Chesapeake Beach, MD Homes for Sale under $500,000

Welcome to this recently updated colonial-style home in the Chesapeake Beach, Maryland. Freshly painted throughout with new doors, professionally cleaned carpeting and a recently power-washed exterior, this home has curb appeal and is move-in ready. The home's layout features generously sized bedrooms and a bathroom on each floor. This is an ideal space for both everyday living and

Mary Thomas Hyatt & Company Real Estate LLC

Welcome to 3617 30th Street!This well-maintained home offers bright, open living spaces within the Chesapeake Beach town limits. Natural light, hardwood floors, and an easy flow between the living, dining, and kitchen areas create a comfortable setting for everyday living and entertaining.The updated kitchen features a center island, ample cabinetry, and an open dining area with sliding

Susan Reinhart Compass

This move-in-ready, all-brick rambler offers 3 bedrooms/ 2 bathrooms, a huge unfinished basement, and a detached garage! Step into a spacious living room centered by a cozy wood-burning fireplace, flowing seamlessly into a bright sunroom! Throughout the home, you'll find solid hardwood floors, and in the kitchen, new stainless steel appliances. The expansive, unfinished basement offers massive

Mike Benton Home Towne Real Estate

Welcome to 3609 Dory Books Rd! This charming rambler offers 3 bedrooms, kitchen, 1 full and 1 half bathrooms on the main level. In the fully finished basement you'll find a 4th bedroom, a 2nd full bathroom and a rec/den area, as well as laundry and storage space. Front door and all windows except the small one in the kitchen have been replaced. The large yard and deck offer plenty of space for

Gabriela Montgomery RE/MAX Realty Group

**GREAT NEW PRICE AND VALUE**Welcome to your Chesapeake Bay retreat—where comfort, style, and location come together beautifully. Just minutes from the water, with seasonal water views, arrive to this home's front door on the expansive front patio! This pristine, recently remodeled home offers a light-filled, open-concept layout that’s truly turn-key. Step inside to discover gleaming hickory

Sam Barbieri RE/MAX United Real Estate

Discover peaceful coastal charm in Chesapeake Beach, a delightful bayside community celebrated for its scenic Chesapeake Bay shores, beautiful beaches and boardwalks, laid-back beach town vibe with an emerging restaurant scene. This 3-bedroom, 2-bath split-level residence sits on a serene, wooded backyard lot overlooking Brookeside Dr. But don't let this split level home fool you... There are not

Conor Stueckler Keller Williams Flagship

This 5-bedroom, 3-bathroom home is ready for new owners! Located on a quiet cul-de-sac with a huge fenced-in backyard and a spacious deck off the kitchen. Convenient Chesapeake Beach location, close to the Chesapeake Bay, and all the amenities that Chesapeake Beach has to offer! Bayfront Park, shopping, restaurants, the water park, ballparks, playgrounds, community center, marina, boardwalks, and

Mike Benton Home Towne Real Estate

Hillside Place is simple coastal class , meets Calvert County country. This thoughtfully, renovated rambler is truly the best of both worlds when it comes to design. On the main floor you will find gorgeous tiles, beachwood colored & water resistant laminate flooring, gold fixtures, stylish lighting, and lots of natural light from the expansive bay window. On this floor you will have seasonal

Sandy Fullerton RE/MAX United Real Estate

Genna Fleming Hyatt & Company Real Estate LLC

This beautiful split level home with lots of space, a large back deck, breakfast nook/ dining room, detached garage and more. This home highlights the incredible care and maintenance shown over the last 12 years. The roof on the second level replaced in 2014, the main and garage roof replaced in 2025 as well as a new skylight and insulation. Retaining walls replaced in 2017. Brand new second

James Dick Long & Foster Real Estate, Inc.

Attention DC and JBA commuters! This charming 4-bedroom, 2.5-bath colonial is perfectly situated on a corner lot with a huge back yard, partially fenced—ideal for pets, play, and outdoor entertaining. Enjoy mornings or evenings on the large front porch! This home offers peace of mind with many major updates already completed, including a new roof (2020), hot water heater (2017), dishwasher

Juliet Patterson Samson Properties

Welcome to this beautifully updated four-level townhome in the highly sought-after San Francisco by the Bay community of North Beach. From the moment you step inside, you’ll love the bright, open layout and thoughtful upgrades throughout. The main level features wide-open living and dining space accented with custom trim work, fresh LVP flooring, and a seamless flow into the kitchen. The kitchen

Delaney Clarke RE/MAX United Real Estate

Welcome to 3761 Bedford Dr, a rare and expansive 4-level end-unit townhome in the desirable San Francisco by the Bay community of North Beach, MD. Backing to a peaceful wooded area, this home offers the perfect mix of luxury, privacy, and low-maintenance living. Inside, you'll find hardwood floors throughout the main level and upper floors—including the entire fourth-level primary suite, which

Dawn Riley RE/MAX One