• Sell Your Boat
  • Find
    droparrow iconFind
    • Boats For Sale
    • Boat Types
    • Boat Dealers
    • Outboard Motors & Engines
    • Boat Trailers
  • Sell Your Boat
  • Finance
    droparrow iconFinance
    • Boat Loans
    • Boat Loan Calculator
    • Boat Loan Rates
    • Get Prequalified
    • FAQ - How to Finance
  • Services
    droparrow iconServices
    • Extended Service Plan
    • Tire & Wheel Plan
    • GAP Protection
    • Roadside Assistance
    • Boat Insurance
    • Boat Transport
    • Boat Warranty
    • Boat Documentation
    • Boat Rental
    • Open a Dealer Account
  • Research
    droparrow iconResearch
    • Get Advice On:
    • Buying
    • Selling
    • Boating
    • Read
    • Reviews
  • Open a Dealer Account
  • Home//
  • Boats for Sale//
  • Sail//
  • Sloop//
  • Maryland

Sloop Sailboats for sale in Maryland

Clear AllMDdirect+drive sail-sloop
Location
State
  • All States
  • Alabama
  • Arizona
  • Arkansas
  • California
  • Connecticut
  • Florida
  • Georgia
  • Illinois
  • Indiana
  • Kentucky
  • Louisiana
  • Maine
  • Maryland
  • Massachusetts
  • Michigan
  • Minnesota
  • Mississippi
  • New Hampshire
  • New Jersey
  • New York
  • North Carolina
  • Ohio
  • Oregon
  • Pennsylvania
  • Rhode Island
  • South Carolina
  • Tennessee
  • Texas
  • Utah
  • Vermont
  • Virginia
  • Washington
  • Wisconsin
  • Puerto Rico
  • US Virgin Islands
Cities in Maryland
  • Annapolis
  • Rock Hall
  • Tracys Landing
  • Solomons
  • Oxford
  • Galesville
  • Arnold
  • Baltimore
  • Cambridge
  • Edgewater
  • Shady Side
  • Chestertown
  • Havre De Grace
  • Middle River
  • North Beach
  • North East
  • Pasadena
  • Patuxent River
  • Tilghman
Condition
Condition
AllNewUsed
Length
to
ft.
Year
to
Price
to
Price Drop
info
Boat Type
  • All Power
  • All Sail
  • Aft Cabin
  • Antique and Classic (Power)
  • Antique and Classic (Sail)
  • Bowrider
  • Catamaran
  • Center Cockpit
  • Center Console
  • Convertible
  • Cruisers (Sail)
  • Cruisers (Power)
  • Cutter
  • Daysailer
  • Deck Saloon
  • Downeast
  • Express Cruiser
  • Flybridge
  • Freshwater Fishing
  • Lobster
  • Motor Yachts
  • Motorsailer
  • Multihull
  • Other
  • Passenger
  • Pilothouse
  • Power Catamarans
  • Racer/Cruiser
  • Racing
  • Saltwater Fishing
  • Schooner
  • Ski and Wakeboard
  • Sloop (Sail)
  • Sloop (Power)
  • Sport Fishing
  • Sports Cruiser
  • Trawler
  • Trimaran
  • Utility
  • Yawl
Activity
  • All
  • Fishing
  • Day Cruising
  • Overnight Cruising
  • Watersports
  • Commercial
  • Sailing
  • Long Range Cruising
  • Lakes & Rivers
Make
  • Catalina
  • Beneteau
  • Hunter
  • Jeanneau
  • Sabre
  • Tartan
  • Alerion
  • Caliber
  • Dufour
  • Hylas
17 more Makes...
Beam
to
ft.
Max Draft
to
ft.
Fuel Type
  • Diesel
Hull
Hull Type
  • Deep Vee
  • Displacement
  • Monohull
  • Semi-displacement
Hull Material
    Engines
    Number of Engines
    Any1234+
    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
    Pre-qualify for a boat loan in minutes
    We'll check over 15 marine lenders to get you the best rate.
    We compare rates from 15+ lenders
    Loan Calculator
    ad imageviewable ad alt texteligible ad alt textaccupixel ad alt text
    95 boats

    Sort: Recommended
    • Recommended
    • 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. 2022 Jeanneau Sun Odyssey 410$345,000, Rock Hall, MD 21661

      2022 Jeanneau Sun Odyssey 410

      $345,000

      $2,700/mo*

      Rock Hall, MD 21661 | Salt Yacht Brokerage

      2022 Jeanneau Sun Odyssey 410
      Dealer Logo
    2. 1998 Beneteau 411$79,950, Tracys Landing, MD 20779

      1998 Beneteau 411

      $79,950

      $626/mo*

      Tracys Landing, MD 20779 | Sunshine Cruising Yachts

      1998 Beneteau 411
      Dealer Logo
    3. 1997 Pacific Seacraft 37$119,000, Annapolis, MD 21403

      1997 Pacific Seacraft 37

      $119,000

      $931/mo*

      Annapolis, MD 21403 | Crusader Yacht Sales

      1997 Pacific Seacraft 37
      Dealer Logo
    4. 2001 Beneteau 50$130,000, Annapolis, MD 21403

        2001 Beneteau 50

        $130,000

        Annapolis, MD 21403 | David Walters Yachts

        2001 Beneteau 50 sloop boat for sale in Maryland
      • 2007 Hunter 45 Center Cockpit$139,900, Rock Hall, MD 21661

        2007 Hunter 45 Center Cockpit

        $139,900

        $1,095/mo*

        Rock Hall, MD 21661 | Salt Yacht Brokerage

        2007 Hunter 45 Center Cockpit sloop boat for sale in Maryland
      • 2021 CNB 66$1,850,000, Annapolis, MD 21403

        2021 CNB 66

        $1,850,000

        $14,477/mo*

        Annapolis, MD 21403 | Crusader Yacht Sales

        2021 CNB 66 sloop boat for sale in Maryland
      • 2016 Jeanneau 64$749,000, Annapolis, MD 21401

        2016 Jeanneau 64

        $749,000

        $5,861/mo*

        Annapolis, MD 21401 | IVT Yacht Sales, Inc

        2016 Jeanneau 64 sloop boat for sale in Maryland
      • 1989 Morgan 44$79,900, Annapolis, MD 21403

          1989 Morgan 44

          $79,900

          Annapolis, MD 21403 | Yacht Brokers Of Annapolis

          1989 Morgan 44 sloop boat for sale in Maryland
        • 2001 Beneteau 473$149,800, Tracys Landing, MD 20779

            2001 Beneteau 473

            $149,800

            Tracys Landing, MD 20779 | Yacht Brokers Of Annapolis

            2001 Beneteau 473 sloop boat for sale in Maryland
          • 2007 Beneteau 373$109,000, Oxford, MD 21654

            2007 Beneteau 373

            $109,000

            $853/mo*

            Oxford, MD 21654 | Campbell's Yacht Sales

            2007 Beneteau 373 sloop boat for sale in Maryland
          • 1991 Sabre 38$69,000, Oxford, MD 21654

            1991 Sabre 38

            $69,000

            Oxford, MD 21654 | Campbell's Yacht Sales

            1991 Sabre 38 sloop boat for sale in Maryland
          • 1985 CAL 44$44,500, Annapolis, MD 21403

              1985 CAL 44

              $44,500

              Annapolis, MD 21403 | Yacht Brokers Of Annapolis

              1985 CAL 44 sloop boat for sale in Maryland
            • 2005 Hunter 41 Aft Cockpit$74,900, Annapolis, MD 21403

                2005 Hunter 41 Aft Cockpit

                $74,900

                Annapolis, MD 21403 | Yacht Brokers Of Annapolis

                2005 Hunter 41 Aft Cockpit sloop boat for sale in Maryland
              • 2015 Catalina 315$99,750, Middle River, MD 21220

                2015 Catalina 315

                $99,750

                ↓ Price Drop

                $781/mo*

                Middle River, MD 21220 | Sail Annapolis, Inc.

                2015 Catalina 315 sloop boat for sale in Maryland
              • 2021 Jeanneau 64$1,295,000, Annapolis, MD 21401

                2021 Jeanneau 64

                $1,295,000

                $10,134/mo*

                Annapolis, MD 21401 | Veteran Yacht Sales

                2021 Jeanneau 64 sloop boat for sale in Maryland
              • 1982 O'Day 34$27,000, Tracys Landing, MD 20779

                1982 O'Day 34

                $27,000

                Tracys Landing, MD 20779 | Veteran Yacht Sales

                1982 O'Day 34 sloop boat for sale in Maryland
              • 1982 San Juan 34$13,000, Tracys Landing, MD 20779

                1982 San Juan 34

                $13,000

                Tracys Landing, MD 20779 | Veteran Yacht Sales

                1982 San Juan 34 sloop boat for sale in Maryland
              • 1988 C&C 35 MK III$34,500, Annapolis, MD 21403

                  1988 C&C 35 MK III

                  $34,500

                  Annapolis, MD 21403 | Veteran Yacht Sales

                  1988 C&C 35 MK III sloop boat for sale in Maryland
                • 1996 Beneteau Oceanis 321$48,000, Annapolis, MD 21401

                  1996 Beneteau Oceanis 321

                  $48,000

                  ↓ Price Drop

                  Annapolis, MD 21401 | Veteran Yacht Sales

                  1996 Beneteau Oceanis 321 sloop boat for sale in Maryland
                • 2002 Hunter 356$59,000, Rock Hall, MD 21661

                  2002 Hunter 356

                  $59,000

                  Rock Hall, MD 21661 | Salt Yacht Brokerage

                  2002 Hunter 356 sloop boat for sale in Maryland
                • 2012 Catalina 445$250,000, Annapolis, MD 21403

                    2012 Catalina 445

                    $250,000

                    $1,956/mo*

                    Annapolis, MD 21403 | Massey Yacht Sales - Mobile Brokers Annapolis, MD

                    2012 Catalina 445 sloop boat for sale in Maryland
                  • 1985 Tartan 40$50,000, Rock Hall, MD 21661

                    1985 Tartan 40

                    $50,000

                    ↓ Price Drop

                    Rock Hall, MD 21661 | Salt Yacht Brokerage

                    1985 Tartan 40 sloop boat for sale in Maryland
                  • 1994 Beneteau First 310$14,900, Chestertown, MD 21620

                      1994 Beneteau First 310

                      $14,900

                      Chestertown, MD 21620 | Upper Chesapeake Yacht Sales

                      1994 Beneteau First 310 sloop boat for sale in Maryland
                    • 2000 Dufour 32 Classic$45,000, Solomons, MD 20688

                        2000 Dufour 32 Classic

                        $45,000

                        Solomons, MD 20688 | Yacht Brokers Of Annapolis

                        2000 Dufour 32 Classic sloop boat for sale in Maryland
                      • 2006 Catalina 309$75,000, Solomons, MD 20688

                          2006 Catalina 309

                          $75,000

                          $587/mo*

                          Solomons, MD 20688 | Sail Annapolis, Inc.

                          2006 Catalina 309 sloop boat for sale in Maryland
                        • 2007 Catalina 309$68,900, Tracys Landing, MD 20779

                            2007 Catalina 309

                            $68,900

                            $539/mo*

                            Tracys Landing, MD 20779 | Yacht Brokers Of Annapolis

                            2007 Catalina 309 sloop boat for sale in Maryland
                          • 1981 Tartan 37$49,900, Oxford, MD 21654

                            1981 Tartan 37

                            $49,900

                            Oxford, MD 21654 | Campbell's Yacht Sales

                            1981 Tartan 37 sloop boat for sale in Maryland
                          • 1993 Caliber 35$49,900, Galesville, MD 20765

                            1993 Caliber 35

                            $49,900

                            Galesville, MD 20765 | Yacht View Brokerage LLC Annapolis

                            1993 Caliber 35 sloop boat for sale in Maryland
                          • 1988 Catalina 30 MkII$25,000, Rock Hall, MD 21661

                            1988 Catalina 30 MkII

                            $25,000

                            Rock Hall, MD 21661 | Salt Yacht Brokerage

                            1988 Catalina 30 MkII sloop boat for sale in Maryland
                          • 2001 Beneteau Oceanis 331$54,900, Annapolis, MD 21403

                            2001 Beneteau Oceanis 331

                            $54,900

                            Annapolis, MD 21403 | Crusader Yacht Sales

                            2001 Beneteau Oceanis 331 sloop boat for sale in Maryland
                          • 2027 Jeanneau Sun Odyssey 415$510,000, Annapolis, MD 21403

                            2027 Jeanneau Sun Odyssey 415

                            $510,000

                            $3,991/mo*

                            Annapolis, MD 21403 | Crusader Yacht Sales

                            2027 Jeanneau Sun Odyssey 415 sloop boat for sale in Maryland
                          • 2004 Beneteau 473$160,000, Annapolis, MD 21403

                              2004 Beneteau 473

                              $160,000

                              Annapolis, MD 21403 | Sail Annapolis, Inc.

                              2004 Beneteau 473 sloop boat for sale in Maryland
                            • 2004 Jeanneau Sun Odyssey 35$69,900, Solomons, MD 20688

                                2004 Jeanneau Sun Odyssey 35

                                $69,900

                                Solomons, MD 20688 | Bluewater Yacht Sales

                                2004 Jeanneau Sun Odyssey 35 sloop boat for sale in Maryland
                              • 1985 Hunter 28.5$5,000, Oxford, MD 21654

                                1985 Hunter 28.5

                                $5,000

                                ↓ Price Drop

                                Oxford, MD 21654 | Campbell's Yacht Sales

                                1985 Hunter 28.5 sloop boat for sale in Maryland
                              • 2016 Jeanneau 64$749,000, Annapolis, MD 21401

                                  2016 Jeanneau 64

                                  $749,000

                                  $5,861/mo*

                                  Annapolis, MD 21401 | IVT Yacht Sales, Inc

                                  2016 Jeanneau 64
                                  Dealer Logo
                                • 1996 Beneteau Oceanis 351$54,950, Tracys Landing, MD 20779

                                    1996 Beneteau Oceanis 351

                                    $54,950

                                    $430/mo*

                                    Tracys Landing, MD 20779 | Sunshine Cruising Yachts

                                    1996 Beneteau Oceanis 351
                                    Dealer Logo
                                  • <
                                  • 1
                                  • 2
                                  • 3
                                  • 4
                                  • >
                                  Connect with Us
                                  YoutubeInstagramFacebookXReddit
                                  Download the BoatTrader app
                                  App StoreGoogle Play
                                  • Boats for Sale
                                  • Outboard Motors & Engines
                                  • Boat Trailers
                                  • Boat Research
                                  • Boating Lifestyle Calculator
                                  • About Boat Trader
                                  • Private Sellers
                                  • Dealers
                                  • My Boats
                                  • Boat Loans
                                  • Boat Loan Calculator
                                  • Boat Loan Rates
                                  • Prequalified Boat Loans
                                  • FAQ - How to Finance
                                  • Extended Service Plan
                                  • Tire & Wheel Plan
                                  • GAP Protection
                                  • Roadside Assistance
                                  • Boat Insurance
                                  • Boat Transport
                                  • Boat Warranty
                                  • Boat Documentation
                                  • Boat Rental
                                  • Become a Member
                                  • Cookies
                                  • Do Not Sell My Personal Information
                                  • Community Guidelines
                                  • Security Center
                                  • Site Map
                                  Copyright © 2026 Boats Group. All Rights ReservedAd and Sponsorship Policy|Advertiser Agreement|Copyright|Privacy Policy|Terms of Use|AdChoices