johnflowersrealtor.com Search Results

$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:

$25,000

THIS IS A SALE 3 PARCELS OF LAND, CHARLOTTE AVE OVER LOOKS THE MARINIA AND HAS CITY SERVICES, AZALEA LANE IS WOODED LOT OFF HIGHWAY GOOD FOR HUNTING, WALTER JONES ROAD IS WOODED LOT GOOD FOR HUNTING. OWNER WILL FINANACE

Charlotte Ave, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact:

$345,000

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.

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:

$10,000

Wooded half an acre located close to Jenkins Creek public boat ramp. Owner financing available.

Parcel 1291 Parcel 1291 Asbury Avenue, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact:

$24,999

0.3 acre commercially zoned property located on the corner of Deal Island Rd and Hotel Rd. Lot was previously home to a gas station in the 1980s, which has since been demolished. Old perc records are available. Lot is conveniently close to the Deal Island boat ramp and within minutes you can be out on the Chesapeake Bay. Great corner location! Owner financing is available.

Parcel 96 Parcel 96 Deal Island Road, Deal Island

Listing courtesy of LAIRD & ASSOCIATES. Contact:

$24,999

0.3 acre commercially zoned property located on the corner of Deal Island Rd and Hotel Rd. Lot was previously home to a gas station in the 1980s, which has since been demolished. Old perc records are available. Lot is conveniently close to the Deal Island boat ramp and within minutes you can be out on the Chesapeake Bay. Great corner location! Owner financing is available.

Parcel 96 Parcel 96 Deal Island Road, Deal Island

Listing courtesy of LAIRD & ASSOCIATES. Contact:

$14,900

Wooded 0.87 acres located off the road. Rurally located in between Crisfield, Pocomoke, and Princess Anne. Close to several public boat ramps; enjoy boating, crabbing, and fishing on the Chesapeake Bay. A septic permit was issued in 1972, no record of a septic tank being installed. There is a right away to access the property from Hudson Corner Rd. Property is not in a flood zone! Owner financing available.

Parcel 38 Parcel 38 Hudson Corner Road, Marion Station

Listing courtesy of LAIRD & ASSOCIATES. Contact:

$299,900

Open layout features kitchen with island. Dining area with sliding door to rear deck. Private primary bedroom with walkin closet and full bath. Home located in a completely maintained community. 2 car garage. Corner lot.

3 Beds ⋅ 2 Baths

Open layout features kitchen with island. Dining area with sliding door to rear deck. Private primary bedroom with walkin closet and full bath. Home located in a completely maintained community. 2 car garage. Corner lot.

30483 Manor Dr, Princess Anne

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

$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:

$19,900

Large wooded lot outside city limits of Crisfield, with public water and sewer available. Contact Somerset County Planning and Zoning for building requirements.

Main Street Ext, Crisfield

Listing courtesy of Wilson Realty. Contact:

$249,900

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!

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:

$35,000

All cleared and ready for development! The property previously received perc approval for a sand mound septic system; however, updated approval will be required through the Somerset County Health Department. Final septic approval will be based on the proposed home size and building plans—buyer to verify with Somerset County. Located in the quiet subdivision of Chance Cove, this lot offers just over one acre of land, providing ample space to build a primary residence or weekend retreat. A tall, narrow home design would allow for maximized water views and optimal use of the setting. The surrounding area offers a peaceful and private environment with scenic views and natural surroundings. This property presents an excellent opportunity for buyers seeking a serene waterfront-adjacent location with the potential to build a custom home in a tranquil setting.

Keen Rd, Deal Island

Listing courtesy of Whitehead Real Estate Exec.. Contact:

$65,000

3 Beds ⋅ 2 Baths

5620 Tulls Corner Rd, Marion Station

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

$1,250,000

Cedar Point Farm is a rare, intact nineteenth-century Chesapeake farmstead set along the Big Annemessex River between Manokin and Upper Fairmount. Approached by a long, tree-lined lane from Fairmount Road, the property encompasses upland fields, mature woodland, tidal marsh, ponds, and more than 2,200 feet of protected river frontage. The landscape is one of the most historically significant and ecologically rich tracts remaining in lower Somerset County. Originally constructed in the third quarter of the nineteenth century, the farmhouse reflects the architectural transition of rural Somerset during this period. Tradition and documentary evidence associate its principal construction phase with the 1881 marriage of Mary “Mollie” E. Ballard and Charles A. Curtis, descendants of the long-established Waters and Ballard families of Tudor Hall. The two-story side-hall/parlor plan features original arched doorway trim, turned newel post, walnut stair rail, rear service wing, and a two-story porch with lattice balusterwork. Subsequent early-twentieth-century improvements added a west wing and shed dormers while retaining the overall historic character. Accompanying the residence are several nineteenth- and early-twentieth-century outbuildings, including a board-and-batten barn, beaded weatherboard smokehouse, pump houses, sheds, and remnants of an earlier detached kitchen chimney. These structures reinforce the authenticity and continuity of the farm as a working Chesapeake landscape. Cedar Point Farm consists of two contiguous parcels—Tax Map 39, Parcels 363 and 193—held together as a single historic property. Both parcels are protected in perpetuity under a 2016 Conservation Easement granted to the Maryland Environmental Trust (MET) and the Lower Shore Land Trust (LSLT). The easement was established to preserve the property's agricultural productivity, forest resources, wetlands, wildlife habitat, and scenic Chesapeake shoreline. The easement safeguards approximately: 111 acres of mature forest, 36 acres of tidal and forested wetlands, 2 acres of ponds, 2,280 linear feet of Big Annemessex River frontage, and Habitat for Forest Interior Dwelling Birds and State-significant species. The land lies within a Targeted Ecological Area designated by Maryland DNR and sits adjacent to the Fairmount Wildlife Management Area and Chesapeake Forest Lands, forming part of a more than 5,000-acre protected block of conserved Chesapeake habitat. A mandatory 100-foot natural buffer along the river restricts disturbance and maintains the property’s scenic and ecological integrity. Property is subject to a no hunting covenant held by the current owner. GIS acres and deeded acres do not align. Buyer to perform their own due diligence. Additional information and documents available through listing agent.

4 Beds ⋅ 3 Baths

Cedar Point Farm is a rare, intact nineteenth-century Chesapeake farmstead set along the Big Annemessex River between Manokin and Upper Fairmount. Approached by a long, tree-lined lane from Fairmount Road, the property encompasses upland fields, mature woodland, tidal marsh, ponds, and more than 2,200 feet of protected river frontage. The landscape is one of the most historically significant and ecologically rich tracts remaining in lower Somerset County. Originally constructed in the third quarter of the nineteenth century, the farmhouse reflects the architectural transition of rural Somerset during this period. Tradition and documentary evidence associate its principal construction phase with the 1881 marriage of Mary “Mollie” E. Ballard and Charles A. Curtis, descendants of the long-established Waters and Ballard families of Tudor Hall. The two-story side-hall/parlor plan features original arched doorway trim, turned newel post, walnut stair rail, rear service wing, and a two-story porch with lattice balusterwork. Subsequent early-twentieth-century improvements added a west wing and shed dormers while retaining the overall historic character. Accompanying the residence are several nineteenth- and early-twentieth-century outbuildings, including a board-and-batten barn, beaded weatherboard smokehouse, pump houses, sheds, and remnants of an earlier detached kitchen chimney. These structures reinforce the authenticity and continuity of the farm as a working Chesapeake landscape. Cedar Point Farm consists of two contiguous parcels—Tax Map 39, Parcels 363 and 193—held together as a single historic property. Both parcels are protected in perpetuity under a 2016 Conservation Easement granted to the Maryland Environmental Trust (MET) and the Lower Shore Land Trust (LSLT). The easement was established to preserve the property's agricultural productivity, forest resources, wetlands, wildlife habitat, and scenic Chesapeake shoreline. The easement safeguards approximately: 111 acres of mature forest, 36 acres of tidal and forested wetlands, 2 acres of ponds, 2,280 linear feet of Big Annemessex River frontage, and Habitat for Forest Interior Dwelling Birds and State-significant species. The land lies within a Targeted Ecological Area designated by Maryland DNR and sits adjacent to the Fairmount Wildlife Management Area and Chesapeake Forest Lands, forming part of a more than 5,000-acre protected block of conserved Chesapeake habitat. A mandatory 100-foot natural buffer along the river restricts disturbance and maintains the property’s scenic and ecological integrity. Property is subject to a no hunting covenant held by the current owner. GIS acres and deeded acres do not align. Buyer to perform their own due diligence. Additional information and documents available through listing agent.

27947 Fairmount Rd, Westover

Listing courtesy of The Land Group. Contact:

$1,250,000

Cedar Point Farm is a rare, intact nineteenth-century Chesapeake farmstead set along the Big Annemessex River between Manokin and Upper Fairmount. Approached by a long, tree-lined lane from Fairmount Road, the property encompasses upland fields, mature woodland, tidal marsh, ponds, and more than 2,200 feet of protected river frontage. The landscape is one of the most historically significant and ecologically rich tracts remaining in lower Somerset County. Originally constructed in the third quarter of the nineteenth century, the farmhouse reflects the architectural transition of rural Somerset during this period. Tradition and documentary evidence associate its principal construction phase with the 1881 marriage of Mary “Mollie” E. Ballard and Charles A. Curtis, descendants of the long-established Waters and Ballard families of Tudor Hall. The two-story side-hall/parlor plan features original arched doorway trim, turned newel post, walnut stair rail, rear service wing, and a two-story porch with lattice balusterwork. Subsequent early-twentieth-century improvements added a west wing and shed dormers while retaining the overall historic character. Accompanying the residence are several nineteenth- and early-twentieth-century outbuildings, including a board-and-batten barn, beaded weatherboard smokehouse, pump houses, sheds, and remnants of an earlier detached kitchen chimney. These structures reinforce the authenticity and continuity of the farm as a working Chesapeake landscape. Cedar Point Farm consists of two contiguous parcels—Tax Map 39, Parcels 363 and 193—held together as a single historic property. Both parcels are protected in perpetuity under a 2016 Conservation Easement granted to the Maryland Environmental Trust (MET) and the Lower Shore Land Trust (LSLT). The easement was established to preserve the property's agricultural productivity, forest resources, wetlands, wildlife habitat, and scenic Chesapeake shoreline. The easement safeguards approximately: 111 acres of mature forest, 36 acres of tidal and forested wetlands, 2 acres of ponds, 2,280 linear feet of Big Annemessex River frontage, and Habitat for Forest Interior Dwelling Birds and State-significant species. The land lies within a Targeted Ecological Area designated by Maryland DNR and sits adjacent to the Fairmount Wildlife Management Area and Chesapeake Forest Lands, forming part of a more than 5,000-acre protected block of conserved Chesapeake habitat. A mandatory 100-foot natural buffer along the river restricts disturbance and maintains the property’s scenic and ecological integrity. Property is subject to a no hunting covenant held by the current owner. GIS acres and deeded acres do not align. Buyer to perform their own due diligence. Additional information and documents available through listing agent.

4 Beds ⋅ 3 Baths

Cedar Point Farm is a rare, intact nineteenth-century Chesapeake farmstead set along the Big Annemessex River between Manokin and Upper Fairmount. Approached by a long, tree-lined lane from Fairmount Road, the property encompasses upland fields, mature woodland, tidal marsh, ponds, and more than 2,200 feet of protected river frontage. The landscape is one of the most historically significant and ecologically rich tracts remaining in lower Somerset County. Originally constructed in the third quarter of the nineteenth century, the farmhouse reflects the architectural transition of rural Somerset during this period. Tradition and documentary evidence associate its principal construction phase with the 1881 marriage of Mary “Mollie” E. Ballard and Charles A. Curtis, descendants of the long-established Waters and Ballard families of Tudor Hall. The two-story side-hall/parlor plan features original arched doorway trim, turned newel post, walnut stair rail, rear service wing, and a two-story porch with lattice balusterwork. Subsequent early-twentieth-century improvements added a west wing and shed dormers while retaining the overall historic character. Accompanying the residence are several nineteenth- and early-twentieth-century outbuildings, including a board-and-batten barn, beaded weatherboard smokehouse, pump houses, sheds, and remnants of an earlier detached kitchen chimney. These structures reinforce the authenticity and continuity of the farm as a working Chesapeake landscape. Cedar Point Farm consists of two contiguous parcels—Tax Map 39, Parcels 363 and 193—held together as a single historic property. Both parcels are protected in perpetuity under a 2016 Conservation Easement granted to the Maryland Environmental Trust (MET) and the Lower Shore Land Trust (LSLT). The easement was established to preserve the property's agricultural productivity, forest resources, wetlands, wildlife habitat, and scenic Chesapeake shoreline. The easement safeguards approximately: 111 acres of mature forest, 36 acres of tidal and forested wetlands, 2 acres of ponds, 2,280 linear feet of Big Annemessex River frontage, and Habitat for Forest Interior Dwelling Birds and State-significant species. The land lies within a Targeted Ecological Area designated by Maryland DNR and sits adjacent to the Fairmount Wildlife Management Area and Chesapeake Forest Lands, forming part of a more than 5,000-acre protected block of conserved Chesapeake habitat. A mandatory 100-foot natural buffer along the river restricts disturbance and maintains the property’s scenic and ecological integrity. Property is subject to a no hunting covenant held by the current owner. GIS acres and deeded acres do not align. Buyer to perform their own due diligence. Additional information and documents available through listing agent.

27947 Fairmount Rd, Westover

Listing courtesy of The Land Group. Contact:

$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:

$220,000

Own a totally renovated building and turn key business. Perfect location to open your business. Office is located in the middle of town close to the depot, and condos for the boats and tourist. There are 3 separate offices for privacy. Large waiting area and reception area with cozy sitting space. Large meeting/conference room was added on in 2020. Building was totally renovated in 2019 with new LVP flooring, HVAC, new shiplap walls, 2024 all new windows and doors were put in. 2023 a new metal roof and awning was put on. The building is historical as it was originally the Crab Picking Union building in the 60s. It was also an insurance and Real Estate company for many years. . It was bought in 2019 renovated and been a very successful Real Estate Company since. This building could be used for just about any type of office. The seller is an agent and has financial interest in building.

938 W Main St, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact:

$399,000

Exceptional income-producing and value-add retail/office opportunity located directly adjacent to the heavily trafficked Royal Farms on Somerset Avenue in Princess Anne, MD. This property includes a mix of retail bays suitable for a wide range of neighborhood and service-oriented uses. With strong visibility, consistent traffic, and a prominent location near a major convenience anchor, the site offers solid positioning for future leasing and redevelopment strategies. Beyond the existing income, the property offers a meaningful value-add component with the ability to develop storage units on-site. This additional development option provides a path to increase NOI and enhance long-term asset value through diversified revenue streams. An ideal opportunity for investors, operators, or developers seeking a well-located asset with clear upside potential in the heart of Princess Anne.

12146 Somerset Ave, Princess Anne

Listing courtesy of Rinnier Development Co. Contact:

$199,000

RENOVATED VICTORIAN IN THE CRAB CAPITAL OF THE UNITED STATES! Welcome to the waterfront town of Crisfield, home of the annual Hard Crab Derby, the Soft Crab Celebration and the J. Millard Tawes Crab and Clam Bake. This small town hosts these large events as well as the Wheels on the Waterfront Classic Car Show and the Bluegrass Festival. Crisfield is home to the Somers Cove Marina, whose natural harbor hosts yachts, sailboats and ferry boats. Other waterfront harbors host recreation boats as well as working seafood boats. Located on high ground is this 3 Bedroom, 3 Full Bathroom Victorian that is nestled on a .521 acre fully fenced in lot. The updates include a full house HVAC system comprising of Ductless Min-Splits, thermal pane tilt-in Windows, the addition of two New Bathrooms, new Stainless Steel Kitchen Appliances, new Hot Water Heater, and new Washer and Dryer on the inside. On the outside there is fencing encapsulating the entire property, a new shed and a detached garage. The electrical and plumbing system have also been upgraded. The house offers Hardwood, LVP and Terra Cotta Floors, The home is located five minutes from local restaurants and specialty shops, ten minutes from Janes Island State Park that offers walking trails and waterfront sports and the Great Hope Golf Course. Crisfield was voted as One of the Safest Cities in America and it's the home of the Ward Brothers, nationally recognized wildlife artists and decoy carvers. The downtown boardwalk pavilion offers gorgeous sunsets and twilight view of Smith Island. If you are looking for a town that honors it's historic waterfront heritage but possesses modern conveniences, Crisfield checks all of your boxes. Contact the listing agent to make a showing appointment. Seller is listing this property at a reduced price and is selling it "As Is. Where Is".

3 Beds ⋅ 3 Baths

RENOVATED VICTORIAN IN THE CRAB CAPITAL OF THE UNITED STATES! Welcome to the waterfront town of Crisfield, home of the annual Hard Crab Derby, the Soft Crab Celebration and the J. Millard Tawes Crab and Clam Bake. This small town hosts these large events as well as the Wheels on the Waterfront Classic Car Show and the Bluegrass Festival. Crisfield is home to the Somers Cove Marina, whose natural harbor hosts yachts, sailboats and ferry boats. Other waterfront harbors host recreation boats as well as working seafood boats. Located on high ground is this 3 Bedroom, 3 Full Bathroom Victorian that is nestled on a .521 acre fully fenced in lot. The updates include a full house HVAC system comprising of Ductless Min-Splits, thermal pane tilt-in Windows, the addition of two New Bathrooms, new Stainless Steel Kitchen Appliances, new Hot Water Heater, and new Washer and Dryer on the inside. On the outside there is fencing encapsulating the entire property, a new shed and a detached garage. The electrical and plumbing system have also been upgraded. The house offers Hardwood, LVP and Terra Cotta Floors, The home is located five minutes from local restaurants and specialty shops, ten minutes from Janes Island State Park that offers walking trails and waterfront sports and the Great Hope Golf Course. Crisfield was voted as One of the Safest Cities in America and it's the home of the Ward Brothers, nationally recognized wildlife artists and decoy carvers. The downtown boardwalk pavilion offers gorgeous sunsets and twilight view of Smith Island. If you are looking for a town that honors it's historic waterfront heritage but possesses modern conveniences, Crisfield checks all of your boxes. Contact the listing agent to make a showing appointment. Seller is listing this property at a reduced price and is selling it "As Is. Where Is".

232 N Somerset Ave, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact:

$450,000

Discover the perfect blend of coastal charm and modern luxury in this stunning 3-bedroom, 3-bathroom home nestled in the desirable Annemessex Ridge community. With some renovations done 2025, this property promises to elevate your living experience to new heights. Step inside to find an inviting interior that boasts a traditional floor plan, ideal for both entertaining and everyday living. The gourmet kitchen is a chef's dream, featuring ample counter space and a cozy breakfast area that invites casual dining. The family room, conveniently located off the kitchen, is perfect for gatherings, while the elegant dining area sets the stage for memorable dinner parties. Retreat to the primary bedroom, where you will canal views create a serene escape. Outside, the property shines with extensive hardscaping and beautifully landscaped grounds, offering a picturesque setting for relaxation and outdoor activities. Enjoy the tranquility of your private canal-front lot, complete with 90 feet of waterfrontage and a private dock site, perfect for boating enthusiasts. Community boat launch ramp, your aquatic adventures await just steps from your door. The expansive 0.47-acre lot features bulkheaded and rip-rapped areas, ensuring both beauty and functionality. Spend your evenings on the porch or patio, soaking in the stunning water views and the gentle sounds of nature. Located in a peaceful canal setting, this home offers the perfect balance of privacy and accessibility. Enjoy the convenience of nearby amenities while relishing the tranquility of waterfront living. With an attached carport and ample driveway space, parking is a breeze. This exceptional property is not just a home; it's a lifestyle. Embrace the coastal living experience and make this dream home your reality. Don't miss the opportunity to own a piece of paradise in Annemessex Ridge! Possible owner is owner financing.

3 Beds ⋅ 3 Baths

Discover the perfect blend of coastal charm and modern luxury in this stunning 3-bedroom, 3-bathroom home nestled in the desirable Annemessex Ridge community. With some renovations done 2025, this property promises to elevate your living experience to new heights. Step inside to find an inviting interior that boasts a traditional floor plan, ideal for both entertaining and everyday living. The gourmet kitchen is a chef's dream, featuring ample counter space and a cozy breakfast area that invites casual dining. The family room, conveniently located off the kitchen, is perfect for gatherings, while the elegant dining area sets the stage for memorable dinner parties. Retreat to the primary bedroom, where you will canal views create a serene escape. Outside, the property shines with extensive hardscaping and beautifully landscaped grounds, offering a picturesque setting for relaxation and outdoor activities. Enjoy the tranquility of your private canal-front lot, complete with 90 feet of waterfrontage and a private dock site, perfect for boating enthusiasts. Community boat launch ramp, your aquatic adventures await just steps from your door. The expansive 0.47-acre lot features bulkheaded and rip-rapped areas, ensuring both beauty and functionality. Spend your evenings on the porch or patio, soaking in the stunning water views and the gentle sounds of nature. Located in a peaceful canal setting, this home offers the perfect balance of privacy and accessibility. Enjoy the convenience of nearby amenities while relishing the tranquility of waterfront living. With an attached carport and ample driveway space, parking is a breeze. This exceptional property is not just a home; it's a lifestyle. Embrace the coastal living experience and make this dream home your reality. Don't miss the opportunity to own a piece of paradise in Annemessex Ridge! Possible owner is owner financing.

5111 Old Auger Rd, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact:

$135,000

Discover a unique investment opportunity with this charming 3-bedroom, 1-bathroom farmhouse-style property, built in 1900 and situated on a generous 1.42-acre lot. This detached home, while requiring major rehabilitation, presents a blank canvas for savvy investors looking to capitalize on the potential for significant returns in a growing market. The property boasts a spacious 1,650 square feet of finished space, offering ample room for creative renovations. With its classic farmhouse architecture, there is potential to restore its historic charm while modernizing the interior to meet contemporary standards. Investors can explore various strategies, from a full renovation to a complete rebuild, depending on their vision and investment goals. The expansive lot provides opportunities for outdoor enhancements, such as landscaping, gardening, or even the addition of rental units, subject to local zoning regulations. The absence of an HOA means fewer restrictions and more freedom to develop the property as desired, maximizing your investment potential. Located in an area with increasing demand for housing, this property is poised for appreciation. The combination of its size, location, and potential for renovation makes it an attractive option for both short-term flips and long-term rental strategies. Investors can take advantage of the growing trend of buyers seeking unique, character-filled homes in desirable locations. Parking is convenient with a driveway, and the property is easily accessible, making it appealing for future tenants or buyers. This property is not just a home; it's a strategic investment opportunity waiting for the right vision. With the right renovations, this farmhouse can transform into a sought-after residence, yielding substantial returns in a competitive market. Don't miss your chance to invest in a property with endless possibilities!

1 Beds ⋅ 1 Baths

Discover a unique investment opportunity with this charming 3-bedroom, 1-bathroom farmhouse-style property, built in 1900 and situated on a generous 1.42-acre lot. This detached home, while requiring major rehabilitation, presents a blank canvas for savvy investors looking to capitalize on the potential for significant returns in a growing market. The property boasts a spacious 1,650 square feet of finished space, offering ample room for creative renovations. With its classic farmhouse architecture, there is potential to restore its historic charm while modernizing the interior to meet contemporary standards. Investors can explore various strategies, from a full renovation to a complete rebuild, depending on their vision and investment goals. The expansive lot provides opportunities for outdoor enhancements, such as landscaping, gardening, or even the addition of rental units, subject to local zoning regulations. The absence of an HOA means fewer restrictions and more freedom to develop the property as desired, maximizing your investment potential. Located in an area with increasing demand for housing, this property is poised for appreciation. The combination of its size, location, and potential for renovation makes it an attractive option for both short-term flips and long-term rental strategies. Investors can take advantage of the growing trend of buyers seeking unique, character-filled homes in desirable locations. Parking is convenient with a driveway, and the property is easily accessible, making it appealing for future tenants or buyers. This property is not just a home; it's a strategic investment opportunity waiting for the right vision. With the right renovations, this farmhouse can transform into a sought-after residence, yielding substantial returns in a competitive market. Don't miss your chance to invest in a property with endless possibilities!

26934 Old State Rd, Crisfield

Listing courtesy of LAIRD & ASSOCIATES. Contact:

$179,900

Thoughtful renovation of this charming Victorian style home located outside city limits with public water and sewer. Large open front porch, mud room at rear entrance, cute laundry room with 1/2 bath, totally renovated kitchen with tiled floor, all new stainless appliances. Charming dining room has mantle and opens to the porch, large living room has hardwood floor and flooded with light. There are three bedrooms on the second floor and a full bath with new tiled floors and fixtures, except for the vintage tub. Mini splits for comfortable heating and air on the first floor and second floor! (Second floor to be installed this week). Come see this Victorian charmer!

3 Beds ⋅ 2 Baths

Thoughtful renovation of this charming Victorian style home located outside city limits with public water and sewer. Large open front porch, mud room at rear entrance, cute laundry room with 1/2 bath, totally renovated kitchen with tiled floor, all new stainless appliances. Charming dining room has mantle and opens to the porch, large living room has hardwood floor and flooded with light. There are three bedrooms on the second floor and a full bath with new tiled floors and fixtures, except for the vintage tub. Mini splits for comfortable heating and air on the first floor and second floor! (Second floor to be installed this week). Come see this Victorian charmer!

3372 Sackertown Rd, Crisfield

Listing courtesy of Wilson Realty. Contact:

$300,000

Discover incredible space and potential at 29759 Kingston Lane in Westover, Maryland — a 4-bedroom, 3 bath home with over 2,600 square feet of living area, set on nearly two acres of peaceful countryside. Offering exceptional square footage and versatility for the price, this home is ready for its next chapter with room to update and make it your own. Inside, the spacious floor plan features a large living room, formal dining area w/ gas firepalce, and a bright eat-in kitchen with plenty of cabinet space. A first-floor bedroom provides convenience and flexibility, while upstairs you’ll find a primary ensuite, additional bedrooms, a full bath, loft area, generous closet storage, and a bonus room perfect for a home office, playroom, or hobby space. Enjoy the outdoors on the screened porch or entertain on the large rear deck overlooking a private, wooded backdrop. The property includes a two-car garage and multiple outbuildings, all with electric — including a finished building ideal for an art studio, craft area, fitness room, or home-based business, plus a large lean-to storage shed and an additional powered storage space for tools or equipment. The home also features solar panels for energy savings, a roof replaced about five years ago, tankless hot water system, and a wooded setting that enhances the sense of privacy and country charm — all just a short drive from Crisfield’s shops, restaurants, and waterfront attractions. With its generous size, flexible layout, and versatile outdoor spaces, this property offers remarkable value for the money — a wonderful opportunity to enjoy space, privacy, and potential in a tranquil Eastern Shore setting.

4 Beds ⋅ 3 Baths

Discover incredible space and potential at 29759 Kingston Lane in Westover, Maryland — a 4-bedroom, 3 bath home with over 2,600 square feet of living area, set on nearly two acres of peaceful countryside. Offering exceptional square footage and versatility for the price, this home is ready for its next chapter with room to update and make it your own. Inside, the spacious floor plan features a large living room, formal dining area w/ gas firepalce, and a bright eat-in kitchen with plenty of cabinet space. A first-floor bedroom provides convenience and flexibility, while upstairs you’ll find a primary ensuite, additional bedrooms, a full bath, loft area, generous closet storage, and a bonus room perfect for a home office, playroom, or hobby space. Enjoy the outdoors on the screened porch or entertain on the large rear deck overlooking a private, wooded backdrop. The property includes a two-car garage and multiple outbuildings, all with electric — including a finished building ideal for an art studio, craft area, fitness room, or home-based business, plus a large lean-to storage shed and an additional powered storage space for tools or equipment. The home also features solar panels for energy savings, a roof replaced about five years ago, tankless hot water system, and a wooded setting that enhances the sense of privacy and country charm — all just a short drive from Crisfield’s shops, restaurants, and waterfront attractions. With its generous size, flexible layout, and versatile outdoor spaces, this property offers remarkable value for the money — a wonderful opportunity to enjoy space, privacy, and potential in a tranquil Eastern Shore setting.

29769 Kingston Ln, Westover

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

$399,000

Wow! What a amazing location at the entrance to Somers Cove Marina in Crisfield Maryland. Waterfront investment opportunity offers many potential income streams. Stand alone freezer building with dockside ramp access, stand alone storage building with 8ft drive in door. Main building features 2nd floor 2 bedroom apartment (with stunning views and currently leased), first floor office with additional walk in freezer. Dock access directly in front. See Video!

Broadway St, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact:

$120,000

This beautiful building lot on Monie Creek is ready and waiting for your custom home. Covington Cove is an established Messick Developed neighborhood that offers waterfront living at an affordable cost. The homes are very well maintained and offer gorgeous views over calm waters laden with fish and waterfowl. Enjoy watching the eagles nesting in the branches overhead. There is no formal HOA however, residents pay an annual maintenance fee of $200 for the upkeep of the community boat ramp and common areas. This community is only 15 minutes from south Salisbury and even closer to stores and services in Princess Anne. There is a community boat ramp for your use. It's worth the trip to check this one out!

12465 Mallard Ln, Princess Anne

Listing courtesy of ERA Martin Associates. Contact:

$199,000

Welcome to Crisfield, the Crab Capital of the United States! Located close to Crisfield High School is this INVESTOR ALERT! This charming home has a one year lease for $1,700 per month. As soon as you purchase the home you collect the rent. The home has been renovated and it offers 3 Bedrooms and 2 Bathrooms. The 20'x8' Three Season Front Porch has jalousie windows and wooden floors. The first floor offers an 18'x14' Living Room with a Gas Fireplace, a 16'x14' Dining Room, a 13'x11' Kitchen with an Electric Stove and a Stainless-Steel Refrigerator. There's a 13'x8' Sunroom and a rear 8'x9' private Rear Porch. Rounding out the first floor is a Utility Room and a Full Bathroom with a Step-In Shower. The second floor has 3 Bedrooms, all with Walk-In Closets and a Full Bathroom with a Step-In Shower. There is a lower-level 26'x20' Enclosed Room that is used for extra storage and a workbench. The home is nestled on a .45-acre lot that has a large, cleared back yard. The upgrades include Double Paned Tilt-In Windows and new Plumbing and Showers in the Bathrooms. In 2022 the entire kitchen was upgraded with new Countertops and Appliances. Crisfield is a small town with big time entertainment. Many public events that draw large crowds are the Crab Derby during the Labor Day Weekend, the Soft Shell Crab Celebration, the Bluegrass Music Festival, Wheels on the Waterfront Classic Car Show, and the J. Millard Tawes Crab and Clam Bake. Crisfield's Waterfront offers Spectacular Views and numerous Public Boat Ramps. Somers Cove Marina is home to Yachts, Sailboats and Seafood Working Boats. Come and enjoy the best that the Eastern Shore offers!

3 Beds ⋅ 2 Baths

Welcome to Crisfield, the Crab Capital of the United States! Located close to Crisfield High School is this INVESTOR ALERT! This charming home has a one year lease for $1,700 per month. As soon as you purchase the home you collect the rent. The home has been renovated and it offers 3 Bedrooms and 2 Bathrooms. The 20'x8' Three Season Front Porch has jalousie windows and wooden floors. The first floor offers an 18'x14' Living Room with a Gas Fireplace, a 16'x14' Dining Room, a 13'x11' Kitchen with an Electric Stove and a Stainless-Steel Refrigerator. There's a 13'x8' Sunroom and a rear 8'x9' private Rear Porch. Rounding out the first floor is a Utility Room and a Full Bathroom with a Step-In Shower. The second floor has 3 Bedrooms, all with Walk-In Closets and a Full Bathroom with a Step-In Shower. There is a lower-level 26'x20' Enclosed Room that is used for extra storage and a workbench. The home is nestled on a .45-acre lot that has a large, cleared back yard. The upgrades include Double Paned Tilt-In Windows and new Plumbing and Showers in the Bathrooms. In 2022 the entire kitchen was upgraded with new Countertops and Appliances. Crisfield is a small town with big time entertainment. Many public events that draw large crowds are the Crab Derby during the Labor Day Weekend, the Soft Shell Crab Celebration, the Bluegrass Music Festival, Wheels on the Waterfront Classic Car Show, and the J. Millard Tawes Crab and Clam Bake. Crisfield's Waterfront offers Spectacular Views and numerous Public Boat Ramps. Somers Cove Marina is home to Yachts, Sailboats and Seafood Working Boats. Come and enjoy the best that the Eastern Shore offers!

225 N N Somerset Ave, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact:

$315,000

Welcome to your very own slice of paradise on Smith Island, Maryland! This rare offering is a water and nature enthusiast’s delight. Currently as one of the island's most desirable rentals, this fine property is an ideal weekend/vacation retreat or full-time island home for the most discerning buyer. Existing bookings are already secured for the upcoming season! Enjoy convenient one floor living, situated on almost a full acre of land, including a 20x20 outdoor storage shed, the property boasts one of the largest yards on the entire island. This four-bedroom, two-and almost a-half-bath, cozy and inviting home has many outstanding features. The kitchen, family room, and large sun/recreation room all offer ample space for entertaining. From the new front porch accentuated with a comfortable low country bed/swing overflowing with cozy pillows, to the back deck abounding with scenic views of the marshes and a variety of waterfowl and migratory birds. Upon entering the home, you’ll be greeted with a lovely built-in, electric wall mounted fireplace encased in custom shiplap. It adds ambiance and supplementary heat to the family room. Also, a beautiful bow/picture window overlooks the front yard. The floors are newly installed luxury vinyl plank in the family room, kitchen, bathrooms and hallways. The fully updated kitchen, located just off the family room, boasts a recently installed custom, decorative glass backsplash, new butcher block countertops, and all-new black stainless GE appliances. Through the kitchen, you’ll enter a mudroom space to hang outerwear, coats and jackets. The separate laundry room, which includes a new hot water heater, washer, a new Whirlpool dryer an additional toilet. A beautiful sunroom spans the back of the kitchen featuring built in desk space, large windows and sliding doors. Currently used as a recreation/game room, this three-season room offers spectacular views of the island’s surroundings, including marshes and canals and also has a newly installed mini split for extra cooling and added comfort. The home has four bedrooms, with an additional storage room that could be converted into another bedroom. The primary bedroom is situated on the opposite side of the home from the three bedrooms, providing privacy. It has a newly installed mini split, two large closets, an en suite bathroom with a double vanity, new toilet, and a garden tub with a separate stall shower. The three bedrooms are located on the opposite side of the home and feature a full bathroom, with tub/shower, a linen closet, extra water heater, and access to the attic space. Step outside and you’ll be greeted by a brand-new deck that spans across the back of the house. The sunrise views from this deck are absolutely breathtaking! This home has everything you need: seller offering a one-year home warranty and most of the furnishings will convey. Most homes on the island need extensive work, but this one is move in ready! If you had to describe this property with just one word, it would be STUNNING! Call today for an exclusive showing.

4 Beds ⋅ 3 Baths

Welcome to your very own slice of paradise on Smith Island, Maryland! This rare offering is a water and nature enthusiast’s delight. Currently as one of the island's most desirable rentals, this fine property is an ideal weekend/vacation retreat or full-time island home for the most discerning buyer. Existing bookings are already secured for the upcoming season! Enjoy convenient one floor living, situated on almost a full acre of land, including a 20x20 outdoor storage shed, the property boasts one of the largest yards on the entire island. This four-bedroom, two-and almost a-half-bath, cozy and inviting home has many outstanding features. The kitchen, family room, and large sun/recreation room all offer ample space for entertaining. From the new front porch accentuated with a comfortable low country bed/swing overflowing with cozy pillows, to the back deck abounding with scenic views of the marshes and a variety of waterfowl and migratory birds. Upon entering the home, you’ll be greeted with a lovely built-in, electric wall mounted fireplace encased in custom shiplap. It adds ambiance and supplementary heat to the family room. Also, a beautiful bow/picture window overlooks the front yard. The floors are newly installed luxury vinyl plank in the family room, kitchen, bathrooms and hallways. The fully updated kitchen, located just off the family room, boasts a recently installed custom, decorative glass backsplash, new butcher block countertops, and all-new black stainless GE appliances. Through the kitchen, you’ll enter a mudroom space to hang outerwear, coats and jackets. The separate laundry room, which includes a new hot water heater, washer, a new Whirlpool dryer an additional toilet. A beautiful sunroom spans the back of the kitchen featuring built in desk space, large windows and sliding doors. Currently used as a recreation/game room, this three-season room offers spectacular views of the island’s surroundings, including marshes and canals and also has a newly installed mini split for extra cooling and added comfort. The home has four bedrooms, with an additional storage room that could be converted into another bedroom. The primary bedroom is situated on the opposite side of the home from the three bedrooms, providing privacy. It has a newly installed mini split, two large closets, an en suite bathroom with a double vanity, new toilet, and a garden tub with a separate stall shower. The three bedrooms are located on the opposite side of the home and feature a full bathroom, with tub/shower, a linen closet, extra water heater, and access to the attic space. Step outside and you’ll be greeted by a brand-new deck that spans across the back of the house. The sunrise views from this deck are absolutely breathtaking! This home has everything you need: seller offering a one-year home warranty and most of the furnishings will convey. Most homes on the island need extensive work, but this one is move in ready! If you had to describe this property with just one word, it would be STUNNING! Call today for an exclusive showing.

20949 Somers Rd, Ewell

Listing courtesy of Wilson Realty. Contact:

$569,000

45.8+/- acre farm with a 1,672 square foot farmhouse built originally in 1920. The farm is also improved with a three bay 40X60 pole building that includes a finished area with storage space above, Concrete floors, plumbing and electric. Land consists of 25+/- tillable acres, 1+/- acre in residence/barn, and 19+/- acres in timber. Soils consists mostly of hambrook sandy loams. Property is being sold "as is, where is". Property is zoned R-1. DO NOT ENTER PROPERTY WITHOUT PERMISSION FROM THE LAND GROUP.

3 Beds ⋅ 2 Baths

45.8+/- acre farm with a 1,672 square foot farmhouse built originally in 1920. The farm is also improved with a three bay 40X60 pole building that includes a finished area with storage space above, Concrete floors, plumbing and electric. Land consists of 25+/- tillable acres, 1+/- acre in residence/barn, and 19+/- acres in timber. Soils consists mostly of hambrook sandy loams. Property is being sold "as is, where is". Property is zoned R-1. DO NOT ENTER PROPERTY WITHOUT PERMISSION FROM THE LAND GROUP.

7751 Dividing Crk, Pocomoke

Listing courtesy of The Land Group. Contact:

$569,000

45.8+/- acre farm with a 1,672 square foot farmhouse built originally in 1920. The farm is also improved with a three bay 40X60 pole building that includes a finished area with storage space above, Concrete floors, plumbing and electric. Land consists of 25+/- tillable acres, 1+/- acre in residence/barn, and 19+/- acres in timber. Soils consists mostly of hambrook sandy loams. Property is being sold "as is, where is". Property is zoned R-1. DO NOT ENTER PROPERTY WITHOUT PERMISSION FROM THE LAND GROUP.

3 Beds ⋅ 2 Baths

45.8+/- acre farm with a 1,672 square foot farmhouse built originally in 1920. The farm is also improved with a three bay 40X60 pole building that includes a finished area with storage space above, Concrete floors, plumbing and electric. Land consists of 25+/- tillable acres, 1+/- acre in residence/barn, and 19+/- acres in timber. Soils consists mostly of hambrook sandy loams. Property is being sold "as is, where is". Property is zoned R-1. DO NOT ENTER PROPERTY WITHOUT PERMISSION FROM THE LAND GROUP.

7751 Dividing Crk, Pocomoke

Listing courtesy of The Land Group. Contact:

$247,999

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.

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: