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Waterfront Homes for Sale in Chesapeake Beach, MD

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  • /60

    $739,900

    • 3 Beds
    • 2.5 Baths
    • 1,732 Sq Ft

    8337 Bay Crest Ct, Chesapeake Beach, MD 20732

    Rich solid bamboo flooring flows throughout the main living areas, while replacement windows maximize the breathtaking Bay views. The remodeled gourmet kitchen features quartz countertops, stainless steel appliances, and opens to a full-width waterfront deck—perfect for morning coffee, outdoor dining, or simply watching the boats pass by. The spacious family room also opens onto a private

    Agent Photo

    Gail Nyman

    RE/MAX United Real Estate

    8337 Bay Crest Ct, 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

    Agent Photo

    Gail Nyman

    RE/MAX United Real Estate

    5209 Larchmont Dr, Chesapeake Beach, MD 20732
  • /23

    $360,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,632 Sq Ft

    4820 Sherwood Ave, Chesapeake Beach, MD 20732

    Opportunity to obtain a spacious home in a community with beach access. The Breezy Point Community has access to the beach through voluntary dues, not mandatory ones. The beautiful beach is within walking distance and also offers a large picnic area.The home is being sold as is by the estate. The special features include new carpet on the main level and a new roof between 2021 and 2022. Solar

    Dawn Wood O'Brien Realty ERA Powered

    4820 Sherwood Ave, Chesapeake Beach, MD 20732
  • /64

    $799,000

    $66K PRICE DROP
    • 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
  • /2

    $624,700

    Coming Soon
    • 4 Beds
    • 4.5 Baths
    • 3,240 Sq Ft

    4325 Willows Rd, Chesapeake Beach, MD 20732

    Welcome home to this spacious colonial in the sought-after, water-privileged community of Willows Colony. Featuring 4 bedrooms, 4.5 bathrooms, and hardwood floors throughout, this home offers plenty of room and a flexible unfinished basement with a workshop. Outside, you can relax on the front porch or enjoy the private, wooded backyard with a deck, patio, fish pond, shed, and 2-car garage. Best

    Mike Benton Home Towne Real Estate

    4325 Willows Rd, Chesapeake Beach, MD 20732
  • /30

    $774,900

    $124K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 2,876 Sq Ft

    8054 Windward Key Dr, Chesapeake Beach, MD 20732

    MAJOR PRICE IMPROVEMENT. Experience an elevated waterfront lifestyle in the coveted Windward Key community, ideally positioned along the shores of the Chesapeake Bay in the heart of Chesapeake Beach. This exceptional four-level townhome blends refined design with water views, offering 3 bedrooms, 4 full baths, and 1 half bath across thoughtfully designed living spaces. Sunlight pours through

    Doug Smith RE/MAX Realty Group

    8054 Windward Key Dr, Chesapeake Beach, MD 20732
  • /33

    $1,200,000

    $100K PRICE DROP
    • 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
  • /60

    $699,900

    $25K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,048 Sq Ft

    4416 Snowy Egret Ct, Chesapeake Beach, MD 20732

    Price reduction and One year home warranty included!!!!Welcome to 4416 Snowy Egret Court, a stunning 5-bedroom, 3 full bath, 1 half bath home located at the end of a quiet cul-de-sac in the highly desirable Breezy Point Estates community of Chesapeake Beach. Just one mile from the Chesapeake Bay, residents enjoy beach passes and private water access all year, offering the perfect blend of

    Heather Heath Deep Roots Real Estate

    4416 Snowy Egret Ct, Chesapeake Beach, MD 20732
  • /34

    $749,900

    $75K 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
  • /55

    $485,000

    • 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
  • /10

    $136,900

    • Land
    • 1.75 Acres
    • $78,229 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
  • /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
  • /31

    $535,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,296 Sq Ft

    4010 Beach Dr, Chesapeake Beach, MD 20732

    Tucked into the sought-after Holiday Beach community in Chesapeake Beach, this classic colonial offers the perfect blend of comfort, charm, and the relaxed southern Maryland lifestyle so many buyers are searching for. Enjoy community water access along with easy proximity to all the dining, shopping, marinas, and recreation that make the Chesapeake Bay lifestyle so special. Inside, hardwood

    Dee Dee Miller Paul Wesley Real Estate

    4010 Beach Dr, Chesapeake Beach, MD 20732

Home Price Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$501,000
Median Townhouse Sale Price
$404,000
Median 2 Bedroom Sale Price
$365,000
Median 1 Bedroom Sale Price
$335,000
Average Price Per Sq Ft
$226
Number of Homes for Sale
34
Last 12 months Home Sales
160
Months of Supply
2.60
Median List Price
$467,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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