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Experience the best of Eastern Shore living in this beautifully appointed, fully furnished condo located in a gated waterfront community. This turnkey home offers 2 spacious bedrooms, 2 full bathrooms, and 1,610 square feet of thoughtfully designed living space. Designer furnishings throughout create an elegant, move-in-ready retreat, making it perfect as a full-time residence, weekend retreat or investment. Enjoy the relaxed waterfront lifestyle with the comfort, security, and amenities of this exceptional community.

700 Cattail Cove Unit #411, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$324,900

Welcome to 329 Shipyard Drive, a spacious townhome in one of Cambridge's most convenient waterfront communities. Offering over 2,400 square feet of living space, this home features an open, functional floor plan with generous room sizes, abundant natural light, and plenty of space for everyday living or weekend getaways. The main living area flows nicely into the kitchen and dining space, making it easy to entertain family and friends. Upstairs, you'll find comfortable bedrooms, including a spacious primary suite with its own private bath and ample closet space. Located in a gated, water-oriented community, residents enjoy access to a community pool and the convenience of being just minutes from downtown Cambridge's restaurants, shops, marina, and waterfront parks. Whether you're looking for a full-time residence, a low-maintenance second home, or an investment opportunity, this property offers the perfect combination of space, location, and easy living on Maryland's Eastern Shore.

2 Beds ⋅ 3 Baths

Welcome to 329 Shipyard Drive, a spacious townhome in one of Cambridge's most convenient waterfront communities. Offering over 2,400 square feet of living space, this home features an open, functional floor plan with generous room sizes, abundant natural light, and plenty of space for everyday living or weekend getaways. The main living area flows nicely into the kitchen and dining space, making it easy to entertain family and friends. Upstairs, you'll find comfortable bedrooms, including a spacious primary suite with its own private bath and ample closet space. Located in a gated, water-oriented community, residents enjoy access to a community pool and the convenience of being just minutes from downtown Cambridge's restaurants, shops, marina, and waterfront parks. Whether you're looking for a full-time residence, a low-maintenance second home, or an investment opportunity, this property offers the perfect combination of space, location, and easy living on Maryland's Eastern Shore.

329 Shipyard Dr, Cambridge

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

$349,990

Welcome to Tides at River Marsh, an exceptional community adjacent to the renowned River Marsh Golf Club and Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina along the scenic Choptank River. Residents enjoy resort-style amenities, including a clubhouse, swimming pool, and walking and biking trails, with convenient access to historic downtown Cambridge's waterfront dining, shopping, museums, and marinas. Annapolis, Easton, and Ocean City are all within easy reach. This move-in ready villa offers 3 bedrooms, 2.5 bathrooms, and a 2-car garage. The gourmet kitchen is beautifully appointed with quartz countertops, a designer tile backsplash, stainless steel appliances, double wall ovens, and a vented range hood. Wide-plank flooring flows throughout the main living areas, complementing the open-concept design. Relax year-round on the screened porch or entertain on the paver patio while enjoying peaceful open-space views and added backyard privacy. Experience low-maintenance living with luxury finishes in one of Maryland's premier Eastern Shore communities.

Welcome to Tides at River Marsh, an exceptional community adjacent to the renowned River Marsh Golf Club and Hyatt Regency Chesapeake Bay Golf Resort, Spa & Marina along the scenic Choptank River. Residents enjoy resort-style amenities, including a clubhouse, swimming pool, and walking and biking trails, with convenient access to historic downtown Cambridge's waterfront dining, shopping, museums, and marinas. Annapolis, Easton, and Ocean City are all within easy reach. This move-in ready villa offers 3 bedrooms, 2.5 bathrooms, and a 2-car garage. The gourmet kitchen is beautifully appointed with quartz countertops, a designer tile backsplash, stainless steel appliances, double wall ovens, and a vented range hood. Wide-plank flooring flows throughout the main living areas, complementing the open-concept design. Relax year-round on the screened porch or entertain on the paver patio while enjoying peaceful open-space views and added backyard privacy. Experience low-maintenance living with luxury finishes in one of Maryland's premier Eastern Shore communities.

2129 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$374,900

Stunning 4BR/3BA home situated on a spacious corner lot in the desirable community of Longboat Estates. Follow the walkway to the covered front entry and step inside a home filled with natural light, high ceilings, gleaming hardwood floors, crown and chair rail moldings, a neutral color palette, and an open floor plan designed for both everyday living and entertaining. The main level features a formal dining room with bowed windows, an inviting living room anchored by a cozy gas fireplace, and a well-appointed kitchen with an adjoining breakfast area. The kitchen boasts abundant cabinetry, a pantry closet, generous counter space, a corner sink, center island with breakfast seating, and a bright breakfast nook overlooking the backyard. Also on the main level are a convenient laundry room with access to the attached two-car garage, a full bath, a secondary bedroom, and a spacious primary suite. The primary suite includes a large walk-in closet and a private en-suite bath with dual vanities and an oversized walk-in shower with built-in bench seating. Upstairs, you'll find two additional bedrooms, including an oversized bedroom with two walk-in closets, along with a full hall bath, offering plenty of space for family and guests. Step outside from the breakfast area onto the covered patio overlooking the fenced backyard with plenty of green space for entertaining, gardening, pets, or play. Residents of Longboat Estates enjoy access to a community pool, boat ramp, and docks, all within minutes of shopping, restaurants, and commuter routes.

Stunning 4BR/3BA home situated on a spacious corner lot in the desirable community of Longboat Estates. Follow the walkway to the covered front entry and step inside a home filled with natural light, high ceilings, gleaming hardwood floors, crown and chair rail moldings, a neutral color palette, and an open floor plan designed for both everyday living and entertaining. The main level features a formal dining room with bowed windows, an inviting living room anchored by a cozy gas fireplace, and a well-appointed kitchen with an adjoining breakfast area. The kitchen boasts abundant cabinetry, a pantry closet, generous counter space, a corner sink, center island with breakfast seating, and a bright breakfast nook overlooking the backyard. Also on the main level are a convenient laundry room with access to the attached two-car garage, a full bath, a secondary bedroom, and a spacious primary suite. The primary suite includes a large walk-in closet and a private en-suite bath with dual vanities and an oversized walk-in shower with built-in bench seating. Upstairs, you'll find two additional bedrooms, including an oversized bedroom with two walk-in closets, along with a full hall bath, offering plenty of space for family and guests. Step outside from the breakfast area onto the covered patio overlooking the fenced backyard with plenty of green space for entertaining, gardening, pets, or play. Residents of Longboat Estates enjoy access to a community pool, boat ramp, and docks, all within minutes of shopping, restaurants, and commuter routes.

200 Regulator Dr S, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$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

$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.

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

$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:

$359,900

From the inviting front porch, upgraded stone-accented exterior, to the to the fully fenced backyard, this beautifully maintained 4BR/2.5BA is ready to impress. Natural light fills the open living spaces, highlighted by a cozy gas fireplace and a stylish kitchen featuring granite countertops, stainless steel appliances, a pantry, and a center island perfect for gathering. The main level also offers a private office, or an additional welcome area, while upstairs you’ll find four spacious bedrooms, convenient second-floor laundry, and a generous primary suite with a walk-in closet and dual-sink vanity. Solar panels provide added efficiency, and community amenities including a pool and docks offer the perfect setting for enjoying the Eastern Shore lifestyle. Simply unpack and start enjoying everything this beautiful home and amenity-rich community have to offer.

From the inviting front porch, upgraded stone-accented exterior, to the to the fully fenced backyard, this beautifully maintained 4BR/2.5BA is ready to impress. Natural light fills the open living spaces, highlighted by a cozy gas fireplace and a stylish kitchen featuring granite countertops, stainless steel appliances, a pantry, and a center island perfect for gathering. The main level also offers a private office, or an additional welcome area, while upstairs you’ll find four spacious bedrooms, convenient second-floor laundry, and a generous primary suite with a walk-in closet and dual-sink vanity. Solar panels provide added efficiency, and community amenities including a pool and docks offer the perfect setting for enjoying the Eastern Shore lifestyle. Simply unpack and start enjoying everything this beautiful home and amenity-rich community have to offer.

502 Regulator Dr S, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$179,900

New price reduction! This charming 2-bedroom, 2-bathroom, top floor unit in the desirable Deep Harbour gated community offers a blend of comfort and convenience. Enjoy access to the community pool, Cambridge Creek and many local amenities such as shopping, dining, and recreational activities. Available for purchase or lease.

New price reduction! This charming 2-bedroom, 2-bathroom, top floor unit in the desirable Deep Harbour gated community offers a blend of comfort and convenience. Enjoy access to the community pool, Cambridge Creek and many local amenities such as shopping, dining, and recreational activities. Available for purchase or lease.

900 Marshy Cv Unit #401, Cambridge

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

$370,990

Enjoy stunning golf course views from the backyard of this beautifully designed two-story villa featuring a spacious paver patio and attached two-car garage. Designed for comfortable main-level living, the home offers a luxurious first-floor owner’s suite and an open-concept layout perfect for everyday living and entertaining. The gourmet kitchen flows seamlessly into the dining area and expansive Great Room, creating a bright and inviting gathering space. Upstairs, an open loft overlooks the Great Room and provides additional flexible living space. Three secondary bedrooms surround the loft, including a second owner’s suite—ideal for multi-generational living, extended guests, or added privacy. The additional bedrooms offer plenty of room for family, visitors, a home office, or hobby space. Combining elegant finishes, thoughtful design, and picturesque golf course views, this exceptional home delivers both comfort and versatility.

Enjoy stunning golf course views from the backyard of this beautifully designed two-story villa featuring a spacious paver patio and attached two-car garage. Designed for comfortable main-level living, the home offers a luxurious first-floor owner’s suite and an open-concept layout perfect for everyday living and entertaining. The gourmet kitchen flows seamlessly into the dining area and expansive Great Room, creating a bright and inviting gathering space. Upstairs, an open loft overlooks the Great Room and provides additional flexible living space. Three secondary bedrooms surround the loft, including a second owner’s suite—ideal for multi-generational living, extended guests, or added privacy. The additional bedrooms offer plenty of room for family, visitors, a home office, or hobby space. Combining elegant finishes, thoughtful design, and picturesque golf course views, this exceptional home delivers both comfort and versatility.

2125 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$395,000

Built just one year ago and barely lived in, this spacious 4-bedroom, 2.5-bath home in Longboat Estates offers modern comfort and an unbeatable Eastern Shore lifestyle. The open-concept floor plan features luxury vinyl plank flooring, a beautifully appointed kitchen with granite countertops, stainless steel appliances, and a large center island, all flowing into a bright family room with a gas fireplace. Upstairs, the spacious primary suite includes a walk-in closet and private en-suite bath with dual vanities and an oversized tiled shower. An attached two-car garage, generous living spaces, and a private backyard backing to trees complete the package. Enjoy access to community amenities including a pool, boat ramp, and dock. Conveniently located just minutes from downtown Cambridge, waterfront dining, marinas, the Choptank River, Blackwater National Wildlife Refuge, and the Harriet Tubman Underground Railroad Visitor Center. Enjoy the benefits of nearly new construction without the wait!

Built just one year ago and barely lived in, this spacious 4-bedroom, 2.5-bath home in Longboat Estates offers modern comfort and an unbeatable Eastern Shore lifestyle. The open-concept floor plan features luxury vinyl plank flooring, a beautifully appointed kitchen with granite countertops, stainless steel appliances, and a large center island, all flowing into a bright family room with a gas fireplace. Upstairs, the spacious primary suite includes a walk-in closet and private en-suite bath with dual vanities and an oversized tiled shower. An attached two-car garage, generous living spaces, and a private backyard backing to trees complete the package. Enjoy access to community amenities including a pool, boat ramp, and dock. Conveniently located just minutes from downtown Cambridge, waterfront dining, marinas, the Choptank River, Blackwater National Wildlife Refuge, and the Harriet Tubman Underground Railroad Visitor Center. Enjoy the benefits of nearly new construction without the wait!

178 Regulator Dr N, Cambridge

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

$359,990

Enjoy stunning golf course views from this brand-new construction villa featuring a desirable main-level owner’s suite and a low-maintenance lifestyle. Thoughtfully designed, this two-story home offers an open-concept layout with soaring ceilings, a gourmet kitchen, spacious family room, versatile flex space, and a luxurious primary suite on the first floor. Upstairs, a central loft provides additional living space and is surrounded by three secondary bedrooms, along with an unfinished storage area for added convenience. Outdoor living is equally impressive with a screened porch and private paver patio overlooking the golf course—perfect for relaxing or entertaining while taking in the scenic views.

Enjoy stunning golf course views from this brand-new construction villa featuring a desirable main-level owner’s suite and a low-maintenance lifestyle. Thoughtfully designed, this two-story home offers an open-concept layout with soaring ceilings, a gourmet kitchen, spacious family room, versatile flex space, and a luxurious primary suite on the first floor. Upstairs, a central loft provides additional living space and is surrounded by three secondary bedrooms, along with an unfinished storage area for added convenience. Outdoor living is equally impressive with a screened porch and private paver patio overlooking the golf course—perfect for relaxing or entertaining while taking in the scenic views.

2131 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$305,000

Beautiful End-Unit Townhome Loaded with Upgrades – Move-In Ready! Welcome home to this stunning 3-bedroom, 2.5-bath end-unit townhome located in the desirable gated community of Deep Harbour. Offering modern upgrades and spacious living across three levels, this home combines comfort, style, and convenience. The first floor features wood flooring, a large recreation room or home office, complete with a convenient half bath and access to the attached one-car garage. On the second level, you'll also find wood flooring throughout with an open and inviting floor plan featuring a spacious kitchen with Corian countertops, upgraded cabinetry, stainless steel appliances, and a dining area with access to a generous 10' x 20' deck—perfect for entertaining or relaxing outdoors. The large living room provides ample space for gathering, while the stylish shiplap accent wall in the half bath adds a touch of charm. Enjoy the amazing cross breeze when the windows are open. The third level features a spacious primary suite with a tray ceiling, walk-in closet, and an elegant en-suite bath offering a double vanity and a large tiled walk-in shower. Two additional bedrooms and a full bath complete this level. Residents of Deep Harbour enjoy gated community amenities, including a community pool, marina, and scenic jogging and walking paths. Conveniently located near downtown entertainment, dining, shopping, and grocery stores, you'll have everything you need just minutes from your doorstep. Don't miss the opportunity to own this beautifully maintained townhome in one of the area's most desirable waterfront communities. Schedule your private showing today! Tenant occupied -available for ownership on or after August 17, 2027

3 Beds ⋅ 4 Baths

Beautiful End-Unit Townhome Loaded with Upgrades – Move-In Ready! Welcome home to this stunning 3-bedroom, 2.5-bath end-unit townhome located in the desirable gated community of Deep Harbour. Offering modern upgrades and spacious living across three levels, this home combines comfort, style, and convenience. The first floor features wood flooring, a large recreation room or home office, complete with a convenient half bath and access to the attached one-car garage. On the second level, you'll also find wood flooring throughout with an open and inviting floor plan featuring a spacious kitchen with Corian countertops, upgraded cabinetry, stainless steel appliances, and a dining area with access to a generous 10' x 20' deck—perfect for entertaining or relaxing outdoors. The large living room provides ample space for gathering, while the stylish shiplap accent wall in the half bath adds a touch of charm. Enjoy the amazing cross breeze when the windows are open. The third level features a spacious primary suite with a tray ceiling, walk-in closet, and an elegant en-suite bath offering a double vanity and a large tiled walk-in shower. Two additional bedrooms and a full bath complete this level. Residents of Deep Harbour enjoy gated community amenities, including a community pool, marina, and scenic jogging and walking paths. Conveniently located near downtown entertainment, dining, shopping, and grocery stores, you'll have everything you need just minutes from your doorstep. Don't miss the opportunity to own this beautifully maintained townhome in one of the area's most desirable waterfront communities. Schedule your private showing today! Tenant occupied -available for ownership on or after August 17, 2027

301 Shipyard Dr Unit #59, Cambridge

Listing courtesy of Keller Williams Select Realtors of Cambridge. Contact: 4102711265

$429,900

Luxury waterfront living awaits in this updated 3-bedroom (rare) Oakley Beach condo! Enjoy sweeping views of the Choptank River from the deck and a beautifully modernized kitchen featuring sleek quartz countertops ,custom island, and updated cabinet fronts. New LVP flooring. Gas fireplace, Hunter Douglas blinds including insulated, mechanized shade for as much or little view as you want ! Recent HVAC and hot water heater.(2023) Boat enthusiasts will love the included deeded boat slip equipped with a boat lift. Take advantage of fantastic community amenities like the pool, all just steps from your door. Truly worry free and move in ready! Schedule your tour today!

3 Beds ⋅ 2 Baths

Luxury waterfront living awaits in this updated 3-bedroom (rare) Oakley Beach condo! Enjoy sweeping views of the Choptank River from the deck and a beautifully modernized kitchen featuring sleek quartz countertops ,custom island, and updated cabinet fronts. New LVP flooring. Gas fireplace, Hunter Douglas blinds including insulated, mechanized shade for as much or little view as you want ! Recent HVAC and hot water heater.(2023) Boat enthusiasts will love the included deeded boat slip equipped with a boat lift. Take advantage of fantastic community amenities like the pool, all just steps from your door. Truly worry free and move in ready! Schedule your tour today!

3 Oakley St Unit #202, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$324,900

Tucked away on the peaceful outskirts of Cambridge, 5440 Moose Lodge Road offers the kind of Eastern Shore living that feels both grounded and elevated; a property where space, comfort, and natural beauty come together in a way that’s increasingly hard to find. From the moment you arrive, the home presents itself with a welcoming presence: a classic exterior, generous driveway, and a setting framed by mature trees and open sky. Inside, the layout is designed for everyday ease, with warm natural light, comfortable gathering spaces, and thoughtful updates that make the home feel move‑in ready while still leaving room for your personal touch. The main living area flows effortlessly, creating a sense of openness without sacrificing the cozy charm that makes a house feel like home. The kitchen serves as the heart of the property; spacious, functional, and positioned to keep everyone connected whether you’re cooking, entertaining, or simply enjoying a quiet morning. Bedrooms are well‑sized and inviting, offering flexibility for family, guests, or a dedicated home office. The bathrooms are clean and well‑maintained, with the potential to elevate them even further if you’re looking to add your own style. What truly sets this property apart is the land itself. The outdoor space feels expansive and private, giving you room to breathe, garden, host gatherings, or simply unwind at the end of the day. Whether you envision evenings around a fire pit, weekend projects, or a peaceful retreat surrounded by nature, the setting delivers. The detached structures and open yard areas add even more versatility; ideal for storage, hobbies, or future enhancements. Located just minutes from downtown Cambridge, the Choptank River, and local conveniences, the home strikes a rare balance between rural tranquility and everyday accessibility. It’s the kind of property that supports a slower, more intentional lifestyle without pulling you too far from the places you need to be. If you’re looking for a home that offers space, privacy, and the freedom to make it your own, 5440 Moose Lodge Road is a standout opportunity on the Shore.

3 Beds ⋅ 2 Baths

Tucked away on the peaceful outskirts of Cambridge, 5440 Moose Lodge Road offers the kind of Eastern Shore living that feels both grounded and elevated; a property where space, comfort, and natural beauty come together in a way that’s increasingly hard to find. From the moment you arrive, the home presents itself with a welcoming presence: a classic exterior, generous driveway, and a setting framed by mature trees and open sky. Inside, the layout is designed for everyday ease, with warm natural light, comfortable gathering spaces, and thoughtful updates that make the home feel move‑in ready while still leaving room for your personal touch. The main living area flows effortlessly, creating a sense of openness without sacrificing the cozy charm that makes a house feel like home. The kitchen serves as the heart of the property; spacious, functional, and positioned to keep everyone connected whether you’re cooking, entertaining, or simply enjoying a quiet morning. Bedrooms are well‑sized and inviting, offering flexibility for family, guests, or a dedicated home office. The bathrooms are clean and well‑maintained, with the potential to elevate them even further if you’re looking to add your own style. What truly sets this property apart is the land itself. The outdoor space feels expansive and private, giving you room to breathe, garden, host gatherings, or simply unwind at the end of the day. Whether you envision evenings around a fire pit, weekend projects, or a peaceful retreat surrounded by nature, the setting delivers. The detached structures and open yard areas add even more versatility; ideal for storage, hobbies, or future enhancements. Located just minutes from downtown Cambridge, the Choptank River, and local conveniences, the home strikes a rare balance between rural tranquility and everyday accessibility. It’s the kind of property that supports a slower, more intentional lifestyle without pulling you too far from the places you need to be. If you’re looking for a home that offers space, privacy, and the freedom to make it your own, 5440 Moose Lodge Road is a standout opportunity on the Shore.

5440 Moose Lodge Rd, Cambridge

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$399,900

Experience resort-style living at an exceptional value in the Residences at River Marsh. Perfectly positioned between the Hyatt Chesapeake Bay Golf Resort, Spa & Marina and the award-winning River Marsh Golf Club, this beautifully maintained 4-bedroom, 3.5-bath townhome offers the ideal blend of waterfront recreation, golf course views, and luxury amenities on Maryland's Eastern Shore. Located just a short stroll from the marina on the Choptank River, boaters will appreciate the opportunity for annual marina memberships with slips available to keep your boat in the water and ready for your next adventure. Golf enthusiasts will enjoy front-row views of the 2nd fairway and 3rd hole from multiple outdoor living spaces, including a ground-level patio, screened porch, and private balcony off the primary suite. Inside, the thoughtfully designed three-level floorplan features hardwood flooring, a spacious center-island kitchen with stainless steel appliances, breakfast bar seating, dining area, and an inviting living room ideal for entertaining family and friends. A front porch overlooking the Hyatt grounds offers glimpses of the marina and resort atmosphere that makes River Marsh one of the Eastern Shore's premier destinations. The upper-level primary suite serves as a private retreat with balcony access, customized California Closets, and an upgraded spa-inspired shower featuring body sprays, handheld wand, and traditional shower head. Additional custom California Closets throughout the upper-level bedrooms and pantry provide exceptional organization, while updated lighting fixtures add a fresh, sophisticated touch throughout the home. The attached one-car garage provides ample storage for golf clubs, bicycles, boating equipment, beach gear, and everything needed to enjoy the River Marsh lifestyle. Optional memberships are available for golf, community amenities, and select Hyatt resort privileges, allowing owners to tailor their experience to their interests. Enjoy the convenience of walking to the marina, Blue Point Provision Company, golf course, resort amenities, and scenic waterfront trails. Whether you're seeking a full-time residence, weekend getaway, or vacation property, this is an outstanding opportunity to own in one of Cambridge's most desirable resort communities. Best of all, it is currently the best-priced townhome opportunity in River Marsh.

Experience resort-style living at an exceptional value in the Residences at River Marsh. Perfectly positioned between the Hyatt Chesapeake Bay Golf Resort, Spa & Marina and the award-winning River Marsh Golf Club, this beautifully maintained 4-bedroom, 3.5-bath townhome offers the ideal blend of waterfront recreation, golf course views, and luxury amenities on Maryland's Eastern Shore. Located just a short stroll from the marina on the Choptank River, boaters will appreciate the opportunity for annual marina memberships with slips available to keep your boat in the water and ready for your next adventure. Golf enthusiasts will enjoy front-row views of the 2nd fairway and 3rd hole from multiple outdoor living spaces, including a ground-level patio, screened porch, and private balcony off the primary suite. Inside, the thoughtfully designed three-level floorplan features hardwood flooring, a spacious center-island kitchen with stainless steel appliances, breakfast bar seating, dining area, and an inviting living room ideal for entertaining family and friends. A front porch overlooking the Hyatt grounds offers glimpses of the marina and resort atmosphere that makes River Marsh one of the Eastern Shore's premier destinations. The upper-level primary suite serves as a private retreat with balcony access, customized California Closets, and an upgraded spa-inspired shower featuring body sprays, handheld wand, and traditional shower head. Additional custom California Closets throughout the upper-level bedrooms and pantry provide exceptional organization, while updated lighting fixtures add a fresh, sophisticated touch throughout the home. The attached one-car garage provides ample storage for golf clubs, bicycles, boating equipment, beach gear, and everything needed to enjoy the River Marsh lifestyle. Optional memberships are available for golf, community amenities, and select Hyatt resort privileges, allowing owners to tailor their experience to their interests. Enjoy the convenience of walking to the marina, Blue Point Provision Company, golf course, resort amenities, and scenic waterfront trails. Whether you're seeking a full-time residence, weekend getaway, or vacation property, this is an outstanding opportunity to own in one of Cambridge's most desirable resort communities. Best of all, it is currently the best-priced townhome opportunity in River Marsh.

2820 Persimmon Pl Unit #B4, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

$367,000

WATER VIEWS THROUGHOUT * 1841 sq ft * CORNER CONDOMINIUM HOME * GATED PRIVATE * OPEN CONCEPT * 2 BEDROOMS * 2 FULL BATHS * GARAGE PARKING * 2 ELEVATORS * POOL * PET FRIENDLY* Imagine waking up to water views from every window in your *1841 sq ft* corner condominium home! This gated, private property boasts an open concept, perfect for entertaining. With two bedrooms and two full baths, plus a garage and two elevators, you’ll have plenty of space to enjoy. Plus, it’s pet-friendly! This unit is bright and airy, and you’ll be amazed by the size and volume of the Easton Model floor plan. The 9 ft tall ceilings and lots of large windows fill the space with natural light and offer beautiful views of Cambridge Creek and Trenton St. Marina. The kitchen has a classic, timeless look with stainless appliances, maple cabinetry, and solid surface countertops. The kitchen, which includes a breakfast nook, opens up to the dining, living, and sunroom areas, creating a seamless flow. The sunsets are truly spectacular! This fenced, gated property is secure with security cameras. The condo includes one assigned garage parking spot, plus plenty of overflow parking for you and your guests. Relax and cool off at the onsite pool, pool house with bathrooms and shower amenities, or simply enjoy the sun. The condo is freshly painted in neutral tones, clean, and ready to move in. You’ll also find newer high-traffic laminate flooring and an AC unit with powerful airflow. The energy-saving Aqua Therm combination furnace with a 50-gallon hot water tank system makes heating and cooling efficient. Plus, there’s a convenient locked individual storage room on the main floor. All appliances, including the washer and dryer, are included. This is a second home for the seller, gently used and never rented out. The HOA takes care of the roof, exterior siding, exterior lighting, landscaping, and snow removal. There’s a one-time capitalization fee, a post-settlement fee, and two monthly HOA fees required by the buyer at settlement. This is an outstanding unit, one of the largest available, and a great choice!

WATER VIEWS THROUGHOUT * 1841 sq ft * CORNER CONDOMINIUM HOME * GATED PRIVATE * OPEN CONCEPT * 2 BEDROOMS * 2 FULL BATHS * GARAGE PARKING * 2 ELEVATORS * POOL * PET FRIENDLY* Imagine waking up to water views from every window in your *1841 sq ft* corner condominium home! This gated, private property boasts an open concept, perfect for entertaining. With two bedrooms and two full baths, plus a garage and two elevators, you’ll have plenty of space to enjoy. Plus, it’s pet-friendly! This unit is bright and airy, and you’ll be amazed by the size and volume of the Easton Model floor plan. The 9 ft tall ceilings and lots of large windows fill the space with natural light and offer beautiful views of Cambridge Creek and Trenton St. Marina. The kitchen has a classic, timeless look with stainless appliances, maple cabinetry, and solid surface countertops. The kitchen, which includes a breakfast nook, opens up to the dining, living, and sunroom areas, creating a seamless flow. The sunsets are truly spectacular! This fenced, gated property is secure with security cameras. The condo includes one assigned garage parking spot, plus plenty of overflow parking for you and your guests. Relax and cool off at the onsite pool, pool house with bathrooms and shower amenities, or simply enjoy the sun. The condo is freshly painted in neutral tones, clean, and ready to move in. You’ll also find newer high-traffic laminate flooring and an AC unit with powerful airflow. The energy-saving Aqua Therm combination furnace with a 50-gallon hot water tank system makes heating and cooling efficient. Plus, there’s a convenient locked individual storage room on the main floor. All appliances, including the washer and dryer, are included. This is a second home for the seller, gently used and never rented out. The HOA takes care of the roof, exterior siding, exterior lighting, landscaping, and snow removal. There’s a one-time capitalization fee, a post-settlement fee, and two monthly HOA fees required by the buyer at settlement. This is an outstanding unit, one of the largest available, and a great choice!

700 Cattail Cv Unit #104, Cambridge

Listing courtesy of HomeZu by Simple Choice. Contact: (855) 885-4663

$205,000

Move right into this light-filled condo and savor the best of Eastern Shore living. You’re moments from downtown Cambridge—boutique shops, waterfront restaurants, and lively street festivals—yet tucked into a serene community with walking trails, a sparkling pool, and a private balcony perfect for morning coffee. Inside, a bright, airy kitchen shines with newer stainless steel appliances and granite countertops. A brand-new HVAC system keeps every season comfortable, while the spacious open-concept living and dining area is ideal for easy entertaining. Retreat to two generous bedrooms, each with a walk-in closet and en-suite bath for effortless privacy and convenience. Thoughtfully designed, beautifully maintained, and close to everything—this is Cambridge living at its best.

Move right into this light-filled condo and savor the best of Eastern Shore living. You’re moments from downtown Cambridge—boutique shops, waterfront restaurants, and lively street festivals—yet tucked into a serene community with walking trails, a sparkling pool, and a private balcony perfect for morning coffee. Inside, a bright, airy kitchen shines with newer stainless steel appliances and granite countertops. A brand-new HVAC system keeps every season comfortable, while the spacious open-concept living and dining area is ideal for easy entertaining. Retreat to two generous bedrooms, each with a walk-in closet and en-suite bath for effortless privacy and convenience. Thoughtfully designed, beautifully maintained, and close to everything—this is Cambridge living at its best.

700 Cattail Cv Unit #212, Cambridge

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

$349,900

Beautifully maintained and newly refreshed 4BR/2.5BA Colonial in sought after Longboat Estates. Park in the double-wide driveway or attached two-car garage and enter through the covered front entry into a light-filled interior featuring fresh paint, luxury flooring, carpeting, and recessed lighting. The main level offers a welcoming living room, convenient half bath, and an open-concept layout perfect for everyday living and entertaining. The spacious family room with gas fireplace flows seamlessly into the dining area with sliding door access to the backyard. The kitchen features ample cabinetry with under cabinet lighting, granite countertops, tiled backsplash, stainless steel sink, a pantry, and a movable island with a wood top. A stylish mudroom with barn doors provides access to the garage, complete with a custom epoxy floor. Upstairs, enjoy the convenience of second-floor laundry, three generously sized bedrooms, a full bath, and a private primary suite featuring a walk-in closet and en suite bath with double vanity and a large walk-in shower. From the main floor's sliding doors, step outside to a newly installed paver patio overlooking expansive green space and backing to woods, perfect for relaxing or entertaining. This move-in ready home also includes an in-home sprinkler system and is located in a community offering a fenced pool, boat ramp, and piers. Conveniently located near shopping, dining, and major commuter routes.

Beautifully maintained and newly refreshed 4BR/2.5BA Colonial in sought after Longboat Estates. Park in the double-wide driveway or attached two-car garage and enter through the covered front entry into a light-filled interior featuring fresh paint, luxury flooring, carpeting, and recessed lighting. The main level offers a welcoming living room, convenient half bath, and an open-concept layout perfect for everyday living and entertaining. The spacious family room with gas fireplace flows seamlessly into the dining area with sliding door access to the backyard. The kitchen features ample cabinetry with under cabinet lighting, granite countertops, tiled backsplash, stainless steel sink, a pantry, and a movable island with a wood top. A stylish mudroom with barn doors provides access to the garage, complete with a custom epoxy floor. Upstairs, enjoy the convenience of second-floor laundry, three generously sized bedrooms, a full bath, and a private primary suite featuring a walk-in closet and en suite bath with double vanity and a large walk-in shower. From the main floor's sliding doors, step outside to a newly installed paver patio overlooking expansive green space and backing to woods, perfect for relaxing or entertaining. This move-in ready home also includes an in-home sprinkler system and is located in a community offering a fenced pool, boat ramp, and piers. Conveniently located near shopping, dining, and major commuter routes.

138 Regulator Dr N, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$1,399,000

Set on 10 remarkably private acres in Dorchester County’s scenic Neck District, this custom-built waterfront retreat commands sweeping views of the Middle Chesapeake Bay and offers the rare combination of space, comfort, and true Eastern Shore serenity. With over 4,500 sq. ft., 6 bedrooms, 4.5 baths, rip-rapped shoreline, and exceptional indoor and outdoor living spaces, this is a property designed for gathering generations of family and friends. A long private approach welcomes you to a setting where nature and waterfront living take center stage. Inside, hardwood floors, timeless architecture, and expansive Bay views create a warm yet elegant atmosphere. The waterfront family room features a striking stone fireplace with wood-burning insert and opens seamlessly to both the screened porch and covered deck, creating effortless indoor-outdoor living. The spacious kitchen was designed with entertaining in mind, offering a center island, breakfast bar, abundant cabinetry, stainless steel appliances, double wall ovens, pantry storage, and an oversized breakfast room ideal for casual mornings by the water. Formal living and dining rooms provide additional space for hosting holidays and special occasions. The first-floor primary suite serves as a private waterfront sanctuary with direct access to the covered porch and peaceful Chesapeake Bay views. Upstairs, five spacious guest bedrooms and three full baths—including a private en-suite—offer flexibility for large families, guests, or vacation rental potential. Vaulted ceilings and dormer windows add architectural charm and natural light throughout the second level. Outside, the lifestyle only gets better. Spend summer days around the inground pool, rinse off in the outdoor shower after boating or kayaking, enjoy crab feasts on the screened porch, or gather around the waterside fire pit as the sun sets across the Bay. The partially wooded acreage provides exceptional privacy while attracting an abundance of wildlife including bald eagles, deer, ducks, geese, and shorebirds—an everyday reminder of the natural beauty that surrounds you. Located on Ragged Point with Eastern Shore favorites like Soft & Salty Seafood and Danny's Seafood, this property offers easy access to fresh seafood, marinas, boating, and some of the finest fishing and crabbing waters on the Chesapeake Bay. The nearby Neck District Grill is a great spot for breakfast, lunch or weekend dinner. Whether you are searching for a full-time waterfront residence, luxury weekend escape, or investment opportunity with proven vacation rental appeal, this extraordinary property delivers the privacy, waterfront lifestyle, and authentic charm that buyers are seeking on Maryland’s Eastern Shore.

6 Beds ⋅ 5 Baths

Set on 10 remarkably private acres in Dorchester County’s scenic Neck District, this custom-built waterfront retreat commands sweeping views of the Middle Chesapeake Bay and offers the rare combination of space, comfort, and true Eastern Shore serenity. With over 4,500 sq. ft., 6 bedrooms, 4.5 baths, rip-rapped shoreline, and exceptional indoor and outdoor living spaces, this is a property designed for gathering generations of family and friends. A long private approach welcomes you to a setting where nature and waterfront living take center stage. Inside, hardwood floors, timeless architecture, and expansive Bay views create a warm yet elegant atmosphere. The waterfront family room features a striking stone fireplace with wood-burning insert and opens seamlessly to both the screened porch and covered deck, creating effortless indoor-outdoor living. The spacious kitchen was designed with entertaining in mind, offering a center island, breakfast bar, abundant cabinetry, stainless steel appliances, double wall ovens, pantry storage, and an oversized breakfast room ideal for casual mornings by the water. Formal living and dining rooms provide additional space for hosting holidays and special occasions. The first-floor primary suite serves as a private waterfront sanctuary with direct access to the covered porch and peaceful Chesapeake Bay views. Upstairs, five spacious guest bedrooms and three full baths—including a private en-suite—offer flexibility for large families, guests, or vacation rental potential. Vaulted ceilings and dormer windows add architectural charm and natural light throughout the second level. Outside, the lifestyle only gets better. Spend summer days around the inground pool, rinse off in the outdoor shower after boating or kayaking, enjoy crab feasts on the screened porch, or gather around the waterside fire pit as the sun sets across the Bay. The partially wooded acreage provides exceptional privacy while attracting an abundance of wildlife including bald eagles, deer, ducks, geese, and shorebirds—an everyday reminder of the natural beauty that surrounds you. Located on Ragged Point with Eastern Shore favorites like Soft & Salty Seafood and Danny's Seafood, this property offers easy access to fresh seafood, marinas, boating, and some of the finest fishing and crabbing waters on the Chesapeake Bay. The nearby Neck District Grill is a great spot for breakfast, lunch or weekend dinner. Whether you are searching for a full-time waterfront residence, luxury weekend escape, or investment opportunity with proven vacation rental appeal, this extraordinary property delivers the privacy, waterfront lifestyle, and authentic charm that buyers are seeking on Maryland’s Eastern Shore.

5332 Ragged Point Rd, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

$419,000

Think you have seen this home?...better LOOK AGAIN!! This home has been refreshed inside and out and is simply stunning! From the moment you step inside you will notice the fresh, coastal design that welcomes you home. You will find light, airy hardwood floors throughout the home and a beautiful kitchen featuring furniture-finished cabinetry and upgraded counter tops, and ceramic tile floor. The breakfast bar has seating for up to five plus there's an additional breakfast area that is drenched in sunlight. The kitchen blends seamlessly into the family room featuring high ceilings, a gas fireplace, and custom built-in server cabinetry. This home features a spacious first floor owner's bedroom suite with soaking tub and walk in shower, plus a second bedroom with full bath and even a separate den/office. First floor laundry. Relax in the sun room overlooking the backyard or step out onto the covered rear porch and patio. Take the staircase up to the second floor to find 2 more huge bedrooms with a connecting "Jack and Jill style" full bath #3. This exceptional home features over 3700 Sq ft of quality built, craftsman style living space! The community of Longboat Estates is everything shore life should be! It is a beautiful community! An active, yet relaxing place to call home offering homeowners exclusive amenities to enjoy shore life... you will find the beautiful dock with 2 piers on Jenkins Creek leading out to the Choptank River. Bring your boat, kayak, fishing and crabbing gear. You and your family will love it here! Quality construction by Lennar.

Think you have seen this home?...better LOOK AGAIN!! This home has been refreshed inside and out and is simply stunning! From the moment you step inside you will notice the fresh, coastal design that welcomes you home. You will find light, airy hardwood floors throughout the home and a beautiful kitchen featuring furniture-finished cabinetry and upgraded counter tops, and ceramic tile floor. The breakfast bar has seating for up to five plus there's an additional breakfast area that is drenched in sunlight. The kitchen blends seamlessly into the family room featuring high ceilings, a gas fireplace, and custom built-in server cabinetry. This home features a spacious first floor owner's bedroom suite with soaking tub and walk in shower, plus a second bedroom with full bath and even a separate den/office. First floor laundry. Relax in the sun room overlooking the backyard or step out onto the covered rear porch and patio. Take the staircase up to the second floor to find 2 more huge bedrooms with a connecting "Jack and Jill style" full bath #3. This exceptional home features over 3700 Sq ft of quality built, craftsman style living space! The community of Longboat Estates is everything shore life should be! It is a beautiful community! An active, yet relaxing place to call home offering homeowners exclusive amenities to enjoy shore life... you will find the beautiful dock with 2 piers on Jenkins Creek leading out to the Choptank River. Bring your boat, kayak, fishing and crabbing gear. You and your family will love it here! Quality construction by Lennar.

123 Regulator Dr N, Cambridge

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242

$250,000

Charming 3-Level Townhome in a Gated Waterfront Community with Pool, Clubhouse & Marina Access! Welcome to this beautifully maintained 3-bedroom, 2 full-bath townhome located in a sought-after gated community Deep Harbour. This spacious three-level home features a first-floor expanded rec/ family room with new plank flooring, 1/2 bath and direct access to the community pool area. Second floor offers spacious Livingroom, a bright and inviting Kitchen with an abundant cabinet space, Corian countertops, additional built-in cabinets and bar, stainless appliances and a dining area filled with natural light overlooking the pool. Private side deck, also overlooking the pool — perfect for relaxing or entertaining. Third floor Spacious primary ensuite includes a soaking tub, separate shower, double sink vanity, sitting room and walk-in closet. Two additional generously sized bedrooms provide comfort and flexibility for family, guests, or a home office. Attached 1-car garage also includes Extra guest parking. Access to marina walking areas and community amenities. Convenient location just minutes from downtown shopping, grocery stores, fine dining, and entertainment. Enjoy low-maintenance living in a waterfront-inspired community with exceptional convenience and amenities.

Charming 3-Level Townhome in a Gated Waterfront Community with Pool, Clubhouse & Marina Access! Welcome to this beautifully maintained 3-bedroom, 2 full-bath townhome located in a sought-after gated community Deep Harbour. This spacious three-level home features a first-floor expanded rec/ family room with new plank flooring, 1/2 bath and direct access to the community pool area. Second floor offers spacious Livingroom, a bright and inviting Kitchen with an abundant cabinet space, Corian countertops, additional built-in cabinets and bar, stainless appliances and a dining area filled with natural light overlooking the pool. Private side deck, also overlooking the pool — perfect for relaxing or entertaining. Third floor Spacious primary ensuite includes a soaking tub, separate shower, double sink vanity, sitting room and walk-in closet. Two additional generously sized bedrooms provide comfort and flexibility for family, guests, or a home office. Attached 1-car garage also includes Extra guest parking. Access to marina walking areas and community amenities. Convenient location just minutes from downtown shopping, grocery stores, fine dining, and entertainment. Enjoy low-maintenance living in a waterfront-inspired community with exceptional convenience and amenities.

324 Shipyard Dr Unit #83, Cambridge

Listing courtesy of Keller Williams Select Realtors of Cambridge. Contact: 4102711265

$1,195,000

Welcome to a rare Eastern Shore offering where privacy, income potential, and waterfront lifestyle come together on 23± acres along the Little Choptank River. Currently a successful vacation rental, this property presents an exceptional opportunity for a second home that works for you—enjoy it when you want and generate income when you’re away. The expansive acreage provides a peaceful, private setting with endless possibilities—gardening, small-scale farming, hunting, or enhancing the land with an impoundment or pond to attract waterfowl. The waterfront is fully equipped for enjoying life on the water with a partially rip-rapped shoreline, private pier and approximately 2.5 feet of mean low water depth—ideal for boating, fishing, and crabbing, with easy access to Fishing Creek and the Chesapeake Bay beyond. Outdoor living truly shines with an in-ground pool overlooking the water, offering a serene setting for both quiet relaxation and entertaining. The spacious wooden deck provides ample room for dining and gatherings, while taking full advantage of the surrounding views. An outdoor shower adds a practical touch, making it easy to rinse off after time spent on the water or enjoying the outdoors. The 4-bedroom, 3.5-bath residence is designed for comfort and gatherings, offering an open floor plan with two primary suites, each with private baths. The spacious kitchen is a true centerpiece, featuring a large island with breakfast bar, double wall ovens, cooktop, refrigerator, dishwasher, beverage refrigerator, and separate ice maker—fully equipped to handle everything from intimate dinners to large-scale entertaining. The adjacent dining room easily accommodates gatherings, while the family room, just off the kitchen, captures serene water views and opens to a spacious screened porch for seamless indoor-outdoor living. A sunroom adds additional living space, also overlooking the pool and waterfront, creating the perfect spot to unwind year-round. The home’s low-maintenance brick exterior, attached two-car garage with automatic opener, and thoughtful layout make it as practical as it is inviting. Conveniently located approximately 2 hours from Washington, DC and 1.5 hours from Baltimore, this property offers the perfect escape without sacrificing accessibility. Whether you’re seeking a private retreat, an income-producing investment, or a place to fully embrace the Eastern Shore lifestyle—boating, fishing, crabbing, kayaking, paddleboarding, and more—this property delivers. Don’t miss the opportunity to own a truly unique waterfront estate with everything in place for summer enjoyment—schedule your private tour today and start living the lifestyle you’ve been waiting for.

Welcome to a rare Eastern Shore offering where privacy, income potential, and waterfront lifestyle come together on 23± acres along the Little Choptank River. Currently a successful vacation rental, this property presents an exceptional opportunity for a second home that works for you—enjoy it when you want and generate income when you’re away. The expansive acreage provides a peaceful, private setting with endless possibilities—gardening, small-scale farming, hunting, or enhancing the land with an impoundment or pond to attract waterfowl. The waterfront is fully equipped for enjoying life on the water with a partially rip-rapped shoreline, private pier and approximately 2.5 feet of mean low water depth—ideal for boating, fishing, and crabbing, with easy access to Fishing Creek and the Chesapeake Bay beyond. Outdoor living truly shines with an in-ground pool overlooking the water, offering a serene setting for both quiet relaxation and entertaining. The spacious wooden deck provides ample room for dining and gatherings, while taking full advantage of the surrounding views. An outdoor shower adds a practical touch, making it easy to rinse off after time spent on the water or enjoying the outdoors. The 4-bedroom, 3.5-bath residence is designed for comfort and gatherings, offering an open floor plan with two primary suites, each with private baths. The spacious kitchen is a true centerpiece, featuring a large island with breakfast bar, double wall ovens, cooktop, refrigerator, dishwasher, beverage refrigerator, and separate ice maker—fully equipped to handle everything from intimate dinners to large-scale entertaining. The adjacent dining room easily accommodates gatherings, while the family room, just off the kitchen, captures serene water views and opens to a spacious screened porch for seamless indoor-outdoor living. A sunroom adds additional living space, also overlooking the pool and waterfront, creating the perfect spot to unwind year-round. The home’s low-maintenance brick exterior, attached two-car garage with automatic opener, and thoughtful layout make it as practical as it is inviting. Conveniently located approximately 2 hours from Washington, DC and 1.5 hours from Baltimore, this property offers the perfect escape without sacrificing accessibility. Whether you’re seeking a private retreat, an income-producing investment, or a place to fully embrace the Eastern Shore lifestyle—boating, fishing, crabbing, kayaking, paddleboarding, and more—this property delivers. Don’t miss the opportunity to own a truly unique waterfront estate with everything in place for summer enjoyment—schedule your private tour today and start living the lifestyle you’ve been waiting for.

1661 Town Point Rd, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

$427,104

This well-maintained home offers approximately 3,772± sq. ft. with 4 bedrooms and 3 full baths, featuring an open floor plan, 9-foot ceilings, hardwood flooring, and bright living spaces throughout. The main level includes a spacious primary suite with a spacious walk in closets, and a large bath featuring double vanities, soaking tub, and separate shower. Additional first-floor spaces include a formal dining room with tray ceiling, living room with gas fireplace, study/office, family room, sunroom, guest bedroom, full bath, and laundry room with wash tub. The kitchen is designed for entertaining with an open connection to the main living areas, upgraded cabinetry and stainless appliances, granite countertops, tile backsplash, gas cooktop, and breakfast bar seating, The sunroom leads directly to the screened porch and fenced backyard, creating comfortable indoor-outdoor living space. The second floor offers two oversized guest bedrooms, an updated full bath, walk-in attic access, and substantial storage areas. One upstairs bedroom is additionally equipped with a mini-split system for enhanced comfort and efficiency. Additional interior features include a large conditioned crawl space accessed from inside the home by a dedicated staircase tucked within a closet. The space is well-lit, spans beneath the entire residence, and offers extensive storage and access to major utility components including the water heater and air handler. Exterior improvements include a welcoming brick front porch with column detail, attached garage, screened rear porch, fenced backyard, and solar panels. Longboat Estates is a 162-home waterfront community conveniently located near downtown Cambridge restaurants, shops, marinas, parks, wildlife areas, and Route 50 for easy access across the Eastern Shore. Community amenities include a private pool, pier/dock area, and boat launch on Jenkins Creek with access to the Choptank River and Chesapeake Bay.

This well-maintained home offers approximately 3,772± sq. ft. with 4 bedrooms and 3 full baths, featuring an open floor plan, 9-foot ceilings, hardwood flooring, and bright living spaces throughout. The main level includes a spacious primary suite with a spacious walk in closets, and a large bath featuring double vanities, soaking tub, and separate shower. Additional first-floor spaces include a formal dining room with tray ceiling, living room with gas fireplace, study/office, family room, sunroom, guest bedroom, full bath, and laundry room with wash tub. The kitchen is designed for entertaining with an open connection to the main living areas, upgraded cabinetry and stainless appliances, granite countertops, tile backsplash, gas cooktop, and breakfast bar seating, The sunroom leads directly to the screened porch and fenced backyard, creating comfortable indoor-outdoor living space. The second floor offers two oversized guest bedrooms, an updated full bath, walk-in attic access, and substantial storage areas. One upstairs bedroom is additionally equipped with a mini-split system for enhanced comfort and efficiency. Additional interior features include a large conditioned crawl space accessed from inside the home by a dedicated staircase tucked within a closet. The space is well-lit, spans beneath the entire residence, and offers extensive storage and access to major utility components including the water heater and air handler. Exterior improvements include a welcoming brick front porch with column detail, attached garage, screened rear porch, fenced backyard, and solar panels. Longboat Estates is a 162-home waterfront community conveniently located near downtown Cambridge restaurants, shops, marinas, parks, wildlife areas, and Route 50 for easy access across the Eastern Shore. Community amenities include a private pool, pier/dock area, and boat launch on Jenkins Creek with access to the Choptank River and Chesapeake Bay.

119 Regulator Dr N, Cambridge

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$259,990

Beautiful corner homesite offering a private backyard that backs to a scenic golf course, delivering exceptional, million-dollar views. This home presents an incredible value with a desirable setting and special financing opportunities available.

Beautiful corner homesite offering a private backyard that backs to a scenic golf course, delivering exceptional, million-dollar views. This home presents an incredible value with a desirable setting and special financing opportunities available.

2203 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$399,000

Experience elevated coastal living in this exceptional three-level townhome in the sought-after Deep Harbor community on Cambridge Creek. Unlike anything else in the neighborhood, this residence showcases over $100,000 in post-purchase custom upgrades and curated designer finishes; crafted for the buyer who expects the very best. From the moment you step inside, the attention to detail is unmistakable. Custom wainscoting, 6" crown molding, luxury wallpaper, and bespoke drapery and window treatments create a refined, cohesive aesthetic that carries throughout the home. The entry level offers a comfortable family room, powder room, and access to a beautifully designed paver patio, perfect for relaxing or entertaining. The main living level is both stylish and functional, centered around a stunning gourmet kitchen featuring stainless steel appliances, quartz countertops, ceramic tile backsplash, and an oversized island ideal for gathering. The showstopping Ortal Wilderness gas fireplace, framed by soapstone and shiplap, adds a level of sophistication and warmth rarely found, which is truly a signature feature that sets this home apart. A dining area and private balcony provides seamless options for indoor or outdoor dining. Upstairs, the primary suite is a serene retreat, complete with tray ceiling, private balcony, and a spa-inspired bath featuring tempered tile, a frameless walk-in shower, and thoughtful luxury finishes. The walk-in closet is outfitted with a custom California Closet system for optimal organization. The second bedroom is equally impressive with custom California Closets and a built-in window seat that would be ideal as a beautifully appointed home office or guest space. The third bedroom continues the theme of quality and comfort. Outdoor living has been thoughtfully enhanced across three separate spaces, with added privacy elements including strategic landscaping, separation from neighboring homes, outdoor lighting, irrigation, and improved drainage...creating peaceful, usable environments at every level. Even the garage has been elevated with a custom cabinetry system and overhead storage solutions. Located within walking distance to downtown Cambridge, you’ll enjoy easy access to local restaurants, shops, and the brewery, all while residing in a waterfront community offering amenities such as a pool, walking paths, and direct water access on Cambridge Creek. Perfectly positioned for convenience, this home is approximately 2 hours from Washington, D.C. and just 1.5 hours from Baltimore, making it an ideal primary residence or weekend retreat. Opportunities like this are rare. Schedule your private showing today and discover what it means to own one of Deep Harbor’s most distinctive and refined homes.

3 Beds ⋅ 4 Baths

Experience elevated coastal living in this exceptional three-level townhome in the sought-after Deep Harbor community on Cambridge Creek. Unlike anything else in the neighborhood, this residence showcases over $100,000 in post-purchase custom upgrades and curated designer finishes; crafted for the buyer who expects the very best. From the moment you step inside, the attention to detail is unmistakable. Custom wainscoting, 6" crown molding, luxury wallpaper, and bespoke drapery and window treatments create a refined, cohesive aesthetic that carries throughout the home. The entry level offers a comfortable family room, powder room, and access to a beautifully designed paver patio, perfect for relaxing or entertaining. The main living level is both stylish and functional, centered around a stunning gourmet kitchen featuring stainless steel appliances, quartz countertops, ceramic tile backsplash, and an oversized island ideal for gathering. The showstopping Ortal Wilderness gas fireplace, framed by soapstone and shiplap, adds a level of sophistication and warmth rarely found, which is truly a signature feature that sets this home apart. A dining area and private balcony provides seamless options for indoor or outdoor dining. Upstairs, the primary suite is a serene retreat, complete with tray ceiling, private balcony, and a spa-inspired bath featuring tempered tile, a frameless walk-in shower, and thoughtful luxury finishes. The walk-in closet is outfitted with a custom California Closet system for optimal organization. The second bedroom is equally impressive with custom California Closets and a built-in window seat that would be ideal as a beautifully appointed home office or guest space. The third bedroom continues the theme of quality and comfort. Outdoor living has been thoughtfully enhanced across three separate spaces, with added privacy elements including strategic landscaping, separation from neighboring homes, outdoor lighting, irrigation, and improved drainage...creating peaceful, usable environments at every level. Even the garage has been elevated with a custom cabinetry system and overhead storage solutions. Located within walking distance to downtown Cambridge, you’ll enjoy easy access to local restaurants, shops, and the brewery, all while residing in a waterfront community offering amenities such as a pool, walking paths, and direct water access on Cambridge Creek. Perfectly positioned for convenience, this home is approximately 2 hours from Washington, D.C. and just 1.5 hours from Baltimore, making it an ideal primary residence or weekend retreat. Opportunities like this are rare. Schedule your private showing today and discover what it means to own one of Deep Harbor’s most distinctive and refined homes.

416 S Seaway Ct Unit #142, Cambridge

Listing courtesy of Sharon Real Estate P.C.. Contact:

$349,900

Beautifully maintained and move-in ready 4BR/2.5BA Colonial located in the quiet community of Longboat Estates. From the moment you arrive, you’ll appreciate the curb appeal, double-wide driveway, attached two-car garage, and welcoming front entry. Inside, this home offers a bright and airy open floor plan filled with natural light, recessed lighting, and comfortable living spaces throughout. The main level features a spacious living room, convenient half bath, and an open-concept family room, dining area, and kitchen designed for both everyday living and entertaining. The kitchen boasts granite countertops, ample cabinetry, a pantry closet, black and black stainless appliances, and a double stainless sink overlooking the backyard. Sliding doors off the dining area lead to a large Azek deck with peaceful views. Upstairs, you’ll find three generously sized secondary bedrooms, a full hall bath with a linen closet, a convenient second-floor laundry room, and a spacious primary suite. The primary bedroom features a walk-in closet and private en-suite bath with a double vanity and walk-in tile shower with bench seating. The backyard provides plenty of room to relax, entertain, or enjoy the surrounding green space. Conveniently located near shopping, restaurants, and commuter routes, residents also enjoy access to the community pool and dock.

Beautifully maintained and move-in ready 4BR/2.5BA Colonial located in the quiet community of Longboat Estates. From the moment you arrive, you’ll appreciate the curb appeal, double-wide driveway, attached two-car garage, and welcoming front entry. Inside, this home offers a bright and airy open floor plan filled with natural light, recessed lighting, and comfortable living spaces throughout. The main level features a spacious living room, convenient half bath, and an open-concept family room, dining area, and kitchen designed for both everyday living and entertaining. The kitchen boasts granite countertops, ample cabinetry, a pantry closet, black and black stainless appliances, and a double stainless sink overlooking the backyard. Sliding doors off the dining area lead to a large Azek deck with peaceful views. Upstairs, you’ll find three generously sized secondary bedrooms, a full hall bath with a linen closet, a convenient second-floor laundry room, and a spacious primary suite. The primary bedroom features a walk-in closet and private en-suite bath with a double vanity and walk-in tile shower with bench seating. The backyard provides plenty of room to relax, entertain, or enjoy the surrounding green space. Conveniently located near shopping, restaurants, and commuter routes, residents also enjoy access to the community pool and dock.

146 Regulator Dr N, Cambridge

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$349,990

Move in ready! 4 bedrooms, 3.5 baths, gourmet kitchen, covered porch, golf course views, loft, super shower in primary bathroom. Experience luxury living with breathtaking, beautiful views in this exceptional home backing to both serene woods and a pristine golf course, offering ultimate privacy and picturesque scenery right from your backyard. Inside a gourmet kitchen takes center stage with high-end finishes, ample cabinetry and a spacious layout perfect for cooking, entertaining and everyday living, while the first-floor owner’s suite provides a true retreat with a beautifully designed layout that makes main-level living effortless. This home seamlessly blends elegance, comfort and an unbeatable setting—making it a rare opportunity you won’t want to miss.

Move in ready! 4 bedrooms, 3.5 baths, gourmet kitchen, covered porch, golf course views, loft, super shower in primary bathroom. Experience luxury living with breathtaking, beautiful views in this exceptional home backing to both serene woods and a pristine golf course, offering ultimate privacy and picturesque scenery right from your backyard. Inside a gourmet kitchen takes center stage with high-end finishes, ample cabinetry and a spacious layout perfect for cooking, entertaining and everyday living, while the first-floor owner’s suite provides a true retreat with a beautifully designed layout that makes main-level living effortless. This home seamlessly blends elegance, comfort and an unbeatable setting—making it a rare opportunity you won’t want to miss.

2141 Winterberry Ln, Cambridge

Listing courtesy of Builder Solutions Realty. Contact:

$314,900

Lovely End Unit in Deep Harbor! This like-new, 3-level townhome delivers incredible value and convenience, a water view, and a long list of upgraded finishes throughout — including enhanced flooring, additional recessed lighting, high-end fixtures, composite decking, and upgraded kitchen + bath selections that elevate both style and function. Thoughtfully designed -the entry level features a welcoming foyer and versatile den—ideal as a home office, lounge, fitness space, or playroom—plus interior access to the attached garage. The main living level showcases an exceptional kitchen with abundant cabinetry, beautiful backsplash, recessed lighting, stainless steel appliances, large center island, and plenty of prep + storage space. Enjoy connection to the outdoors with two composite decks overlooking Cambridge Creek & Generation III Marina—perfect for morning coffee, sunset watching, or entertaining. The top floor features a lovely primary suite with tray ceiling detail, walk-in closet, private deck, dual vanities, and an oversized walk-in shower. Two additional bedrooms share a beautifully appointed hall bath. A great perk is the full-size stack washer & dryer which are conveniently located on the bedroom level. Deep Harbor amenities include: gated entrance, waterside walking paths, community pool, and marina access—and are all within walking distance to downtown Cambridge dining, shops, events, and waterfront recreation. **The unit is located in an area of Deep Harbor where short term rental like Air BNB, VRBO, etc. are permitted- making this a great investment opportunity as well! ** Boat slips are available on a first come first serve basis within the Deep Harbor Community OR utilize slip leases at: City of Cambridge's Municipal Yacht Basin, Dorchester Co., Generation III Marina, and Cambridge Yacht Club. Don’t miss this exceptional opportunity to secure a modern, low-maintenance home on the Eastern Shore!