Chesapeake Beach Homes for Sale

Chesapeake Beach Homes for Sale

Welcome to Chesapeake Beach, Maryland – a hidden gem nestled in the heart of Calvert County! This charming waterfront town offers a delightful blend of small-town charm and coastal living, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle by the bay.

Chesapeake Beach is renowned for its stunning views of the Chesapeake Bay, pristine beaches, and an array of recreational activities. Whether you enjoy fishing, boating, or simply soaking up the sun, this picturesque town has something for everyone. The local parks and waterfront boardwalk provide perfect spots for leisurely strolls and family picnics, while the nearby Calvert Cliffs State Park invites adventure seekers to explore its scenic trails and fossil hunting opportunities.

When it comes to homes for sale, Chesapeake Beach offers a diverse selection that caters to various tastes and budgets. From charming beach cottages and contemporary waterfront homes to spacious family residences, you’ll find properties that perfectly complement the laid-back lifestyle this town embodies. Many homes boast breathtaking views, private docks, and easy access to the water, allowing you to fully embrace the coastal experience.

With a close-knit community, excellent schools, and a vibrant local culture, Chesapeake Beach is not just a place to live, but a place to thrive. Explore the homes for sale today, and discover your dream property in this enchanting town where every day feels like a vacation. Embrace the coastal charm and make Chesapeake Beach your new home!

Newest Chesapeake Beach Homes for Sale

$624,700
4 Beds ⋅ 5 Baths
Welcome home to this spacious colonial in the sought-after, water-privileged community of Willows Colony. Featuring 4 bedrooms, 4.5 bathrooms, and hardwood floors throughout, this home offers plenty of room and a flexible unfinished basement with a workshop. Outside, you can relax on the front porch or enjoy the private, wooded backyard with a deck, patio, fish pond, shed, and 2-car garage. Best of all, the neighborhood gives you exclusive access to a private beach on the Chesapeake Bay for swimming, fishing, kayaking, and so much more!

4325 Willows Rd, Chesapeake Beach

Listing courtesy of Home Towne Real Estate. Contact: 8882252736
$579,000
3 Beds ⋅ 2 Baths
Welcome to coastal living at its finest! This beautifully updated 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:

$439,000
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:

$650,000
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
$899,900
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
$989,000
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:

$200,000
2 Beds ⋅ 3 Baths
Back to market with a HUGE price reduction! 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 of potential to create the home of your dreams. While it could benefit from some updates and repairs, its generous size, character, and inviting beach-town feel provide the perfect canvas for your vision. Residents enjoy access to a private, residents-only community beach featuring a sandy shoreline, expansive grassy areas, breathtaking sunrise views, and a pet-friendly atmosphere for leashed dogs. You'll also have free access to a nearby county park with a fishing pier, picnic areas, a playground, and nearly a half-mile of beautiful beachfront. A voluntary community civic association offers a beach key and hosts neighborhood events throughout the year, creating a welcoming sense of community. Whether you're looking for a year-round residence, a weekend getaway, or an investment opportunity, this home offers an incredible chance to add your personal style in a sought-after Chesapeake Beach location. Come discover the charm, the community, and the endless possibilities waiting for you in Breezy Point. This is an as-is where is sale.

3304 Burgess Rd, Chesapeake Beach

Listing courtesy of Keller Williams Flagship. Contact:

$599,900
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
$650,000
5 Beds ⋅ 4 Baths
Back on the market!! Looking for true privacy with NO HOA, then look no further to this quaint Colonial nested in 5.09 acres of wooded area in Chesapeake Beach. The sprawling acreage has so much to offer - sit in your screened in porch, on your back deck, or build a fire pit & experience the nature. Inside you will find a well designed floor plan with room where you need it-5 bedrooms, 3.5 baths and over 4100 finished square ft. You will be welcomed with a separate living room/office & dining room at the front of the house. The gourmet kitchen is has lots of prep space & opens to the family room allowing you to cook & converse at the same time! The family room also has a cute bay window & a cozy pellet stove for those cold nights. The screened in porch off the kitchen is & a great space to gather & relax & gives the home character. Upstairs you will find a sunlit primary suite with walk in closet, a hall bath & 3 more SPACIOUS bedrooms. The walk out basement is fully finished, with 5th bedroom & full bath, HUGE recreation space with wood stove- an entertainers dream. The home has a newer ROOF with gutter guard system, newer windows, brand new carpeting on upper level. The kitchen, baths & the main level flooring are in need up updating & are awaiting for your personal touches. Second set of washer/dryer in garage, laundry sink, 2 sheds, and a fish cutting station. Zoned for award winning schools, northern Calvert county for easy commuting to DC, Annapolis, Andrews Air Force Base & more. Also enjoy the proximity to the twin beaches, offering boardwalk, swimming, farmers market and many great restaurants. Seller is also including a 1 year home warranty through American Home Shield. You will not want to miss this WELL PRICED gem! Set up your showing today.

3555 Christiana Ct, Chesapeake Beach

Listing courtesy of RE/MAX One. Contact: 4105356291
$659,900
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:

$469,900
3 Beds ⋅ 3 Baths
Priced to SELL!! Charming home located in the Summer City! You will discover a unique home that would be the perfect for the family, with a mother in law/au pair suite downstairs. Definitely an air BNB that is ready to go, and the location is perfect! Close to the water, resorts and restaurants in Chesapeake Beach, and no HOA. This home is nestled on a beautiful lot that backs to the trees, and landscaped with mature Rose of Sharons and large shade trees. An easy commute to DC, Annapolis or Baltimore is about 35 minutes. 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! The extra living spaces can easily be made into an office, or additional bedroom. Step inside to find a harmonious blend of comfort and functionality of a relaxed beachy lifestyle. 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 an aging parent is the 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 new improvements of expanding the deck to the whole length of the house, adding a 9 foot 3 panel sliding door to gain access via bedroom #2. The new balcony off the 1st Bedroom, with the another new 9ft 3 panel sliding door provides 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
$599,900
4 Beds ⋅ 3 Baths
NEW PRICE, MOVE-IN READY, easy drive to Andrews AFB, Washington DC , the Beltway. Looking for the perfect blend of privacy and accessibility? This low maintenance Colonial-style home, nestled on a generous 2.49-acre lot offers just that! No HOA!! A private paved driveway and surrounding hardwood trees provide privacy and a quick drive to Route 4 provides the convenience. Built in 2016, this 4 BR/ 2.5 BA residence features 2,464 square feet of living space plus an unfinished basement for storage and future improvements. The kitchen has been upgraded to include app-controlled LG Thin-Q appliances and granite counters, connected to a spacious family room with modern electric fireplace. It is a great entertaining flow! The lot is very private, and from the newer rear deck you will enjoy the hardwood trees and changing seasonal colors, also many varieties of birds. The parking area is plentiful, with a front-entry attached two car garage and a detached carport that is equipped with two 240v EV-ready NEMA 14-50 outlets. This home is more than just a property; it's a sanctuary where you can create memories that last forever. Chesapeake Beach town center with stores and restaurants is close by, and Prince Frederick is a 10 minute drive for more shopping and services. The lot has a Forest Retention Area (FRA) and a natural path for hikes and discovery! See boundary line survey notes for details.

3955 Breezy Point Rd, Chesapeake Beach

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4103940990
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