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2022

Crownline Eclipse E305 XS 2022

Eclipse E305 XS | 65 Hours

$1,316 /mo

$16,990 cash down

$169,900

Annapolis, MD

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2023

Ribco Seafarer 36 X 2023

Seafarer 36 X | N/A

$2,788 /mo

$35,990 cash down

$359,900

Annapolis, MD

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2007

Bayliner 265 2007

265 | N/A

$193 /mo

$2,490 cash down

$24,900

Annapolis, MD

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2025

Sea Fox 328 Commander 2025

328 Commander | N/A

$2,362 /mo

$30,490 cash down

$304,900

Annapolis, MD

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2015

Tiara Yachts C44 Coupe 2015

C44 Coupe | 1099 Hours

$4,253 /mo

$54,900 cash down

$549,000

Annapolis, MD

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Great Deal

2016

Brig Navigator 520 2016

Navigator 520 | 87 Hours

$248 /mo

$3,200 cash down

$32,000

Annapolis, MD

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Great Deal

1990

Boston Whaler Frontier 1990

Frontier | 20 Hours

Annapolis, MD

$39,950

Great Deal

1987

Hunter Legend 37 1987

Legend 37 | N/A

Annapolis, MD

$30,000

Great Deal

1982

San Juan 1982

342 Hours

Annapolis, MD

$13,000

Great Deal

1996

Beneteau Oceanis 321 1996

Oceanis 321 | 1318 Hours

Annapolis, MD

$49,900

Great Deal

1980

C&C 402 1980

402 | N/A

Annapolis, MD

$20,500

Great Deal

1984

Endeavour 33 1984

33 | 33 Hours

Annapolis, MD

$38,500

Great Deal

2006

Bayliner 305 2006

305 | 400 Hours

$383 /mo

$4,950 cash down

$49,500

Annapolis, MD

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Great Deal

2000

Sport-Craft 272 2000

272 | 100 Hours

Annapolis, MD

$27,000

Great Deal

1995

Catalina 320 1995

320 | 315 Hours

Annapolis, MD

$39,000

Great Deal

1985

Catalina 36 Tall Rig 1985

36 Tall Rig | 1 Hours

Annapolis, MD

$35,900

Great Deal

1987

Dehler Optima 101 1987

Optima 101 | N/A

Annapolis, MD

$22,900

Great Deal

1991

Tillotson-Pearson Manta Clipper 1991

Manta Clipper | N/A

Annapolis, MD

$25,000

Great Deal

1982

O'Day 34 1982

34 | 2300 Hours

Annapolis, MD

$35,000

Great Deal

1988

Silverton 40 Convertible 1988

40 Convertible | 900 Hours

Annapolis, MD

$34,900

Great Deal

1997

Beneteau Oceanis 351 1997

Oceanis 351 | N/A

Annapolis, MD

$48,000

Great Deal

1999

Chaparral Signature 29 1999

Signature 29 | 195 Hours

Annapolis, MD

$22,900

Annapolis boats from $199/mo

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PWC

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Boats For Sale In Annapolis, MD

Explore Annapolis Boats For Sale

Crownline Eclipse E305 XS 2022

Ribco Seafarer 36 X 2023

Bayliner 265 2007

Sea Fox 328 Commander 2025

Tiara Yachts C44 Coupe 2015

Search The Best Boats Deals In Maryland

Brig Navigator 520 2016

Boston Whaler Frontier 1990

Hunter Legend 37 1987

San Juan 1982

Beneteau Oceanis 321 1996

C&C 402 1980

Endeavour 33 1984

Bayliner 305 2006

Sport-Craft 272 2000

Catalina 320 1995

Catalina 36 Tall Rig 1985

Dehler Optima 101 1987

Tillotson-Pearson Manta Clipper 1991

O'Day 34 1982

Silverton 40 Convertible 1988

Beneteau Oceanis 351 1997

Chaparral Signature 29 1999

Most Common Boat Searches in Annapolis

Search Boats For Sale In Annapolis By Boat Type

Center Console Boats

Pontoon Boats

Bay Boats

Jet Boats

Bass Boats

Sport Fisherman

Bowrider

Sail Boat

Deck Boats

Ski & Wake Boats

Flats Boats

Motoryacht

Catamaran

Search Boats For Sale In Annapolis By Activity

Night Cruising

Day Cruising

Salt Water Fishing

Fresh Water Fishing

Water Sports

PWC

Annapolis Boat Financing and Shopping Tool

Explore personalized and custom boat loans, insurance and protection plans for boats in Annapolis

Instantly Get Pre-Qualified

Compare Multiple Insurance Quotes

Best Boats for Sale Under $20,000 in 2026

Best Flats Boat Manufacturers of 2026 | Top Brands

10 Negotiating Tactics That Save Thousands on a Used Boat

How to Read a Marine Survey Report (And When You Actually Need One)

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Hurricane Season Boat Prep: What Owners Should Do Before the Next Storm

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