Chesapeake Beach, MD Houses for Sale

Welcome to 3238 Rector Lookout in the sought-after community of Chesapeake Beach, MD 20732—a beautifully maintained single-family home offering space, comfort, and versatile living areas throughout. This impressive home features an attached two-car garage and a thoughtfully designed floor plan ideal for both everyday living and entertaining. The main level boasts a bright living room and formal

Tig Wright Redfin Corp

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

Erin Roccapriore JPAR Real Estate Professionals

Beautifully customized home featuring a stunning kitchen with abundant custom cabinetry, sparkling black granite countertops, and ample seating. Brazilian cherry hardwood floors add warmth and elegance throughout the main living areas. The spacious great room offers vaulted ceilings and a cozy propane fireplace. The private owner’s suite features vaulted ceilings, a walk-in closet, and convenient

Ryan Hutchins Hutchins Properties

This 5-bedroom, 3.5-bath home is located in the highly sought-after Richfield Station neighborhood. Residents enjoy access to exceptional community amenities, including playgrounds, scenic walking trails, sports courts, and more—all within a welcoming, well-maintained setting. Conveniently situated near shopping, schools, and major commuter routes, this home offers both comfort and accessibility.

Theresa Mills Samson Properties

****CHESAPEAKE BAY VIEWS*** Welcome to this charming 2-bedroom, 1-bath bungalow nestled in the intimate waterfront community of Baycrest in Chesapeake Beach. Completely renovated in 2025, this home offers the peace of mind of all-new systems and finishes while maintaining its coastal charm. Perfectly blending comfort and coastal charm, this home offers an easygoing lifestyle just steps from the

Lynn Knapp Long & Foster Real Estate, Inc.

Lakefront Community Living Meets Country Comfort!Escape to the best of country living in this stunning 3 bedroom, 3 bathroom Split-Level home, perfectly situated on an over 1 -acre cul-de-sac lot in the highly sought-after, lake-privileged community of Lake Karylbrook. Whether you are an avid angler or a nature lover, you’ll enjoy exclusive access to a private lake known for some of the best

Thomas Herritt Samson Properties

Experience refined coastal living in this impeccably maintained 4-bedroom, 2-bath residence, gracefully situated on a private 2-acre lot in the prestigious Highlands community of Chesapeake Beach. Tucked away on a quiet cul-de-sac, this exceptional property offers a rare combination of tranquility, space, and understated elegance—all with a remarkably low HOA fee. Thoughtfully designed to

Jana Ritter Ritter Realty, LLC

Welcome to this expansive 3BR, 3BA split-foyer in Chesapeake Beach! The light-filled upper level boasts a seamless flow between the living area and an updated kitchen with granite countertops and stainless steel appliances. Step into the stunning sunroom off the kitchen—your private sanctuary for morning coffee with views of the fully fenced-in backyard that backs to trees! The finished lower

Mike Benton Home Towne Real Estate

Beach cottage in a small, private, Chesapeake front community with bay access where you can swim, sunbathe and hunt for shark's teeth and fossils. This community is tucked along the shore of The Chesapeake Bay. The cottage has a fireplace that adds to its charm. Plentiful driveway (2) parking and a yard with a treed view. Chesapeake Beach boasts lots of activities within a reasonable commute to

Ronald Watson Flag Real Estate Inc.

Location, Location, Location! Enjoy the best of coastal living just minutes from the Chesapeake Bay, boardwalk, and fishing pier. Ideally positioned less than five minutes from the beach, Chesapeake Beach Railway Trail, and the charming waterfront towns of North Beach and Chesapeake Beach, this home places you right in the heart of it all. Welcome to your new home! This well-maintained 3-bedroom,

Bonnie O'Donnell RE/MAX One

Welcome to 3905 26th Street — a 3-bedroom, 3 full and 1 half bath home set just moments from the Chesapeake Bay in the heart of Chesapeake Beach, where a flexible layout and multiple suite options come together in a setting that feels both comfortable and connected to the water. The main level opens into a series of well-defined living spaces, including a large living room and a separate family

Carolyn Young Samson Properties

3-bedroom, 3-bath home with a renovated interior and hardwood flooring throughout. Functional layout with updated finishes, including stainless steel appliances. Includes a sunroom addition that provides additional living space, along with a fenced-in yard offering privacy and usability. Solid overall layout with good interior and exterior features.

Ben Garner Cummings & Co. Realtors

Great price for this 4-Level home with a total of 2,482 sf -- including 447 sf of unfinished storage space on bottom level! Almost one acre (.81) of land surrounded by mature trees and in great Northern Calvert location of top-rated schools. Kitchen has stainless steel appliances, and has real wood cabinets that a new owner could paint to easily update! Kitchen has a pantry, a breakfast bar and

Conor Stueckler Keller Williams Flagship

Beach living at its best in the heart of Chesapeake Beach! Embrace the coastal lifestyle in this spacious home offering over 2,800 square feet, four well-appointed bedrooms, and the convenience of an elevator. The property also features a fully fenced yard, a two-car garage, and a versatile detached outbuilding that can easily serve as a gym, workshop, office, guest space, creative studio or

Greg Beckman Coldwell Banker Realty

Back on the market due to shaky financing! Inspected and READY! Improved price too! Welcome to 8229 Bayside Road, where elevated bayside living meets everyday convenience in the heart of Chesapeake Beach. This beautifully maintained four-bedroom, 3.5-bath residence offers views of the Chesapeake Bay and an unbeatable walkable lifestyle along the water. Spanning four finished levels and serviced

Farrah Fuchs Redfin Corp

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

5 bedrooms, 3 full bathrooms, 4 car garage, 3 attics, no HOA, parking for RV's, boats, trailers, large deck, near boardwalk and beach, near grocery store and restaurants, near casino, City water and sewer, refurbishing completed years ago, current rental.

Pamela Debnam Houwzer, LLC

This 3-bedroom, 1-bath home on 4th Street blends modern updates with coastal charm in a prime Chesapeake Beach location. And it comes with a bonus: the sale includes the additional lot directly across the street. The exterior features fresh paint and blue accents that enhance its curb appeal, while the fenced yard adds privacy and function. "New septic system has just been installed"Inside,

Chris Craddock EXP Realty, LLC

Welcome to 2944 Heritage Dr., Chesapeake Beach, MD 20732. This Colonial features a finished basement, fenced yard, and brand-new composite deck. It sits on a quiet cul-de-sac in sought-after Heritage Woods, where newer construction, thoughtful upgrades, and coastal lifestyle convenience come together in one exceptional home. This residence offers an open floor plan, upgraded kitchen, and turnkey

Tom Walsh RE/MAX One

Welcome to this meticulously maintained home in Chesapeake Beach, offering nearly 2K sqft of living space on over an acre of beautifully landscaped land, and access to Bayfront Park! This property stands out with its oversized and freshly painted front porch, a stone façade, expansive driveway with ample parking, and no HOA - perfect for RVs, boats, and all your toys. The outdoor space is a true

Delaney Clarke RE/MAX United Real Estate

Welcome to 3815 13th Street, a rare opportunity to own a 3-bedroom, 2.5-bath home in the highly desirable Chesapeake Estates—one of the final neighborhoods in Chesapeake Beach with no HOA. Perfectly positioned in a prime coastal setting, this property offers an unmatched lifestyle just a short walk from the community beach, boardwalk, marinas, waterfront dining, local shops, and endless

Matthew Burgan Infinitas Realty Group

This beautifully maintained home is located in the highly sought-after Chesapeake Village community! The spacious primary suite is a true retreat, featuring two walk-in closets, a luxurious soaking tub, separate tiled shower, and double vanities. The heart of the home is the stunning kitchen, complete with granite countertops, a large center island, stylish, tiled backsplash, built-in microwave,

Team Stueckler Keller Williams Flagship

Just listed in the Richfield Station community in Chesapeake Beach! Lovely brick front colonial on a spacious corner lot with mature trees, flowering landscaping and fenced backyard. This 4 bedroom 2.5 bath home has been lovingly updated and maintained by the original owners. Main level features a welcoming foyer, family room running the entire length of the home, powder room. Kitchen has warm

Becky King Home Towne Real Estate

Genna Fleming Hyatt & Company Real Estate LLC