimate weekend retreat, this property is set up beautifully. There is plenty of great parking space to park your boat right on-site. Imagine hooking up the boat, heading down for a weekend away, and spending your days out on the Chesapeake Bay catching fresh blue crabs. When the sun sets, return to your quiet, clean, and modern haven to relax. Don't miss this rare opportunity to own a newer, immaculate home in Crisfield with unbeatable water access. Your perfect weekend getaway is waiting!

153 S 4th St, Crisfield

Listing courtesy of ERA Martin Associates. Contact:

Selling Office: Atlantic Shores Sotheby's International Realty.

3411 Marsh Rd, Ewell
$115,000
4 Beds ⋅ 2 Baths
Motivated Seller! This lovely four-bedroom, one-and-a-half-bathroom island home is situated directly across from the water in the picturesque village of Rhodes Point, nestled on Smith Island, Maryland. The property boasts a large backyard, adorned with shade trees, two sheds, and a former historical post office. Upon entering the home through the side entrance, you’re immediately greeted by a sunny breakfast nook/dining area. The country kitchen features a center island, dishwasher, electric stove with built-in microwave. There is also a large mudroom with half a bath, situated just off the kitchen. It has a separate exterior door as well. The large family room boasts new drywall and flooring. Additionally, downstairs there's a spacious full bathroom with tub/shower combo and new vinyl plank floor. Next to the bathroom, you’ll find a cozy furnished main-floor bedroom with a view of the water. The downstairs bedroom floor needs some repair work, and the seller is offering a concession of $3,000. Upstairs three spacious bedrooms, with two of them offering breathtaking views of the Chesapeake Bay. The largest bedroom comes furnished and boasts a walk-in closet and a stunning view of the water. If you’re looking for a peaceful, laid-back island lifestyle, don’t miss out on this opportunity! Schedule a showing today and experience the tranquility of island living for yourself.

3411 Marsh Rd, Ewell

Listing courtesy of Wilson Realty. Contact:

Selling Office: Unrepresented.

26955 Johnson Creek Rd, Crisfield
$115,000
3 Beds ⋅ 2 Baths
Back on the market! Charming turn of the century house has had a lot of upgrades, including new roof, new mini split HVAC on first floor, partially upgraded wiring, and a newly upgraded kitchen with vaulted ceiling. First floor has the new kitchen, a dining area, 1/2 bath, living room, and a room that is currently used as a bedroom, but could be a family room. The second floor has three large bedrooms with old pine flooring, and a full bath with the classic claw foot bathtub for soaking. Large 1.33 acre lot has public water and sewer. This location is very private, near the end of a dead end road. Make an appointment to see today! Property is sold "as is". Cash or conventional only.

26955 Johnson Creek Rd, Crisfield

Listing courtesy of Wilson Realty. Contact:

Selling Office: Vision Realty Group of Salisbury.

14192 Backbone Rd, Eden
$112,000
3 Beds ⋅ 2 Baths
This affordable doublewide home is now available with 3 Bedrooms and 2 Full Baths. It sits on nearly an acre of land and backs up to woods. Located in a rural setting but still close to town. The Kitchen offers plenty of space and storage with a center island. It is large enough to accommodate a nice sized table and chairs. There is a separate laundry room with additional storage. The primary bedroom has a large walk-in closet and its own en suite with soaking tub. The living room offers plenty of room and natural light. There are 2 additional bedrooms and another full bath. The home has newer LVP throughout for easy maintenance. The roof was replaced in 2024 and all appliances have been well maintained. There is also a large 16 x 24 shed for your outdoor needs. This home is on leased land not a park. Come make this cute home your very own.

14192 Backbone Rd, Eden

Listing courtesy of ERA Martin Associates. Contact:

Selling Office: ERA Martin Associates.

30560 Washington St, Princess Anne
$112,000
4 Beds ⋅ 2 Baths
Investor or rehab opportunity! Step back in time with this grand 1870 brick residence on a corner lot in the heart of Princess Anne’s treasured Historic District. A rare late-19th century find, this three-level home is rich with period detail—formal living and den spaces with fireplaces, ceiling medallions with chandeliers, and timeless brick accent. Though currently uninhabitable, it’s a prime investment or full restoration opportunity. The private, fenced yard with patio offers space to unwind or reimagine. Just a stroll from the Manokin River Park and the storied Boxwood Garden, which has graced the area since the early 1800s. Historic bones, high potential—waiting for the next chapter to be written. Property being sold as-is, where-is.

30560 Washington St, Princess Anne

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

23540 Deal Island Rd, Chance
$109,900
3 Beds ⋅ 2 Baths
Miss this one and you missed the boat. Deeply discounted price reflects property condition and the need for repairs. Dust it off and gain instant equity. Live in the main house and possibility to rent the efficiency apartment over the detached 2 car garage/workshop. Huge screened porch, CAC, cathedral ceiling, and skylights. Unique home on beautiful lot with updated septic system. Property is being sold "as-is"; seller will not make any repairs. Listing is for informational purposes only buyers are expected to perform their own due diligence. Cash/conventional buyers are strongly preferred; may not qualify for FHA/USDA due to needed repairs. Seller strongly prefers to use New World Title for closing.

23540 Deal Island Rd, Chance

Listing courtesy of Century 21 Downtown. Contact:

Selling Office: Long & Foster Real Estate, Inc..

7366 River Rd, Westover
$109,000
3 Beds ⋅ 1 Baths
Brick ranch-style home featuring 1,466 sq ft of living space with 3 bedrooms, 1 bath on a generous 1.23-acre lot. The interior features an open kitchen, separate living and dining room, refinished hardwood floors, and a cozy pellet stove! Recent updates include a roof and gutters. The outdoors features an open front porch and an oversized detached one-car garage, ideal for storage or a workshop. Set in quiet rural Somerset County on Maryland's Eastern Shore, the property offers ample outdoor space and easy access to nearby fishing, crabbing, and hunting areas. Located just minutes from Crisfield and Princess Anne. **Property needs some work. Structural issues present. Most traditional financing options are unavailable. Sold strictly as-is.

7366 River Rd, Westover

Listing courtesy of DNS Realty Group. Contact:

Selling Office: Coldwell Banker Realty.

5733 Coventry Parish Rd, Westover
$107,000
3 Beds ⋅ 2 Baths
Enjoy Water Views & Outdoor Living Near the Pocomoke River! Nestled just yards from the Rehobeth Boat Ramp (free and open 24/7), this unique property offers scenic water views of the Pocomoke River and the preserved natural beauty of Maryland DNR’s Hickory Point Cypress Lands. Whether you're an avid waterfowl hunter, nature enthusiast, or simply seeking a quiet escape, this location puts you minutes from Maryland public hunting areas and endless outdoor recreation. The home presents multiple possibilities—restore it into your dream water view getaway, or enjoy it as-is as your own rustic retreat. With peaceful surroundings and easy access to both water and wilderness, this property is a rare opportunity for those looking to live life off the beaten path. (Spectrum internet available)

5733 Coventry Parish Rd, Westover

Listing courtesy of Century 21 Harbor Realty. Contact:

Selling Office: RE/MAX Advantage Realty.

39 W Main St, Crisfield
$100,000
The High Victorian Gothic architectural style of the sanctuary is simply gorgeous. Unique property for an investor, this church facility was built in 1892, brick construction, with breathtaking architectural details, stunning stained glass windows and a pipe organ that has been played recently. Church building has a 45 yr architectural shingled roof was installed in 1998. The interior supports include two different designs. Pocket style 12 ft. doors separate the reception area from the sanctuary . Acoustics would be perfect for "unplugged" concerts. The attached 4800 sq ft meeting/kitchen/office structure has a flat roof that was replaced in 2023. This addition was built in the 50's and expanded in the 60's. Damaged ceilings were removed and replaced with drywall, except for two rooms. The kitchen is 14'x35', and there are three restrooms. There are window air conditioners at present. The building still needs much work. Parking lot, additional land at rear (2 lots) and a garden area in the front. Residential use is possible, church is currently commercial, this opens it for multiple uses. Walking distance to Somers Cove Marina and Crisfield City Dock and located in the City Arts and Entertainment District. Current owners were working toward creating a music/theatre/wedding venue in the sanctuary area. Price reflects owners' feeling that an additional $100,000 would be needed to complete their vision.

39 W Main St, Crisfield

Listing courtesy of Wilson Realty. Contact:

Selling Office: Unrepresented.

901 W Main St, Crisfield
$100,000
TURN-KEY RESTAURANT AVAILABLE!! Historic property located in destination location Crisfield, MD, with fully furnished dining and bar area, fully equipped kitchen and outdoor gathering area in close proximity to local attractions including hotels and Somers Cove Marina. Take advantage of this one-of-a-kind opportunity to entertain year round local and tourist traffic. Restaurant includes kitchen equipment geared towards American cuisine with a bakery currently utilized for catering. On-site parking as well as abundant street parking makes this location easily accessible and centrally located in downtown area. Formerly Waterman's Inn, the restaurant boasts a vast local clientele interested in the current menu items. The existing building also offers a large office with bathroom or onsite apartment. Call today to schedule your tour of this 117 year old Eastern Shore restaurant destination.

901 W Main St, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Unrepresented Buyer Office.

007 Mt Vernon Rd, Princess Anne
$95,000
AFFORDABLE .... READY. TO. HUNT 23 acre property located just outside of Princess Anne in Somerset County, MD. You will find the elusive sika deer on this piece along with plenty of whitetail to keep it interesting. The property is located on MT. Vernon Road where you will find a newly installed parking pad, and freshly cut access throughout the property. The property is improved with a nice 8-Point hunting box blind, and two spin feeders to attrach the deer on the property. The land is made up of 6 +/- acres of woods with the remaining being marsh with scattered trees. Out on the marsh by the creek, there may be some opportunity to hunt waterfowl as well. Great access has been created on the property to access the hunting areas, and the stands and feeders. This one is ready to, don't wait to schedule your private tour today!

007 Mt Vernon Rd, Princess Anne

Listing courtesy of Charis Realty Group. Contact:

Selling Office: Meredith Fine Properties.

4381 Crisfield Hwy, Crisfield
$95,000
Prime Light Industrial Opportunity – Versatile Use & Strategic Location: Existing paved and gravel yard currently utilized for boat storage, offering immediate income-producing potential or redevelopment flexibility. Zoned Light Industrial with approval for multiple permitted uses (see zoning exhibit for full details). The property can continue operating as a storage yard or transition to alternative approved uses. Permits have already been secured for construction of an office building, saving significant time and upfront entitlement work. Public water and sewer are available, enhancing development potential. Strategically located just 2 miles from Crisfield on the main corridor connecting to Route 413, providing convenient access and visibility for commercial traffic. Ideal for investors, contractors, marine-related businesses, or owner-users seeking flexibility and future upside in a growing industrial corridor.

4381 Crisfield Hwy, Crisfield

Listing courtesy of Keller Williams Realty Delmarva. Contact:

Selling Office: Unrepresented Buyer Office.

21125 Bay Berry Dr, Tylerton
$95,000
3 Beds ⋅ 2 Baths
Escape the bustle of the mainland and step into the serene rhythm of island life with this charming 3-bedroom, 2-bathroom home nestled in the tight-knit waterman’s island village of Tylerton Maryland. This open floor plan home offers a large kitchen with upgraded cabinetry, dining room, spacious living room, sizable laundry area, and more. Surrounded by wildlife, marshes, and the Chesapeake Bay, this island home is a paradise for bird watchers, kayakers, and nature lovers Only a short boat ride from Crisfield, MD (daily ferry service available), this beautiful island residence offers the perfect blend of modern comfort and tranquility. Whether you're seeking a quiet full-time residence with solitude and a slower pace, an unique vacation rental investment, a weekend getaway, a writer's retreat, artist's escape, or anyone seeking inspiration from the water and sky, this home delivers. Opportunities like this one do not happen everyday, so don't let this one slip you by. With some TLC and a vision, it's time for you to experience a lifestyle shaped by the tides and rich Chesapeake heritage.

21125 Bay Berry Dr, Tylerton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Holiday Real Estate.

26793 Rumbley Rd, Westover
$90,000
3 Beds ⋅ 1 Baths
Approximately 6 acres of scenic land featuring a charming farmhouse. This versatile property is equipped with public water and sewer and offers endless possibilities. Conveniently located just a mile from Goose Creek Marina, Pit & Pub Tiki Restaurant, and the public boat ramp on the Manokin River—with only a 10-minute boat ride to Tangier Sound in the Chesapeake Bay. Whether you're into fishing, crabbing, boating, or simply seeking a peaceful getaway, this is your chance to embrace the Eastern Shore lifestyle. Zoned MRC (Maritime-Residential-Commercial), this unique parcel supports a wide range of uses—from boat storage and RV campgrounds to hunting clubs, family compounds, or potential single-family home development (preliminary approval for 3–4 lots). Enjoy unmatched privacy and outdoor recreation opportunities such as kayaking, wildlife watching, or hunting. The property borders the Fairmount Wildlife Management Area and is teeming with deer, turkey, and other wildlife. If you've dreamed of owning land near the water in Somerset County, this is your chance. Don't miss out on this rare opportunity.

26793 Rumbley Rd, Westover

Listing courtesy of Keller Williams Realty Centre. Contact:

Selling Office: ERA Martin Associates.

328 Pine St, Crisfield
$89,000
3 Beds ⋅ 1 Baths
Charming Bungalow in the Heart of Crisfield – Perfect for First-Time Buyers, Investors, or a Weekend Getaway! This adorable 3-bedroom, 1-bath bungalow is ready for its next owner! Recently updated with newer windows and flooring throughout, this home offers a fresh and inviting feel. Enjoy comfortable living with nicely sized bedrooms and an upstairs laundry room for added convenience. The spacious eat-in kitchen overlooks a quaint, low-maintenance backyard complete with a storage shed—perfect for gardening tools or extra storage. Just steps away from Crisfield’s beautiful waterfront, you’ll love taking peaceful walks by the bay and soaking in the coastal charm. Don’t miss this opportunity to own a low-cost, low-maintenance home —ideal as a first home, investment property, or relaxing weekend retreat!

328 Pine St, Crisfield

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

4197 Paul Gumby Rd, Marion Station
$86,000
1 Beds ⋅ 1 Baths
Experience true Eastern Shore living with this unique rancher set on a private .66-acre lot backing to peaceful wooded views. Currently a 1-bedroom home with an updated full bath, this layout can be easily converted back to a 2-bedroom if desired. Outdoor enthusiasts will love the large fenced rear yard and endless nearby opportunities for hunting, fishing, and year-round recreation. The property also features 200-amp electric service with an RV hookup, a storage shed for added convenience, and a large private driveway with plenty of parking. Whether you’re looking for a quiet getaway, a full-time home surrounded by nature, or the perfect sportsman’s clubhouse, this property offers the space and setting to make it happen.

4197 Paul Gumby Rd, Marion Station

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: Keller Williams Flagship.

Charles Cannon Rd, Westover
$80,000
Discover a serene 6.04-acre parcel nestled just off Route 413 in Kingston, Maryland. Currently used for agriculture, this cleared lot offers endless possibilities. Imagine transforming it into your dream home retreat or a recreational or hunting haven. Mature trees at the rear provide a natural buffer, ensuring privacy and creating a tranquil atmosphere. Don’t miss out on this versatile and beautiful land. The property would be an ideal place to build a home. However, buyers must contact the Somerset County Health Department to obtain a sanitary construction permit. The property was evaluated in 2004, and the perc test results were acceptable. It’s worth noting that this area of Somerset County is known for its quiet beauty, strong, sense of community and its convenient proximity to route 413. Go and show anytime!

Charles Cannon Rd, Westover

Listing courtesy of Wilson Realty. Contact:

Selling Office: Unrepresented.

2796 Calvary Rd, Crisfield
$75,000
2 Beds ⋅ 1 Baths
Whether you are looking for a weekend escape, summer retreat or year-round home, this cute Bungalow is ready to welcome you- bring your boat and crab nets - Jenkins Creek public boat ramp is right down the road. This home has central air and heat, updated vinyl siding, metal roof, and replacement windows. It is situated on a large lot which includes a shed with electric. Inside, you will find an enclosed front porch, large living room and dining room, 2 bedrooms, and a spacious room off the kitchen where a wood stove was previously located. A separate utility room and full bath complete the downstairs. Upstairs you will find a partially finished attic with lots of potential. Public sewer, private well, no city taxes- make this adorable home yours today!

2796 Calvary Rd, Crisfield

Listing courtesy of ERA Martin Associates. Contact:

Selling Office: Keller Williams Realty.