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WATERFRONT! Calling nature lovers; this the private Eastern Shore retreat you've been seeking! This potential Airbnb home set in the heart of Maryland's Lower Eastern Shore offers the peace, privacy, and wide-open space that outdoor enthusiasts value most. Surrounded by natural habitat and abundant wildlife, the area is well known for frequent sitka deer sightings and exceptional opportunities to enjoy the outdoors right from your own backyard. Whether you're looking for a hunting retreat, recreational property, or full-time residence with room to roam, this property delivers. The home features 4 bedrooms, a dedicated office, and 2 full bathrooms, along with a remodeled kitchen that serves as the perfect gathering place after a day outdoors. Additional amenities include a spacious floore attic, a fenced yard with an above-ground pool, a barn with multiple stalls, and a storage shed, and a brand-new generator, providing both convenience and functionality for country living. Located in Toddville, a community known for its rich watermen's heritage, scenic marshlands, and unspoiled landscapes, you'll enjoy easy access to the outdoor lifestyle the Eastern Shore is famous for. Spend your days hunting, fishing, crabbing, boating, kayaking, birdwatching, or simply enjoying the quiet beauty that surrounds you. Whether you're searching for a basecamp for outdoor adventures, a weekend getaway, or a peaceful place to call home, 1511 Crocheron Road offers the space, privacy, and natural setting to make it all possible.

1511 Crocheron Rd, Bishops Head

Listing courtesy of A Squared Realty. Contact: 804-432-8149

$424,900

Welcome to 9 Algonquin Road, where timeless brick architecture meets thoughtful updates in a highly desirable waterfront community—all with no city taxes. Beautifully maintained and full of character, this home offers generous living spaces designed for comfort, connection, and effortless everyday living. Step inside to a traditional living room filled with natural light from a large picture window. A cozy fireplace anchors the space, creating a warm and welcoming focal point. Nearby, a second family room offers soaring ceilings, new flooring, and an impressive brick hearth—an ideal setting for gatherings, movie nights, or quiet relaxation. The galley-style kitchen provides ample workspace and a comfortable dining area overlooking the private backyard. From here, step outside to enjoy multiple patio spaces and a fully fenced rear yard with black chain‑link fencing—perfect for pets, play, and peace of mind. Classic Brick. Coastal Style. Exceptional Living. Set on a spacious lot within a water‑privileged neighborhood, this 4‑bedroom, 2.5‑bath home blends traditional charm with inviting coastal-inspired design. Inside, you’ll find a well-appointed stainless-steel kitchen, hardwood, slate, and new luxury vinyl flooring, elegant crown molding, a cedar closet, and an array of custom finishes throughout. With its generous layout and timeless appeal, the home is perfectly suited for both everyday living and entertaining. Combining classic style, functional spaces, and an exceptional location near the water, this property offers a rare opportunity to experience Eastern Shore living at its finest.

Welcome to 9 Algonquin Road, where timeless brick architecture meets thoughtful updates in a highly desirable waterfront community—all with no city taxes. Beautifully maintained and full of character, this home offers generous living spaces designed for comfort, connection, and effortless everyday living. Step inside to a traditional living room filled with natural light from a large picture window. A cozy fireplace anchors the space, creating a warm and welcoming focal point. Nearby, a second family room offers soaring ceilings, new flooring, and an impressive brick hearth—an ideal setting for gatherings, movie nights, or quiet relaxation. The galley-style kitchen provides ample workspace and a comfortable dining area overlooking the private backyard. From here, step outside to enjoy multiple patio spaces and a fully fenced rear yard with black chain‑link fencing—perfect for pets, play, and peace of mind. Classic Brick. Coastal Style. Exceptional Living. Set on a spacious lot within a water‑privileged neighborhood, this 4‑bedroom, 2.5‑bath home blends traditional charm with inviting coastal-inspired design. Inside, you’ll find a well-appointed stainless-steel kitchen, hardwood, slate, and new luxury vinyl flooring, elegant crown molding, a cedar closet, and an array of custom finishes throughout. With its generous layout and timeless appeal, the home is perfectly suited for both everyday living and entertaining. Combining classic style, functional spaces, and an exceptional location near the water, this property offers a rare opportunity to experience Eastern Shore living at its finest.

9 Algonquin Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000

$430,000

Adorable waterfront cottage nestled along the peaceful shores of Hudson Creek., This charming 2-bedroom, 1-bath home features an open-concept kitchen, dining, and living area designed to maximize comfort and showcase beautiful waterfront views and amazing sunsets. Additional features include front and back porches, firepit, fresh paint throughout and a detached storage shed for all your outdoor gear, Experience Eastern Shore waterfront living and spend your days fishing or crabbing from your private pier, launch your kayaks for an afternoon on the creek, or simply unwind on the deck while taking in the spectacular sunsets. This low-maintenance property has been successfully operated as an income generating vacation rental, making it an excellent opportunity as a personal getaway, investment property, or both. The home is being sold fully furnished, including two kayaks, a BBQ grill and deck furniture

2 Beds ⋅ 1 Baths

Adorable waterfront cottage nestled along the peaceful shores of Hudson Creek., This charming 2-bedroom, 1-bath home features an open-concept kitchen, dining, and living area designed to maximize comfort and showcase beautiful waterfront views and amazing sunsets. Additional features include front and back porches, firepit, fresh paint throughout and a detached storage shed for all your outdoor gear, Experience Eastern Shore waterfront living and spend your days fishing or crabbing from your private pier, launch your kayaks for an afternoon on the creek, or simply unwind on the deck while taking in the spectacular sunsets. This low-maintenance property has been successfully operated as an income generating vacation rental, making it an excellent opportunity as a personal getaway, investment property, or both. The home is being sold fully furnished, including two kayaks, a BBQ grill and deck furniture

915 Hudson Rd, Cambridge

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$349,000

Welcome to 5555 Bonnie Brook Road, Cambridge, MD! Nestled in a highly sought-after waterfront community with easy access to the Choptank River, this well-built, meticulously maintained ranch-style home offers the perfect blend of comfort, convenience, and Eastern Shore charm. Boasting over 2,000 square feet of traditional living space, this spacious home features a bright formal living room with large windows that fill the space with natural light, a formal dining room, and a delightful sun porch that's perfect for entertaining family and friends year-round. The home offers two generously sized bedrooms, one large full bath, and an additional half bath conveniently located in the oversized laundry room. Situated on a desirable corner lot of more than half an acre, you'll enjoy plenty of outdoor space with the added benefits of no city taxes and no flood insurance required. Located just a short distance from the community waterfront lot and boat launch, this property is ideal for boating enthusiasts and anyone looking to enjoy the beauty and recreation of the Choptank River. Whether you're searching for a full-time residence or a peaceful Eastern Shore retreat, 5555 Bonnie Brook Road is ready to welcome you home.

2 Beds ⋅ 2 Baths

Welcome to 5555 Bonnie Brook Road, Cambridge, MD! Nestled in a highly sought-after waterfront community with easy access to the Choptank River, this well-built, meticulously maintained ranch-style home offers the perfect blend of comfort, convenience, and Eastern Shore charm. Boasting over 2,000 square feet of traditional living space, this spacious home features a bright formal living room with large windows that fill the space with natural light, a formal dining room, and a delightful sun porch that's perfect for entertaining family and friends year-round. The home offers two generously sized bedrooms, one large full bath, and an additional half bath conveniently located in the oversized laundry room. Situated on a desirable corner lot of more than half an acre, you'll enjoy plenty of outdoor space with the added benefits of no city taxes and no flood insurance required. Located just a short distance from the community waterfront lot and boat launch, this property is ideal for boating enthusiasts and anyone looking to enjoy the beauty and recreation of the Choptank River. Whether you're searching for a full-time residence or a peaceful Eastern Shore retreat, 5555 Bonnie Brook Road is ready to welcome you home.

5555 Bonnie Brook Rd, Cambridge

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102218000

$29,900

Build your dream home on this 0.39+/- acre lot in a peaceful country setting. Conveniently located near the Maryland/Delaware line, this property offers the perfect balance of rural charm and easy access to nearby towns, shopping, and dining. Property appears as Old School House Rd. on mapping services.

5536 Galestown Rd, Galestown

Listing courtesy of Keller Williams Realty. Contact: (302) 856-1458

$325,000

Excellent income-producing investment opportunity in the heart of Cambridge! This fully leased duplex is being sold as-is and features two spacious 2-bedroom, 1-bath apartments, plus a detached garage that is separately leased for $300/mo. as storage. Unit A currently rents for $1,400/mo., Unit B rents for $1,250/mo. and the garage provides additional rental income, creating three separate income streams from day one. Situated on a corner lot just blocks from downtown Cambridge, this Colonial offers character with practical functionality. Each apartment features spacious living areas, hardwood floors, generous kitchens, abundant natural light, and period details including decorative columns, built-in cabinetry, and a brick fireplace. A large screened wraparound porch, shared laundry, basement storage, and off-street parking add to the property's appeal and convenience. Conveniently located near the Choptank River waterfront, parks, restaurants, shopping, and Route 50, this property has a strong rental history and is well-positioned for continued demand. Whether you're looking to expand your investment portfolio or acquire a property with immediate cash flow and long-term upside, this is an opportunity you won't want to miss.

416 Maryland Ave, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$325,000

Excellent income-producing investment opportunity in the heart of Cambridge! This fully leased duplex is being sold as-is and features two spacious 2-bedroom, 1-bath apartments, plus a detached garage that is separately leased for $300/mo. as storage. Unit A currently rents for $1,400/mo., Unit B rents for $1,250/mo. and the garage provides additional rental income, creating three separate income streams from day one. Situated on a corner lot just blocks from downtown Cambridge, this Colonial offers character with practical functionality. Each apartment features spacious living areas, hardwood floors, generous kitchens, abundant natural light, and period details including decorative columns, built-in cabinetry, and a brick fireplace. A large screened wraparound porch, shared laundry, basement storage, and off-street parking add to the property's appeal and convenience. Conveniently located near the Choptank River waterfront, parks, restaurants, shopping, and Route 50, this property has a strong rental history and is well-positioned for continued demand. Whether you're looking to expand your investment portfolio or acquire a property with immediate cash flow and long-term upside, this is an opportunity you won't want to miss.

Excellent income-producing investment opportunity in the heart of Cambridge! This fully leased duplex is being sold as-is and features two spacious 2-bedroom, 1-bath apartments, plus a detached garage that is separately leased for $300/mo. as storage. Unit A currently rents for $1,400/mo., Unit B rents for $1,250/mo. and the garage provides additional rental income, creating three separate income streams from day one. Situated on a corner lot just blocks from downtown Cambridge, this Colonial offers character with practical functionality. Each apartment features spacious living areas, hardwood floors, generous kitchens, abundant natural light, and period details including decorative columns, built-in cabinetry, and a brick fireplace. A large screened wraparound porch, shared laundry, basement storage, and off-street parking add to the property's appeal and convenience. Conveniently located near the Choptank River waterfront, parks, restaurants, shopping, and Route 50, this property has a strong rental history and is well-positioned for continued demand. Whether you're looking to expand your investment portfolio or acquire a property with immediate cash flow and long-term upside, this is an opportunity you won't want to miss.

416 Maryland Ave Unit #A & B, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$224,900

Welcome to 1003 Roslyn Avenue...a lovely family home in a great quiet neighborhood! The large level backyard is fenced in so it is perfect for young children and or pets! The house is bright and airy with large rooms and well placed windows. It has just been completely refreshed with new paint and flooring. 1003 offers a paved off-street driveway, central air conditioning, very large eat-in kitchen, separate laundry room, oversized primary ensuite and a second bedroom served by the centrally located hall bath. There is a wonderful unfinished attic that could easily be converted into second floor living space should additional room be required. Additionally, there is a well-built shed in the backyard to store all your garden tools &/or bikes and kayaks! 1003 Roslyn was solidly built in 1950 in a wonderful location that allows easy access to the Choptank River, Route 50, Blackwater Refuge as well as to Cambridge's historic district with great local restaurants and shops. Come join the ongoing renaissance occurring in historic downtown Cambridge!

2 Beds ⋅ 2 Baths

Welcome to 1003 Roslyn Avenue...a lovely family home in a great quiet neighborhood! The large level backyard is fenced in so it is perfect for young children and or pets! The house is bright and airy with large rooms and well placed windows. It has just been completely refreshed with new paint and flooring. 1003 offers a paved off-street driveway, central air conditioning, very large eat-in kitchen, separate laundry room, oversized primary ensuite and a second bedroom served by the centrally located hall bath. There is a wonderful unfinished attic that could easily be converted into second floor living space should additional room be required. Additionally, there is a well-built shed in the backyard to store all your garden tools &/or bikes and kayaks! 1003 Roslyn was solidly built in 1950 in a wonderful location that allows easy access to the Choptank River, Route 50, Blackwater Refuge as well as to Cambridge's historic district with great local restaurants and shops. Come join the ongoing renaissance occurring in historic downtown Cambridge!

1003 Roslyn Ave, Cambridge

Listing courtesy of Compass. Contact: (410) 429-7425

$212,999

Welcome home to this beautifully updated 3-bedroom, 2.5-bath townhome located in the desirable community of Cambridge, Maryland. Move-in ready and full of modern upgrades, this home features a brand-new roof, new flooring throughout, and fresh paint that creates a bright, inviting atmosphere. The spacious kitchen is equipped with sleek stainless steel appliances, offering both style and functionality for everyday living and entertaining. The open floor plan provides comfortable living spaces, while the generously sized bedrooms offer plenty of room to relax and unwind. The primary suite includes a private bath, creating the perfect retreat at the end of the day. Conveniently located at 405 Wood Duck Drive, this home offers easy access to local shopping, dining, schools, and the waterfront charm that Cambridge is known for. Whether you're a first-time homebuyer, looking to downsize, or seeking an investment opportunity, this well-maintained townhome is one you won't want to miss. Schedule your private showing today!

Welcome home to this beautifully updated 3-bedroom, 2.5-bath townhome located in the desirable community of Cambridge, Maryland. Move-in ready and full of modern upgrades, this home features a brand-new roof, new flooring throughout, and fresh paint that creates a bright, inviting atmosphere. The spacious kitchen is equipped with sleek stainless steel appliances, offering both style and functionality for everyday living and entertaining. The open floor plan provides comfortable living spaces, while the generously sized bedrooms offer plenty of room to relax and unwind. The primary suite includes a private bath, creating the perfect retreat at the end of the day. Conveniently located at 405 Wood Duck Drive, this home offers easy access to local shopping, dining, schools, and the waterfront charm that Cambridge is known for. Whether you're a first-time homebuyer, looking to downsize, or seeking an investment opportunity, this well-maintained townhome is one you won't want to miss. Schedule your private showing today!

405 Wood Duck Dr, Cambridge

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

$175,000

Fully remodeled in 2022, this charming two-story home offers four bedrooms and two full baths of efficiently designed living space. The renovation brought fresh, modern updates throughout, creating a move-in-ready home that is both stylish and functional. Since the remodel, the seller has added fencing to both the front and rear yards, providing added privacy and convenience, along with backyard hardscaping that enhances the outdoor space and makes it perfect for relaxing or entertaining. Whether you're looking for a primary residence or an investment opportunity, this thoughtfully updated home is ready for its next owner. Property conveys fully furnished.

Fully remodeled in 2022, this charming two-story home offers four bedrooms and two full baths of efficiently designed living space. The renovation brought fresh, modern updates throughout, creating a move-in-ready home that is both stylish and functional. Since the remodel, the seller has added fencing to both the front and rear yards, providing added privacy and convenience, along with backyard hardscaping that enhances the outdoor space and makes it perfect for relaxing or entertaining. Whether you're looking for a primary residence or an investment opportunity, this thoughtfully updated home is ready for its next owner. Property conveys fully furnished.

728 Race St, Cambridge

Listing courtesy of Keller Williams Realty. Contact: 3023600300

$625,000

Welcome to 4657 Maiden Forest Road! This is a wonderful compound surrounded by beautiful country farms! 4657 is a uniquely-built, lovely, brick home with gorgeous flagstone porches & great one level living! This house boasts over 3000 SF of living space with 4 BR's and 2.5 BA's. The highlight of the house is a 27' by 22' great room with a magnificent cathedral wood ceiling and floor to ceiling brick fireplace with a gas log insert. The loft above offers endless potential but currently serves as a great pool hall & it has walk-in attic storage. The spacious kitchen has a breakfast bar in addition to a generous array of cabinets & an adjacent dining area with a wood cook stove. The living room has beautiful custom-built bookcases and a brick fireplace with a top-notch pellet stove insert. The primary ensuite, complete with skylight, is located conveniently just off the great room. There are 3 additional bedrooms and 1.5 additional baths. The powder room, near the spacious laundry room, is easily accessd from the wonderful in-ground saltwater pool. The 48' X 32' metal outbuilding has 12' ceilings, is fully insulated and has two 10' OHDs with garage door openers, propane heater, 220 electric service, running water, a plethora of workspace and even a series of dog kennels! The detached garage 28' X 24' has 2 bays wih automatic door openers. The 3rd bay, closest to the poo,l has been converted to a pool house/crab room complete with a brick bbq, a mini split and ample room for a crab picking crowd! 4657 boasts an ample-sized patio with gazebo, brick entrance pillars and walkway and 1.27 acres of land surrounded by acres and acres of farmfields. Country living at its best!

Welcome to 4657 Maiden Forest Road! This is a wonderful compound surrounded by beautiful country farms! 4657 is a uniquely-built, lovely, brick home with gorgeous flagstone porches & great one level living! This house boasts over 3000 SF of living space with 4 BR's and 2.5 BA's. The highlight of the house is a 27' by 22' great room with a magnificent cathedral wood ceiling and floor to ceiling brick fireplace with a gas log insert. The loft above offers endless potential but currently serves as a great pool hall & it has walk-in attic storage. The spacious kitchen has a breakfast bar in addition to a generous array of cabinets & an adjacent dining area with a wood cook stove. The living room has beautiful custom-built bookcases and a brick fireplace with a top-notch pellet stove insert. The primary ensuite, complete with skylight, is located conveniently just off the great room. There are 3 additional bedrooms and 1.5 additional baths. The powder room, near the spacious laundry room, is easily accessd from the wonderful in-ground saltwater pool. The 48' X 32' metal outbuilding has 12' ceilings, is fully insulated and has two 10' OHDs with garage door openers, propane heater, 220 electric service, running water, a plethora of workspace and even a series of dog kennels! The detached garage 28' X 24' has 2 bays wih automatic door openers. The 3rd bay, closest to the poo,l has been converted to a pool house/crab room complete with a brick bbq, a mini split and ample room for a crab picking crowd! 4657 boasts an ample-sized patio with gazebo, brick entrance pillars and walkway and 1.27 acres of land surrounded by acres and acres of farmfields. Country living at its best!

4657 Maiden Forest Rd, Rhodesdale

Listing courtesy of Compass. Contact: (410) 429-7425

$324,900

Move right into this beautiful home in Cambridge’s historic district! It features a fully updated kitchen and baths, a new HVAC system, and a picture-perfect front porch. The attic and crawlspace have been improved for optimum energy efficiency. For a fun, modern twist, head up the cool spiral staircase to a fully finished third-floor space. Outside, enjoy a fantastic backyard with raised garden beds already in place, a storage shed, and alleyway access. Off-street parking. Love the look? The owner will even consider parting with some of the furnishings!

Move right into this beautiful home in Cambridge’s historic district! It features a fully updated kitchen and baths, a new HVAC system, and a picture-perfect front porch. The attic and crawlspace have been improved for optimum energy efficiency. For a fun, modern twist, head up the cool spiral staircase to a fully finished third-floor space. Outside, enjoy a fantastic backyard with raised garden beds already in place, a storage shed, and alleyway access. Off-street parking. Love the look? The owner will even consider parting with some of the furnishings!

109 Willis St, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$650,000

This Extremely well maintained Property has so much to offer. Starting with 2 lots 519 & 521 together for 6.18 ac. The Solar Panels provide a large percentage of Electric with most months electric bills costing not much more than $35.00. The 3 BR w oversized closet space 2 1/2 Baths , Full laundry room, storage. A walk up stairs to the attic that is fully floored and has a exhaust fan. The immaculate 3 car garage has a 4th door in the back, electric, cement floors and work benches with tons of storage. Included is the Hustler 72" Zero Turn Mower. Out building #2 48x16 cement floor, electric. Out building #3 is 32x48 with a 16x48 addition. One with a 14' overhead door and the other with a standard door both are equipped with electric and cement floors and are all in Immaculate Condition. Their is a BIP (Bermed Infiltration Pond) located on the property and the tax fee is $250.00 annually per lot. Enjoy the Fresh Seafood specialties just steps away at the Boats & Hose Restaurant. Visit the Camp Ground on Bay Shore Rd. and Crabbing & fishing steps away several feet away at the Taylors Is. Bridge. Lots of Wildlife seen here. Hurry take a look.

This Extremely well maintained Property has so much to offer. Starting with 2 lots 519 & 521 together for 6.18 ac. The Solar Panels provide a large percentage of Electric with most months electric bills costing not much more than $35.00. The 3 BR w oversized closet space 2 1/2 Baths , Full laundry room, storage. A walk up stairs to the attic that is fully floored and has a exhaust fan. The immaculate 3 car garage has a 4th door in the back, electric, cement floors and work benches with tons of storage. Included is the Hustler 72" Zero Turn Mower. Out building #2 48x16 cement floor, electric. Out building #3 is 32x48 with a 16x48 addition. One with a 14' overhead door and the other with a standard door both are equipped with electric and cement floors and are all in Immaculate Condition. Their is a BIP (Bermed Infiltration Pond) located on the property and the tax fee is $250.00 annually per lot. Enjoy the Fresh Seafood specialties just steps away at the Boats & Hose Restaurant. Visit the Camp Ground on Bay Shore Rd. and Crabbing & fishing steps away several feet away at the Taylors Is. Bridge. Lots of Wildlife seen here. Hurry take a look.

Taylors Island

Listing courtesy of Brenton Realty Group. Contact: 4104794663

$11,999

Buildable lot for sale. Previous home has been removed, offering a cleared homesite ready for new construction. Current owner has documentation supporting buildability. Buyer to verify all permits, utilities, and building requirements.

607 Cross St, Cambridge

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$434,900

Welcome to Penthouse #302 at Oakley Beach, one of Cambridge’s most desirable waterfront condominium communities. Perched on the top floor, this beautifully appointed 2-bedroom, 2-bath residence offers breathtaking panoramic views of the Choptank River and the convenience of low-maintenance waterfront living. Inside, you'll find an open and inviting floor plan featuring 9-foot ceilings, gleaming hardwood floors, and a well-appointed kitchen with granite countertops, quality cabinetry, and ample workspace. The spacious living area is accented by a cozy gas fireplace and opens directly to a covered balcony where you can relax and take in the stunning river vistas. A rare and highly desirable bonus, the sale includes a deeded boat slip, providing direct access to the Choptank River and making it easy to enjoy boating, fishing, and waterfront adventures right from your community. Located within Cambridge’s Historic District, Oakley Beach is just minutes from downtown shops, restaurants, galleries, and waterfront attractions. This thoughtfully designed penthouse is ideal as a full-time residence, weekend retreat, or vacation getaway. With only 24 residences spread across four elevator-served buildings, residents enjoy a peaceful and private setting along with exceptional community amenities, including a swimming pool, common pier, beautifully maintained grounds, and abundant guest parking. If spectacular water views, upscale finishes, and turnkey living are what you're seeking, Penthouse #302 at Oakley Beach deserves your attention.

2 Beds ⋅ 2 Baths

Welcome to Penthouse #302 at Oakley Beach, one of Cambridge’s most desirable waterfront condominium communities. Perched on the top floor, this beautifully appointed 2-bedroom, 2-bath residence offers breathtaking panoramic views of the Choptank River and the convenience of low-maintenance waterfront living. Inside, you'll find an open and inviting floor plan featuring 9-foot ceilings, gleaming hardwood floors, and a well-appointed kitchen with granite countertops, quality cabinetry, and ample workspace. The spacious living area is accented by a cozy gas fireplace and opens directly to a covered balcony where you can relax and take in the stunning river vistas. A rare and highly desirable bonus, the sale includes a deeded boat slip, providing direct access to the Choptank River and making it easy to enjoy boating, fishing, and waterfront adventures right from your community. Located within Cambridge’s Historic District, Oakley Beach is just minutes from downtown shops, restaurants, galleries, and waterfront attractions. This thoughtfully designed penthouse is ideal as a full-time residence, weekend retreat, or vacation getaway. With only 24 residences spread across four elevator-served buildings, residents enjoy a peaceful and private setting along with exceptional community amenities, including a swimming pool, common pier, beautifully maintained grounds, and abundant guest parking. If spectacular water views, upscale finishes, and turnkey living are what you're seeking, Penthouse #302 at Oakley Beach deserves your attention.

3 Oakley St, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 228-0800

$299,000

Welcome to 2517 Old House Point Rd, one of the cutest homes in Fishing Creek. Sitting on elevated ground this three bedroom, one bathroom home has water views from the front and back yard. Large garage you could keep a boat or kayaks and bikes with loft and lean to. Quiet area with relaxing feeling.

3 Beds ⋅ 1 Baths

Welcome to 2517 Old House Point Rd, one of the cutest homes in Fishing Creek. Sitting on elevated ground this three bedroom, one bathroom home has water views from the front and back yard. Large garage you could keep a boat or kayaks and bikes with loft and lean to. Quiet area with relaxing feeling.

2517 Old House Point Rd, Fishing Creek

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$199,000

5863 Eldorado Sharptown Rd is a land opportunity in rural Dorchester County. A mobile home is on site that could be updated with some sweat equity, but the real asset is the parcel itself, which may be subdivisible into up to three separate lots. Totaling 4.625 acres, the lot offers flexibility and privacy. Buyers should confirm subdivision potential with the county prior to moving forward. The property sits in a quiet, open stretch of the Eastern Shore near the Nanticoke River, with reasonable access to Rt. 50 and the broader Eastern Shore corridor. It's the kind of ground that's getting harder to find at an accessible price point. Builders, investors, and buyers looking to live on site while they develop or hold will want to take a close look. Run your numbers, confirm with the county, and schedule a showing today.

3 Beds ⋅ 1 Baths

5863 Eldorado Sharptown Rd is a land opportunity in rural Dorchester County. A mobile home is on site that could be updated with some sweat equity, but the real asset is the parcel itself, which may be subdivisible into up to three separate lots. Totaling 4.625 acres, the lot offers flexibility and privacy. Buyers should confirm subdivision potential with the county prior to moving forward. The property sits in a quiet, open stretch of the Eastern Shore near the Nanticoke River, with reasonable access to Rt. 50 and the broader Eastern Shore corridor. It's the kind of ground that's getting harder to find at an accessible price point. Builders, investors, and buyers looking to live on site while they develop or hold will want to take a close look. Run your numbers, confirm with the county, and schedule a showing today.

5863 Sharptown, Rhodesdale

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033

$324,999

Located in the desirable Algonquin neighborhood, this 4 bedroom, 2 bath home offers a quiet, private setting with community water access. Features include a 1-car detached garage and new central HVAC (2026). Enjoy access to the community waterfront area for only $60/year, including use of the pier, small beach area, and potential boat slip availability. Possible off-season boat trailer storage.

Located in the desirable Algonquin neighborhood, this 4 bedroom, 2 bath home offers a quiet, private setting with community water access. Features include a 1-car detached garage and new central HVAC (2026). Enjoy access to the community waterfront area for only $60/year, including use of the pier, small beach area, and potential boat slip availability. Possible off-season boat trailer storage.

41 Algonquin Rd, Cambridge

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

$375,000

Welcome to 300 Shepard Avenue in the desirable Shepherd Village community of Cambridge, Maryland! This beautifully maintained 4-bedroom, 2.5-bath home offers the perfect blend of modern style, comfort, and functionality. Step inside to an inviting open-concept floor plan featuring luxury vinyl plank flooring, abundant natural light, and a spacious living area designed for everyday living and entertaining. The gourmet kitchen boasts granite countertops, stainless steel appliances, ample cabinet space, a center island, and a bright dining area overlooking the backyard. Upstairs, you’ll find a generous primary suite with a private bath and walk-in closet, along with three additional bedrooms that provide plenty of space for family, guests, or a home office. Outside, enjoy a backyard perfect for entertaining, relaxing, or creating your own outdoor oasis. The attached two-car garage and spacious driveway provide ample parking and storage. Conveniently located just minutes from downtown Cambridge, shopping, restaurants, waterfront attractions, parks, schools, and Route 50, this move-in-ready home offers modern living in one of the Eastern Shore’s growing communities. Don’t miss your opportunity to make this beautiful home yours—schedule your private tour today!

Welcome to 300 Shepard Avenue in the desirable Shepherd Village community of Cambridge, Maryland! This beautifully maintained 4-bedroom, 2.5-bath home offers the perfect blend of modern style, comfort, and functionality. Step inside to an inviting open-concept floor plan featuring luxury vinyl plank flooring, abundant natural light, and a spacious living area designed for everyday living and entertaining. The gourmet kitchen boasts granite countertops, stainless steel appliances, ample cabinet space, a center island, and a bright dining area overlooking the backyard. Upstairs, you’ll find a generous primary suite with a private bath and walk-in closet, along with three additional bedrooms that provide plenty of space for family, guests, or a home office. Outside, enjoy a backyard perfect for entertaining, relaxing, or creating your own outdoor oasis. The attached two-car garage and spacious driveway provide ample parking and storage. Conveniently located just minutes from downtown Cambridge, shopping, restaurants, waterfront attractions, parks, schools, and Route 50, this move-in-ready home offers modern living in one of the Eastern Shore’s growing communities. Don’t miss your opportunity to make this beautiful home yours—schedule your private tour today!

300 Shepherd Ave, Cambridge

Listing courtesy of Fairfax Realty Premier. Contact: 3014399500

$27,500

NICE LOT NEAR WATER AND PUBLIC BOAT RAMP

5460 Ragged Point Rd, Cambridge

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact: 4102083500

$359,990

Located in Lennar’s premier waterfront community of Tides at River Marsh on Maryland’s scenic Eastern Shore, this move-in ready luxury 4-level end-unit townhome offers the perfect blend of coastal living and modern convenience. Nestled in Cambridge adjacent to the Hyatt Regency Chesapeake Bay Resort, residents enjoy resort-style amenities including a clubhouse, swimming pool, walking and biking trails, tennis and pickleball courts, and access to a nearby marina. Surrounded by championship golf, boating, nature trails, and wildlife preserves, the community is also just minutes from downtown Cambridge’s shops, restaurants, and waterfront attractions, with convenient access to Annapolis and Delaware beaches. This beautifully designed home features a 2-car garage, 3 bedrooms, 3 full baths, and 1 half bath, luxury vinyl plank flooring, a spacious kitchen with a large quartz island, stainless steel appliances, and stylish cabinetry. The finished walk-out lower level provides additional living space with direct outdoor access, while the expansive 4th-level loft offers flexible living space and opens to a private rooftop deck, perfect for relaxing or entertaining. Agents must accompany buyers on their first visit.

3 Beds ⋅ 4 Baths

Located in Lennar’s premier waterfront community of Tides at River Marsh on Maryland’s scenic Eastern Shore, this move-in ready luxury 4-level end-unit townhome offers the perfect blend of coastal living and modern convenience. Nestled in Cambridge adjacent to the Hyatt Regency Chesapeake Bay Resort, residents enjoy resort-style amenities including a clubhouse, swimming pool, walking and biking trails, tennis and pickleball courts, and access to a nearby marina. Surrounded by championship golf, boating, nature trails, and wildlife preserves, the community is also just minutes from downtown Cambridge’s shops, restaurants, and waterfront attractions, with convenient access to Annapolis and Delaware beaches. This beautifully designed home features a 2-car garage, 3 bedrooms, 3 full baths, and 1 half bath, luxury vinyl plank flooring, a spacious kitchen with a large quartz island, stainless steel appliances, and stylish cabinetry. The finished walk-out lower level provides additional living space with direct outdoor access, while the expansive 4th-level loft offers flexible living space and opens to a private rooftop deck, perfect for relaxing or entertaining. Agents must accompany buyers on their first visit.

2198 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$249,990

Lennar’s Tides at River Marsh is a premier resort-style community on Maryland’s scenic Eastern Shore in Cambridge, surrounded by the natural beauty of the Choptank River and the acclaimed River Marsh Golf Club. Residents enjoy a relaxed waterfront lifestyle with exceptional amenities, including a clubhouse, swimming pool, walking and biking trails, tennis and pickleball courts, and nearby marina access. Conveniently located adjacent to the Hyatt Regency Chesapeake Bay Resort and just minutes from downtown Cambridge, Blackwater National Wildlife Refuge, and Route 50, the community offers easy access to shopping, dining, recreation, Annapolis, and Ocean City. This move-in ready luxury end-unit townhome features a 2-car garage, 3 bedrooms, 2 full baths, and 1 half bath. The gourmet kitchen showcases stainless steel appliances, quartz countertops, a decorative backsplash, and wide-plank flooring throughout the main living areas. The spacious owner’s suite includes upgraded tile in the bath, while the finished walkout lower level provides additional living and entertaining space. Enjoy private wooded views from this desirable homesite. Photos are for illustrative purposes only. Agent must accompany first visit.

Lennar’s Tides at River Marsh is a premier resort-style community on Maryland’s scenic Eastern Shore in Cambridge, surrounded by the natural beauty of the Choptank River and the acclaimed River Marsh Golf Club. Residents enjoy a relaxed waterfront lifestyle with exceptional amenities, including a clubhouse, swimming pool, walking and biking trails, tennis and pickleball courts, and nearby marina access. Conveniently located adjacent to the Hyatt Regency Chesapeake Bay Resort and just minutes from downtown Cambridge, Blackwater National Wildlife Refuge, and Route 50, the community offers easy access to shopping, dining, recreation, Annapolis, and Ocean City. This move-in ready luxury end-unit townhome features a 2-car garage, 3 bedrooms, 2 full baths, and 1 half bath. The gourmet kitchen showcases stainless steel appliances, quartz countertops, a decorative backsplash, and wide-plank flooring throughout the main living areas. The spacious owner’s suite includes upgraded tile in the bath, while the finished walkout lower level provides additional living and entertaining space. Enjoy private wooded views from this desirable homesite. Photos are for illustrative purposes only. Agent must accompany first visit.

2185 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$269,000

Welcome to Woodsedge! This 4 bedroom, 2 full bath/1 half bath home feautres a 2-car attached garage, asphalt driveway and an open front porch overlooking an established front lawn and perennial landscaping. Interior features a formal dining room, living room and open family room that flows into the kitchen. Centrally located to all that the Eastern Shore has to offer! Restricted to owner-occupants, non-profits and government agencies through 07/01/2026. HUD Case #241-924628. Seller may contribute up to 3% of the buyer’s closing costs. Equal Housing Opportunity.

Welcome to Woodsedge! This 4 bedroom, 2 full bath/1 half bath home feautres a 2-car attached garage, asphalt driveway and an open front porch overlooking an established front lawn and perennial landscaping. Interior features a formal dining room, living room and open family room that flows into the kitchen. Centrally located to all that the Eastern Shore has to offer! Restricted to owner-occupants, non-profits and government agencies through 07/01/2026. HUD Case #241-924628. Seller may contribute up to 3% of the buyer’s closing costs. Equal Housing Opportunity.

159 Miles Cir, Hurlock

Listing courtesy of Brokers Realty Group, LLC. Contact: 8556872765

$324,950

Step through the front door and be instantly transported to a bygone era. This beautifully maintained, turnkey 1895 home welcomes you with a grand two-story staircase, timeless architectural details, and the warmth of a residence that has been cherished for generations. The main level offers an inviting and effortless flow. From the elegant entry hall, you’ll move seamlessly into the comfortable living room, formal dining room, and spacious family room. Newly painted hardwood floors, abundant natural light, and oversized windows create a bright, welcoming atmosphere throughout. The charming kitchen blends historic character with modern convenience, featuring brand-new appliances and direct access to a full bathroom with newly added flooring and separate laundry room with back door exit to the yard. This renovated home boasts a new roof, new HVAC, furnace, condenser and air supply duct work. Ascend the stunning staircase to the second floor, where you’ll find three inviting bedrooms and a full bath with charming ball and claw tub. The third floor offers a private fourth bedroom—ideal as a guest suite, home office, artist’s studio, or peaceful retreat. Throughout the home, original features showcase the craftsmanship of a bygone era, including stained-glass accents, original fireplace mantels, hardwood flooring, and thoughtfully preserved architectural details rarely found in today’s homes. Outside, the fenced backyard is both functional and versatile, offering off-street parking, a detached climate-controlled garage, and an additional storage shed for tools, hobbies, or gardening equipment. Perfectly situated just a short stroll across Cambridge’s iconic drawbridge, this home places you moments from downtown’s charming shops, restaurants, churches, banks, and post office. Commuters and travelers alike will appreciate the convenient access to Easton, Salisbury, Maryland’s Eastern Shore and Delaware beaches, Annapolis, BWI Airport, and Washington, D.C. More than just a house, this is a rare opportunity to own a piece of history—a place where timeless character, modern comfort, and future memories come together. This home is ready for the next family story.

Step through the front door and be instantly transported to a bygone era. This beautifully maintained, turnkey 1895 home welcomes you with a grand two-story staircase, timeless architectural details, and the warmth of a residence that has been cherished for generations. The main level offers an inviting and effortless flow. From the elegant entry hall, you’ll move seamlessly into the comfortable living room, formal dining room, and spacious family room. Newly painted hardwood floors, abundant natural light, and oversized windows create a bright, welcoming atmosphere throughout. The charming kitchen blends historic character with modern convenience, featuring brand-new appliances and direct access to a full bathroom with newly added flooring and separate laundry room with back door exit to the yard. This renovated home boasts a new roof, new HVAC, furnace, condenser and air supply duct work. Ascend the stunning staircase to the second floor, where you’ll find three inviting bedrooms and a full bath with charming ball and claw tub. The third floor offers a private fourth bedroom—ideal as a guest suite, home office, artist’s studio, or peaceful retreat. Throughout the home, original features showcase the craftsmanship of a bygone era, including stained-glass accents, original fireplace mantels, hardwood flooring, and thoughtfully preserved architectural details rarely found in today’s homes. Outside, the fenced backyard is both functional and versatile, offering off-street parking, a detached climate-controlled garage, and an additional storage shed for tools, hobbies, or gardening equipment. Perfectly situated just a short stroll across Cambridge’s iconic drawbridge, this home places you moments from downtown’s charming shops, restaurants, churches, banks, and post office. Commuters and travelers alike will appreciate the convenient access to Easton, Salisbury, Maryland’s Eastern Shore and Delaware beaches, Annapolis, BWI Airport, and Washington, D.C. More than just a house, this is a rare opportunity to own a piece of history—a place where timeless character, modern comfort, and future memories come together. This home is ready for the next family story.

415 Maryland Ave, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$315,000

**KEEP MORE CASH AT CLOSING — USDA 0% DOWN ELIGIBLE!** Nestled in the charming Blackwater Landing community, this stunning Colonial-style home, built in 2022, offers a perfect blend of modern comfort and timeless elegance. With 2,431 square feet of thoughtfully designed living space, this residence is ideal for those Located in a vibrant community, Blackwater Landing offers a peaceful suburban lifestyle while being conveniently close to local amenities. Enjoy nearby parks, shopping, and dining options, all within a short drive. This home is not just a place to live; it's a place to create lasting memories. Experience the comfort and joy of living in this exceptional property, where every detail has been designed with care and attention. **KEEP MORE CASH AT CLOSING — USDA 0% DOWN ELIGIBLE!** Why drain your savings for a down payment when you may not have to? This **2022-built Colonial in Blackwater Landing may qualify for USDA 0% down financing for eligible buyers**, giving you the opportunity to preserve more of your cash for moving, furnishings, reserves, or simply life after closing. This home is a 2,431 square feet of thoughtfully designed living space delivers the open, modern layout buyers want without the wait of new construction. The main level flows easily between the living, dining, and kitchen spaces, creating an inviting setting for everyday living and entertaining. Natural light, recessed lighting, luxury vinyl plank flooring, and comfortable finishes give the home a polished, move-in-ready feel. At the center of the home, the eat-in kitchen features a full suite of energy-efficient appliances and plenty of room to gather. Upstairs, generous bedrooms, a spacious walk-in closet, and the convenience of upper-level laundry with washer and dryer included making daily routines considerably easier. Outside, enjoy a 0.23-acre lot sidewalks, neighborhood street lighting, an asphalt driveway, and an attached front-entry garage offering both parking and additional storage. Built in 2022 and maintained in excellent condition, this home offers the advantage of newer construction, modern functionality, generous space, and a financing opportunity that could make homeownership more accessible. **Schedule your private showing and see how much home—and how much financial flexibility—this opportunity could give you.** USDA financing availability and 0% down payment options are subject to property, borrower, lender, and program eligibility requirements. Buyer should verify eligibility with a qualified lender. Images are licensed real estate marketing materials and may include virtual staging.

**KEEP MORE CASH AT CLOSING — USDA 0% DOWN ELIGIBLE!** Nestled in the charming Blackwater Landing community, this stunning Colonial-style home, built in 2022, offers a perfect blend of modern comfort and timeless elegance. With 2,431 square feet of thoughtfully designed living space, this residence is ideal for those Located in a vibrant community, Blackwater Landing offers a peaceful suburban lifestyle while being conveniently close to local amenities. Enjoy nearby parks, shopping, and dining options, all within a short drive. This home is not just a place to live; it's a place to create lasting memories. Experience the comfort and joy of living in this exceptional property, where every detail has been designed with care and attention. **KEEP MORE CASH AT CLOSING — USDA 0% DOWN ELIGIBLE!** Why drain your savings for a down payment when you may not have to? This **2022-built Colonial in Blackwater Landing may qualify for USDA 0% down financing for eligible buyers**, giving you the opportunity to preserve more of your cash for moving, furnishings, reserves, or simply life after closing. This home is a 2,431 square feet of thoughtfully designed living space delivers the open, modern layout buyers want without the wait of new construction. The main level flows easily between the living, dining, and kitchen spaces, creating an inviting setting for everyday living and entertaining. Natural light, recessed lighting, luxury vinyl plank flooring, and comfortable finishes give the home a polished, move-in-ready feel. At the center of the home, the eat-in kitchen features a full suite of energy-efficient appliances and plenty of room to gather. Upstairs, generous bedrooms, a spacious walk-in closet, and the convenience of upper-level laundry with washer and dryer included making daily routines considerably easier. Outside, enjoy a 0.23-acre lot sidewalks, neighborhood street lighting, an asphalt driveway, and an attached front-entry garage offering both parking and additional storage. Built in 2022 and maintained in excellent condition, this home offers the advantage of newer construction, modern functionality, generous space, and a financing opportunity that could make homeownership more accessible. **Schedule your private showing and see how much home—and how much financial flexibility—this opportunity could give you.** USDA financing availability and 0% down payment options are subject to property, borrower, lender, and program eligibility requirements. Buyer should verify eligibility with a qualified lender. Images are licensed real estate marketing materials and may include virtual staging.

1672 Terrapin Cir, Cambridge

Listing courtesy of KC Realty Group. Contact: info.kcrealtygroup@gmail.com

$299,000

Welcome to Blackwater Landing! Built in 2023, this move-in-ready 4-bedroom, 2.5-bath home offers modern style and easy living. The open-concept main level features a spacious living area and eat-in kitchen with granite countertops, stainless steel appliances, and peninsula island. Upstairs, the owner’s suite includes a walk-in closet and private bath, along with three additional bedrooms and a convenient second-floor laundry room. Attached 2-car garage provides parking and storage. Conveniently located just minutes from downtown Cambridge, shopping, dining, and Route 50. Don’t miss the opportunity to own this beautiful home!