386 boats and yachts for sale by owner in Maryland, priced $5,000 to $1,499,000 for 12 to 195 ft lengths, with the most listings in Annapolis (58), Pasadena (20), Middle River (16), Baltimore (16), Edgewater (15). Popular makes: Sea Ray, Grady-White, Hunter, Parker. Newest added 2026-09-05. No commission — every listing badged FSBO, Broker or Dealer.
Of the roughly 200 boats and yachts for sale by owner in Maryland on YachtBazar today, the median asking price is $28,000. Sailboats are the second-largest type behind general powerboats — ahead of fishing boats and cruisers/motor yachts by title keyword — and two of the four most-listed makes in the state, Hunter and Beneteau, are sailboat builders. That skew is exactly what the geography predicts: Maryland boating centers on the Chesapeake Bay, the largest estuary in the United States — protected water, tidal rivers and steady summer breeze — and Annapolis, which has styled itself "America's Sailing Capital" for decades, carries more listings than any other city in the state.
The Bay reads differently by stretch. The upper Bay around Baltimore and Middle River is river-mouth water — the Patapsco, Back and Middle rivers — with city marinas a short run from open water. Between Baltimore and Annapolis, river towns like Pasadena and Severna Park line the necks of the Magothy and Severn; all five of Maryland's top listing cities sit on this western shore. Across the Bay Bridge, the Eastern Shore — Kent Island, Kent Narrows, the Choptank — is shallower, quieter cruising and crabbing water. And Maryland has an ocean side too: the Atlantic inlet at Ocean City is the state's offshore-fishing port, running a different fleet — center consoles and sportfish — than the sloops and cruisers of the Bay.
Annapolis, Pasadena, Middle River, Baltimore and Severna Park carry the most listings statewide, with asking prices from $5,000 to $798,000 across 12 to 70 ft of boat. See the by-owner sailboats for sale in Maryland, boats priced $25,000 to $50,000 in Maryland — the band the state's median asking price falls into — or Maryland boat slips & docks if you need somewhere on the Bay to keep what you buy.
