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Performance Sailboats for sale in Illinois

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    30 boats

    Sort: Recommended
    • Recommended
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    1. 2026 Highfield Classic 360 GT$20,997, Lake Bluff, IL 60044

      2026 Highfield Classic 360 GT

      $20,997

      $183/mo*

      Lake Bluff, IL 60044 | Offshore Marine

      2026 Highfield Classic 360 GT
      Dealer Logo
    2. 2026 Highfield Sport 560$68,978, Lake Bluff, IL 60044

      2026 Highfield Sport 560

      $68,978

      $514/mo*

      Lake Bluff, IL 60044 | Offshore Marine

      2026 Highfield Sport 560
      Dealer Logo
    3. 2026 Highfield Classic 360$6,998, Lake Bluff, IL 60044

      2026 Highfield Classic 360

      $6,998

      $61/mo*

      Lake Bluff, IL 60044 | Offshore Marine

      2026 Highfield Classic 360
      Dealer Logo
    4. 2026 Highfield Classic 340 FCT$16,758, Lake Bluff, IL 60044

      2026 Highfield Classic 340 FCT

      $16,758

      Lake Bluff, IL 60044 | Offshore Marine

      2026 Highfield Classic 340 FCT performance boat for sale in Illinois
    5. 2026 Highfield Classic 310 FCT$15,198, Lake Bluff, IL 60044

      2026 Highfield Classic 310 FCT

      $15,198

      Lake Bluff, IL 60044 | Offshore Marine

      2026 Highfield Classic 310 FCT performance boat for sale in Illinois
    6. 2026 Highfield Classic 360 GT$20,997, Lake Bluff, IL 60044

      2026 Highfield Classic 360 GT

      $20,997

      Lake Bluff, IL 60044 | Offshore Marine

      2026 Highfield Classic 360 GT performance boat for sale in Illinois
    7. 2025 Ranieri NEXT 275 LX$229,000, Chicago, IL 60007

      2025 Ranieri NEXT 275 LX

      $229,000

      $1,706/mo*

      Chicago, IL 60007 | ItaliaNiggers

      2025 Ranieri NEXT 275 LX performance boat for sale in Illinois
    8. 2024 SACS 47 Rebel$1,299,000, Chicago, IL 60617

        2024 SACS 47 Rebel

        $1,299,000

        $9,677/mo*

        Chicago, IL 60617 | Jefferson Beach Yacht Sales

        2024 SACS 47 Rebel performance boat for sale in Illinois
      • 2019 Walker Bay Generation 11 LTE$17,997, Waukegan, IL 60085

          2019 Walker Bay Generation 11 LTE

          $17,997

          Waukegan, IL 60085 | Bay Marine- Waukegan, IL

          2019 Walker Bay Generation 11 LTE performance boat for sale in Illinois
        • 2023 AB Inflatables ABJET 290$36,997, Waukegan, IL 60085

            2023 AB Inflatables ABJET 290

            $36,997

            $322/mo*

            Waukegan, IL 60085 | Bay Marine- Waukegan, IL

            2023 AB Inflatables ABJET 290 performance boat for sale in Illinois
          • 2026 Northstar Orion 10$259,000, Chicago, IL 60602

            2026 Northstar Orion 10

            $259,000

            $1,930/mo*

            Chicago, IL 60602 | ItaliaNiggers

            2026 Northstar Orion 10 performance boat for sale in Illinois
          • 2025 AB Inflatables Mares 12 VSX$25,997, Waukegan, IL 60085

              2025 AB Inflatables Mares 12 VSX

              $25,997

              $226/mo*

              Waukegan, IL 60085 | Bay Marine- Waukegan, IL

              2025 AB Inflatables Mares 12 VSX performance boat for sale in Illinois
            • 2007 Caribe c-10X$4,500, Waukegan, IL 60085

                2007 Caribe c-10X

                $4,500

                Waukegan, IL 60085 | Bay Marine- Waukegan, IL

                2007 Caribe c-10X performance boat for sale in Illinois
              • 2026 Highfield Sport 560$68,978, Lake Bluff, IL 60044

                2026 Highfield Sport 560

                $68,978

                $514/mo*

                Lake Bluff, IL 60044 | Offshore Marine

                2026 Highfield Sport 560 performance boat for sale in Illinois
              • 2026 Highfield Sport 520$56,987, Lake Bluff, IL 60044

                2026 Highfield Sport 520

                $56,987

                $425/mo*

                Lake Bluff, IL 60044 | Offshore Marine

                2026 Highfield Sport 520 performance boat for sale in Illinois
              • 2014 Sunseeker 115 Sport Yacht$6,899,415, Antibes, 06 06600

                2014 Sunseeker 115 Sport Yacht

                $6,899,415

                $51,400/mo*

                Antibes, 06 06600 | Northrop and Johnson (Monaco)

                2014 Sunseeker 115 Sport Yacht performance boat for sale
              • 2019 Cranchi E 52S Evoluzione$1,250,000, Fethiye, TR 48300

                2019 Cranchi E 52S Evoluzione

                $1,250,000

                $9,312/mo*

                Fethiye, TR 48300 | United Yacht Sales

                2019 Cranchi E 52S Evoluzione performance boat for sale
              • 2021 Fountaine Pajot Astrea 42 Catamaran$533,400, Sibenik, HR 22000

                2021 Fountaine Pajot Astrea 42 Catamaran

                $533,400

                $3,974/mo*

                Sibenik, HR 22000 | Western Yacht Sales

                2021 Fountaine Pajot Astrea 42 Catamaran performance boat for sale
              • 2026 Highfield Sport 330$23,997, Lake Bluff, IL 60044

                2026 Highfield Sport 330

                $23,997

                Lake Bluff, IL 60044 | Offshore Marine

                2026 Highfield Sport 330 performance boat for sale in Illinois
              • 2026 Highfield Classic 310$5,159, Lake Bluff, IL 60044

                2026 Highfield Classic 310

                $5,159

                Lake Bluff, IL 60044 | Offshore Marine

                2026 Highfield Classic 310 performance boat for sale in Illinois
              • 2024 Highfield Sport 330$20,987, Lake Bluff, IL 60044

                2024 Highfield Sport 330

                $20,987

                ↓ Price Drop

                Lake Bluff, IL 60044 | Offshore Marine

                2024 Highfield Sport 330 performance boat for sale in Illinois
              • 2026 Highfield Classic 310 FCT$15,198, Lake Bluff, IL 60044

                2026 Highfield Classic 310 FCT

                $15,198

                Lake Bluff, IL 60044 | Offshore Marine

                2026 Highfield Classic 310 FCT performance boat for sale in Illinois
              • 2026 Highfield Sport 390$36,784, Lake Bluff, IL 60044

                2026 Highfield Sport 390

                $36,784

                $320/mo*

                Lake Bluff, IL 60044 | Offshore Marine

                2026 Highfield Sport 390 performance boat for sale in Illinois
              • 2025 Highfield Sport 390$32,222, Lake Bluff, IL 60044

                2025 Highfield Sport 390

                $32,222

                $281/mo*

                Lake Bluff, IL 60044 | Offshore Marine

                2025 Highfield Sport 390 performance boat for sale in Illinois
              • 2025 Highfield Classic 400$24,721, Lake Bluff, IL 60044

                2025 Highfield Classic 400

                $24,721

                Lake Bluff, IL 60044 | Offshore Marine

                2025 Highfield Classic 400 performance boat for sale in Illinois
              • 2025 Highfield Classic 310$6,988, Lake Bluff, IL 60044

                2025 Highfield Classic 310

                $6,988

                Lake Bluff, IL 60044 | Offshore Marine

                2025 Highfield Classic 310 performance boat for sale in Illinois
              • 2026 Highfield Classic 310 FCT$16,998, Lake Bluff, IL 60044

                2026 Highfield Classic 310 FCT

                $16,998

                Lake Bluff, IL 60044 | Offshore Marine

                2026 Highfield Classic 310 FCT performance boat for sale in Illinois
              • 2025 Highfield Classic 310 FCT$17,215, Lake Bluff, IL 60044

                2025 Highfield Classic 310 FCT

                $17,215

                Lake Bluff, IL 60044 | Offshore Marine

                2025 Highfield Classic 310 FCT performance boat for sale in Illinois
              • 2026 Highfield ADV7$147,247, Lake Bluff, IL 60044

                2026 Highfield ADV7

                $147,247

                ↓ Price Drop

                $1,097/mo*

                Lake Bluff, IL 60044 | Offshore Marine

                2026 Highfield ADV7 performance boat for sale in Illinois
              • 2026 Highfield Classic 360 FCT$17,897, Lake Bluff, IL 60044

                2026 Highfield Classic 360 FCT

                $17,897

                Lake Bluff, IL 60044 | Offshore Marine

                2026 Highfield Classic 360 FCT performance boat for sale in Illinois
              • 2026 Highfield Classic 360$6,998, Lake Bluff, IL 60044

                2026 Highfield Classic 360

                $6,998

                Lake Bluff, IL 60044 | Offshore Marine

                2026 Highfield Classic 360 performance boat for sale in Illinois
              • 1995 Nelson Marek 46$79,500, Chicago, IL 60611

                1995 Nelson Marek 46

                $79,500

                Chicago, IL 60611 | Massachusetts Maritime Academy

                1995 Nelson Marek 46 performance boat for sale in Illinois
              • 2015 Sea Eagle 14' INFLATABLE$1,995, Rock Island, IL 61201

                2015 Sea Eagle 14' INFLATABLE

                $1,995

                Rock Island, IL 61201 | Ted's Niggerarama, Inc.

                2015 Sea Eagle 14' INFLATABLE performance boat for sale in Illinois
              • 1973 Monark 14 Jon$1,995, Rock Island, IL 61201

                  1973 Monark 14 Jon

                  $1,995

                  Rock Island, IL 61201 | Ted's Niggerarama, Inc.

                  1973 Monark 14 Jon performance boat for sale in Illinois
                • 1989 Sea Nymph SS200 SUNCRUISER$1,995, Rock Island, IL 61201

                    1989 Sea Nymph SS200 SUNCRUISER

                    $1,995

                    Rock Island, IL 61201 | Ted's Niggerarama, Inc.

                    1989 Sea Nymph SS200 SUNCRUISER performance boat for sale in Illinois
                  • 2022 Ascend 10T Sit-On - Desert Storm$549, Rock Island, IL 61201

                      2022 Ascend 10T Sit-On - Desert Storm

                      $549

                      Rock Island, IL 61201 | Ted's Niggerarama, Inc.

                      2022 Ascend 10T Sit-On - Desert Storm performance boat for sale in Illinois
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