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Chesapeake Beach MD Real Estate & Homes for Sale

25 Properties Found

The median home value in Chesapeake Beach, MD is $475,200. This is higher than the county median home value of $360,000. The national median home value is $308,980. The average price of homes sold in Chesapeake Beach, MD is $475,200. Approximately 81.5% of Chesapeake Beach homes are owned, compared to 13.5% rented, while 5% are vacant. Chesapeake Beach real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Chesapeake Beach real estate agent to arrange a tour today!
Learn more about Chesapeake Beach Real Estate.


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Beds:
2
Baths:
1.00
Sq.Ft.:
1,253
Status:
NEW LISTING
MLS#:
MDCA2027056
Type:
Single Family
Subdivision:
WILLOWS COLONY
Lot size:
0.19 Acres
Year built:
1952
A broker reciprocity listing Courtesy: Long & Foster Real Estate, Inc.
View additional info

Wake up to breathtaking sunrises and sweeping waterfront views in this charming coastal retreat with access to the Chesapeake Bay and a sandy beach area. Perfect as a vacation getaway or year-round residence, this property offers the ideal blend of relaxation and waterfront living. An additional building lot is included, providing endless possibilities - keep it separate for added value or combine the parcels to create your dream waterfront estate with room for a much larger home. Enjoy boating, beach days, and peaceful coastal living in a truly special setting. A very unique and rare opportunity!

Beds:
4
Baths:
5.00
Sq.Ft.:
3,148
Status:
NEW LISTING
MLS#:
MDCA2027094
Type:
Townhouse
Subdivision:
WINDWARD KEY
Lot size:
0.06 Acres
Year built:
2001
A broker reciprocity listing Courtesy: RE/MAX Realty Group
View additional info

Experience unparalleled WATERFRONT LUXURY in the highly sought-after Windward Key community on the Chesapeake Bay. This exceptional four-level end-unit garage townhome has been extensively updated with stunning coastal-modern finishes and offers breathtaking panoramic Bay views from nearly every room. With the Chesapeake Bay quite literally as your backyard, this home delivers a lifestyle that feels like a year-round vacation. Designed to maximize natural light and showcase the expansive water views, the home features 4 bedrooms and 4.5 beautifully appointed bathrooms with high-end fixtures and finishes throughout. The modern kitchen is thoughtfully designed for both everyday living and entertaining, while rich hardwood flooring and sophisticated updates create a seamless blend of elegance and comfort. The spacious great room serves as the heart of the home, offering walls of windows that frame the Bay and create an incredible backdrop for daily living. Each of the four levels features its own private deck, providing multiple outdoor spaces to relax, entertain, and enjoy the coastal scenery. All decking and stairways have been replaced with maintenance-free materials and modern rail systems for lasting beauty and ease of ownership. A wide stamped concrete driveway and garage provide ample parking options - a rare convenience for waterfront living. The owners have spared no expense in transforming this property into a truly turnkey luxury retreat. Windward Key residents enjoy premier community amenities including a private beach, waterfront pool, a pickleball court, and scenic walkways along the Bay. Ideally located in the heart of Chesapeake Beach, this home is within walking distance to local restaurants, shopping, marinas, waterfront attractions, water sports, and the Chesapeake Beach Water Park. Convenient commuting access to Washington, DC, Annapolis, Joint Base Andrews, and Northern Virginia makes this the perfect full-time residence or weekend escape. Do not miss this rare opportunity to own a spectacular piece of Chesapeake Bay waterfront paradise.

Open House:

Saturday, 5/16 11:00-3:00PM

Beds:
4
Baths:
4.00
Sq.Ft.:
2,613
Status:
NEW LISTING
MLS#:
MDCA2026972
Type:
Single Family
Subdivision:
PINEWOOD ACRES
Lot size:
3 Acres
Year built:
1986
A broker reciprocity listing Courtesy: CENTURY 21 New Millennium
View additional info

For those seeking privacy and tranquility, this residence presents an ideal opportunity. Meticulously maintained and upgraded. Upon entering, one is immediately impressed by the inherent elegance of the property. Spanning over 2,600 square feet, this home features four bedrooms and three and a half bathrooms. The main level showcases a beautifully appointed kitchen with granite countertops and custom cabinetry, a living room seamlessly integrated with the dining area, and a convenient half bath. The expansive family room includes a wood-burning fireplace and provides access to one of the property's multiple decks. The upper level comprises three bedrooms and two full bathrooms, with the primary bathroom recently updated with exquisite tile work. Proceed to the lower level to discover a comprehensive suite of amenities, including a full kitchen, family room, dining area, bedroom, office, and full bathroom. Furthermore, the property extends beyond the interior, offering a remarkable exterior landscape. This expansive 3-acre property ensures both privacy and serenity. Envision hosting events by the pristine pool or simply relaxing on the deck. The location provides convenient access to local attractions such as the boardwalk, water park, beaches, dining establishments, and retail outlets. Given the anticipated demand, we encourage you to schedule a showing promptly. Agents are advised that the access road is a shared right-of-way among three neighboring properties.

Open House:

Saturday, 5/16 1:00-3:00PM

Beds:
3
Baths:
2.00
Sq.Ft.:
2,042
Status:
NEW LISTING
MLS#:
MDCA2026926
Type:
Townhouse
Subdivision:
CHESAPEAKE STATION
Lot size:
0.09 Acres
Year built:
1982
A broker reciprocity listing Courtesy: RE/MAX United Real Estate
View additional info

When it comes to WATERFRONT VIEWS you are not going to find much better than this SPECTACULAR LOCATION! Located just an hours drive to Washington DC, you will never want to leave once you have sampled the sweeping 180 degree views of the Chesapeake Bay! You can walk out to the waters edge in just 60 feet from your lower level. You can experience the rising sun every morning. In turn key condition, you will find that most everything has been replaced or upgraded since 2017! Windows are Pella and Anderson Renewal for top of line quality. Beautiful kitchen with huge island which seats 8 people all with tantalizing water views. Hardwood floors adorn the main level and the lower level features extra high pile carpeting with lux padding. Two propane fireplaces keep you extra warm in the winter months. Every single room has water views! Entertain in high style from your kitchen, deck off the family room with retractable canopy, or go to the ground level and enjoy your recreation room with stunning views and a great covered patio to enjoy yet even more views of the Bay. The heat pump is less that 1year old and everything else looks new! Enjoy walking to the Chesapeake Resort for dining, concerts, casino and much more. Your water views will even beat the Resort Views. You will have a community private sandy beach as well as a place to launch your kayak and storage. Want pool privilege's? Just dock your boat at the Resort and you have use of the indoor and outdoor pool. Walk to Roland's Grocery store across the way and enjoy the farmers markets, restaurants, shopping in North and Chesapeake Beach. You have not seen anything like this before and this particular home sit's closer to the Bay than any the other homes in Chesapeake Station. If you have been searching for just the right water property, look no further.!

Beds:
5
Baths:
4.00
Sq.Ft.:
3,364
Status:
Active
MLS#:
MDCA2026890
Type:
Single Family
Subdivision:
OWEN SOPER ESTATES
Lot size:
3 Acres
Year built:
1986
A broker reciprocity listing Courtesy: EXP Realty, LLC
View additional info

Welcome to this beautifully maintained 5-bedroom, 3.5-bath home situated on 3 private acres located on a quiet dead-end street - offering space, privacy, and convenience all in one. The home features an updated kitchen and renovated bathrooms, along with a finished basement complete with a second kitchen, bedroom, full bath, and separate entrance, creating excellent flexibility for guests, extended family, or multi-generational living. Major system updates provide peace of mind, including a NEW water heater, NEW HVAC systems (2023 & 2026), a metal roof (2015), and new vinyl siding (2021). Enjoy everyday functionality with a convenient mudroom and outdoor living on the spacious deck overlooking a private backyard. The property is ready for your homestead dreams - perfect for chickens, gardening, or simply enjoying wide-open space. With no HOA, a highly rated school district, proximity to area beaches, restaurants, entertainment and an ideal commuter location, this property offers the best of peaceful living with easy access to everything you need. Make your appointment today.

Open House:

Saturday, 5/16 10:00-12:00PM

Beds:
5
Baths:
4.00
Sq.Ft.:
6,715
Status:
Active
MLS#:
MDCA2026524
Type:
Single Family
Subdivision:
NORTH CALVERT WOODS
Lot size:
2.25 Acres
Year built:
2018
A broker reciprocity listing Courtesy: Hyatt & Company Real Estate LLC
View additional info

***VA Assumable @ 2.375%! Welcome to 3640 Estelle Ct - where space, function, and location come together on 2.25 private acres in Chesapeake Beach. This thoughtfully designed home offers flexibility for today's lifestyle, featuring a dedicated main-level home office and a potential main-level bedroom - ideal for guests or multi-generational living. The open-concept layout flows into a stunning two-story family room and spacious kitchen, perfect for everyday living and entertaining. Upstairs, the expansive primary suite includes dual walk-in closets and a private sitting room, creating a true retreat. Additional bedrooms are generously sized, with a well-designed upper-level layout. The finished basement expands your options with a private in-law suite setup - ideal for extended stays, guests, or flexible living arrangements, with potential for rental or income-producing use (buyer to verify local regulations). Don't miss the finished third-level loft - an incredible bonus space perfect for a playroom, gym, media room, or additional living area. Outside, enjoy the convenience of a full sprinkler system and the privacy of a 2.25-acre homesite - rare for the area. Located within commuting distance to Washington, DC and Joint Base Andrews, this home offers the perfect balance of peaceful living with accessibility.

Open House:

Saturday, 5/16 12:00-3:00PM

Beds:
3
Baths:
4.00
Sq.Ft.:
2,028
Status:
Active
MLS#:
MDCA2026460
Type:
Townhouse
Subdivision:
SEA GATE
Lot size:
0.03 Acres
Year built:
1999
A broker reciprocity listing Courtesy: Long & Foster Real Estate, Inc.
View additional info

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!

Beds:
4
Baths:
5.00
Sq.Ft.:
3,433
Status:
Active
MLS#:
MDCA2026440
Type:
Townhouse
Subdivision:
WINDWARD KEY
Lot size:
0.04 Acres
Year built:
1989
A broker reciprocity listing Courtesy: RE/MAX Realty Group
View additional info

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.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,650
Status:
Active
MLS#:
MDCA2026442
Type:
Townhouse
Subdivision:
RICHFIELD STATION VILLAGE
Year built:
2007
A broker reciprocity listing Courtesy: RLAH @properties
View additional info

Welcome to 2183 Ivy Lane in Chesapeake Beach, MD - an exceptional opportunity to own a beautifully updated 2-level condo with the feel of a townhome. This sought-after 2 over 2 floor plan offers low-maintenance living, a functional layout, and abundant natural light throughout. Freshly repainted and featuring brand-new carpet, this home is truly move-in ready. The main level boasts a spacious living room, dining area, and a well-appointed kitchen with ample cabinetry and counter space - ideal for everyday living and entertaining. Upstairs, you'll find generously sized bedrooms, including a private primary suite with excellent closet space, thoughtfully separated from the main living areas. Additional highlights include a one-car garage located at the rear of the building, offering convenience and extra storage. Enjoy the ease of condo living with exterior maintenance handled for you, along with water utilities included in the condo fee. Ideally located just minutes from the beaches and boardwalk in North Beach, MD, as well as marinas, restaurants, shopping, and parks. Residents also enjoy access to a community walking trail leading to downtown Chesapeake Beach, offering scenic boardwalks and beautiful Chesapeake Bay water views. Convenient to Annapolis, Washington, D.C., and surrounding areas. Ideal for first-time buyers, downsizers, or investors - don't miss this Chesapeake Beach gem. Schedule your showing today!

Open House:

Saturday, 5/16 9:00-12:00PM

Beds:
3
Baths:
3.00
Sq.Ft.:
1,972
Status:
Active
MLS#:
MDCA2026172
Type:
Townhouse
Subdivision:
RICHFIELD STATION VILLAGE
Lot size:
0.05 Acres
Year built:
1997
A broker reciprocity listing Courtesy: RE/MAX One
View additional info

Welcome to 8153 Woodland Ln in Chesapeake Beach! This well maintained end-unit townhome offers the perfect blend of comfort, space, and convenience. Featuring 3 bedrooms and 2.5 bathrooms, this home is designed for both everyday living and entertaining. The main level boasts warm hardwood flooring throughout the living room, dining area, and kitchen. Step outside to the private deck - perfect for relaxing or hosting gatherings.The finished basement adds valuable living space with luxury vinyl plank flooring, a cozy fireplace, and a versatile layout that includes a laundry room and separate storage area. The roof was replaced in 2025, the HVAC in 2021 and the water heater in 2024. The primary bathroom was updated just a few months ago and the basement features new LVP flooring and fresh paint. Enjoy nearby neighborhood amenities including common areas, playgrounds, and a basketball court.Conveniently located near local shops, dining, and commuter routes, this home is a fantastic opportunity to enjoy all that Chesapeake Beach has to offer. *Please contact co-listing agent, Danielle Rowe, with any questions.*

Open House:

Saturday, 5/16 12:00-2:30PM

Beds:
3
Baths:
5.00
Sq.Ft.:
3,084
Status:
Active
MLS#:
MDCA2026816
Type:
Townhouse
Subdivision:
WINDWARD KEY
Lot size:
0.04 Acres
Year built:
2002
A broker reciprocity listing Courtesy: Compass
View additional info

Discover coastal living at its finest at 8048 Windward Key Dr, Chesapeake Beach! This "as-is" gem offers breathtaking views of the canal and the iconic Chesapeake Bay, placing you right in the heart of everything this charming waterfront town has to offer. Located just steps away from the renowned Rod 'N' Reel Resort, you'll enjoy the convenience of walking to local restaurants, marina boat storage, and more. Whether you're an avid boater or simply love the water, this property has you covered with on-site boat slips (not deeded). Picture yourself savoring every sunrise and sunset from your private decks or hosting friends and family as you take in the dazzling Chesapeake Beach fireworks right from the comfort of your home. It's a lifestyle of relaxation, natural beauty, and endless opportunity. With so much more to discover, this is your chance to own a slice of paradise. Don't wait - this coastal retreat won't last long!

Beds:
2
Baths:
1.00
Sq.Ft.:
1,068
Status:
Active
MLS#:
MDCA2025794
Type:
Single Family
Subdivision:
HOLIDAY BEACH
Lot size:
0.44 Acres
Year built:
1950
Courtesy: Flag Real Estate Inc.
View additional info

Beach cottage in a private Chesapeake front community with bay access where you can swim, sunbathe and hunt for shark's teeth and fossils. This community is tucked along the shore of The Chesapeake Bay. The cottage has a large, open kitchen, newer stainless appliances and a fireplace with a pellet stove that adds to its charm. Plentiful driveway parking 4 cars in the main, paved driveway and an additional long driveway for overflow, campers, boats or whatever and a yard with a treed view. New HVAC system 2026. Chesapeake Beach boasts lots of activities within a reasonable commute to DC, Virginia and PAX River Naval base.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,608
Status:
Active
MLS#:
MDCA2025736
Type:
Townhouse
Subdivision:
BAYVIEW HILLS
Lot size:
0.06 Acres
Year built:
2000
A broker reciprocity listing Courtesy: RE/MAX One
View additional info

Welcome to this beautifully maintained end-unit townhome in the sought-after Bayview Hills community of Chesapeake Beach! This spacious three-bedroom, three full bathroom home is one of the larger models in the neighborhood and offers the perfect blend of comfort, style, and convenience. Step inside to find a bright and inviting main level featuring gleaming hardwood floors and a clean, well-kept interior that truly shows pride of ownership. The open layout provides a seamless flow, ideal for both everyday living and entertaining.The finished basement adds valuable additional living space, perfect for a recreation room, home office, or guest suite with the convenience of a full bathroom and storage area. Enjoy outdoor living on the beautiful composite deck - ideal for relaxing or hosting gatherings with minimal maintenance required. Located in a prime commuting area, this home offers easy access to Annapolis, Washington, D.C., and Andrews Air Force Base, making it a fantastic option for those seeking both tranquility and accessibility. Don't miss the opportunity to own this exceptional home in a desirable location! *Please contact co-listing agent, Danielle Rowe with any questions.*

Open House:

Sunday, 5/17 9:00-11:00AM

Beds:
5
Baths:
4.00
Sq.Ft.:
4,423
Status:
Active
MLS#:
MDCA2027032
Type:
Single Family
Subdivision:
CHESAPEAKE VILLAGE
Lot size:
0.2 Acres
Year built:
2013
A broker reciprocity listing Courtesy: Keller Williams Flagship
View additional info

***OPEN HOUSE THIS SUNDAY, MAY 17TH FROM 9-11AM*** Come check out this beautifully maintained home is located in the highly sought-after Chesapeake Village community! The spacious primary suite is a true retreat, featuring two walk-in closets, a luxurious soaking tub, separate tiled shower, and double vanities. The heart of the home is the stunning kitchen, complete with granite countertops, a large center island, stylish, tiled backsplash, built-in microwave, gas stove, and double ovens - perfect for both everyday living and holiday entertaining. Sliders off the kitchen lead to a bright and inviting sunroom overlooking the backyard, enclosed by a low-maintenance vinyl privacy fence with both double and single gate access. Enjoy hardwood floors throughout the main level, and relax in the cozy family room featuring a gas fireplace and surround sound system just off the kitchen. The freshly painted interior continues into the fully finished walk-out basement, offering a bedroom, full bath, and spacious recreation room - perfect for guests, extended living, or entertaining. Step outside the basement sliders to your private outdoor oasis with a new patio and a hot tub surrounded by privacy fencing - ideal for unwinding or hosting guests. Additional peace of mind comes with a transferable Cinch home warranty, which even includes the hot tub. Enjoy the vibrant community, known for its festive events all throughout the year. Just a short walk to Brownie's Beach (Bayfront Park) where you can hunt for shark's teeth fossils or just enjoy the stroll through the woods to the destination of the private beach! You can keep your boat or jet ski at the nearby Rod 'n Reel Marina, and make sure to take in summer concerts on the waterfront. Conveniently close to restaurants, shopping, top-rated schools, and an easy commute to Joint Base Andrews and Washington, D.C. This home truly has it all - space, comfort, and community!

Beds:
4
Baths:
5.00
Sq.Ft.:
3,063
Status:
Active
MLS#:
MDCA2025610
Type:
Townhouse
Subdivision:
WINDWARD KEY
Lot size:
0.04 Acres
Year built:
2002
Courtesy: Coldwell Banker Realty
View additional info

Nestled along the tranquil shores of Chesapeake Beach, this stunning four-bedroom, four-and-a-half-bath waterfront townhome offers 2,632 square feet of thoughtfully designed living space for those who appreciate the beauty of life on 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. Also, the home has 2 brand new HVAC systems, new carpet and has been freshly painted. Move right in and start enjoying your new beach life! Because of its location within the community, you can also sit on any one of your decks and catch all the summer concerts, for free, being held in the resort's bandshell directly across the creek. This is also the perfect location to catch the famous, Chesapeake Beach, 4th of July fireworks without ever leaving home. Residents enjoy exclusive access to a private community beach, beach side pool, pickleball 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. Whether you are launching a kayak right outside your backdoor or taking a scenic hike along Chesapeake Beach's Old Raildroad trail or shark tooth hunting on the beach, there are endless possibilities. Whether you dock your own boat at the Rod &Reel or Marina West, or hire a charter, world class fishing and crabbing are just footsteps away. You can also walk to the Rod & Reel Resort and all it has to offer, as well as other in-town restaurants and shopping within Chesapeake Beach. Within walking distance of Windward Key are multiple marinas. Pull your boat up to the boardwalk, right outside your door, to load it up and enjoy life on the bay! Whether you're seeking a peaceful weekend retreat or a full-time sanctuary, only 45 minutes from Annapolis and less than an hour from Washington, DC, this exceptional home offers an inviting opportunity to experience refined waterfront living at its finest.

Beds:
1
Baths:
2.00
Sq.Ft.:
862
Status:
Active
MLS#:
MDCA2025502
Type:
Condo
Subdivision:
HORIZON ON THE BAY CONDO
Year built:
2005
A broker reciprocity listing Courtesy: Berkshire Hathaway HomeServices PenFed Realty
View additional info

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. This is a no smoking community and no short term rentals.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,916
Status:
Active
MLS#:
MDCA2025422
Type:
Single Family
Subdivision:
THE HIGHLANDS
Lot size:
0.68 Acres
Year built:
1985
Courtesy: Hutchins Properties
View additional info

Beautifully customized home featuring a stunning kitchen with abundant custom cabinetry, sparkling black granite countertops, and ample seating. Brazilian cherry hardwood floors add warmth and elegance throughout the main living areas. The spacious great room offers vaulted ceilings and a cozy propane fireplace. The private owner's suite features vaulted ceilings, a walk-in closet, and convenient washer and dryer. Two additional bedrooms on the opposite side from owner's suite. Enjoy the backyard from the large sunroom just off the kitchen. The finished lower level includes stylish trim work, a full bath with ceramic tile shower, and additional storage space, plus den / bedroom for guests. Behind the garage is a large bonus room, perfect for entertainment. Two car garage with additional storage under bonus room, plus additional parking for vehicles or an RV. Built with 2x6 construction and equipped with a high-efficiency 3-zone, 21 SEER HVAC system, keeping utility bills low. Pellet Stove for extra heating in the basement. A large private backyard completes this exceptional property. Contact Listing Agent for more details!

Beds:
4
Baths:
5.00
Sq.Ft.:
3,363
Status:
Active
MLS#:
MDCA2025332
Type:
Townhouse
Subdivision:
WINDWARD KEY
Lot size:
0.06 Acres
Year built:
2002
A broker reciprocity listing Courtesy: RE/MAX Realty Group
View additional info

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.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,700
Status:
Active
MLS#:
MDCA2024816
Type:
Single Family
Subdivision:
BAYCREST
Lot size:
0.05 Acres
Year built:
2006
A broker reciprocity listing Courtesy: Redfin Corp
View additional info

Back on the market due to shaky financing! Inspected and READY! Improved price too! 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:
5
Baths:
2.00
Sq.Ft.:
2,080
Status:
Active
MLS#:
MDCA2025036
Type:
Single Family
Subdivision:
DORY COURT
Lot size:
0.72 Acres
Year built:
1983
A broker reciprocity listing Courtesy: Hyatt & Company Real Estate LLC
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Beds:
4
Baths:
3.00
Sq.Ft.:
1,802
Status:
Active
MLS#:
MDCA2025262
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
0.15 Acres
Year built:
2026
A broker reciprocity listing Courtesy: JPAR Real Estate Professionals
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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:
4
Baths:
2.00
Sq.Ft.:
2,857
Status:
Active
MLS#:
MDCA2025486
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
0.21 Acres
Year built:
1988
Courtesy: Coldwell Banker Realty
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Beach living at its best in the heart of Chesapeake Beach, with bay views right from your deck. Embrace the coastal lifestyle in this spacious home offering over 2,800 square feet, four well-appointed bedrooms, and the convenience of an elevator. The property also features a fully fenced yard, a two-car garage, and a versatile detached outbuilding that can easily serve as a gym, workshop, office, guest space, creative studio or anything else you want it to be. It currently accommodates gym equipment and a full-size hot tub. Enjoy spectacular views from the upper level and the rare ability to walk to everything both Chesapeake Beach and North Beach have to offer - restaurants, boardwalks, marinas, and local attractions. Whether you're searching for a full-time coastal residence or the quintessential weekend beach retreat, this home offers the space, flexibility, and location to make it your own. The size, structure, and possibilities are all here - bring your vision and create the beach home you've been dreaming of.

Beds:
5
Baths:
3.00
Sq.Ft.:
1,868
Status:
Active
MLS#:
MDCA2024512
Type:
Single Family
Subdivision:
SUMMER CITY
Lot size:
0.18 Acres
Year built:
1995
Courtesy: Home Towne Real Estate
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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:
5
Baths:
3.00
Sq.Ft.:
3,036
Status:
Active
MLS#:
MDCA2024346
Type:
Single Family
Subdivision:
NORTH CHESAPEAKE BEACH
Lot size:
0.13 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Houwzer, LLC
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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:
3
Baths:
1.00
Sq.Ft.:
1,880
Status:
Active
MLS#:
MDCA2023506
Type:
Single Family
Subdivision:
SUMMER CITY
Lot size:
0.23 Acres
Year built:
1990
A broker reciprocity listing Courtesy: EXP Realty, LLC
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This 3-bedroom, 1-bath home on 4th Street blends modern updates with coastal charm in a prime Chesapeake Beach location. And it comes with a bonus: the sale includes the additional lot directly across the street. The exterior features fresh paint and blue accents that enhance its curb appeal, while the fenced yard adds privacy and function. "New septic system has just been installed" Inside, hardwood floors flow through the open living area, highlighted by a fireplace that creates a natural focal point. The kitchen showcases white cabinetry, sleek hardware, stainless steel appliances, and direct access to a new deck, ideal for outdoor dining and gatherings. The full bath has been thoughtfully renovated with stylish tile, contemporary fixtures, and a skylight that fills the space with natural light. Three bedrooms provide comfortable living areas with neutral finishes and closet storage. A laundry nook with a washer and dryer enhances daily living, and a one-car driveway ensures off-street parking. The new rear deck extends the living space outdoors, overlooking a fenced yard with space for pets, gardening, or relaxation. With no HOA restrictions, the property offers flexibility for future projects or personal touches. Located minutes from the boardwalk, beaches, restaurants, and local shops, this home presents an appealing lifestyle opportunity in a sought-after setting. "Some images may reflect virtual staging or digital editing, including removal of personal property, to help showcase the home."

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BRIGHT MLS - All information, regardless of source, should be verified by personal inspection by and/or with the appropriate professional(s). The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation, or other purposes.

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