sails for sale

Sailboats For Sale Massachusetts

20 listings found.

25′ John Kaiser 1966 Summer Breeze full keel sloop

25′ John Kaiser 1966 Summer Breeze full keel sloop

1946 Snipe, beautifully restored wood dinghy

1946 Snipe, beautifully restored wood dinghy

Lippincott Lightning

Lippincott Lightning

Cal-Pearson Sloop 39

Cal-Pearson Sloop 39

Morgan 32 Oswego Ny

Morgan 32 Oswego Ny

2011 Goodall C2 Formula 18 Catamaran

2011 Goodall C2 Formula 18 Catamaran

2023 Picnic cat day sailer 14 ft

2023 Picnic cat day sailer 14 ft

For sale: Beneteau First 24 SE (2021) – Excellent and immaculate condition

For sale: Beneteau First 24 SE (2021) – Excellent and immaculate condition

Endeavour 42

Endeavour 42

RT

  • North Carolina

Ultimate 20

Ultimate 20

  • Maine , United States

Tanton 35

1973 Soli 26″ Sailboat

  • United States

2014 West Wight Potter 19 Coastal Cruiser

2014 West Wight Potter 19 Coastal Cruiser

2018 Seaclipper Trimaran 20′

2018 Seaclipper Trimaran 20′

Westerly conway 36

Westerly conway 36

CAL 33

1984 Herreshoff Tortola-Trawler Nereia 36′ Sailboat

36 Hunter Vision 1993

36 Hunter Vision 1993

item sold

New and Used Sailboats For Sale

In the city of Boston and throughout Massachusetts sailing is a popular past time for many residents. The right sailboat can let you enjoy the ocean coastline or smaller bodies of water. SailTrader is here to help you find the right sailboat for sale in Massachusetts that meets your needs. Browse a range of racing and cruising sailboat listings above, or read more below about why many sailors use SailTrader to find their next sailboat.

  • Cruising Sailboats

Cruising sailboats are a popular choice for many sailors looking to get on the water with friends and family. For some sailors this means either an afternoon sail or a multi-day adventure. No matter what you’re sailing agenda is, you’re sure to find a variety cruising sailboats for sale in Massachusetts on SailTrader. Browse sailboats from popular cruising brands like Hunter, Catalina, Beneteau, Jenneau, Swan, Cal, Tarten, Pearson and more.

  • Racing Sailboats

sailboats massachusetts

One Design Sailboats

One Design sailboats can often provide the best chance to learn and improve your racing skills. It’s common to find one design racing sailboats near larger bodies of water. Search sailboats for sale in Massachusetts from popular one design classes like the J24, J70, Tarten Ten, J105, J111, Melges 24 and more.

Dinghy’s are a often preferred due to the convenience and low maintenance costs. There are different classes that can offer a range of benefits and regattas. Browse dinghy’s for sale in Massachusetts like Thistles, Lightnings, Flying Scots, Scows, Optimists, 420’s, Lasers, VX Ones and more. Dinghy’s are also a popular choice in areas of Massachusetts that have small bodies of water. For racers, the cost of new sails for a dinghy are far less then a large racing sailboat. Search SailTrader for your next dinghy sailboat. 

Catamarans and Trimarans

Both catamarans and trimarans can be a great choice no matter if you’re a racer or cruiser. Racing multihulls are fast and light while cruising catamarans are wide and comfortable. SailTrader makes it easy to find the right catamaran or trimaran sailboat for sale in Massachusetts. We cater exclusively to sailors so you’ll find the latest and most recent sailboats available.

The Sailor's Choice For Sailboats For Sale in Massachusetts

SailTrader is exclusively designed to makes it easy for dealers and to privately  sell a sailboat . Browse local Massachusetts sailboat listings above or search sailboat listings nationwide.

sailboat for sale massachusetts

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    Beam:  8.5'    Draft:  4.5'
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sailboats for sale massachusetts

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For Sale "sailboats" in Boston

  • Quickstep 24 $11,900 Waitsfield VT
  • 420 sailboat $200 Peabody
  • Escape Captiva Sailboat - fun to sail with built in cupholders $550 Ashby
  • Stur-Dee Catboat 14' $4,500 Lexington
  • Hunter 30 1983 $3,950 Newtington, NH
  • Rhodes 19’ Keel Model $2,500 Hamilton
  • Rhodes 19 race ready $4,900 Hamilton
  • 24' C&C Sailboat $3,950 Quincy, MA
  • Vanguard Nomad 17' Sailboat $4,600 south shore
  • ILCA/LASER and Covers $8,900 Stow
  • Cal 22 sailboat $1,600 Hull
  • aquarious 23 sailboat $400 salisbury
  • 1972 Allied Seawind Ketch $12,000 Danvers
  • Laser ready to sail $800 Plymouth
  • 12' mistral sailboat $900 Halifax
  • Freedom 21' Sailboat $1,250 Salem
  • Can I rent your sailboat for a race? $600 West Roxbury
  • Alcort puffer, sailing dinghy. With trailer. $750 Brockton
  • Firefly (aka techdingy) for sale $2,000 Hingham
  • 1970 Tartan T-27 $600 Wolfeboro NH
  • Laser sailboat 2014 $3,600 Milton
  • 1998 Sunfish Sailboat, Ready to Sail!! $595 Antrim NH
  • 1970 O’DAY RHODES 19 Sailboat $4,700 Gloucester, MA
  • Vintage DYER Sailboat with Mast Rudder Keel $850 Windham NH
  • Snipe sailboat 27393 $1,500 Winchester
  • Flying Scot Sailboat $1,200 Duxbury
  • Pearson 26 $3,500 Bourne
  • Sailboat Marine Concepts Rob Roy $7,500 Haverhill, MA
  • 1987 Pearson 33-2 Sailboat $24,500 Beverly
  • Hobie Cat 2013 wave with trailer and cat trak to bring to shore mint cond. $5,700 Westwood ma
  • C420 Sailboat $4,500 Winthrop
  • Great lake boat! $1,200 North Shore MA
  • 1985 Sabre 32 $17,000 Manchester
  • American 14.6 Sailboat $3,500 Orient
  • FREE Bristol 24 $1 Newburyport
  • Ericson 30+ $10,000 Lynn
  • POINT JUDE 15 Sailboat and Trailer $2,750 Warwick RI
  • 1986 Frers 33 $32,000 Boston
  • 1987 C&C 33 MkII $28,000 Boston
  • O'Day DaySailer I $1,500 Townsend
  • Price Reduced: 2003 Melonseed Sailboat $7,500 Gloucester
  • Devon Yawl $2,500 Newburyport
  • Oday daysailer $350 Wareham
  • Dyer Dhow Sailing Dinghy $2,500 Wayland
  • Stur Dee Cat Sailboat and boat trailer $5,000 West Bridgewater
  • Laser Sailboat $2,400 manchester-by-the-sea
  • CATBOAT Herreshoff America 18: SUMMER "SAIL" $4,400 Billerica MA
  • Iceboats & Trailer $3,000 Bayville
  • McLaughlin Snipe $1,000 West Roxbury
  • 1980 Catalina 38 $19,900 Hull
  • RS Zest $5,500 south shore
  • 33 ft Cal sailboat $15,500 marshfield
  • Sailboat $2,000 Hull
  • Laser Sailboat $800 Gloucester
  • Puddle Duck Racer for sale $175 Lincoln
  • 1994 SLI DaySailer $1,500 Wakefield/Newton, MA
  • Catalina Capri 14.2 $1,000 Haverhill
  • 2.4 Meter Racing sailboat $5,800 Rockport
  • Replica "skimming-disk" catboat $13,500 Dedham
  • J 24 Sailboat on Trailer $2,895 boston/cambridge/brookline
  • Dufour 39 sailboat $19,000 boston/cambridge/brookline
  • 1981 Hobie 16 on trailer $1,300 Holliston
  • 1990 MacGregor 26 C $3,000 Salem
  • Freedom 21 with trailer and outboard $5,900 Cohasset
  • Nonsuch 26C sailboat $6,000 Ft. Lauderdale fl
  • Snipe and Trailer for Sale $400 Rockport/Winchester
  • Stars & Stripes Half Hull America’s Cup $575 Quincy
  • Sailing Dingy Westport Boat Co. 8’6” $1,950 Concord
  • Beneteau First 24 SE (2021) - Excellent and immaculate condition $110,000 Moscow, Idaho 83843
  • 2003 Melonseed Sailboat- Price Reduced $7,500 Gloucester
  • Hobie Cat 16 Sailboat $500 Sherborn
  • Classic Sunfish Alcort Sailboat & Trailer $1,200 Winchester
  • 1981 Catalina 25' Tall Rig Used and in Very Good Conditon $0 north shore
  • Sailboat & trailer $100 Somerville
  • 1971 Bristol Sailboat -26ft.price reduced $1,750 Salem
  • Cape dory typhoon 19 feet $2,250 Salem
  • TOHATSU 5HP OTBOARD MOTOR $1,515 KINGSTON
  • C&C 24 SM & Trailer $1,400 Chelmsford
  • Various hardware and accessories $250 Chelmsford
  • Roof Rack with Kayak Saddles $600 Framingham
  • Discover the Ultimate TakaDock: IN SEASON MEGA SALE – 50% OFF! $249 Boston
  • model sailboat $15 malden
  • K2 Wind Surfer Sail Board $198 Wayalnd
  • 28 Sabre Sailboat - new diesel every extra! $6,500 Boston
  • WINTER COVER for J24 Sailboat $950 MARBLEHEAD
  • Wood older decorative sailboat $35 Newbury
  • Vintage Solid Mahogany Sailboat Rudder $95 Dorchester
  • Vintage Solid Wood Sailboat Rudder $95 Dorchester
  • LARGE SAILBOAT STANDS....CHEAP! $100 Danvers
  • Whale Gusher Titan Manual Bilge Pump/ Waste Pump, On Deck Mount $95 Natick
  • Sailboat Swivel Hardware $50 Weymouth
  • Chandeliers $50 East Somerville
  • Garden Lake Sailboat Scene Flag 36" x 23" Double Sided Hang Outdoors $5 Walpole
  • New Rv,boat fridge.Propane electric or 12v $200 Gloucester
  • Laser carbon tiller $150 Milton
  • Sail boat stands $75 Dorchester
  • Small trailer - project or scrap $20 Hull
  • Vintage Maritime miniatures brass copper $0 boston/cambridge/brookline
  • Transom motor mont Fixed $175 Hingham
  • Evinrude 8hp EXTRA-Long Shaft SAIL Kicker or Aux OB $450 Stoneham
  • Nantucket China sailboat pattern- bowl & teapot $30 Wilmington
  • sailboat stuff $1 Randolph
  • Boat stands $500 Littleton
  • 1980 Tartan 37 (repowered 2019) $26,000 Boston
  • Watkins Sailboat $7,000 Quincy
  • Spinnaker, Symmetrical, from 30' boat $300 Hull
  • 25 lb. CQR Anchor $150 Beverly
  • Life Jackets $1 West Newton
  • Multi-purpose Steel Stands - FREE Shipping $30 boston/cambridge/brookline
  • sailboat winches $60 south shore
  • cape dory 10 $1,800 Hull
  • 37 ft O’day $18,000 Dorchester
  • Jabsco Par-Max Freshwater Pump $100 Salem
  • Wooden Sailboat Picture Frame $10 South End
  • Edson Marine White Poly Fold Down Luncheon Table 22.5" x 12" $150 Natick
  • SAILBOAT HAMMOCK $130 Beverly
  • Lewmar Delta Fast-Set 44 Pound Galvanized Anchor Used $120 Natick
  • Oil Painting Elaine Day 29x23" Sailboat Ship Seascape framed $70 Weymouth
  • Yamaha 3 HP 2 stroke LONG SHAFT - good for sailboat $375 Hull
  • Marine alcohol stove $20 Rural Rochester
  • 1987 America’s Cup Collection $475 Quincy
  • BOAT HATCH/SMALL COCKPIT SUNSHADE $25 Swampscott
  • Trailer and sail boat $150 Somerville

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Sailboats for sale in Massachusetts

  • Sailboat Listings
  • United States
  • Massachusetts
  • Catalina (38)
  • Pearson (28)
  • Hunter (26)
  • Beneteau (21)
  • O'Day (16)
  • C&C (14)
  • Custom (13)
  • Morgan (13)
  • Macgregor (12)
  • Island Packet (11)
  • Hobie Cat (9)
  • Capital Yachts (8)
  • Jeanneau (8)
  • Pacific Seacraft (7)
  • J Boats (7)
  • American (7)
  • Bristol (6)
  • Bavaria (6)
  • Cheoy Lee (5)
  • Cape Dory (5)
  • Watkins (5)
  • Hans Christian (5)
  • Precision (5)
  • Islander (4)
  • Freedom (4)
  • Westerly (3)
  • Young Sun (3)
  • Endeavour (3)
  • Columbia (3)
  • West Wight Potter (3)
  • Coronado (3)
  • General Boats (3)
  • Colin Archer (3)
  • Formosa (3)
  • Contest (3)
  • Sparkman & Stephens (3)
  • Ericson (3)
  • Performance Cruising (3)
  • Corsair (2)
  • Van de Stadt (2)
  • Challenger (2)
  • Leopard (2)
  • Canadian Sailcraft (2)
  • Westsail (2)
  • Caliber (2)
  • Seidelmann (2)
  • Vanguard (2)
  • Passport (2)
  • Bruce Roberts (2)
  • Bayfield (2)
  • Gulfstar (2)
  • Camper Nicholsons (1)
  • Sea Eagle (1)
  • Force 5 (1)
  • Flying Scot (1)
  • Sovereign (1)
  • Intrepid (1)
  • Dragonfly (1)
  • Sailboat Trailer (1)
  • Ontario (1)
  • Windrider (1)
  • Nautor Swan (1)
  • Endurance (1)
  • Wellington (1)
  • Vancouver (1)
  • Hallberg Rassy (1)
  • Vagabond (1)
  • Stevens (1)
  • Wauquiez (1)
  • Hinterhoeller (1)
  • Ron Holland Gibbs Marine (1)
  • Farrier (1)
  • Fountaine Pajot (1)
  • Cascade (1)
  • Wharram (1)
  • Palmer Johnson (1)
  • Admiral (1)
  • Nauticat (1)
  • Durbeck (1)
  • Seafarer (1)
  • Soverel (1)
  • Ta Shing (1)
  • Southern Cross (1)
  • Lord Nelson (1)
  • Ocean Cruising (1)
  • Liberty (1)
  • Downeaster (1)
  • Peterson (1)
  • United States (412)
  • Caribbean (21)
  • Canada (19)
  • Mexico (13)
  • French Polynesia (4)
  • Guatemala (3)
  • Germany (1)
  • Portugal (1)
  • Netherlands (1)
  • Belgium (1)
  • Croatia (1)
  • Colombia (1)

17 listings found

  • Featured First
  • Price: Low to High
  • Price: High to Low
  • Year: Oldest to Newest
  • Year: Newest to Oldest
  • Length: Short to Long
  • Length: Long to Short
  • Date Added: Newest
  • Date Added: Oldest
  • Recently Sold

1985 Hobie Cat 18 | HobieCat

1985 Hobie Cat 18 | HobieCat Dennis, Massachusetts, United States

1950 American 16 | Glen-L-Zip

1950 American 16 | Glen-L-Zip Lunenburg, Massachusetts, United States

1983 Islander 36 | Joint Venture

1983 Islander 36 | Joint Venture Newburyport, Massachusetts, United States

1980 Watkins 36 | Harmony

1980 Watkins 36 | Harmony Falmouth, Massachusetts, United States

1976 Pearson 36 | Relentless

1976 Pearson 36 | Relentless Hull, Massachusetts, United States

Looking to sell your sailboat.

Post your sailboat for free and find a buyer.

1976 Pearson 36 | Relentless

1983 Pacific Seacraft 27 | Freyja Hingham, Massachusetts, United States

1988 Watkins 29.8 | mojo

1988 Watkins 29.8 | mojo Boston, Massachusetts, United States

1976 C&C 32.9 | Quest

1976 C&C 32.9 | Quest Beverly, Massachusetts, United States

1982 Pacific Seacraft 17 | Slip 17

1982 Pacific Seacraft 17 | Slip 17 Hampden, Massachusetts, United States

1969 Morgan 30 | Snapdragon

1969 Morgan 30 | Snapdragon Mattapoisett, Massachusetts, United States

1981 Hobie Cat 17 | Waffle

1981 Hobie Cat 17 | Waffle Duxbury, Massachusetts, United States

1974 Sailboat Trailer 22 | Eagle

1974 Sailboat Trailer 22 | Eagle Newburyport, Massachusetts, United States

1984 Aloha 27 | coolrunnin

1984 Aloha 27 | coolrunnin Chelsea, Massachusetts, United States

1978 Sabre 28

1978 Sabre 28 Scituate, Massachusetts, United States

1997 Compac 27

1997 Compac 27 Falmouth, Massachusetts, United States

1983 General Boats 22 | Carol Lee 2

1983 General Boats 22 | Carol Lee 2 Needham, Massachusetts, United States

IMAGES

  1. 1986 Capital Gulf 32 Sail Boat For Sale

    sailboats for sale massachusetts

  2. 2005 Opti sailboat for sale in Massachusetts

    sailboats for sale massachusetts

  3. McLaughlin Optimist opti sailboat for sale in Massachusetts

    sailboats for sale massachusetts

  4. Sailboats For Sale Massachusetts

    sailboats for sale massachusetts

  5. 2015 Zoum Optimist sailboat for sale in Massachusetts

    sailboats for sale massachusetts

  6. 1996 Pacific Seacraft Ericson 380 sailboat for sale in Massachusetts

    sailboats for sale massachusetts

VIDEO

  1. For sale cadallic of sailboats, sturdy and dry

  2. #HIGHGROVE Award Winning Narrowboat For Sale

  3. COM-PAC 23’s FOR SALE CURRENTLY ON MARKET BUYING 1ST SAILBOAT OR LAST?

  4. BoatFools TOP Sailboats in Massachusetts for Under $25k They're some real beauties in the Bay State!

  5. 2023 Boston Whaler 170 Montauk

  6. BoatFools Top 10 Sailboats for Sale in Maine Under $30k! 'Tis the season to give the gift of a boat!

COMMENTS

  1. Sail boats for sale in Massachusetts

    Featured; 1999 Beneteau Oceanis 411. US$98,500. East Coast Yacht Sales - Manchester, MA | East Boston, Massachusetts

  2. Massachusetts sailboats for sale by owner.

    Massachusetts sailboats for sale by owner. Your search returned 563 matches of 105965 sailboats posted to date. Preowned sailboats for sale by owner located in Massachusetts.

  3. Sailboats for sale in Massachusetts

    Find new and used sailboats for sale in Massachusetts, including boat prices, photos, and more. For sale by owner, boat dealers and manufacturers - find your boat at Boat Trader!

  4. Sailboats For Sale Massachusetts

    One Design sailboats can often provide the best chance to learn and improve your racing skills. It's common to find one design racing sailboats near larger bodies of water. Search sailboats for sale in Massachusetts from popular one design classes like the J24, J70, Tarten Ten, J105, J111, Melges 24 and more. Dinghies

  5. Massachusetts sailboats for sale by owner.

    Preowned sailboats for sale by owner located in Massachusetts. Home. Register & Post. View All Sailboats. Search. ... Marion MA, Massachusetts Asking $29,900. 28' Corsair Marine F-28CC Lake Tahoe, California Asking $64,900. 24' Beneteau First 24 SE northern Idaho USA, Idaho Asking $110,000.

  6. Boats for sale in Massachusetts

    Boats for sale in Massachusetts

  7. Sailboats for sale in Massachusetts by owner

    1984 Avance 138. $75,000. Marblehead, MA 01945 | Private Seller. Request Info. <. 1. >. Find new and used sailboats for sale in Massachusetts by owner, including boat prices, photos, and more. Find your boat at Boat Trader!

  8. Sail boats for sale in Massachusetts

    Sail boats for sale in Massachusetts 299 Boats Available. Currency $ - USD - US Dollar Sort Sort Order List View Gallery View Submit. Advertisement. Save This Boat. Jeanneau Sun Odyssey 490. 2024. Request Price. To be the flagship of the walk around series, the Sun Odyssey 490 had to set the bar for innovation, performance, and comfort. ...

  9. Sailboats for sale in Boston, Massachusetts

    North Kingstown, RI. $195,000. 1999 Island Packet 380. Cranston, RI. $1,200 $1,500. 1971 Morgan 27 sailboat. Lee, NH. New and used Sailboats for sale in Boston, Massachusetts on Facebook Marketplace. Find great deals and sell your items for free.

  10. Used Sail boats for sale in Massachusetts

    Price Drop; 1994 Beneteau Oceanis 405. US$64,995. ↓ Price Drop. Boston Yacht Sales | Cataumet, Massachusetts

  11. Sail boats for sale in Cape Cod, Massachusetts

    Jeanneau Sun Odyssey 350. 2024. Request Price. Successor to the Sun Odyssey 349, a tremendous success, this efficient, easy-to-handle cruising sailboat features clever innovations for the comfort of all on board and for the pleasure of sailing. The Sun Odyssey 350 features a distinctive, contemporary silhouette.

  12. For Sale "sailboats" in Boston

    For Sale "sailboats" in Boston. see also. ILCA/LASER and Covers. $8,900. Stow Cal 22 sailboat. $1,600. Hull Escape Captiva Sailboat - Ready to Sail Away. $500. Townsend ... North Shore MA 1985 Sabre 32. $17,000. Manchester American 14.6 Sailboat. $3,500. Orient FREE Bristol 24. $1 ...

  13. Sailboats for sale in Massachusetts

    1983 General Boats 22 | Carol Lee 2 Needham, Massachusetts, United States. $6,500. Listed on March 20, 2021. Sailboats for sale in Massachusetts.

  14. Boats for sale in Massachusetts

    Boats for sale in Massachusetts 3905 Boats Available. Currency $ - USD - US Dollar Sort Sort Order List View Gallery View Submit. Advertisement. Save This Boat. Schaefer 660. 2025. Request Price. The Schaefer 660 impresses with its innovation, design and sophistication. The two fold-out side balconies provide a 25% increase in cockpit ...

  15. Used boats for sale in Massachusetts

    Find Used boats for sale in Massachusetts. Offering the best selection of boats to choose from.

  16. Catamaran Sailboats for sale in Massachusetts

    1982 Catamaran Coast Guard Certificated. $449,000. Hyannis Port, MA 02601 | Capstan Yachts. <. 1. >. Find catamaran sailboats for sale in Massachusetts, including boat prices, photos, and more. Locate boat dealers and find your boat at Boat Trader!

  17. Sailboats for sale in Boston

    Find new and used sailboats for sale in Boston, including boat prices, photos, and more. For sale by owner, boat dealers and manufacturers - find your boat at Boat Trader! ... Salem, MA 01970 | East Coast Yacht Sales. Request Info; 1980 AC Cat 30. $57,500. Cohasset, MA 02025 | Pop. Request Info; 1984 Aloha 8.2. $10,500. Chelsea, MA 02150 | Pop.

  18. Boats for sale in Massachusetts

    Latest boats for sale in Massachusetts. Mashpee 124 Listings. Danvers 109 Listings. Peabody 103 Listings. Newburyport 101 Listings. Quincy 101 Listings. Osterville 81 Listings. Marblehead 65 Listings. Plymouth 63 Listings. Foxboro 59 Listings. Hingham 59 Listings. South Dartmouth 59 Listings. Falmouth 58 Listings.

  19. Boats for sale in Massachusetts

    Boats in Massachusetts. There are currently 1,937 boats for sale in Massachusetts listed on Boat Trader. This includes 907 new watercraft and 1,030 used boats, available from both individual owners selling their own boats and professional boat dealers who can often offer boat financing and extended boat warranties.

  20. Boats for sale in Boston

    Motorized yachts are more common than sailing boats in Boston with 28 powerboats listed for sale right now, versus 7 listings for sailboats. Yacht prices in Boston Prices for yachts in Boston start at $23,500 for the lowest priced boats, up to $6,500,000 for the most luxurious, opulent superyachts and megayachts, with an average overall yacht ...

  21. Sailboats Northeast in Marblehead

    Sailboats Northeast in Marblehead. Find a wide choice of new and used motor and / or sailing boats currently for sale YachtWorld. ... Manchester by the Sea, Massachusetts. 33ft - 1989. Offered By: Sailboats Northeast. Contact. 1990 Able 42. US$295,000* Mystic, Connecticut. 42ft - 1990.

  22. Boats for sale in Massachusetts by owner

    Marblehead, MA 01945 | Private Seller. Request Info. 2025 Skipper-BSK 34NC. Request a Price. Skipper Powerboats / Skipper-BSK. Manufacturer Listing. Price Drop. 2000 Sea Ray 370 Express Cruiser. $129,500.

  23. Boats for sale in Massachusetts

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