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2023

Berkshire 25UL STS 30 2023

25UL STS 30 | 20 Hours

$619 /mo

$7,990 cash down

$79,900

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

$3,866 /mo

$49,900 cash down

$499,000

Annapolis, MD

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Great Deal

2007

Formula 280 Bowrider 2007

280 Bowrider | 100 Hours

$349 /mo

$4,500 cash down

$45,000

Annapolis, MD

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Great Deal

2012

Cobalt 276 2012

276 | 580 Hours

$363 /mo

$4,690 cash down

$46,900

Annapolis, MD

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Great Deal

1987

Hunter Legend 37 1987

Legend 37 | N/A

Annapolis, MD

$24,000

Great Deal

1983

Bertram 28 Flybridge Cruiser 1983

28 Flybridge Cruiser | 254 Hours

Annapolis, MD

$39,000

Great Deal

2002

Wellcraft 2600 Martinique 2002

2600 Martinique | N/A

Annapolis, MD

$25,000

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

1982

San Juan 1982

342 Hours

Annapolis, MD

$13,000

Great Deal

2006

Bayliner 305 2006

305 | 400 Hours

$332 /mo

$4,290 cash down

$42,900

Annapolis, MD

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Great Deal

1984

Endeavour 33 1984

33 | 33 Hours

Annapolis, MD

$31,500

Great Deal

1999

Chaparral Signature 29 1999

Signature 29 | 195 Hours

Annapolis, MD

$22,900

Great Deal

1991

Tillotson-Pearson Manta Clipper 1991

Manta Clipper | N/A

Annapolis, MD

$25,000

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

$19,900

Great Deal

1982

O'Day 34 1982

34 | 2300 Hours

Annapolis, MD

$32,500

Great Deal

2000

Sport-Craft 272 2000

272 | 100 Hours

Annapolis, MD

$27,000

Annapolis boats from $199/mo

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Night Cruising

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PWC

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Annapolis Boat Financing and Shopping Tool

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Boats For Sale In Annapolis, MD

Explore Annapolis Boats For Sale

Berkshire 25UL STS 30 2023

Bayliner 265 2007

Sea Fox 328 Commander 2025

Tiara Yachts C44 Coupe 2015

Search The Best Boats Deals In Maryland

Formula 280 Bowrider 2007

Cobalt 276 2012

Hunter Legend 37 1987

Bertram 28 Flybridge Cruiser 1983

Wellcraft 2600 Martinique 2002

Beneteau Oceanis 321 1996

C&C 402 1980

San Juan 1982

Bayliner 305 2006

Endeavour 33 1984

Chaparral Signature 29 1999

Tillotson-Pearson Manta Clipper 1991

Catalina 320 1995

Catalina 36 Tall Rig 1985

Dehler Optima 101 1987

O'Day 34 1982

Sport-Craft 272 2000

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

Florida Boat Registration Requirements: 2026 Guide

How Many Hours Is Too Many on a Boat Engine?

Texas Boat Registration Cost: What You’ll Actually Pay in 2026

Boat Registration Fees by State: What Every Owner Should Know

How Fast Do Boats Depreciate in Florida?

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