Chesapeake Beach MD Real Estate & Homes for Sale

Beautifully updated home just a short walk to downtown Chesapeake Beach and the Bay. Three huge bedrooms, 2.5 baths; possible 4th bedroom off dining room or could be perfect for office or TV room; only needs a French door. Major renovation in 2017 & 2018 offers architectural roof; stainless appliances, granite on counters & island; updated baths, luxury wood plank flooring on main level, full exterior vinyl siding, HVAC system, water heater; 2019: 10'x14' shed, stamped concrete patio & walkway; 2020: 6' privacy fence; 2022: full vinyl siding replacement; 2024: Crawlspace sump pump installed; 2026: crawlspace professionally encapsulated. Quick access to major commuter routes to Annapolis, DC, Andrews Air Force Base, shopping and dining. Property is vacant and easy to show. Schedule showings through ShowingTime.

Nestled in the charming Breezy Point neighborhood, this delightful split foyer home offers a perfect blend of comfort and functionality. Built in 1996, the exterior features a classic brick front and durable vinyl siding, ensuring lasting appeal. Step inside to discover a fully finished basement, ideal for relaxation or entertaining. The heart of the home boasts a combination kitchen and dining area, complete with essential appliances like a dishwasher, electric dryer, washer, stove, and refrigerator, making meal prep a breeze. Enjoy the gentle breeze from the ceiling fans throughout the home, enhancing the inviting atmosphere. Outside, the property features a well-maintained gutter system and an outbuilding for extra storage. With a manageable lot size of 0.13 acres, there's plenty of room for outdoor activities. Convenient shared driveway parking adds to the ease of living. Located near local amenities, this home is a true gem waiting to be cherished. REPAIRS 2023: New Heat Pump/Central Air. REPAIRS 2024: New Roof, New Gutters with Leaf Protection, New Well. REPAIRS 2026: See Receipt in Agent Docs. BGE Budget Plan 212/Month. Just S T E P S away from a Public Beach Access!

3-bedroom, 3-bath home with a renovated interior and hardwood flooring throughout. Functional layout with updated finishes, including stainless steel appliances. Includes a sunroom addition that provides additional living space, along with a fenced-in yard offering privacy and usability. Solid overall layout with good interior and exterior features.

Location, Location, Location! Enjoy the best of coastal living just minutes from the Chesapeake Bay, boardwalk, and fishing pier. Ideally positioned less than five minutes from the beach, Chesapeake Beach Railway Trail, and the charming waterfront towns of North Beach and Chesapeake Beach, this home places you right in the heart of it all. Welcome to your new home! This well-maintained 3-bedroom, 2-bath raised ranch offers the perfect balance of comfort, functionality, and lifestyle. The fully finished lower level expands your living space with a versatile bonus/flex room - perfect for a recreation area, home theater, game room, or guest suite. Live in the Chesapeake Beach lifestyle - just minutes from resident-only Bayfront Park Beach, with seasonal access to paddleboarding and kayaking. Enjoy a vibrant community with local events including summer festivals, waterfront fireworks, outdoor movie nights, and holiday markets - all just moments from your doorstep. Convenient to Washington, Baltimore, Annapolis, Joint Base Andrews, Naval Air Station Patuxent River Whether you're looking to upsize, settle into your forever home, or enjoy life near the coast, this home delivers on every level. Don't miss your opportunity to own a slice of coastal Maryland living - schedule your private showing today!

Beach cottage in a small, 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 fireplace that adds to its charm. Plentiful driveway (2) parking and a yard with a treed view. Chesapeake Beach boasts lots of activities within a reasonable commute to DC, Virginia and PAX River Naval base.

Step inside and feel at home in this spacious interior townhome at Richfield Station. As one of the community's larger models, it features a sunroom bump-out off the kitchen, perfect for relaxing or entertaining. The eat-in kitchen offers abundant space and possibilities for your dream upgrades. Sunlight pours across the main level, highlighting the stylish LVP flooring. Upstairs, discover three inviting bedrooms, including a primary suite with a walk-in closet and private bath. A second full bath adds convenience for family or guests. Freshly shampooed carpeting covers the upper level and basement, with most replaced within the last few years. The fully finished basement provides a generous storage room, a rough-in for a future bath, and a dedicated laundry area. Step out back to enjoy peaceful wooded views, and take advantage of two assigned parking spots at your doorstep. The community offers amenities like basketball and tennis courts, winding sidewalks, open green spaces, and a playground. Embrace the local lifestyle with nearby farmers markets, scenic boardwalks and piers, and great restaurants. All this, just 35 minutes from Joint Base Andrews and within 45 minutes of both Washington, DC and Annapolis. The seller is in the process of replacing the outdoor porch light fixture.

Welcome to 2401 Green Leaf Terrace in Chesapeake Beach, MD! This well-maintained end-unit townhome offers 4 bedrooms, including a basement bedroom that provides great flexibility for guests, a home office, or additional living space, along with 2 full baths and 1 half bath. The sellers are offering a credit for flooring!! Backing to trees for added privacy, the home features Trex decking and an awning that is included in the sale! This townhome is perfect for entertaining and relaxing, inside and out! Inside, you'll find a functional layout with comfortable living spaces and room to spread out. In the Richfield Station community, residents enjoy access to amenities including tot lots, basketball courts, tennis courts, and trails. Conveniently located for commuting to DC, Northern Virginia, and Annapolis, this home also offers easy access to Chesapeake Beach dining, marinas, and waterfront attractions. Check it out for yourself!

Welcome to 3905 26th Street - a 3-bedroom, 3 full and 1 half bath home set just moments from the Chesapeake Bay in the heart of Chesapeake Beach, where a flexible layout and multiple suite options come together in a setting that feels both comfortable and connected to the water. The main level opens into a series of well-defined living spaces, including a large living room and a separate family room centered around a fireplace that creates a warm focal point. The dining area offers space to host comfortably without feeling formal, positioned just off the kitchen for an easy, natural flow. The kitchen features extensive cabinetry, generous counter space, and room for a breakfast table, along with direct access to the rear deck - making everyday living and outdoor dining feel seamless. Also on this level, a bedroom with its own attached full bath provides a highly functional option for guests, a private office, or a main-level suite. A separate half bath completes the space. Upstairs, the primary suite offers a spacious layout with its own full bath and dedicated closet space, creating a comfortable retreat. A second upper-level bedroom is paired with an additional full bath, giving each space the support and privacy it needs without compromise. The lower level remains unfinished, offering a clean, open footprint for storage, workshop use, or future expansion. Outdoor living continues with a covered front porch, rear deck, and patio area, along with a detached garage that adds flexibility for parking, storage, or hobbies. The yard is usable and manageable, offering space to enjoy without extensive upkeep. Just down the street, Chesapeake Beach Veterans Memorial Park opens to sweeping Chesapeake Bay views, walking paths, and open green space - an everyday extension of the home that invites you outside. Nearby marinas, local dining, and small-town conveniences shape the rhythm of daily life here, while Bayfront Park - known locally as Brownie's Beach - is just about a mile away, offering a more private waterfront setting for Chesapeake Beach residents and their guests. With convenient access to Route 260 and Route 4, commuting to Annapolis, Washington, and surrounding areas is straightforward, while the setting itself offers a relaxed coastal pace that's hard to replicate. Enjoy close proximity to the Chesapeake Bay, the Rod 'N' Reel Resort, the Chesapeake Beach Water Park, nearby restaurants, shops, marinas, and the waterfront attractions that make this community such a special place to call home.

Nestled in the charming community of The Highlands, this delightful Colonial-style home offers a perfect blend of comfort and convenience. This well-maintained residence boasts 1,860 square feet of inviting living space, featuring four spacious bedrooms and two and a half bathrooms. The heart of the home is a cozy living area with a warm fireplace, ideal for creating lasting memories with loved ones. The Highlands is more than just a neighborhood; it's a vibrant community where neighbors become friends. Enjoy leisurely strolls through tree-lined streets, and take advantage of nearby parks that offer playgrounds, walking trails, and picnic spots for weekend gatherings. Convenience is key in this location, with easy access to shopping, dining, and essential services just a short drive away. The community fosters a welcoming atmosphere, with seasonal events and activities that bring residents together, creating a true sense of belonging. This home features a full basement, providing ample storage or potential for additional living space. With a driveway for convenient parking, you'll have everything you need right at your fingertips. Experience the warmth and charm of The Highlands-where your dream home awaits!

Welcome to this expansive 3BR, 3BA split-foyer in Chesapeake Beach! The light-filled upper level boasts a seamless flow between the living area and an updated kitchen with granite countertops and stainless steel appliances. Step into the stunning sunroom off the kitchen - your private sanctuary for morning coffee with views of the fully fenced-in backyard that backs to trees! The finished lower level features a classic brick fireplace with a pellet stove insert, a bar area, a full bathroom, and additional space for a hobby room, access to the garages, etc! Great location! Minutes to the Chesapeake Beach Resort & Spa, marinas, boardwalk, Bayfront Park, and local dining. Enjoy the best of the beaches, shopping, and waterfront lifestyle right at your doorstep!

Tucked away on a quiet cul-de-sac in sought-after Chesapeake Beach, this home offers a comfortable blend of space, function, and location - just a 3-minute drive to the Chesapeake Bay. Enjoy easy access to waterfront dining, local restaurants, and entertainment, all while coming home to a peaceful setting. The property features 5 bedrooms, 3.5 bathrooms, and a custom-built gunite pool. A covered front porch that wraps around the side of the home creates a welcoming first impression and offers multiple places to relax at the start or end of the day. Inside, hardwood floors carry through the main level, complemented by natural light that gives the home an open, inviting feel. The foyer features a thoughtfully designed staircase that is set off to the side, creating a more open and welcoming entry rather than having the stairs directly in front of you as you walk in. The layout continues with flexibility in mind, offering a sitting room or office with a reading nook, a spacious family room, a formal dining area, and a central living space anchored by a fireplace. The kitchen is well-positioned as the hub of the home, featuring stainless steel appliances, dark countertops, white cabinetry, and two breakfast bars for casual meals or conversation. It opens to a bright dining or sitting area that looks out over the backyard, creating an easy connection between indoor and outdoor living. Upstairs, four bedrooms provide comfortable accommodations, including the owner's suite with dual closets and a private bath complete with a soaking tub, walk-in shower, and double vanity. The finished basement expands the home's versatility with a living area, bar, and full bathroom - well-suited for guests, extended stays, or a separate entertaining space. It also includes a partially finished room currently being used as a bedroom, offering flexibility for future use. A double-width walk-up areaway provides convenient access to the backyard and a more open, functional entry compared to a typical single-width design. Out back, the setting is designed for both relaxation and gathering. The deck overlooks a custom gunite pool, surrounded by a concrete patio and custom-designed stone retaining walls that define the space and add structure to the landscape. A bridge extends from the main yard to a fully fenced rear yard, connecting to a separate grassy area with a playground - adding both function and a unique touch to the outdoor space. With an attached garage, a quiet cul-de-sac location, and close proximity to the water, this home brings together everyday comfort and the lifestyle that makes Chesapeake Beach such a desirable place to live.

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. Also, this townhome has 2 brand new HVAC systems, new carpet and has been freshly painted. Move right in and start enjoying your new each life! 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, 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. 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. Do you have a boat? Within walking distance of Windward Key are multiple marinas. Both the Rod & Reel and Marina West are within walking distance. Pull your boat up to the boardwalk, right outside your home to load it up and enjoy life on the bay! 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.

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.

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!

Privacy, nature, and Chesapeake Bay living - all on over an acre! This charming 3-story Colonial with a partially finished walk-out basement is lovingly maintained by its original owners. Its nestled on over an acre of wooded privacy with seasonal views of Fishing Creek. If you've been dreaming of peaceful living surrounded by nature - yet still close to beaches, restaurants, and marinas - this property offers the best of both worlds. Step outside and you'll immediately appreciate the natural setting. The home backs to woods and attracts an abundance of wildlife, including deer, fox, and a variety of birds like woodpeckers. Mature trees including paw paw, pine, and beech create a tranquil, park-like environment that feels like your own private retreat. The main level has a comfortable living room featuring hardwood floors, a bedroom and beautifully updated full bath (2024), and a dining area that opens to a deck overlooking the peaceful backyard - perfect for morning coffee or evening relaxation. The adjoining kitchen is functional and ready for your own updating. Upstairs you'll find two spacious bedrooms with new carpet and another fully remodeled bathroom (2024) featuring a double vanity and a custom tiled walk-in shower. The walk-out basement adds valuable living space with a family room and sliding doors leading to the backyard, plus a laundry area with utility sink, mechanical/storage area, and plenty of room for hobbies or additional storage. A brand-new propane stove provides efficient supplemental heat capable of warming the entire home during the winter months. Major updates provide peace of mind for years to come, including: Roof replaced in 2019 HVAC system new 2024 Water heater replaced in 2020 Bathrooms fully remodeled in 2024 New carpet Front porch added in 2020. The home is in a great location, near the brand new Beach Elementary School and just minutes from beaches, marinas, waterfront restaurants, and the charm of North Beach and Chesapeake Beach. Commuters will appreciate the easy drive to Joint Base Andrews and Washington, D.C. Homes offering this much privacy, nature, and proximity to the Bay at this price are increasingly hard to find!

Welcome to 3238 Rector Lookout in the sought-after community of Chesapeake Beach, MD 20732 - a beautifully maintained single-family home offering space, comfort, and versatile living areas throughout. This impressive home features an attached two-car garage and a thoughtfully designed floor plan ideal for both everyday living and entertaining. The main level boasts a bright living room and formal dining room, along with a convenient half bathroom. The spacious kitchen is the heart of the home, complete with granite countertops, a center island, stainless steel appliances, and a charming breakfast nook highlighted by skylights. From the breakfast area, step directly out to the patio - perfect for outdoor dining and relaxation. Just off the kitchen, the inviting family room features a cozy gas fireplace, creating a warm and welcoming atmosphere. A versatile bonus room on the main level offers endless possibilities as an additional family room, recreational space, playroom, or home gym. Upstairs, the expansive primary suite provides a private retreat with a luxurious en-suite bathroom featuring a jetted soaking tub, separate shower, and dual vanities. Two additional generously sized bedrooms, a full hall bathroom, and a convenient upper-level laundry room complete the second floor. The partially finished basement adds even more flexible living space, including a full bathroom and an additional room that can easily function as a home office or guest bedroom. Major updates provide peace of mind, including a brand-new roof installed in 2025 with a 50-year transferable warranty and a new HVAC system installed in 2024, offering efficiency and long-term value. With its spacious layout, multiple living areas, and desirable location in Chesapeake Beach, this home offers the perfect blend of functionality, comfort, and thoughtful updates - ready to welcome its next owner. Mortgage savings may be available for buyers of this listing.

This beautiful split level home with lots of space, a large back deck, breakfast nook/ dining room, detached garage, a carport and more. This home highlights the incredible care and maintenance shown over the last 14 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 and 3/30/2026. 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 replaced as of 3/30/26 too. This one has it al... the care and love shown by the sellers is obvious. A pre-listing home inspection is available and ready for the lucky new owner.

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.

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.

Great price for this 4-Level home with a total of 2,482 sf -- including 447 sf of unfinished storage space on bottom level! Almost one acre (.81) of land surrounded by mature trees and in great Northern Calvert location of top-rated schools. Kitchen has stainless steel appliances, and has real wood cabinets that a new owner could paint to easily update! Kitchen has a pantry, a breakfast bar and durable wide-plank laminate flooring. The main level has cathedral ceilings that give the home a spacious, contemporary feel. Perfect home for entertaining-- or for family members to spread out. Has three bedrooms upstairs, including the primary suite with a renovated bathroom with a tile shower. Downstairs, the finished lower level has a large, family room centered around a cool brick electric fireplace, along with a practical, oversized laundry area that opens to the back yard. The bonus, unfinished basement level provides excellent potential for customization - whether adding living space, a home office, gym, or just maximum storage space. The backyard is ideal for summertime fun with a huge deck for grilling and relaxing outdoors. Home has major improvements that include a newer roof and a newer HVAC system. Excellent location near beaches, restaurants, shopping and marinas. Easy commute to Washington, D.C. and Joint Base Andrews (JBA).

Beach living at its best in the heart of Chesapeake Beach! 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.

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.

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.

This property is being sold as-is and is perfect for investors, flippers, or buyers looking for a renovation opportunity. With solid bones and endless potential, this home is a blank canvas ready for your vision. Whether you're looking to fix and flip, hold as a rental, or bring new life to a great location - this is the one. Cash, hard money, or renovation loan preferred. Don't miss this chance to invest in a property with serious upside!