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Explore Chester Boats For Sale

2005

Matthew Brothers Blackwater 29 2005

Blackwater 29 | 1083 Hours

Chester, MD

$159,900

2021

Cobia Boats 320CC 2021

320CC | 440 Hours

$1,936 /mo

$24,990 cash down

$249,900

Chester, MD

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2005

Sea ray 340 Sundancer 2005

340 Sundancer | 615 Hours

Chester, MD

$114,900

2025

Latitude Tournament Boats 25CC 2025

25CC | 125 Hours

$1,123 /mo

$14,490 cash down

$144,900

Chester, MD

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Great Deal

2000

Rinker Fiesta Vee 330 2000

Fiesta Vee 330 | N/A

Stevensville, MD

$25,995

Great Deal

2007

Sea Ray 240 SUNDANCER 2007

240 SUNDANCER | 570 Hours

$232 /mo

$2,990 cash down

$29,900

Grasonville, MD

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Great Deal

2012

Tracker PRO V175 2012

PRO V-175 | 0 Hours

$100 /mo

$1,288 cash down

$12,875

Grasonville, MD

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Great Deal

2023

Starcraft Storm 166 DC 2023

Storm 166 DC | N/A

$170 /mo

$2,190 cash down

$21,900

Grasonville, MD

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Great Deal

2023

Starcraft 166 SC 2023

166 SC | N/A

$177 /mo

$2,290 cash down

$22,900

Grasonville, MD

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Great Deal

2016

Cobalt 220S 2016

220S | N/A

$317 /mo

$4,090 cash down

$40,900

Grasonville, MD

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Great Deal

2023

Starcraft SVX231 2023

SVX231 | N/A

$368 /mo

$4,750 cash down

$47,500

Grasonville, MD

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Great Deal

2024

Boston Whaler 160 Super Sport 2024

160 Super Sport | 8 Hours

$247 /mo

$3,190 cash down

$31,900

Grasonville, MD

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Great Deal

2027

Boston Whaler 160 Super Sport 2027

160 Super Sport | N/A

$324 /mo

$4,176 cash down

$41,761

Grasonville, MD

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Great Deal

2026

Boston Whaler 130 Super Sport 2026

130 Super Sport | N/A

$238 /mo

$3,077 cash down

$30,766

Grasonville, MD

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Great Deal

2014

Boston Whaler 170 Super Sport 2014

170 Super Sport | 146 Hours

$153 /mo

$1,980 cash down

$19,800

Grasonville, MD

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Great Deal

2019

Robalo R202EX 2019

R202EX | 154 Hours

$332 /mo

$4,290 cash down

$42,900

Grasonville, MD

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Great Deal

2027

Boston Whaler 130 Super Sport 2027

130 Super Sport | N/A

$211 /mo

$2,718 cash down

$27,180

Grasonville, MD

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Great Deal

1994

Grady White 244 Explorer 1994

244 Explorer | 757 Hours

Grasonville, MD

$14,000

Great Deal

2014

CROWNLINE BOATS ECLIPSE 2 2014

ECLIPSE 2 | N/A

$349 /mo

$4,500 cash down

$45,000

annapolis, MD

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Great Deal

1997

Beneteau Oceanis 351 1997

Oceanis 351 | 1125 Hours

Annapolis, MD

$48,000

Great Deal

1996

Island Packet 29 1996

29 | 1680 Hours

Annapolis, MD

$46,000

Great Deal

2006

Chaparral 220 SSi 2006

220 SSi | 572 Hours

$124 /mo

$1,600 cash down

$16,000

Annapolis, MD

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Chester boats from $199/mo

Most Common Boat Searches in Chester

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Night Cruising

Motoryacht, Catamaran, etc

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Canoe/Kayak

PWC

Personal Water Craft

Chester Boat Financing and Shopping Tool

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Boats For Sale In Chester, MD

Explore Chester Boats For Sale

Matthew Brothers Blackwater 29 2005

Cobia Boats 320CC 2021

Sea ray 340 Sundancer 2005

Latitude Tournament Boats 25CC 2025

Search The Best Boats Deals In Maryland

Rinker Fiesta Vee 330 2000

Sea Ray 240 SUNDANCER 2007

Tracker PRO V175 2012

Starcraft Storm 166 DC 2023

Starcraft 166 SC 2023

Cobalt 220S 2016

Starcraft SVX231 2023

Boston Whaler 160 Super Sport 2024

Boston Whaler 160 Super Sport 2027

Boston Whaler 130 Super Sport 2026

Boston Whaler 170 Super Sport 2014

Robalo R202EX 2019

Boston Whaler 130 Super Sport 2027

Grady White 244 Explorer 1994

CROWNLINE BOATS ECLIPSE 2 2014

Beneteau Oceanis 351 1997

Island Packet 29 1996

Chaparral 220 SSi 2006

Most Common Boat Searches in Chester

Search Boats For Sale In Chester 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 Chester By Activity

Night Cruising

Day Cruising

Salt Water Fishing

Fresh Water Fishing

Water Sports

PWC

Chester Boat Financing and Shopping Tool

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

Instantly Get Pre-Qualified

Compare Multiple Insurance Quotes

Do Pontoon Boats Hold Their Value in Florida?

Boat Winterization Cost in 2026: What You’ll Really Pay

Jet Ski Price Guide 2026: What New and Used PWCs Really Cost

Understanding Boat Loan Terms: What Every Buyer Should Know

Boat Value Calculator: How to Get an Accurate Boat Worth in 2026

Boat Detailing Cost: Real Per-Foot Prices for 2026

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