Bennington Pontoon Boats for Sale in (state): Bennington Pontoons Dealer Clear filtersBoat ConditionNew BoatsUsed BoatsLocationCape Coral1resultsElkhorn38resultsJohnsburg4resultsLake Geneva1resultsNashotah23resultsSister Bay3resultsThree Lakes27resultsWhitewater6resultsManufacturerAlumacraft1resultsAqua Patio10resultsBayliner1resultsBennington103resultsBlue Wave1resultsBoston Whaler21resultsCenturion1resultsChaparral2resultsCobalt11resultsCrownline11resultsShow more ModelBennington188SF1results188SL2results20 SXLM1results20SL2results20SL-Snap3results20SSR (TC)1results20SSR-SPS (SNAP)1results20SSR-SPS (TC)1results20SSR-SPS-Snap (TC)1results21SFC1results21SS1results21SSB1results21SSRX1results2275RCW SPS TRI1results22MFB-SPS (TC)1results22MFC1results22ML-SPS1results22MOFB-SPS (TC)2results22MSB1results22MSB-SPS (PB)1results22SSB (TC)1results22SSB-SPS (PB)1results22SSB-SPS (TC)1results22SSB-SPS-Snap8results22SSB-SPS-Snap (TC)1results22SSB-SPS/Snap1results22SSR S-One1results22SSR-SPS (PB)1results22SSR-Snap SPS TRI1results23LXFB SPS TRI1results23MCSB-SPS (TC)1results23ML-SPS1results23MOF-SPS (TC)1results23MSB1results23MSB-ESP LTD TRI1results23MSB-SPS2results23MSL-SPS2results23RFB ESP TRI1results23RFB-ESP1results23RSB-SPS (PB)1results23S1SR Limited ESP1results23SSB ESP LTD TRI1results23SSB-ESP (LTD)2results23SSB-SPS (PB)2results23SSB-SPS (TC)2results23SSB-SPS (TC) DINETTE1results23SSR1results23SSR-ESP (LTD)1results23SSR-SPS (PB)1results23SSR-SPS (TC)4resultsCategoryPontoon103resultsPriceto$to$Lengthto18 ft.28 ft.YeartoGoEngine Hoursto9 hr492 hrStatusIn Stock76resultsSALE PENDING22resultsSPECIAL SAVINGS!5resultsSearch boats...Searching…Sort ByRecently AddedPrice: Low to HighPrice: High to LowYear: Newest FirstYear: Oldest FirstShowing 103 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 FinancingStatusSALE PENDINGLocationJohnsburg, 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 OutboardBeam8.5Draft12As a brand new 2025 Bennington 25RSRA-ESP, this boat offers exactly what discerning buyers are after—flawless, untouched condition with z... READ MORENew2025 Bennington 25RSRA-ESP$153,500$1,185/mo.Get FinancingStatusSPECIAL SAVINGS!LocationNashotah, WIManufacturerBenningtonStock #BEN926286-B1-StockAs a brand new 2025 Bennington 25RSRA-ESP, this boat offers exactly what discerning buyers are after—flawless, untouched condition with z... READ MORE Check AvailabilityView Boat Quick LookLength25Weight4268Fuel Capacity73Person Capacity15Hull TypeAluminumFuel TypeGasolineEngine Horsepower250DriveOutboardBeam8' 6"Draft12" STANDARD FEATURES * Console Footrest * Custom Wheel with Zebrawood Slate Accents and Etched Center Cap * Fiberglass Door with eas... READ MORENew2025 Bennington 23RSB-SPS (PB)$120,799$933/mo.Get FinancingStatusSALE PENDINGLocationElkhorn, WIManufacturerBenningtonStock #BEN926386-B1-Stock STANDARD FEATURES * Console Footrest * Custom Wheel with Zebrawood Slate Accents and Etched Center Cap * Fiberglass Door with eas... READ MORE Check AvailabilityView Boat Quick LookLength23Weight4023Fuel Capacity35.2Person Capacity12Hull TypeAluminumFuel TypeGasolineEngine Horsepower200DriveOutboardBeam8' 6"Draft12"As a brand new 2025 Bennington 25RSR-SPS, this is as clean and dialed-in as it gets—no prior use, no wear, and no questions about how it’... READ MORENew2025 Bennington 25RSR-SPS$120,500$930/mo.Get FinancingStatusSPECIAL SAVINGS!LocationWhitewater, WIManufacturerBenningtonStock #BEN926388-B1-StockAs a brand new 2025 Bennington 25RSR-SPS, this is as clean and dialed-in as it gets—no prior use, no wear, and no questions about how it’... READ MORE Check AvailabilityView Boat Quick LookLength25Weight3387Fuel Capacity42Person Capacity12Hull TypeAluminumFuel TypeGasolineEngine Horsepower200DriveOutboardBeam8' 6"Draft12"2025 Bennington 24MSB-SPS (TC) - This 24′ pontoon is powered by a Yamaha 150hp VMAX SHO, giving you superior performance whether you’re c... READ MORENew2025 Bennington 24MSB-SPS (TC)$91,500$706/mo.Get FinancingStatusSALE PENDINGLocationThree Lakes, WIManufacturerBenningtonStock #BEN926103-B1-Stock2025 Bennington 24MSB-SPS (TC) - This 24′ pontoon is powered by a Yamaha 150hp VMAX SHO, giving you superior performance whether you’re c... READ MORE Check AvailabilityView Boat Quick LookLength24Weight3057Fuel Capacity23.9Person Capacity12Hull TypeAluminumFuel TypeGasolineEngine Horsepower150DriveOutboardBeam8' 6"Draft12" STANDARD FEATURES * 12 Volt Receptacle * All in One Kicker Stereo System (KMC45) * Console Courtesy Light * Custom Sterling Gaug... READ MORENew2025 Bennington 24MSB-SPS (PB)$91,900$709/mo.Get FinancingStatusSALE PENDINGLocationWhitewater, WIManufacturerBenningtonStock #BEN925259-B1-Stock (MBS) STANDARD FEATURES * 12 Volt Receptacle * All in One Kicker Stereo System (KMC45) * Console Courtesy Light * Custom Sterling Gaug... READ MORE Check AvailabilityView Boat Quick LookLength24Weight4023Fuel Capacity33Person Capacity12Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam8' 6"Draft12"2025 Bennington 20SL – This 20′ pontoon is powered by a 50hp Yamaha outboard, delivering smooth, efficient performance for relaxed lake c... READ MORENew2025 Bennington 20SL$35,495$274/mo.Get FinancingStatusSALE PENDINGLocationThree Lakes, WIHours9Stock #BEN295351-B1-DFS2025 Bennington 20SL – This 20′ pontoon is powered by a 50hp Yamaha outboard, delivering smooth, efficient performance for relaxed lake c... READ MORE Check AvailabilityView Boat Quick LookLength20Weight2317Fuel Capacity24Person Capacity10Hours9Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam8.5Draft12"As a brand new 2025 Bennington 28QXFBX1, this is the definition of top-tier condition—completely untouched, meticulously finished, and re... READ MORENew2025 Bennington 28QXFBX1$208,500$1,610/mo.Get FinancingStatusSPECIAL SAVINGS!LocationElkhorn, WIManufacturerBenningtonStock #BEN923381-B1-DFS (MBS)As a brand new 2025 Bennington 28QXFBX1, this is the definition of top-tier condition—completely untouched, meticulously finished, and re... READ MORE Check AvailabilityView Boat Quick LookLength28Weight4984Fuel Capacity116Person Capacity19Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam10' 0"Draft12" STANDARD FEATURES * 7" Digital Screen Display * Port Gate Glide/Gate Stop * Recessed Wireless Phone Charger * Console Footrest ... READ MORENew2025 Bennington 25RXFBA ESP TRI$174,700$1,349/mo.Get FinancingStatusSALE PENDINGLocationElkhorn, WIManufacturerBenningtonStock #BEN925260-B1-Stock (MBS) STANDARD FEATURES * 7" Digital Screen Display * Port Gate Glide/Gate Stop * Recessed Wireless Phone Charger * Console Footrest ... READ MORE Check AvailabilityView Boat Quick LookLength25Weight4650Fuel Capacity73Person Capacity15Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam8'6''Draft12"Being brand new, this 2025 Bennington 21SS offers exactly what today’s buyers are looking for—clean, untouched condition with zero guessw... READ MORENew2025 Bennington 21SS$49,675$383/mo.Get FinancingStatusSPECIAL SAVINGS!LocationWhitewater, WIManufacturerBenningtonStock #BEN923147-B1-StockBeing brand new, this 2025 Bennington 21SS offers exactly what today’s buyers are looking for—clean, untouched condition with zero guessw... READ MORE Check AvailabilityView Boat Quick LookLength22Weight1800Fuel Capacity24Person Capacity10Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam8' 6"Draft12"Very clean 23' Bennington w/ Power Bimini, Extended Aft Deck, Lillipad Ladder, Extended couch on port side. Plenty of room for the entire... READ MOREUsed2024 Bennington 23SXSRC SPS TRI$59,999$463/mo.Get FinancingStatusIN STOCKLocationThree Lakes, WIHours93Stock #UBA1626-B1-HVery clean 23' Bennington w/ Power Bimini, Extended Aft Deck, Lillipad Ladder, Extended couch on port side. Plenty of room for the entire... READ MORE Check AvailabilityView Boat Quick LookLength23Weight3,108Fuel Capacity32Person Capacity12Hours93Hull TypeAluminumFuel TypeGasolineEngine Horsepower150PowerYamaha F150XCDriveOutboardBeam8.5Draft1.5The 2024 Bennington Q27 is the epitome of luxury and performance in the world of pontoon boats. Built for those who demand both style and... READ MORENew2024 Bennington 27QFBAX2$251,970$1,945/mo.Get FinancingStatusSPECIAL SAVINGS!LocationNashotah, WIManufacturerBenningtonStock #BEN875152-B1-DEMO (FS)The 2024 Bennington Q27 is the epitome of luxury and performance in the world of pontoon boats. Built for those who demand both style and... READ MORE Check AvailabilityView Boat Quick LookLength27Weight4791Fuel Capacity116Person Capacity18Hull TypeAluminumFuel TypeGasolineEngine Horsepower300PowerYamaha F300XSBDriveOutboardBeam10' 0"Draft12" STANDARD FEATURES * All in One Kicker Stereo System (KMC45) * Console Courtesy Light * Custom Sterling Gauge Package: Fuel, Tacho... READ MOREUsed2020 Bennington 21SSRX$29,999$232/mo.Get FinancingStatusIN STOCKLocationNashotah, WIHours434Stock #UBA2426-B1-J STANDARD FEATURES * All in One Kicker Stereo System (KMC45) * Console Courtesy Light * Custom Sterling Gauge Package: Fuel, Tacho... READ MORE Check AvailabilityView Boat Quick LookLength20Weight1896Fuel Capacity21.4 gallonsPerson Capacity10Hours434Hull TypeAluminumFuel TypeGasolineDriveOutboardBeam8' 6"Draft10-12"A 2019 Bennington SX23 in good used condition is exactly the kind of boat buyers look for when they want something modern without paying ... READ MOREUsed2019 Bennington 23SX$54,999$425/mo.Get FinancingStatusIN STOCKLocationJohnsburg, ILHours492Stock #UBD1126-B1-SA 2019 Bennington SX23 in good used condition is exactly the kind of boat buyers look for when they want something modern without paying ... READ MORE Check AvailabilityView Boat Quick LookLength23Person Capacity12Hours492Hull TypeAluminumFuel TypeGasolineEngine Horsepower250PowerYamaha 250DriveSingle OutboardBeam8'6"A 2021 Bennington 25QXSBA is a newer, high-end pontoon that still shows excellent value in today’s market, especially in good used condit... READ MOREUsed2021 Bennington 25QXSBA ESP TRI$109,999$849/mo.Get FinancingStatusIN STOCKLocationThree Lakes, WIHours157Stock #UBB0126-B1-CA 2021 Bennington 25QXSBA is a newer, high-end pontoon that still shows excellent value in today’s market, especially in good used condit... READ MORE Check AvailabilityView Boat Quick LookLength25Weight4200Fuel Capacity50Person Capacity14Hours157Hull TypeAluminumFuel TypeGasolineEngine Horsepower400PowerMercury ME400XLRPHDriveSingle OutboardBeam8.5Draft1.5Gorgeous 2026 Bennington 25QSB ESP Tritoon! Packaged with the Yamaha 250hp Vmax SHO engine, this is a perfect blend of precision and powe... READ MORENew2026 Bennington 25QFB ESP TRI PB Request PriceStatusIN STOCKLocationThree Lakes, WIManufacturerBenningtonStock #BEN937119-B1-StockGorgeous 2026 Bennington 25QSB ESP Tritoon! Packaged with the Yamaha 250hp Vmax SHO engine, this is a perfect blend of precision and powe... READ MORE Check AvailabilityView Boat Quick LookLength25Weight4675Fuel Capacity73Person Capacity15Hull TypeAluminumFuel TypeGasolineEngine Horsepower250PowerYamaha VF250XBDriveSingle OutboardBeam8.5Draft1.5 ADDITIONAL FEATURES * Package price - Yamaha T50LB Fourstroke * Sport Performance System - SPS w/Transom Fuel 24LX (stbd) * In-Fl... READ MOREUsed2022 Bennington 24LXSRC$72,999$564/mo.Get FinancingStatusIN STOCKLocationJohnsburg, ILManufacturerBenningtonStock #CBA0526-B1-B ADDITIONAL FEATURES * Package price - Yamaha T50LB Fourstroke * Sport Performance System - SPS w/Transom Fuel 24LX (stbd) * In-Fl... READ MORE Check AvailabilityView Boat Quick LookLength25Fuel Capacity23.2 gallonsHull TypeAluminumFuel TypeGasEngine Horsepower250DriveOutboardBeam8' 6"This 2023 Bennington 20 SXLM is a lightly used, well-kept pontoon that still feels very close to new. With only minimal signs of use, it’... READ MOREUsed2023 Bennington 20 SXLM$42,999$332/mo.Get FinancingStatusIN STOCKLocationJohnsburg, ILHours77Stock #UBA3026-B1-SThis 2023 Bennington 20 SXLM is a lightly used, well-kept pontoon that still feels very close to new. With only minimal signs of use, it’... READ MORE Check AvailabilityView Boat Quick LookLength20Hours77Hull TypeAluminumFuel TypeGasolinePowerYamaha 115DriveSingle Outboard ADDITIONAL FEATURES * 150 HP 4 Stroke Mechanical with Int. Hyd. Cyl. 25 IN F150XD * Yamaha Mechanical Pre-Rig - Delete Hydraulic C... READ MORENew2026 Bennington 23SSR Request PriceStatusIN STOCKLocationElkhorn, WIManufacturerBenningtonStock #BEN935586-B1-Stock ADDITIONAL FEATURES * 150 HP 4 Stroke Mechanical with Int. Hyd. Cyl. 25 IN F150XD * Yamaha Mechanical Pre-Rig - Delete Hydraulic C... READ MORE Check AvailabilityView Boat Quick LookLength23Weight3133Fuel Capacity48Person Capacity12Hull TypeAluminumFuel TypeGasolineEngine Horsepower150PowerYamaha F150XDDriveSingle OutboardBeam8' 6"Draft12 ADDITIONAL FEATURES * Garmin GPS * Kicker Stereo * Bimini Top * Stern Table * Minn Kota Raptor Anchor * 25 inch tubes * Engin... READ MOREUsed2022 Bennington LSB23$54,995$425/mo.Get FinancingStatusSALE PENDINGLocationCape Coral, FLHours188Stock #UBB1926-B1-J ADDITIONAL FEATURES * Garmin GPS * Kicker Stereo * Bimini Top * Stern Table * Minn Kota Raptor Anchor * 25 inch tubes * Engin... READ MORE Check AvailabilityView Boat Quick LookLength23Fuel Capacity24Person Capacity12Hours188Hull TypeAluminumFuel TypeGasolinePowerYamaha VF175XADriveSingle OutboardBeam8'6Show MoreFiltersClear filtersClear filtersBoat ConditionNew BoatsUsed BoatsLocationCape Coral1resultsElkhorn38resultsJohnsburg4resultsLake Geneva1resultsNashotah23resultsSister Bay3resultsThree Lakes27resultsWhitewater6resultsManufacturerAlumacraft1resultsAqua Patio10resultsBayliner1resultsBennington103resultsBlue Wave1resultsBoston Whaler21resultsCenturion1resultsChaparral2resultsCobalt11resultsCrownline11resultsShow more ModelBennington188SF1results188SL2results20 SXLM1results20SL2results20SL-Snap3results20SSR (TC)1results20SSR-SPS (SNAP)1results20SSR-SPS (TC)1results20SSR-SPS-Snap (TC)1results21SFC1results21SS1results21SSB1results21SSRX1results2275RCW SPS TRI1results22MFB-SPS (TC)1results22MFC1results22ML-SPS1results22MOFB-SPS (TC)2results22MSB1results22MSB-SPS (PB)1results22SSB (TC)1results22SSB-SPS (PB)1results22SSB-SPS (TC)1results22SSB-SPS-Snap8results22SSB-SPS-Snap (TC)1results22SSB-SPS/Snap1results22SSR S-One1results22SSR-SPS (PB)1results22SSR-Snap SPS TRI1results23LXFB SPS TRI1results23MCSB-SPS (TC)1results23ML-SPS1results23MOF-SPS (TC)1results23MSB1results23MSB-ESP LTD TRI1results23MSB-SPS2results23MSL-SPS2results23RFB ESP TRI1results23RFB-ESP1results23RSB-SPS (PB)1results23S1SR Limited ESP1results23SSB ESP LTD TRI1results23SSB-ESP (LTD)2results23SSB-SPS (PB)2results23SSB-SPS (TC)2results23SSB-SPS (TC) DINETTE1results23SSR1results23SSR-ESP (LTD)1results23SSR-SPS (PB)1results23SSR-SPS (TC)4resultsCategoryPontoon103resultsPriceto$to$Lengthto18 ft.28 ft.YeartoGoEngine Hoursto9 hr492 hrStatusIn Stock76resultsSALE PENDING22resultsSPECIAL SAVINGS!5results At The Boat House, we take pride in helping boaters find the perfect pontoon boat with the features they need to make the most of their time on the water. This is why we offer a variety of boat makes and models to meet the diverse needs of all our customers in Milwaukee, WI. If you’re interested in new pontoon boats for sale, our Bennington line includes different series such as the L, S, and Q series, each offering unique innovations and layouts tailored to your lifestyle in Milwaukee, WI. Additionally, we provide an extensive selection of used pontoon boats for customers seeking options that fit their budget. No matter what type of pontoon boat you’re looking for, our team in Milwaukee, WI will make certain that you find everything you’re looking for and more just in time for your next water adventure. Our Pontoon Boats are Fuel Efficient With Advanced Engines We proudly offer new pontoon boats equipped with advanced cost effective engine options to enhance your boating experience in Milwaukee, WI. Bennington’s commitment to innovation ensures that their pontoon boats come with a range of advanced engine choices designed to optimize performance while minimizing fuel consumption. The motors Bennington boats are equipped with are engineered for greater fuel efficiency, allowing you to enjoy longer outings in Milwaukee, WI without frequent refueling stops. Not to mention, the integration of fuel efficient engines in all new pontoon boats means lower overall operating costs and fewer maintenance concerns. Pontoon Boats for Sale With Performance Boosting Features Here at The Boat House, we have an exciting range of new Bennington pontoon boats for sale for water enthusiasts in Milwaukee, WI. Our inventory comes with features to boost your performance such as an advanced THRU BOLT™ technology. Unlike conventional boats that use screws, Bennington’s exclusive system secures the hull with through bolts, greatly reducing flex and providing a more stable ride for Milwaukee, WI boaters. This innovative design ensures enhanced safety and years of dependable performance, making each boating experience a seamless experience. Come see our new and used pontoon boats and experience superior craftsmanship that elevates your time on the water. Milwaukee, WI’s Leading Dealership for Best Quality Pontoons Our Bennington pontoon boats for sale stand out for their exceptional construction, making them a reliable and highly sought after brand in Milwaukee, WI. For example, they feature thicker cross channel construction that provides exceptional vertical strength. This construction minimizes twisting and ensures an incredibly solid and tranquil ride, setting a new benchmark for on water comfort and stability. Additionally, it enhances structural integrity, allowing for better weight management, which improves balance and handling. Choose from our new or used pontoon boats and maximize your time on the water in Milwaukee, WI while optimizing both performance and economy. Other Locations Bennington Pontoon Boats in Milwaukee, WI in Illinois Bennington Pontoon Boats in Milwaukee, WI in Wisconsin Bennington Pontoon Boats in Milwaukee, WI in Florida