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$169,000

Recently renovated historic house with beautiful water views. This three-bedroom, one-bathroom historic island home is nestled on a picturesque, shady lot in the charming village of Tylerton, Smith Island Maryland. The property offers a unique feature: a monthly leased village post office on site, providing a steady monthly income from the United States Postal Service. The home has a new architectural shingled roof, new 200 amp electric service, all new windows, artfully detailed shiplap walls, and new luxury vinyl plank flooring throughout the downstairs. A newly installed sliding door offers gorgeous water views from the comfort of your living room. The updated kitchen is equipped with new cabinets, refrigerator, electric stove and built in microwave. Upstairs, you'll find two additional spacious bedrooms each with ample closets and all of the original moldings and flooring. Outside the beautiful yard has a newly constructed shed for additional storage. This is an incredible opportunity to own a piece of island history with modern comforts!

3 Beds ⋅ 1 Baths

Recently renovated historic house with beautiful water views. This three-bedroom, one-bathroom historic island home is nestled on a picturesque, shady lot in the charming village of Tylerton, Smith Island Maryland. The property offers a unique feature: a monthly leased village post office on site, providing a steady monthly income from the United States Postal Service. The home has a new architectural shingled roof, new 200 amp electric service, all new windows, artfully detailed shiplap walls, and new luxury vinyl plank flooring throughout the downstairs. A newly installed sliding door offers gorgeous water views from the comfort of your living room. The updated kitchen is equipped with new cabinets, refrigerator, electric stove and built in microwave. Upstairs, you'll find two additional spacious bedrooms each with ample closets and all of the original moldings and flooring. Outside the beautiful yard has a newly constructed shed for additional storage. This is an incredible opportunity to own a piece of island history with modern comforts!

3069 Union Church Rd, Tylerton

Listing courtesy of Wilson Realty. Contact: (410) 968-1882

$79,000

3 Bedroom 1.5 Bath farmhouse nestled amongst the Eastern Shore’s charm. Home is close to the Chesapeake Bay and its fishing, crabbing, and boating. Several renovations have been made including the exterior siding, roof, and windows. Inside porcelain floor in the downstairs master suite, laminate floors in the upstairs bedrooms, bathrooms have been replaced. Plumbing is working in both bathrooms and kitchen. There is no electric wiring done in the home. This property needs someone to put the finishing touches on it. This home has plenty of potential with its vaulted living room ceiling, large walk up attic, shed with lean-to, and spacious yard. Property has public water and sewer, but no city taxes. Cash or conventional financing ONLY. Sold AS-IS.

3 Beds ⋅ 2 Baths

3 Bedroom 1.5 Bath farmhouse nestled amongst the Eastern Shore’s charm. Home is close to the Chesapeake Bay and its fishing, crabbing, and boating. Several renovations have been made including the exterior siding, roof, and windows. Inside porcelain floor in the downstairs master suite, laminate floors in the upstairs bedrooms, bathrooms have been replaced. Plumbing is working in both bathrooms and kitchen. There is no electric wiring done in the home. This property needs someone to put the finishing touches on it. This home has plenty of potential with its vaulted living room ceiling, large walk up attic, shed with lean-to, and spacious yard. Property has public water and sewer, but no city taxes. Cash or conventional financing ONLY. Sold AS-IS.

26813 Johnson Creek Rd, Crisfield

Listing courtesy of The Land Group. Contact: (410) 934-3478

$115,000

Charming bungalow, nestled on a corner lot in the serene village of Tylerton, Smith Island, Maryland. This cozy three bedroom two bath home offers a peaceful escape with no traffic, no noise, just a tight knit community of fewer than 50 residents, The home has some great features. The kitchen is a dream with open shelving, charming shiplap walls and new stainless steel appliances. Warm wood flooring and a central island offers both seating and extra work space. There are two distinct living/family rooms plus a dedicated dining area with an energy efficient pellet stove. The front living room is especially inviting with warm wood walls that add a touch of character and charm. There's plenty of room for both relaxing and entertaining making it a perfect space for family and guests. Upstairs there's additional room for sleeping and storage. Outside are 2 decks and 2 sheds that need some work but offer plenty of storage and space to relax. Bask in the tranquility of island living by while being surrounded by the natural beauty of the Chesapeake Bay.

3 Beds ⋅ 2 Baths

Charming bungalow, nestled on a corner lot in the serene village of Tylerton, Smith Island, Maryland. This cozy three bedroom two bath home offers a peaceful escape with no traffic, no noise, just a tight knit community of fewer than 50 residents, The home has some great features. The kitchen is a dream with open shelving, charming shiplap walls and new stainless steel appliances. Warm wood flooring and a central island offers both seating and extra work space. There are two distinct living/family rooms plus a dedicated dining area with an energy efficient pellet stove. The front living room is especially inviting with warm wood walls that add a touch of character and charm. There's plenty of room for both relaxing and entertaining making it a perfect space for family and guests. Upstairs there's additional room for sleeping and storage. Outside are 2 decks and 2 sheds that need some work but offer plenty of storage and space to relax. Bask in the tranquility of island living by while being surrounded by the natural beauty of the Chesapeake Bay.

21162 Tuff St, Tylerton

Listing courtesy of Wilson Realty. Contact: (410) 968-1882

$249,999

REDUCED!!! AND READY FOR A NEW OWNER!!! Don't hesitate to see this well maintained 3 bedroom, 2 bath home, nestled on the cul-de-sac in the great community of Beckford Manor, located in Historic Downtown Princess Anne near the Manokin River. It's many features include vaulted ceilings, a welcoming living room with gas fireplace, open kitchen with breakfast bar, bright dining room with double glass doors, master bedroom with attached bathroom with double sinks and walk in closet, UNFINISHED SECOND FLOOR perfect for storage or finish for even more living space, front porch, screen porch, deck, great sod yard with lawn sprinklers, and attached garage! You won't be sorry you took the time to look at this one!

3 Beds ⋅ 2 Baths

REDUCED!!! AND READY FOR A NEW OWNER!!! Don't hesitate to see this well maintained 3 bedroom, 2 bath home, nestled on the cul-de-sac in the great community of Beckford Manor, located in Historic Downtown Princess Anne near the Manokin River. It's many features include vaulted ceilings, a welcoming living room with gas fireplace, open kitchen with breakfast bar, bright dining room with double glass doors, master bedroom with attached bathroom with double sinks and walk in closet, UNFINISHED SECOND FLOOR perfect for storage or finish for even more living space, front porch, screen porch, deck, great sod yard with lawn sprinklers, and attached garage! You won't be sorry you took the time to look at this one!

30416 Plantation Dr, Princess Anne

Listing courtesy of RE/MAX Advantage Realty. Contact: (302) 628-2500

$320,000

Welcome to 112-B Sunset Cir in Crisfield! Experience the best of coastal living in this beautiful 3-bedroom, 3.5-bath end-unit home offering space, flexibility, and incredible community amenities. Perfectly positioned just steps from the water, this property includes your very own boat slip (5-D) only a short walk away. This makes it effortless to spend your days out on the bay! Inside, the home features a bright open-concept layout that seamlessly connects the kitchen, dining, and living areas. Ideal for both everyday living and entertaining. A standout feature is the entry-level bedroom suite, complete with a walk-in closet and private full bathroom, providing comfort and convenience for guests or multi-generational living. Upstairs, you'll find the spacious primary suite, designed as a true retreat with a cozy seating area and a walk-in cedar closet with a closet system. The ensuite bathroom includes a soaking tub, separate glass-enclosed tile shower, double vanity, and private water closet. The upstairs loft/flex space offers endless possibilities; perfect for a 4th bedroom, playroom, office, or additional family living space. Step outside and enjoy low-maintenance, maintenance-free living with no yard work required. Directly across from your front door is the community in-ground pool, making it easy to relax and unwind. The neighborhood also features a community beach, playground, pier, and your private boat dock/slip, creating the ultimate waterfront lifestyle. This is coastal living at its finest! Schedule your private showing today.

3 Beds ⋅ 4 Baths

Welcome to 112-B Sunset Cir in Crisfield! Experience the best of coastal living in this beautiful 3-bedroom, 3.5-bath end-unit home offering space, flexibility, and incredible community amenities. Perfectly positioned just steps from the water, this property includes your very own boat slip (5-D) only a short walk away. This makes it effortless to spend your days out on the bay! Inside, the home features a bright open-concept layout that seamlessly connects the kitchen, dining, and living areas. Ideal for both everyday living and entertaining. A standout feature is the entry-level bedroom suite, complete with a walk-in closet and private full bathroom, providing comfort and convenience for guests or multi-generational living. Upstairs, you'll find the spacious primary suite, designed as a true retreat with a cozy seating area and a walk-in cedar closet with a closet system. The ensuite bathroom includes a soaking tub, separate glass-enclosed tile shower, double vanity, and private water closet. The upstairs loft/flex space offers endless possibilities; perfect for a 4th bedroom, playroom, office, or additional family living space. Step outside and enjoy low-maintenance, maintenance-free living with no yard work required. Directly across from your front door is the community in-ground pool, making it easy to relax and unwind. The neighborhood also features a community beach, playground, pier, and your private boat dock/slip, creating the ultimate waterfront lifestyle. This is coastal living at its finest! Schedule your private showing today.

112b Sunset Cir Unit #112B, Crisfield

Listing courtesy of Whitehead Real Estate Exec.. Contact: 4107494663

$390,000

Wake up to wide, unobstructed water views in this spacious end-unit waterfront condo located in the heart of Crisfield. With 4 bedrooms and 3 full baths, this beautifully designed residence offers the ideal blend of comfort, functionality, and coastal lifestyle. The bright, open main level features expansive windows that capture natural light and showcase stunning water views. A main-floor bedroom and full bathroom provide flexibility for guests, multi-generational living, or those seeking convenient first-floor access. Step onto the screened deck overlooking the water, perfect for morning coffee, evening sunsets, or entertaining with a view. Upstairs, the generous primary suite includes a private full bath and its own balcony with panoramic water views. Two additional bedrooms and another full bathroom complete the upper level, offering ample space for family, guests, or a home office. Outdoor enthusiasts will appreciate the attached garage and the included deep-water boat slip, ideal for boating, fishing, and exploring the Chesapeake Bay. Community amenities include a pool, private piers, sandy shoreline access, and beautifully maintained waterfront grounds. Accessibility features include a main-level bedroom and full bath, wide interior spaces, and attached garage access, offering convenience and flexibility for a variety of living needs. Located in the waterfront town of Crisfield, known as the Crab Capital of the World, residents enjoy local seafood restaurants, marinas, seasonal festivals, and waterfront events throughout the year. Nearby attractions include Janes Island State Park with miles of kayaking trails and wildlife observation. Ocean City beaches are approximately one hour away, and the property offers accessible commuter routes to Salisbury, Washington, DC, and Baltimore, making it suitable for a primary residence, second home, or investment opportunity. Whether you are looking for full-time waterfront living, a weekend retreat, or a boat-ready getaway, this rare end-unit condo delivers space, views, and lifestyle in one exceptional package.

4 Beds ⋅ 3 Baths

Wake up to wide, unobstructed water views in this spacious end-unit waterfront condo located in the heart of Crisfield. With 4 bedrooms and 3 full baths, this beautifully designed residence offers the ideal blend of comfort, functionality, and coastal lifestyle. The bright, open main level features expansive windows that capture natural light and showcase stunning water views. A main-floor bedroom and full bathroom provide flexibility for guests, multi-generational living, or those seeking convenient first-floor access. Step onto the screened deck overlooking the water, perfect for morning coffee, evening sunsets, or entertaining with a view. Upstairs, the generous primary suite includes a private full bath and its own balcony with panoramic water views. Two additional bedrooms and another full bathroom complete the upper level, offering ample space for family, guests, or a home office. Outdoor enthusiasts will appreciate the attached garage and the included deep-water boat slip, ideal for boating, fishing, and exploring the Chesapeake Bay. Community amenities include a pool, private piers, sandy shoreline access, and beautifully maintained waterfront grounds. Accessibility features include a main-level bedroom and full bath, wide interior spaces, and attached garage access, offering convenience and flexibility for a variety of living needs. Located in the waterfront town of Crisfield, known as the Crab Capital of the World, residents enjoy local seafood restaurants, marinas, seasonal festivals, and waterfront events throughout the year. Nearby attractions include Janes Island State Park with miles of kayaking trails and wildlife observation. Ocean City beaches are approximately one hour away, and the property offers accessible commuter routes to Salisbury, Washington, DC, and Baltimore, making it suitable for a primary residence, second home, or investment opportunity. Whether you are looking for full-time waterfront living, a weekend retreat, or a boat-ready getaway, this rare end-unit condo delivers space, views, and lifestyle in one exceptional package.

109-D Waters Edge Unit #109D, Crisfield

Listing courtesy of Samson Properties. Contact: 4433437660

$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: