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Sailboats for Sale in Oregon - Discover the Sailboat of Your Dreams, or sell your current Oregon Sailboat to get ready for a new adventure today.
Your search returned 92 matches of 109924 sailboats posted to date

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Laser Performance ILCA Standard
Length: 14'
Year: 2015
Type: cruiser
Hull: fiberglass  monohull
Location: Hood River, Oregon
Asking: $4,100
Sailboat Added 01-Sep-2025  More Details

Featured Sailboat:  WD Schock Santana 23
1983 Bend Oregon 23 WD Schock Santana 23
Length: 23'     Beam:  8.75'     Draft:  5.25'
Year: 1983
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Bend, Oregon
Asking: $6,500
Featured Sailboat Added 12-Aug-2025  More Details

Jensen Cal 28
1964 Portland Oregon 28 Jensen Cal 28
Length: 28'
Year: 1964
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Portland, Oregon
Asking: $4,000
Sailboat Added 07-Aug-2025  More Details

Featured Sailboat:  Vanguard Nomad
2006 Lake Oswego Oregon 17 Vanguard Nomad
Length: 17'     Beam:  8'     Draft:  4.5'
Year: 2006
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Lake Oswego, Oregon
Asking: $4,250
Featured Sailboat Added 14-Jul-2025  More Details

Ovington 49er
2016 Portland or Hood River Oregon 16 Ovington 49er
Length: 16'     Beam:  9.6'     Draft:  5'
Year: 2016
Type: racer
Hull: fiberglass  monohull
Location: Portland or Hood River, Oregon
Asking: $10,000
Sailboat Added 12-Jul-2025  More Details

Macgregor 26M
2012 Terrebonne Oregon 26 Macgregor 26M
Length: 26'     Beam:  8'     Draft:  6'
Year: 2012
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Terrebonne, Oregon
Asking: $30,000
Sailboat Added 17-Jun-2025  More Details

Custom Aluminum Boat Trailer for Laser Tasar or Other Small Dinghy
Custom Aluminum Boat Trailer for Laser Tasar or Other Small Dinghy
Length: '
Hull: aluminum  
Location: PORTLAND, Oregon
Asking: $1,000
Sailboat Added 04-Jun-2025  More Details

Nautical America Trailer & Lockpit
 PORTLAND Oregon  Nautical America Trailer & Lockpit
Length: '
Type: other
Hull: aluminum  
Location: PORTLAND, Oregon
Asking: $1,000
Sailboat Added 03-Jun-2025  More Details

Kayaks SUPs and Trailer Mirage iTrek Hawaii Hobie
Kayaks SUPs and Trailer Mirage iTrek Hawaii Hobie
Length: '
Type: cruiser
Hull: other  
Location: PORTLAND, Oregon
Sailboat Added 02-Jun-2025  More Details



Homebuilt Melonseed
2010 Dallas Oregon 16 Homebuilt Melonseed
Length: 16'
Year: 2010
Type: daysailer
Hull: wood  monohull
Location: Dallas, Oregon
Asking: $20,000
Sailboat Added 26-May-2025  More Details

Macgregor MAC19
1994 Lyons Oregon 19 Macgregor MAC19
Length: 19'
Year: 1994
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Lyons, Oregon
Asking: $9,995
Sailboat Added 14-May-2025  More Details

West Wight Potter Standby Smith
1994 Redmond Oregon 15 West Wight Potter Standby Smith
Length: 15'
Year: 1994
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Redmond, Oregon
Asking: $1,750
Sailboat Added 29-Mar-2025  More Details

Holland & Lange This Cape George 34
1983 Sauvie Island Portland Oregon 34 Holland & Lange This Cape George 34
Length: 34'     Beam:  10.5'     Draft:  5'
Year: 1983
Type: cruiser
Hull: composite  monohull
Engine: 1 diesel inboard
Location: Sauvie Island Portland, Oregon
Asking: $52,000
Sailboat Added 25-Mar-2025  More Details

Hallberg-Rassy 40
2005 portland Oregon 40 Hallberg-Rassy 40
Length: 40'     Beam:  12.6'     Draft:  6.7'
Year: 2005
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: portland, Oregon
Asking: $279,000
Sailboat Added 28-Aug-2024  More Details

Hobie Cat Hobie 16
1985 Sisters Oregon 16 Hobie Cat Hobie 16
Length: 16'     Beam:  8'     Draft:  1'
Year: 1985
Type: other
Hull: fiberglass  catamaran
Engine: 0 gas inboard
Location: Sisters, Oregon
Asking: $4,500
Sailboat Added 12-Jun-2024  More Details

Northwest Sea Kayak Discover XL
 Portland Oregon 17 Northwest Sea Kayak Discover XL
Length: 17'
Type: other
Hull: fiberglass  monohull
Location: Portland, Oregon
Asking: $1,000
Sailboat Added 08-May-2024  More Details

Laser 2
 Portland Oregon 14  Laser 2
Length: 14'
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Portland, Oregon
Asking: $750
Sailboat Added 08-May-2024  More Details

Nautical America Laser Trailer
 Portland Oregon  Nautical America Laser Trailer
Length: '
Type: other
Hull: aluminum  
Location: Portland, Oregon
Asking: $750
Sailboat Added 08-May-2024  More Details

Spencer S42
1973 Newport Oregon 42.3 Spencer S42
Length: 42.3'     Beam:  11.5'     Draft:  8.1'
Year: 1973
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Newport, Oregon
Asking: $59,000
Sailboat Added 01-Apr-2024  More Details



Cal 31
1979 Newport Oregon 31  Cal 31
Length: 31'     Beam:  10'     Draft:  6'
Year: 1979
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Newport, Oregon
Sailboat Added 01-Jan-2024  More Details

Catalina 30
1979 Portland Oregon 30 Catalina 30
Length: 30'     Beam:  12'     Draft:  5.3'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Portland, Oregon
Asking: $24,900
Sailboat Added 01-Dec-2023  More Details

Laminex Pocket Rocket
1988 The Dalles Oregon 22 Laminex Pocket Rocket
Length: 22'     Beam:  9.5'     Draft:  5'
Year: 1988
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: The Dalles, Oregon
Asking: $9,500
Sailboat Added 24-Oct-2023  More Details

Bruce Roberts PCT--Pacific Coast Trawler Gaff rigged
1986 Coos Bay Oregon 42 Bruce Roberts PCT--Pacific Coast Trawler Gaff rigged
Length: 42'     Beam:  14'     Draft:  6'
Year: 1986
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Coos Bay, Oregon
Asking: $25,000
Sailboat Added 12-Jul-2023  More Details

Hunter 45CC
2006 Semiahmoo Marina Oregon 45 Hunter 45CC
Length: 45'     Beam:  14'5'     Draft:  6'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Semiahmoo Marina, Oregon
Asking: $175,000
Sailboat Added 24-Jun-2023  More Details

Cape George Cutters Double-Ender
1983 Portland Oregon 34 Cape George Cutters Double-Ender
Length: 34'     Beam:  10.5'     Draft:  5'
Year: 1983
Type: cruiser
Hull: composite  monohull
Engine: 1 diesel inboard
Location: Portland, Oregon
Asking: $59,000
Sailboat Added 04-Aug-2023  More Details

Islander 37
1969 Charleston Oregon 37 Islander 37
Length: 37'     Beam:  11'     Draft:  6'
Year: 1969
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Charleston, Oregon
Asking: $16,000
Sailboat Added 05-Mar-2023  More Details

Bruce Roberts 434D
2022 Corvallis Oregon 47.8 Bruce Roberts 434D
Length: 47.8'     Beam:  13.5'     Draft:  6.5'
Year: 2022
Type: cruiser
Hull: steel  monohull
Engine: 1 diesel inboard
Location: Corvallis, Oregon
Asking: $96,500
Sailboat Added 18-Dec-2022  More Details

Bayliner Buccaneer
Bayliner Buccaneer
Length: 27'     Beam:  8'     Draft:  4'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Salem, Oregon
Asking: $12,000
Sailboat Added 15-Jul-2022  More Details

Pearson Eletra
1965 Portland Oregon 22 Pearson Eletra
Length: 22'     Beam:  7'     Draft:  3'
Year: 1965
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Portland, Oregon
Asking: $5,000
Sailboat Added 04-Jul-2022  More Details

S2 Yachts Holland MI S2 9.1 meter
1984 Portland Oregon 29 S2  Yachts Holland MI S2 9.1 meter
Length: 29'     Beam:  10.5'     Draft:  5.5'
Year: 1984
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Portland, Oregon
Asking: $15,000
Sailboat Added 30-May-2022  More Details

Olson 30
Olson 30
Length: 30'     Beam:  9'6'     Draft:  6'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Location: Arch Cape, Oregon
Asking: $9,000
Sailboat Added 13-Jan-2022  More Details



Creekmore 34 cutter
1983 Astoria Oregon 34 Creekmore 34 cutter
Length: 34'     Beam:  11'     Draft:  4.5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Astoria, Oregon
Asking: $15,000
Sailboat Added 08-Oct-2021  More Details

Cascade Sloop
Cascade Sloop
Length: 29'     Beam:  8'2'     Draft:  5'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Portland, Oregon
Asking: $16,000
Sailboat Added 21-Jul-2021  More Details

Laser Performance UK Laser XD
2019 Portland Oregon 14 Laser Performance UK Laser XD
Length: 14'
Year: 2019
Type: dinghy
Hull: fiberglass  monohull
Location: Portland, Oregon
Asking: $8,250
Sailboat Added 01-Feb-2021  More Details

Moore Brothers Moore 24
1980 Portland Oregon 24 Moore Brothers Moore 24
Length: 24'     Beam:  7.17'     Draft:  4.08'
Year: 1980
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Portland, Oregon
Asking: $11,000
Sailboat Added 05-Jan-2021  More Details

San Juan 24
San Juan 24
Length: 24'     Beam:  8'     Draft:  4'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Klamath Falls, Oregon
Asking: $7,000
Sailboat Added 05-Jan-2021  More Details

Yacht Constructours Cascade
1982 Portland Oregon 29 Yacht Constructours Cascade
Length: 29'     Beam:  8'     Draft:  2'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Portland, Oregon
Asking: $4,990
Sailboat Added 03-Dec-2020  More Details

Saga 35
2002 Portland Oregon 35 Saga 35
Length: 35'     Beam:  10'9'     Draft:  5'6'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Portland, Oregon
Asking: $124,900
Sailboat Added 17-Nov-2020  More Details

Hunter 26
1995 Eugene Oregon 26 Hunter 26
Length: 26'     Beam:  8'     Draft:  5'
Year: 1995
Type: cruiser
Hull: fiberglass  monohull
Location: Eugene, Oregon
Asking: $15,000
Sailboat Added 18-Aug-2020  More Details

Catalina 36 Mk II
2003 St Helens Oregon 36 Catalina 36 Mk II
Length: 36'     Beam:  12'     Draft:  5'10'
Year: 2003
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Helens, Oregon
Asking: $89,500
Sailboat Added 23-Jun-2020  More Details

Hand Built Tirrik
2011 Bend Oregon 17 Hand Built Tirrik
Length: 17'     Beam:  5'4'     Draft:  2'
Year: 2011
Type: daysailer
Hull: wood  monohull
Engine: 1 gas outboard
Location: Bend, Oregon
Asking: $4,000
Sailboat Added 11-Jun-2020  More Details

International Marine West wight Potter 15
International Marine West wight Potter 15
Length: 15'
Year: 1999
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Portland, Oregon
Asking: $6,000
Sailboat Added 01-Jun-2020  More Details

Pearson 34
1984 Portland Oregon 34 Pearson 34
Length: 34'     Beam:  11'     Draft:  3'10'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Portland, Oregon
Asking: $21,500
Sailboat Added 09-Feb-2020  More Details

Hinterhoeller Nonsuch
1989 Portland Oregon 33 Hinterhoeller Nonsuch
Length: 33'     Beam:  12.4'     Draft:  5.3'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Portland, Oregon
Asking: $125,000
Sailboat Added 14-Oct-2019  More Details

Hobie Bravo
2014 Grants Pass Oregon 12 Hobie Bravo
Length: 12'
Year: 2014
Type: daysailer
Hull:  catamaran
Location: Grants Pass, Oregon
Asking: $3,000
Sailboat Added 10-Aug-2019  More Details

Sparken & Stephens 19
 Eugene Oregon 19 Sparken & Stephens 19
Length: 19'
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Eugene, Oregon
Asking: $5,000
Sailboat Added 01-Aug-2019  More Details

Herreshoff Meadow Lark
Herreshoff Meadow Lark
Length: 33'     Beam:  8.5'     Draft:  1'3''
Year: 1960
Type: cruiser
Hull: wood  monohull
Location: Cottage Grove, Oregon
Asking: $4,990
Sailboat Added 31-Jul-2019  More Details

Jensen Marine Cal 36
1966 Newport Oregon 36 Jensen Marine Cal 36
Length: 36'     Beam:  10.33'     Draft:  5.70'
Year: 1966
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Newport, Oregon
Asking: $17,000
Sailboat Added 22-Jul-2019  More Details

Hobie 17
1988 Medford Oregon 17 Hobie 17
Length: 17'     Beam:  6'     Draft:  1'
Year: 1988
Type: daysailer
Hull: fiberglass  catamaran
Location: Medford, Oregon
Asking: $6,500
Sailboat Added 29-Jun-2019  More Details

Com-Pac Eclipse
2018 portland Oregon 21 Com-Pac Eclipse
Length: 21'     Beam:  7'4'     Draft:  5'2'
Year: 2018
Type: daysailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: portland, Oregon
Asking: $44,900
Sailboat Added 02-Mar-2019  More Details

Herreshoff Meadowlark Wooden Ketch
1960 COTTAGE GROVE Oregon 33 Herreshoff Meadowlark Wooden Ketch
Length: 33'     Beam:  8.5'     Draft:  1'3'
Year: 1960
Type: cruiser
Hull: wood  monohull
Location: COTTAGE GROVE, Oregon
Asking: $4,900
Sailboat Added 30-Dec-2018  More Details

SAGA
2002 Hayden Bay Portland Oregon 35 SAGA
Length: 35'     Beam:  10.75'     Draft:  5.08'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Hayden Bay Portland, Oregon
Asking: $129,500
Sailboat Added 28-Sep-2018  More Details

Island Packet IP380
2001 Newport Oregon 39'7
Length: 39'7"'     Beam:  13'2"'     Draft:  4'7"'
Year: 2001
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Newport, Oregon
Asking: $199,000
Sailboat Added 24-Sep-2018  More Details

CHRIS CRAFT CARIBBEAN 35
1971 Charleston Oregon 35.1 CHRIS CRAFT CARIBBEAN 35
Length: 35.1'     Beam:  10.8'     Draft:  4.7'
Year: 1971
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Charleston, Oregon
Asking: $18,500
Sailboat Added 06-Aug-2018  More Details

Islander 30 MkII
1971 St Helens Oregon 30 Islander 30 MkII
Length: 30'     Beam:  10'     Draft:  5'
Year: 1971
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Helens, Oregon
Asking: $16,500
Sailboat Added 21-Mar-2018  More Details

Ericson 34 x
1977 Portland Oregon 33.9 Ericson 34 x
Length: 33.9'     Beam:  11'     Draft:  5.9'
Year: 1977
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Portland, Oregon
Asking: $15,000
Sailboat Added 03-Feb-2018  More Details

Hunter 27
Hunter 27
Length: 26'7'     Beam:  9'     Draft:  3'9'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Ashland, Oregon
Asking: $25,000
Sailboat Added 04-Aug-2017  More Details

Hunter 27
Length: 27'     Beam:  9'     Draft:  4'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Ashland, Oregon
Asking: $25,000
Sailboat Added 30-Jun-2017  More Details

Bayliner Buccaneer
Bayliner Buccaneer
Length: '
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Salem, Oregon
Asking: $7,200
Sailboat Added 21-Jun-2017  More Details

wdshock sntana 2023-R
95 Eugene Oregon 23 wdshock sntana 2023-R
Length: 23'     Beam:  8'     Draft:  4'
Year: 95
Type: racer/cruiser
Hull: fiberglass  monohull
Location: Eugene, Oregon
Asking: $4,500
Sailboat Added 25-May-2017  More Details

Mc Greggor Venture 25
1978 Canby Oregon 25 Mc Greggor Venture 25
Length: 25'     Beam:  8'     Draft:  5.5'
Year: 1978
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Canby, Oregon
Asking: $10,000
Sailboat Added 13-May-2017  More Details

Chung Hwa Magellan
Chung Hwa Magellan
Length: 44'     Beam:  11'8'     Draft:  7'5'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Charleston, Oregon
Asking: $44,995
Sailboat Added 20-Mar-2017  More Details

Vintage Boats Norwegian Pram
2008 portland Oregon 12 Vintage Boats Norwegian Pram
Length: 12'
Year: 2008
Type: dinghy
Hull: wood  monohull
Location: portland, Oregon
Asking: $1,500
Sailboat Added 22-Feb-2017  More Details

cooper Catalina
1987 Newport Oregon 27  cooper Catalina
Length: 27'
Year: 1987
Type: daysailer
Hull: fiberglass  monohull
Engine: other inboard
Location: Newport, Oregon
Asking: $2,500
Sailboat Added 08-Feb-2017  More Details

Mirror Class
 Mirror Class
Length: 10'     Beam:  5'     Draft:  .3'
Year: 1969
Type: dinghy
Hull: wood  monohull
Location: Portland, Oregon
Asking: $950
Sailboat Added 24-Jun-2016  More Details

Ericson 23 Mark II
Ericson 23 Mark II
Length: 22'11'     Beam:  7'11'     Draft:  2'
Year: 1975
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Ashland, Oregon
Asking: $3,900
Sailboat Added 22-Jun-2016  More Details



carrera 290
1993 Astoria Oregon 29 carrera 290
Length: 29'     Draft:  5.7'
Year: 1993
Type: racer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Astoria, Oregon
Asking: $15,999
Sailboat Added 16-Jun-2016  More Details

Cheoy Lee Lionclass Sloop
1964 BrookingsOR Oregon 35 Cheoy Lee Lionclass Sloop
Length: 35'     Beam:  8'     Draft:  6'
Year: 1964
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: BrookingsOR, Oregon
Asking: $8,500
Sailboat Added 13-May-2016  More Details

Pearson Electra
1963 Sauvies Island Oregon 22 Pearson Electra
Length: 22'     Beam:  6'     Draft:  312'
Year: 1963
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Sauvies Island, Oregon
Asking: $6,800
Sailboat Added 13-May-2016  More Details


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