10

Herald Harbor, MD Homes for Sale

Section Image Section Image
  • 764 N Riverside Dr, Crownsville, MD 21032
    764 N Riverside Dr, Crownsville, MD 21032
    764 N Riverside Dr, Crownsville, MD 21032
    /60

    $875,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,492 Sq Ft

    764 N Riverside Dr, Crownsville, MD 21032

    Discover a rare retreat in the coveted Herald Harbor riverside community, just steps from the Severn River. This exceptional 3 level, 3 Bedroom, 2.5 Bathroom residence boasts 3,692 sq ft and sits on a generous 7,788 sq ft corner lot, offering a refined lifestyle in a riverside community with timeless architecture, thoughtful design, and beautiful partial seasonal water views from the top level

    Agent Photo

    Neil Bacchus

    EXP Realty, LLC

    (410) 989-4872

    764 N Riverside Dr, Crownsville, MD 21032
  • 245 Long Point Rd, Crownsville, MD 21032
    245 Long Point Rd, Crownsville, MD 21032
    245 Long Point Rd, Crownsville, MD 21032
    /53

    $2,350,000

    • 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 stunning home offers breathtaking water views and effortless indoor-outdoor living. Inside, the open floor plan is designed to capture the views, featuring a dramatic family room with cathedral ceilings, a cozy gas fireplace, and an

    Agent Photo

    Julie Procopio

    Berkshire Hathaway HomeServices Homesale Realty

    (443) 843-0661

    245 Long Point Rd, Crownsville, MD 21032
  • 315 S Riverside Dr, Crownsville, MD 21032
    315 S Riverside Dr, Crownsville, MD 21032
    315 S Riverside Dr, Crownsville, MD 21032
    /99

    $785,000

    • 3 Beds
    • 3.5 Baths
    • 2,700 Sq Ft

    315 S Riverside Dr, Crownsville, MD 21032

    Perched above the Severn River with breathtaking water views, this one-of-a-kind property offers a flexible lifestyle design that is hard to find in today’s market. Whether you are searching for multi-generational living, a second home near the Naval Academy, income potential, or simply a unique space to gather and entertain, this home delivers endless possibilities.The upper level features warm

    Agent Photo

    Bonnie Fleishman

    Douglas Realty, LLC

    (410) 883-5347

    315 S Riverside Dr, 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
  • 333 S Riverside Dr, Crownsville, MD 21032
    333 S Riverside Dr, Crownsville, MD 21032
    333 S Riverside Dr, Crownsville, MD 21032
    /47

    $575,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,846 Sq Ft

    333 S Riverside Dr, Crownsville, MD 21032

    Delia Abrams Taylor Properties

    333 S Riverside Dr, 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

    $89,000

    • Land
    • 7,405 Sq Ft
    • $523,529 per Acre

    366 Walnut Trail, Herald Harbor, MD 21032

    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
  • 934 N Forest Trail, Crownsville, MD 21032
    934 N Forest Trail, Crownsville, MD 21032
    /2

    $750,000

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 2,103 Sq Ft

    934 N Forest Trail, Crownsville, MD 21032

    Beautifully renovated coastal retreat with scenic water views, ideally situated on a spacious, wooded lot in the sought-after water-privileged community of Herald Harbor in Crownsville. Enjoy an exceptional Chesapeake Bay lifestyle with access to community beaches, boat ramps, fishing piers, and waterfront parks—perfect for boating, kayaking, and soaking in the coastal charm. Inside, this

    Melanie Wood Berkshire Hathaway HomeServices PenFed Realty

    934 N Forest Trail, Crownsville, MD 21032
  • 863 Dogwood Trail, Crownsville, MD 21032
    863 Dogwood Trail, Crownsville, MD 21032
    863 Dogwood Trail, Crownsville, MD 21032
    /18

    $349,000

    $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 667 Sq Ft

    863 Dogwood Trail, Crownsville, MD 21032

    Welcome to Herald Harbor living! Nestled in the sought after water oriented community of Herald Harbor, this charming cottage offers an inviting home in comfort and convenience. Energy efficient Bosch Ductless Minisplit and newer double pane windows. Large driveway for 4 cars. Enjoy the spacious yard with beautiful trees and landscaping in quiet surroundings, easily walkable to the community

    Karen Elliott KL Realty Services, LLC

    863 Dogwood Trail, Crownsville, MD 21032
  • 1079 Omar Dr, Crownsville, MD 21032
    1079 Omar Dr, Crownsville, MD 21032
    1079 Omar Dr, Crownsville, MD 21032
    /6

    $550,000

    • 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
  • 376 Beech Trail, Crownsville, MD 21032
    376 Beech Trail, Crownsville, MD 21032
    376 Beech Trail, Crownsville, MD 21032
    /36

    $529,900

    • 3 Beds
    • 2 Baths
    • 1,668 Sq Ft

    376 Beech Trail, Crownsville, MD 21032

    Nestled in the serene community of Herald Harbor, this exquisite ranch-style home offers a perfect blend of luxury and comfort, ideal for those seeking an exclusive lifestyle. With a major renovation completed in 2019, HVAC & encapsulated crawlspace in 2023, this residence boasts a modern aesthetic while retaining its charming character. Step inside to discover an inviting open floor plan that

    Linda Cerulli CENTURY 21 New Millennium

    376 Beech Trail, Crownsville, MD 21032
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group