Your search returned 24 matches of 104298 sailboats posted to date

Featured Sailboat:  O'Day Oday 35 Length: 35'     Beam:  12'     Draft:  5.0' Year: 1985 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Northern Chesapeake Bay, Maryland Asking: $29,900 Featured Sailboat Added 02-May-2024  More Details Grand Soleil 50 Length: 49.9'     Beam:  14'     Draft:  7'8' Year: 1985 Type: racer/cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Northern Chesapeake Bay Sassafras River, New Jersey Asking: $165,000 Sailboat Added 10-Sep-2023  More Details Featured Sailboat:  Dickerson 36 Ketch Length: 36'     Beam:  11'     Draft:  4' Year: 1972 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Magothy River Chesapeake Bay, Maryland Asking: $17,000 Featured Sailboat Added 04-Apr-2024  More Details Hunter 255 25.5 Length: 25.5'     Beam:  9'     Draft:  4.5'' Year: 1985 Type: racer/cruiser Hull: fiberglass  monohull Engine: 1 gas outboard Location: Chesapeake Bay, Maryland Asking: $6,200 Sailboat Added 30-Mar-2023  More Details Beneteau Oceanis 51.1 Length: 51'     Beam:  15.75'     Draft:  6.3' Year: 2020 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Chesapeake Bay, Maryland Asking: $650,000 Sailboat Added 21-Sep-2022  More Details Canadian Sailcraft CS36 Length: 36'     Beam:  11.5'     Draft:  5' Year: 1986 Type: racer/cruiser Hull: fiberglass  monohull Engine: 0 diesel inboard Location: Upper Chesapeake bay western shore, Maryland Asking: $10,000 Sailboat Added 10-Aug-2022  More Details Aloha Yachts Sailboat Length: 27'     Beam:  9' 6'     Draft:  4' 4' Year: 1982 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Chesapeake Bay South of Annapolis, Maryland Asking: $13,500 Sailboat Added 23-Jun-2022  More Details Mariner 28 ft. Sloop Length: 28'     Beam:  11'     Draft:  4' Year: 1978 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Chesapeake Bay, Maryland Asking: $7,000 Sailboat Added 24-Jun-2021  More Details Catalina 30 Tall Rig Shoal Draft Length: 30'     Beam:  10'10'     Draft:  4'5' Year: 1985 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Bohemia River Chesapeake Bay, Maryland Asking: $20,000 Sailboat Added 14-Apr-2021  More Details gulfstar sloop Length: 44'8'     Beam:  13.5'     Draft:  5.5' Year: 1983 Type: cruiser Hull: fiberglass  monohull Engine: 1 gas inboard Location: Chesapeake Bay Edgemere Maryland, Maryland Asking: $75,000 Sailboat Added 08-Oct-2019  More Details L Francis Herreshoff Designed MeadowLark Length: 37'     Beam:  8'     Draft:  18' Year: 1970 Type: cruiser Hull: wood  monohull Engine: 1 diesel inboard Location: Chesapeake Bay Eastern Shore, Maryland Asking: $24,000 Sailboat Added 09-Jul-2019  More Details Catalina 30 Std rig Fin Keel Length: 30'     Beam:  10.8'     Draft:  5.25' Year: 1975 Type: cruiser Hull: fiberglass  monohull Engine: 1 gas inboard Location: Chesapeake Bay Middle River, Maryland Asking: $7,500 Sailboat Added 01-Apr-2019  More Details HUNTER POP TOP Length: 25'     Beam:  8'     Draft:  4' Year: 1976 Type: cruiser Hull: fiberglass  monohull Engine: 1 gas outboard Location: Chesapeake Bay-AberdeenEdgewood, Maryland Asking: $2,200 Sailboat Added 21-Jul-2018  More Details CSY 44 Walkover Length: 44'     Beam:  13.4'     Draft:  6.6' Year: 1979 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Chesapeake Bay Mathews Virginia, Virginia Asking: $63,000 Sailboat Added 29-Jan-2018  More Details cape dory cd27 Length: 27'     Beam:  8'6"'     Draft:  4' Year: 1978 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Chesapeake Bay Solomons, Maryland Asking: $10,000 Sailboat Added 23-Oct-2016  More Details maine cat maine cat 41 Length: 41'     Beam:  23'     Draft:  3' Year: 2007 Type: cruiser Hull: fiberglass  catamaran Engine: 2 diesel inboard Location: chesapeake bay and east coast, Virginia Asking: $382,000 Sailboat Added 01-Apr-2016  More Details Melges 24 Length: 24'     Beam:  8'2"'     Draft:  5' Year: 1994 Type: racer Hull: fiberglass  monohull Engine: 1 gas outboard Location: West River Chesapeake bay, Maryland Asking: $17,500 Sailboat Added 15-Feb-2016  More Details morgan 33T Length: 33'     Beam:  11'     Draft:  5.5' Year: 1974 Type: cruiser Hull: fiberglass  monohull Engine: 1 gas inboard Location: Chesapeake Bay, Maryland Asking: $10,000 Sailboat Added 21-Oct-2015  More Details sourukas custom Length: 38'     Beam:  14'     Draft:  4.5' Year: 1903 Type: motorsailer Hull: other  monohull Engine: 1 diesel inboard Location: Chesapeake Bay VA, Virginia Asking: $25,000 Sailboat Added 13-Sep-2015  More Details Catalina Morgan 41 Classic Length: 41'     Beam:  13.9'     Draft:  4.9' Year: 1987 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Edgewater MD Chesapeake Bay, Maryland Asking: $69,000 Sailboat Added 11-May-2015  More Details Irwin Mk 1 Length: 28'     Beam:  9'     Draft:  3' Year: 71 Type: cruiser Hull: fiberglass  monohull Engine: 1 gas inboard Location: Mathews Chesapeake bay, Virginia Asking: $11,500 Sailboat Added 25-May-2013  More Details Hunter 45 Center Cockpit Length: 45'     Beam:  14.5'     Draft:  6.5' Year: 2008 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Chesapeake Bay Yacht Club, Maryland Asking: $289,000 Sailboat Added 24-Sep-2012  More Details S2 Yachts 7.3 Length: 23'     Beam:  8'     Draft:  4' Year: 1978 Type: cruiser Hull: fiberglass  monohull Engine: 1 gas outboard Location: White Rocks Marina Pasadena MD Chesapeake Bay, Maryland Asking: $2,899 Sailboat Added 13-Apr-2012  More Details Sabre 30 III Length: 30'     Beam:  10'6'     Draft:  5'3' Year: 1987 Type: cruiser Hull: fiberglass  monohull Engine: 1 diesel inboard Location: Chesapeake Bay, Maryland Asking: $49,000 Sailboat Added 02-Apr-2011  More Details

Featured Sailboats (all): 22' Hinterhoeller Nonsuch 22 Punta Gorda, Florida Asking $24,900 22'6' Catalina 22 New Orleans Municipal Yacht Harbor, Louisiana Asking $4,500 32' Bayfield 32C 32 ft Cutter Costa Del Sol El Salvador Asking $8,000 44' Fountaine Pajot Helia 44 Marco Island, Florida Asking $499,000 32.83' Beneteau Oceanis 323 Miami, Florida Asking $65,000 35.5' Hunter 36 Dinner Key Miami FL, Florida Asking $77,000 22' rhodes Rhodes 22 Fenwick Island, Delaware Asking $12,000 30' Cape Dory MS300 Bayfield, Wisconsin Asking $33,000 43' Nobel Crafts New Zealand YOUNG 43 Jim Young 43 Johor Malaysia Singapore Asking $84,900 33.6' Hunter 340 Apollo Beach, Florida Asking $60,000 28' Cape Dory CD 28 Brooklin, Maine Asking $26,000 28' Pearson Triton Cornelius, North Carolina Asking $19,500 41' Cornado C-41 Bocas del Toro Islands Panama Asking $40,000 25' Searunner Trimarain Seattle, Washington Asking $24,000 25' Catalina Swing Keel 217 Old Oaken Bucket Rd Norwell, Massachusetts Asking $1,000 36.12' Cape Dory CD 36 Cutter Urbanna, Virginia Asking $57,500 35' O'Day Oday 35 Northern Chesapeake Bay, Maryland Asking $29,900 40' Beneteau 40 CC Marathon, Florida Asking $125,000 26' Hunter 26 Martinsville, Indiana Asking $14,000 34' Pacific Seacraft Crealock 34 Anacortes WA, Washington Asking $78,000 33' Pearson 10M Marina Village Alameda slip S-21, California Asking $27,900 28'6' Catalina 28 MK II Punta Gorda, Florida Asking $22,000 38.42' Catalina 380 New Orleans, Louisiana Asking $78,500 46' Bleu Marine Blue Moon 46 Toronto Asking $265,000 36' Jeanneau Sunshine 36 Kent Island, Maryland Asking $19,900 25' Hake Yachts Seaward Seaward 25 Mayo, Maryland Asking $13,900 27' O'Day 272 Mayo, Maryland Asking $3,995 23' Sea Sprite Richmond, Rhode Island Asking $5,000 30' Catalina Catalina 30 Shorepoint marina, New Jersey Asking $14,000 48' Wauquiez 48 Pilot Saloon Eastern Caribbean Asking $224,900 42' Najad Aphrodite Aphrodite 42 ketch Tahiti French Polynesia Asking $68,000 30' Ravin 30 Tyrell Bay Carriacou Grenada West Indies Asking $79,000 30' S2 9.1 Mamaroneck, New York Asking $14,900 29.5' Hunter 290 New Bern NC, North Carolina Asking $29,900 33' Ranger 33 Redondo Beach, California Asking $1,000 42' Beneteau Oceanus 423 Melbourne, Florida Asking $125,000 25' O'Day 25 Foot ODay Scituate, Massachusetts Asking $6,000 48' Beneteau Oceanis 48 Saint Martin Cole Bay Asking $239,000 28' Cornish Crabbers Mark II Verplanck, New York Asking $34,500 47' gulfstar 47 sailmaster West Palm Beach, Florida Asking $93,500 29.5' Hunter 29.5 City Island Bronx, New York Asking $22,500 41' C&C Newport41s Newrochelle, New York Asking $54,000 19' Flying Scot - SOLD Flying Scot - SOLD Westport, Connecticut Asking $3,000 35' Pearson 323 Hull 319 Marion MA, Massachusetts Asking $29,900 24' C&C 24 sloop Dataw Island Marina, South Carolina Asking $6,000 39'6' Passport 40 Tracys Landing, Maryland Asking $149,900 34.4' Island Packet IP 31 Little River, South Carolina Asking $34,999 34' Aloha 34 10.4 Chaumont, New York Asking $30,000 29' C&C MK 2 Sayreville, New Jersey Asking $7,000 31' Cumulant 3 Indiantown, Florida Asking $15,000 42' Hunter Passage 42 Asking $118,000 28' Ybarrola Seaclipper 28 Baja California Mexico Asking $29,500 28' Corsair 880 Sport Lake Travis Austin, Texas Asking $220,000 31' hunter 31 Yankton, South Dakota Asking $19,000 41' lagoon 410S2 miami, Florida Asking $240,000 33' Soca LS10 Montreal Asking $39,500 38' Lagoon 380 S2 PUNTA GORDA, Florida Asking $280,000 39.5' Custom Navalu Racer-Cruiser Swing Keel Miami Indiantown, Florida Asking $125,000 40' Freedom 40/40 Guatemala, Asking $150,000 31' Bombay Clipper Tavernier, Florida Asking $5,900 26' Herreshoff Proper Yachts Alerion Belfast, Maine Asking $61,900 35' Jeremy Rodgers Contessa 35 Flag Harbor Boatyard, Maryland Asking $12,000 38' Hans Christian 38 Mk2 Newport Beach, California Asking $40,000 12.5' Catalina Expo 12.5 Fort Worth, Texas Asking $1,500 23' Com-pac 23 Havelock, North Carolina Asking $43,900 44' Pearson Countess Eliot, Maine Asking $34,900 36' Herreshoff Tortola -Trawler Nereia Cape Canaveral, Florida Asking $40,000 30' Hinterhoeller Nonsuch 30C Sausalito, California Asking $35,000 18' Hobiecat 18 Cape Cod, Massachusetts Asking $2,000 19' Hake Seaward Fox Brunswick Georgia, Georgia Asking $5,000 14' Laser Performance Laser Westhampton, New York Asking $5,000 37.4' Hanse 370 Coeur dAlene, Idaho Asking $99,000 31' Catalina 315 Oxnard, California Asking $119,900 60' Custom Dutch Built 60 Custom Center Cockpit Annapolis, Maryland Asking $325,000 22' Bristol 22 Caravel Allegan, Michigan Asking $4,500 34' Gemini Catamaran 105Mc Anacortes, Washington Asking $105,000 27' Stiletto Stiletto SE Catamaran Friendship, Wisconsin Asking $19,900 14.5' American Sail 14.6 Clemmons, North Carolina Asking $6,550 42' Pearson 424 Green Cove Springs, Florida Asking $59,950 295' Hunter 295 Chattahoochee, Florida Asking $12,000 24' J Boats J 24 Brewster, New York Asking $7,500 38' Sparkman & Stephens Yankee Yachts 38 South Berwick, Maine Asking $41,500 28.5' Hunter Au Gres, Michigan Asking $12,500 34' Catalina C34 Deale, Maryland Asking $57,500 36' Johnstone J-36 Sapphire bay marina Dallas, Texas Asking $39,000 30' CAL 3-30 Lake Norman, North Carolina Asking $12,000 34.3' Irwin Citation 34 Curacao Asking $25,000 31' Catalina 3155 Muskegon, Michigan Asking $146,000 36' Hinterhoeller Nonsuch San Diego, California Asking $89,500 17' owner built Gaff rig cutter Schenectady SCOTIA, New York Asking $12,000 38' Catalina 38 Portland, Oregon Asking $35,000 40' Dragonfly 1200 Alameda, California Asking $190,000 37' Hunter 376 St Augustine, Florida Asking $75,000 12' Melges Skeeta Nipomo midway SF and LA, California Asking $9,250 44' Guyline Guyline 44' Chicago, Illinois Asking $21,000 44'4' LaFitte Cutter La Conner, Washington Asking $55,000 10' Fulcrum Speed Works UFO Atlanta, Georgia Asking $5,500 27'5' LM Glasfiber LM27 Sturgeon Bay, Wisconsin Asking $25,000 26' Hinterhoeller Nonsuch Chesapeake City, Maryland Asking $18,000 24' Olson 25 Tahoe City, California Asking $13,500 14.5' American Sail American 14.6 Day Sailer Lake Keowee, South Carolina Asking $4,975 37' Pearson 367 Warwick, Rhode Island Asking $19,995 48' Island Packet 465 Treasure island, Florida Asking $419,000 35' Southern Cross Southern Cross 35 Punta Gorda, Florida Asking $49,900 41.4' Benetau 41s5 St Petersbug Harborage Marina 1110 3rd St S, Florida Asking $79,000 35' Morgan Riverside Marina, Florida Asking $12,100 29' Hunter 29.5 Lake Travis Sail and Ski Marina, Texas Asking $30,500 42' Lagoon 420 Owners Version Annapolis, Maryland Asking $399,000 19' Flying Scot Sailboat Michigan Asking $24,900 15' Vanguard 15 Smith Mountain Lake, Virginia Asking $2,750 41' Formosa Yankee Clipper Marathon, Florida Asking $38,000 29' Bounty North Atlantic 29 Jacksonville, Florida Asking $24,500 22' Cornish Crabber Gaff rigged 22 palm city, Florida Asking $30,000 27' Hunter 27 Brick, New Jersey Asking $8,500 23.7' S2 27 Esex, Massachusetts Asking $7,500 28' O'Day 28 Winter AuGres Summer Harrisville, Michigan Asking $14,000 32' Bavaria 960 Kingston Ontario Asking $17,000 24' J Boats 24 Marblehead, Massachusetts Asking $12,500 34' Pacific seacraft crealock Reynolds Yacht Park Green Cove Springs, Florida Asking $69,500 32' Irwin Citation Indiantown, Florida Asking $25,000 30' O'day 302 West basin Lake Erie, Michigan Asking $14,000 35' Kelly Marine Tanton 35 St Petersburg FL 33707, Florida Asking $34,000 30' Nonsuch Nonsuch 30 Ultra shoaldraft Kingston NY, New York Asking $49,000 29.75' Ta Shing Baba 30 Bayfield, Wisconsin Asking $49,500 44' Reliance 44 Southwest Harbor, Maine Asking $65,000 17.5' Nacara 17R Evanston, Illinois Asking $1,400 33' Morgan Out Island MS Marina Riviera Nayarit Mexico Asking $33,000 36' Dickerson 36 Ketch Magothy River Chesapeake Bay, Maryland Asking $17,000 39' CE Ryder Southern Cross 39 Seward, Alaska Asking $80,000 44' Nauticat 1987 built in Finland Fort Lauderdale, Florida Asking $51,750 38.4' Spindrif Farr 38 Waterloo, Florida Asking $70,000 20' Pacific Seacraft Flicka 20 Hernando Beach, Florida Asking $29,900 30' Bombay Clipper Havelock, North Carolina Asking $15,499 28' westsail westsail28 boca chica panama, Asking $15,000 28' Tillotson Pearson Freedom 28 cat ketch Solomons, Maryland Asking $11,500 14.25' Zim PS2000 Performance Sailcraft Megabyte Catonsville, Maryland Asking $2,750 36.5' Pearson 365 Southport, North Carolina Asking $17,000 26.5' Beneteau First 265 Polk City Saylorville Lake, Iowa Asking $26,000 33' Hunter 33 Annapolis, Maryland Asking $63,000 42' Tayana Vancouver 42 New Bern, North Carolina Asking $90,000 14' Homebuilt Saturday Night Special Brenham Tx, Texas Asking $6,500 42.3' Spencer S42 Newport, Oregon Asking $62,000 35' Prout 35 Aransas Pass, Texas Asking $40,000 38' Hunter 380 Greenport, New York Asking $75,000 29.6' C&C Annapolis, Maryland Asking $2,250 21' Com-Pac Eclipse Sarasota County, Florida Asking $25,000 32.5' Pearson 33-2 Miami, Florida Asking $38,000 31' Hunter 31 Smith Mountain Lake VA Penhook, Virginia Asking $13,500 26' MacGregor 26S SE, Utah Asking $13,900 35.5' Ericson 35-3 Somers, Montana Asking $21,900 26' crysler C - 26 battle creek, Michigan Asking $1,700 17' Com-Pac Sun Cat 17 Burlington Ontario Canada Asking $25,000 47' Beneteau Oceanis 46 Daytona Beach, Florida Asking $195,000 33' Freedom 33 Cat Ketch Deltaville, Virginia Asking $25,000 43' Slocum 43 Cutter aft cockpit with boom furler Mexico Puerto Vallarta, Asking $129,000 40' Beneteau First 38 Bay City, Michigan Asking $46,500 28' Cape dory yachts Cape Dory 28 Pepperrell Cove Kittery Point, Maine Asking $13,900 27' Heritage Marine Nor'Sea 27 Sheffield Lake, Ohio Asking $28,000 34' Hans Christian 34 Cutter Trinidad and Tobago Asking $37,000 22.75' J Boats J/70 Miami, Florida Asking $49,000 18' Ventura Sport Boats Malbec 18 St Augustine FL, Florida Asking $28,500 50' Chatam Extreme 50 St Augustine, Florida Asking $699,000 32' Columbia International 5.5 Meter Brielle, New Jersey Asking $10,400 44' Bavaria 44 Panama Linton Bay Asking $85,000 30' Rawson 30 West Palm, Florida Asking $19,500 29.7' Columbia 8.7 Bath, New York Asking $8,900 36' Catalina Mk II St Thomas US Virgin Islands Asking $30,000 28' Corsair Marine F-28CC Lake Tahoe, California Asking $74,900 41' Bristol 41 Aft Cockpit Aransas Pass, Texas Asking $67,500 42' Beneteau Oceanis 42 center cockpit Pentwater, Michigan Asking $165,000 43' CSK Catamarans Polycon Cabrillo way Marina, California Asking $115,000 34' Hunter 34 Forked River NJ, New Jersey Asking $20,500 25' catalina 250 Wing Keel WEST SUNBURY, Pennsylvania Asking $19,000 42' Hunter Passage 42 Grenada West Indies Asking $79,900 26' Seafarer Meridian 26 Oriental, North Carolina Asking $12,000 39' Derek Kelsall Tonga Panama Caribbean Side Asking $98,000 37.3' Tartan 37-2 Herrington Harbor North Marina, Maryland Asking $45,000 25' Catalina 250 Clear Lake Shores, Texas Asking $20,000 50' Outremer Outremer 50 Standard Islamorada, Florida Asking $365,000 35' Pearson Pearson 35 Mattapoisett, Massachusetts Asking $19,900 47' Valiant 47 Brunswick, Georgia Asking $149,900 36.5' Pearson 365 Marathon, Florida Asking $27,500 23' Precision 23 Bradenton, Florida Asking $7,000 20' Shock Harbor 20 Newport Beach, California Asking $28,000 47.8' Nautor Swan Sparkman and Stephens 47 Gaeta Italy Asking $189,000 41' Passport 41 Cartagena de indias Colombia Asking $98,000 33.5' Hunter 33.5 Annapolis, Maryland Asking $25,000 34' Sabre 34 St Marys, Georgia Asking $35,000 26' Sirius Sirius 26 Port Burwell Asking $5,050 39' Beneteau 393 Antigua Asking $57,000 32' PDQ 32 Classic Port Charlotte, Florida Asking $95,000 52' De Dood Tripp 56 antigua Asking $69,000 36' jeanneau 36i Sun Odyssey Vermilion, Ohio Asking $110,000 50' Hout Bay 40 Steel Schooner Galesville, Maryland Asking $95,000 31' Allmand 31 Glouchester, Virginia Asking $17,000 41' Hunter 410 Punta Gorda, Florida Asking $113,900 49.9' Hunter 49 Ft Lauderdale, Florida Asking $259,000 33' Moody MKI Port Townsend, Washington Asking $38,500 37.33' Tartan 37 CB Bayfield, Wisconsin Asking $36,900 40' Norseman N400 La Paz Baja California Sur Asking $149,000 37' Pearson 37-2 Mobile, Alabama Asking $49,000 35' Ericson Ericson 35 Lewes, Delaware Asking $35,000