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Waterfront Homes for Sale in Chesapeake Beach, MD

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  • /67

    $780,000

    • 4 Beds
    • 3.5 Baths
    • 4,018 Sq Ft

    7005 Napa Dr, Chesapeake Beach, MD 20732

    Welcome to 7005 Napa Drive in Chesapeake Beach, Maryland, a beautiful and modern 4-bedroom, 3.5-bathroom rambler offering the convenience of main-level living in Calvert County with space for guests, entertaining, and everyday comfort. This spacious Chesapeake Beach home features a thoughtful layout with generous living areas, comfortable bedrooms, and a primary ensuite that is an oasis. The

    Brenda Huelle EXP Realty, LLC

    7005 Napa Dr, Chesapeake Beach, MD 20732
  • /64

    $725,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 1,978 Sq Ft

    8605 Addison Bridge Place, Chesapeake Beach, MD 20732

    Showings can begin 4/2 * LIVE THE SALT LIFE YEAR-ROUND — or make this your perfect Vacation Home! Rare opportunity to own in this highly desirable Chesapeake Bay Community with exceptional walkability and stunning water views. This beautiful water-view townhome offers spectacular Bay Views and a thoughtfully designed layout where EACH of the 3 Bedroom features its own private en-suite bathrooms.

    Lara Owings RE/MAX Realty Group

    8605 Addison Bridge Place, Chesapeake Beach, MD 20732
  • /44

    $725,000

    • 4 Beds
    • 2 Baths
    • 1,600 Sq Ft

    8223 C St, Chesapeake Beach, MD 20732

    Imagine waking up to the sound of gentle waves and stepping outside with your morning coffee to watch the sun rise over the Chesapeake Bay. Welcome to your waterfront retreat in the heart of Chesapeake Beach. Perfectly situated on C Street, just a short stroll to the Veterans Memorial, this charming two-story home offers 4 bedrooms, 2 full bathrooms, and approximately 1,600 square feet of

    Danny Martin Keller Williams Flagship

    8223 C St, Chesapeake Beach, MD 20732
  • /50

    $869,900

    • 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 townhouse offers 2,632 square feet of thoughtfully designed living space for those who appreciate the beauty of life by the water. Expansive decks on every level provide uninterrupted views, where you can savor gentle breezes and watch local crab boats set out at sunrise. Because of

    Greg Beckman Coldwell Banker Realty

    8047 Windward Key Dr, Chesapeake Beach, MD 20732
  • /30

    $450,000

    • 2 Beds
    • 2 Baths
    • 984 Sq Ft

    8501 Bayside Rd, Chesapeake Beach, MD 20732

    Stunning Chesapeake Bay panoramic water views from this luxury condominium. Features two bedrooms and 2 full baths kitchen with breakfast bar and a large balcony overlooking the Bay. Enjoy watching the Osprey, Bald Eagles, Dolphins, Sailboats, and other water sports . Wake up to the gorgeous sunrise, over the Bay, from the primary bedroom that has access to the balcony. The Primary suite has a

    Paulette Ladas RLAH @properties

    8501 Bayside Rd, Chesapeake Beach, MD 20732
  • /102

    $850,000

    • 4 Beds
    • 5 Baths
    • 3,049 Sq Ft

    8074 Windward Key Dr, Chesapeake Beach, MD 20732

    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,

    Pattee McInerney Scott McInerney RE/MAX One

    8074 Windward Key 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
  • /2

    $495,000 Open House 4/19

    • 4 Beds
    • 2 Baths
    • 1,584 Sq Ft

    8998 Saint Andrews Dr, Chesapeake Beach, MD 20732

    Coming soon! Open House 04/19/2026 from 12noon-3pm.Experience refined coastal living in this impeccably maintained 4-bedroom, 2-bath residence, gracefully situated on a private 2-acre lot in the prestigious Highlands community of Chesapeake Beach. Tucked away on a quiet cul-de-sac, this exceptional property offers a rare combination of tranquility, space, and understated elegance—all with a

    Jana Ritter Ritter Realty, LLC

    8998 Saint Andrews Dr, Chesapeake Beach, MD 20732
  • /2

    $524,700 Coming Soon

    • 3 Beds
    • 3 Baths
    • 1,952 Sq Ft

    3305 Chesapeake Beach Rd, Chesapeake Beach, MD 20732

    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

    Mike Benton Home Towne Real Estate

    3305 Chesapeake Beach Rd, Chesapeake Beach, MD 20732

Home Trends in Chesapeake Beach, MD

Housing Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$495,000
Median Townhouse Sale Price
$409,000
Median 2 Bedroom Sale Price
$462,500
Median 1 Bedroom Sale Price
$355,000
Average Price Per Sq Ft
$219
Number of Homes for Sale
36
Last 12 months Home Sales
131
Months of Supply
3.30
Median List Price
$450,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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