Beam:  12'    Draft:  5.5'
    Beam:  13'    Draft:  5'
    Beam:  11.5'    Draft:  5'
    Beam:  9'    Draft:  4'
    Beam:  13.8'    Draft:  5'
    Beam:  4'    Draft:  3'
    Beam:  11.75'    Draft:  4.3'
    Beam:  10'    Draft:  4-7'
    Beam:  9.5'    Draft:  4'
    Beam:  6'    Draft:  4'
    Beam:  10.3'    Draft:  5.6'
    Beam:  12.3'    Draft:  4.3'
    Beam:  10'10'    Draft:  6'7'
    Beam:  12' 4'    Draft:  6''
    Beam:  14'    Draft:  5.9'
    Draft:  3.5'
    Beam:  12'    Draft:  4'6'
    Beam:  10''    Draft:  4''
    Beam:  10.5'    Draft:  4.7'
    Beam:  12.5'    Draft:  5'
    Beam:  10'1'    Draft:  4'5'
    Beam:  4'    Draft:  .5'
    Beam:  12.5'    Draft:  6.68'
    Beam:  12'4'    Draft:  4'10'
    Beam:  11.8'    Draft:  4.5'
    Beam:  9'    Draft:  4.3'
    Beam:  13'    Draft:  6'
    Beam:  10.5'    Draft:  5.0'
    Beam:  10'8'    Draft:  4'2'
    Beam:  15'    Draft:  1'
    Beam:  7.9'    Draft:  3.4'
    Beam:  12'    Draft:  7'
    Beam:  10.5'    Draft:  5.25'
    Beam:  5.5''    Draft:  2.95''
    Beam:  12'    Draft:  5.7'
    Beam:  15'    Draft:  5.5'
    Beam:  10'    Draft:  5'

used sailboats maryland

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sails for sale

Sailboats For Sale Maryland

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1981 San Juan 34

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Catalina 34 1986

  • South Carolina

ilca-7-dinghy-for-sale

New Devoti ILCA & For Sale

  • United States

IMG_20241012_152052

Pearson 27 Sailboat

1

Vanguard Nomad 17′ Asymmetrical Spinnaker Daysailer Sailboat

  • Connecticut

IMG_2057

  • New Jersey , United States

IMG_4079

Precision P15 CB 1994

image0

2003 International FJ , Jr

  • Pennsylvania

Depositphotos_11607943_L

rainbow drifter

0739B19A-A8C6-4232-8D50-71304E10195C

25′ John Kaiser 1966 Summer Breeze full keel sloop

IMG-20240804-PREVIEW

1946 Snipe, beautifully restored wood dinghy

1000008386-1

Morgan 32 Oswego Ny

449824743_442607478611112_3957751193760171300_n

2011 Goodall C2 Formula 18 Catamaran

IMG_6308

2023 Picnic cat day sailer 14 ft

DSC00953

For sale: Beneteau First 24 SE (2021) – Excellent and immaculate condition

IMG_5467-1

Endeavour 42

RT

  • North Carolina

bomazeen-upwind

Ultimate 20

  • Maine , United States

000_0266

1973 Soli 26″ Sailboat

sailboats for sale maryland

New and Used Sailboats For Sale

Browse new and used sailboats for sale in Maryland and throughout the east coast. Annapolis is a popular destination for sailors of all sailing abilities. SailTrader exclusively offers sailboats and makes it easy to find the one your looking for in the area. View sailboat listings above or read more below on why SailTrader ii the top choice for sailors.

  • Cruising Sailboats

Cruising sailboats are a popular choice for many sailors looking to get on the water with friends and family. For some sailors this means either an afternoon sail or a multi-day adventure. No matter what you’re sailing agenda is, you’re sure to find a variety cruising sailboats for sale in Maryland on SailTrader. Browse sailboats from popular cruising brands like Hunter, Catalina, Beneteau, Jenneau, Swan, Cal, Tarten, Pearson and more.

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sailboats maryland

One Design Sailboats

One Design sailboats can often provide the best chance to learn and improve your racing skills. It’s common to find one design racing sailboats near larger bodies of water. Search sailboats for sale in Maryland from popular one design classes like the J24, J70, Tarten Ten, J105, J111, Melges 24 and more.

Dinghy’s are a often preferred due to the convenience and low maintenance costs. There are different classes that can offer a range of benefits and regattas. Browse dinghy’s for sale in Maryland like Thistles, Lightnings, Flying Scots, Scows, Optimists, 420’s, Lasers, VX Ones and more. Dinghy’s are also a popular choice in areas of Maryland that have small bodies of water. For racers, the cost of new sails for a dinghy are far less then a large racing sailboat. Search SailTrader for your next dinghy sailboat. 

Catamarans and Trimarans

Both catamarans and trimarans can be a great choice no matter if you’re a racer or cruiser. Racing multihulls are fast and light while cruising catamarans are wide and comfortable. SailTrader makes it easy to find the right catamaran or trimaran sailboat for sale in Maryland. We cater exclusively to sailors so you’ll find the latest and most recent sailboats available.

The Sailor's Choice For Sailboats For Sale in Maryland

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Sailboats for sale in Maryland

  • Sailboat Listings
  • United States
  • Catalina (38)
  • Pearson (32)
  • Hunter (27)
  • Beneteau (22)
  • O'Day (16)
  • C&C (14)
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  • West Wight Potter (4)
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  • United States (432)
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21 listings found

  • Featured First
  • Price: Low to High
  • Price: High to Low
  • Year: Oldest to Newest
  • Year: Newest to Oldest
  • Length: Short to Long
  • Length: Long to Short
  • Date Added: Newest
  • Date Added: Oldest
  • Recently Sold

1984 Passport 40 | Manitou

1984 Passport 40 | Manitou Tracys Landing, Maryland, United States

2010 Island Packet 26 | Robert J

2010 Island Packet 26 | Robert J Worton, Maryland, United States

1976 Irwin 42 | Soarsa

1976 Irwin 42 | Soarsa Mayo, Maryland, United States

1979 Dufour 27 | Undaunted

1979 Dufour 27 | Undaunted Edgewater, Maryland, United States

1978 Tartan 33 | First Light

1978 Tartan 33 | First Light Cambridge, Maryland, United States

Looking to sell your sailboat.

Post your sailboat for free and find a buyer.

1976 Sabre 28

1976 Sabre 28 Oxford, Maryland, United States

1980 Cal 39.5 | Shanty Irish

1980 Cal 39.5 | Shanty Irish Baltimore, Maryland, United States

1976 C&C 38 | Desperado

1976 C&C 38 | Desperado Georgetown, Maryland, United States

1975 C&C 25 | spitfire

1975 C&C 25 | spitfire Solomons, Maryland, United States

2010 Island Packet 26 | Robert J

1999 Amel 53 | Kristy Oxford, Maryland, United States

1996 Hanse 36.8 | Shoo Fly Pie

1996 Hanse 36.8 | Shoo Fly Pie Annapolis, Maryland, United States

1979 Seidelmann 29 | Healer

1979 Seidelmann 29 | Healer North East, Maryland, United States

1988 Performance Cruising 30 | STORYTELLER IIT

1988 Performance Cruising 30 | STORYTELLER IIT Shady Side, Maryland, United States

1985 Pearson 34

1985 Pearson 34 Chester, Maryland, United States

1989 Ron Holland Gibbs Marine 90 | Lauren L

1989 Ron Holland Gibbs Marine 90 | Lauren L Georgetown, Maryland, United States

1983 Tartan 30 | CocoBean

1983 Tartan 30 | CocoBean Pasadena, Maryland, United States

1979 Tartan 37 | White Hawk

1979 Tartan 37 | White Hawk Pasadena, Maryland, United States

1987 Island Packet 41 | shorn lamb

1987 Island Packet 41 | shorn lamb Georgetown, Maryland, United States

1982 Cape Dory 25 | Star

1982 Cape Dory 25 | Star Rock Hall, Maryland, United States

1994 Catalina 42 | Why Not

1994 Catalina 42 | Why Not Annapolis, Maryland, United States

IMAGES

  1. 1980 30 foot Catalina 30 Sailboat For Sale in Drayden, MD

    used sailboats maryland

  2. 1985 Baba 40 Sail boat for sale, located in Maryland, SOLOMONS

    used sailboats maryland

  3. Sailboats For Sale Maryland

    used sailboats maryland

  4. Hunter sailboats For Sale in Maryland

    used sailboats maryland

  5. Sailboats For Sale in Maryland

    used sailboats maryland

  6. Sailboats For Sale in Maryland by owner

    used sailboats maryland

VIDEO

  1. Used sailboats HUGE price drops coming

  2. 1981 35' Cal 35 Sailboat For Sale

  3. Green Yacht Sales & Oceanvolt talk about the Salona 380, the first all electric sailboat in the USA

  4. 1987 O'Day 272 27' Sailboat For Sale

  5. Start Sailing Now: February 2022

  6. 2011 Norseboat 17.5 Sailboat For Sale

COMMENTS

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    Preowned sailboats for sale by owner located in Maryland. Your search returned 671 matches of 106720 sailboats posted to date

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    Preowned sailboats for sale by owner located in Maryland. Home. Register & Post. View All Sailboats. Search. Avoid Fraud. ... Shadyside near Annapolis, Maryland Asking $14,000. 34'' Tartan 34c Wintrop, Massachusetts Asking $18,000. 22.5' Pearson Ensign Grosse Pointe, Michigan Asking $11,000.

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    This includes 1,225 new vessels and 1,451 used boats, available from both private sellers and professional boat dealers who can often offer boat financing and extended boat warranties. The most popular boat classes for sale in Maryland currently are Center Console, Cruisers, Bowrider, Motor Yachts and Pontoon boats, while the most common boat ...

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  7. Used Sail boats for sale in Maryland

    Find Used Sail boats for sale in Maryland. Offering the best selection of boats to choose from.

  8. Sailboats For Sale Maryland

    Browse new and used sailboats for sale in Maryland and throughout the east coast. Annapolis is a popular destination for sailors of all sailing abilities. SailTrader exclusively offers sailboats and makes it easy to find the one your looking for in the area. View sailboat listings above or read more below on why SailTrader ii the top choice for ...

  9. Used boats for sale in Maryland

    Featured; 1979 Hatteras Enclosed Bridge. US$199,500. Bluewater Yacht Sales, LLC- Baltimore Office | Solomons, Maryland

  10. Sailboats for sale in Maryland

    Sailboats for sale in Maryland. Home; Sailboat Listings; United States; Maryland; Search Clear Search Manufacturer. Catalina (38) Pearson (32) Hunter (27) Beneteau (22) O'Day (16) ... Looking to sell your sailboat? Post your sailboat for free and find a buyer. List Your Sailboat 1980 Cal 39.5 | Shanty Irish Baltimore, Maryland, United States ...