Boats For Sale in Chestertown, Maryland at BoatCrazy.com

237 out of 12,217 Boats Found

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1972 Islander 36
- $19,900
- Chestertown, MD
$19,900
- Length36'
- Width0'
- Conditionused
- Location Chestertown, MD
- $19,900
- -- mi.
Stock #417253 Video of this vessel available at www [dot] popsells [dot] com/view/417253 Reason for selling is "Seller is moving up in size". ANY a... View Details
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- Length36'
- Width0'
- Conditionused
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1972 36'

36'

Islander 36 Chestertown, MD

Price Drop $19,900

Sailboat

Chestertown, MD

--
2019 Chaparral h20 23
- $68,400
- Georgetown, MD
$68,400
- Length23'
- Width0'
- Conditionused
- Location Georgetown, MD
- $68,400
- 17 mi.
Stock #414969 This Chaparral has now been on the market a couple months. Looking for any offers! Summer ready for endless fun! Low hours! All availa... View Details
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- Length23'
- Width0'
- Conditionused
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2019 23'

23'

Chaparral h20 23 Georgetown, MD

$68,400

Bowrider

Georgetown, MD

17
Price Drop
2013 Cruisers AZURE 278
- $53,400
- Georgetown, MD
$53,400
- Length27'
- Width0'
- Conditionused
- Location Georgetown, MD
- $53,400
- 17 mi.
Stock #374634 Reason for selling is "Not really using anymore". ANY and ALL offers will be put in front of our seller! Submit your offer today! Pri... View Details
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- Length27'
- Width0'
- Conditionused
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2013 27'

27'

Cruisers AZURE 278 Georgetown, MD

Price Drop $53,400

Bowrider

Georgetown, MD

17
2005 Crownline 270 CR
- $37,500
- Georgetown, MD
$37,500
- Length27'
- Width0'
- Conditionused
- Location Georgetown, MD
- $37,500
- 17 mi.
Stock #411067 Reason for selling is "Not using Enough". ANY and ALL offers will be put in front of our seller! Submit your offer today! Express Cru... View Details
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- Length27'
- Width0'
- Conditionused
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2005 27'

27'

Crownline 270 CR Georgetown, MD

$37,500

Express Cruiser

Georgetown, MD

17
2019 Scout 215 XSF
- $64,900
- Essex, MD
$64,900
- Length21'
- Width0'
- Conditionused
- Location Essex, MD
- $64,900
- 17 mi.
FOR QUESTIONS CONTACT: RON 443-425-8640 or probillrt@aol.com2019 Scout 215 XSF SPECIFICATIONS:-Length: 21ft-6in-Beam: 8ft-6in-Fuel: 82gal-Draft: 15in... View Details
View 24 Photos and Details Contact Seller
- Length21'
- Width0'
- Conditionused
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2019 21'

21'

Scout 215 XSF Essex, MD

$64,900

Center Console

Essex, MD

17
2003 Beneteau Oceanis 393
- $104,000
- Essex, MD
$104,000
- Length39'
- Width0'
- Conditionused
- Location Essex, MD
- $104,000
- 17 mi.
Stock #426862 Reason for selling is "Change of Lifestyle". This Beneteau has now been on the market more than a month. Please submit your offer toda... View Details
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- Length39'
- Width0'
- Conditionused
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2003 39'

39'

Beneteau Oceanis 393 Essex, MD

$104,000

Sailboat

Essex, MD

17
2013 Novurania Launch 600
- $44,450
- Essex, MD
$44,450
- Length20'
- Width0'
- Conditionused
- Location Essex, MD
- $44,450
- 17 mi.
Stock #407750 Reason for selling is "Wants a bigger boat". ANY and ALL offers will be put in front of our seller! Submit your offer today! INCREDIB... View Details
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- Length20'
- Width0'
- Conditionused
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2013 20'

20'

Novurania Launch 600 Essex, MD

$44,450

Rigid Inflatable

Essex, MD

17
1978 Hunter 33
- $5,000
- Middle River, MD
$5,000
- Length33'
- Width0'
- Conditionused
- Location Middle River, MD
- $5,000
- 18 mi.
Stock #212141 Video of this vessel available at www [dot] popsells [dot] com/view/212141 ANY and ALL offers will be put in front of our seller! Subm... View Details
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- Length33'
- Width0'
- Conditionused
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1978 33'

33'

Hunter 33 Middle River, MD

$5,000

Sailboat

Middle River, MD

18
1984 Boston Whaler 17 Montauk
- $19,500
- Middle River, MD
$19,500
- Length17'
- Width0'
- Conditionused
- Location Middle River, MD
- $19,500
- 18 mi.
FOR QUESTIONS CONTACT: JORDAN 443-798-5152 or jordonmyers@msn.com1984 Boston Whaler 17 Classic MontaukSPECIFICATION:-Length: 17ft-Beam: 6ft-2in-Draft:... View Details
View 27 Photos and Details Contact Seller
- Length17'
- Width0'
- Conditionused
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1984 17'

17'

Boston Whaler 17 Montauk Middle River, MD

$19,500

Center Console

Middle River, MD

18
Price Drop
1985 Sabre 38 MKI
- $26,900
- Middle River, MD
$26,900
- Length38'
- Width0'
- Conditionused
- Location Middle River, MD
- $26,900
- 18 mi.
Stock #301168 Reason for selling is "Not Using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Excellent Cruiser.... View Details
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- Length38'
- Width0'
- Conditionused
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1985 38'

38'

Sabre 38 MKI Middle River, MD

Price Drop $26,900

Sailboat

Middle River, MD

18
1977 Ericson 27
- $19,900
- Middle River, MD
$19,900
- Length27'
- Width0'
- Conditionused
- Location Middle River, MD
- $19,900
- 18 mi.
Stock #380823 Reason for selling is "Sellers are done with boating for now". ANY and ALL offers will be put in front of our seller! Submit your offe... View Details
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- Length27'
- Width0'
- Conditionused
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1977 27'

27'

Ericson 27 Middle River, MD

$19,900

Sailboat

Middle River, MD

18
2000 Pro Line 32 Express
- $48,000
- Middle River, MD
$48,000
- Length32'
- Width0'
- Conditionused
- Location Middle River, MD
- $48,000
- 18 mi.
Stock #272292 Reason for selling is "Want a smaller boat". ANY and ALL offers will be put in front of our seller! Submit your offer today! Beautifu... View Details
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- Length32'
- Width0'
- Conditionused
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2000 32'

32'

Pro Line 32 Express Middle River, MD

$48,000

Walkaround

Middle River, MD

18
2006 Sea Ray 240 Sundancer
- $37,850
- Middle River, MD
$37,850
- Length24'
- Width0'
- Conditionused
- Location Middle River, MD
- $37,850
- 18 mi.
Stock #399761 Reason for selling is "Not using". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2006 Sea Ray 240 S... View Details
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- Length24'
- Width0'
- Conditionused
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2006 24'

24'

Sea Ray 240 Sundancer Middle River, MD

$37,850

Express Cruiser

Middle River, MD

18
2022 Yamaha AR210
- $53,000
- Chester, MD
$53,000
- Length21'
- Width0'
- Conditionused
- Location Chester, MD
- $53,000
- 18 mi.
Stock #390307 Reason for selling is "doesn't use enough". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2022 Yama... View Details
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- Length21'
- Width0'
- Conditionused
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2022 21'

21'

Yamaha AR210 Chester, MD

$53,000

Jet boat

Chester, MD

18
1983 Blackfin Combi 29
- $106,000
- Chester, MD
$106,000
- Length29'
- Width0'
- Conditionused
- Location Chester, MD
- $106,000
- 18 mi.
Stock #271661 ANY and ALL offers will be put in front of our seller! Submit your offer today! Reworked in 2004. Includes updated Garmin electronics... View Details
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- Length29'
- Width0'
- Conditionused
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1983 29'

29'

Blackfin Combi 29 Chester, MD

$106,000

Fishing, Sportfish / Convertible

Chester, MD

18
2024 Key West Family Sportsman
- $37,600
- Chester, MD
$37,600
- Length17'
- Width0'
- Conditionnew
- Location Chester, MD
- $37,600
- 18 mi.
2024 Key West Boats 179 FSFrom the 179FS to the 263FS, the Family Sportsman Series has a model to fit the needs of any modern active family.With em... View Details
View 18 Photos and Details Contact Seller
- Length17'
- Width0'
- Conditionnew
VIEW DETAILS
2024 17'

17'

Key West Family Sportsman Chester, MD

$37,600

Fishing, Center Console

Chester, MD

18
2022 Everglades Center Console
- $139,900
- Chester, MD
$139,900
- Length25'
- Width0'
- Conditionused
- Location Chester, MD
- $139,900
- 18 mi.
2022 Everglades 235CCAn Entirely New Class of Entry-Level Performance Center Console Boats.Debuting at the 2020 Fort Lauderdale International Boat S... View Details
View 30 Photos and Details Contact Seller
- Length25'
- Width0'
- Conditionused
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2022 25'

25'

Everglades Center Console Chester, MD

$139,900

Fishing, Center Console

Chester, MD

18
2022 Fountain PERFORMANCE
- $339,900
- Chester, MD
$339,900
- Length34'
- Width0'
- Conditionused
- Location Chester, MD
- $339,900
- 18 mi.
2022 Fountain 34SCYou've Never Seen Anything Like ItThe Center Console world just got Fountainized. With the introduction of the head-turning 34SC,... View Details
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- Length34'
- Width0'
- Conditionused
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2022 34'

34'

Fountain PERFORMANCE Chester, MD

$339,900

Performance

Chester, MD

18
2024 Key West Family Sportsman
- $99,990
- Chester, MD
$99,990
- Length23'
- Width0'
- Conditionused
- Location Chester, MD
- $99,990
- 18 mi.
This is a 2024 Key West 239 FS powered by a Yamaha F250XCB (DEC) Engine!Hours: Standard FeaturesTen (10) Year Hull Warranty Premium Independent... View Details
View 15 Photos and Details Contact Seller
- Length23'
- Width0'
- Conditionused
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2024 23'

23'

Key West Family Sportsman Chester, MD

$99,990

Fishing, Center Console

Chester, MD

18
2025 Key West Family Sportsman
- Contact for Price
- Chester, MD
Call for price
- Length21'
- Width0'
- Conditionnew
- Location Chester, MD
- Call for price
- 18 mi.
2025 Key West Boats 219 FSFrom the 179FS to the 291FS, the Family Sportsman Series has a model to fit the needs of any modern active family.With em... View Details
View 14 Photos and Details Contact Seller
- Length21'
- Width0'
- Conditionnew
VIEW DETAILS
2025 21'

21'

Key West Family Sportsman Chester, MD

Call for price

Fishing, Center Console

Chester, MD

18
2025 Monterey SS Series (Outboard)
- Contact for Price
- Chester, MD
Call for price
- Length0'
- Width0'
- Conditionnew
- Location Chester, MD
- Call for price
- 18 mi.
2024 Monterey 255SSNEW MODEL!Loaded with an abundance of standard features and amenities, the 255SS features an ergonomically designed helm station... View Details
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- Length0'
- Width0'
- Conditionnew
VIEW DETAILS
2025 0'

0'

Monterey SS Series (Outboard) Chester, MD

Call for price

Bowrider

Chester, MD

18