Chesapeake Beach MD Homes For Sale

Chesapeake Beach MD Homes For Sale

View all the homes for sale in Chesapeake BeachMD at a median listing home price for all budget. See pricing and listing details of Chesapeake Beach real estate for sale.

Chesapeake Beach MD Homes For Sale

$590,000
4 Beds 3 Baths
LIVE FOR SHOWINGS BEGINNING 7/31 * 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:

$435,000
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:

$739,900
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:

$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
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:

$650,000
5 Beds 4 Baths
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

$478,900
3 Beds 3 Baths
Discover an exquisite opportunity in the prestigious Summer City subdivision, where luxury meets tranquility. This stunning split foyer residence, boasts a generous 1,978 sq. ft. of thoughtfully designed living space, perfect for an exclusive lifestyle. 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. Includes 2 dishwashers, 2 electric oven/range, 2 refrigerator/freezer, 1 washer and 1 dryer, and one combo unit upstairs. The luxurious vinyl plank flooring and plush carpeting create 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 luxury 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

$1,299,000
6 Beds 5 Baths
Welcome Home to an Extraordinary Private Estate in Owens Soper Estates Hidden beyond a long, winding private driveway that gracefully meanders through 57 breathtaking acres of pristine woodland, this exceptional custom Colonial is the definition of luxury, privacy, and timeless elegance. Nestled within the prestigious Owens Soper Estates of Northern Calvert County, this is far more than a home—it is a once-in-a-lifetime opportunity to own an irreplaceable estate where every day feels like a private retreat surrounded by natural beauty, refined craftsmanship, and an unmistakable sense of grandeur. From the moment you enter the driveway, the outside world begins to disappear. Towering hardwoods, peaceful streams, abundant wildlife, and the soothing sounds of nature create an unforgettable arrival, leading you home to a place where serenity and sophistication exist in perfect harmony. Properties offering this level of privacy, luxury, and recreation are exceptionally rare and nearly impossible to replicate. Built in 2022, this stunning residence offers over 6,000 square feet of beautifully designed living space that blends refined craftsmanship with modern comfort. Every room has been thoughtfully designed to maximize elegance, functionality, and the breathtaking views surrounding the home. The expansive floor plan features four spacious bedrooms with the flexibility to easily accommodate up to six bedrooms, making it ideal for multigenerational living, guests, or personalized spaces. The home also offers 4.5 luxurious bathrooms, including a spa-inspired owner’s suite featuring a spectacular custom tiled dual shower, relaxing Jacuzzi soaking tub, and elegant finishes that create the perfect private retreat. At the heart of the home is a magnificent chef’s kitchen complete with premium finishes, an oversized center island, abundant cabinetry, and an impressive walk-in pantry. Whether hosting elegant gatherings or enjoying quiet evenings at home, this space was designed to bring people together. Two beautiful wood-burning fireplaces add warmth, charm, and timeless character throughout the living areas. The fully finished lower level expands the home’s versatility with an impressive recreation room, oversized home gym, additional flex rooms, guest accommodations, and abundant storage. Designed for today’s lifestyle, high-speed internet and two dedicated home offices allow you to work remotely while enjoying complete privacy and breathtaking natural surroundings. Outside, approximately 2.5 acres surrounding the home have already been cleared, providing the perfect canvas for a future resort-style pool, outdoor kitchen, guest house, gardens, or luxury entertaining space while preserving the beauty and privacy of the surrounding forest. Beyond the homesite, your own private outdoor paradise awaits. Miles of established trails, wide enough for ATVs, utility vehicles, horseback riding, or peaceful hikes, wind through mature hardwood forests alongside picturesque streams. Private bridge crossings provide easy access throughout the property, making every acre an adventure waiting to be explored. Rich with deer, turkey, and abundant native wildlife, this property is a dream for hunters, outdoor enthusiasts, photographers, hikers, and nature lovers alike. Mature walnut, pawpaw, and valuable hardwood trees further enhance the property’s beauty while offering future stewardship opportunities. With no HOA, you’ll enjoy the freedom to create the lifestyle you’ve always envisioned. Whether your dream includes a family compound, luxury outdoor amenities, a private homestead, or simply preserving your own secluded sanctuary, the possibilities are endless. Despite its incredible privacy, you’re only minutes from top-rated Calvert County schools, shopping, restaurants, hospitals, parks, marinas, and the charming waterfront communities of Chesapeake Beach and North Beach, offering waterfront dining, fishing boutique shops.

4485 Bristol Dr, Chesapeake Beach

Listing courtesy of CENTURY 21 New Millennium. Contact: 4439689595

$650,000
5 Beds 4 Baths
Welcome to 2643 Richfield Lane! If you've been looking for a home with plenty of space, thoughtful updates, and room for everyone, this is one you won't want to miss. This beautifully maintained 5-bedroom Colonial offers the perfect blend of comfort, functionality, and classic style. From the moment you arrive, you'll appreciate the welcoming front porch—a great spot to enjoy your morning coffee or unwind in the evening. Inside, you'll find bright, inviting living spaces with updates throughout, making this home truly move-in ready. The kitchen is the heart of the home and opens to a sunny four-season sunroom that's perfect for casual meals, relaxing with a book, or simply enjoying the view of the backyard. Just outside, the spacious deck provides the ideal setting for cookouts, entertaining friends, or spending time with family. The fully finished basement adds even more living space and includes a fifth bedroom, making it perfect for guests, a home office, a recreation room, gym, or whatever fits your lifestyle. Whether you need space for a growing family, work from home, or simply enjoy having room to spread out, this home offers the flexibility you've been searching for. Located in the desirable Richfield Station community, you'll enjoy the convenience of being just minutes from Chesapeake Beach, North Beach, marinas, restaurants, shopping, parks, and commuter routes while still coming home to a quiet, established neighborhood. This is more than just a house—it's a place to make memories. Schedule your private showing today and come see everything 2643 Richfield Lane has to offer.

2643 Richfield Ln, Chesapeake Beach

Listing courtesy of Taylor Properties. Contact:

$475,000
4 Beds 4 Baths
Fantastic opportunity to own this beautifully maintained END UNIT townhome situated on arguably the best lot in the highly desirable Bayview Hills community! Backing to open space and offering exceptional privacy, this home combines a peaceful setting with an unbeatable location for outdoor enthusiasts. Just steps from the Fishing Creek Rail Trail, you'll enjoy easy access to jogging, biking, kayaking, boating, fishing, and birdwatching. Bayview Hills residents also enjoy nearby RV and boat storage, access to top-rated schools, outdoor concerts at Rod 'N Reel, waterfront dining, shopping, Kellam's Field, the Northeast Community Center, and exclusive residents-only access to Brownie's Beach. Natural light fills the thoughtfully updated interior, which features luxury vinyl plank flooring, a new roof, skylight, and LeafGuard gutters (2021), plus a new dual-zone HVAC system (2022). Additional upgrades include modern lighting fixtures, energy-efficient wood pellet stove, and newer GE appliances. Two dedicated parking spaces are located directly in front of the home, with ample guest parking nearby. The main level offers an inviting open floor plan designed for both everyday living and entertaining. Features include a spacious living room with pellet stove, dining area, convenient powder room, bright morning room, and an upgraded kitchen with granite countertops, large center island, and newer GE appliances. Step outside to the private deck overlooking scenic open space—an ideal spot to enjoy your morning coffee or unwind at the end of the day. Upstairs, the spacious primary suite features a beautifully renovated en-suite bath, walk-in closet, and sitting area. Two additional generously sized bedrooms and a full hall bath complete the upper level. The finished walk-out lower level provides more than 800 square feet of versatile living space, including a recreation room, full bathroom, potential fourth bedroom, home office, in-law suite, laundry room, utility room, and additional storage. Sliding glass doors lead to the fully fenced backyard and attractive stone paver patio, creating even more space to relax or entertain. Don't miss this rare opportunity to own an energy-efficient, move-in-ready home in one of Chesapeake Beach's most desirable communities. Conveniently located for commuters with easy access to Joint Base Andrews, Washington, D.C., Annapolis, the Suitland Metro Station, and regional commuter bus routes. Furniture may be included upon request at no additional cost (excluding housewares, bedding and artwork). This home is truly turnkey--simply move in and start enjoying the Chesapeake Beach lifestyle!* Please note that the reserve parking spot in front is #34**

7902 Delores Ct, Chesapeake Beach

Listing courtesy of Keller Williams Flagship. Contact:

$365,000
3 Beds 3 Baths
Enjoy the Chesapeake Beach lifestyle in this 2,600 sf penthouse condo in Northern Calvert! Plenty of parking for three cars here with a 1-car garage, separate driveway and one assigned parking space too! There is also additional visitor parking available. You'll love the extra privacy offered by this condo located across from open space-- with gorgeous views of mature flowering trees from the atrium windows in the living room and views from the primary bedroom!! Has an open floor plan with a large kitchen with granite countertops, 42" cabinets and stainless-steel appliances including a built-in microwave. A large center island breakfast bar has pendant lights and a double sink. Lots of natural light in the huge living and dining room with decorative columns, and owner has upgraded the light fixtures throughout. Off the kitchen is an additional living area that's perfect for an office space or playroom. The primary ensuite upstairs has two walk-in closets. The primary bath has ceramic tiled soaking tub, separate shower and a double vanity. Upstairs has two additional bedrooms upstairs, another full bath and a laundry room. Very well maintained home with new HVAC system (2022) and an updated Ring camera that connects to an Amazon Echo Show Smart Home Control Panel with wifi and intercom. Community amenities include a playground, basketball and tennis courts, sidewalks and a walking trail that leads into town of Chesapeake Beach! HOA and condo dues include the water and sewer bill, trash service, snow removal and all exterior maintenance. Located near town shopping, restaurants, water access, boardwalk and local beaches! Excellent schools and just 30 min to Joint Base Andrews and Washington DC!

2336 Forest Ridge Ter Unit #10, Chesapeake Beach

Listing courtesy of Keller Williams Flagship. Contact:

$719,900
5 Beds 4 Baths
Price reduction and One year home warranty included!!!! Welcome to 4416 Snowy Egret Court, a stunning 5-bedroom, 3 full bath, 1 half bath home located at the end of a quiet cul-de-sac in the highly desirable Breezy Point Estates community of Chesapeake Beach. Just one mile from the Chesapeake Bay, residents enjoy beach passes and private water access all year, offering the perfect blend of coastal living and everyday convenience. This beautifully maintained home is packed with upgrades and designed for both comfortable living and entertaining. Major improvements include a new roof and expansive deck installed in 2021, new vinyl plank flooring throughout the entire home, a whole-house water softener system, updated well plumbing with a new pressure tank, and fresh paint throughout. The bright and inviting kitchen features classic white cabinetry, stainless steel appliances, generous counter space, and an open layout that flows seamlessly into the main living areas. Spacious rooms throughout the home provide flexibility for family living, guests, home offices, or hobby spaces. Step outside and discover your own private backyard retreat. The saltwater pool is perfect for cooling off on warm summer days, while the large deck offers plenty of space for grilling, entertaining, or simply relaxing and enjoying the peaceful setting. Nestled in one of Chesapeake Beach's most sought-after neighborhoods, this home offers the rare combination of community amenities, water privileges, modern updates, and exceptional outdoor living. With beach access and passes, Chesapeake Bay privileges, and a prime cul-de-sac location, 4416 Snowy Egret Court is the perfect place to enjoy the Maryland waterfront lifestyle.

4416 Snowy Egret Ct, Chesapeake Beach

Listing courtesy of Deep Roots Real Estate. Contact: 4439676687

$360,000
3 Beds 2 Baths
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 panels have been installed and will be paid in full at closing. The family is working on cleaning out the home, which is why we haven't displayed pictures of all the rooms. There are 2 bedrooms on the main level, and a 3rd bedroom was converted into a laundry/storage room. There is also a w/d hookup in the basement if you want to convert that room back to a bedroom. The lower level is partially finished and in need of renovation. There is a wood stove in the lower-level family room that heats the house during a cold spell. There are 2 spacious garages, currently full of belongings. The screened-in porch is great for entertaining and very large. There is a covered area for parking 2 cars or grilling, and plenty of concrete driveway spaces for parking. The front yard is fenced in to keep the children and pets safe. During an inspection, the septic system failed. However, currently, there is no evidence of it backing up in the house. The new price reflects issues that will need to be addressed.

4820 Sherwood Ave, Chesapeake Beach

Listing courtesy of O'Brien Realty ERA Powered. Contact: 3018632400

$685,000
5 Beds 4 Baths
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 front living room (2026), and spacious living areas filled with natural light. The fully finished lower level expands your living space with brand-new flooring (2018), a full bathroom, and a versatile bonus room that's already wired for a theater system—ideal as a media room, home gym, or fifth bedroom. Outside, the fully fenced backyard provides a private retreat where children and pets can safely run and play, while the oversized attached two-car garage offers ample room for vehicles, storage, and hobbies. Recent updates provide peace of mind, including a new dishwasher (2024), privacy fence (2022), custom primary closet system (2021), and sump pump (2018), making this home truly move-in ready. Located just steps from Bayfront Park and Brownie's Beach, you'll love being able to walk to the waterfront, enjoy beach days, fossil hunting, stunning Chesapeake Bay sunsets, and all the charm that Chesapeake Beach has to offer. Don't miss this opportunity to settle into your new home just in time to enjoy everything summer on the Bay has to offer!

3671 Middle Ground Ct, Chesapeake Beach

Listing courtesy of Real Broker, LLC - Severna Park. Contact: 8445517325

$649,500
4 Beds 4 Baths
Located in the desirable Chesapeake Village community, this beautiful Colonial-style home features 4 bedrooms, ​3.5 bathrooms, and an open floor plan designed for comfortable living and entertaining. ​The chef-inspired gourmet kitchen features rich wood cabinetry, granite countertops, a built-in wall oven and microwave, a gas cooktop, stainless steel appliances, and a large center island that provides the perfect space for meal preparation, casual dining, and gatherings. The two-story family room ​features floor-to-ceiling windows highlighted by a grand Palladian window​ offering abundant natural light.​ ​Enjoy the convenience of a main-level primary suite with dual walk-in closets and a luxurious ensuite bath featuring a soaking tub, separate shower, and dual vanities. ​​ The expansive, fully finished walkout basement includes a theater room, a full bathroom, a recreation room, and abundant storage. Additional interior highlights include a formal dining room, butler's pantry, sunroom, and hardwood plank flooring​. Enjoy the numerous outdoor spaces this home offers, including a welcoming front porch, a large deck overlooking a fenced-in backyard and a wooded treeline, and a lower-level patio with a pizza grill. Take advantage of the benefits of low-maintenance homeownership with an underground sprinkler system that keeps the landscape looking its best and fully paid-off solar panels that create seamless, energy-efficient property maintenance while keeping your electric bill remarkably low. Conveniently located in Chesapeake Beach, MD, near Bayfront Park and minutes from local attractions including the Chesapeake Beach pier, waterpark, and North Beach boardwalk, shops, and restaurants. With easy access to MD-261, MD-2, and MD-4, Baltimore, Washington, D.C., and Annapolis are all within a 30–60 minute drive​! This home offers the perfect combination of luxury, convenience, and coastal charm​. *Financing options include Conventional, ​FHA, VA, and USDA (buyer qualification and lender verification of eligibility required)*

3384 Cannoncade Ct, Chesapeake Beach

Listing courtesy of DNS Realty Group. Contact: 2404169018

$1,200,000
5 Beds 4 Baths
Everything you want in a true Chesapeake Bay waterfront property is right here. Nestled on a rare, oversized double corner lot in Chesapeake Beach, this one-of-a-kind historic waterfront estate offers unmatched charm, versatility, and income-producing potential. With a location that simply cannot be duplicated, this property delivers the ultimate coastal lifestyle just 35 minutes from Washington, D.C. Offering approximately 3,100 square feet, the main residence features five spacious bedrooms and four full bathrooms, along with a newly installed HVAC system for modern comfort while preserving its timeless character. Enjoy exceptional waterfront living with a commercial-style private pier featuring approximately 5 feet of water depth, deeper than most in the area, making it ideal for boating, fishing, and waterfront entertaining. Best of all, no flood insurance is required for this location. The property also includes a one-car garage and a livable studio with a full bathroom and kitchenette, ideal for a guest suite, private office, artist retreat, or bed-and-breakfast use. The entire third floor functions as a private apartment with its own separate exterior entrance. This fully self-contained suite includes a bedroom, living room, kitchenette, built-in washer and dryer, and a private balcony with breathtaking waterfront views, perfect for rental income, extended family, or independent guest accommodations. Ideally located within walking distance to the Chesapeake Beach Resort & Spa, as well as the boardwalk, marina, and a variety of waterfront attractions, this home offers easy access to nearby restaurants, shops, local entertainment, the water park, concerts, gaming, and seasonal events. Enjoy the best of coastal living with Bay breezes all summer long, historic charm throughout, and spectacular waterfront views from multiple rooms, including two bedrooms on the upper level. Rich with original heart of pine flooring, architectural character, and modern updates, this home stands apart from anything else on the Bay. Set on a block-long parcel that is nearly impossible to find, it offers space, privacy, and long-term value. Whether you are seeking a primary residence, vacation retreat, or income-producing investment, this truly rare Chesapeake Bay waterfront property delivers it all.

4011 27th St, Chesapeake Beach

Listing courtesy of Keller Williams Realty. Contact: (703) 679-1700

$749,900
4 Beds 5 Baths
COASTAL LUXURY MEETS EVERYDAY VACATION LIVING in Windward Key on the Chesapeake Bay. Experience the ultimate waterfront lifestyle in this four-level townhome nestled in the sought-after Windward Key community in the heart of Chesapeake Beach. Whether you are searching for a full-time residence or the perfect weekend retreat, this exceptional home offers resort-style living with water views and upscale amenities throughout. Designed for both comfort and entertaining, the home features 4 bedrooms, 4 full baths, and 1 half bath across four spacious levels filled with natural light. The main living level showcases a well-appointed kitchen, dining area, and expansive great room with a cozy gas fireplace — all enhanced by water views and an open, airy feel. The upper level hosts the primary suite along with two additional bedrooms, while vaulted ceilings create an inviting sense of space and elegance. The top level offers exceptional flexibility with its own full bath, wet bar, and private deck, ideal for a home office, guest suite, lounge, or entertainment space overlooking the Bay. The entry level provides additional finished living space with a full bath, perfect for guests, recreation, fitness, or flex living. Direct access to the attached one-car garage adds convenience and functionality. Outdoor living is elevated with multiple decks on every level, creating seamless indoor-outdoor enjoyment and endless opportunities to relax and take in the coastal setting. Residents of Windward Key enjoy exclusive amenities including a waterfront pool overlooking the Chesapeake Bay and a private beach. Located within walking distance to restaurants, shops, parks, boardwalks, marinas, nature trails, and local entertainment, this is Chesapeake coastal living at its finest.

8076 Windward Key Dr, Chesapeake Beach

Listing courtesy of RE/MAX Realty Group. Contact:

$485,000
3 Beds 4 Baths
Welcome to 4013 Seagate Square, ideally situated in the heart of Chesapeake Beach—one of the most desirable waterfront communities in Calvert County. This property offers the perfect blend of coastal charm and everyday convenience, just moments away. This spacious 3-level townhome nestled in the sought-after waterfront community of Seagate. Offering over 2,000 square feet of living space, this home features 3 bedrooms, 3.5 baths, an open and functional layout, and beautiful natural light throughout. A newer HVAC system provides added peace of mind and energy efficiency for the next owner. The main living area offers an inviting flow with generous room sizes, a cozy fireplace, and an open kitchen with table space and adjoining dining area—perfect for everyday living or entertaining. The second floor features the primary suite with a private bath and ample closet space, along with an additional bedroom and full bath. The third-floor bedroom and full bath create an ideal private guest suite, home office, or flexible bonus space. One of the true highlights of life at Seagate Square is the incredible waterfront setting and ever-changing natural beauty just outside your door. Enjoy peaceful water views filled with stunning sunrises, glowing moonlit reflections across the bay, dramatic rainbows after summer storms, and passing ships in the distance. Nature lovers will appreciate the abundance of local wildlife, including herons, osprey, waterfowl, and other coastal birds frequently seen throughout the community. The Chesapeake Bay and community dock create endless opportunities for fishing, crabbing, kayaking, paddleboarding, or simply relaxing by the water and taking in the coastal breeze. Whether enjoying your morning coffee watching the boats go by or winding down with spectacular sunsets over the bay, this is the kind of waterfront lifestyle that makes Chesapeake Beach so special. Enjoy easy access to the Chesapeake Beach Railway Trail, local marinas, fishing piers, and the town’s beloved boardwalk. Walk to dining at waterfront restaurants, boutique shops, or taking in live entertainment at the nearby resort and water park. Check out https://www.northbeachmd.gov For commuters, this location provides a manageable drive to Washington, D.C., Annapolis, and Joint Base Andrews, and PAX River, making it a great option for those seeking a peaceful retreat without sacrificing accessibility. Whether you're looking for a full-time residence or a weekend escape, Seagate Square offers a relaxed, walkable setting with a true small-town coastal feel. Stay tuned—this is one you won’t want to miss!

4013 Seagate Sq, Chesapeake Beach

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$774,900
4 Beds 5 Baths
MAJOR PRICE IMPROVEMENT. Experience an elevated waterfront lifestyle in the coveted Windward Key community, ideally positioned along the shores of the Chesapeake Bay in the heart of Chesapeake Beach. This exceptional four-level townhome blends refined design with water views, offering 3 bedrooms, 4 full baths, and 1 half bath across thoughtfully designed living spaces. Sunlight pours through expansive windows, illuminating rich cherry hardwood floors that flow throughout the main and upper levels. The main living level is designed for both elegant entertaining and everyday comfort, featuring a spacious great room with a gas fireplace, an inviting dining area, and a well-appointed gourmet kitchen with stainless steel appliances, pantry, and wine refrigerator. Step onto the private deck to take in tranquil bay and fishing creek views—perfect for morning coffee or evening gatherings. The lower level offers a versatile recreation space with a full bath and dedicated laundry room, ideal for guests or extended living, with seamless access from the attached garage. From here, step outside to your deck and connect directly to the waterfront walkway, embracing the true essence of coastal living. Upstairs, the primary suite serves as a luxurious retreat, complete with a custom closet system, additional storage, and a spa-inspired bath featuring a jetted soaking tub and separate shower. A private deck off the suite captures breathtaking water views, creating a serene escape. This level also includes an additional bedroom and full bath. The top level provides exceptional flexibility, offering a private suite with full bath and walk-in closet—perfect as a fourth bedroom, executive office, or fitness studio—opening to yet another deck with sweeping, unobstructed views of the bay. An attached garage, additional storage, and private driveway ensure convenience, while Windward Key residents enjoy exclusive amenities including a pool and private beach. Just moments from and walking distance to local dining, shopping, marinas, water sports, and the Chesapeake Beach Water Park, this home also offers easy access to Washington DC, Annapolis, Joint Base Andrews, and Northern Virginia. Live where you play—and indulge in the luxury of waterfront living every day.

8054 Windward Key Drive, Chesapeake Beach

Listing courtesy of RE/MAX Realty Group. Contact:

$699,999
4 Beds 3 Baths
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 into the kitchen with a large center island — perfect for everyday living and entertaining. Upstairs, the primary suite includes a private en suite bath, complemented by three additional bedrooms, a full hall bath, and a conveniently located laundry room. An attached garage and driveway offer ample parking. Pictures and renditions are examples only. Price will vary depending on model and selected options. Available upgrades include a larger front porch, screened porch, patio, or deck for enhanced outdoor living. A finished basement may also be an option. Additional home models are available. Ideally located with convenient access to the North Beach boardwalk, marinas, and Brownie’s Beach. Enjoy walkability to local restaurants and an easy commute to Annapolis, Washington, D.C., Joint Base Andrews, Baltimore, and Northern Virginia. TO BE BUILT home. Price shown includes base house price, lot and estimated lot finishing cost only. Lot and home are sold under separate contracts. Pricing is subject to change. Site development costs may vary.

8314 Bayside Rd, Chesapeake Beach

Listing courtesy of JPAR Real Estate Professionals. Contact: 3016844895

$390,000
6 Beds 2 Baths
Motivated Sellers with Incredible 2.75% FHA Assumable Interest Rate Available! Escape to your own private woodland sanctuary at the end of a peaceful, quiet cul-de-sac. This enchanting home is truly an artist’s dream, bathed in dappled sunshine and offering a level of tranquility that is hard to find. The interior serves as a creative canvas, currently featuring vibrant custom murals that can remain to inspire the next owner or be returned to a neutral palette—the choice is yours. Beyond its charming exterior, the home offers significantly more space than appears, boasting a versatile layout with two distinct living areas: a shared living space on the upper level and a spacious secondary living room downstairs. The heart of the home is the beautifully updated kitchen, complete with modern stainless steel appliances and stylish finishes. Durable LVP flooring flows throughout the main living areas, while plush carpeting adds comfort to the bedrooms. This expansive floor plan includes six true bedrooms with two separate living spaces. The upper level features three bedrooms, including a primary suite that serves as a private getaway with its own turf-covered walk-out deck overlooking the trees. For added convenience, the laundry is also located on the upper bedroom level. The lower level provides excellent separation of space with three additional spacious rooms that can be used for sleeping or are perfect for a home office, playroom, or studio. There is a wet bar rough-in in the lower family room to make this a great hangout spot, or create another Kitchen for a basement apartment with private rear entrance. Major updates provide peace of mind, including two updated bathrooms and a brand-new well pump installed in 2024. Outside, the backyard is primed and ready for a custom patio, offering the perfect spot to host gatherings or simply enjoy the surrounding nature. Combining modern updates, significant financial value, and a serene atmosphere, this home is a rare find for those seeking both function and inspiration.

6337 Dory Ct, Chesapeake Beach

Listing courtesy of Hyatt & Company Real Estate LLC. Contact: 4107056296

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