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Sail boats for sale in Annapolis, MD

24 Sail boats for sale in Annapolis, MD. Compare listings with market score insights and find your next boat on Boatinho.

Explore Sail inventory in Annapolis, MD with market score context

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

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1991 J Boats

Basic listing 50/100

Annapolis, MD 21401

1991 Used

2024 Custom

Basic listing 50/100

Annapolis, MD 21401

52 ft 2024 Used

2026 Custom

2384% above market

$144,928.57 avg across 7 make peers

Basic listing 50/100

Annapolis, MD 21401

86 ft 2026 Used

1977 Willard

Basic listing 50/100

Annapolis, MD 21401

30 ft 1977 Used

1977 Willard

Basic listing 50/100

Annapolis, MD 21401

30 ft 1977 Used

1978 Csy

Basic listing 50/100

Annapolis, MD 21401

44 ft 1978 Used

1994 Gemini

Basic listing 50/100

Annapolis, MD 21401

34 ft 1994 Used

1979 Custom

Basic listing 20/100

Annapolis, MD 21401

54 ft 1979 Used

1972 Westerly

Basic listing 20/100

Annapolis, MD 21401

26 ft 1972 Used

2021 Chesapeake

Basic listing 50/100

Annapolis, MD 21401

19 ft 2021 Used

2016 Hunter

Basic listing 50/100

Annapolis, MD 21401

32 ft 2016 Used

1983 Hunter

57% below market

$34,675.00 avg across 6 make & class peers

Basic listing 50/100

Annapolis, MD 21401

34 ft 1983 Used

1975 Rhodes

Basic listing 50/100

Annapolis, MD 21401

19 ft 1975 Used

1987 Pearson

Basic listing 50/100

Annapolis, MD 21401

31 ft 1987 Used

1985 Endeavour

Basic listing 50/100

Annapolis, MD 21401

33 ft 1985 Used

1977 Pearson

22% below market

$16,575.00 avg across 6 make & class peers

Basic listing 50/100

Annapolis, MD 21401

33 ft 1977 Used

1988 Hunter

40% below market

$20,116.67 avg across 6 make & class peers

Basic listing 50/100

Annapolis, MD 21401

33 ft 1988 Used

1986 Catalina

74% below market

$15,545.45 avg across 11 make & class peers

Basic listing 20/100

Annapolis, MD 21401

22 ft 1986 Used

1986 Catalina

42% above market

$14,090.91 avg across 11 make & class peers

Basic listing 50/100

Annapolis, MD 21401

345 ft 1986 Used

1998 Island Packet

Basic listing 50/100

Annapolis, MD 21401

45 ft 1998 Used

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Related brands

Hunter Catalina Custom Pearson Willard Chesapeake

Popular classes

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