16

Herald Harbor, MD Homes for Sale

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  • 245 Long Point Rd, Crownsville, MD 21032
    245 Long Point Rd, Crownsville, MD 21032
    245 Long Point Rd, Crownsville, MD 21032
    /67

    $1,999,900

    $350K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,743 Sq Ft

    245 Long Point Rd, Crownsville, MD 21032

    Experience the beauty of waterfront living at 245 Long Point Road on sought-after Little Round Bay. Perfectly positioned across from St. Helena Island, this exceptional home offers breathtaking water views and seamless indoor-outdoor living.Designed to maximize its spectacular setting, the open-concept floor plan features a dramatic family room with soaring cathedral ceilings, a cozy gas

    Agent Photo

    Julie Procopio

    Berkshire Hathaway HomeServices Homesale Realty

    245 Long Point Rd, Crownsville, MD 21032
  • 386 Laurel Trail, Crownsville, MD 21032
    386 Laurel Trail, Crownsville, MD 21032
    386 Laurel Trail, Crownsville, MD 21032
    /39

    $499,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft

    386 Laurel Trail, Crownsville, MD 21032

    Welcome to the water-oriented community of Herald Harbor, where this charming home offers a unique floor plan and waterviews of the nearby Severn River. Lovingly maintained by the same family for nearly 30 years, this home is ready for its next chapter and new owners to make it their own. The open-concept lower level provides a flexible living, dining, and kitchen layout that's perfect for

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    386 Laurel Trail, Crownsville, MD 21032
  • 440 Bobwhite Trail, Crownsville, MD 21032
    440 Bobwhite Trail, Crownsville, MD 21032
    440 Bobwhite Trail, Crownsville, MD 21032
    /53

    $749,990

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,015 Sq Ft

    440 Bobwhite Trail, Crownsville, MD 21032

    Welcome to your hilltop hideaway in the sought-after Herald Harbor community of Crownsville. Set on nearly half an acre, surrounded by mature trees, this beautifully maintained custom-built 2008 Colonial the perfect blend of privacy, comfort, and convenience.With 4 bedrooms, 3.5 baths, and over 3,200 square feet across three levels this home delivers generous living space and thoughtful

    Gina White Coldwell Banker Realty

    440 Bobwhite Trail, Crownsville, MD 21032
  • 809 Whitewood Trail, Crownsville, MD 21032
    809 Whitewood Trail, Crownsville, MD 21032
    809 Whitewood Trail, Crownsville, MD 21032
    /37

    $310,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    809 Whitewood Trail, Crownsville, MD 21032

    Whether you're ready to stop renting, simplify your lifestyle, or invest in real estate, this charming cottage in Herald Harbor is the perfect opportunity!Move right into this cozy 2-bedroom, 1-bath home, thoughtfully designed for easy, low-maintenance living without sacrificing comfort. Sunlight pours in through the many windows, filling the home with natural light and creating a warm,

    Kelly Kindig Douglas Realty, LLC

    809 Whitewood Trail, Crownsville, MD 21032
  • 452 Kyle Rd, Crownsville, MD 21032
    452 Kyle Rd, Crownsville, MD 21032
    452 Kyle Rd, Crownsville, MD 21032
    /46

    $510,000

    • 3 Beds
    • 3 Baths
    • 2,048 Sq Ft

    452 Kyle Rd, Crownsville, MD 21032

    Roof is 3 years old. If you see the old pictures, you will see that most of the home has been renovated. Seller has added his personal touches to make this house feel like a home. It sits on a very spacious lot with plenty of parking in a very private space. Near Herald harbor where you can fish and/or if you own a boat sail off into the bay. Schedule your showings today!

    Elber Olivo First Decision Realty LLC

    452 Kyle Rd, Crownsville, MD 21032
  • 753 Eddy Rd, Crownsville, MD 21032
    753 Eddy Rd, Crownsville, MD 21032
    753 Eddy Rd, Crownsville, MD 21032
    /37

    $425,000

    • 3 Beds
    • 2 Baths
    • 900 Sq Ft

    753 Eddy Rd, Crownsville, MD 21032

    Nestled in the peaceful Herald Harbor community and just steps from the Eddy Road boat launch, this beautifully & newly finished home blends modern comfort with classic charm—perfect for outdoor lovers who want adventure right outside their door. The interior feels brand new, with fresh paint, new flooring, and a fully renovated kitchen featuring new cabinetry, quartz countertops, and stainless

    Ronald Howard Everything Real Estate, LLC

    753 Eddy Rd, Crownsville, MD 21032
  • 1189 Harbor Oak Dr, Crownsville, MD 21032
    1189 Harbor Oak Dr, Crownsville, MD 21032
    1189 Harbor Oak Dr, Crownsville, MD 21032
    /52

    $899,900

    • 5 Beds
    • 3.5 Baths
    • 2,383 Sq Ft

    1189 Harbor Oak Dr, Crownsville, MD 21032

    Exhale. The search is over. Tucked away on two private acres in Crownsville, this is the kind of home that feels like a retreat from the moment you arrive. Surrounded by mature trees in a peaceful, park-like setting, it offers something increasingly hard to find—privacy, space and convenience all in one place, just minutes from Annapolis.Inside, more than 3,500 square feet & 2 Car Garage

    Kristi Krankowski RE/MAX One

    1189 Harbor Oak Dr, Crownsville, MD 21032
  • 0 Redwood Trail Unit MDAA2153942, Crownsville, MD 21032
    0 Redwood Trail Unit MDAA2153942, Crownsville, MD 21032
    0 Redwood Trail Unit MDAA2153942, Crownsville, MD 21032
    /3

    $22,500

    • Land
    • 4,791 Sq Ft
    • $204,545 per Acre

    0 Redwood Trail Unit MDAA2153942, Crownsville, MD 21032

    DOUBLE LOT! SELLER FINANCING AVAILABLE! If you are searching for the perfect spot to buy cheap land near the water, look no further than this beautiful 2-lot package in the historic Herald Harbor community. Nestled in Crownsville, Maryland, this peaceful 0.11-acre tract is situated just 2,900 feet from the scenic Severn River, offering an incredible coastal lifestyle with unbeatable

    Anjie Deonauth Rise Real Estate, LLC

    0 Redwood Trail Unit MDAA2153942, Crownsville, MD 21032
  • 366 Walnut Trail, Herald Harbor, MD 21032
    366 Walnut Trail, Herald Harbor, MD 21032
    366 Walnut Trail, Herald Harbor, MD 21032
    /5

    $79,999

    $9K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $470,582 per Acre

    366 Walnut Trail, Herald Harbor, MD 21032

    A newly reduced price makes your dream of building the perfect home closer than ever!! Two adjacent R-5 Lots Totaling 7500 SQ.FT. have been merged into one buildable canvas. Nestled in Herald Harbor, a historic and scenic enclave along the Severn River! Prime Double Lot Opportunity! Public water available Buyers to confirm all listing information.

    Lyn Faig CENTURY 21 New Millennium

    366 Walnut Trail, Herald Harbor, MD 21032
  • 1185 Harbor Oak Dr, Crownsville, MD 21032
    1185 Harbor Oak Dr, Crownsville, MD 21032
    1185 Harbor Oak Dr, Crownsville, MD 21032
    /67

    $1,250,000

    • 4 Beds
    • 3.5 Baths
    • 3,504 Sq Ft

    1185 Harbor Oak Dr, Crownsville, MD 21032

    This is the one you have been waiting for! Totally new and renovated from top to bottom this contemporary four levelshouse is your private daily getaway from all the daily hustle and bustle. Located on over two wooded acres but only a few minutes from Annapolis and the Chesapeake Bay, short distance to either Baltimore or DC, it is strategically located. The master bedroom on the main level also

    Carlos Aranguren Excel Realty

    1185 Harbor Oak Dr, Crownsville, MD 21032
  • 807 Hollywood Blvd, Crownsville, MD 21032
    807 Hollywood Blvd, Crownsville, MD 21032
    807 Hollywood Blvd, Crownsville, MD 21032
    /38

    $514,900

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,516 Sq Ft

    807 Hollywood Blvd, Crownsville, MD 21032

    ****SELLERS ARE MOTIVATED!! BRING YOUR OFFER***** Welcome to 807 Hollywood Blvd, a beautifully updated raised rancher home offering the perfect blend of modern convenience, peace of mind, and an enviable coastal lifestyle. Nestled in a highly sought-after, water-oriented community, this turn-key property is perfectly positioned for an easy commute to Annapolis, Baltimore, and Washington,

    SALLY KERCHNER AXEN Realty LLC

    807 Hollywood Blvd, Crownsville, MD 21032
  • 1079 Omar Dr, Crownsville, MD 21032
    1079 Omar Dr, Crownsville, MD 21032
    1079 Omar Dr, Crownsville, MD 21032
    /6

    $530,000

    $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,872 Sq Ft

    1079 Omar Dr, Crownsville, MD 21032

    Welcome to a newly beautifully renovated 4 bedrroooms and 3 full baths home in a popular water priviledge community. Walk or short drive to five beach Arden on the Severn community.Please walk in a high ceiling foyerand take a few steps up to an airy, sunny and modern living space. This floor has a large master bedroom with modern accessories and a gallery of closets. Second bedroom also has

    Norman Domingo XRealty.NET LLC

    1079 Omar Dr, Crownsville, MD 21032
  • 389 Chestnut Trail, Crownsville, MD 21032
    389 Chestnut Trail, Crownsville, MD 21032
    389 Chestnut Trail, Crownsville, MD 21032
    /46

    $489,900

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    389 Chestnut Trail, Crownsville, MD 21032

    The three-bedroom, three-bathroom with a total of 1700 sq ft living area. (900 at the upper level and 800 lower level) residence has undergone a major transformation, with renovations completed in 2026 that elevate its charm and sophistication to new heights * * * Key property details include: New HVAC * * * New Gas Water Heater * * * The roof is in very good condition, home inspector indicates

    Edward Wong Advantage Realty of Maryland

    389 Chestnut Trail, Crownsville, MD 21032
  • 993 Round Bay Rd, Crownsville, MD 21032
    993 Round Bay Rd, Crownsville, MD 21032
    993 Round Bay Rd, Crownsville, MD 21032
    /47

    $999,900

    $100K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,076 Sq Ft

    993 Round Bay Rd, Crownsville, MD 21032

    Welcome to this charming waterfront retreat perfectly positioned along the shores of Browns Cove with breathtaking panoramic water views from nearly every window. Originally built in 1940 and thoughtfully renovated in 2008, this contemporary home seamlessly blends timeless character, modern comfort, and an unparalleled waterfront lifestyle.Offering 2 bedrooms, 2 full bathrooms, and over

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    993 Round Bay Rd, Crownsville, MD 21032
  • 0 Herald Harbor Rd Unit MDAA2152290, Crownsville, MD 21032
    0 Herald Harbor Rd Unit MDAA2152290, Crownsville, MD 21032
    0 Herald Harbor Rd Unit MDAA2152290, Crownsville, MD 21032
    /13

    $49,900

    • Land
    • 10,890 Sq Ft
    • $199,600 per Acre

    0 Herald Harbor Rd Unit MDAA2152290, Crownsville, MD 21032

    Build your vision in one of Anne Arundel County's most desirable locations! This quarter-acre wooded lot offers a peaceful, private setting near the corner of Herald Harbor Road and Old Herald Harbor Road in the sought-after Herald Harbor community of Crownsville, Maryland. Surrounded by conservancy property and open space, the lot provides a tranquil natural backdrop with added privacy and the

    Jonathan Benya EXP Realty, LLC

    0 Herald Harbor Rd Unit MDAA2152290, Crownsville, MD 21032
  • Lots 9-12 Cedar Trail, Herald Harbor, MD 21032
    Lots 9-12 Cedar Trail, Herald Harbor, MD 21032
    Lots 9-12 Cedar Trail, Herald Harbor, MD 21032
    /8

    $79,000

    • Land
    • 10,018 Sq Ft
    • $343,478 per Acre

    Lots 9-12 Cedar Trail, Herald Harbor, MD 21032

    Easy accessible lot to build your dream home, in close proximity to Herald Harbor Park, featuring trails, and outdoor recreation. Located just a short drive from Annapolis and major commuter routes, this land combines tranquility with accessibility. Schedule your visit today!

    Bob Chew Samson Properties

    Lots 9-12 Cedar Trail, Herald Harbor, MD 21032
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