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Chesapeake Beach, MD Homes for Sale

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  • 3671 Middle Ground Ct, Chesapeake Beach, MD 20732
    3671 Middle Ground Ct, Chesapeake Beach, MD 20732
    3671 Middle Ground Ct, Chesapeake Beach, MD 20732
    /4

    $685,000

    Coming Soon
    • 5 Beds
    • 3.5 Baths
    • 3,819 Sq Ft

    3671 Middle Ground Ct, Chesapeake Beach, MD 20732

    Welcome to 3671 Middle Ground Court, where comfort, space, and the Chesapeake lifestyle come together in one exceptional home. This beautifully maintained traditional Colonial offers five bedrooms, three and a half bathrooms, and a thoughtfully designed floor plan that's perfect for everyday living and entertaining alike. Step inside to discover refreshed hardwood floors (2026), new carpet in the

    Agent Photo

    Gene Summers

    Real Broker, LLC

    (410) 989-4565

    3671 Middle Ground Ct, Chesapeake Beach, MD 20732
  • 8314 Bayside Rd, Chesapeake Beach, MD 20732
    8314 Bayside Rd, Chesapeake Beach, MD 20732
    8314 Bayside Rd, Chesapeake Beach, MD 20732
    /16

    $699,999

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,802 Sq Ft

    8314 Bayside Rd, Chesapeake Beach, MD 20732

    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

    Erin Roccapriore JPAR Real Estate Professionals

    8314 Bayside Rd, Chesapeake Beach, MD 20732
  • 3615 Glouster Dr, North Beach, MD 20714
    3615 Glouster Dr, North Beach, MD 20714
    3615 Glouster Dr, North Beach, MD 20714
    /34

    $427,900

    • 3 Beds
    • 3.5 Baths
    • 2,312 Sq Ft

    3615 Glouster Dr, North Beach, MD 20714

    All New Carpet has been installed Since pictures and 3D tour was made!!!!!!!!! Come check it out.... its even better than the Pictures now!!!!Move-in ready townhome in the sought-after San Francisco on the Bay community in North Beach, just in time for summer! Conveniently located near shopping, restaurants, the beach, and boardwalk.Bright open floor plan with spacious living room and

    Tara Kirby RE/MAX One

    3615 Glouster Dr, North Beach, MD 20714
  • 3657 Bedford Dr, North Beach, MD 20714
    3657 Bedford Dr, North Beach, MD 20714
    3657 Bedford Dr, North Beach, MD 20714
    /56

    $419,900

    Open Sun 1PM - 3PM
    • 4 Beds
    • 3.5 Baths
    • 2,250 Sq Ft

    3657 Bedford Dr, North Beach, MD 20714

    Why wait for vacation when you can enjoy the COASTAL LIFESTYLE every day in this IMMACULATE, MOVE-IN READY townhome, located just minutes from the Chesapeake Bay in the charming small town of North Beach? FRESHLY PAINTED from top to bottom, with gorgeous laminate flooring and BRAND-NEW CARPETING, this well-maintained 3-level home offers picturesque WOODLAND VIEWS from the rear deck, 3 bedrooms

    Phyllis Elsner Redfin Corp

    3657 Bedford Dr, North Beach, MD 20714
  • 3741 Pinewood Ct, Chesapeake Beach, MD 20732
    3741 Pinewood Ct, Chesapeake Beach, MD 20732
    3741 Pinewood Ct, Chesapeake Beach, MD 20732
    /80

    $675,000

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,613 Sq Ft

    3741 Pinewood Ct, Chesapeake Beach, MD 20732

    **NEW PRICE** 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

    Indera Coggins CENTURY 21 New Millennium

    3741 Pinewood Ct, Chesapeake Beach, MD 20732
  • 4200 Chesapeake Ave, Chesapeake Beach, MD 20732
    4200 Chesapeake Ave, Chesapeake Beach, MD 20732
    /2

    $55,000

    • Land
    • 10,018 Sq Ft
    • $239,130 per Acre

    4200 Chesapeake Ave, Chesapeake Beach, MD 20732

    This Does have a old well on it. It will need to be perc for septic. Nice flat lot to build on close to the beach in Randle Cliff area. Close to shopping/beach/ waterpark.

    Debbie Buckingham Samson Properties

    4200 Chesapeake Ave, Chesapeake Beach, MD 20732
  • 3693 Brookeside Dr, Chesapeake Beach, MD 20732
    3693 Brookeside Dr, Chesapeake Beach, MD 20732
    3693 Brookeside Dr, Chesapeake Beach, MD 20732
    /47

    $550,000

    • 5 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    3693 Brookeside Dr, Chesapeake Beach, MD 20732

    Welcome home to this beautifully updated 5-bedroom, 3.5-bath residence offering the perfect blend of space, style, and everyday comfort in a sought-after neighborhood. Situated within a highly rated school district, this home is ideal for those looking for modern upgrades, functional living spaces, and room to grow. Step inside to find spacious, light-filled living areas and generously sized

    Haley Taylor Real Broker, LLC - Dunkirk

    3693 Brookeside Dr, Chesapeake Beach, MD 20732
  • 6122 6th St, Chesapeake Beach, MD 20732
    6122 6th St, Chesapeake Beach, MD 20732
    6122 6th St, Chesapeake Beach, MD 20732
    /29

    $299,000

    • 2 Beds
    • 1 Bath
    • 719 Sq Ft

    6122 6th St, Chesapeake Beach, MD 20732

    Welcome to charming 6122 6th St, nestled within the Chesapeake Beach community. This home is back on the market with a new well, new roof, covered outdoor living area, separate fenced in yard, and overall refresh. This cozy home features two bedrooms, a remolded bathroom, and a spacious kitchen with lots of storage and brand-new appliances. The open floor plan allows unlimited opportunities for

    Tiffany Oliver RE/MAX One

    6122 6th St, Chesapeake Beach, MD 20732
  • 3535 Cox Rd, Chesapeake Beach, MD 20732
    3535 Cox Rd, Chesapeake Beach, MD 20732
    /2

    $121,250

    $4K PRICE DROP
    • Land
    • 1.61 Acres
    • $75,311 per Acre

    3535 Cox Rd, Chesapeake Beach, MD 20732

    Build your dream home on this stunning 1.61-acre lot located in the highly sought-after Chesapeake Beach area of Calvert County! Enjoy peaceful surroundings, beautiful mature trees, and the irresistible small-town coastal charm that makes this Bay-side community such a hidden gem. Zoned residential with public water hook-up available, this property delivers everything you need to bring your

    Lance Johnson Keller Williams Select Realtors of Annapolis

    3535 Cox Rd, Chesapeake Beach, MD 20732
  • 8229 Bayside Rd, Chesapeake Beach, MD 20732
    8229 Bayside Rd, Chesapeake Beach, MD 20732
    8229 Bayside Rd, Chesapeake Beach, MD 20732
    /69

    $777,000

    $5K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    8229 Bayside Rd, Chesapeake Beach, MD 20732

    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

    Farrah Fuchs Redfin Corp

    8229 Bayside Rd, Chesapeake Beach, MD 20732
  • 0 10th St, Chesapeake Beach, MD 20732
    0 10th St, Chesapeake Beach, MD 20732
    /2

    $38,000

    • Land
    • 1.2 Acres
    • $31,667 per Acre

    0 10th St, Chesapeake Beach, MD 20732

    Unique land opportunity in Chesapeake Beach. Vacant 1.2-acre lot within walking distance to the beach and less than an hour from Washington, DC. Located in the Town’s RC zoning district. Buyer must independently verify permitted uses, zoning, access, utilities, floodplain requirements, and any necessary approvals or permits with the Town, County, and all other applicable authorities. Per the

    Cristhian Huamani Tia Realty. LLC

    0 10th St, Chesapeake Beach, MD 20732
  • 8047 Windward Key Dr, Chesapeake Beach, MD 20732
    8047 Windward Key Dr, Chesapeake Beach, MD 20732
    8047 Windward Key Dr, Chesapeake Beach, MD 20732
    /53

    $849,900

    $20K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,632 Sq Ft

    8047 Windward Key Dr, Chesapeake Beach, MD 20732

    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

    Greg Beckman Coldwell Banker Realty

    8047 Windward Key Dr, Chesapeake Beach, MD 20732
  • 3325 Cox Rd, Chesapeake Beach, MD 20732
    3325 Cox Rd, Chesapeake Beach, MD 20732
    3325 Cox Rd, Chesapeake Beach, MD 20732
    /127

    $1,050,000

    Coming Soon
    • 5 Beds
    • 4.5 Baths
    • 3,863 Sq Ft

    3325 Cox Rd, Chesapeake Beach, MD 20732

    This spacious QBH custom built Colonial offers over 5,000 square feet of living space with 5 bedrooms, 4.5 bathrooms, an extra lot that conveys, and no HOA! Thoughtfully updated throughout, this home features a new HVAC system in 2021, brand-new carpet, newer appliances including a dishwasher and refrigerator replaced in 2025, microwave replaced in 2023, plus the washer and dryer. The main level

    Juliet Patterson Samson Properties

    3325 Cox Rd, Chesapeake Beach, MD 20732
  • 5060 Christiana Parran Rd, Chesapeake Beach, MD 20732
    5060 Christiana Parran Rd, Chesapeake Beach, MD 20732
    5060 Christiana Parran Rd, Chesapeake Beach, MD 20732
    /7

    $299,990

    • 3 Beds
    • 2 Baths
    • 1,963 Sq Ft

    5060 Christiana Parran Rd, Chesapeake Beach, MD 20732

    Estate Sale – Subject to final Personal Representative authorization by the Probate Court. Excellent opportunity for investors, flippers, or buyers seeking a renovation project. Situated on a private 1.15-acre lot in a desirable Northern Calvert County location with top rated schools. This 3-bedroom, 2-bath split foyer offers approximately 1,098 finished square feet above grade plus a mostly

    Team Stueckler Keller Williams Flagship

    5060 Christiana Parran Rd, Chesapeake Beach, MD 20732
  • Lot 30 A, Block 6 18th St, Chesapeake Beach, MD 20732
    Lot 30 A, Block 6 18th St, Chesapeake Beach, MD 20732
    Lot 30 A, Block 6 18th St, Chesapeake Beach, MD 20732
    /9

    $199,000

    • Land
    • 5.37 Acres
    • $37,058 per Acre

    Lot 30 A, Block 6 18th St, Chesapeake Beach, MD 20732

    Your Private Sanctuary Awaits! Escape to this exclusive, wooded retreat. Imagine building your dream home nestled among mature trees, just moments from the best of the Chesapeake Bay. Whether it's a morning stroll on the boardwalk, a day of crabbing and fishing or an evening of dining and entertainment, everything is at your fingertips. This is more than a lot; it's your gateway to endless

    Robyn Day RE/MAX One

    Lot 30 A, Block 6 18th St, Chesapeake Beach, MD 20732
  • 3721 Willie Ln, Chesapeake Beach, MD 20732
    3721 Willie Ln, Chesapeake Beach, MD 20732
    3721 Willie Ln, Chesapeake Beach, MD 20732
    /3

    $439,990

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    3721 Willie Ln, Chesapeake Beach, MD 20732

    Tucked away on a private, wooded 1.5-acre lot in a desirable Chesapeake Beach location, this contemporary ranch-style home offers a warm log cabin feel. With approximately 1,850 square feet, this home is priced for an as-is sale and presents a great opportunity to restore it to its former glory with just a little TLC. The open floor plan features a spacious step-down living room with

    Team Stueckler Keller Williams Flagship

    3721 Willie Ln, Chesapeake Beach, MD 20732
  • 3570 Ponds Wood Dr, Chesapeake Beach, MD 20732
    3570 Ponds Wood Dr, Chesapeake Beach, MD 20732
    3570 Ponds Wood Dr, Chesapeake Beach, MD 20732
    /50

    $589,000

    $10K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,364 Sq Ft

    3570 Ponds Wood Dr, Chesapeake Beach, MD 20732

    PRICE IMPROVEMENT! Don't miss this rare opportunity to own a beautifully maintained 5-bedroom, 3.5-bath home on 3 private acres on a quiet dead-end street, offering the perfect blend of space, privacy, and convenience.The updated kitchen and renovated baths are complemented by a fully finished lower level featuring a second kitchen, bedroom, and full bath. The finished lower level features a

    Leslie Arigo Deep Roots Real Estate

    3570 Ponds Wood Dr, Chesapeake Beach, MD 20732
  • 8328 D St, Chesapeake Beach, MD 20732
    8328 D St, Chesapeake Beach, MD 20732
    8328 D St, Chesapeake Beach, MD 20732
    /33

    $449,900

    • 3 Beds
    • 2 Baths
    • 1,666 Sq Ft

    8328 D St, Chesapeake Beach, MD 20732

    Prime One-Level Living in the Heart of Chesapeake Beach – Walk to Everything! Discover effortless beach town 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 corner lot just steps from the vibrant heart of the Twin Beaches. With

    Conor Stueckler Keller Williams Flagship

    8328 D St, Chesapeake Beach, MD 20732
  • 3713 & 3711 Bayview Dr, Chesapeake Beach, MD 20732
    3713 & 3711 Bayview Dr, Chesapeake Beach, MD 20732
    3713 & 3711 Bayview Dr, Chesapeake Beach, MD 20732
    /64

    $865,000

    • 2 Beds
    • 1 Bath
    • 869 Sq Ft

    3713 & 3711 Bayview Dr, Chesapeake Beach, MD 20732

    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, 3711 Bayview Dr. providing endless possibilities — keep it separate for

    Paul Lee Long & Foster Real Estate, Inc.

    3713 & 3711 Bayview Dr, Chesapeake Beach, MD 20732
  • 6231 8th St, Chesapeake Beach, MD 20732
    6231 8th St, Chesapeake Beach, MD 20732
    /2

    $190,000

    • 3 Beds
    • 2 Baths
    • 2,597 Sq Ft

    6231 8th St, Chesapeake Beach, MD 20732

    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

    Teairra Jones Samson Properties

    6231 8th St, Chesapeake Beach, MD 20732
  • 2310 Forest Ridge Terrace, Chesapeake Beach, MD 20732
    2310 Forest Ridge Terrace, Chesapeake Beach, MD 20732
    2310 Forest Ridge Terrace, Chesapeake Beach, MD 20732
    /58

    $375,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    2310 Forest Ridge Terrace, Chesapeake Beach, MD 20732

    Enjoy coastal living in this spacious upper-level penthouse-style condo in the heart of Chesapeake Beach. Filled with natural light from oversized windows and enhanced by soaring ceilings, this home offers an open and airy feel throughout. Freshly painted with brand-new carpet, updated light fixtures, and ceiling fans, it's truly move-in ready. The open floor plan features a large living and

    Jen Anderson Samson Properties

    2310 Forest Ridge Terrace, Chesapeake Beach, MD 20732
  • 5209 Larchmont Dr, Chesapeake Beach, MD 20732
    5209 Larchmont Dr, Chesapeake Beach, MD 20732
    5209 Larchmont Dr, Chesapeake Beach, MD 20732
    /15

    $499,000

    • Land
    • 6,098 Sq Ft
    • $3,564,286 per Acre

    5209 Larchmont Dr, Chesapeake Beach, MD 20732

    CHESEAPEAKE BAY WATERFRONT LOT! This is a SPECTACULAR SETTING! Views so beautiful, you will never want to leave the site! Combined lots A & B for a total of 14,030 sq ft. . The older cottage frame work is there to save you time and money. Seller has a permit to tear down the structure. Seller also has a valid building permit in hand so you can start your new project right away! The property has

    Gail Nyman RE/MAX United Real Estate

    5209 Larchmont Dr, Chesapeake Beach, MD 20732
  • 2225 Ivy Ln Unit 11, Chesapeake Beach, MD 20732
    2225 Ivy Ln Unit 11, Chesapeake Beach, MD 20732
    /2

    $365,000

    Coming Soon
    • 2 Beds
    • 2.5 Baths

    2225 Ivy Ln Unit 11, Chesapeake Beach, MD 20732

    COMING SOON!!! PROFESSIONAL PICTURES Scheduled For This Week. Welcome to Richfield Station: Coastal Convenience Meets Effortless Living!Step into this beautifully designed home where modern updates and an unbeatable location come together. The rare, sought-after entry-level main living space welcomes you with an open and airy layout. At the heart of the home is a bright updated kitchen

    Stephanie Glaubitz Home Towne Real Estate

    2225 Ivy Ln Unit 11, Chesapeake Beach, MD 20732
  • 2243 Ivy Ln, Chesapeake Beach, MD 20732
    2243 Ivy Ln, Chesapeake Beach, MD 20732
    2243 Ivy Ln, Chesapeake Beach, MD 20732
    /40

    $385,000

    • 3 Beds
    • 2.5 Baths
    • 2,641 Sq Ft

    2243 Ivy Ln, Chesapeake Beach, MD 20732

    This bright, spacious 2,600 sq. ft. townhome in Chesapeake Beach's desirable Richfield Station features 3 bedrooms, 2.5 baths, and a 1-car garage plus assigned space. Enjoy new HVAC and appliances, plus neighborhood walking trails, a playground, and basketball court—just a short distance to the Chesapeake Beach boardwalk and dining!

    Tresha Davis Coldwell Banker Realty

    2243 Ivy Ln, Chesapeake Beach, MD 20732
  • 8054 Windward Key Dr, Chesapeake Beach, MD 20732
    8054 Windward Key Dr, Chesapeake Beach, MD 20732
    8054 Windward Key Dr, Chesapeake Beach, MD 20732
    /30

    $849,900

    $49K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,876 Sq Ft

    8054 Windward Key Dr, Chesapeake Beach, MD 20732

    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,

    Doug Smith RE/MAX Realty Group

    8054 Windward Key Dr, Chesapeake Beach, MD 20732
  • 8236 Bayside Rd, Chesapeake Beach, MD 20732
    8236 Bayside Rd, Chesapeake Beach, MD 20732
    8236 Bayside Rd, Chesapeake Beach, MD 20732
    /39

    $575,000

    $25K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,857 Sq Ft

    8236 Bayside Rd, Chesapeake Beach, MD 20732

    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,

    Greg Beckman Coldwell Banker Realty

    8236 Bayside Rd, Chesapeake Beach, MD 20732
  • 4011 27th St, Chesapeake Beach, MD 20732
    4011 27th St, Chesapeake Beach, MD 20732
    4011 27th St, Chesapeake Beach, MD 20732
    /33

    $1,300,000

    • 5 Beds
    • 4 Baths
    • 3,100 Sq Ft

    4011 27th St, Chesapeake Beach, MD 20732

    Everything you want in a true Chesapeake Bay waterfront property is right here. Nestled on a rare, oversized double corner lot in Chesapeake Beach, this one-of-a-kind historic waterfront estate offers unmatched charm, versatility, and income-producing potential. With a location that simply cannot be duplicated, this property delivers the ultimate coastal lifestyle just 35 minutes from Washington,

    Sarah Reynolds Keller Williams Realty

    4011 27th St, Chesapeake Beach, MD 20732
  • 3164 Dalrymple Rd, Chesapeake Beach, MD 20732
    3164 Dalrymple Rd, Chesapeake Beach, MD 20732
    3164 Dalrymple Rd, Chesapeake Beach, MD 20732
    /6

    $90,000

    • Land
    • 3 Acres
    • $30,000 per Acre

    3164 Dalrymple Rd, Chesapeake Beach, MD 20732

    Incredible value in Northern Calvert County! Priced aggressively at $90,000, this perced and private 3 acre lot offers a rare chance to secure a buildable homesite well below market value. To achieve a fully buildable status, the buyer will need to complete the final subdivision process (estimated at $25k and roughly 12 months to process) and handle the TDR allocation (estimated at $30k). With an

    Scott Cleary RE/MAX One

    3164 Dalrymple Rd, Chesapeake Beach, MD 20732
  • 8076 Windward Key Dr, Chesapeake Beach, MD 20732
    8076 Windward Key Dr, Chesapeake Beach, MD 20732
    8076 Windward Key Dr, Chesapeake Beach, MD 20732
    /34

    $775,000

    $50K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,950 Sq Ft

    8076 Windward Key Dr, Chesapeake Beach, MD 20732

    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

    Doug Smith RE/MAX Realty Group

    8076 Windward Key Dr, Chesapeake Beach, MD 20732
  • 3384 Cannoncade Ct, Chesapeake Beach, MD 20732
    3384 Cannoncade Ct, Chesapeake Beach, MD 20732
    3384 Cannoncade Ct, Chesapeake Beach, MD 20732
    /60

    $687,500

    • 5 Beds
    • 3.5 Baths
    • 4,422 Sq Ft

    3384 Cannoncade Ct, Chesapeake Beach, MD 20732

    Located in the desirable Chesapeake Village community, this beautiful Colonial-style home features 5 bedrooms, 4 bathrooms, and a spacious layout designed for comfortable living and entertaining. Interior highlights include granite countertops, built-in kitchen appliances, hardwood plank flooring, a two-story family room, sunroom, media room, and a finished basement, all filled with abundant

    Tomie Scott-Deleonard DNS Realty Group

    3384 Cannoncade Ct, Chesapeake Beach, MD 20732
  • 6130 4th St, Chesapeake Beach, MD 20732
    6130 4th St, Chesapeake Beach, MD 20732
    6130 4th St, Chesapeake Beach, MD 20732
    /40

    $334,977

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    6130 4th St, Chesapeake Beach, MD 20732

    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,

    Chris Craddock EXP Realty, LLC

    6130 4th St, Chesapeake Beach, MD 20732
  • 4013 Seagate Square, Chesapeake Beach, MD 20732
    4013 Seagate Square, Chesapeake Beach, MD 20732
    4013 Seagate Square, Chesapeake Beach, MD 20732
    /50

    $479,900

    $5K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,028 Sq Ft

    4013 Seagate Square, Chesapeake Beach, MD 20732

    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

    Cynthia Taylor-Hicks Long & Foster Real Estate, Inc.

    4013 Seagate Square, Chesapeake Beach, MD 20732
  • 5130 Rosemary Dr, Chesapeake Beach, MD 20732
    5130 Rosemary Dr, Chesapeake Beach, MD 20732
    5130 Rosemary Dr, Chesapeake Beach, MD 20732
    /19

    $369,950

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 828 Sq Ft

    5130 Rosemary Dr, Chesapeake Beach, MD 20732

    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

    Ronald Watson Flag Real Estate Inc.

    5130 Rosemary Dr, Chesapeake Beach, MD 20732
  • 2630 Richfield Ln, Chesapeake Beach, MD 20732
    2630 Richfield Ln, Chesapeake Beach, MD 20732
    /2

    $619,900

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,276 Sq Ft

    2630 Richfield Ln, Chesapeake Beach, MD 20732

    COMING SOON! Welcome to 2630 Richfield Lane in Chesapeake Beach! This beautiful 4-bedroom, 2 full bath, 1 half bath home offers a fresh, updated feel with plenty of space to make your own. The main level features luxury vinyl plank flooring throughout main level, fresh paint, and a bright, functional layout perfect for everyday living and entertaining. The kitchen offers a spacious island, great

    Jenna Bare-Anderkovitch CENTURY 21 New Millennium

    2630 Richfield Ln, Chesapeake Beach, MD 20732
  • Lot 22R Block 8 18th St, Chesapeake Beach, MD 20732
    Lot 22R Block 8 18th St, Chesapeake Beach, MD 20732
    Lot 22R Block 8 18th St, Chesapeake Beach, MD 20732
    /7

    $179,000

    • Land
    • 31,798 Sq Ft
    • $245,205 per Acre

    Lot 22R Block 8 18th St, Chesapeake Beach, MD 20732

    Build you coastal escape! Large Corner lot is perfectly situated in new 4 lot community ready for your custom dream home. Imagine weekends spent exploring the boardwalk, beaches, crabbing, charter boat fishing or just enjoying the many local restaurants. Bring your builder and start experiencing the Chesapeake Bay lifestyle you've always imagined.

    Robyn Day RE/MAX One

    Lot 22R Block 8 18th St, Chesapeake Beach, MD 20732
  • 4685 Camp Roosevelt Dr, Chesapeake Beach, MD 20732
    4685 Camp Roosevelt Dr, Chesapeake Beach, MD 20732
    4685 Camp Roosevelt Dr, Chesapeake Beach, MD 20732
    /10

    $149,999

    • Land
    • 1.75 Acres
    • $85,714 per Acre

    4685 Camp Roosevelt Dr, Chesapeake Beach, MD 20732

    Beach and pier access on the Chesapeake Bay. Wooded 1.75± acre homesite with a partial water view. Located in an established waterfront community offering natural privacy and coastal ambiance.

    Stephanie Glaubitz Home Towne Real Estate

    4685 Camp Roosevelt Dr, Chesapeake Beach, MD 20732
  • Lot 22R Block 7 18th St, Chesapeake Beach, MD 20732
    Lot 22R Block 7 18th St, Chesapeake Beach, MD 20732
    Lot 22R Block 7 18th St, Chesapeake Beach, MD 20732
    /6

    $99,000

    • Land
    • 20,908 Sq Ft
    • $206,250 per Acre

    Lot 22R Block 7 18th St, Chesapeake Beach, MD 20732

    Your chance to build your dream home above it all. Perched on a hill in the coveted Chesapeake Beach area, this nearly 1/2 acre lot offers an unparalleled lifestyle. You're just minutes to the Boardwalks, beach, resort style dining, charter fishing, and more! Don't miss this rare opportunity. Come see the potential for yourself.

    Robyn Day RE/MAX One

    Lot 22R Block 7 18th St, Chesapeake Beach, MD 20732
  • 6561 8th St, Chesapeake Beach, MD 20732
    6561 8th St, Chesapeake Beach, MD 20732
    6561 8th St, Chesapeake Beach, MD 20732
    /22

    $365,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    6561 8th St, Chesapeake Beach, MD 20732

    So much to love here in the Chesapeake Beach rambler! Pull right in to your covered carport and additional off street parking. Inside you will find a traditional floor plan with a spacious family room leading to the eat in kitchen with updated appliances and granite counter tops. A separate laundry room offers potential for additional storage or pantry. Three bedrooms and updated full bath

    Becky King Home Towne Real Estate

    6561 8th St, Chesapeake Beach, MD 20732
  • 3640 Estelle Ct, Chesapeake Beach, MD 20732
    3640 Estelle Ct, Chesapeake Beach, MD 20732
    3640 Estelle Ct, Chesapeake Beach, MD 20732
    /62

    $1,099,000

    $26K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 6,659 Sq Ft

    3640 Estelle Ct, Chesapeake Beach, MD 20732

    ***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

    Heather Hall Hyatt & Company Real Estate LLC

    3640 Estelle Ct, Chesapeake Beach, MD 20732
  • 8048 Windward Key Dr, Chesapeake Beach, MD 20732
    8048 Windward Key Dr, Chesapeake Beach, MD 20732
    8048 Windward Key Dr, Chesapeake Beach, MD 20732
    /50

    $759,900

    • 3 Beds
    • 4.5 Baths
    • 2,583 Sq Ft

    8048 Windward Key Dr, Chesapeake Beach, MD 20732

    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

    Chris Moore Compass

    8048 Windward Key Dr, Chesapeake Beach, MD 20732

Showing Results 1 - 40, Page 1 of 2

Maryland Calvert County Chesapeake Beach

Real Estate & Homes for Sale in Chesapeake Beach, MD

Why Live in Chesapeake Beach

Chesapeake Beach, Maryland, is a growing destination on the shores of the Chesapeake Bay, offering a mix of residential and commercial development. The town features a variety of home styles, including contemporary townhouses, pastel-colored bungalows, and Dutch colonial split-levels, primarily situated on small lots. The northern end of Chesapeake Beach is more densely developed, while the southern end remains largely residential. The local schools, part of the Calvert County School District, are highly rated, with Beach Elementary, Windy Hill Middle, and Northern High all earning commendable scores and recognition for their teaching staff and green initiatives.

Residents enjoy private beach access at Brownie's Beach, a popular spot for picnics and searching for sharks' teeth and sea glass. Veterans Memorial Park offers stunning views of the Bay and a place to honor America's veterans. Fishing Creek provides freshwater angling opportunities and access to the Chesapeake Beach Railway Trail, which is set to offer 28 miles of scenic greenway across Southern Maryland once completed. Currently, sections of the Trail allow for biking through natural habitats.

Dining options in Chesapeake Beach are plentiful, with a recent boom in restaurants. Baia Coastal Italian Kitchen and Wine Bar offers bay views and Italian seafood dishes, while Abners Crab House is known for its soft-shell crab sandwich. Residents also benefit from Roland's Supermarket, which provides delivery and online ordering. With its active lifestyle, exciting amenities, and valuable investments, Chesapeake Beach is becoming a cultural hub on the upper Chesapeake Bay.

Learn more about living in Chesapeake Beach

Frequently Asked Questions

What is the average home price in Chesapeake Beach, MD?
Homes for sale in Chesapeake Beach, MD have an average home price of $514,405.
How many homes have sold over the last 12 months in Chesapeake Beach, MD?
141 homes have sold in Chesapeake Beach, MD over the last 12 months.
What is the average household income in Chesapeake Beach, MD?
The average household income in Chesapeake Beach, MD is $137K.
What are the most popular zip codes in Chesapeake Beach, MD?
The most popular zip codes in Chesapeake Beach, MD include 20732, 20714, 20736, 20689 and 20779.
How much do you need to make to afford a house in Chesapeake Beach?
The median home price in Chesapeake Beach is $461,250. If you put a 20% down payment of $92,200 and had a 30-year fixed mortgage with an interest rate of 6.52%, your estimated principal and interest payment would be $2,340 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $100K a year to afford the median home price in Chesapeake Beach. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Chesapeake Beach is $137K.
How are the schools in Chesapeake Beach, MD?
Chesapeake Beach, MD has highly rated public and private schools. Some of the best schools in Chesapeake Beach based on Niche Grades are Northern High School, Huntingtown High School and Windy Hill Elementary School. Browse all the schools in Chesapeake Beach, MD to learn more.

Home Prices in Chesapeake Beach, MD

The median home sale price in Chesapeake Beach, MD is $460,000, up 4% year-over-year. Homes in Chesapeake Beach sell in 33 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$460,000
Median Single Family Sale Price
$490,250
Median Townhouse Sale Price
$410,000
Median 2 Bedroom Sale Price
$365,000
Average Price Per Sq Ft
$223
Number of Homes for Sale
33
Last 12 months Home Sales
141
Months of Supply
2.80
Median List Price
$461,250
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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