$511,668Average Value$222Average Price per Sq Ft39Homes For Sale
Chesapeake Beach is a growing destination on the shores of Maryland
When Realtor Conor Stueckler of Keller Williams moved back home from New York City, he says people thought he was crazy. But looking at all that's happening in Chesapeake Beach, it becomes clear that Stueckler made no sacrifices in leaving the big city behind. "Chesapeake Beach is on a huge upswing," says Stueckler. "It gives you walkability, and the development, both commercially and residentially, has really been incredible to watch." Chesapeake Beach is more than your run-of-the-mill beach town. It is quickly becoming a destination cultural hub on the upper Chesapeake Bay thanks to its active lifestyle, exciting amenities and valuable investments.
Waterside living includes townhomes, bungalows and colonials
Chesapeake Beach is one of the "twin beaches" of the Chesapeake Bay, the other being its neighbor, North Beach. Chesapeake Beach is a healthy mix of residential streets and commercial strips that extends south along the Bay to Plum Point. Denser development is located at the town's north end, where Bayside Avenue crosses over Fishing Creek, while the south end is mainly residential. The town has a wide range of home designs, with most of them sitting on small lots. Everything from contemporary townhouses to pastel-colored bungalows to Dutch colonial split-levels sells in Chesapeake Beach at an impressively low range of prices for a beach town less than 40 miles outside of D.C. The median for a single-family home in Chesapeake Beach sits just below $500,000, but it's not uncommon to see homes selling anywhere from a mid-$300,000 to a low $600,000.
Chesapeake Beach ranch houses: Quintessential coastal living charm.
Chesapeake Beach's coastal charm embodied in stylish townhomes.
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Local schools have standout teachers and green initiatives
Calvert County School District is among the top-performing districts in Maryland and is the first and only school district in the Blue Crab State to achieve a 100% green school status. Beach Elementary is where most students in town begin their education, which earns a B-plus score from Niche. Most students then move on to Windy Hill Middle, which earns an A-minus score from Niche. Finally, Northern High earns an A-minus score from Niche thanks to its excellent teaching staff, one of whom was a finalist for the Washington Post's 2023 Teacher of the Year award.
Young learners can experience shoreside learning at Beach Elementary.
Students can continue their education at A- rated Windy Hill Middle School.
Teenagers round out their grade school education at Northern High School.
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Miles of shoreline to explore, with private beach access for residents
Serene waterscapes and estuaries are a stone's throw in almost any direction for town residents. Brownie's Beach is a popular spot for locals to visit for a beachside picnic while looking for sharks' teeth and shards of sea glass. However, the Beach was closed off to anyone who isn't a town resident in response to the COVID-19 pandemic – a rule that remains in effect. But there are many other shorelines and city parks if you don't live directly in town. If you'd like to honor America's veterans and get stunning views of the Bay all at once, swing over to Veterans Memorial Park on the water. If you're looking to do some freshwater angling, Fishing Creek has several locations to drop a line from, as well as access to the Chesapeake Beach Railway Trail. Though not yet entirely complete, the Trail is a work in progress of more than 20 years and will soon offer 28 continuous miles of scenic greenway across Southern Maryland. For now, use the sections of the Trail that do exist to ride your bike through the homes of fiddler crabs darting between patches of cordgrass and cattails while egrets and sand pipers watch from above.
Sandy serenity at Brownies Beach, a Chesapeake Beach escape.
Explore the beauty of Chesapeake Beach along the scenic Railway Trail.
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Date-night dinner spots have fresh-caught seafood
You have plenty of options in town for an after-work beverage or weekend escapade. "We've had a boom of restaurants coming down here," says Conor. "I would say pretty much all of the northern half of Calvert County comes to the beach when they've got date nights or want to go grab a nice dinner." Those seeking to pair a sit-down experience with a view of the bay head to Baia Coastal Italian Kitchen and Wine Bar to peruse their extensive menu of wines and Italian seafood dishes. For a more casual dining option, Abners Crab House is known by locals for its soft-shell crab sandwich. Indeed, residents of Chesapeake Beach eat very well, even at home, thanks to the locally owned Roland's Supermarket, which offers delivery and online ordering.
Baia Restaurant: A waterfront retreat in the heart of Chesapeake Beach.
Come and have a tea party at Butterflies & Wishes, Tea & Sweets in Chesapeake Beach.
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Written By
Tom Jakob
Photography Contributed By
Tyson Le
Video By
GL Moses
Interested in learning more about homes in this area?
Reach out to
Myra Wallace,
an experienced agent in this area.
On average, homes in Chesapeake Beach, MD sell after 31 days on the market compared to the national average of 57 days. The median sale price for homes in Chesapeake Beach, MD over the last 12 months is $450,000, up 1% from the median home sale price over the previous 12 months.
Private 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;
Welcome Home to 3912 17th Street, Chesapeake Beach!!Nestled in the heart of Chesapeake Beach, this extraordinary custom residence offers over 5,000 square feet of beautifully designed living space where timeless craftsmanship, luxurious finishes, and modern efficiency come together to create a truly exceptional home.From the moment you arrive, you’ll appreciate the extensive updates
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
Welcome to 3671 Middle Ground Court, where comfort, space, and the Chesapeake lifestyle come together in one exceptional home. This beautifully maintained traditional Colonial offers five bedrooms, three and a half bathrooms, and a thoughtfully designed floor plan that's perfect for everyday living and entertaining alike. Step inside to discover refreshed hardwood floors (2026), new carpet in the
Not very often will you find a home with 5 bedrooms upstairs and a two bedroom in-law wing on the main level with a separate entrance! This house was built for comfortable living and lots of people! With 4200+ sq ft above grade, you won't want for more space! Plenty of room for entertaining with a family room off the kitchen , a huge recreation room next door , a front porch for easy living and
Calling all investors! Welcome to Breezy Point, one of Chesapeake Beach's most desirable waterfront communities! Just a short stroll from the Chesapeake Bay, this charming home offers the opportunity to enjoy the relaxed coastal lifestyle you've been looking for. One of the larger homes in the neighborhood, this property features a full walk-out basement, a small garage parking space, and plenty
CHESEAPEAKE BAY WATERFRONT LOT! This is a SPECTACULAR SETTING! Views so beautiful, you will never want to leave the site! Combined lots A & B for a total of 14,030 sq ft. . The older cottage frame work is there to save you time and money. Seller has a permit to tear down the structure. Seller also has a valid building permit in hand so you can start your new project right away! The property has
Looking for year round water views while only a half mile to the beach, all under $600,000 with NO HOA? Welcome to 3804 16th Street in the heart of Chesapeake Beach, where coastal charm meets everyday convenience. Nestled within one of Calvert County’s most beloved waterfront communities, this inviting 4 bedroom, 2 bath home offers the perfect blend of relaxed living and accessibility. With a
Experience net-zero living in this spacious three-level townhome located in the desirable San Francisco by the Bay community. Owned rooftop solar panels, energy-efficient design, and a smart thermostat have enabled nearly three years of zero electric bills. The open-concept main level showcases hardwood flooring, abundant natural light, granite countertops, center island, stone backsplash,
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
All New Carpet has been installed Since pictures and 3D tour was made!!!!!!!!! Come check it out.... its even better than the Pictures now!!!! Recent updates include new HVAC (2025), new roof (April 2026), new roof and wall insulation (2019), and remodeled powder room (2022), Freshly painted throughout. Move-in ready townhome in the sought-after San Francisco on the Bay community in North Beach,
Exceptional opportunity to own an affordable homesite in the water-oriented community of Breezy Point Beach! This tear-down property offers the perfect chance to start fresh and build the custom home you've always envisioned at a reasonable price. Enjoy the charm of this desirable waterfront community while creating a home designed to fit your lifestyle. Whether you're looking for a year-round
This Does have a old well on it. It will need to be perc for septic. Nice flat lot to build on close to the beach in Randle Cliff area. Close to shopping/beach/ waterpark.
Private 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;
Fabulous opportunity to own this well-maintained 3-bedroom, 2-bath split foyer in the desirable Highlands community of Chesapeake Beach! Situated on one of the best lots in the neighborhood, this home backs to woods and features a large, level backyard fully fenced with a privacy wood fence and rear chain-link fence with gate—perfect for pets, play, and outdoor enjoyment. The updated kitchen
Wake up every morning to breathtaking Chesapeake Bay sunrises right from your bed in this 1940 beach cottage full of character. Located directly on the water in the heart of Twin Beaches, this charming waterfront home offers the perfect combination of old-school coastal character with modern comfort and amenities. Just five houses from the end of the North Beach boardwalk, the home is just steps
You will love this 2 bedroom 1 and a half bath bungalow in Chesapeake Beach. This home is right in the mix of it all. You have all the amenities of Chesapeake Beach and you are walking distance to all the best things in North Beach. Park your car on the weekend and walk to all the shops, restaurants, town events, the popular North Beach Boardwalk, Beach and bike paths. Who says you can't have
Welcome to Chesapeake village. This spacious five bedroom home is ideally located just a short walk from the community beach and offers plenty of room for comfortable living. The main level features an open- concept kitchen and living area, perfect for everyday living and entertaining. Upstairs, you'll find a generously sized primary suite along with three additional bedrooms . The finished
Heidi ThomasAtlantic Shores Sotheby's International Realty
3 bed 3.5 bath home in Richfield Station with a bonus room. Enjoy your new home! Home features open floor plan, finished basement, bonus room downstairs for home office or gaming room, large deck, two parking spots out front, Nice sized bedrooms upstairs with plenty of closet space and a full bath in the master, Fresh paint and freshly cleaned, home and carpets. Community is close to
Includes a one-car garage, main level features a den, separate dining room with a small deck, spacious kitchen with ample cabinet space, covered front porch, and washer and dryer. Grass cutting is included. ***Renting Details: This house has a firm no pets policy and no smoking policy! There is a $25 dollar application fee per adult, each adult (over 18) must be on lease. Each adult must fill out
This 3-bedroom, 2 full & 1 half bath home stands out with its clean, well-kept interiors and a layout that simply works. From the moment you step inside, the space feels open without being overwhelming, with defined areas that still connect naturally for day-to-day living.The main level offers a comfortable flow between the kitchen, dining, and living spaces, with plenty of cabinet
Welcome to this gorgeous Craftsman-style home in the sought-after Heritage Wood neighborhood of Chesapeake Beach, MD! Nestled on a 0.2-acre lot, this spacious property boasts over 3,000 square feet of living space, including 2,454 sq ft above grade and 673 sq ft in the finished basement. The open-concept main floor features a modern kitchen with stainless steel appliances, a separate pantry, a
Welcome home to this beautiful Colonial located in Chesapeake Village! This spacious home offers 4 bedrooms, with a possible 5th bedroom/den in the finished basement, and 3.5 bathrooms. The modern kitchen features granite countertops, a stylish backsplash, and plenty of space for everyday living and entertaining. Enjoy the elegant family room with a fireplace, or take advantage of the finished
Welcome home to this beautifully updated 5-bedroom, 3-full-bath rental nestled on a private 0.84-acre cul-de-sac lot. Inside, you'll find gorgeous hardwood floors throughout, soaring vaulted ceilings in the main living area, and a bright, open floor plan designed for comfortable living. Enjoy the convenience of being within walking distance of Chesapeake Beach Bayfront Park, schools, restaurants,
Available soon for rent in Chesapeake Beach! This spacious 5-bedroom, 3.5-bath home offers the perfect combination of comfort, functionality, and convenience. The main level features hardwood flooring, an open-concept kitchen and family room with a gas fireplace, a formal dining room, and a dedicated office ideal for working from home. Enjoy a fully finished basement with a private movie theater,
Welcome home to this bright and spacious 3-bedroom, 2.5-bath townhome in the heart of Chesapeake Beach! This well-maintained home features an open and functional floor plan with abundant natural light throughout.The main level boasts a large living area, an eat-in kitchen with ample cabinet and countertop space, white appliances, and a convenient breakfast bar overlooking the dining area with
Welcome to this beautifully maintained 4 bedroom and 3 full bathroom, move-in ready home nestled on a spacious .73-acre private lot. From the moment you step onto the inviting front porch and enter the living room, you'll be greeted by a warm and welcoming atmosphere. The open-concept layout seamlessly flows throughout the main living areas, providing an ideal space for both relaxation and
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