• Sell Your Boat
  • We Buy Your Boat
  • Find
    droparrow iconFind
    • Boats For Sale
    • Boat Types
    • Boat Dealers
    • Outboard Motors & Engines
    • Boat Trailers
  • Sell Your Boat
    droparrow iconSell Your Boat
    • Sell Your Boat
    • We Buy Your Boat
  • Services
    droparrow iconServices
    • Boat Loans
    • Boat Insurance
    • Boat Transport
    • Boat Warranty
    • Boat Documentation
    • Boat Rental
  • Resources
    droparrow iconResources
    • Get Advice On:
    • Buying
    • Selling
    • Boating
    • Read
    • Reviews
  • Home//
  • Boats for Sale//
  • Sail//
  • Maryland

Sailboats for sale in Maryland

Back To Top
Clear AllMDAll sail
Location
By Zip
By City or State
from
US
  • All States
  • Alabama
  • Alaska
  • Arizona
  • Arkansas
  • California
  • Colorado
  • Connecticut
  • Delaware
  • District Of Columbia
  • Florida
  • Georgia
  • Hawaii
  • Idaho
  • Illinois
  • Indiana
  • Iowa
  • Kansas
  • Kentucky
  • Louisiana
  • Maine
  • Maryland
  • Massachusetts
  • Michigan
  • Minnesota
  • Mississippi
  • Missouri
  • Nevada
  • New Hampshire
  • New Jersey
  • New Mexico
  • New York
  • North Carolina
  • Ohio
  • Oklahoma
  • Oregon
  • Pennsylvania
  • Rhode Island
  • South Carolina
  • South Dakota
  • Tennessee
  • Texas
  • Vermont
  • Virginia
  • Washington
  • West Virginia
  • Wisconsin
Cities in Maryland
  • Annapolis
  • Baltimore
  • Edgewater
  • Tracys Landing
  • Pasadena
  • Arnold
  • Cambridge
  • Essex
  • Middle River
  • Saint Michaels
  • Georgetown
  • North East
  • Rock Hall
  • Severna Park
  • Solomons
  • Chesapeake City
  • Chestertown
  • Galesville
  • Glen Burnie
  • Neavitt
10 more Cities...
Condition
Length
to
ft.
Year
to
Price
to
Price Drop
info
Class
Power
  • All Power
  • Aft Cabin
  • Aluminum Fishing
  • Antique and Classic
  • Bass
  • Bay
  • Bowrider
  • Center Console
  • Commercial
  • Convertible
  • Cruisers
  • Cuddy Cabin
  • Deck
  • Downeast
  • Dual Console
  • Express Cruiser
  • Flats
  • Flybridge
  • Freshwater Fishing
  • High Performance
  • Houseboat
  • Jet
  • Jon
  • Mega Yachts
  • Motor Yachts
  • Other
  • Passenger
  • Pilothouse
  • Pontoon
  • Power Catamarans
  • Runabout
  • Saltwater Fishing
  • Ski and Wakeboard
  • Skiff
  • Sport Fishing
  • Sports Cruiser
  • Trawler
  • Tug
  • Walkaround
Sail
  • All Sail
  • Antique and Classic
  • Catamaran
  • Center Cockpit
  • Cruisers
  • Cutter
  • Daysailer
  • Ketch
  • Multi-Hull
  • Other
  • Racer/Cruiser
  • Racing
  • Sloop
Personal Watercraft
  • All PWCs
Small Boats
  • All Small Boats
  • Inflatable
  • Rigid Inflatable
  • Tender (Power)
  • Tender (Unpowered)
Make
  • Beneteau
  • Dufour
  • Catalina
  • Hanse
  • Hunter
  • Lagoon
  • Fountaine Pajot
  • C&C
  • Island Packet
  • Jeanneau
36 more Makes...
Fuel Type
  • Diesel
  • Electric
  • Gas
Hull Type
  • Aluminum
  • Fiberglass/Composite
  • Fiberglass/Reinforced
  • Other
  • Wood
Engine Type
  • All
  • Direct Drive
  • Jet Drive
  • None
  • Other
  • Single Inboard
  • Single I/O
  • Single Outboard
  • Twin Inboard
  • Twin I/O
  • Twin Outboard
  • Triple I/O
  • Triple Outboard
  • V-Drive
For Sale By
  • Dealers and Private Sellers
  • Dealers
  • Private Sellers
  • 2023 Viking 80 Convertible
    2023 Viking 80 Convertible
    Request a Price
    Ocean City, MD 21842
    Bluewater Yacht Sales
  • 2020 Zodiac medline 7.5
    2020 Zodiac medline 7.5
    $119,900
    Baltimore, MD
    Bluewater Yacht Sales, LLC- Baltimore Office
  • 2020 Axis Wake Research Core Series T23
    2020 Axis Wake Research Core Series T23
    $89,000
    Elkton, MD 21921
    Bluewater Yacht Sales, LLC- Annapolis Office
  • 2022 Carolina Skiff 192 JLS
    2022 Carolina Skiff 192 JLS
    Request a Price
    Elkton, MD 21921
    Chessie Marine Sales Inc.
Viewing 1 - 28 of 120 for sale
Length: Longest first
  • Recently Updated: Newest first
  • Recently Updated: Oldest first
  • Distance: Nearest first
  • Distance: Farthest first
  • Year: Newest first
  • Year: Oldest first
  • Length: Longest first
  • Length: Shortest first
  • Price: High to Low
  • Price: Low to High
  1. 2023 Dufour 56
    2023 Dufour 56

    2023 Dufour 56

    $927,144
    Annapolis, MD 21403
    Offered By: Atlantic Cruising Yachts
  2. 2022 Hanse 548
    2022 Hanse 548

    2022 Hanse 548

    Request a Price
    Annapolis, MD 21403
    Offered By: North Point Yacht Sales
    LIVE VIDEO TOUR
    Contact
  3. 2005 Jeanneau Sun Odyssey 54 DS
    2005 Jeanneau Sun Odyssey 54 DS

    2005 Jeanneau Sun Odyssey 54 DS

    $549,000
    Georgetown, MD 29440
    Offered By: Knot 10 Yacht Sales
  4. 2023 Dufour 530
    2023 Dufour 530

    2023 Dufour 530

    $833,550
    Annapolis, MD 21403
    Offered By: Atlantic Cruising Yachts
  5. 2014 Jeanneau 53
    2014 Jeanneau 53

    2014 Jeanneau 53

    $339,000
    Edgewater, MD 21037
    Offered By: Annapolis Yacht Sales
    LIVE VIDEO TOUR
    Contact
  6. 2003 Island Packet 485
    2003 Island Packet 485

    2003 Island Packet 485

    $419,000
    Rock Hall, MD 21661
    Offered By: Frank Gordon Yacht Sales
  7. 2023 Seawind 52 1600
    2023 Seawind 52 1600

    2023 Seawind 52 1600

    $1,059,000
    MD
    Offered By: Sail Away Catamarans
  8. 1988 Tayana 52
    Price Drop: $10,000 (Jun 27)
    1988 Tayana 52

    1988 Tayana 52

    $375,000
    Price Drop: $10,000 (Jun 27)
    Chestertown, MD 21620
    Offered By: Knot 10 Yacht Sales
  9. 2003 Island Packet 485
    2003 Island Packet 485

    2003 Island Packet 485

    $399,900
    Rock Hall, MD 21661
    Offered By: Private Seller
    Contact
  10. In-Stock
    2020 Beneteau Oceanis 51.1
    In-Stock
    2020 Beneteau Oceanis 51.1

    2020 Beneteau Oceanis 51.1

    Request a Price
    Annapolis, MD 21403
    Offered By: Annapolis Yacht Sales
    LIVE VIDEO TOUR
    Contact Seller
  11. 1977 Gulfstar 50 Center Cockpit
    1977 Gulfstar 50 Center Cockpit

    1977 Gulfstar 50 Center Cockpit

    $139,900
    Essex, MD 21221
    Offered By: Knot 10 Yacht Sales
  12. 2022 Hanse 508
    2022 Hanse 508

    2022 Hanse 508

    Request a Price
    Annapolis, MD 21403
    Offered By: North Point Yacht Salesdealer logo
    LIVE VIDEO TOUR
    Contact
  13. In-Stock
    2004 Schionning Cosmos 49
    In-Stock
    2004 Schionning Cosmos 49

    2004 Schionning Cosmos 49

    $390,000
    Glen Burnie, MD 21060
    Offered By: Sail Away Catamarans
  14. 1980 C&C 48 Landfall Pilothouse
    1980 C&C 48 Landfall Pilothouse

    1980 C&C 48 Landfall Pilothouse

    $90,000
    Arnold, MD 21012
    Offered By: YachtSalesInternational.Com
  15. 2022 Beneteau Oceanis 46.1
    2022 Beneteau Oceanis 46.1

    2022 Beneteau Oceanis 46.1

    Request a Price
    Annapolis, MD 21403
    Offered By: Annapolis Yacht Sales
  16. 2023 Dufour 470
    2023 Dufour 470

    2023 Dufour 470

    $695,516
    Annapolis, MD 21403
    Offered By: Atlantic Cruising Yachts
  17. 2023 Fountaine Pajot Tanna 47
    2023 Fountaine Pajot Tanna 47

    2023 Fountaine Pajot Tanna 47

    $1,092,690
    Annapolis, MD 21403
    Offered By: Atlantic Cruising Yachts
  18. 1996 Voyage Yachts 470
    1996 Voyage Yachts 470

    1996 Voyage Yachts 470

    $299,000
    Annapolis, MD 21401
    Offered By: The Multihull Company
  19. 2000 Beneteau Oceanis 461
    2000 Beneteau Oceanis 461

    2000 Beneteau Oceanis 461

    $144,900
    Annapolis, MD 21403
    Offered By: Annapolis Yacht Sales
  20. Available Soon
    2022 Beneteau Oceanis 46.1
    Available Soon
    2022 Beneteau Oceanis 46.1

    2022 Beneteau Oceanis 46.1

    Request a Price
    Annapolis, MD 21403
    Offered By: Annapolis Yacht Sales
  21. Available Soon
    2022 Beneteau Oceanis 46.1
    Available Soon
    2022 Beneteau Oceanis 46.1

    2022 Beneteau Oceanis 46.1

    Request a Price
    Annapolis, MD 21403
    Offered By: Annapolis Yacht Sales
  22. In-Stock
    2021 Lagoon 46
    In-Stock
    2021 Lagoon 46

    2021 Lagoon 46

    Request a Price
    Annapolis, MD 21403
    Offered By: Annapolis Yacht Sales
    LIVE VIDEO TOUR
    Contact Seller
  23. Available Soon
    2022 Lagoon 46
    Available Soon
    2022 Lagoon 46

    2022 Lagoon 46

    Request a Price
    Annapolis, MD 21403
    Offered By: Annapolis Yacht Sales
  24. 2023 Fountaine Pajot Elba 45
    2023 Fountaine Pajot Elba 45

    2023 Fountaine Pajot Elba 45

    $982,482
    Annapolis, MD 21403
    Offered By: Atlantic Cruising Yachts
  25. 2023 Seawind 1370
    2023 Seawind 1370

    2023 Seawind 1370

    $759,000
    Edgewater, MD 21037
    Offered By: Sail Away Catamarans
  26. 2005 Beneteau First 44.7
    2005 Beneteau First 44.7

    2005 Beneteau First 44.7

    $189,000
    Annapolis, MD 21401
    Offered By: Private Seller
    Contact
  27. 2011 Hanse 445
    Price Drop: $30,000 (Jun 24)
    2011 Hanse 445

    2011 Hanse 445

    $190,000
    Price Drop: $30,000 (Jun 24)
    Baltimore, MD 21201
    Offered By: North Point Yacht Sales
    LIVE VIDEO TOUR
    Contact
  28. 2007 Catalina Morgan 440
    2007 Catalina Morgan 440

    2007 Catalina Morgan 440

    $239,000
    Annapolis, MD 21403
    Offered By: Atlantic Cruising Yachts
  • <
  • 1
  • 2
  • 3
  • 4
  • 5
  • >
  • Explore BoatTrader.com
  • Boats for Sale
  • Outboard Motors & Engines
  • Boat Trailers
  • Boat Resources
  • Cookies
  • About Boat Trader
  • Do Not Sell My Personal Information
  • Community Guidelines
  • Security Center
  • Site Map
  • Sell Your Boat
  • Private Sellers
  • Dealers
  • My Boats
  • Services
  • Boat Insurance
  • Boat Loans
  • Boat Transport
  • Boat Warranty
  • Boat Documentation
  • Boat Rental
  • Follow Us
  • facebookinstagramtwitteryoutube
Copyright © 2022 Boats Group. All Rights Reserved
  • Ad and Sponsorship Policy
  • Advertiser Agreement
  • Copyright
  • Privacy Policy
  • Terms of Use
  • AdChoices