Chesapeake Beach Real Estate

Chesapeake Beach Real Estate

Welcome to Chesapeake Beach, Maryland—a hidden gem nestled along the picturesque shores of the Chesapeake Bay. This charming coastal town, located in Calvert County, offers a delightful blend of serene waterfront living and a vibrant community spirit. With its stunning views, rich history, and myriad recreational opportunities, Chesapeake Beach is the perfect place to call home.

As you stroll through the town, you’ll be enchanted by the quaint shops, local eateries, and the inviting atmosphere that makes this area so special. The Chesapeake Beach Railway Museum, a nod to the town’s storied past, offers a glimpse into the region's history, while the nearby beaches provide a perfect escape for sunbathing, fishing, and water sports.

For nature enthusiasts, the nearby Calvert Cliffs State Park is a must-visit. With its breathtaking cliffs and fossil-laden beaches, it’s an ideal spot for hiking and family outings. The park is not only a haven for outdoor activities but also a treasure trove for fossil hunters eager to uncover remnants of prehistoric marine life.

Chesapeake Beach also boasts a strong sense of community, with numerous events and festivals throughout the year that bring residents together. From summer concerts to seasonal farmers' markets, there’s always something happening in this lively town.

Whether you’re looking for a peaceful retreat or an active lifestyle, Chesapeake Beach offers a unique blend of both. Come explore the charm and beauty of this coastal paradise—your dream home awaits!

Newest Listings in Chesapeake Beach

3 Beds ⋅ 2 Baths

Welcome to coastal living at its finest! This beautiful 3bed/2ba home blends modern luxury with everyday comfort. The large kitchen features upgraded quartz countertops, stainless steel appliances, and island, flowing seamlessly into the spacious living room with lots of natural light and luxury vinyl plank flooring throughout. Unwind in the spa-inspired bathrooms or relax on the private screened porch after a day at the beach. Situated on a large double corner lot, this home offers a fully fenced yard with plenty of room for outdoor living, entertaining, pets, or play. Ideally located just minutes from the boardwalk, restaurants, shopping, and entertainment, this home offers the perfect combination of luxury, convenience, and coastal charm. Whether you're searching for a full-time residence, vacation getaway, or investment opportunity, this is one you won't want to miss!

3800 28th St, Chesapeake Beach

Listing courtesy of Curtis Real Estate Company. Contact:

3 Beds ⋅ 2 Baths

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 are fully updated with stylish, modern touches. Outside, you'll find a spacious detached garage offering extra storage space for tools, gear, or a workshop. Situated just minutes from Chesapeake Beach amenities—including the bay, boardwalk, water park, charter fishing, and local dining. Perfect as a primary residence, coastal getaway, or turn-key investment. Move right in!

6114 4th St, Chesapeake Beach

Listing courtesy of Taylor Properties. Contact:

4 Beds ⋅ 3 Baths

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. 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 beautifully renovated kitchen is the heart of the home, showcasing a gas range, oversized island, elegant quartzite countertops, and modern finishes throughout. Walk in Pantry * Built Ins * And a Primary Suite to Die For * Spa Like BA * Ceiling Fans * And Style the Likes of HGTV * The fully finished lower level provides additional living space and features a cozy pellet stove — perfect for relaxing evenings, movie nights, or entertaining guests. **See Doc Section for FULL LIST of UPDATES AND UPGRADES ** Step outside and enjoy the spacious composite deck overlooking the private yard, ideal for gatherings, grilling, and enjoying the peaceful surroundings. The exterior stands out with 4 garage spaces — including 2 attached garages plus an oversized detached garage/workshop offering endless possibilities for vehicles, hobbies, and storage. Nestled in a fantastic neighborhood with walking/riding paths, tot lot, Sport Courts, this home offers the perfect blend of comfort, convenience, and coastal living. HOA is only $85/Year * All THIS and Located less than a mile from the Chesapeake Bay and all that the Twin Beaches have to offer, enjoy nearby restaurants, shopping, excellent schools, public beaches, boardwalks, fishing piers, marinas, and Rod N Reel Resort & Spa. Live the Salt Life year-round while still enjoying an easy commute to Washington, DC, Annapolis, and Baltimore. Don’t miss this incredible opportunity to own a beautifully updated home in one of Chesapeake Beach’s most desirable communities!

8541 Saint Andrews Dr, Chesapeake Beach

Listing courtesy of RE/MAX United Real Estate. Contact:

3 Beds ⋅ 2 Baths

**Estate Sale – Incredible Opportunity in the Heart of Chesapeake Beach!** Don't miss this beautifully remodeled home offering the perfect combination of modern style, convenience, and small-town coastal charm. Completely renovated in 2020, this move-in-ready home features an inviting open floor plan accented by exposed beams and luxury vinyl plank flooring throughout. The stunning kitchen is the heart of the home, showcasing upgraded quartz countertops, a huge center island with pendant lighting, stainless steel appliances, and stylish floating shelves—perfect for entertaining or everyday living. The spacious primary suite easily accommodates a king-size bed and offers a walk-in closet and private ensuite bath. A separate laundry/mechanical room with a full-size washer and dryer is conveniently located off the second bedroom, while the third bedroom provides the ideal space for a home office, nursery, or playroom. Outside, you'll appreciate the level corner lot, a detached one-car garage with additional storage space, and an enormous Amish-built shed that's perfect for storing lawn equipment, holiday decorations, bicycles, kayaks, and more. Located in one of the most walkable sections of Chesapeake Beach, you'll love being able to stroll to the North Beach Boardwalk, Baia Coastal Italian, local restaurants, boutique shops, twin beaches, the Saturday morning farmers market, and the popular summer concerts at Rod 'N' Reel. Commuters will appreciate the convenient drive to Washington, D.C., and Joint Base Andrews. Whether you're looking for a full-time residence or a weekend retreat near the Chesapeake Bay, this exceptional home offers a rare opportunity to enjoy the very best of coastal living!

8400 F St, Chesapeake Beach

Listing courtesy of Keller Williams Flagship. Contact:

3 Beds ⋅ 3 Baths

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 deck—perfect 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 shoreline—an ideal place to unwind after a day on the water. Residents enjoy exclusive access to a private community pier complete with a boat lift and fishing opportunities. Every Independence Day, neighbors gather to watch the spectacular fireworks display reflected across the Chesapeake Bay, creating a tradition you'll look forward to year after year. Located less than an hour from Washington, D.C., this home offers an exceptional primary residence, weekend escape, or second home without the hassle of Bay Bridge traffic. Enjoy the charm of Chesapeake Beach with its waterfront boardwalk, community beach, farmers markets, local breweries, boutique shopping, restaurants, outdoor concerts, marinas, and year-round events—all just minutes from your door. If you've been searching for true Chesapeake Bay waterfront living with modern updates, unforgettable views, and an unbeatable coastal lifestyle, this is the one.

8337 Bay Crest Ct, Chesapeake Beach

Listing courtesy of RE/MAX United Real Estate. Contact:

2 Beds ⋅ 3 Baths

Enjoy easy, low-maintenance living in this beautifully maintained GROUND LEVEL 2-bedroom, 2.5-bath condo located in one of Chesapeake Beach's most sought-after communities, Richfield Station. Conveniently situated for commuters traveling to Washington, D.C., JBA, and Annapolis, this home also offers the opportunity to enjoy all the charm and amenities of Chesapeake Bay living. The bright, open main level is ideal for both everyday living and entertaining. The updated kitchen features stainless steel appliances, large kitchen island and opens to spacious living areas, creating a comfortable and functional layout. A convenient half bath completes the main level. Upstairs, the spacious primary suite includes two walk-in closets and a private en suite bath. A second generously sized bedroom, a full hall bath, and an upper-level laundry area provide comfort and convenience for family or guests. Spend less time on home maintenance and more time enjoying everything the Twin Beach area has to offer. The HOA/COA alleviate most exterior maintenance responsibilities, making homeownership easy and stress-free. Take advantage of easy access to walking trails, Bayside Beach, trash service, and other local amenities. This property is move-in ready and ideally located, and offers the perfect combination of comfort, convenience, and Chesapeake Beach living.

2233 Ivy Ln Unit #3, Chesapeake Beach

Listing courtesy of Samson Properties. Contact: 4439757555

4 Beds ⋅ 4 Baths

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 stall shower and separate soaking tub, a walk-in closet, and a private office. There are also three more bedrooms on the 2nd level along with another full bathroom. The basement features a rec room, plenty of storage space, a laundry/utility room, and an office/theater room with a separate outside entrance! The side yard area is fenced and there is also a storage shed in the back yard. The home is located in the awesome Highlands neighborhood, with recreation fields and a playground, and you're only a few minutes from everything that Chesapeake Beach and North Beach have to offer! This house is currently tenant-occupied, the tenants plan to move out by August 31st. Owner plans to repaint and clean property before going on the market.

8475 Saint Andrews Dr, Chesapeake Beach

Listing courtesy of Cerrito Realty, LLC. Contact: (301) 780-5880

4 Beds ⋅ 4 Baths

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 throughout. Freshly painted from top to bottom, this stunning home also features two brand-new air conditioning units, abundant new luxury flooring, updated designer lighting, a brand-new commercial-grade gas range, brand-new double wall ovens, a brand-new refrigerator, a new custom kitchen island, and countless additional improvements that make this home feel better than new. Designed with both comfort and efficiency in mind, the home features a three-zone heating system for year-round comfort and energy savings. The heart of the home is an impressive gourmet kitchen created for both everyday living and entertaining. Beautiful marble and granite countertops complement the custom cabinetry, oversized island, walk-in pantry, wine refrigerator, commercial-grade gas range, premium exhaust hood, double wall ovens, and designer finishes. The kitchen opens seamlessly into the spacious family room while the formal dining room provides an elegant space for holidays and special occasions. Step outside to the recently rebuilt 16’ x 42’ deck, overlooking the beautifully fenced backyard and lush green lawn—perfect for outdoor dining, entertaining, or simply relaxing. Upstairs, the luxurious owner’s suite feels like a private five-star retreat. Enjoy your own private balcony for peaceful mornings, evening stargazing, and seasonal glimpses of the Chesapeake Bay. The spa-inspired bath features a jetted soaking tub, while the oversized custom walk-in closet with built-in organization offers exceptional storage. Brand-new flooring extends throughout the entire second and third levels, creating a fresh, cohesive look. Additional upstairs features include spacious secondary bedrooms connected by a Jack-and-Jill bathroom, abundant natural light throughout, and a conveniently located second-floor laundry room. The third-floor bonus level offers an expansive 28’ x 22’ recreation room, ideal as a media room, playroom, guest quarters, home office, or private retreat. The walkout lower level offers soaring ceilings, direct access to the backyard, and a bathroom rough-in already in place, providing endless possibilities for a future home theater, fitness room, guest suite, or additional living space. Outside your door, experience everything Chesapeake Beach has to offer. Enjoy the nearby boardwalk, marina access for boating enthusiasts, waterfront parks, boutique shopping, fitness amenities, rooftop pool access, and an incredible selection of waterfront restaurants. Rich in history and coastal charm, Chesapeake Beach offers an unmatched lifestyle while remaining approximately 45 minutes from Washington, D.C., Annapolis, Joint Base Andrews, and NAS Patuxent River. Every detail of this remarkable home has been thoughtfully updated and meticulously maintained, offering the perfect combination of elegance, comfort, and modern convenience. 3912 17th Street is more than a home—it’s a lifestyle. Schedule your private tour today and experience luxury Chesapeake Beach living at its finest.

3912 17th St, Chesapeake Beach

Listing courtesy of CENTURY 21 New Millennium. Contact: 4439689595

5 Beds ⋅ 4 Baths

* HIGHLY MOTIVATED seller — looking to close before Labor Day. All offers welcome! * Situated on 2+ private acres, you'll find this home truly has it all! Beautifully built in 2018 and impeccably maintained inside and out, its timeless stone-front façade is as elegant as it is enduring — the perfect setting for the whole family or comfortable multi-generational living. Inside, a bright and open modern layout welcomes you. The heart of the home is a large eat-in kitchen complete with a large pantry and a charming breakfast nook, flowing into a dramatic two-story living room anchored by a gorgeous stone fireplace. Everyday living is made effortless with a well-appointed mudroom and a laundry room featuring a built-in bench and generous storage. The main level also offers a private office, a formal dining room, and a versatile room that could easily serve as a bedroom. Multiple staircases lead to the second level, where four spacious bedrooms await. The luxurious primary suite is a true retreat, boasting a large sitting area with double-sided fireplace, a built-in wet bar, two oversized walk-in closets, and an open, spa-like en-suite. The walkout-level basement expands your possibilities with an upscale kitchenette, a large open living area, an exceptionally spacious bedroom, walk-in closet, and a full en-suite — ideal as a private apartment or an in-law suite. Large windows fill the space with an abundance of natural light. Outside and beyond, the home continues to impress with a very generous 3-car garage, a large back deck overlooking a peaceful, serene backyard, and a third-story bonus room with tons of possibilities. Added conveniences include a whole-house generator, a lawn sprinkler system, and an invisible fence — thoughtful touches that deliver comfort and peace of mind. This is a rare opportunity to own a home that blends space, style, and flexibility on private acreage. Don't miss it!

3640 Estelle Ct, Chesapeake Beach

Listing courtesy of Curtis Real Estate Company. Contact:

4 Beds ⋅ 3 Baths

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, you’ll 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, this home is ready for its next chapter and offers the perfect opportunity to move in now and customize over time.

2630 Richfield Ln, Chesapeake Beach

Listing courtesy of CENTURY 21 New Millennium. Contact: 3016099000

4 Beds ⋅ 3 Baths

Welcome home to this stunning property in the highly sought‑after Lake Karylbrook community, offering a serene, private setting on over 3 acres. This immaculate, professionally designed 4‑level home features 4 finished levels, nearly 3500 sqft of finished living space, 4 bedrooms, 2.5 baths, and a welcoming front porch, a spacious deck perfect for outdoor enjoyment. Step outside and enjoy summer to the fullest with your own inground pool—perfect for relaxing or entertaining. Inside, the open and airy layout is enhanced by beautiful hardwood floors, abundant natural light, chic recessed lighting, and a charming wood‑burning fireplace. The updated gourmet kitchen is sure to impress with granite countertops and stainless-steel appliances. The finished basement provides exceptional additional living space, including a large family room with a bar and a separate rec room/man cave on the lower level. This home blends comfort, elegance, and modern updates in a peaceful, desirable neighborhood. A must‑see property. Eligible for USDA 0% down Financing!!

3611 Karen Dr, Chesapeake Beach

Listing courtesy of RE/MAX Advantage Realty. Contact:

3 Beds ⋅ 3 Baths

Priced to SELL!! Charming home located in the Summer City neighborhood, where there is NOT an HOA! Discover a Unique home that would be the perfect family home, with a mother in law suite downstairs. OR, if you want the home to pay for itself you would have several options with this home. Where you are surrounded by nature, yet still in close proximity to DC, Baltimore and Annapolis. This stunning split foyer residence, boasts a generous 1,978 sq. ft. of thoughtfully designed living space, perfect for an exclusive lifestyle, or entertaining the night away under the stars! Step inside to find a harmonious blend of elegance and functionality. The first level features a second kitchen and a traditional floor plan that flows seamlessly into a family room off the kitchen, ideal for entertaining. Perfect for a mother in law suite. The home includes 2 dishwashers, 2 electric oven/range, 2 refrigerator/freezer, 1 washer and 1 dryer, and one combo unit upstairs and have seperate electrical meters for each floor. The luxurious vinyl plank flooring and new plush carpeting downstairs creates a warm and inviting atmosphere throughout the home. Outside, the property is a private oasis, nestled on a 0.23-acre lot that backs to serene trees, offering a secluded retreat. The expansive deck, porch and balcony provide the perfect setting for al fresco dining or simply soaking in the breathtaking bay views while enjoying your morning coffee with a sunrise! Paved driveway parking and secure storage options, every detail has been considered for your comfort and convenience. Located within a bayblock setting, this home offers year-round access to the stunning Chesapeake Bay, inviting you to indulge in water-oriented activities at your leisure. Experience the ultimate in beach living, where every moment is a celebration of nature and sophistication. Don't miss your chance to call this exceptional property home! If you are looking for that perfect home that is versatile, with no HOA the opportunities are endless.

3932 Summer City Blvd, Chesapeake Beach

Listing courtesy of TCB Realtor, LLC.. Contact: 4438758847

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