Somerset County MD Homes for Sale

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  /51

  $305,000

  • 3 Beds
  • 2 Baths
  • 1,490 Sq Ft

  11075 Jerusalem Rd, Princess Anne, MD 21853

  Looking for acreage and a large garage outside of town? Look no further—opportunities like this don’t come along often! This beautifully updated one-story home is nestled on 2 acres and offers the perfect blend of space, comfort, and functionality. Featuring 3 bedrooms and 2 full bathrooms, this 1,490 sq ft home has been thoughtfully refreshed with new flooring and fully renovated bathrooms.

  

  Jennifer Whittington

  Long & Foster Real Estate, Inc.

  (410) 449-7495

  11075 Jerusalem Rd, Princess Anne, MD 21853
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  /21

  $273,000

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  30471 Manor Dr, Princess Anne, MD 21853

  Welcome to this charming 3-bedroom, 2-bathroom home offering comfort, convenience, and potential! The main level features easy-to-maintain living with a spacious layout, while a permanent staircase leads to a large unfinished second floor—perfect for storage or future expansion. Enjoy outdoor living with a screened-in back porch and deck, ideal for relaxing or entertaining. Located close to UMES

  

  Charlene Spence

  The Spence Realty Group

  (410) 896-1254

  30471 Manor Dr, Princess Anne, MD 21853
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  /9

  $1,500,000

  • Land
  • 10.34 Acres
  • $145,068 per Acre

  11229 Stewart Neck Rd, Princess Anne, MD 21853

  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 availableWells & septic

  

  Bonnie Flinn

  ERA Martin Associates

  (443) 316-2001

  11229 Stewart Neck Rd, Princess Anne, MD 21853
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  /59

  $255,000

  • 3 Beds
  • 2 Baths
  • 1,397 Sq Ft

  23483 Beckett Rd, Deal Island, MD 21821

  Escape to the charm of coastal country living at 23483 Beckett Rd in Deal Island, where peace, space, and modern comfort meet. Nestled on 1.43 acres and not in a flood zone, this fully renovated 3-bedroom, 2-bath farmhouse blends timeless appeal with thoughtful upgrades, creating the perfect getaway or full-time residence.Inside, you’ll find brand-new luxury vinyl plank flooring, new

  

  Nicole Schreibstein Abbott

  Northrop Realty

  (410) 431-1094

  23483 Beckett Rd, Deal Island, MD 21821
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  /3

  $98,900

  • Land
  • 2 Acres
  • $49,450 per Acre

  0 Roland Parks Rd Unit MDSO2006440, Chance, MD 21821

  Two buildable lots located just a short distance from one another on Shores Rd and Roland Parks Rd, both offering water access! Enjoy the opportunity to design your ideal getaway or year-round home with the Chesapeake Bay lifestyle at your doorstep. With room to build and access to the water nearby, these properties are perfect for boating, fishing, or simply relaxing by the shore. Rare chance to

  

  Justin Yon

  Century 21 Home Team Realty

  (667) 244-9042

  0 Roland Parks Rd Unit MDSO2006440, Chance, MD 21821
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  /31

  $249,900

  • 2 Beds
  • 1 Bath
  • 1,580 Sq Ft

  114 Hall Hwy, Crisfield, MD 21817

  Welcome to this charming Eastern Shore retreat in the heart of Crisfield—Maryland’s iconic waterfront town. This beautifully maintained home offers the perfect blend of comfort, space, and small-town coastal living. Step inside to find a bright and inviting layout with generous living areas, updated finishes, and room for everyone. The spacious kitchen includes ample cabinetry and counter space,

  

  Tony Villeda

  Vista Properties Group

  (410) 862-3261

  114 Hall Hwy, Crisfield, MD 21817
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  /38

  $344,500

  • 3 Beds
  • 2 Baths
  • 1,436 Sq Ft

  103 Williams St, Crisfield, MD 21817

  *******Private marina with your own deeded boat slip. The Harbour Lights condominium in Crisfield, MD, offers an opportunity to own a waterfront condo on the Chesapeake Bay. This one-owner 3-bedroom 2-bath unit has never been used as a rental, ensuring it has been well-maintained and cared for.Located in the heart of Crisfield known as the Seafood Capital of the world this

  

  Bonnie Flinn

  ERA Martin Associates

  (410) 457-7731

  103 Williams St, Crisfield, MD 21817
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  /5

  $39,900

  • Land
  • 0.55 Acre
  • $72,545 per Acre

  10926 Shores Rd, Deal Island, MD 21821

  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!

  

  Justin Yon

  Century 21 Home Team Realty

  (667) 220-8982

  10926 Shores Rd, Deal Island, MD 21821
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  /17

  $120,000

  • Land
  • 7.58 Acres
  • $15,831 per Acre

  0 Roland Parks Rd Unit MDSO2006658, Chance, MD 21821

  Welcome to your own private slice of the Eastern Shore. This 7.58-acre wooded parcel in Chance, Maryland offers the ideal blend of privacy, natural beauty, and coastal convenience. Located in a no-flood zone, this expansive property provides plenty of space for outdoor activities and adventures or simply enjoying the peaceful surroundings filled with wildlife and native trees. Just minutes from

  

  Tina White

  Northrop Realty

  (410) 989-4030

  0 Roland Parks Rd Unit MDSO2006658, Chance, MD 21821
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  /9

  $155,000

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft

  4770 Daughertytown Rd Unit B, Crisfield, MD 21817

  Discover this charming 3-bedroom, 2-bathroom ranch-style home, perfectly situated on a lush, wooded 2-acre lot just outside of Crisfield. With a new Well & Septic, this home combines space, comfort, and the serenity of country living, making it an ideal choice for an investment property, with 1,380 square feet of living space. Conveniently located just minutes from Crisfield’s renowned fishing

  

  Bonnie Flinn

  ERA Martin Associates

  (667) 222-0314

  4770 Daughertytown Rd Unit B, Crisfield, MD 21817
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  /33

  $58,900

  • 3 Beds
  • 2 Baths
  • 1,066 Sq Ft

  30551 Creekview Dr, Princess Anne, MD 21853

  Beautifully maintained 3BR/2BA manufactured home featuring an open floor plan with abundant natural light. Kitchen offers granite countertops, built-in microwave, and stove. Primary bedroom includes an updated en-suite bath. Two additional bedrooms and full hall bath provide flexible use. Monthly lot rent is $490 - does not include water- plus $18 for trash pickup.

  

  Jaime Cortes

  Coldwell Banker Realty

  (410) 538-1455

  30551 Creekview Dr, Princess Anne, MD 21853
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  /2

  $59,900

  • Land
  • 2 Acres
  • $29,950 per Acre

  0 Roland Parks Rd Unit MDSO2006438, Chance, MD 21821

  Build your dream getaway on this 2-acre lot in Chance, Maryland, just minutes from Deal Island! Lightly wooded and offering privacy, this property is not in a flood zone and comes with no restrictions - giving you the freedom to design the retreat you’ve always imagined. Whether you're looking for a weekend escape or a full-time residence, this lot is ready for your vision. Enjoy the peaceful

  

  Justin Yon

  Century 21 Home Team Realty

  (667) 288-0697

  0 Roland Parks Rd Unit MDSO2006438, Chance, MD 21821
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  /20

  $75,000

  • 1,368 Sq Ft

  3012 William Maddox Rd, Crisfield, MD 21817

  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,

  

  Justin Yon

  Century 21 Home Team Realty

  (410) 264-1857

  3012 William Maddox Rd, Crisfield, MD 21817
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  /29

  $249,000

  • 3 Beds
  • 2 Baths
  • 1,595 Sq Ft

  203 N 1st St, Crisfield, MD 21817

  Charming Fully-Renovated 3‐Bed/2‐Bath Home in the “Crab Capital of the World” 203 N. 1st St, Crisfield, MD 21817 is nestled in the heart of historic Crisfield. This 1,595 sq ft gem blends vintage charm with modern updates. Originally built in 1920, this home underwent a complete renovation in 2025, boasting a brand-new HVAC system, roof, flooring, and kitchen appliances. Location, Location,

  

  Jennifer Whittington

  Long & Foster Real Estate, Inc.

  (410) 835-7611

  203 N 1st St, Crisfield, MD 21817
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  /32

  $375,000

  • 6 Beds
  • 2 Baths
  • 3,979 Sq Ft

  11887 Somerset Ave, Princess Anne, MD 21853

  Beautifully renovated Victorian home featuring 5 spacious bedrooms and 2 full bathrooms, located in the historic district of Princess Anne. This charming residence blends timeless character with modern updates, preserving original features such as stunning hardwood floors, elegant staircase railings, and vintage doors. A luminous bonus room on the upper floor provides the perfect space for a

  

  Jaime Cortes

  Coldwell Banker Realty

  (410) 593-3753

  11887 Somerset Ave, Princess Anne, MD 21853
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  /96

  $540,000

  • 4 Beds
  • 3.5 Baths
  • 5,036 Sq Ft

  29830 Crossman Rd, Marion Station, MD 21838

  Back to Active Welcome to this extraordinary 4-bedroom, 2-bath, 2 1/2-bath waterfront retreat nestled along the serene shores of Marumsco Creek. Offering over 13 acres of pristine natural beauty, this distinguished property delivers an unparalleled blend of elegance, privacy, and outdoor adventure.Step inside and be captivated by the grand chef’s kitchen—an entertainer’s dream—boasting

  

  Bonnie Flinn

  ERA Martin Associates

  (667) 222-1521

  29830 Crossman Rd, Marion Station, MD 21838
• 

  

  /21

  $268,900

  • 3 Beds
  • 2.5 Baths
  • 1,352 Sq Ft

  11679 Beckford Ave, Princess Anne, MD 21853

  Built in 2024, this beautiful, BETTER THAN NEW, 3-bedroom, 2.5-bath home offers the perfect blend of modern comfort and small-town charm. Nestled on a quiet street, you’re just a short stroll from downtown Princess Anne, where you can enjoy local dining, shops, and community events. Inside, the home lives like new, with a bright and open layout that’s perfect for everyday living and entertaining.

  Dorothy Bistransin Redfin Corp

  11679 Beckford Ave, Princess Anne, MD 21853
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  /58

  $309,900

  • 3 Beds
  • 2 Baths
  • 1,478 Sq Ft

  102 Williams St, Crisfield, MD 21817

  This well-maintained corner condo unit boasts a wrap-around balcony and a screened porch, offering beautiful views of the Tangier and bay. Inside, you'll find three bedrooms, two bathrooms, and a spacious 1,478 square feet of living space. Recent upgrades include a new heat pump (installed in 2022) updated kitchen fixtures, NEW hot water heater in 2024. The unit comes fully furnished, making it

  Deeley Chester Coastal Life Realty Group LLC

  102 Williams St, Crisfield, MD 21817
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  /17

  $499,000

  • Land
  • 601.77 Acres
  • $829 per Acre

  2746 Calvary Rd, Crisfield, MD 21817

  Presenting, Ware Point, Crisfield, Maryland - 601.77+- acres including a 0.77+- acre lot on Calvary Rd, 50+- acres of timber, and the remaining 551+- acres of salt marsh with over 3 miles of shoreline on the Pocomoke Sound and Ape Hole Creek. Please see video. Several creeks provide interior access to the interiors of Ware Point. The estuarine marsh is characterized by the typical flora that

  Sue Hudson National Land Realty, LLC

  2746 Calvary Rd, Crisfield, MD 21817
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  /51

  $250,000

  • Land
  • 25.1 Acres
  • $9,960 per Acre

  0 Five Farms Drive Wooded Lot, Princess Anne, MD 21853

  25.1+/- acres of timber on the Wicomico River. This is a great opportunity to own timberland that is a mix of hardwoods and pine, and provides ideal habitat for abundant wildlife, including whitetail, sika, and turkey. The property's uniqueness, with its diverse topography featuring rolling ridges, dry timber, wet bottoms with watering holes, marsh, and 450 +/- ft of waterfront, creates

  Sue Hudson National Land Realty

  0 Five Farms Drive Wooded Lot, Princess Anne, MD 21853
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  /50

  $310,000

  • Land
  • 120.3 Acres
  • $2,577 per Acre

  000 Bryan Hall Rd, Marumsco, MD 21838

  This 120.3 acre property on Bryan Hall Road in Somerset County, MD, is comprised of three separate connecting parcels38 acres, 20 acres, and 62.3 acres. All parcels have frontage on Marumsco Creek, providing water access for fishing, duck hunting, and deer hunting.The 62.3 acre parcel lies on the east side of Marumsco Creek and spans both sides of Bryan Hall Road. It features a mixture of high,

  Casey Kennedy Whitetail Properties Real Estate

  000 Bryan Hall Rd, Marumsco, MD 21838
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  /2

  $299,900

  • Land
  • 8.7 Acres
  • $34,471 per Acre

  0 Ocean Hwy Unit 25375594, Princess Anne, MD 21853

  8.70+- acre unimproved tract located with over 2,600+- feet of frontage along the northbound lane of RT 13/Ocean Highway. Currently zoned R-2 Medium Density Residential in Somerset County and adjoining the municipal boundary of the Town of Princess Anne. Town services (water & sewer) located just to the east of property. Southern end of property has frontage along the Manokin River. Recent

  Doug Williams National Land Realty

  0 Ocean Hwy Unit 25375594, Princess Anne, MD 21853
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  /18

  $54,900

  • Land
  • 0.53 Acre
  • $103,585 per Acre

  3424 Marsh Rd, Ewell, MD 21824

  Boasting one of the best views on the entire island, this spacious property is situated on historic Smith Island, Maryland, in the charming village of Rhodes Point. With the Chesapeake Bay as your backyard, this half acre lot offers breathtaking panoramic views and sunsets that will leave you in awe. It’s the perfect spot for new construction, as the previous home has been demolished and cleared.

  Laura Evans Wilson Realty

  3424 Marsh Rd, Ewell, MD 21824
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  /2

  $47,000

  • Land
  • 7.12 Acres
  • $6,601 per Acre

  0 Rumbly Point Rd, Marion Station, MD 21838

  *Photo coming soon!Discover this 7.12 ± acre parcel located on O Rumbly Point Rd in Marion Station. This property offers a peaceful rural setting. Lot is surrounded by lots of timber and fields making it ideal habit for whitetail hunting or a secluded place for camping. Create a private retreat, or hold as an investment. The lot also provides easy access to local roads being only a short

  Pamela Shockley Keller Williams Realty

  0 Rumbly Point Rd, Marion Station, MD 21838
• 

  

  /25

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,436 Sq Ft

  103 Williams St Unit 213, Crisfield, MD 21817

  Experience premier waterfront living at Harbour Light Condos in the heart of Crisfield. This beautifully maintained 3-bedroom, 2-bath condo offers expansive views of the Tangier Sound and Annemessex River—perfect for enjoying stunning sunsets from both the open-concept living area and the spacious primary bedroom.Enjoy low-maintenance living with updated laminate flooring throughout the main

  Rebecca Lewis Century 21 Harbor Realty

  103 Williams St Unit 213, Crisfield, MD 21817
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  /8

  $149,999

  • Land
  • 2.67 Acres
  • $56,179 per Acre

  Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821

  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

  Timothy Morgan Keller Williams Realty Delmarva

  Parcels B & C Rolfe Ln, Deal Island Historic District, MD 21821
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  /4

  $62,000

  • 3 Beds
  • 2 Baths
  • 1,334 Sq Ft

  9134 Deal Island Rd, Deal Island, MD 21821

  Welcome to Deal Island, a true waterman's town! Bring your tool belt & imagination - remodel this existing home or take it down and start fresh! Your .41 acre lot has existing well & septic. Schedule your tour today and see how you can transform this into your weekend escape or your full time home!

  Marti Hawkins ERA Martin Associates

  9134 Deal Island Rd, Deal Island, MD 21821
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  /3

  $64,500

  • Land
  • 6.73 Acres
  • $9,584 per Acre

  0 Walter Jones Rd, Crisfield, MD 21817

  Welcome to the outskirts of Crisfield, where an incredible real estate opportunity awaits you. Nestled on 6.73 expansive acres, this prime parcel of land offers an abundance of potential for those seeking a development project. Surrounded by natural beauty, this parcel of land offers a serene environment. Residents or visitors will delight in the nearby attractions, including outdoor recreational

  Craig R. Lynch Berkshire Hathaway HomeServices PenFed Realty - OP

  0 Walter Jones Rd, Crisfield, MD 21817
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  /2

  $135,000

  • 3 Beds
  • 1.5 Baths
  • 936 Sq Ft

  28565 Polks Rd, Princess Anne, MD 21853

  Escape to country living with this charming 1.5 story home. A sturdy metal roof promises decades of durability, and a wood-burning stove anchors the living space, creating an inviting atmosphere full of warmth. on those cooler evenings. Floor joists were replaced about 20 years ago. The front of the house foundation is pillars while the back of the house foundation is concrete block. This cozy

  Brenda Moore Coldwell Banker Realty

  28565 Polks Rd, Princess Anne, MD 21853
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  /4

  $150,000

  • Land
  • 4.58 Acres
  • $32,751 per Acre

  0 Lawson Barnes Rd Unit MDSO2000170, Crisfield, MD 21817

  4.58 Acres of commercial property with great visibility. Sellers are in contact with Somerset County Sanitary District to establish cost of hooking up to Public Water and Sewer.

  Melissa Laird LAIRD & ASSOCIATES

  0 Lawson Barnes Rd Unit MDSO2000170, Crisfield, MD 21817
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  /50

  $179,900

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft

  108 W Main St, Crisfield, MD 21817

  Very Charming home with many unique features. Large family/living room with lots of light adjoins modern kitchen. Full bathroom on first floor and second floor. Two bedrooms on second level with a sleeping porch for additional space. (accessed through bathroom) Outside staircase to second floor lends itself to other possibilities. New 12'x20' shed with electric service, and small utility

  Cynthia Stevens Wilson Realty

  108 W Main St, Crisfield, MD 21817
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  /88

  $699,000

  • 4 Beds
  • 4 Baths
  • 5,445 Sq Ft

  11700 Mansion St, Princess Anne, MD 21853

  Amazing Price Improvement! Welcome to the historic "Beckford" mansion which is situated in the heart of Princess Anne, Maryland. This Federal/Georgian Style Mansion, with a finished build year of 1803, is surrounded by almost 8 acres of mature trees and open yards. This stunning property is listed on the National Register of Historic Places. With 5,445 square feet of living space, including a

  Wendy Stever Long & Foster Real Estate, Inc.

  11700 Mansion St, Princess Anne, MD 21853
• 

  

  /11

  $100,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  21132 Tuff St, Smith Island, MD 21866

  Welcome to Tylerton, Maryland, a small, quiet village located on Smith Island, Maryland. If you are looking for a peaceful lifestyle, look no further. gathering family and friends together for a vacation getaway or the perfect retirement home. Come see what the island has to offer! This 3 bedroom 1 bath home sits on a large lot. Home has had some work done but stills needs TLC. Home is sold AS

  Melissa Laird LAIRD & ASSOCIATES

  21132 Tuff St, Smith Island, MD 21866
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  /43

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,052 Sq Ft

  4078 Jacksonville Rd, Crisfield, MD 21817

  Welcome to 4078 Jacksonville Rd, a beautifully renovated 3-bedroom, 1-bath home just outside the Crisfield city limits. Enjoy the convenience of city water and sewer with no city taxes! This home has been thoughtfully updated from top to bottom, featuring all new windows, vinyl siding, and fresh interior paint. A brand-new HVAC system, water heater, and updated electrical provide comfort and

  Darron Whitehead Whitehead Real Estate Exec.

  4078 Jacksonville Rd, Crisfield, MD 21817
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  /2

  $10,000

  • Land
  • 0.09 Acre
  • $111,111 per Acre

  436 Charlotte Ave, Crisfield, MD 21817

  Wooded land in Crisfield. Buyer/buyer agent to do due diligence. Sold as is, where is. Close to marina and downtown.

  Bob Faith Dockside Properties

  436 Charlotte Ave, Crisfield, MD 21817
• 

  

  /32

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,232 Sq Ft

  27174 Champ Wharf Rd, Princess Anne, MD 21853

  A Must See, Priced to sell!Charming waterfront home located on the end of a quiet street with a beautiful water view. This home features a cathedral ceiling and open floor plan, a newly installed deep water well and pump, along with a new hot water heater, and water filtration system including an ultraviolet light purification system . For indoor home comforts and efficiency this

  JOSEPH GEIGER Berkshire Hathaway HomeServices PenFed Realty

  27174 Champ Wharf Rd, Princess Anne, MD 21853
• 

  

  /41

  $151,900

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  2997 Tylerton Rd, Tylerton, MD 21866

  This desirable waterfront three-bedroom, two-bathroom property is situated on approximately a third of an acre in the charming village of Tylerton, Smith Island, Maryland. A 140-foot-long pier with a large 30x50 foot platform attached at the end offers breathtaking views of the water. The roof was replaced in 2012, and the home boasts a newly installed sliding door, wood-burning fireplace,

  Laura Evans Wilson Realty

  2997 Tylerton Rd, Tylerton, MD 21866
• 

  

  /24

  $159,900

  • 2 Beds
  • 2 Baths
  • 920 Sq Ft

  2894 Byrdtown Rd, Crisfield, MD 21817

  2.96 Acres, property is wooded behind house. 2 bed 2 bath singlewide with den. Recently renovated, new roof, kitchen, appliances, flooring, carpet & HVAC. Minutes from the town and waterfront.

  Lisa Whited Keller Williams Realty

  2894 Byrdtown Rd, Crisfield, MD 21817
• 

  

  /13

  $209,900

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft

  5051 Wayman Rd, Marion Station, MD 21838

  Renovated Rancher on 1 acre Secluded Wooded Lot with Modern UpgradesWelcome to this beautifully renovated ranch-style home, tucked away on a peaceful, wooded lot offering privacy and natural surroundings. Step inside to a bright and airy open floor plan featuring soaring cathedral ceilings and stylish LVP flooring throughout. The spacious living area flows seamlessly into the updated kitchen,

  Rebecca Lewis Century 21 Harbor Realty

  5051 Wayman Rd, Marion Station, MD 21838
• 

  

  /30

  $165,000

  • 3 Beds
  • 1.5 Baths
  • 1,575 Sq Ft

  16 E Chesapeake Ave, Crisfield, MD 21817

  Attention all investors and renovators!! This home has so much to offer with its unique architectural details. Just within city limits of Crisfield. This property also comes with two additional parcels of land, expanding the total size to .59 acres! Fenced side yard, with additional outbuildings. Garage is attached to potential guest house. Full basement that provides optimal storage space.

  Kate Stevens Wilson Realty

  16 E Chesapeake Ave, Crisfield, MD 21817

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