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Used Custom Cruiser, Bennington 21 Ssr Power boats for sale

Clear AllCustom cruiserBennington 21-ssrusedAll powermodel
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Boat Type
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Make
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1,440 more Makes...
Bennington Models
  • 21 SSR
  • 22 SSRX
  • 2250 GSR
  • 22 LSB
  • 22 SVSR SPS
  • 23LSB
  • 2575 QCW
  • 2575 RCW
  • SX23
  • 21 SX
  • 22 SLX
  • 16 SL
  • 165SF
  • 168 S
  • 168 SLE
  • 168SL
  • 18 SLSP
  • 18 SLX
  • 18 SXF
  • 180ES
  • 185
  • 1850GL
  • 185L
  • 188 SFV
  • 188 SV
  • 188SLV
  • 188SVF
  • 20
  • 20 GL
  • 20 LSB
  • 20 SF
  • 20 SF Family / 4 Fishing seat
  • 20 SFV
  • 20 SL
  • 20 SLM
  • 20 SLV
  • 20 SLX
  • 20 SS 2T
  • 20 SSRX
  • 20 SSX
  • 20 SV
  • 20 SVF
  • 20 SVL
  • 20 SVL SPS
  • 20 SVSR
  • 20 SVSR SPS
  • 20 SX
  • 20 UK
  • 20 ssxp
  • 200 Fish
  • 201FS SOUTHWIND
  • 2050 GS Pontoon
  • 2050LX
  • 2050RL
  • 205L
  • 2075 GLI
  • 2075GL
  • 2075GSi
  • 208 L
  • 208 SLJ Salt water series
  • 2080LX
  • 2090
  • 20SFi
  • 20SLGX
  • 20SLV
  • 20SLX
  • 20SV
  • 20SVF
  • 20SVS Tri-toon
  • 20SXSR
  • 21 LL
  • 21 LSB
  • 21 LSNPAPG
  • 21 SF
  • 21 SL
  • 21 SLBF
  • 21 SLSD
  • 21 SLX
  • 21 SSBX
  • 21 SSR
  • 21 SXSAPG
  • 21 SXSR
  • 2111
  • 218SLDN
  • 21SLX
  • 22
  • 22 GFB
  • 22 GSR
  • 22 LFB
  • 22 LFBC
  • 22 LS
  • 22 LSR
  • 22 SCWX
  • 22 SF
  • 22 SL
  • 22 SLX Pontoon
  • 22 SS
  • 22 SS SPS
  • 22 SSB SPS
  • 22 SSBX
  • 22 SSBXP
  • 22 SSI
  • 22 SSLX
  • 22 SSLXP
  • 22 SSR
  • 22 SSR Pontoon
  • 22 SSRCXDI
  • 22 SSRX Pontoon & 115HP Yamaha
  • 22 SSRXP SPS
  • 22 SSX
  • 22 SVSR
  • 22 SX
  • 22 SXL
  • 22 SXRX
  • 22 SXSAPG
  • 22 SXSB
  • 22 SXSR
  • 22 SXSRC
  • 22 svsb
  • 22 sxcw
  • 22' Swingback Tri-toon
  • 2205
  • 2250RCL
  • 2250RCW
  • 2250RFS
  • 2250RL
  • 2275
  • 2275 FS
  • 2275 GCW
  • 2275 GFS
  • 2275 GL
  • 2275 GS
  • 2275 QXI
  • 2275 RCW
  • 2275 RL
  • 2275 RLI
  • 2275FSi
  • 2275GCW
  • 2275GL
  • 2275GS
  • 2275LX
  • 2275QXi
  • 2275RL
  • 2275RLCP
  • 2275RLCi
  • 22LSR
  • 22LSRC
  • 22LXSB
  • 22M
  • 22SFXAPGDF
  • 22SL
  • 22SLX
  • 22SLi
  • 22SSB
  • 22SSB-SPSSR
  • 22SSBXP
  • 22SSI
  • 22SSLX
  • 22SSR
  • 22SSR-SPS
  • 22SSR-SPSSR
  • 22SSRFBXP
  • 22SSRX
  • 22SSX
  • 22SVL-SPS
  • 22SVSR
  • 22SVSR-SPSSR
  • 22SX SWINGBACK
  • 23 GCW
  • 23 GSB
  • 23 L
  • 23 LCW
  • 23 LPD
  • 23 LS RSD
  • 23 LSB
  • 23 LSLD
  • 23 LSR
  • 23 LTFB
  • 23 LXFB
  • 23 LXSFB
  • 23 QXFB
  • 23 QXFBA
  • 23 RBR
  • 23 RCWA
  • 23 RFB
  • 23 RSB
  • 23 RSB ESP
  • 23 RSBWA
  • 23 RXFBASG
  • 23 RXSB
  • 23 RXSB Performance Tri-Toon Pontoon
  • 23 SL
  • 23 SLX3
  • 23 SPDX
  • 23 SSBX
  • 23 SSBXP
  • 23 SSR
  • 23 SX
  • 23 SXCW
  • 23 SXL3
  • 23 SXSB
  • 23 SXSRC
  • 2350 RSR
  • 2375 GCW
  • 2375 RCW
  • 2375 RSB
  • 2375GCW
  • 23LFBC SPS TRI
  • 23LTFB
  • 23LTFB ESP
  • 23LTSB
  • 23LXSFB
  • 23QCL
  • 23RSBA
  • 23RSBDN2019
  • 23RSBWA
  • 23RSR
  • 23RSRC SPS TRI
  • 23RXFBSR
  • 23SCWXP
  • 23SPDXP
  • 23SSBXP
  • 23SSRX
  • 23SSRX Express Tri
  • 23SSRXP
  • 23SXL
  • 23SXL3
  • 23SXSR
  • 23SXSRC
  • 23XSSB
  • 24 LFB
  • 24 LPD
  • 24 LXFB
  • 24 LXSB
  • 24 LXSBA
  • 24 RTFB
  • 24 RTFBC
  • 24 RTSB
  • 24 RTSBA
  • 24 SBRXP
  • 24 SCWX3 I/O
  • 24 SF
  • 24 SFX
  • 24 SLX
  • 24 SLX3
  • 24 SPDX
  • 24 SSBXP-SPS
  • 24 SSL
  • 24 SSLX
  • 24 SSR
  • 24 SSRX
  • 24 SSRXP
  • 24 SVRC
  • 24 SVSR
  • 2475 SL3-I/O
  • 24LXSRC SPS TRI
  • 24LXSSB
  • 24RTSBA
  • 24RTSBASP
  • 24SF
  • 24SSBXSG
  • 24SSRX Pontoon
  • 24SVSR
  • 25 GSB
  • 25 LSBA
  • 25 LSRC
  • 25 Q
  • 25 QCB
  • 25 QCW IO
  • 25 QCW-BAR
  • 25 QFB
  • 25 QFBWA
  • 25 QSB
  • 25 QSBA
  • 25 QSBA I/O
  • 25 QSBW
  • 25 QXFBWASP
  • 25 QXSBX1
  • 25 QXSBX1IO ESP
  • 25 R
  • 25 RCW SG Tritoon Pontoon with 350HP Mercury Verado
  • 25 RFB
  • 25 RSB
  • 25 RSB Sport Arch
  • 25 RSBA
  • 25 RSBWA
  • 25 RSFB
  • 25 RTSB
  • 25 RTSBA
  • 25 RX Sport Swingback
  • 25 RX Swing
  • 25 RXSBA
  • 25 SPDX
  • 25 SPDXP
  • 25 SSBX Premium
  • 25 SSR
  • 25 SXSR
  • 255 SBXP
  • 2550 QBR
  • 2550 RCB
  • 2550 RCL
  • 2550 RL
  • 2550 RSF Arch, Tri Toon
  • 2550QSR
  • 2552 QCW I/O
  • 2554GCW
  • 2572 QCW
  • 2574 GCW
  • 2574 GCWB
  • 2575 GLI
  • 2575 QCW I/O
  • 2575 QCW I/O Sport Arch
  • 2575 QSB
  • 2575 RCW I/O
  • 2575 RCWY
  • 2575 RLI
  • 2575 RLX
  • 25753QCWIODR Q25
  • 2575FS
  • 2575GL
  • 2575QCWTIO
  • 2575QXi
  • 2575RCW I/O
  • 2575RL
  • 2575RLi
  • 2577RFS
  • 2577RFSi
  • 25GSRDL
  • 25LTSB
  • 25QSBIO
  • 25QXSBWA
  • 25QXSPTB
  • 25R
  • 25RBR ESP
  • 25RSBA
  • 25RTSB
  • 25RX
  • 25SXSBSP
  • 25swbwa
  • 26 L Top Deck
  • 26 LX
  • 26 LXSB
  • 26LXSRC
  • 27 QSBAX2
  • 27 QX
  • 27 QXFBWAX2
  • 27 QXFBWAX2 ESP
  • 27 QXSBWA X2
  • 27QXSBWAX2SD
  • 27RSBX2
  • 27RSR
  • 27RX
  • 28 QSRFBX1 3T
  • 28 QXCWWA-I/O
  • 28 RSBA X1
  • 2874RCW I/O
  • 2875 QCW I/O
  • 2875RLX
  • 28QCWA
  • 28QSRFBX1
  • 28RSRX1
  • 30 QXFBAX
  • 30 QXSBAX2
  • 30 RCLX2
  • 30 RCWAx2
  • 30 RSRAX2
  • 30QSBWAX2
  • Azure
  • G22
  • G23
  • GBR2550
  • II 227FSi
  • L 22
  • L 22 L-Bench
  • L 22 Quad Bench
  • L 22 Swingback
  • L 23 Swingback
  • L 25 Swingback
  • L Entertainment 23 LPD
  • L Quad Bench 25 LFB Tritoon
  • L Series 21
  • L23
  • LX 23 Quad Bench
  • LX 23' Tri-Toon Pontoon
  • LX 24 Stern Lounge
  • LX 24 Swingback
  • LXCW
  • LXSB
  • Pontoon
  • Q 23 Swingback
  • Q 25 QCW
  • Q 25 QSBIO
  • Q 28
  • Q25
  • Q5
  • QCW
  • QSBAX2 Swingback
  • QX 23 Quad Bench
  • QX 25 QXFBWA Fastback
  • QX 25 Quad Bench
  • QX 25 Sport
  • QX 25 Swingback
  • QX 28 QXSBA
  • QX 30
  • QX 30 QXSBWA X2 Wide Beam
  • QXFBWAX2
  • Qxi 2275
  • R 23 Club Floor
  • R 24 RTFBA
  • R 25 RSB
  • R 27 RSRAX2
  • R23
  • R25
  • R25 Sport
  • R28
  • RCL
  • RL 211 DB
  • RL210
  • RTSBA
  • RX 25 FBWAST
  • RX 25 RXFBA
  • RX25 Sport
  • S 18
  • S 20
  • S Quad Bench 20 SSR
  • S20
  • S21
  • S22
  • S22 TRITOON
  • SCWX
  • SFi
  • SL22
  • SLJSR
  • SLMX
  • SLX 20
  • SSB 20
  • SSR
  • SSRSE
  • SSRX Pontoon
  • SV 16 L-Bench
  • SV 18 Fishing
  • SV Line
  • SV20
  • SX 20
  • SX 20 Swingback
  • SX 21 Cruise
  • SX 21 SFXAPG
  • SX 21 SSRCX
  • SX 22
  • SX 22 Fishing
  • SX 22 Premium Cruise
  • SX 22 SSBX
  • SX 22 SSBXP
  • SX 22 SSX
  • SX 22 SSXP
  • SX 23
  • SX 23 L-Bench
  • SX 23 Premium
  • SX 23 Premium Swingback
  • SX 23 SLX
  • SX 23 SSBXP
  • SX Line
  • SX22
  • SXP 21 SLXP
  • SXP 22 SSBXP
  • Sxsb
  • etw
  • sx21
  • top deck
Custom Models
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  • 14
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  • 17 Custom
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  • 19 CENTER CONSOLE
  • 190
  • 1900 STL
  • 20 Center Console
  • 200 Sundeck
  • 21 SSi OB Ski & Fish
  • 21 switch fish
  • 2150
  • 216wa pro
  • 21CC
  • 22
  • 22CC
  • 23 DC BROWN CUSTOM CC
  • 230 Air Velocity
  • 23xs
  • 24
  • 24' Center Console
  • 241 walkarnd
  • 25
  • 25 ft
  • 25ZX
  • 26 COI
  • 26 LS
  • 260 Sundancer
  • 26v1
  • 28
  • 28 Launch GT
  • 31 Center Console
  • 310 SLX
  • 310 Sundancer
  • 32 Tri Toon
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  • 322
  • 32CC
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    9 boats
    Sort: Recommended
    • Recommended
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    • Price: High to Low
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      • 1937 Custom Cruiser

        $98,000

        Isleton, CA 95641 | Private Seller

        1937 Custom Cruiser
        • 1993 Custom Cabin Cruiser

          $50,300

          Hanover, MA 02339 | Private Seller

          1993 Custom Cabin Cruiser

          2009 Custom Gartside Downeast Cruiser

          $339,990

          $2,533/mo*

          Bainbridge Island, WA 98110 | The Kadey-Krogen Group

          2009 Custom Gartside Downeast Cruiser

          2020 Custom Wolf Boats West Coast Cruiser

          $79,900

          ↓ Price Drop

          $595/mo*

          Anacortes, WA 98221 | Inside Passage Yacht Sales

          2020 Custom Wolf Boats West Coast Cruiser

          2023 Bennington 21 SSR

          $54,999

          $410/mo*

          Port Charlotte, FL 33953 | Ingman Marine

          2023 Bennington 21 SSR

            2021 Bennington 21 SSR

            $39,900

            ↓ Price Drop

            $347/mo*

            Port Charlotte, FL 33953 | Ingman Marine

            2021 Bennington 21 SSR
              • 2016 Custom Downeast Cruiser

                $47,995

                $418/mo*

                Ithaca, NY 14850 | Private Seller

                2016 Custom Downeast Cruiser
                  • 2022 Custom Cruiser

                    $20,000

                    Mendon, UT 84325 | Private Seller

                    2022 Custom Cruiser
                      • 1978 Custom Day Cruiser

                        $6,000

                        Buffalo, NY 14207 | Private Seller

                        1978 Custom Day Cruiser

                          2023 Ranger Reata 220C

                          $46,995

                          $409/mo*

                          Fredericktown, OH 43019 | Knox Marine - Ltd

                          2023 Ranger Reata 220C

                          2026 Yamaha Boats AR220

                          $60,999

                          $454/mo*

                          Columbus, OH 43224 | Sizzle Marine

                          2026 Yamaha Boats AR220

                          2026 Sun Tracker Party Barge 18 DLX

                          $37,020

                          $322/mo*

                          Columbus, OH 43224 | Sizzle Marine

                          2026 Sun Tracker Party Barge 18 DLX
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