Used Bennington Boats For Sale: Save On High-Quality Used Bennington Pontoon Boats Clear filtersBoat ConditionNew BoatsUsed BoatsLocationElkhorn7resultsJohnsburg1resultsLake Geneva3resultsNashotah6resultsThree Lakes7resultsManufacturerAqua Patio1resultsBennington24resultsBlue Wave1resultsBoston Whaler4resultsC-Dory1resultsCarolina Skiff1resultsChaparral1resultsCobalt5resultsCobia1resultsCrownline9resultsShow more CategoryPontoon24resultsPriceto$to$Lengthto16 ft.30 ft.YeartoGoEngine Hoursto31 hr441 hrStatusINTERNET SPECIAL!1resultsIn Stock16resultsSPECIAL SAVINGS!7resultsSearch boats...Searching…Sort ByRecently AddedPrice: Low to HighPrice: High to LowYear: Newest FirstYear: Oldest FirstShowing 24 Results Share SearchThis 2020 Bennington 23SSRX delivers the perfect combination of style, comfort, and performance, all wrapped up in a meticulously maintai... READ MOREUsed2020 Bennington 23SSRX Express Tri$47,999$371/mo.Get FinancingStatusIN STOCKLocationJohnsburg, ILHours120Stock #UBA1825-B1-HThis 2020 Bennington 23SSRX delivers the perfect combination of style, comfort, and performance, all wrapped up in a meticulously maintai... READ MORE Check AvailabilityView Boat Quick LookLength23Person Capacity13Hours120Hull TypeAluminumFuel TypeGasolineEngine Horsepower150PowerYamaha F150DriveSingle OutboardBeam8.5This 2021 Bennington 23RSRC is a strong mid-range option for buyers looking to step into the luxury pontoon lifestyle without venturing i... READ MOREUsed2021 Bennington 23RSRC SPS TRI$64,999$502/mo.Get FinancingStatusIN STOCKLocationElkhorn, WIManufacturerBenningtonStock #UBA1125-B2-GThis 2021 Bennington 23RSRC is a strong mid-range option for buyers looking to step into the luxury pontoon lifestyle without venturing i... READ MORE Check AvailabilityView Boat Quick LookLength24Fuel Capacity50Hull TypeAluminumFuel TypeGasDriveOutboardBeam8' 6"Draft10-12"This 2023 Bennington 23RSR is a standout opportunity for buyers who want near-new luxury without the new-boat premium. With just a year o... READ MOREUsed2023 Bennington 23RSR$98,999$764/mo.Get FinancingStatusIN STOCKLocationThree Lakes, WIHours31Stock #UBA2425-B1-HThis 2023 Bennington 23RSR is a standout opportunity for buyers who want near-new luxury without the new-boat premium. With just a year o... READ MORE Check AvailabilityView Boat Quick LookLength25Weight3,057 lbsFuel Capacity21.4Person Capacity12Hours31Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam8' 6"Draft10-12" STANDARD FEATURES * 7" Digital Screen Display * Port Gate Glide/Gate Stop * Recessed Wireless Phone Charger * 1 Piece Fiberglass... READ MOREUsed2025 Bennington 25RTFB$143,900$1,111/mo.Get FinancingStatusINTERNET SPECIAL!LocationElkhorn, WIManufacturerBenningtonStock #BEN924441-B1-D (MBS) STANDARD FEATURES * 7" Digital Screen Display * Port Gate Glide/Gate Stop * Recessed Wireless Phone Charger * 1 Piece Fiberglass... READ MORE Check AvailabilityView Boat Quick LookStatusINTERNET SPECIAL!LocationLauderdale LakesManufacturerBenningtonStock #BEN924441-B1-D (MBS)This awesome boat has been in our rental fleet and is now ready for sale. It has been discounted from the normal sale price of 86,124.00 ... READ MOREUsed2024 Bennington 23LFBC SPS TRI$76,995$594/mo.Get FinancingStatusSPECIAL SAVINGS!LocationThree Lakes, WIManufacturerBenningtonStock #BEN879297-B1-RENTALThis awesome boat has been in our rental fleet and is now ready for sale. It has been discounted from the normal sale price of 86,124.00 ... READ MORE Check AvailabilityView Boat Quick LookLength24Weight3,108Fuel Capacity32Person Capacity12Hull TypeAluminumFuel TypeGasolineEngine Horsepower175PowerYamaha F175XADriveOutboardBeam8' 6"Draft10-12"This boat has been in our rental fleet, and is ready for a new home! This boat has been discounted from the original sale price in the mi... READ MOREUsed2024 Bennington 23SXL$63,541$491/mo.Get FinancingStatusSPECIAL SAVINGS!LocationThree Lakes, WIHours165Stock #BEN890661-B1-RENTALThis boat has been in our rental fleet, and is ready for a new home! This boat has been discounted from the original sale price in the mi... READ MORE Check AvailabilityView Boat Quick LookLength23Weight2,598Fuel Capacity21.4Person Capacity11Hours165Hull TypeAluminumFuel TypeGasolineEngine Horsepower115DriveOutboardBeam8' 6"Draft10-12"This boat has been in our rental fleet and is now ready for sale! It was been reduced from the normal Sale Price of $62,500.00 STANDAR... READ MOREUsed2024 Bennington 22SVL-SPS$56,495$436/mo.Get FinancingStatusSPECIAL SAVINGS!LocationThree Lakes, WIManufacturerBenningtonStock #BEN899810-B1-RENTALThis boat has been in our rental fleet and is now ready for sale! It was been reduced from the normal Sale Price of $62,500.00 STANDAR... READ MORE Check AvailabilityView Boat Quick LookLength22Weight2758Fuel Capacity42Person Capacity12Hull TypeAluminumFuel TypeGasolineEngine Horsepower150DriveOutboardBeam8' 6"Draft10-12"This boat has been in our rental fleet and has been discounted from the original sale price of $66,543.00. Come check out this awesome bo... READ MOREUsed2024 Bennington 23SXSR$48,500$374/mo.Get FinancingStatusSPECIAL SAVINGS!LocationThree Lakes, WIManufacturerBenningtonStock #BEN882926-B1-RENTALThis boat has been in our rental fleet and has been discounted from the original sale price of $66,543.00. Come check out this awesome bo... READ MORE Check AvailabilityView Boat Quick LookLength23Weight2,428Fuel Capacity21.4Person Capacity11Hull TypeAluminumFuel TypeGasolineEngine Horsepower115PowerYamaha F115LBDriveOutboardBeam8' 6"Draft10-12"This 2022 Bennington 28RSRX1 is the pinnacle of luxury tri-toon boating, offering a commanding presence on the water with a spacious, hig... READ MOREUsed2022 Bennington 28RSRX1$179,999$1,390/mo.Get FinancingStatusSPECIAL SAVINGS!LocationElkhorn, WIHours49Stock #UBK1422-B1-FThis 2022 Bennington 28RSRX1 is the pinnacle of luxury tri-toon boating, offering a commanding presence on the water with a spacious, hig... READ MORE Check AvailabilityView Boat Quick LookLength30Fuel Capacity83.42 gallonsHours49Hull TypeAluminumFuel TypeGasDriveOutboardBeam10' 0"Draft10-12" ADDITIONAL FEATURES * RGB Lighting and Panel Exchange with GPS * Panel - Midnight Black * Accent - Smokey Granite * Crystal Cap ... READ MOREUsed2018 Bennington 25GBR$45,000$347/mo.Get FinancingStatusIN STOCKLocationElkhorn, WIManufacturerBenningtonStock #UBI0225-B1-S ADDITIONAL FEATURES * RGB Lighting and Panel Exchange with GPS * Panel - Midnight Black * Accent - Smokey Granite * Crystal Cap ... READ MORE Check AvailabilityView Boat Quick LookLength25Weight3298Fuel Capacity35.2Person Capacity14Hull TypeAluminumFuel TypeGasolineDriveSingle OutboardBeam8' 6"Draft12-14"This 2018 Bennington 25QCL is a standout example of quality craftsmanship paired with a brand-new power upgrade. The boat itself has been... READ MOREUsed2018 Bennington 25QCL$74,999$579/mo.Get FinancingStatusIN STOCKLocationNashotah, WIManufacturerBenningtonStock #UBJ0225-B1-RThis 2018 Bennington 25QCL is a standout example of quality craftsmanship paired with a brand-new power upgrade. The boat itself has been... READ MORE Check AvailabilityView Boat Quick LookLength25Hull TypeAluminumFuel TypeGasolineDriveSingle OutboardBeam8' 6"This 2011 Bennington 24SLI offers a solid entry into the world of pontoon boating with the trusted reputation of Bennington behind it. Wi... READ MOREUsed2011 Bennington 24SLI$24,999$193/mo.Get FinancingStatusIN STOCKLocationNashotah, WIHours441Stock #UBI0825-B1-WThis 2011 Bennington 24SLI offers a solid entry into the world of pontoon boating with the trusted reputation of Bennington behind it. Wi... READ MORE Check AvailabilityView Boat Quick LookLength24Person Capacity12Hours441Hull TypeAluminumFuel TypeGasolineDriveSingle OutboardBeam8' 6"This 2014 Bennington 2275 GL offers a solid opportunity for anyone looking to get into a reliable, well-maintained pontoon without breaki... READ MOREUsed2014 Bennington 2274 GL$28,999$224/mo.Get FinancingStatusIN STOCKLocationNashotah, WIManufacturerBenningtonStock #UBI2525-B1-BThis 2014 Bennington 2275 GL offers a solid opportunity for anyone looking to get into a reliable, well-maintained pontoon without breaki... READ MORE Check AvailabilityView Boat Quick LookLength22Hull TypeAluminumFuel TypeGasolineDriveSingle OutboardThis 2016 Bennington 20SSRX offers a solid opportunity to get into a premium brand pontoon at a smart value. At nearly a decade old, it s... READ MOREUsed2016 Bennington 20SSRX$24,999$193/mo.Get FinancingStatusIN STOCKLocationNashotah, WIHours112Stock #UBI1025-B1-SThis 2016 Bennington 20SSRX offers a solid opportunity to get into a premium brand pontoon at a smart value. At nearly a decade old, it s... READ MORE Check AvailabilityView Boat Quick LookLength20Hours112Hull TypeAluminumFuel TypeGasolineEngine Horsepower50PowerYamaha T50DriveSingle OutboardBeam8' 6"This 2017 Bennington 25RSFB blends upscale comfort with real-world usability, and this one—kept in good used condition—offers serious val... READ MOREUsed2017 Bennington 25RSFB$32,999$255/mo.Get FinancingStatusIN STOCKLocationElkhorn, WIManufacturerBenningtonStock #UBH3025-B1-SThis 2017 Bennington 25RSFB blends upscale comfort with real-world usability, and this one—kept in good used condition—offers serious val... READ MORE Check AvailabilityView Boat Quick LookLength25Weight2952Fuel Capacity25Person Capacity12Hull TypeAluminumFuel TypeGasolineDriveSingle OutboardBeam8'-6" ADDITIONAL FEATURES 90hp Honda Full Mooring Cover Tilt Steering Docking Lights Changing Station Floating Table / Cooler READ MOREUsed2007 Bennington 2275QXI$22,999$178/mo.Get FinancingStatusIN STOCKLocationThree Lakes, WIHours423Stock #UBH3025-B1-M ADDITIONAL FEATURES 90hp Honda Full Mooring Cover Tilt Steering Docking Lights Changing Station Floating Table / Cooler READ MORE Check AvailabilityView Boat Quick LookLength22Weight2,600Fuel Capacity33Person Capacity11Hours423Hull TypeAluminumFuel TypeGasolineEngine Horsepower90PowerHonda BF90DDriveSingle OutboardBeam8'6"Draft12"Hard to find pre-owned 16' Bennington! This 2004 Bennington 165SF is a budget-friendly fishing and cruising pontoon that’s held up well o... READ MOREUsed2004 Bennington 165SF$10,999$85/mo.Get FinancingStatusIN STOCKLocationThree Lakes, WIManufacturerBenningtonStock #UBH3125-B1-PHard to find pre-owned 16' Bennington! This 2004 Bennington 165SF is a budget-friendly fishing and cruising pontoon that’s held up well o... READ MORE Check AvailabilityView Boat Quick LookLength16Hull TypeAluminumFuel TypeGasolineEngine Horsepower40DriveSingle OutboardBeam8Draft1.5 ADDITIONAL FEATURES * Package price - Yamaha T50LB Fourstroke * Panel - Midnight Black * Accent - Smooth Rossa Red * Canvas - Ro... READ MOREUsed2024 Bennington 22SSR-SPS$47,999$371/mo.Get FinancingStatusSPECIAL SAVINGS!LocationLake Geneva, WIHours402Stock #BEN884277-B1-CFS ADDITIONAL FEATURES * Package price - Yamaha T50LB Fourstroke * Panel - Midnight Black * Accent - Smooth Rossa Red * Canvas - Ro... READ MORE Check AvailabilityView Boat Quick LookLength22Weight2,555 lbsFuel Capacity33Person Capacity12Hours402Hull TypeAluminumFuel TypeGasolineEngine Horsepower150PowerYamaha VF150XADriveOutboardBeam8' 6"Draft10-12" ADDITIONAL FEATURES * Package price - Yamaha * Panel - Metallic Silver * No Accent - Textured * Accent - Smooth Metallic Silver... READ MOREUsed2023 Bennington 23SXSRC$44,999$347/mo.Get FinancingStatusIN STOCKLocationLake Geneva, WIHours344Stock #BEN820637-B1-CFS ADDITIONAL FEATURES * Package price - Yamaha * Panel - Metallic Silver * No Accent - Textured * Accent - Smooth Metallic Silver... READ MORE Check AvailabilityView Boat Quick LookLength23Fuel Capacity21.4Hours344Hull TypeAluminumFuel TypeGasolineEngine Horsepower150PowerYamaha F150XBDriveOutboardBeam8' 6" ADDITIONAL FEATURES * Package price - Yamaha * Panel - Rossa Red * Panel - Smokey Granite * Accent - Rossa Red * Silver Simtex ... READ MOREUsed2023 Bennington 23SXSR$44,999$347/mo.Get FinancingStatusIN STOCKLocationLake Geneva, WIHours414Stock #BEN813581-B1-CFS ADDITIONAL FEATURES * Package price - Yamaha * Panel - Rossa Red * Panel - Smokey Granite * Accent - Rossa Red * Silver Simtex ... READ MORE Check AvailabilityView Boat Quick LookLength23Fuel Capacity21.4Hours414Hull TypeAluminumFuel TypeGasolineEngine Horsepower150PowerYamaha F150XBDriveOutboardBeam8' 6"Show MoreFiltersClear filtersClear filtersBoat ConditionNew BoatsUsed BoatsLocationElkhorn7resultsJohnsburg1resultsLake Geneva3resultsNashotah6resultsThree Lakes7resultsManufacturerAqua Patio1resultsBennington24resultsBlue Wave1resultsBoston Whaler4resultsC-Dory1resultsCarolina Skiff1resultsChaparral1resultsCobalt5resultsCobia1resultsCrownline9resultsShow more ModelBennington165SF1results20SSRX1results2274 GL1results2275 RCW1results2275QXI1results2275RLCP1results22SSR-SPS1results22SVL-SPS1results23LFBC SPS TRI1results23RSR1results23RSRC SPS TRI1results23SSRX Express Tri1results23SXL1results23SXSR2results23SXSRC1results24LXSRC SPS TRI1results24SLI1results25GBR1results25QCL1results25RSFB1results25RTFB1results26LXSRC1results28RSRX11resultsCategoryPontoon24resultsPriceto$to$Lengthto16 ft.30 ft.YeartoGoEngine Hoursto31 hr441 hrStatusINTERNET SPECIAL!1resultsIn Stock16resultsSPECIAL SAVINGS!7results Bennington is widely recognized as a superior brand within the Midwest and Florida boating community, renowned for its exceptional craftsmanship and innovative designs. This brand has set a high standard in the industry, consistently delivering boats that are not only luxurious but also engineered for durability and performance. One of the hallmarks of Bennington's success is its meticulous attention to detail, from the premium materials used in its construction to the customizable options available for boat owners in the Midwest and Florida. This commitment to quality ensures that each Bennington boat offers a superb boating experience, making both our used pontoon and tritoon boats for sale a favorite among both novice and seasoned boaters. Understanding the Value of Buying Used for Your Midwest & Florida At The Boat House, we understand that buying a used recreation pontoon boat for sale is a financially sound decision for many in our boating community. It's why we offer a selection of used pontoon boats for sale, which are perfect for those looking to enjoy the Midwest and Florida waters without stretching their budget. Our used recreation pontoon boats for sale provide an affordable way to experience the luxury and fun of boating, with various models that ensure you don't sacrifice quality for cost. Each used recreation pontoon boat for sale in our Midwest and Florida inventory is carefully selected to ensure it meets our high standards, providing you with a reliable and enjoyable boating experience. Our Commitment to Quality is Proven in Our Used Tritoon Boats for Sale In addition to pontoon boats, we also offer quality used tritoon boats for sale. These watercrafts are thoroughly analyzed by our expert Midwest and Florida team to ensure they meet strict standards for quality performance, and aesthetics. Our used tritoon boats for sale have a three-tube design, which provides enhanced stability and better handling at higher capacities and more challenging water conditions. By choosing a used option from The Boat House in Midwest and Florida, customers can enjoy the additional performance benefits of a tritoon boat at a more accessible price point, ensuring they receive the best value for their investment. Other Used Bennington Boats for Sale Locations Used Bennington Boats for Sale in Illinois Used Bennington Boats for Sale in Wisconsin Used Bennington Boats for Sale in Florida