$517,832Average Value$231Average Price per Sq Ft36Homes 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
Ressie Wallace Wilson,
an experienced agent in this area.
On average, homes in Chesapeake Beach, MD sell after 29 days on the market compared to the national average of 55 days. The median sale price for homes in Chesapeake Beach, MD over the last 12 months is $449,990, consistent with the median home sale price over the previous 12 months.
Open House Rescheduled for September 4th, starting at 2pm.Priced to SELL!! Charming home located in Summer City! You will discover a unique home that would be perfect for the family, with a mother in law/au pair suite downstairs. Definitely an air BNB vibe, that is ready to go, and the location is perfect! Close to the water, beaches, resorts and restaurants in Chesapeake Beach, and no HOA.
This home will WOW you from the moment you arrive! Located in The Highlands community of Chesapeake Beach, this beautifully remodeled home offers over 2,500 square feet of finished living space on more than 1/2 acre. Turn Key and Move right IN! Featuring 4 bedrooms, 3 full bathrooms, and a stunning list of updates, this is the home with all the FLASH your buyers have been waiting for!The
Welcome to 8475 Saint Andrews Drive! This lovely home offers tons of space, and is the largest home in the neighborhood! The main level offers a living room, formal dining room, kitchen with granite countertops and stainless steel appliances, a breakfast room, a huge family room, and an expansive back deck. The 2nd level offers a palatial primary suite, including a full primary bathroom with a
Welcome to this bright and airy end-unit townhome in the Richfield Station community of Chesapeake Beach. Sun-filled living spaces include a beautiful kitchen with an island and stainless-steel appliances that opens to the dining area and a spacious living room. The home backs onto serene, mature trees, filling the interior with abundant natural light through multiple windows and doors that lead
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
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
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.
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 FULL finished lower-level offering additional living and entertaining space. LL flooring New in 2024.Sitting on
Welcome to your turn-key coastal sanctuary! This 3-bedroom, 2-bathroom home in the heart of Chesapeake Beach has been completely transformed from top to bottom. Enjoy complete peace of mind with a brand-new roof, fresh siding, brand-new deck, new flooring, and fresh paint throughout. The kitchen features modern finishes and feeds seamlessly into bright, spacious living areas, while both bathrooms
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
Your Private Sanctuary Awaits! Escape to this exclusive, wooded retreat. Imagine building your dream home nestled among mature trees, just moments from the best of the Chesapeake Bay. Whether it's a morning stroll on the boardwalk, a day of crabbing and fishing or an evening of dining and entertainment, everything is at your fingertips. This is more than a lot; it's your gateway to endless
Welcome home to this beautifully updated 5-bedroom, 3.5-bath residence offering the perfect blend of space, style, and everyday comfort in a sought-after neighborhood. Situated within a highly rated school district, this home is ideal for those looking for modern upgrades, functional living spaces, and room to grow.Step inside to find spacious, light-filled living areas and generously
Opportunity to obtain a spacious home in a community with beach access. The Breezy Point Community has access to the beach through voluntary dues, not mandatory ones. The beautiful beach is within walking distance and also offers a large picnic area.The home is being sold as is by the estate. The special features include new carpet on the main level and a new roof between 2021 and 2022. Solar
Welcome to this beautifully updated coastal townhouse in the heart of Chesapeake Beach! Offering 3 bedrooms, 2.5 baths, approximately 1,976 square feet of living space and a new HVAC system, this move-in ready home combines comfort, style, and a sought-after waterfront lifestyle. Enjoy water views from the kitchen and master bedroom, plus access to a private community beach just steps away. This
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
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 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
Enjoy coastal living in this welcoming home featuring scenic views of the Chesapeake Bay right from your windows. Conveniently located just minutes from the vibrant restaurants, boardwalks, and amenities of Chesapeake Beach and North Beach, this property offers the perfect blend of coastal relaxation and local convenience. Designed for outdoor entertaining, the home boasts three multi-level
Welcome to 8212 Silverton Court, a spacious three-level rental in the Bayview Hills community of Chesapeake Beach.This home features 3 bedrooms, 3 full bathrooms, a finished walk-out basement, central air, ample storage, and two assigned parking spaces. The primary bedroom includes a private bathroom with a soaking tub and separate shower.Conveniently located near local shopping,
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