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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:

$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:

$299,000

WATERFRONT CONDO | DEEDED BOAT SLIP | EXCEPTIONAL SUNSET VIEWS | RECENT UPDATES! Enjoy the Chesapeake Bay lifestyle from this beautifully maintained, fully furnished 3-bedroom, 2-bath waterfront condominium at Harbour Light. Located on the 2nd floor, Unit 213 offers approximately 1,436 square feet of comfortable living space, beautiful water views, a private balcony and a deeded boat slip—an exceptional combination for boaters, weekend getaways or a low-maintenance second home. Step outside to the private balcony and take in the waterfront setting and spectacular sunset views over the Tangier Sound. The deeded boat slip provides convenient access to Tangier Sound and the Chesapeake Bay, making this an ideal home base for boating, fishing, crabbing and exploring the Chesapeake. Recent improvements include updated kitchen appliances, updated washer and dryer, new hot water heater, LVP flooring and a replaced heat pump. Crisfield's location on Maryland's Eastern Shore provides convenient access to Ocean City, MD; Chincoteague, VA; Berlin, MD; Salisbury, MD, Princess Anne, MD. As well as Janes Island State Park; which offers more than 30 miles of marked water trails. The region offers outdoor recreation with multiple golf courses, wineries and many craft breweries within approximately an hour's drive, along with the beaches, restaurants, shops and attractions of the lower Eastern Shore.

3 Beds ⋅ 2 Baths

WATERFRONT CONDO | DEEDED BOAT SLIP | EXCEPTIONAL SUNSET VIEWS | RECENT UPDATES! Enjoy the Chesapeake Bay lifestyle from this beautifully maintained, fully furnished 3-bedroom, 2-bath waterfront condominium at Harbour Light. Located on the 2nd floor, Unit 213 offers approximately 1,436 square feet of comfortable living space, beautiful water views, a private balcony and a deeded boat slip—an exceptional combination for boaters, weekend getaways or a low-maintenance second home. Step outside to the private balcony and take in the waterfront setting and spectacular sunset views over the Tangier Sound. The deeded boat slip provides convenient access to Tangier Sound and the Chesapeake Bay, making this an ideal home base for boating, fishing, crabbing and exploring the Chesapeake. Recent improvements include updated kitchen appliances, updated washer and dryer, new hot water heater, LVP flooring and a replaced heat pump. Crisfield's location on Maryland's Eastern Shore provides convenient access to Ocean City, MD; Chincoteague, VA; Berlin, MD; Salisbury, MD, Princess Anne, MD. As well as Janes Island State Park; which offers more than 30 miles of marked water trails. The region offers outdoor recreation with multiple golf courses, wineries and many craft breweries within approximately an hour's drive, along with the beaches, restaurants, shops and attractions of the lower Eastern Shore.

103 Williams St Unit 213, Crisfield

Listing courtesy of Century 21 Harbor Realty. Contact:

$115,000

Welcome to 35 W Chesapeake Ave! This home offers 2 bedrooms, and 1 spacious full bathroom with an all tiled walk-in shower. Formal dining room, and a separate living room. Roof is less than 3 years old with architectural shingles. This home is located in the heart of Crisfield, MD! This home is within walking distances to shopping, restaurants, and the depot! About a 5 mile drive to beautiful Janes Island State Park to enjoy an evening kayaking or sitting out by the water front! About an hour from busy Ocean City, MD and Chincoteague, VA. Come schedule your tour today! This home is priced to sell quickly!

2 Beds ⋅ 1 Baths

Welcome to 35 W Chesapeake Ave! This home offers 2 bedrooms, and 1 spacious full bathroom with an all tiled walk-in shower. Formal dining room, and a separate living room. Roof is less than 3 years old with architectural shingles. This home is located in the heart of Crisfield, MD! This home is within walking distances to shopping, restaurants, and the depot! About a 5 mile drive to beautiful Janes Island State Park to enjoy an evening kayaking or sitting out by the water front! About an hour from busy Ocean City, MD and Chincoteague, VA. Come schedule your tour today! This home is priced to sell quickly!

35 W Chesapeake Ave, Crisfield

Listing courtesy of Wilson Realty. Contact:

$85,000

Cute retro house with rear deck, enclosed porch , and charming features. Large living room with propane fireplace that heats the entire house, modern bathroom with jetted tub and pocket doors for toilet enclosure. Two bedrooms on second floor. Large storage closet on first floor, and back stairway to bedroom on 2nd level. Access to huge insulated and floored attic. Two large outbuildings provide great storage. Close to public boat ramp at Jenkins Creek to enjoy all that the Tangier Sound has to offer, boating, fishing and spectacular sunsets.

2 Beds ⋅ 1 Baths

Cute retro house with rear deck, enclosed porch , and charming features. Large living room with propane fireplace that heats the entire house, modern bathroom with jetted tub and pocket doors for toilet enclosure. Two bedrooms on second floor. Large storage closet on first floor, and back stairway to bedroom on 2nd level. Access to huge insulated and floored attic. Two large outbuildings provide great storage. Close to public boat ramp at Jenkins Creek to enjoy all that the Tangier Sound has to offer, boating, fishing and spectacular sunsets.

3289 Sackertown Rd, Crisfield

Listing courtesy of Wilson Realty. Contact:

$75,000

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

3012 William Maddox Rd, Crisfield

Listing courtesy of Century 21 Home Team Realty. Contact:

$32,500

Just a short distance to downtown but far enough a way to enjoy a peaceful evening in your yard. Great opportunity to rehab or take down and build new out side of town limits with public sewer and well.

2 Beds ⋅ 1 Baths

Just a short distance to downtown but far enough a way to enjoy a peaceful evening in your yard. Great opportunity to rehab or take down and build new out side of town limits with public sewer and well.

2900 Ape Hole Rd, Crisfield

Listing courtesy of Keller Williams Realty Delmarva. Contact:

$154,900

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

2 Beds ⋅ 2 Baths

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

409 Myrtle St, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact:

$150,000

This home has lots of potential. All the early century charm of the 1940's and 50's with high ceilings, decorative ceiling tiles, large baseboard trim, and hand-crafted stair railing, downstairs has spacious Living, kitchen and dining, lots of bonus space. With the right vision this home can be the bright and shining star of the neighborhood. Potential for a "mother-in-law suite" or Apartment.

5 Beds ⋅ 3 Baths

This home has lots of potential. All the early century charm of the 1940's and 50's with high ceilings, decorative ceiling tiles, large baseboard trim, and hand-crafted stair railing, downstairs has spacious Living, kitchen and dining, lots of bonus space. With the right vision this home can be the bright and shining star of the neighborhood. Potential for a "mother-in-law suite" or Apartment.

2 W Main St, Crisfield

Listing courtesy of Coldwell Banker Realty. Contact:

$148,900

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

4 Beds ⋅ 2 Baths

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

30432 Oak St, Princess Anne

Listing courtesy of Benson & Mangold, LLC.. Contact: