sails for sale

Sailboats For Sale Maryland

20 listings found.

2023 Picnic cat day sailer 14 ft

2023 Picnic cat day sailer 14 ft

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

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

Endeavour 42

Endeavour 42

RT

  • North Carolina

Ultimate 20

Ultimate 20

  • Maine , United States

Tanton 35

1973 Soli 26″ Sailboat

  • United States

2014 West Wight Potter 19 Coastal Cruiser

2014 West Wight Potter 19 Coastal Cruiser

2018 Seaclipper Trimaran 20′

2018 Seaclipper Trimaran 20′

Westerly conway 36

Westerly conway 36

CAL 33

1984 Herreshoff Tortola-Trawler Nereia 36′ Sailboat

36 Hunter Vision 1993

36 Hunter Vision 1993

item sold

1972 Luders 36 by Cheoy Lee

Tartan 10 Snowballs Chance

Tartan 10 Snowballs Chance

  • Connecticut

1975 Bristol 32 Sloop, Keel/CB by Ted Hood (Am’s Cup)

1975 Bristol 32 Sloop, Keel/CB by Ted Hood (Am’s Cup)

Skimmer

  • Massachusetts

33ft Blue Water Sailboat

33ft Blue Water Sailboat

Freshwater Only – 1989 Hunter 33.5 Sloop-Rigged Cruiser, Shoal Wing Keel

Freshwater Only – 1989 Hunter 33.5 Sloop-Rigged Cruiser, Shoal Wing Keel

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.

  • Racing Sailboats

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

SailTrader is exclusively designed to makes it easy for dealers and to privately  sell a sailboat . Browse local Maryland sailboat listings above or search sailboat listings nationwide.

sailboat for sale maryland

The Sailor’s Marketplace for Sailboats and Sails.

Sell Your Sailboat

Sailboats for sale.

  • New Sailboats
  • Used Sailboats

Sell Your Sails

Sails for sail, sail manufacturers.

  • North Sails
  • Quantum Sails
  • Doyle Sails
  • UK Sailmakers

Sailing Reviews

  • Sailing Line
  • Safety Equipment
  • Sailing Accesories

As an Amazon Associate SailTrader earns from qualifying purchases.

This website uses cookies to ensure you get the best experience possible. 

Family Owned & Operated Since 2010

  • Grady-White Inventory
  • Parker Offshore Inventory
  • Finseeker Inventory
  • Crevalle Inventory
  • Pre-Owned Boats
  • Boat Trailers
  • Grady-White
  • Parker Offshore
  • Sell / Trade
  • Our Services
  • General Work Order
  • Winter Storage Agreement
  • Winterization Pricing
  • Marine Procurement Solutions
  • Finseeker Boats
  • Crevalle Boats
  • Winterization Price Sheet
  • Holly Neck Marina

Pre-Owned Boat Inventory

We stock the best used boats from top brands like Grady-White, Boston Whaler, Parker Offshore, Wellcraft, Bayliner, Sea Pro, Cobalt, Carolina Skiff, Sea Ray, and more. Our used boats are inspected and ready for sea trial. Check out our used boat inventory below and contact our Sales Crew if you have any questions.

Photo of 2003 Regal 4260 Commodore

  • Length: 43′
  • Type: Cruiser
  • Engine: Volvo Penta Diesel
  • Power: 960 HP

Photo of 2010 Parker 2820 XL Sport Cabin

  • Length: 28′
  • Type: Pilot House
  • Engine: Twin Yamaha 250HP
  • Power: 500 HP

Photo of 2022 Crevalle 260 HCO

  • Length: 26′
  • Type: Center Console
  • Engine: Suzuki
  • Power: 300 HP

Photo of 2015 Grady White 251 Coastal Explorer

  • Length: 25′
  • Engine: Yamaha 300

Photo of 2017 Crownline 275 SS

  • Length: 27′
  • Type: Bow Rider
  • Engine: Mercruiser

Photo of 2023 Aquasport 230 Bay

  • Length: 23′
  • Engine: Suzuki 200HP 4-stroke
  • Power: 200 HP

Photo of 2022 Wellcraft 202 Fisherman

  • Length: 20′ 5″
  • Engine: Yamaha F150XB
  • Power: 150 HP
  • Hours: 15.5

Photo of 1999 Sea Ray 340 Sundancer

  • Length: 34′
  • Power: 660 HP

Photo of 2021 Tahoe 2280 QL Sport

  • Length: 22′
  • Type: Aluminum
  • Power: 140 HP

Photo of 2006 Sea Pro 238 WA

  • Type: Walk-Around Cuddy
  • Engine: Mercury 250 Verado
  • Power: 250 HP

Photo of 2004 Cobalt 282

  • Engine: Volvo 8.1L
  • Power: 375 HP

Photo of 2021 SylvanMirage 8520 LZ Pontoon

  • Length: 20′
  • Engine: Yamaha
  • Power: 90 HP

Photo of 2024 Sea Ark Shadow 18 J

  • Engine: Yamaha Jet
  • Power: 65 HP

Photo of 2004 Boston Whaler 210 Ventura

  • Length: 20′ 8″
  • Type: Dual Console
  • Capacity: 10
  • Engine: Mercury
  • Power: 225 HP

Photo of 2021 Tracker Pro Guide V-16

  • Length: 16′
  • Power: 75 HP

Photo of 2001 Sea Ray 245 Weekender

  • Length: 24′
  • Type: Cabin Cruiser

Photo of 2006 Stingray 220 DR

  • Engine: Mercruiser 5.0

Photo of 2011 Bayliner 195 BR

  • Length: 19′
  • Engine: MerCruiser
  • Power: 135 HP

Photo of 1998 Boston Whaler

  • Engine: Evinrude E-Tech

Photo of 1998 Grady White 192 Tournament (Re-Powered)

  • Arriving Soon

Sailboat Listings

23.5Year:1994Asking:$6,500

Featured Sailboat:

18Year:1984Asking:$4,500

Featured Sailboat:

36Year:1972Asking:$15,000

used sailboats in md

...
41Year:1981Asking:$70,000

Standard Sailboat Ads:





28 Year: 1984 Asking: $19,950
16 Year: 1978 Asking: $1,500
47 Year: 2000 Asking: $150,000
24.5 Year: 1996 Asking: $8,500
30 Year: 1994 Asking: $25,000
36 Year: 1987 Asking: $3,400

Standard Sailboat Ads:

32 Year: 1979 Asking: $15,900
19 Year: 2004 Asking: $9,500
25 Year: 2000 Asking: $14,950
22 Year: 1985 Asking: $5,950
16 Year: 2015 Asking: $7,500
50 Year: 2016 Asking: $685,000
27 Year: 1988 Asking: $14,000
18 Year: 1976 Asking: $10,000
43 Year: 2002 Asking: $119,000
is for sale! Fastback 43 catamarans were designed for both speed and comfort by John Gross in the 1990s in Australia. has been our home and travel companion for 8 years as we sailedextensively throughout the Eastern and Western Caribbean, the eastern shores of the US coast from Maine to the Dry Tortugas, the ICW and the Bahamas! and she is more than ready for her next adventure! She is the ideal catamaran for anyone interested in the unusual combination of performance with simple, easily accessible systems.…  43 Year: 1994 Asking: $220,000

.com

If you are serious about selling your boat, ! There are no catches. And we don't charge any commission. We allow buyers to contact sellers direct. For a very economical one-time fee you can feature your sailboat here where hundreds of potential buyers can see your ad each and every day!

.com provides an extensive listing of sailboats: cruising yachts, daysailers, raceboats, catamarans, trimarans, and custom yachts. Each photo sailboat listing includes specs-at-a-glance as well as a detailed description and contact information.

refresh the page.

Boats - By Owner for sale in Baltimore, MD

refresh the page.

Boats "sailboat" for sale in Washington, DC - Maryland

IBoats Boats for Sale

Used boats for sale in Maryland

Research the new 2016   Boats

Research the new 2016 Boats

13 Ft Boston Whaler -- Maryland

13 Ft Boston Whaler -- Maryland

Johnson Boats

Johnson Boats

2010 - Key West Boats - 186 DC

2010 - Key West Boats - 186 DC

No Name

1992 - Bayliner Boats - 1952 Classic

1994 - Stingray Boats - 586 ZPX Bowrider

1994 - Stingray Boats - 586 ZPX Bowrider

1989 - Sea-Pro Boats

1989 - Sea-Pro Boats

No Name

1993 - Chris Craft - 217 Concept Bowrider

Anger Management

Anger Management

2013 - Cobia Boats - 220 Dual Console

2013 - Cobia Boats - 220 Dual Console

1980 - Buccaneer Boats - 220

1980 - Buccaneer Boats - 220

2003 - Crownline - LPX 225

2003 - Crownline - LPX 225

No Name

1973 - Columbia Boats - 23

No Name

1995 - Four Winns Boats - 238 Vista

1970 - Kenner Boats - Kittiwake

1970 - Kenner Boats - Kittiwake

1976 - C and C Yachts - 24

1976 - C and C Yachts - 24

1988 - Renken Boats - 2500 Sun Bridge

1988 - Renken Boats - 2500 Sun Bridge

1976 - Luhrs Boats - 25 Sportsman

1976 - Luhrs Boats - 25 Sportsman

1977 - Catalina Sailboats - 25 Keel

1977 - Catalina Sailboats - 25 Keel

1988 - Sea Ray Boats - 265 Sedan Bridge

1988 - Sea Ray Boats - 265 Sedan Bridge

1972 - Pearson Sailboats - 26

1972 - Pearson Sailboats - 26

1974 - Grampian Boats - 26 C'board

1974 - Grampian Boats - 26 C'board

1997 - Larson Boats - Cabrio 270 Mid-Cabin

1997 - Larson Boats - Cabrio 270 Mid-Cabin

Jensen Marine

Jensen Marine

2004 - Thunderbird Formula - F-27 PC MerCruiser

2004 - Thunderbird Formula - F-27 PC MerCruiser

1986 - Sea Ray Boats - 270 Amberjack

1986 - Sea Ray Boats - 270 Amberjack

1968 - Cal Boats - 28

1968 - Cal Boats - 28

No Name

2005 - Rinker Boats - 282 Captiva Cuddy

2006 - Bayliner Boats - 285 SB

2006 - Bayliner Boats - 285 SB

1986 - Cruisers Yachts - 298 Villa Vee

1986 - Cruisers Yachts - 298 Villa Vee

Spirit

1993 - Carver Yachts - 300 Aft Cabin

Hot Pursuit

Hot Pursuit

2002 - Rinker Boats - 270 Fiesta Vee

2002 - Rinker Boats - 270 Fiesta Vee

Seaker

1972 - Uniflite - 31 Sport Sedan

1987 - Chris Craft - 320 Amerosport

1987 - Chris Craft - 320 Amerosport

Changes in Attitudes

Changes in Attitudes

Restless Spirit

Restless Spirit

Lady Nicole

Lady Nicole

Sweet Katrinka

Sweet Katrinka

1990 THUNDERCRAFT

1990 THUNDERCRAFT

1999 - Gemini - 105 Catamaran

1999 - Gemini - 105 Catamaran

WaterLilly

Refined Results

Refine results.

used sailboats in md

used sailboats in md

STAY CONNECTED

Sign up for our Newsletter to Receive the Latest Deals, News and More.

used sailboats in md

OUR COMPANY

Explore iboats, connect with us.

refresh the page.

Boats for sale in Southern Maryland

IMAGES

  1. Used Marine Trader 40' 40 DC For Sale In Maryland

    used sailboats in md

  2. Hunter sailboats For Sale in Maryland

    used sailboats in md

  3. 1980 30 foot Catalina 30 Sailboat For Sale in Drayden, MD

    used sailboats in md

  4. Sailboats For Sale in Maryland

    used sailboats in md

  5. pearson sailboats For Sale

    used sailboats in md

  6. Sailboats For Sale in Maryland by owner

    used sailboats in md

VIDEO

  1. 2002 Precision 28

  2. Used sailboats HUGE price drops coming

  3. 1981 35' Cal 35 Sailboat For Sale

  4. Near collision. Sailboats barely miss each other. Rules of the Nautical Road

  5. 1987 O'Day 272 27' Sailboat For Sale

  6. 1989 J120

COMMENTS

  1. Sail boats for sale in Maryland

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

  2. Sailboats for sale in Maryland

    Find new and used sailboats for sale in Maryland, including boat prices, photos, and more. For sale by owner, boat dealers and manufacturers - find your boat at Boat Trader!

  3. Maryland sailboats for sale by owner.

    Preowned sailboats for sale by owner located in Maryland. Your search returned 660 matches of 105316 sailboats posted to date

  4. Maryland sailboats for sale by owner.

    Preowned sailboats for sale by owner located in Maryland. Home. Register & Post. View All Sailboats. Search. ... Magothy River Chesapeake Bay, Maryland Asking $10,000. 38' Dufour 385 Grand Large Caribbean Grenada but can be delivered Asking $130,000. 30' Cape Dory 30 -Alberg design sloop

  5. Sailboats For Sale Maryland

    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 ...

  6. Sail boats for sale in Maryland

    Jeanneau Sun Odyssey 440. 2024. Request Price. Sun Odyssey 440's high performance platform incorporates a full length, hard chined hull to promote fast cruising while minimizing heeling. The generous sail plan is easily handled by the inboard winches and lowered gooseneck height. Sailing this boat is an experience like none other.

  7. Boats for sale in Maryland

    Of these listings there are 495 new vessels and 1,123 used boats and yachts for sale right now. These include 236 yachts listed for sale in Maryland in the past month alone. ... Motorized yachts are more common than sailboats in Maryland with 1,017 powerboats listed for sale right now, versus 281 listings for sailboats. Yacht prices in Maryland ...

  8. Sailboats for sale in Annapolis

    Find new and used sailboats for sale in Annapolis, including boat prices, photos, and more. For sale by owner, boat dealers and manufacturers - find your boat at Boat Trader! ... Annapolis, MD 21403 | North Point Yacht Sales. Request Info; 1973 Hinckley 49. $195,000. Annapolis, MD 21412 | East Coast Yacht Sales. Request Info; 1977 Bristol 40.

  9. Sail Catamaran boats for sale in Maryland

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

  10. Boats for sale in Maryland

    There are currently 2,468 boats for sale in Maryland listed on Boat Trader. This includes 1,027 new vessels and 1,441 used boats, available from both private sellers and professional boat dealers who can often offer various boat warranty packages along with boat loans and financing options. The most popular boat classes for sale in Maryland ...

  11. Pre-Owned Inventory

    Our used boats are inspected, and make sure all major components are functional. Skip to content. Family Owned & Operated Since 2010. 2426 Holly Neck Rd, Middle River, MD 21221 410-574-3988 Inventory Show submenu for Inventory. Grady-White Inventory ... Middle River, MD 21221

  12. Maryland sailboats for sale by owner.

    Preowned sailboats for sale by owner located in Maryland. Your search returned 660 matches of 105353 sailboats posted to date

  13. Sailboat Listings

    Located in Flag harbor marina, Maryland. For information, call: (301) 675-0803 ... 1986 Gemini 3000 hull# 166 used as a canal boat for last 5 years but has all rig sails and equipment to sail again. 2017 25HP Suzuki,electric start, long shaft,fuel injected, power tilt. Interior has been upgraded,led lights,fans, New hatches ports,New water pump ...

  14. baltimore boats

    Classic 1971 Wayfarer Sailboat for Sale in White Marsh, MD. $3,000. White Marsh 1982 Catalina 27 Sailboat. $7,000. Jones Creek , Sparrows Point MD Sunfish. $2,400. Owings Mills PWC, Jetski Dock ramp or storage. Also good for catamaran or dingy. $350. Glen Arm 1979 Hunter 30' ...

  15. Used boats for sale in Maryland

    Featured; 2002 Ocean Yachts 43 Super Sport. US$194,500. Bluewater Yacht Sales, LLC- Baltimore Office | Deale, Maryland

  16. maryland boats "sailboat"

    Boats "sailboat" for sale in Washington, DC - Maryland. see also. Sun Shine For Sale. $19,900. Kent Island Maryland Catalina 30 sailboat. $6,500. Deale 1989 Hunter 33.5 (LOA) $22,500. maryland Looking for Covered Storage for Sailboat. $100. Poolesville Laser Sailboat ...

  17. Boats for sale in Maryland by owner

    Find new and used boats for sale in Maryland by owner, including boat prices, photos, and more. Find your boat at Boat Trader!

  18. Used Boats Maryland for Sale

    Boats for Sale; Used Boats; Maryland; Details View | Gallery View | List View. Sort by. List per Page: Results: 1 - 50 of 65 . Refine Search. Page: [1] 2 Next Page>> New Boat Showroom. Research the new 2016 Boats . See Details. Find A Dealer Enter Zip: 13 Ft Boston Whaler -- Maryland ...

  19. Boats for sale in Pasadena

    Motorized yachts are more common than sailing boats in Pasadena with 73 powerboats listed for sale right now, versus 2 listings for sailboats. Yacht prices in Pasadena. Prices for yachts in Pasadena start at $8,330 for the lowest priced boats, up to $533,843 for the most expensive listings, with an average overall yacht value of $49,900.

  20. southern MD boats

    Boats for sale in Southern Maryland. see also. 1955 Penn Yan wooden boat. $0. Sea Kayak Necky Chatham 17. $1,750. Virginia Beach ... 23' Center Console Robola 1985 Fiberglass Boat W/Double Axle Trailer. $5,000. Hampton 2008 Bayliner Discovery 195 with trailer. $10,500. TALL TIMBERS ...