176 properties for sale in Old Bayside

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Rich solid bamboo flooring flows throughout the main living areas, while replacement windows maximize the breathtaking Bay views. The remodeled gourmet kitchen features quartz countertops, stainless steel appliances, and opens to a full-width waterfront deckperfect for morning coffee, outdoor dining, or simply watching the boats pass by. The spacious family room also opens onto a private waterfront deck, creating seamless indoor and outdoor living. Upstairs, the primary suite becomes your personal waterfront retreat with its own private deck overlooking the Chesapeake Bay, beautifully updated bath, and the convenience of a dedicated washer and dryer. Two additional bedrooms enjoy water views as well, allowing family and guests to wake up to the beauty of the Bay every day. The walk-out lower level offers even more flexibility with a second washer and dryer, access to a stamped concrete waterfront patio, and a covered sitting area just steps from the shorelinean ideal place to unwind af

Welcome home to this beautifully maintained end-unit townhome offering a spacious and functional layout across three levels. Right in the heart of North Beach! As you step inside, you're welcomed by the lower level featuring a luxury vinyl plank flooring, a half bath, garage access, a versatile recreation room perfect for a second living space, home office, or workout, and a convenient half bath! The lower level also has a sliding glass door leading to the fenced-in backyard space. Head upstairs to the main level where you'll find an open concept layout with the the kitchen and dining area overlooking the spacious family room. Off kitchen also has a sliding glass door taking you outside to the cozy covered deck. Perfect for quiet mornings or relaxing in the evenings. On the third level, you'll find two spacious bedrooms, BOTH with its own private en suite bathroom. As an end unit, the home offers additional natural light and added privacy. Conveniently located a short walk away from al

Charming and fully updated, this 2-bedroom, 1-bath home in North Beach is the perfect opportunity for first-time buyers or those looking to downsize. Featuring brand-new flooring and fresh paint throughout, this home offers a bright, clean, and move-in-ready feel from the moment you step inside. This home qualifies for USDA loan program, NO MONEY DOWN. The beautifully renovated kitchen showcases modern updates and finishes, creating a stylish and functional space for everyday living. Exterior upgrades include new siding and a newer roof, giving peace of mind for years to come. Ideally located just minutes from local shopping, dining, and the scenic Chesapeake Bay, you’ll love easy access to the North Beach boardwalk, beaches, and waterfront restaurants. A true turnkey home in a desirable location—ready for its new owners to move right in and enjoy!

TO BE BUILT HOME in the sought-after Chesapeake Beach community. This exceptional NEW CONSTRUCTION opportunity co-marketed with Schaefer Homes allows you to build your dream home on a prime lot with views of the Chesapeake Bay. The featured Eastport model blends Colonial and Coastal architectural elements with an open-concept layout. The main level offers a spacious family room flowing seamlessly into the kitchen with a large center island perfect for everyday living and entertaining. Upstairs, the primary suite includes a private en suite bath, complemented by three additional bedrooms, a full hall bath, and a conveniently located laundry room. An attached garage and driveway offer ample parking. Pictures and renditions are examples only. Price will vary depending on model and selected options. Available upgrades include a larger front porch, screened porch, patio, or deck for enhanced outdoor living. A finished basement may also be an option. Additional home models are available. Ide

Sunshine, salt air, and a house thats been seriously leveled up! Welcome to 3641 9th St in North Beach, where laid-back coastal living meets a long list of thoughtful upgrades that make everyday life feel just a little more effortless. This isnt a we changed a lightbulb kind of refresh this is a from-the-ground-up glow-up. Since 2021, the sellers have poured energy (and a whole lot of smart investment) into transforming this home. The kitchen got a social upgrade with extended seating, updated countertops, sink, and appliances because gathering should feel natural, not crowded. The main level now flows with newer flooring, while fresh carpet upstairs keeps things cozy where it counts. Fast forward through the years and youll find nearly every corner touched: modern light fixtures inside and out, a new water heater, smart Ecobee thermostat, upgraded bathrooms with new vanities, fixtures, and Lifeproof flooring, plus big-ticket improvements like a new driveway, encapsulated crawl space w

1.28-acre cul-de-sac lot in the highly sought-after Highlands community. This home offers the perfect blend of comfort, privacy, and convenience. Backing to woods and featuring a large, private backyard, it's a peaceful setting while remaining close to everything the area has to offer. Recent updates include: New Luxury Vinyl Plank (LVP) Flooring June 2026; New Hot Water Heater 2025; New Stainless Steel Kitchen Appliances 2025; New Shed 2024; New Heat Pump 2022; Metal Roof 2014. Inside, you'll find new flooring throughout the main level and a finished lower-level offering additional living and entertaining space. LL flooring New in 2024. And still leaves room for your OWN updates and UPgrades to earn yourself fast Equity! Residents of The Highlands love the neighborhood walking trails, playgrounds, sports courts, and access to the BEST SCHOOLS. Less than 2 miles from the Twin Beaches, you'll love LIVING the coastal CHESAPEAKE BAY lifestyle this area provides, including public beaches,

Welcome to 2630 Richfield Lane in Chesapeake Beach! This beautiful 4-bedroom, 2 full bath, 1 half bath home offers a fresh, updated feel with plenty of space to make your own. The main level features luxury vinyl plank flooring throughout main level, fresh paint, and a bright, functional layout perfect for everyday living and entertaining. The kitchen offers a spacious island, great cabinet space, brand new SS appliances, and an easy flow into the main living areas. Deck off of kitchen to enjoy peaceful mornings sipping coffee. Major updates include a new roof and new siding, giving added peace of mind for the next owner. Upstairs, youll find four spacious bedrooms, including a comfortable primary suite with its own private bath w/ dual sinks. The unfinished basement offers tons of potential and is already partially divided into usable areas, making it perfect for future finished living space, a home gym, storage, office, playroom, or hobby area. Located in desirable Chesapeake Beach,

Welcome to this truly one of a kind brick rambler nestled on 2.64 beautiful acres in highly sought after Owings, Maryland. Combining luxury, comfort, and exceptional outdoor living, this stunning home offers the perfect retreat while still providing an easy commute to Washington DC, Northern Virginia, Andrews Air Force Base, and all that Southern Maryland has to offer. Spend your weekends exploring nearby beaches, enjoying local restaurants, shopping, wineries, and waterfront attractions, all just minutes from home. From the moment you step inside, you'll be captivated by the expansive open floor plan, soaring vaulted ceilings, skylights, and gorgeous porcelain flooring that flows throughout the main living areas. Natural light pours through oversized windows, creating a warm and welcoming atmosphere in every room. The beautifully designed kitchen is the heart of the home and makes entertaining effortless. Featuring granite countertops, abundant cabinet space, and views overlooking the

Assumable 2.25% VA LOAN AVAILABLE (Qualified Buyers Inquire for Details) Price Reduced and Open House Saturday July 11th. 12-2 PM. Welcome to one of the LARGEST & extensively updated homes in Richfield Station3500 SF sitting on. 69 acres where modern upgrades, spacious living, privacy and the coveted Chesapeake Beach lifestyle come together in perfect harmony. Refreshed for 2026 and truly move-in ready, this beautifully maintained 4-bedroom, 2.5-bath, 2-car garage home offers a rare opportunity to own a property where virtually every major system has already been upgraded. Simply move in, unpack, and enjoy. The heart of the home is a spacious kitchen featuring granite countertops, a center island, abundant cabinetry, and newer Samsung and KitchenAid appliancesperfect for everyday living and entertaining alike. Recent 2026 updates include fresh interior paint and bathroom enhancements, creating a bright, modern, and welcoming atmosphere throughout. What truly sets this home apart is the

Enjoy coastal living in this spacious upper-level penthouse-style condo in the heart of Chesapeake Beach. Filled with natural light from oversized windows and enhanced by soaring ceilings, this home offers an open and airy feel throughout. Freshly painted with brand-new carpet, updated light fixtures, and ceiling fans, it's truly move-in ready. The open floor plan features a large living and dining area accented by decorative columns, creating an inviting space for everyday living and entertaining. The well-appointed kitchen offers granite countertops, a center island, double wall ovens, cooktop, stainless steel appliances, and a breakfast area. An additional flex space off the kitchen is perfect for a family room, playroom, home office, or sitting area. Upstairs, the generous primary suite features two walk-in closets and a beautifully appointed bath with double vanities and an oversized shower. Two additional spacious bedrooms and a full bath complete the upper level. The heating sys

New price to sell! Welcome to 2,600+ sq. Ft. of comfortable living in Richfield Station. Showing pride in homeownership, this 3-bed, 2.5-bath townhome boasts significant upgrades, including new appliances and a new HVAC system. Highlights include a 1-car garage, additional assigned parking, and a bright, open layout. Located in a vibrant community with a playground, basketball court, and walking trails, this home offers easy access to the Chesapeake Beach boardwalk, marina, and dining. Easy access to DC, Annapolis, Andrews AFB, and Patuxent River Naval Station

This charming Colonial-style townhouse with one car GARAGE in the heart of North Beach offers a perfect blend of comfort and convenience. With 4 spacious bedrooms and 4 baths, the open floor plan invites warmth and togetherness, featuring a combination dining/living area ideal for gatherings. Enjoy modern living with a well-equipped kitchen. Step outside to your private deck and patio, perfect for enjoying morning coffee or evening sunsets. Located just blocks from the beautiful Chesapeake Bay, residents can enjoy waterfront activities and scenic views. Experience the boardwalk on the Chesapeake Bay with community fishing pier and a plethora of dining and entertainment. The community is enriched by nearby parks, excellent schools, and accessible public services, making it a wonderful place to call home. Experience the perfect blend of tranquility and community in this lovely townhouse!

Beautiful home in the highly desirable Richfield Station community offering exceptional living space & amenities. This 2-bedroom residence includes a versatile study that can easily be converted into a 3rd bedroom. The home features high ceilings throughout, enhancing the bright & open feel. The stunning kitchen is a true centerpiece, complete with granite countertops, a center island, stainless steel appliances, & space for a kitchen table. A separate dining room area provides the perfect setting for entertaining. The spacious great room showcases a gorgeous stone wood-burning fireplace, creating a warm & inviting focal point. The upper level offers comfortable bedrooms, while the lower level includes a huge unfinished walkout basementready for future expansion or customization with a bathroom rough in. Enjoy outdoor living on the beautiful wraparound deck with a gazebo, overlooking peaceful wooded views. Additional highlights include a side-entry two-car garage, newly, refinished flo

Welcome to 3732 8th St! Enjoy easy, one-level living in this completely refreshed 4-bedroom, 2-full-bathroom home, ideally located within walking distance to the Chesapeake Bay, beach, boardwalk, local shopping, and dining. The interior features a clean, updated aesthetic with a functional layout. The main living area includes a cozy wood stove, perfect for efficient winter heating. Four bedrooms offer flexibility for a dedicated home office, hobby space, or guest accommodations. Outside, the property offers a fenced backyard, a one-car garage ideal for parking a vehicle or storing beach gear, kayaks, and tools, and a detached shed equipped with electricity, ready to use as a workshop or extra storage. Turnkey and low-maintenance, this home is perfect as a full-time residence or a weekend retreat!

Spacious and beautifully updated, this 5-bedroom, 3-bath home in North Beach offers the perfect blend of comfort and coastal charm. The open-concept living area provides a bright and inviting space ideal for both everyday living and entertaining. The updated kitchen features modern finishes and ample space for gathering. Major improvements include a brand-new roof and newer siding, giving peace of mind for years to come. Conveniently located just minutes from the North Beach boardwalk, local restaurants, and shopping, this home delivers the best of beach-town living. Dont miss your opportunity to make it yours! This home qualifies for USDA loan, NO MONEY DOWN

Welcome to the END-UNIT penthouse you've been waiting for! This beautifully maintained 3-bedroom, 2.5-bath condo offers the perfect blend of comfort, convenience, and low-maintenance living in one of Chesapeake Beach's most desirable locations. Ideally situated for an easy commute to Washington, D. C. Joint Base Andrews, and Annapolis, you'll love coming home to the charm of the Chesapeake Bay. With the condo and HOA covering many exterior maintenance responsibilities, you'll have more time to relax and enjoy the coastal lifestyle. The spacious open-concept main level is perfect for both everyday living and entertaining. It features an updated kitchen complete with a new refrigerator and microwave. The main level also highlights two living spaces and a half bath. Upstairs, the generous primary suite offers two walk-in closets and an amazing en suite bathroom. In addition there are two generously sized bedrooms with a hallway full bathroom. Additional updates include an HVAC system repl

A true turn key retreat offering a summer living paradise that rarely becomes available. Every inch of this home has been meticulously upgraded and maintained to perfection. The light filled floorplan features luxury vinyl flooring, a stunning remodeled eat in kitchen with top tier cabinetry, stainless steel appliances, gorgeous quartz countertops, and direct access to a maintenance free deck overlooking your private pool oasis complete with gazebo/crab shack ideal for all your warm weather entertaining. The expansive private owners suite includes a beautifully remodeled bathroom with soaking tub and separate shower, a walk in closet, and additional closet space. The additional bedrooms are generously sized, and the upgraded hall bath offers ceramic tile, a new vanity, and modern fixtures. The fully finished basement provides a 4th bedroom, a wide open recreation room with a wood burning stove, and an expanded lower level addition for flexible living. The oversized 2 car garage and two

The sellers have set a deadline for Sunday, July 12th by 9PM. All offers will be reviewed and a decision will be made by Monday, July 13th no later than 12PM. Welcome to easy one-level living in the sought-after Richfield Station community! This well-maintained home offers the functionality of a one level home, and the convenience of a spacious open layout designed for everyday living. The heart of the home is the oversized kitchen featuring stainless steel appliances, a tile backsplash, pantry, and abundant of freshly painted, white cabinets and tons of counter space. Just off the kitchen, a deck provides the perfect spot for outdoor dining or morning coffee. The dining and living room combo is perfect for hosting and entertaining your guests. The spacious owner's suite is complete with a walk-in closet and private bath with double vanities and a soaking tub. Two additional bedrooms and a full bathroom round out this level. The partially finished basement adds valuable living space wh

Welcome to Richfield Station: Coastal Convenience Meets Effortless Living! Step into this beautifully designed home where modern updates and an unbeatable location come together. The rare, sought-after END UNIT, ENTRY LEVEL main living space welcomes you with an open and airy layout. At the heart of the home is a bright updated kitchen featuring stainless steel appliances (only 2 years old), making meal prep and entertaining a breezeand best of all, you can carry your groceries straight from your car without climbing a single flight of stairs! Upstairs, youll find two spacious bedrooms and a versatile bonus room/loft. Need a third bedroom? This flexible space can easily be converted to fit your needs, or kept as the perfect home office, fitness studio, or media room. Parking is an absolute breeze with a 1-car garage, 1 driveway space, and an additional assigned parking spota rare luxury for the area! Located in the highly desirable Richfield Station community, you'll enjoy premium amen

Charming beach cottage located in a private Chesapeake Bay waterfront community with bay access for swimming, sunbathing, and searching for shark’s teeth and fossils. Nestled along the shores of the Chesapeake Bay, this inviting home features a spacious open kitchen with newer stainless steel appliances and a cozy fireplace with pellet stove for year-round comfort. Ample parking includes a paved driveway for four vehicles plus an additional extended driveway ideal for boats, campers, or extra guests. Enjoy peaceful wooded views from the yard, along with the added value of a new HVAC system installed in 2026. Conveniently located near the many attractions of Chesapeake Beach with easy access to DC, Virginia, and PAX River Naval Air Station

Keep eyes peeled for this rarely offered waterfront condo with sweeping views of the Chesapeake Bay!

Three Levels of Waterfront Living in Chesapeake Beach. Located in the exclusive 12 home Bay Crest coastal community, this meticulously maintained bayfront residence offers panoramic Chesapeake Bay views and effortless coastal living. Bayfront Bliss: Three Levels of Waterfront Heaven Chesapeake Beach, Maryland | Exclusive 12Home Coastal Community Step into the ultimate coastal retreatwhere the daily sunrise spills across the Chesapeake Bay and every day feels like a vacation. Welcome home to a rare, meticulously maintained bayfront sanctuary offering three levels of uninterrupted, shimmering water views and the effortlessly elevated lifestyle youve been dreaming of. Tucked within an intimate enclave of only 12 private residences, this luxury home delivers the tranquility of boutique coastal living with the convenience of low-maintenance, high-style amenities. From the moment you arrive, youll feel the calm, the charm, and the exclusive elegance of Chesapeake Beachs most desirable addres

Beautifully updated in richfield station! Welcome to this beautifully updated 4-bedroom, 3.5-bath interior townhome offering spacious, flexible living in the Richfield Station community of Chesapeake Beach. With fresh modern finishes, an open floor plan, and multiple living spaces, this home is move-in ready and designed to fit today's lifestyle. Step inside to find gleaming hardwood floors, fresh neutral paint, and an inviting living room that flows seamlessly into the heart of the home. The updated kitchen features abundant cabinetry, stainless steel appliances, a center island, ample counter space, and a spacious dining area, making it ideal for both everyday living and entertaining. Just beyond, French doors lead to a large rear deck overlooking a peaceful wooded backdrop, creating the perfect space for morning coffee, grilling, or relaxing after a long day. Upstairs, the generous primary suite offers a peaceful retreat with a large walk-in closet and an ensuite bath featuring dual

Tucked into the sought-after Holiday Beach community in Chesapeake Beach, this classic colonial offers the perfect blend of comfort, charm, and the relaxed southern Maryland lifestyle so many buyers are searching for. Enjoy community water access along with easy proximity to all the dining, shopping, marinas, and recreation that make the Chesapeake Bay lifestyle so special. Inside, hardwood floors, plush carpeting, and a beautifully appointed kitchen create warm and inviting living spaces designed for both everyday living and entertaining. Formal living and dining rooms flank the dramatic two-story foyer, while the eat in kitchen is the perfect place to unwind and take in peaceful wooded views that surround the home from every room. Upstairs, the spacious primary suite features a walk-in closet and private full bath, complemented by two generously sized secondary bedrooms and an additional hall bath. The unfinished walk-out lower level provides endless possibilities for future expansio