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Sailboats for Sale in Maryland - By Owner

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  • Sailboat — $6,500 — Middle River, MD
  • O’day 30” 1985 Sailboat — $7,500 — Annapolis, MD
  • 30’ Hunter 1980 For SALE , READ description — $8,000 — Baltimore, MD
  • 1997 Island Packet IP-40 — $149,900 — Havre de Grace, MD
  • 38’ Irwin Sailboat for sale — $10,000 — Pasadena, MD
  • 1966 Pearson Wanderer — $12,000 — Baltimore, MD
  • 1982 Hunter 32’ 7” Sloop - Ready to Sail - Yanmar Diesel & Solar! — $9,650 — Churchton, MD
  • 2020 Beneteau Power Boats Swift Trawler 35 — $420,000 — Annapolis, MD
  • Endeavour 38' Sailboat — $25,000 — Lexington Park, MD
  • Catalina 30 — $8,000 — Sparrows Point, MD
  • 2003 Hunter 356 — $58,500 — Gibson Island, MD
  • 2005 Beneteau 343 Sailboat — $70,000 — Churchton, MD
  • 2021 Handmade Joel White Design Shellback 12’ wooden Sailboat — $10,000 — Poolesville, MD
  • 2014 Beneteau Swift Trawler 34 — $275,000 — Edgewater, MD
  • 16' Roger Crawford Swampscott Sailing Dory w/ Trailer – Rare Classic Sail & Row Boat — $5,950 — Salisbury, MD
  • 1999 Catalina 320 with 90 hours on motor like new — $55,000 — Middle River, MD
  • 2006 Hunter 41 Deck Salon — $120,000 — Shady Side, MD
  • 1985 Sabor 36 sailboat — $54,000 — Essex, MD
  • 2000 Cherubini 48 Schooner — $550,000 — easternshore
  • 1983 Brewer 42 Cutter — $79,000 — easternshore
  • 30' Nonsuch 30 Ultra — $39,000 — Mayo, MD
  • 36' Gozzard 36 — $45,000 — Cambridge, Maryland
  • 37.5' Hunter 37 Legend — $22,000 — Maryland
  • Laser performance Laser — $5,000 — Maryland
12Next ›

42 sailboats for sale in Maryland by owner, priced $5,000 to $550,000, popular makes include Hunter, Beneteau, Island Packet. Deal direct with the seller — every listing badged FSBO, Broker or Dealer. Newest added 2026-08-01.

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  • All boats for sale in Maryland

Sailboats in other states

  • Sailboats in Florida
  • Sailboats in California
  • Sailboats in New York
  • Sailboats in Virginia
  • Sailboats in Texas
  • Sailboats in Massachusetts

Popular sailboats brands here

  • Hunter sailboats
  • Beneteau sailboats
  • Island Packet sailboats
  • Catalina sailboats
  • Tartan sailboats
  • Irwin sailboats
  • Pearson sailboats
  • Endeavour sailboats

Frequently asked questions

How many sailboats are for sale in Maryland?
There are currently 42 by-owner sailboats listed in Maryland on YachtBazar.
Are these sailboats sold by owner?
Most sailboats in Maryland are sold directly by their owners, with no commission. Brokers and dealers can list as well, each clearly badged.

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YachtBazar is a marketplace platform only. We are not a party to any sale and never broker, inspect, hold funds, or take a commission. Always inspect a vessel in person and never wire money to someone you haven't met. By-owner listings are aggregated from public by-owner sources (Craigslist, Facebook Marketplace) and direct owner submissions.
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