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Chesapeake boats for sale

18 Chesapeake boats for sale. Compare listings with market score insights and find your next boat on Boatinho.

Explore Chesapeake inventory with market score context

Every listing includes normalized specs and price context so you can compare options faster. Focus your shortlist on chesapeake listings and prioritize offers with stronger market score signals.

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2008 Chesapeake 26 chesapeake Power

Chesapeake

2008 Chesapeake 26 chesapeake

$93,400

Complete listing 70/100

Moriches, NY 11955

26 ft 2008 Used Gas

26 ft • Moriches, NY 11955 • Gas

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2004 Chesapeake chesapeake 25 Power

Chesapeake

2004 Chesapeake chesapeake 25

$30,500

Complete listing 70/100

Stuart, FL 34994

25 ft 2004 Used Diesel

25 ft • Stuart, FL 34994 • Diesel

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1962 Chesapeake 40 Power

Chesapeake

1962 Chesapeake 40

$20,750

Complete listing 70/100

Suffolk, VA 23432

40 ft 1962 Used Diesel

40 ft • Suffolk, VA 23432 • Diesel

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2014 Chesapeake chesapeake Power

Chesapeake

2014 Chesapeake chesapeake

$290,000

Basic listing 50/100

Little Egg Harbor, NJ 08087

36 ft 2014 Used

36 ft • Little Egg Harbor, NJ 08087

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1979 Chesapeake Power

Chesapeake

1979 Chesapeake

$13,500

Basic listing 50/100

Eastern, IL 62890

48 ft 1979 Used

48 ft • Eastern, IL 62890

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2021 Chesapeake Sail

Chesapeake

2021 Chesapeake

$10,000

Basic listing 50/100

Annapolis, MD 21401

19 ft 2021 Used

19 ft • Annapolis, MD 21401

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2004 Chesapeake 23 chesapeake Power

Chesapeake

2004 Chesapeake 23 chesapeake

$39,500

Complete listing 70/100

Hudson, NY 12534

23 ft 2004 Used Electric

23 ft • Hudson, NY 12534 • Electric

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2005 Chesapeake 26 chesapeake Power

Chesapeake

2005 Chesapeake 26 chesapeake

$69,500

Complete listing 70/100

Reedsport, OR 97467

26 ft 2005 Used Diesel

26 ft • Reedsport, OR 97467 • Diesel

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2018 Chesapeake 43 Power

Chesapeake

2018 Chesapeake 43

$538,900

Complete listing 70/100

Deale, MD 20751

43 ft 2018 Used Diesel

43 ft • Deale, MD 20751 • Diesel

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2005 Chesapeake 23 chesapeake Power

Chesapeake

2005 Chesapeake 23 chesapeake

$63,300

Complete listing 70/100

Oregon City, OR 97045

23 ft 2005 Used

23 ft • Oregon City, OR 97045

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2005 Chesapeake 23 chesapeake Power

Chesapeake

2005 Chesapeake 23 chesapeake

$63,300

Complete listing 70/100

Oregon City, OR 97045

23 ft 2005 Used

23 ft • Oregon City, OR 97045

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2003 Chesapeake chesapeake miami 25 Power

Chesapeake

2003 Chesapeake chesapeake miami 25

$39,900

Complete listing 70/100

York, NY 14533

25 ft 2003 Used

25 ft • York, NY 14533

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2019 Chesapeake redwing 26 Power

Chesapeake

2019 Chesapeake redwing 26

$38,800

Complete listing 70/100

Coeur d'Alene, ID 83814

26 ft 2019 New

26 ft • Coeur d'Alene, ID 83814

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2019 Chesapeake 26 Power

Chesapeake

2019 Chesapeake 26

$54,500

Complete listing 70/100

Coeur d'Alene, ID 83814

26 ft 2019 Used

26 ft • Coeur d'Alene, ID 83814

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1932 Chesapeake flatfoot Power

Chesapeake

1932 Chesapeake flatfoot

$129,000

Complete listing 70/100

East Palatka, FL 32131

1932 Used

East Palatka, FL 32131

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1932 Chesapeake flatfoot Power

Chesapeake

1932 Chesapeake flatfoot

$5,000

Complete listing 70/100

East Palatka, FL 32131

1932 Used

East Palatka, FL 32131

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1932 Chesapeake fleetfoot Power

Chesapeake

1932 Chesapeake fleetfoot

$49,500

Complete listing 70/100

East Palatka, FL 32131

1932 Used

East Palatka, FL 32131

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