Region: Chesapeake Bay

Hatteras 54
New Arrival! (Aug 17, 2026)

Hatteras 54 (Chesapeake Bay)

Asking $245,000 (USD)
Location Annapolis, Maryland (Chesapeake Bay)
M/Y Material Girl is a 1987 Hatteras 54 for sale by broker.
Material Girl is a 1987 54′ Hatteras motoryacht. She offers twin Detroit Diesel 735 hp main engines (overhauled in 2011) (compression test in 2019 showed 485–490 psi on all cylinders), an Onan 20 kW generator, a Xantrex 1,000-watt inverter, a Dickson stern thruster, Naiad stabilizers, a climate-controlled aft deck, and a three-stateroom, three-head layout. With the equipment on top of the radar arch removed, Material Girl is Great Loop capable.…
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Catalina C320
Updated! (Aug 14, 2026)

Catalina C320 (Chesapeake Bay)

Asking $40,000 (USD)
Location Deale, Maryland (Chesapeake Bay)
Polar C is a 1996 Catalina C320 for sale by broker.
Well-loved Catalina — ready for her next adventure. We’re sad to see her go, but life has gotten busy and this beautiful Catalina deserves an owner who can give her the time on the water she’s meant for. She’s been cared for and comes fully equipped, with recent upgrades already done for you: new batteries, new water heater, updated toilet system, and new vents. All the big-ticket maintenance is handled, so you can skip the projects and get straight to enjoying her.…
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Defever 49 CPMY
New Arrival! (Aug 14, 2026)

Defever 49 CPMY (Chesapeake Bay)

Asking $425,000 (USD)
Location Smithfield, Virginia (Chesapeake Bay)
M/Y Sea Cow is a 2004 Defever CPMY for sale by broker.
Sea Cow is a 2005 49′ DeFever CPMY (know as 44+5 model as it added 5′ to the very popular 44′ model). She is ready to cast off lines and travel . She was on her second Great Loop until owner health issues makes her available. This popular sundeck layout offers aft full-beam master stateroom, large flybridge and a spacious cockpit. Fully outfitted for extended cursing including Twin Perkins Saber 135 HP main engines, stand up engine room, two westerbeke generators, Naida stabilizers, bow thruster, Flo Scan fuel monitoring, FIC fuel purifier, oil change system, watermaker, Starlink, AIS (send/receive), and Bosch washer and dryer.…
95 Photos
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Beneteau Oceanis 41

Beneteau Oceanis 41 (Chesapeake Bay)

Asking $185,000 (USD)
Location DELTAVILLE, Virginia (Chesapeake Bay)
S/V Breeze is a 2014 Beneteau Oceanis 41 for sale by broker.
Breeze is a two-cabin, one-head Beneteau Oceanis 41. This model was the first of the new generation of hard-chine boats of the time, designed to sail fast and settle to the chine, as well as increase interior volume. The beam is carried aft, creating a large cockpit with excellent storage. The full-beam, fold-down transom was one of the most desirable features of the boat—the first of its kind, soon mimicked by other manufacturers. When at anchor it creates a long swim platform and allows easy access from the water into the cockpit.…
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Lagoon 42 Owner’s Version
Updated! (Aug 19, 2026)

Lagoon 42 Owner’s Version (Chesapeake Bay)

Asking $449,000 (USD) Duty Paid
Location Baltimore, Maryland (Chesapeake Bay)
S/V Lagoon 42 is a 2019 Lagoon 42 Owner’s Version for sale by broker.
US Flagged • Duty Paid • 3 Cabin Owner Layout • 1,200Ah Lithium • 1,500W Solar • Watermaker • Generator • Starlink The Lagoon 42 has earned accolades from sailing magazines and is noted for great sailing performance with exceptional comfort, spacious accommodations, and straightforward systems management. This 2019 Lagoon 42 Owner Version represents an outstanding opportunity to own an extensively upgraded cruising yacht that has already received many of the improvements today’s buyers are looking for. Featuring the highly desirable 3 cabin / 3 head owner’s layout, this yacht has been thoughtfully outfitted for extended cruising with an impressive 1,200Ah lithium battery bank, 1,500 watts of solar, Victron power management, Sea Recovery watermaker, 13.5kW Onan generator, Starlink internet, upgraded sail inventory, and numerous equipment upgrades throughout.…
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Sea Ray 40

Sea Ray 40 (Chesapeake Bay)

Asking $219,500 (USD)
Location Pasadena, Maryland (Chesapeake Bay)
M/Y Dawn Watch is a 2007 Sea Ray 40 for sale by broker.
Dawn Watch is a 2007 40′ Sea Ray motoryacht. She offers twin Cummins 425 HP main engines, an Onan 9 kW generator, an oil change system, a bow thruster, a climate-controlled sundeck and helm, and a two-stateroom, two-head layout. The full-beam master stateroom aft offers a separate head and shower. With her 15’6″ height above the waterline, she is a perfect Great Loop candidate.…
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Jeanneau 51

Jeanneau 51 (Chesapeake Bay)

Asking $499,000 (USD)
Location Edgewater, Maryland (Chesapeake Bay)
Sto Lat is a 2018 Jeanneau 51 for sale by broker.
Stol-lat is a 2018 Jeanneau 51, beautifully appointed owner’s version that blends proven sailing performance with luxury cruising amenities. Designed for extended cruising or comfortable liveaboard living, this three-cabin, two-head layout features a spacious forward owner’s suite, two well-appointed aft guest cabins, and a convenient utility room with an additional refrigerator. Rich Alpi Natural Oak joinery, upgraded upholstery details, a deluxe folding salon table, Bose sound system, and salon TV create a warm and inviting interior. The well-equipped L-shaped galley is designed for extended time aboard and includes a three-burner stove with oven, microwave, dishwasher, refrigerator, hot water system, and a second refrigerator located in the utility room for additional cold storage.…
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FP Belize 43

FP Belize 43 (Chesapeake Bay)

Asking $199,000 (USD)
Location Edgewater, Maryland (Chesapeake Bay)
Destiny II is a 2000 Fountaine Pajot FP Belize 43 for sale by broker.
Destiny II is for sail. Enjoy the exhilaration of tactical sailing with the comfort of home. Bring family and friends for day sails and long-term cruising. This Fountaine Pajot Belize 43 has a new mast and rigging, manufactured in 2025 by US Spars and installed by the professionals at St. Augustine Marine Center. The team worked closely to ensure that all specs were tailored to Destiny II. This included boom, crossbeam, sail car track, hardware, rope clutches, running rigging, standing rigging, and tuning of the rig.…
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Scanmar 35

Scanmar 35 (Chesapeake Bay)

Asking $38,000 (USD)
Location Cambridge, Maryland (Chesapeake Bay)
S/V Sante is a 1985 Scanmar 35 for sale by broker.
Sante is a 1985 35′ Scanmar sloop. She offers a 2003 Yanmar 28 HP auxiliary, reverse cycle air conditioning/heating system, radar, large cockpit and a two-stateroom layout.…
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Sabre 42 Flybridge

Sabre 42 Flybridge (Chesapeake Bay)

Asking $375,000 (USD)
Location Chesapeake, Virginia (Chesapeake Bay)
M/Y Lucille is a 2006 Sabre 42 Flybridge for sale by broker.
Lucille is a 2005 42′ Sabre flybridge model. She offers twin Yanmar 500 HP main engines, Onan 11.5 kW generator, Xantrex 3,000-watt inverter, galvanic isolator, Side-Power bow and stern thrusters, oil change system, 2023 AB aluminum hull tender and a 2-stateroom layout. With her attainable 13’5" height, Lucille is a perfect Great Loop candidate.…
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Fountaine Pajot Lipari 41
Sale
Pending

Fountaine Pajot Lipari 41 (Chesapeake Bay)

Asking $290,000 (USD)
Location Cape Charles, VA, US (Chesapeake Bay)
S/V Apple Pie is a 2013 Fountaine Pajot 41 Lipari for sale by broker.
Apple Pie is a beautifully maintained 2013 Fountaine Pajot Lipari 41 Owner’s Version, thoughtfully equipped for comfortable liveaboard cruising and extended offshore adventures. This highly sought-after three-cabin, two-head owner’s layout offers a spacious owner’s hull, an inviting salon with panoramic views, and an open cockpit that seamlessly blends indoor and outdoor living. Designed by Joubert-Nivelt and built by Fountaine Pajot, the Lipari 41 is renowned for its efficient performance under sail, comfortable accommodations, and ease of handling, making it an excellent choice for couples or families looking to cruise with confidence.…
Fountaine Pajot Lipari 41 Details
Pearson 35 Sloop

Pearson 35 Sloop (Chesapeake Bay)

Asking $19,500 (USD)
Location Cambridge, Maryland (Chesapeake Bay)
S/V Lucky Dog is a 1979 Pearson Sloop for sale by broker.
Lucky Dog is a 1979 35′ Pearson sloop. She offers a Westerbeke 30 HP auxiliary, C-Marine bowthruster, Raymarine multi-function display, Autohelm autopilot, Harken roller furler, Mack Sails mainsail stack pack and a Sylvester 7′ inflatable tender with a Mercury 2.5 HP outboard.…
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Hatteras 48 LRC

Hatteras 48 LRC (Chesapeake Bay)

Asking $199,500 (USD)
Location Poquoson, Virginia (Chesapeake Bay)
M/Y Overdraft is a 1976 Hatteras 48 LRC for sale by broker.
Overdraft is a 1976 48′ Hatteras raised pilothouse Long Range Cruiser (LRC). She is Great Loop capable and a proven bluewater long range cruiser.…
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Hunter 410

Hunter 410 (Chesapeake Bay)

Asking $89,900 (USD)
Location Deltaville, Virginia (Chesapeake Bay)
S/V Dream Catcher is a 1998 Hunter 410 for sale by broker.
Dream Catcher is a lovingly maintained example of the popular Hunter 410. Her comfortable interior boasts a spacious 2-cabin, 2-head layout, with a desirable separate shower in the aft head. Solar, davits, and an easy-to-handle furling mainsail and headsail make this boat a dream to sail and cruise. Reverse-cycle air conditioning is a welcome luxury for those warm Chesapeake Bay summer months. Or, take advantage of the Hunter 410’s cruising prowess and just go somewhere with better weather. Don’t let this dream slip away!…
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Fountaine Pajot 41 Lipari

Fountaine Pajot 41 Lipari (Chesapeake Bay)

Asking $295,000 (USD)
Location Chestertown, Maryland (Chesapeake Bay)
S/V Irish Rover is a 2012 Fountaine Pajot 41 Lipari for sale by broker.
The 2012 Fountaine Pajot Lipari 41 is a proven cruising catamaran that has been thoughtfully upgraded and is ready for its next adventure. Previously operated in charter, she has been privately owned and out of charter service for the past five years, during which time she has received numerous upgrades focused on reliability, comfort, and extended cruising. Designed for sailors seeking an efficient and comfortable liveaboard or cruising platform, this Lipari 41 is exceptionally well-equipped for coastal passages, the Intracoastal Waterway, and Caribbean island hopping.…
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Catalina 355
$5,500 (USD) Price Drop! (Aug 14, 2026)

Catalina 355 (Chesapeake Bay)

Asking $219,500 (USD)
Location Deltaville, Virginia (Chesapeake Bay)
S/V Tiger Lily is a 2017 Catalina 355 for sale by broker.
Living the dream in comfort! The Catalina 355 is an extremely popular model which gives the feel of a much larger boat. The high freeboard and wide beam create expansive interior volume for this 2-cabin 1-head boat. The spacious cockpit, wide side decks, walk-through transom allow for ease of movement throughout the vessel, with all sail handling from the cockpit. The interior is light and well appointed; the flexibility in the salon layout creates options for added guests if necessary. The port settee can convert to a 2-seat/cocktail table arrangement, while the dining table has leaves that fold out to form a full-size table and drops down to form a double berth.…
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Xquisite X5

Xquisite X5 (Chesapeake Bay)

Asking $890,000 (USD) Duty Paid
Location Edgewater, Maryland (Chesapeake Bay)
Chi is a 2016 Xquisite Xquisite X5 for sale by broker.
CHI was designed by renowned naval architect Rudolf Jonker and built in South Africa by Phoenix Marine Manufacturing. This 2016 Xquisite X5 Owner’s Version delivers the perfect balance of luxury, performance, and offshore capability and is fully stocked and ready to sail away. Featuring the highly sought-after three-cabin, three-head owner’s layout, the starboard hull is dedicated to an expansive owner’s suite, while two spacious guest cabins provide exceptional comfort and privacy. The bright salon is surrounded by panoramic windows and seamlessly connects to a gourmet galley equipped with premium small appliances, generous refrigeration, a dishwasher, and abundant storage, making extended cruising effortless.…
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Lagoon 380

Lagoon 380 (Chesapeake Bay)

Asking $219,000 (USD)
Location Annapolis, MD, US (Chesapeake Bay)
S/V Heaven is a 2003 Lagoon 380 for sale by broker.
Rare opportunity to purchase an Owners Version of a popular Lagoon 38 with extensive upgrades! Heaven features air conditioning, separate shower station, raised Bimini, as well as a custom helm seat for added comfort. Its grand interior volume veils the fast and seaworthy hulls. This vessel is ready to cruise the Bahamas and beyond! The Lagoon 380 owners version (3 cabins/2 heads) catamaran is a very comfortable, livable and manageable yacht. The owners cabin is in the starboard hull with a full bath forward, a large queen berth aft and desk and storage lockers in between.…
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Fountaine Pajot Saona 47

Fountaine Pajot Saona 47 (Chesapeake Bay)

Asking $765,000 (USD)
Location Mathews, VA, US (Chesapeake Bay)
S/V ILE DE REY is a 2020 Fountaine Pajot Saona 47 for sale by broker.
The 2020 Fountaine Pajot Saona 47 Maestro ILE DE REY represents a significantly upgraded, offshore-capable cruising platform that sits well above standard production specifications. Privately owned and never chartered, the vessel has been configured for serious long-range autonomy. Combining rare Yanmar 4JH57 propulsion with a high-capacity Victron lithium energy system, extensive solar generation, hydro-generation and a 12 kW Fischer Panda generator, the result is a genuinely self-sufficient electrical architecture capable of supporting heavy loads, including air conditioning, watermaker operation (generator only), and domestic appliances, without reliance on shore power or continuous generator use.…
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Mainship 34 Pilot

Mainship 34 Pilot (Chesapeake Bay)

Asking $139,500 (USD)
Location Reedville, Virginia (Chesapeake Bay)
M/Y Seamonster is a 2005 Mainship 34 Pilot for sale by broker.
Seamonster has the seakeeping abilities of the lobster boats it descends from. It has a steep plumb bow and a gentle rise of the sheer; both qualities give the Pilot 34 the ability to cut through head seas, while the rounded forward hull sections provide a soft entry. Flatter sections aft increase lift for speed and economy, and the deep full keel with a complete sand shoe gives stability and protection from grounding. In the cockpit, the Pilot 34 has double-wide helm and companion seats flanking the large hydraulically assisted engine access hatch.…
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Jeanneau 440
$40,000 (USD) Price Drop! (Aug 19, 2026)

Jeanneau 440 (Chesapeake Bay)

Asking $399,000 (USD)
Location Deltaville, Virginia (Chesapeake Bay)
S/V Cinnamon Girl is a 2022 Jeanneau 440 for sale by broker.
If you are looking for ‘similar, but very different’, take a look at Cinnamon Girl. Her owners thought long and hard about how they planned to use the boat; they wanted totally self-sufficient, low-energy, off-grid cruising capabilities and outfitted this Jeanneau Sun Odyssey 440 accordingly. Consequently, this is a unique version of this model. The Sun Odyssey 440 is renowned for its comfortable accommodations, both on deck and down below. The hard chine creates a good sailing hull with fine lines at the waterline and allows for expanded interior volume.…
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Tayana 37 Cutter

Tayana 37 Cutter (Chesapeake Bay)

Asking $45,000 (USD)
Location Cambridge, Maryland (Chesapeake Bay)
S/V Three Little Birds is a 1983 Tayana 37 Cutter for sale by broker.
Three Little Birds is a 1983 37′ Tayana Cutter. She offers a Yanmar 30 HP auxiliary, Victron Energy 3,000 watt inverter, solar panels, watermaker, aluminum radar arch, and a ProFurl roller furler. Her sellers have bought their new boat, so Three Little Birds is seriously for sale to her next bluewater cruising buyer.…
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Leopard 48

Leopard 48 (Chesapeake Bay)

Asking $489,000 (USD)
Location Annapolis, Maryland (Chesapeake Bay)
S/V WHITE WINGS is a 2013 Leopard 48 Family Layout for sale by broker.
WHITE WINGS represents the ideal combination of one of the world’s most successful cruising catamaran designs and an owner who spared no expense in making her truly cruise-ready. Thoughtfully upgraded, meticulously maintained, and proven on extensive voyages throughout the Caribbean and up the U.S. East Coast to Maine, she is ready for her next adventure. If you’re searching for a capable offshore cruising catamaran with the systems and equipment already in place, WHITE WINGS deserves your attention. Designed for comfortable cruising away from the dock, she features a robust off-grid power system including a large lithium battery bank, a substantial solar array, modern solar controllers, a high-capacity inverter/charger, upgraded alternators, and DC-DC charging solutions.…
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Beneteau Oceanis 473
$10,000 (USD) Price Drop! (Aug 14, 2026)

Beneteau Oceanis 473 (Chesapeake Bay)

Asking $159,000 (USD)
Location Urbanna, Virginia (Chesapeake Bay)
S/V Brer Fox is a 2003 Beneteau Oceanis 473 for sale by broker.
Looking for a family cruiser that will sail well and ‘play’ well? Look no further than Brer Fox, a three-cabin, two-head version of the very popular Beneteau 473. She is in the water in Urbanna, Virginia. She has largely sailed the Chesapeake Bay, so has seen relatively light use. As one of the last ‘old school’ Beneteaus with a cherry interior and a traditional interior feel, the 473 is renowned for its sailing ability, sea-kindliness, and superb liveability. The interior is spacious and light.…
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MJM 34Z

MJM 34Z (Chesapeake Bay)

Asking $325,000 (USD)
Location Kilmarnock, Virginia (Chesapeake Bay)
M/Y At Ease is a 2006 MJM 34Z for sale by broker.
New Yanmar 6LF485 engine (2022) New Westerbeke 5.5 kW generator (2023) The MJM brand and Doug Zurn design are known for a first-class, dry, soft, fast, and fuel-efficient ride and for first-in-class structural composition and construction. They are built to exceed ISO CE standards for a Class A ocean-going vessel. The hulls are a high-tech composite with core cell coring and oven post-cured epoxy for strength and light weight. The shape of the hull has a Downeast-style Carolina flair with a sharp vee entry, lifting strakes for efficiency, natural stability from flat sections aft, and a half tunnel for shallower draft.…
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Bali 4.1

Bali 4.1 (Chesapeake Bay)

Asking $440,000 (USD)
Location Annapolis, Maryland (Chesapeake Bay)
S/V Lagertha is a 2018 Bali 4.1 for sale by broker.
Its spacious saloon, worthy of a much larger boat; its tilting door, which was incredibly easy to operate; its forward cockpit offering a large additional living space for the whole family; and the overall smart design choices made by BALI were the elements that convinced us the most.…
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Jeanneau 349

Jeanneau 349 (Chesapeake Bay)

Asking $135,000 (USD)
Location Deltaville, Virginia (Chesapeake Bay)
S/V Magic is a 2015 Jeanneau 349 for sale by broker.
Sailing fun – cruising comfort! The Jeanneau 349 is built for coastal and Bahamas cruising in style and comfort. The fin keel with bulb keeps the weight low, and twin rudders reduce drag, making for fast, fun sailing. The hard chines create interior volume while maintaining waterline length. It is a fabulous platform on which the current owner has built terrific cruising capabilities with major upgrades in 2024 and 2025. The owners used the boat actively until the fall of 2025.…
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Leopard 42 underway exterior

Leopard 42 (Chesapeake Bay)

Asking $157,777 (USD) Duty Paid Reduced!
Location Hayes, VA (Chesapeake Bay)
S/V Ahonu is a 2003 Leopard 42 for sale by owner.
S/V AHONU is a Chesapeake Bay based 2003 Leopard 42, For Sale By Owner, recently put on the hard in Virginia USA. No trades, financial settlement only. AHONU is For Sale By Owner Only / We will not pay ANY broker fee. Potential buyers are welcome to employ and pay a broker but are responsible for any fees agreed to. If you are interested, please contact the owner yourself.

Please read the entire ad before contacting. This sale is for a well-loved functional vessel, but she is not a modern technological marvel and floating castle.

…
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Defever 44 Offshore Cruiser
Sale
Pending

Defever 44 Offshore Cruiser (Chesapeake Bay)

Asking $169,000 (USD)
Location Chesapeake, Virginia (Chesapeake Bay)
M/Y Miss Genny is a 1990 Defever 44 Offshore Cruiser for sale by broker.
The DeFever 44 Offshore Cruiser A yacht with almost as much living area on the outside as on the inside. With a hand-laid hull and a full-length keel that protects the massive underwater running gear, the 44 is built to endure and is another quality offshore cruiser in the DeFever line.…
Defever 44 Offshore Cruiser Details
Formula 45
Under
Contract

Formula 45 (Chesapeake Bay)

Asking $367,000 (USD)
Location Pasadena, MD (Chesapeake Bay)
Milk Money is a 2011 Formula 45 for sale by broker.
Milk Money is an absolutely stunning Formula 45 Yacht that delivers the perfect blend of luxury, performance, and unmistakable style. Maintained in excellent condition, this sleek express cruiser is turnkey and ready for unforgettable weekends on the water in the Chesapeake Bay area. Powered by twin Volvo Penta IPS 600 diesel engines with joystick docking, Milk Money offers exhilarating performance, effortless maneuverability, and a smooth, confident ride. The oversized cockpit is designed for entertaining with expansive lounge seating, a fully equipped wet bar, a premium sound system, an electric sunroof, and a massive aft sun lounge leading to the hydraulic swim platform.…
Formula 45 Details
Morgan 43

Morgan 43 (Chesapeake Bay)

Asking $64,900 (USD)
Location Pasadena, MD (Chesapeake Bay)
Windswept is a 1987 Morgan 43 for sale by broker.
1987 Morgan 43’ Sailboat – Well Equipped Cruiser Spacious and capable 1987 Morgan 43’ sailboat designed for comfortable coastal cruising or extended liveaboard use. This vessel has extensive onboard systems and cruising upgrades that enhance comfort and practicality for extended stays aboard. The galley is equipped with a propane three-burner stove with oven, making the boat comfortable for extended cruising or liveaboard use. This Morgan 43 is outfitted with many of the systems serious cruisers look for, including maneuverability, upgraded electrical capability, modern navigation electronics, and comfortable galley amenities.…
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Leopard 46

Leopard 46 (Chesapeake Bay)

Asking $349,000 (USD)
Location EDGEWATER, MARYLAND (Chesapeake Bay)
Sandpiper is a 2007 Leopard 46 for sale by broker.
Sandpiper is a 2007 Leopard 46 catamaran designed by renowned naval architects Morelli & Melvin and built by Robertson & Caine. Featuring the highly sought-after four-cabin layout, she offers spacious accommodations, excellent ventilation, and a comfortable salon ideal for extended cruising or liveaboard use. Recent upgrades and servicing completed in 2025 include rebedded hatches, bow hardware, and through-hulls; new bilge check valves; updated deck fittings; additional interior shelving; and head system servicing. Safety and reliability updates include a replacement anchor locker gas strut and a new EPIRB battery.…
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Custom Hartman-Palmer 60

Custom Hartman-Palmer 60 (Chesapeake Bay)

Asking $469,000 (USD)
Location Deltaville, Virginia (Chesapeake Bay)
M/Y Calypso is a 1985 Hartman-Palmer 60 Flush Deck Motor Yacht for sale by broker.
Classic Flush Deck Long-Range Trawler – Spacious, Comfortable, and Built for Adventure Built for those who measure journeys in miles rather than weekends, Calypso combines spacious living areas, proven diesel power, and exceptional cruising capability. Four private staterooms, expansive outdoor spaces, and extensive maintenance history create an inviting platform for life aboard and extended adventures. Some yachts are built for occasional weekends on the water. Calypso was built for something more. With spacious accommodations, inviting entertaining areas, and the capability to comfortably explore new destinations, she offers an opportunity to embrace the cruising lifestyle without compromise.…
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Beneteau 48

Beneteau 48 (Chesapeake Bay)

Asking $299,500 (USD)
Location Hampton, Virginia (Chesapeake Bay)
S/V Pleiades is a 2016 Beneteau 48 for sale by broker.
SUMMER SOLSTICE PRICE ADJUSTMENT! This 3-cabin, 2-head Beneteau Oceanis 48 is in the water in Hampton, VA. Pleiades is lightly used and has only been sailed on the Chesapeake Bay, but this is an ocean-going vessel, strong, sea-worthy and sea-kindly with phenomenal sailing characteristics and copious accommodations. The Oceanis 48 was designed for maximum performance and maximum comfort. The beam is carried all the way aft with a hard chine which allows the boat to heel to the chine and then track beautifully, getting ‘into the groove’ with speed and comfort.…
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TRT 1200 CR

TRT 1200 CR (Chesapeake Bay)

Asking $185,000 (USD) Duty Paid Reduced!
Location Easton, Maryland (Chesapeake Bay)
S/V Nemo is a 2002 TRT 1200cr for sale by owner.
This well equipped TRT catamaran cruiser/racer version is offered for sale by the original owner since launch and is arguably the best equipped TRT1200 ever available on the market. It is a fast yet comfortable and lightweight boat that has been well cared for and upgraded over the years. Construction is Divinycell closed cell foam and vinyl-ester resin. Hulls are solid fiberglass laminate below the waterline. Decks are curved for strength and stiffness and coated with tough and safe nonskid two part poly urethane.…
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Beneteau 54 Oceanis

Beneteau 54 Oceanis (Chesapeake Bay)

Asking $796,000 (USD)
Location Hampton, Virginia (Chesapeake Bay)
S/V Circe is a 2022 Beneteau 54 Oceanis Yacht for sale by broker.
JULY ’26 – $53 000 PRICE IMPROVEMENT. Circe is a magnificent vessel with the best of credentials – luxurious live aboard and sublime sailing. The Oceanis Yacht is the most recent example of Beneteau innovation leading the way, to create a fast, luxurious cruising boat. Based on the hull design of the First 53, the designers have maximized performance, along with maneuverability on deck, by creating a flush deck ‘center cockpit’ style vessel with wide side decks that push all the way to the stern and an open aft deck behind the helms.…
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Rival 41

Rival 41 (Chesapeake Bay)

Asking $87,500 (USD)
Location Deltaville, Virginia (Chesapeake Bay)
S/V Firelight is a 1982 Rival 41 for sale by broker.
Firelight is a classic 1982 41′ Rival 41AC designed by Peter Brett and built by Southern Boatbuilding in Southampton, UK. She is a one-owner boat and has done a circumnavigation via Panama and the Red Sea, sailed the entire U.S. east coast several times, and spent many years cruising in the Bahamas. She has proven to be seaworthy, reliable, and comfortable, and she has been admired wherever she goes. She was built to Lloyd’s Maltese Cross +100A1 standards.…
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Beneteau 331

Beneteau 331 (Chesapeake Bay)

Asking $49,900 (USD)
Location Deltaville, Virginia (Chesapeake Bay)
S/V Hakuna Matata is a 2003 Beneteau 331 for sale by broker.
Hakuna Matata is a lovingly maintained example of the popular Beneteau 331. Her comfortable interior boasts a spacious two-cabin, one-head layout, with a desirable separate shower. Solar, davits, and an easy-to-handle furling mainsail and headsail make this boat a dream to sail and cruise. Reverse-cycle air conditioning is a welcome luxury for those warm Chesapeake Bay summer months. Hakuna Matata ain’t no passin’ craze, so make her your problem-free philosophy! Contact Matt Lambert with YaZu Yachting regarding co-brokerage opportunities.…
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Nordic Tugs 32
Sale
Pending

Nordic Tugs 32 (Chesapeake Bay)

Asking $119,000 (USD)
Location Chester, Maryland (Chesapeake Bay)
M/Y North Star is a 2000 Nordic Tugs 32 Pilothouse Trawler for sale by broker.
“North Star” is a clean, well-maintained 20th Anniversary Edition Nordic Tug 32′ Pilothouse, a two-owner vessel that has been meticulously maintained by her capable owner. With her dependable diesel engine, known as the “Million Mile Engine” for its longevity, she has been a reliable, turn-key trawler with timeless lines and trusted performance. “North Star” has completed the Great Loop, traveled the ICW, and undertaken extended island hopping. Her bottom is repainted yearly.…
Nordic Tugs 32 Details
Arrow 1280 S

Arrow 1280 S (Chesapeake Bay)

Asking $977,000 (USD)
Location King George, VA, US (Chesapeake Bay)
S/V Arrow 1280 S is a 2026 Schionning Arrow 1280 S for sale by broker.
This high-tech vessel is currently under construction and nearly completed. It can be bought outright as a finished vessel, or we can finish the boat to your spec. Please call for current pricing and check out the build process on the website or follow here. Ojigwan Yachts specializes in yacht building featuring custom composite construction and fabrication. We do vacuum infusion, wet lamination under vacuum, and typical resin/fiberglass layup. We use carbon fiber and fiberglass construction and primarily use epoxy resin.…
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Lagoon 39

Lagoon 39 (Chesapeake Bay)

Asking $299,000 (USD) Duty Paid
Location Annapolis, MD, US (Chesapeake Bay)
S/V Cecil is a 2014 Lagoon 39 for sale by broker.
2014 Lagoon 39 Cecil 4-Cabins 2-Heads U.S. Duty Paid | Energy Independence | Enhanced Onboard Amenities Cecil is an exceptionally well-equipped 2014 Lagoon 39, a model renowned for its spacious 4-cabin layout, comfortable sailing performance, and efficient owner-friendly design. With an ICW-friendly 626 mast height, she is equally suited for coastal cruising and offshore adventure. She stands apart from others on the market thanks to significant 2024 upgrades focused on energy efficiency and liveaboard comfort. A comprehensive electrical refit introduced 920Ah of lithium batteries, 2,240W of bifacial solar on a custom offshore arch, Victron monitoring, dual MultiPlus inverters, and high-output alternators, all delivering outstanding off-grid capability and modern power management.…
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President 43

President 43 (Chesapeake Bay)

Asking $67,950 (USD)
Location Baltimore, Maryland (Chesapeake Bay)
Valkomenn is a 1985 President 43 for sale by broker.
Valkomenn is a Great Loop–ready and Loop-proven motor yacht, making her an ideal choice for anyone seeking a turnkey trawler-style cruiser for long-distance adventures. Having successfully completed the Great Loop, she offers the reliability and real-world performance that serious cruisers value. This President 43 motor yacht has been thoughtfully upgraded with modern marine electronics, ensuring safe and efficient navigation whether you’re cruising inland waterways or coastal passages. With recent mechanical service and maintenance completed, she is fully prepared for extended cruising with minimal downtime.…
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Endeavour 37 Plan A

Endeavour 37 Plan A (Chesapeake Bay)

Asking $37,500 (USD)
Location Norfolk, Virginia (Chesapeake Bay)
S/V Seagull is a 1981 Endeavour 37 Plan A for sale by broker.
Seagull is a 1981 Endeavor 37′ in above-average condition. Endeavors are widely regarded as “built like a tank” cruisers that prioritize interior living space and solid construction over speed. The current owner bought her new and has sailed her to the Bahamas and Caribbean. At 45 years old, she is mature but has years of life left for her next owner. She is rigged for single-handed sailing. Seagull is a Plan A model, which has an open interior concept that enhances socializing and long-term cruising, with a private master stateroom aft to starboard.…
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Ocean Alexander 50 Mark II Pilothouse
$10,500 (USD) Price Drop! (Aug 12, 2026)

Ocean Alexander 50 Mark II Pilothouse (Chesapeake Bay)

Asking $119,000 (USD)
Location Suffolk, Virginia (Chesapeake Bay)
M/Y Surprise is a 1986 Ocean Alexander 50 Mark II Pilothouse for sale by broker.
Surprise is in good condition. She has been owned by the seller for 20 years and has 3 staterooms, 2 full heads, a spacious galley, and a roomy, attractive salon. The pilothouse has great visibility and easy access to the side decks for docking. The flybridge is large. Approximately 5 engine hours have been logged since Surprise was in the yard for engine service and bottom paint in 2025.…
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Fountaine Pajot 47 Tanna

Fountaine Pajot 47 Tanna (Chesapeake Bay)

Asking $899,000 (USD) Duty Paid
Location Annapolis, Maryland, US (Chesapeake Bay)
S/V Lucky Dog is a 2022 Fountaine Pajot Tanna 47 for sale by broker.
2022 Fountaine Pajot Tanna 47 – 3 Cabin Owners version – Highly Upgraded, Offshore-Ready and US tax paid. Meet Lucky Dog – The most aggressively priced Tax Paid Tanna 47 to ever hit the US market. (Never chartered) She stands out as one of the most comprehensively upgraded and intelligently outfitted examples of the model available today. Built for true blue-water cruising and luxurious liveaboard comfort, she blends factory options with an exceptional suite of custom enhancements—delivering performance, redundancy and self-sufficiency.…
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Fountaine Pajot FP Isla 40

Fountaine Pajot FP Isla 40 (Chesapeake Bay)

Asking $479,000 (USD)
Location Edgewater, Maryland (Chesapeake Bay)
Amihan is a 2023 Fountaine Pajot FP Isla 40 for sale by broker.
Amihan is a turnkey, extensively upgraded Fountaine Pajot Maestro (3-cabin/3-head) catamaran—a true owner’s version designed by Berret-Racoupeau Yacht Design. This vessel blends performance sailing with exceptional liveaboard comfort. The spacious layout features a bright salon, a fully equipped galley, and private ensuite cabins. The owner’s suite includes battery-powered A/C for quiet, off-grid comfort. Energy independence is unmatched with extensive lithium battery capacity, a substantial solar array, advanced charging systems, and a watermaker. Additional systems provide backup power and conveniences for extended cruising.…
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Mason 43

Mason 43 (Chesapeake Bay)

Asking $79,900 (USD)
Location Gloucester Point, Virginia (Chesapeake Bay)
S/V Outrageous is a 1981 Mason 43 for sale by broker.
Outrageous is a beautiful, well-maintained example of the classic Mason 43 cruiser and is well outfitted and ready to be sailed wherever her new owner wishes to go. This boat offers two cabins with multiple berthing options and one head featuring a sizable separate shower. Her Perkins 4-108 inboard diesel has less than 200 hours since it was rebuilt. A safe, spacious cockpit, as well as plenty of open deck space, allow for comfort and relaxation above decks. Below decks, Outrageous shines with beautiful woodwork and the feel of a comfortable sailing yacht.…
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Lagoon 42

Lagoon 42 (Chesapeake Bay)

Asking $499,000 (USD)
Location Norfolk, VA, US (Chesapeake Bay)
S/V Neptune's Waters is a 2019 Lagoon 42 for sale by broker.
Neptune’s Waters is an exceptional value, a highly desirable owner’s version layout of the ultra-popular Lagoon 42. Neptune’s Waters is equipped with a deck-stepped, fractional-rigged mast and wire rigging, and is powered by a pair of 4-cylinder Yanmar diesel engines with Yanmar saildrives. She features a three-stateroom, three-head layout with a large salon and spacious cockpit.…
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