Chesapeake Beach MD Real Estate & Homes for Sale

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Beds:
1
Baths:
2.00
Sq.Ft.:
862
Status:
NEW LISTING
MLS#:
MDCA2025502
Type:
Condo
Subdivision:
Horizon On The Bay Condo
Year built:
2005
Courtesy: Berkshire Hathaway HomeServices PenFed Realty 443-627-2900
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ADDITIONAL INFORMATION

Horizons On The Bay is a gated seaside community, with too many amenities to list! Relax at the rooftop pool, enjoy a meal at picnic point, work out along the bay in your new gym, or simply watch the tide from the pier. Walking distance to beaches, boardwalks, shops, dining, entertainment, and more! This unit has fantastic views from the deck. Features a 1 bedroom 1.5 bath. This community has many gathers and loves to celebrate a wide range of events.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,666
Status:
NEW LISTING
MLS#:
MDCA2025588
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.2 Acres
Year built:
1973
Courtesy: Keller Williams Flagship 410-729-7700
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ADDITIONAL INFORMATION

Prime One-Level Living in the Heart of Chesapeake Beach – Steps to Everything! Discover effortless coastal living in this charming 3-bedroom, 2-full-bathroom rambler perfectly positioned in desirable Chesapeake Beach. Enjoy true one-level convenience with no stairs to navigate and an open concept kitchen. This home sits on a desirable corner lot just steps from the vibrant heart of the Twin Beaches. With easy access to the scenic boardwalk, beaches, boutique shops, and an array of top-rated restaurants and cafes. You're literally moments away from dining at one of the area's finest spots, Baia Coastal Italian Kitchen & Wine Bar, renowned for its fresh seafood, house-made pasta, and stunning waterfront views. Inside, the open-concept layout seamlessly connects the spacious living room, dining area, and large kitchen—perfect for gatherings and everyday flow. Beautiful hardwood floors grace the common areas, adding warmth and timeless appeal. The kitchen is complete with Corian countertops, plenty of workspace, and brand-new stainless steel appliances. The entire home has been freshly painted throughout for a bright, move-in-ready feel. All three bedrooms are generously sized—a rare find in the Twin Beaches area—offering ample space for family, guests, or a home office. The level, easy-to-maintain yard is framed by a front deck and back deck, creating wonderful outdoor spaces (decks could use a little TLC to make them shine even brighter). Additional highlights include off-street parking for convenience and water views from the property, with exciting potential for enhanced bay vistas if a second story is ever added in the future. Live the Chesapeake Beach lifestyle—beach days, boardwalk strolls, fresh seafood dinners, and sunset views—all right at your doorstep. Don't miss this rare opportunity for single-level coastal charm in an unbeatable location!

Beds:
4
Baths:
5.00
Sq.Ft.:
2,632
Status:
NEW LISTING
MLS#:
MDCA2025610
Type:
Townhouse
Subdivision:
Windward Key
Lot size:
0.04 Acres
Year built:
2002
Courtesy: Coldwell Banker Realty 410-263-8686
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ADDITIONAL INFORMATION

Nestled along the tranquil shores of Chesapeake Beach, this stunning four-bedroom, four-and-a-half-bath waterfront townhouse offers 2,632 square feet of thoughtfully designed living space for those who appreciate the beauty of life by the water. Expansive decks on every level provide uninterrupted views, where you can savor gentle breezes and watch local crab boats set out at sunrise. Because of its location within the community, you can also sit on any one of your decks and catch all the concerts, for free, being held in the spring and summer at the Rod & Reel Bandshell. This is also the perfect location to catch all of the famous, Chesapeake Beach, 4th of July fireworks without every leaving home. Residents enjoy exclusive access to a private beach, pool, tennis courts, and even has a marina (marina slips are extra and are not deeded to the unit)—creating an effortless blend of leisure and coastal charm. You can also walk to restaurants and shopping within Chesapeake Beach. Whether you’re seeking a peaceful weekend retreat or a full-time sanctuary, this exceptional home offers an inviting opportunity to experience refined waterfront living at its finest.

Beds:
n/a
Baths:
Sq.Ft.:
2,139
Status:
NEW LISTING
MLS#:
MDCA2024482
Type:
Townhouse
Subdivision:
Bayview Hills
Lot size:
0.03 Acres
Year built:
2002
Courtesy: Compass 410-429-7425
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained Bayview Hills townhome, featuring 9-foot ceilings and bump-outs on every level. Step inside to a bright and spacious living room, with elegant columns framing the entry to the kitchen. Attention to detail is everywhere—from the seafoam blue pantry barn door to the custom molding —you’ll be delighted at every turn. The beautifully appointed kitchen offers white cabinetry, honed marble countertops, and a dedicated coffee bar, along with space for a kitchen table. Just off the back of the home, the sunroom provides the perfect spot to enjoy your morning coffee. The upper level features a spacious primary suite with soaring vaulted ceilings and board-and-batten detailing, creating a serene retreat. The en suite bath includes a garden tub ideal for soaking and double vanities. Two additional bedrooms and a hallway bath complete this level. On the lower level, full-size windows keep the space light and bright, making it ideal for a recreation room. Additional possible fourth bedroom, complete with an en suite bath and laundry complete this level. Sliding doors lead out to the deck, and the home backs to green space and Fishing Creek, offering privacy and peaceful views. Perfectly situated within the neighborhood, you’ll enjoy a short walk to the Chesapeake Beach Railway Trail, a scenic multi-use path crossing Fishing Creek. Bayview Hills offers fantastic community amenities, including sidewalks, a playground, and RV storage. This home includes two dedicated parking spaces directly in front, with ample guest parking nearby. Embrace the Chesapeake Beach lifestyle just minutes from the residents-only Bayfront Park Beach, with seasonal access to paddleboards and kayaks. The town’s lively event calendar features the Summer Night Festival, Independence Day fireworks over the bay at Kellam’s Field, outdoor movie nights, Art in the Park, Light Up the Town, and the Christmas Market. Experience the best of small-town coastal living with an easy commute to Annapolis, Washington, DC, and Baltimore. Don’t miss your opportunity to call Chesapeake Beach home—schedule your showing today.

Beds:
2
Baths:
2.00
Sq.Ft.:
984
Status:
NEW LISTING
MLS#:
MDCA2025428
Type:
Condo
Subdivision:
Horizon On The Bay Condo
Year built:
2005
Courtesy: RLAH @properties 301-652-0643
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ADDITIONAL INFORMATION

Stunning Chesapeake Bay panoramic water views from this luxury condominium. Features two bedrooms and 2 full baths kitchen with breakfast bar and a large balcony overlooking the Bay. Enjoy watching the Osprey, Bald Eagles, Dolphins, Sailboats, and other water sports . Wake up to the gorgeous sunrise, over the Bay, from the primary bedroom that has access to the balcony. The Primary suite has a large walk in closet and a extra double door closet, celling fan with wall to wall carpeting. Primary full bath with double sinks, linen closet, soaking tub and a separate shower. Enter from the hallway into the foyer with ceramic tile, walk into the kitchen and living area and immediately see the Bay view! Kitchen features a breakfast bar and updated beautifully stained oak cabinets. Dining area is combined with the living room with luxury vinyl floors and access to the balcony through sliding glass doors. The guest bedroom has wall to wall carpeting and access to the hall full bath The building amenities include a fitness center, roof top pool with lounge area, library, picnic area with grills and firepit, package delivery room, and a private pier with fishing and a sink with running water to clean your fresh catch . Enjoy the many resident events that include happy hours, pot luck dinners, art shows, talent fundraiser shows and much more. This unit is located about midway between both elevators for easy access to the lobby or roof top pool. The building is only 35 minutes to Annapolis and Solomon's Island, approx. 45 minutes to DC. and just a few blocks to downtown North Beach with a boardwalk, Farmers Market, Concerts and restaurants. (This is a non smoking building and no short term rentals permitted)

Beds:
2
Baths:
2.00
Sq.Ft.:
718
Status:
NEW LISTING
MLS#:
MDCA2025490
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.1 Acres
Year built:
1940
Courtesy: Samson Properties 443-975-7555
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ADDITIONAL INFORMATION

Enjoy Chesapeake Bay views and coastal charm at 3916 26th St in Chesapeake Beach. This 2-bedroom, 1.5-bath home features a welcoming front porch where you can relax and take in the water views and refreshing bay breezes. Inside, the home offers spacious rooms, an inviting layout, laminate flooring throughout, and a bright kitchen with granite countertops and stainless steel appliances. Recent updates updated kitchen and bathrooms with custom tile, and modern finishes that create a move-in ready feel. Located just a short distance from local shops, restaurants, and everyday conveniences in Chesapeake Beach and nearby North Beach, the home offers a vibrant coastal setting with great access to the waterfront community. This home offers Chesapeake Bay views and the relaxed lifestyle that makes this area so special. Home is in good condition, seller prefers to sell as is, Fireplace is 'as is' current owner has not used or inspected it.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,704
Status:
NEW LISTING
MLS#:
MDCA2025228
Type:
Single Family-Detached
Subdivision:
Brookeside
Lot size:
0.73 Acres
Year built:
1985
Courtesy: Long & Foster Real Estate, Inc. 410-535-1000
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ADDITIONAL INFORMATION

This beautiful split level home with lots of space, a large back deck, breakfast nook/ dining room, detached garage and more. This home highlights the incredible care and maintenance shown over the last 12 years. The roof on the second level replaced in 2014, the main and garage roof replaced in 2025 as well as a new skylight and insulation. Retaining walls replaced in 2017. Brand new second floor bathroom in 2020. A new HVAC in 2021. A new larger capacity hot water heater in 2023. Regular service to the septic; last pumped in 2024. New water filtration/ softener in 2024. New lower level bathroom in July of 2025. A majority of the decking was recently replaced as well. The garage door has been ordered and is pending replacement too. This one has it all and the care and love shown by the seller is obvious. Professional photography and a pre-listing home inspection is being performed as soon as possible to get it activated and ready for the lucky new owner.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,018
Status:
Active
MLS#:
MDCA2025522
Type:
Single Family-Detached
Subdivision:
North Calvert Woods
Lot size:
1.01 Acres
Year built:
2018
Courtesy: EXP Realty, LLC 833-335-7433
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ADDITIONAL INFORMATION

Welcome to 7005 Napa Drive in Chesapeake Beach, Maryland, a beautiful and modern 4-bedroom, 3.5-bathroom rambler offering the convenience of main-level living in Calvert County with space for guests, entertaining, and everyday comfort. This spacious Chesapeake Beach home features a thoughtful layout with generous living areas, comfortable bedrooms, and a primary ensuite that is an oasis. The rambler style offers easy one-level living, while additional finished space provides room for hobbies, guests, or a home office. Located in Chesapeake Beach, this home offers the best of Southern Maryland living. Enjoy nearby marinas, waterfront dining, parks, and the charm of a coastal community while remaining within commuting distance of Washington, DC, Annapolis, and Joint Base Andrews. Buyers searching for homes for sale in Chesapeake Beach, MD, 4-bedroom homes in Calvert County, or rambler-style homes with multiple bathrooms will appreciate the space, layout, and location this property provides. Whether you are looking for a primary residence, a move-up home, or a place to enjoy the Chesapeake Bay lifestyle, 7005 Napa Drive offers comfort, flexibility, and a location that connects you to everything Chesapeake Beach has to offer. Schedule your showing and discover why so many buyers are searching for homes in Chesapeake Beach, Maryland.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,016
Status:
Active
MLS#:
MDCA2024954
Type:
Single Family-Detached
Subdivision:
Summer City
Lot size:
0.41 Acres
Year built:
1995
Courtesy: RE/MAX Realty Group 301-884-9493
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ADDITIONAL INFORMATION

Welcome to 3609 Dory Books Rd! This charming rambler offers 3 bedrooms, kitchen, 1 full and 1 half bathrooms on the main level. In the fully finished basement you'll find a 4th bedroom, a 2nd full bathroom and a rec/den area, as well as laundry and storage space. Front door and all windows except the small one in the kitchen have been replaced. The large yard and deck offer plenty of space for entertaining. Parking is not an issue with the long driveway and the carport. The home is very well located, close to shopping, dining and all the Twin Beaches have to offer. And what's better? No HOA! Don't miss this opportunity!

Beds:
3
Baths:
3.00
Sq.Ft.:
n/a
Status:
Active
MLS#:
MDCA2025360
Type:
Condo
Subdivision:
Richfield Station Village
Year built:
2007
Courtesy: EXP Realty, LLC 888-860-7369
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ADDITIONAL INFORMATION

**This is a short sale property and is being sold strictly as-is. The seller will not make any repairs.** This property is full of potential! It features an open main living area with crown molding, recessed lighting, a living room, a half bathroom, and a kitchen with an island and plenty of cabinet and countertop space. The primary suite is spacious and includes a tray ceiling, two walk-in closets, and a private bathroom with a double vanity and walk-in shower. There is also a 1 car attached garage. The property is also conveniently located just minutes from the beach, shopping, dining, and other recreational options.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,600
Status:
Active
MLS#:
MDCA2025174
Type:
Single Family-Detached
Subdivision:
Baycrest
Lot size:
0.08 Acres
Year built:
1940
Courtesy: Keller Williams Flagship 410-729-7700
View additional info

ADDITIONAL INFORMATION

Imagine waking up to the sound of gentle waves and stepping outside with your morning coffee to watch the sun rise over the Chesapeake Bay. Welcome to your waterfront retreat in the heart of Chesapeake Beach. Perfectly situated on C Street, just a short stroll to the Veterans Memorial, this charming two-story home offers 4 bedrooms, 2 full bathrooms, and approximately 1,600 square feet of inviting living space with breathtaking bay views from both levels. Whether you prefer relaxing on the back porch or stepping out onto the second-story balcony, you will have front-row seats to some of the most beautiful views the Bay has to offer. Step inside and you are greeted by a versatile entry space ready to become whatever you need, a welcoming mudroom, a cozy reading nook, or the perfect drop zone after a day on the water. The main level features a full bathroom with a soaking tub and a convenient laundry closet, making everyday living simple and functional. At the heart of the home, the charming kitchen offers abundant cabinet storage, stainless steel appliances, and a stunning double farmhouse sink. Just off the open kitchen, the dining area invites gatherings filled with laughter and lingering conversations. The cozy living room creates the perfect setting for peaceful evenings, while sliding glass doors lead out to the back deck, blending indoor comfort with outdoor beauty. Natural light pours through windows throughout the home, creating a bright and airy atmosphere in every room. Upstairs, you will find four bedrooms. The owner’s suite offers additional space ideal for a desk or wardrobe area, along with direct access to a shared balcony overlooking the Bay, also accessible from a second bedroom. Imagine ending your evenings there, listening to the water and watching the sky turn shades of pink and gold. Outside, the fenced backyard offers both privacy and possibility. Step down from the deck and follow your yard directly to the Chesapeake Bay, where protective rocks line the shoreline and the water becomes an extension of your backyard. An outdoor storage closet at the front of the home provides added convenience for beach gear and seasonal items. Roof, siding, majority of windows, and heat pump ALL replaced in 2022. This is more than a home. It is a lifestyle. Waterfront living, small-town charm, and everyday moments made extraordinary by the view.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,230
Status:
Active
MLS#:
MDCA2025342
Type:
Single Family-Detached
Subdivision:
Breezy Point
Lot size:
0.29 Acres
Year built:
1938
Courtesy: EXP Realty, LLC 888-860-7369
View additional info

ADDITIONAL INFORMATION

Discover your private nature lover's sanctuary, where bald eagles and ospreys nest in your backyard. Nestled at the end of a secluded, county-maintained road, this fully renovated 2-bedroom, 1-bath retreat offers ultimate privacy just steps from the Chesapeake Bay—remote bliss with easy access to marinas, beaches, and amenities. Beachcomb for shark teeth along the shore, launch your boat nearby, paddleboard the bay, or kayak the tranquil creek. Perfect as a starter home, serene weekend getaway, or income-producing VRBO rental. Complete 2024/2025 Renovations: New 25-year architectural shingle roof, Energy-efficient mini-split HVAC for year-round comfort, All-new kitchen cabinets and appliances, Brand-new washer/dryer stack, Custom tile bathroom, Fully replaced plumbing and electrical systems, All-new flooring and subfloor throughout, Stone/brick fireplace in living room, Tested well with new pressure tank, Detached garage/workshop with electricity, Expansive screened back porch for peaceful evenings. Secluded Community Benefits: Voluntary HOA: Only $50/year, Free Breezy Point public beach access passes convey: https://www.calvertcountymd.gov/BreezyPoint

Beds:
4
Baths:
3.00
Sq.Ft.:
1,802
Status:
Active
MLS#:
MDCA2025262
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
0.15 Acres
Year built:
2026
Courtesy: JPAR Real Estate Professionals 301-684-4895
View additional info

ADDITIONAL INFORMATION

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.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,687
Status:
Active
MLS#:
MDCA2025288
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
3.73 Acres
Year built:
1980
Courtesy: TTR Sotheby's International Realty 410-280-5600
View additional info

ADDITIONAL INFORMATION

Set on just over 3.7 acres with views of Fishing Creek, this Chesapeake Beach property combines acreage, and water views. The main level includes three bedrooms, one full bath, a living room, dining room, and kitchen with access to the remodeled rear deck overlooking the creek. The lower level features a finished family room with a pellet stove, walk-out access to a large fenced backyard, patio, and open yard space, along with an additional full bath, large storage space and laundry room. Convenient to local beaches, waterfront restaurants, the Chesapeake Beach Resort & Spa and Casino, North Beach and offers reasonable access for commuters to Annapolis, Washington, D.C., and surrounding areas.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,700
Status:
Active
MLS#:
MDCA2024816
Type:
Single Family-Detached
Subdivision:
Baycrest
Lot size:
0.05 Acres
Year built:
2006
Courtesy: Redfin Corp 301-658-6186
View additional info

ADDITIONAL INFORMATION

Open House Sat 2/21, 1PM - 3PM! Welcome to 8229 Bayside Road, where elevated bayside living meets everyday convenience in the heart of Chesapeake Beach. This beautifully maintained four-bedroom, 3.5-bath residence offers views of the Chesapeake Bay and an unbeatable walkable lifestyle along the water. Spanning four finished levels and serviced by a private elevator reaching every floor, this home was designed for comfort and accessibility. The top-level primary suite is a true retreat, complete with private elevator access, stunning bay views, private bathroom and your very own lighthouse beacon that can actually be seen from the bay! Wake up each morning to the shimmer of the water and end your evenings on your private balcony with a cool breeze and your beverage of choice. The home is in excellent condition and thoughtfully laid out to maximize both space and light. Generously sized bedrooms, multiple gathering areas, and well-appointed baths provide flexibility for everyday living and hosting guests. Garage and driveway parking are off-street. Whether you’re looking for a full-time residence or a weekend escape, this home offers the perfect balance of function and relaxation. Step outside and embrace the lifestyle that makes Chesapeake Beach so special. Everything you need is within walking distance - restaurants, local shops, a grocery store, marinas, fishing spots, and water activities. Spend your afternoons strolling the boardwalk, enjoying waterfront dining at local favorites like Rod ‘N’ Reel Restaurant, Traders & Baia Coastal, exploring the marina, or watching the boats roll in. Jet ski rentals, beaches, live entertainment, and even more dining options are just moments from your front door. In fact, you’re only a short walk to neighboring North Beach, expanding your access to even more waterfront charm, restaurants events, and recreation. Here, you truly can park your car and leave it—this is bayside living at its most convenient and vibrant. Select photos are virtually staged.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,099
Status:
Active
MLS#:
MDCA2025124
Type:
Single Family-Detached
Subdivision:
Bayview Hills
Lot size:
0.25 Acres
Year built:
2002
Courtesy: Keller Williams Flagship 410-729-7700
View additional info

ADDITIONAL INFORMATION

Welcome to your next chapter in the community of Chesapeake Beach — where comfort, functionality, and thoughtful upgrades come together in a truly special home. From the moment you arrive, the cozy front porch invites you to slow down and stay awhile. Step inside to discover beautifully contrasted dark floors flowing seamlessly throughout the entire home, complemented by abundant natural light that fills every room. The main level offers a welcoming and functional layout. Enter through the front door to a charming family room on your right, which flows effortlessly into the dining room — perfect for everyday meals or hosting gatherings. Continue into the bright and airy kitchen featuring stainless steel appliances, crisp white cabinetry, beautiful countertops, a large sink with a pull-out faucet, and space for a breakfast nook to enjoy your morning coffee. Just beyond, the spacious living room provides additional room to relax and entertain. A convenient half bath and interior access to the attached front-load garage complete the first floor. Step outside from either the dining room or living room through sliding glass doors onto your partially covered back porch — ideal for cozy evenings in any weather. The uncovered portion offers stairs leading down to a large, fully fenced backyard ready for your vision. Whether you dream of play space, entertaining areas, or expanding your garden, this yard is ready to become your personal retreat. Upstairs, gorgeous stairs lead to four bright and inviting bedrooms, each with generous closet space and plentiful windows. The hall bath is centrally located, while the spacious owner’s suite offers a private ensuite bath featuring a stunning shower with built-in seating and a large walk-in closet. But what truly sets this home apart are the thoughtful upgrades and future-forward features: • Fully paid solar panels provide year-round energy savings. • A 50A outlet outside the garage with a 10kW EV charger makes electric vehicle ownership effortless. • The garage is equipped with a 30A outlet for an RV or welder, plus a pull-down ladder accessing a convenient storage loft. • Ready to build your homestead? The backyard includes young but producing fruit trees — apples, pears, cherries, almonds, plums, peaches, and persimmons — along with raspberry and blueberry bushes. There’s also a history of successful vegetable gardening. Recently pruned crape myrtle trees in the front and backyard are ready to flourish beautifully this spring and summer. This is more than a house — it’s a lifestyle opportunity combining modern efficiency, flexible space, and the charm of Chesapeake Beach living. If you’ve been waiting for a home that offers both comfort today and smart investments for tomorrow, this is it.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,049
Status:
Active
MLS#:
MDCA2025026
Type:
Townhouse
Subdivision:
Windward Key
Lot size:
0.04 Acres
Year built:
1989
Courtesy: RE/MAX One 410-535-6291
View additional info

ADDITIONAL INFORMATION

Welcome to 8074 Windward Key Drive – a stunning four-level coastal townhome offering sweeping double sided water views, stylish updates, and exceptional outdoor living on every floor! Perfectly situated in the sought-after Windward Key community, this residence delivers the best of Chesapeake Bay living with resort-style amenities and thoughtful modern design throughout. Step inside to a bright, open main level featuring gleaming hardwood floors, a cozy fireplace, and a beautifully updated kitchen complete with newer stainless-steel appliances, generous counter space, and abundant cabinetry. The spacious dining and living areas flow seamlessly to an outdoor deck—perfect for relaxing, entertaining, or taking in the fresh bay breeze. Upstairs, the primary suite has been completely remodeled with a modern, spa-inspired bath, large walk-in closet, and a private balcony ideal for morning coffee or evening sunsets. An additional oversized water view bedroom (formerly two separate rooms and easy to convert back if the space is needed) and an additional fully renovated bath complete this level, offering comfort and flexibility for guests or family. The top-level suite provides incredible versatility—use it as a guest retreat, home office, or ultimate entertainment space. It features a private bath, bar space, and an expansive deck with water views that make every gathering feel special. The lower level adds even more living space, fully renovated with a family room that opens to a covered porch — an inviting, shaded area for outdoor dining or unwinding after a day on the bay. You can't forget the attached garage, private driveway, and ample community parking for visitors. Ensuring that parking and storage are never an issue! Enjoy the Windward Key lifestyle with access to a private marina, bayside beach, sparkling pool, and newly added pickleball courts. Whether you’re seeking a full-time coastal residence or a weekend escape, this home offers comfort, luxury, and Chesapeake charm in every detail. Stroll to shops, dining, parks, entertainment, trails beaches, boardwalks, and more! Located in the heart of Chesapeake Beach, this property is conveniently located within walking distance to many amenities and just a short commute to Washington DC, NoVa, AAFB, Annapolis, and Ft Meade. 8074 Windward Key Drive — where waterfront views, modern style, and easy coastal living come together beautifully.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,056
Status:
Active
MLS#:
MDCA2024940
Type:
Single Family-Detached
Subdivision:
Summer City
Lot size:
0.34 Acres
Year built:
1995
Courtesy: Compass 410-429-7425
View additional info

ADDITIONAL INFORMATION

"Discover coastal charm at 6315 5th Street in Chesapeake Beach! This inviting home offers the perfect blend of comfort and convenience, just moments from the bay. Whether you're strolling to local shops, dining at nearby restaurants, or enjoying the sandy beaches, this location delivers the ultimate lifestyle. Don't miss your chance to make this your new retreat!"

Beds:
4
Baths:
2.00
Sq.Ft.:
1,850
Status:
Active
MLS#:
MDCA2025074
Type:
Single Family-Detached
Subdivision:
North Chesapeake Beach
Lot size:
0.3 Acres
Year built:
1976
Courtesy: Compass 410-429-7425
View additional info

ADDITIONAL INFORMATION

NEW ROOF INSTALLED!! NEW EXTERIOR PAINT!! This well-maintained home offers bright, open living spaces within the Chesapeake Beach town limits. Natural light, hardwood floors, and an easy flow between the living, dining, and kitchen areas create a comfortable setting for everyday living and entertaining. The updated kitchen features a center island, ample cabinetry, and an open dining area with sliding glass doors leading to the backyard. The lower level offers multiple living spaces with flexibility for a home office, guest area, recreation room, or additional family room. Situated at the end of the street, the home enjoys a nicely sized yard with room to relax, garden, or entertain. Living within the town limits provides convenient access to local beaches, boardwalks, dining, marinas, and community amenities, while still offering an easy commute to Annapolis, Joint Base Andrews, and Washington, DC. This home is located within the Town of Chesapeake Beach and residents have access to discounted beach access rates and more.

Beds:
5
Baths:
3.00
Sq.Ft.:
1,868
Status:
Active
MLS#:
MDCA2024512
Type:
Single Family-Detached
Subdivision:
Summer City
Lot size:
0.18 Acres
Year built:
1995
Courtesy: Home Towne Real Estate 410-286-9632
View additional info

ADDITIONAL INFORMATION

This 5-bedroom, 3-bathroom home is ready for new owners! Located on a quiet cul-de-sac with a huge fenced-in backyard and a spacious deck off the kitchen. Convenient Chesapeake Beach location, close to the Chesapeake Bay, and all the amenities that Chesapeake Beach has to offer! Bayfront Park, shopping, restaurants, the water park, ballparks, playgrounds, community center, marina, boardwalks, and nature trails! Easy commute to Joint Base Andrews, Pax River, Annapolis, and DC.

Beds:
n/a
Baths:
Sq.Ft.:
1,664
Status:
Active
MLS#:
MDCA2024340
Type:
Single Family-Detached
Subdivision:
Summer City
Lot size:
0.28 Acres
Year built:
2008
Courtesy: Hyatt & Company Real Estate LLC 410-705-6296
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ADDITIONAL INFORMATION

Welcome to this recently updated colonial-style home in the Chesapeake Beach, Maryland. Freshly painted throughout with new doors, professionally cleaned carpeting and a recently power-washed exterior, this home has curb appeal and is move-in ready. The home's layout features generously sized bedrooms and a bathroom on each floor. This is an ideal space for both everyday living and entertaining. The finished basement expands the living space even further--perfect for a recreation room, home office, personal gym, or guest suite. Located just minutes from waterfront attractions, shops, and dining. Don't miss this opportunity to make this beautifully refreshed home your own.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,336
Status:
Active
MLS#:
MDCA2024284
Type:
Single Family-Detached
Subdivision:
Willows Colony
Lot size:
0.16 Acres
Year built:
2005
Courtesy: RE/MAX One 410-535-6291
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ADDITIONAL INFORMATION

Relax on the front porch and take in the Chesapeake Bay views from this spacious home in the highly desirable Willows Colony community. Just a short walk to an incredible private community beach! Inside, you’ll find durable LVP flooring throughout the main level and upstairs hallway, a bright kitchen with stainless steel appliances, and a large back deck perfect for entertaining or unwinding outdoors. The home also features a full unfinished basement, ideal for abundant storage or the opportunity to add future living space. Located in Northern Calvert County, this home offers the perfect balance of coastal living and convenience, with easy commuting to larger cities such as Washington, D.C., Annapolis, and Northern Virginia.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,137
Status:
Active
MLS#:
MDCA2024214
Type:
Single Family-Detached
Subdivision:
Christiana
Lot size:
1.58 Acres
Year built:
1989
Courtesy: Blackwell Real Estate, LLC 443-221-4120
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ADDITIONAL INFORMATION

One-Year Home Warranty Included at Settlement • If you’re looking for a home that feels calm, private, and flexible—without feeling isolated—3545 Christiana Ct is the kind of place that makes sense the longer you’re there. • Set on 1.58 acres at the end of a quiet cul-de-sac in Chesapeake Beach, this 5-bedroom, 3-bath home offers space to spread out while still supporting real-life routines, commutes, and changing needs. • The layout works especially well for multi-generational living, guests, or anyone who values separation of space. The fully finished lower level includes its own kitchen, living area, bedroom, and office, making it feel more like a private suite than a traditional basement—ideal for extended family, older children, or a work-from-home setup. • Upstairs, the main level feels warm and livable with comfortable bedrooms, generous closets, and a primary suite with its own bath. The family room sits just off the kitchen and centers around a fireplace—an easy place to unwind at the end of the day. • Outside is where the home really opens up. The yard is gently sloped and backs to trees, offering a sense of privacy that’s hard to find. Two rear decks provide great options for morning coffee, outdoor meals, or relaxed weekends with friends. • The home is well-situated for commuters, with convenient access to Naval Air Station Patuxent River, Joint Base Andrews, Annapolis, and Washington, DC—making it a practical choice for those balancing work and home life. • There’s no HOA, a two-car garage, and plenty of room for storage, hobbies, or future plans. The main-level kitchen was previously adjusted to create a fifth bedroom; if a buyer prefers the original layout, it can be converted back prior to settlement. • The neighborhood is established, quiet, and friendly, with access to Calvert County Public Schools and everyday conveniences—without the feel of constant traffic or congestion. • It’s the kind of home that doesn’t try too hard—but once you’re there, it’s easy to picture how naturally it could fit your life. ----- Key Highlights • 5 bedrooms / 3 full baths • 1.58 acres on a quiet cul-de-sac • Two kitchens — ideal for multi-generational living • Finished lower level with private suite feel • Two rear decks with wooded privacy • No HOA • Two-car garage • Calvert County Public Schools • One-year home warranty included at settlement

Beds:
5
Baths:
3.00
Sq.Ft.:
1,872
Status:
Active
MLS#:
MDCA2024346
Type:
Single Family-Detached
Subdivision:
North Chesapeake Beach
Lot size:
0.13 Acres
Year built:
1955
Courtesy: Houwzer, LLC 202-866-8787
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ADDITIONAL INFORMATION

5 bedrooms, 3 full bathrooms, 4 car garage, 3 attics, no HOA, parking for RV's, boats, trailers, large deck, near boardwalk and beach, near grocery store and restaurants, near casino, City water and sewer, refurbishing completed years ago, current rental.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,180
Status:
Active
MLS#:
MDCA2024344
Type:
Single Family-Detached
Subdivision:
Richfield Station Village
Lot size:
0.62 Acres
Year built:
1998
Courtesy: Home Towne Real Estate 410-286-9632
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ADDITIONAL INFORMATION

Welcome to Northern Calvert County’s Richfield Station! This approximately 3,200 sq ft home combines comfort, updates, and community perks on a cul-de-sac in the Town of Chesapeake Beach—where weekly trash, recycling, bulk pick-up, and snow removal are provided. A welcoming foyer opens to hardwood floors, a formal dining room with bay window, and a spacious family room with custom wall-to-wall built-ins. The upgraded kitchen features quartz countertops, soft-close cabinetry, under cabinet lighting and stainless-steel appliances. Directly off of the kitchen is a screened-in porch with skylights and a storage shed underneath. Next is a Trex-upgraded outside deck with octagonal step-down and stairs leading to the fenced yard. Upstairs are four bedrooms and two full baths, including a large primary suite with en-suite bath and plenty of closet space with a walk-in closet; fresh interior paint and new wall-to-wall carpeting complete the level. The full, walkout basement (Anderson sliding door) is largely finished and offers a versatile recreation room with track lighting, a wet bar with sink, a custom mantel with Lennox gas fireplace, additional cabinetry with pull-out drawers, laminate flooring, and a full bath with shower—providing excellent flex space or a potential 5th bedroom (buyer to confirm requirements). Recent improvements include brand-new high-efficiency double-hung windows with a transferable warranty, a 2018 roof with a 40-year transferable warranty, and a 2024 water heater. Additional benefits include storage attic space in both the house and garage and storage beneath the screened porch. The home backs to a wooded area, and the HOA offers playgrounds, an open field, tennis, pickleball, and basketball courts. Area trails connect to Fishing Creek Trail and the Chesapeake Beach Railway Trail, with the town’s new Beach Elementary and Calvert County public library facilities nearby. Come see this gem of a home in one of the most desirable neighborhoods!

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

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Chesapeake Beach Real Estate

Chesapeake Beach is located in Maryland. Chesapeake Beach, Maryland has a population of 6,303. Chesapeake Beach is more family-centric than the surrounding county with 44.43% of the households containing married families with children. The county average for households married with children is 34.94%.

The median household income in Chesapeake Beach, Maryland is $120,194. The median household income for the surrounding county is $120,295 compared to the national median of $69,021. The median age of people living in Chesapeake Beach is 42.5 years.

Chesapeake Beach Weather

The average high temperature in July is 86.9 degrees, with an average low temperature in January of 24.7 degrees. The average rainfall is approximately 44.2 inches per year, with 15.8 inches of snow per year.

Chesapeake Beach Map

Chesapeake Beach Real Estate Market Conditions

  • Median sales price

    $225,000
    10.7%
    change since last quarter
  • # Active listings

    31
    30-day change

Chesapeake Beach Schools and Demographics

Education near Chesapeake Beach, MD

City County
High School Graduates 94.41 94.53
College Degree - 2 year 9.42 8.71
College Degree - 4 year 47.07 35.7
Graduate Degree 18.4 12.4
Expenditures per Student 16,725 16,725
Students per Teacher 15.6 15.6

Elementary Schools near Chesapeake Beach, MD

Grades Students P/T Ratio ZIP
Beach Elementary School PK - 05 573 18.4 20732
Huntingtown Elementary School KG - 05 475 17.7 20639
Mount Harmony Elementary School KG - 05 523 16.8 20736
Plum Point Elementary School PK - 05 554 16.5 20639
Sunderland Elementary School PK - 05 727 17.7 20689
Traceys Elementary School KG - 05 382 15.7 20779
Windy Hill Elementary School PK - 05 736 18.4 20736

Middle Schools near Chesapeake Beach, MD

Grades Students P/T Ratio ZIP
Northern Middle School 06 - 08 669 18 20736
Plum Point Middle School 06 - 08 709 17.1 20639
Windy Hill Middle School 06 - 08 759 18.2 20736

High Schools near Chesapeake Beach, MD

Grades Students P/T Ratio ZIP
Huntingtown High School 09 - 12 1,444 16.7 20639
Northern High School 09 - 12 1,518 17.8 20736

Demographics near Chesapeake Beach, MD

City County
Neighborhood Type Small town
Population 6,303 92,515
Population Density 2,341 434
Median Age 42.5 40.2
People per Household 2.4 2.8
Median Household Income 120,194 120,295
Average Income per Capita 55,071 50,496

Real estate near Chesapeake Beach