Boats for sale in Chestertown Maryland

Let’s talk about pre-qualifying for a boat loan

Boat ownership has never been more affordable or easier. Whether you are looking to purchase a new boat or refinance your existing loan, we can help.

Back

Filter

2010 Key West 211 Blue Water

$47,500

Owings Mills, MD
- Owings Mills, MD
- Fishing
- 21' / 8'
- 2010 / Used
- $47,500
Boat has lots of new upgrades. 60"-24v Minn kota trolling motor with spot lock. Lowrance HDS 9 live fish finder / chart plotter led docking lights, navigation lights, deck... View Details

View 36 Photos and Details Contact Seller

$47,500
VIEW DETAILS
2007 Black Thunder 460

$214,000

Nottingham, PA
- Nottingham, PA
- Performance
- 46' / 0'
- 2007 / Used
- $214,000
Stock #339079 Reason for selling is "No time to use". ANY and ALL offers will be put in front of our seller! Submit your offer today! Excellent condition 460! One owner! Ready t... View Details

View 10 Photos and Details Contact Seller

$214,000
VIEW DETAILS
1995 Carver 330 Mariner

$28,250

Trappe, MD
- Trappe, MD
- Yacht
- 33' / 0'
- 1995 / Used
- $28,250
Stock #431433 Reason for selling is "bought a bigger boat". ANY and ALL offers will be put in front of our seller! Submit your offer today! Roomy motoryacht! Great for spending... View Details

View 10 Photos and Details Contact Seller

$28,250
VIEW DETAILS
Advertisement
1984 Wellcraft SCARAB RAIDER

$87,000

North Beach, MD
- North Beach, MD
- Fish & Ski
- 34' / 8'
- 1984 / Used
- $87,000
Rare 34 Raider - extended hull - 5' aircraft aluminum motor mount /swim platform - twin Yamaha 350s - 208 hours - fish rigged - expanded cockpit - custom side panels/compartments -... View Details

View 19 Photos and Details Contact Seller

$87,000
VIEW DETAILS
2023 Tahoe 1950

$42,350

Lincoln, DE
- Lincoln, DE
- Deck Boat
- 19' / 0'
- 2023 / Used
- $42,350
Stock #442510 Video of this vessel available at www [dot] popsells [dot] com/view/442510 Reason for selling is "Moving". ANY and ALL offers will be put in front of our seller! S... View Details

View 10 Photos and Details Contact Seller

$42,350
VIEW DETAILS
2024 Robalo 202ex

$72,900

Upper Marlboro, MD
- Upper Marlboro, MD
- Fishing Center Console
- 20' / 0'
- 2024 / Used
- $72,900
Stock #430781 ANY and ALL offers will be put in front of our seller! Submit your offer today! Good and Clean Condition! Well Maintained! Low Hours! Comes with Lots of Extras! Yo... View Details

View 10 Photos and Details Contact Seller

$72,900
VIEW DETAILS
1997 Sea Ray 270 Sundancer

$16,000

Upper Marlboro, MD
- Upper Marlboro, MD
- Express Cruiser
- 27' / 0'
- 1997 / Used
- $16,000
Stock #363801 ANY and ALL offers will be put in front of our seller! Submit your offer today! 270 Sundancer powered by an MX 6.2 MerCruiser MPI engine with only 344 hours! You h... View Details

View 10 Photos and Details Contact Seller

$16,000
VIEW DETAILS
Advertisement
Advertisement
1998 Sea Ray 260 BR

$23,000

Cambridge, MD
- Cambridge, MD
- Bowrider
- 26' / 0'
- 1998 / Used
- $23,000
Stock #440495 Reason for selling is "moving out of the country". ANY and ALL offers will be put in front of our seller! Submit your offer today! Well equipped 1998 Sea Ray 260BR... View Details

View 10 Photos and Details Contact Seller

$23,000
VIEW DETAILS
Advertisement
Price Drop
1999 Sportcraft 272 Sportfish

$18,000

Huntingtown, MD
- Huntingtown, MD
- Pilothouse
- 27' / 0'
- 1999 / Used
- $18,000
Stock #450429 Reason for selling is "Does not have time to finiash". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1999 Sportcraft 272 Sportfis... View Details

View 9 Photos and Details Contact Seller

$18,000
VIEW DETAILS
Price Drop
2024 Nautic Star 222 OSL

$65,500

Washington, DC
- Washington, DC
- Fishing Center Console
- 22' / 0'
- 2024 / Used
- $65,500
Stock #456079 Video of this vessel available at www [dot] popsells [dot] com/view/456079 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

View 10 Photos and Details Contact Seller

$65,500
VIEW DETAILS
2025 Harris HCX23 Cruiser 230

$47,500

Washington, DC
- Washington, DC
- Pontoon
- 23' / 0'
- 2025 / Used
- $47,500
Stock #456071 Video of this vessel available at www [dot] popsells [dot] com/view/456071 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

View 10 Photos and Details Contact Seller

$47,500
VIEW DETAILS
2025 Harris Cruiser 230

$47,500

Washington, DC
- Washington, DC
- Pontoon
- 23' / 0'
- 2025 / Used
- $47,500
Stock #456069 Video of this vessel available at www [dot] popsells [dot] com/view/456069 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

View 10 Photos and Details Contact Seller

$47,500
VIEW DETAILS
Advertisement
2023 Bayliner DX 2200

$39,500

Washington, DC
- Washington, DC
- Deck Boat
- 22' / 0'
- 2023 / Used
- $39,500
Stock #394287 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! The room of a pontoon boat on deck and a fi... View Details

View 10 Photos and Details Contact Seller

$39,500
VIEW DETAILS
Advertisement
2025 Harris Cruiser 230

$47,500

Washington, DC
- Washington, DC
- Pontoon
- 23' / 0'
- 2025 / Used
- $47,500
Stock #456108 Video of this vessel available at www [dot] popsells [dot] com/view/456108 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

View 10 Photos and Details Contact Seller

$47,500
VIEW DETAILS
2025 Nautic Star 223DC

$59,995

Washington, DC
- Washington, DC
- Fishing
- 22' / 0'
- 2025 / Used
- $59,995
Stock #456066 Video of this vessel available at www [dot] popsells [dot] com/view/456066 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

View 10 Photos and Details Contact Seller

$59,995
VIEW DETAILS
2025 Nautic Star 223 DC

$59,995

Washington, DC
- Washington, DC
- Fishing
- 22' / 0'
- 2025 / Used
- $59,995
Stock #456065 Video of this vessel available at www [dot] popsells [dot] com/view/456065 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

View 10 Photos and Details Contact Seller

$59,995
VIEW DETAILS
Price Drop
2024 Aquasport 2200 DC

$49,500

Washington, DC
- Washington, DC
- Fishing
- 22' / 0'
- 2024 / Used
- $49,500
Stock #394267 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! Aquasport vessels are high-quality fibergla... View Details

View 10 Photos and Details Contact Seller

$49,500
VIEW DETAILS
2022 Cypress Cay 232 Seabreeze

$20,000

Washington, DC
- Washington, DC
- Pontoon
- 23' / 0'
- 2022 / Used
- $20,000
Stock #464863 Video of this vessel available at www [dot] popsells [dot] com/view/464863 Reason for selling is "Updating Fleet". This Cypress Cay has now been on the market a co... View Details

View 10 Photos and Details Contact Seller

$20,000
VIEW DETAILS
Advertisement
2024 Trophy 22CC

$47,500

Washington, DC
- Washington, DC
- Fishing Center Console
- 22' / 0'
- 2024 / Used
- $47,500
Stock #464877 Video of this vessel available at www [dot] popsells [dot] com/view/464877 Reason for selling is "Updating Fleet". This Trophy has now been on the market a couple... View Details

View 10 Photos and Details Contact Seller

$47,500
VIEW DETAILS
2024 Trophy 22CC

$45,000

Washington, DC
- Washington, DC
- Fishing Center Console
- 22' / 0'
- 2024 / Used
- $45,000
Stock #464872 Video of this vessel available at www [dot] popsells [dot] com/view/464872 Reason for selling is "Updating Fleet". This Trophy has now been on the market a couple... View Details

View 10 Photos and Details Contact Seller

$45,000
VIEW DETAILS
2024 Trophy 22CC

$45,000

Washington, DC
- Washington, DC
- Fishing Center Console
- 22' / 0'
- 2024 / Used
- $45,000
Stock #464873 Video of this vessel available at www [dot] popsells [dot] com/view/464873 Reason for selling is "Updating Fleet". This Trophy has now been on the market a couple... View Details

View 10 Photos and Details Contact Seller

$45,000
VIEW DETAILS