orLooking to buy or sell a boat in the Chesapeake area? Shop online right here for the best deals on motorboats, sailboats, yachts, ski boats, and even pontoon boats from major manufactuers like Chris-Craft, Sea Sport, Wellcraft, Carver Yachts, Glacier Bay, Regal, Yamaha, Crestliner, Lowe, and more! Or if you're looking to sell your boat in Chesapeake, you can list it here for free.
2026 Robalo Cayman 246| 25' |
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2026 Robalo Cayman 246| 25'Chesapeake, VA$121,672
Boats NEW!
2026 Robalo Cayman 246, 2026 Robalo 246 Cayman Boats For Sale. This one is powered by a Yamaha F300 Digital shift with Hydraulic Steering. White Hull color with Black Powder Coated Hardtop....... |
2004 American Tug 34| 34' |
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2004 American Tug 34| 34'Chesapeake, VA$299,001
Boats
Designed by renowned naval architect Lynn Senour, this American Tug 34 blends the comfort and livability of a classic pilothouse cruiser with the rugged construction and seakeeping performance of a...... |
2021 Sea Hunt Ultra 275 SE Trailer Included| 27' |
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2021 Sea Hunt Ultra 275 SE Trailer Included| 27'Chesapeake, VA$148,999
Boats
2021 Sea Hunt Ultra 275 SE Trailer Included, 2021 Sea Hunt 275 Ultra SE, Boats for sale. Twin F200 XCA's with digital steering Hardtop white with custom side curtains This one is super clean dry...... |
2026 Carolina Skiff E Series E18 JVX CC Arriving End Of April 2026| 7' |
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2026 Carolina Skiff E Series E18 JVX CC Arriving End Of April 2026| 7'Chesapeake, VA(Contact seller for price)
Boats
2026 Carolina Skiff E Series E18 JVX CC Arriving End Of April 2026, 2026 Carolina Skiff E180 JCC CC DF 75 ATL5 Suzuki, White hull, Bimini top Black, Gray interior, Trailer included Length Overall:...... |
2007 Duffy 37 Atlantic| 37' |
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2007 Duffy 37 Atlantic| 37'Chesapeake, VA$425,001
Boats
SANTORINI is a classic Downeast sedan that stands out on any waterway. Built on the proven Duffy 37 hull and finished by Campbell Custom Yachts as an “Atlantic 37,” she combines traditional...... |
2026 Walker Bay Generation 14 LTE| 14' |
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2026 Walker Bay Generation 14 LTE| 14'Chesapeake, VA(Contact seller for price)
Boats
Experience the Exceptional with the Generation 13 LTE, a 13’ lightweight deluxe console tender unlike any other. We set out to design a boat that offers all the benefits of the most luxurious...... |
2026 AB Inflatables Oceanus 12 VST| 12' |
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2026 AB Inflatables Oceanus 12 VST| 12'Chesapeake, VA(Contact seller for price)
Boats
The definition of versatility, comfort and performance. Ready to serve as the perfect tender or as a primary boat, our Oceanus fiberglass sport console RIB delivers unsurpassed performance,...... |
2026 Zodiac Yachtline 4.0| 13' |
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2026 Zodiac Yachtline 4.0| 13'Chesapeake, VA(Contact seller for price)
Boats
The Yachtline 4.0 is a 4-meter tender designed as a true extension of your yacht, combining sleek design, comfort, and performance. Featuring an ergonomic console with integrated navigation...... |
2021 Sea Hunt Ultra 275 SE Trailer Included| 27' |
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2021 Sea Hunt Ultra 275 SE Trailer Included| 27'Chesapeake, VA$148,999
Boats
2021 Sea Hunt Ultra 275 SE Trailer Included, 2021 Sea Hunt 275 Ultra SE, Boats for sale. This one is super clean dry stored only and well maintained. Full Blue Hull color, Tan interior, Garmin 1243...... |
2021 Chaparral 21 Surf| 21' |
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2021 Chaparral 21 Surf| 21'Chesapeake, VA$40,801
Boats
2021 Chaparral 21 Surf, 2021 Chaparral 21 Surf boats for sale. This one is White with black bottom with Surf Graphics, Powered by a Volvo Penta FFD 250 hp, New motor only 33 hours Sterling...... |
2021 Starcraft Star Step IO 221 I/O| 22' |
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2021 Starcraft Star Step IO 221 I/O| 22'Chesapeake, VA$30,896
Boats
2021 Starcraft Star Step IO 221 I/O, 2021 StarCraft 221 StarStep I/O Boats For Sale. This one includes a Venture tandem axle trailer. Powered by a Volvo Penta 200HP I/O with low hours. Options...... |
2026 Sweetwater Xperience 2286 SSFLX In Stock| 24' |
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2026 Sweetwater Xperience 2286 SSFLX In Stock| 24'Chesapeake, VA$51,996
Boats
2026 Sweetwater Xperience 2286 SSFLX In Stock, 2026 EX Sweeter 2286 SFLX boats for sale, This one is Navy, Warm gray Glacier accents, 27 Impact triple tube package, Suzuki DF 150 STLW, Playpen...... |
2026 Robalo Dual Console R257 Arriving Late May 2026| 25' |
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2026 Robalo Dual Console R257 Arriving Late May 2026| 25'Chesapeake, VA$169,983
Boats
2026 Robalo Dual Console R257 Arriving Late May 2026, 2026 Robalo R257 DC boats for sale, This one is alloy gray, Harbor mist interior, Black bow and cockpit covers, Hardtop complete with underside...... |
2026 Sweetwater Xperience Split Bench SW 2286 SBX| 24' |
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2026 Sweetwater Xperience Split Bench SW 2286 SBX| 24'Chesapeake, VA$49,989
Boats
2026 Sweetwater Xperience Split Bench SW 2286 SBX, 2026 Sweetwater E2286XSB boats for sale, This one has Sage rail skins Peal graphic. Suzuki DF150. Snapless playpen cover black, EZ climb ladder,...... |
2014 Carolina Skiff DLX 1980| 19' |
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2014 Carolina Skiff DLX 1980| 19'Chesapeake, VA$18,501
Boats
2014 Carolina Skiff DLX 1980, 2014 Carolina Skiff Boats For Sale. Recently serviced and just traded in. Repowered in 2024 with a Suzuki DF90 4 stroke with 37 hours on it. Comes with a Simrad GO9...... |
2021 Sea Hunt BX 25 FS| 25' |
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2021 Sea Hunt BX 25 FS| 25'Chesapeake, VA$94,496
Boats
2021 Sea Hunt BX 25 FS, 2021 Sea Hunt BX 25 FS Boats For Sale. This one is loaded, motor has just been serviced. Also, new trailer brakes on all 4 wheels and new brake actuator and spare with cover...... |
2007 Symbol 45 Pilothouse Trawler| 45' |
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2007 Symbol 45 Pilothouse Trawler| 45'Chesapeake, VA$395,001
Boats
KNOT QUITTERS is a beautifully maintained 2007 Symbol 45 Pilothouse Trawler designed for comfortable and confident cruising. She is powered by a highly desirable single Caterpillar C7 450hp diesel,...... |
2022 Tracker Pro Team 175 TF| 18' |
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2022 Tracker Pro Team 175 TF| 18'Chesapeake, VA$19,991
Boats
2022 Tracker Boats PRO TEAM 175 TF, 2022 Tracker 175 TF boats for sale, 60 EFI Mercury four stroke, well equipped,Minn Kota® Edge® 12V, 45-lb. (20.41 kg) thrust, 45" (1.14 m) shaft, foot-control...... |
2022 Key West 189 FS| 19' |
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2022 Key West 189 FS| 19'Chesapeake, VA$32,401
Boats
2022 Key West 189 FS, 2022 189 FS like new , boats for sale, Ymaha F115 only 69 hours, Under warranty, Bimimi top, Simrad GPS, Dual batteries, onboard charger, Trim tabs , Laporte full boat cover,...... |
2023 Walker Bay Venture 16 16' |
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2023 Walker Bay Venture 16 16'Chesapeake, VA$45,001
Boats
LEFTOVER 2023 VENTURE 16 in CARBON with $10,000.00 DEALER REBATE !! Photos are stock photos of same model. 2023 V16 with shower and 5-seat console Ski Post Garmin 943xsv Fusion Apollo Stereo...... | |
2020 Robalo R202EX 21' |
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2020 Robalo R202EX 21'Chesapeake, VA$51,601
Boats
2020 Robalo R202EX, 2020 Robalo R202 Explorer boats for sale, This clean boat is Alloy Gray, F150 Yamaha with hydro steering and SST prop, ONLY 59 Hours and under warranty , Cock pit interior...... | |
2021 Hurricane FunDeck 216 OB Add for trailer if needed 20' |
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2021 Hurricane FunDeck 216 OB Add for trailer if needed 20'Chesapeake, VA$37,901
Boats
2021 Hurricane FunDeck 216 OB Add for trailer if needed, 2021 Hurricane Fun Deck 216 Boats for sale. Suzuki Df150 with Hydro Steering and Stainless-Steel Prop. This one has been dry stored and boat...... | |
2022 Sundance DX22 22' |
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2022 Sundance DX22 22'Chesapeake, VA$44,801
Boats
2022 Sundance DX22, 2022 Sundance DX22 boats for sale. Loaded for the serious fisherman. DF 140 Suzuki digital throttle and shift and gauges only 55 hours and SST prop, Engine serviced by our...... | |
2020 Brig Navigator 730 24' |
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2020 Brig Navigator 730 24'Chesapeake, VA$63,001
Boats
ENJOY THE WATER IN SAFETY AND STYLE WITH THE NAVIGATOR 730; A 7M RIB DESIGNED FOR ADVENTURE. This 2020 is powered by a Honda 250 VTEC, the boat has one professional patch on the bow but is in...... | |
2017 Stingray 204LR 20' |
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2017 Stingray 204LR 20'Chesapeake, VA$27,251
Boats
2017 Stingray Boats 204LR, 2017 Stingray 204 LR boats for sale. This one is well maintained and just serviced, F115 Yamaha Hydro steering , with low hoiurs, Battery switch, Bow and Cockpit covers ,...... | |
2024 Chaparral 21 Ssi OB In Arriving Mid April 2024 22' |
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2024 Chaparral 21 Ssi OB In Arriving Mid April 2024 22'Chesapeake, VA$68,871
Boats
2024 Chaparral 21 Ssi OB In Arriving Mid April 2024, 2024 Chaparral 21 SSI OB. Boats for sale. This one is Black with White/Alloy Gray Graphics. Cockpit Interior is Cayenne Comes with Black...... | |
2001 Novurania 310 Euro Helm 10' |
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2001 Novurania 310 Euro Helm 10'Chesapeake, VA$4,901
Boats
2001 Novurania 310 euro helm with 20hp Honda. Boat is in good condition and does have a few patches that were professionally done. Has a full cover as well. Motor was serviced with a new carb...... | |
2003 Caribe 360 DL 12' |
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2003 Caribe 360 DL 12'Chesapeake, VA$6,901
Boats
2003 Caribe 360 DL with 40hp Honda. Motor was recently serviced and runs great. Overall the boat is in great condition, no leaks, and the tubes have a lot of life left in them. The cushions...... | |
2024 Chaparral 21 SSi Ski & Fish OB In Stock Loaded ! 22' |
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2024 Chaparral 21 SSi Ski & Fish OB In Stock Loaded ! 22'Chesapeake, VA$74,161
Boats
2024 Chaparral 21 SSi Ski & Fish OB In Stock Loaded !, 2024 Chaparral 21 SSI OB Ski&Fish boats for sale. This one is Alloy gray with Chrome Ski Fish graphics, Sterling interior, F150 Yamaha with...... | |
2021 Robalo R222EX 22' |
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2021 Robalo R222EX 22'Chesapeake, VA$73,701
Boats
2021 Robalo R222EX, 2021 Robalo R222 EX, boats for sale, this one is super clean with Alloy Gray Hull, Yamaha VF 250XB VMax and only 38 hours and under warranty. interior Harbor gray, Hardtop...... | |