Sailing Yachts for Sale Between 350000 to 500000

sail Boats for Sale

1-50 of 86 Vessel results for your search.
1
sail Boats for Sale
40' - Beneteau - 2022 - 40.1 - Happy Ours - Tampa, Florida, United States40.1
2022 40.1
  • Model 4JH45
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 1
  • Cruisers
  • 375,000
  • Cabins 2 Sleeps 0 Heads 1
  • 1 Yanmar 4JH45
  • Happy Ours
375,000
2
sail Boats for Sale
49' - Hylas - 2003 - 49 - Windhorse - Saint Mary, Antigua and Barbuda49
2003 49
  • Model 4JH2UTE-96
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Center Cockpit/Cruisers
  • 419,000
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Yanmar 4JH2UTE-96
  • Windhorse
419,000
3
sail Boats for Sale
46' - Beneteau - 2020 - Oceanis 46.1 - Cypress and Star II - San Mateo, California, United StatesOceanis 46.1
2020 Oceanis 46.1
  • Model 4JH80
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 2
  • Cruiser-Racer
  • 499,000
  • Cabins 3 Sleeps 0 Heads 2
  • 1 Yanmar 4JH80
  • Cypress and Star II
499,000
4
sail Boats for Sale
44' - Leopard - 2012 - 44 - Island Time - St. Augustine, Florida, United States44
2012 / 2024 44
  • Model 4JH45 SD-60
  • Engine Qty 2
  • Cabin Count 4
  • Sleep Count 0
  • Head Count 4
  • Catamaran
  • 449,000
  • Cabins 4 Sleeps 0 Heads 4
  • 2 Yanmar 4JH45 SD-60
  • Island Time
449,000
5
sail Boats for Sale
32' - Eastsail - 2025 - All Weather 25 - Black Magic - Portsmouth, New Hampshire, United StatesAll Weather 25
2025 All Weather 25
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Motorsailers
  • 390,000
  • Cabins 0 Sleeps 0 Heads 0
  • Black Magic
390,000
6
sail Boats for Sale
51' - Little Harbor - 1996 - 51 Pilothouse - 3/4 Time - Hampton, Virginia, United States51 Pilothouse
1996 51 Pilothouse
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers
  • 399,000
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Yanmar
  • 3/4 Time
399,000
7
sail Boats for Sale
46' - Hylas - 2009 - 46 - Avventura - Fort Myers, Florida, United States46
2009 46
  • Model 4JH4-TE
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 2
  • Center Cockpit
  • 490,000
  • Cabins 2 Sleeps 0 Heads 2
  • 1 Yanmar 4JH4-TE
  • Avventura
490,000
8
sail Boats for Sale
40' - Tartan - 2016 - 4000 - ODYSSEY - Marina del Rey, California, United States4000
2016 4000
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 1
  • Sloop/Cruiser-Racer
  • 369,000
  • Cabins 2 Sleeps 0 Heads 1
  • NEW LISTING!!
  • 1 Volvo Penta
  • ODYSSEY
369,000
9
sail Boats for Sale
44' - Jeanneau - 2018 - Sun Odyssey 440 - Perfect Timing - Sausalito, California, United StatesSun Odyssey 440
2018 Sun Odyssey 440
  • Model 4J57
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruiser-Racer/Sloop
  • 374,500
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Yanmar 4J57
  • Perfect Timing
374,500
10
sail Boats for Sale
42' - Lagoon - 2017 - 42 OV - Island Hopp'r - Captiva, Florida, United States42 OV
2017 42 OV
  • Model 4JH57
  • Engine Qty 2
  • Cabin Count 3
  • Sleep Count 7
  • Head Count 0
  • Catamaran
  • 435,000
  • Cabins 3 Sleeps 7 Heads 0
  • Owners Version
  • 2 Yanmar 4JH57
  • Island Hopp'r
435,000
11
sail Boats for Sale
54' - Jeanneau - 2018 - 54 - Caretta 2 - San Juan, Puerto Rico, United States54
2018 54
  • Model 4JH110
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 3
  • Cruisers
  • 430,000
  • Cabins 3 Sleeps 0 Heads 3
  • 1 Yanmar 4JH110
  • Caretta 2
430,000
12
sail Boats for Sale
64' - CNB - 2003 - CNB 64 - Newport, Rhode Island, United StatesCNB 64
2003 CNB 64
  • Model 4LH HTE
  • Engine Qty 1
  • Cabin Count 4
  • Sleep Count 0
  • Head Count 3
  • Cruisers
  • 449,800
  • Cabins 4 Sleeps 0 Heads 3
  • 1 Yanmar 4LH HTE
449,800
13
sail Boats for Sale
48' - Fountaine Pajot - 2008 - Salina 48 - Sunbelievable - Fort Lauderdale, Florida, United StatesSalina 48
2008 Salina 48
  • Model D2-55E
  • Engine Qty 2
  • Cabin Count 4
  • Sleep Count 10
  • Head Count 4
  • Catamaran
  • 485,000
  • Cabins 4 Sleeps 10 Heads 4
  • New Listing!
  • 2 Volvo D2-55E
  • Sunbelievable
485,000
14
sail Boats for Sale
45' - Lagoon - 2012 - 450 F - TOMCAT - Naples, Florida, United States450 F
2012 450 F
  • Model 4JH5E
  • Engine Qty 2
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 3
  • Catamaran
  • 385,000
  • Cabins 3 Sleeps 0 Heads 3
  • 2 Yanmar 4JH5E
  • TOMCAT
385,000
15
sail Boats for Sale
54' - Jeanneau - 2009 - 54DS - MAJESTIC - Anacortes, Washington, United States54DS
2009 54DS
  • Model 4JH$HTE
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 6
  • Head Count 3
  • Cruiser-Racer
  • 399,000
  • Cabins 3 Sleeps 6 Heads 3
  • 1 Yanmar 4JH$HTE
  • MAJESTIC
399,000
16
sail Boats for Sale
46' - Hylas - 2002 - 46 - Matilda - Baltimore, Maryland, United States46
2002 46
  • Model 4JH3-TE
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 2
  • Center Cockpit
  • 350,000
  • Cabins 2 Sleeps 0 Heads 2
  • 1 Yanmar 4JH3-TE
  • Matilda
350,000
17
sail Boats for Sale
46' - Outbound - 2011 - 46 - GADABOUT - San Diego, California, United States46
2011 46
  • Model 4JH4-TE
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers
  • 405,000
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Yanmar 4JH4-TE
  • GADABOUT
405,000
18
sail Boats for Sale
46' - Outbound - 2008 - Bristol, Rhode Island, United States
2008
  • Model 4JH5-TE
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 4
  • Head Count 2
  • Cruisers/Sloop
  • 425,000
  • Cabins 2 Sleeps 4 Heads 2
  • 1 Yanmar 4JH5-TE
425,000
19
sail Boats for Sale
46' - Outbound - 2012 - Pratique - Bristol, Rhode Island, United States
2012
  • Model 4JH4-TE
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 4
  • Head Count 1
  • Cruisers
  • 495,000
  • Cabins 2 Sleeps 4 Heads 1
  • 1 Yanmar 4JH4-TE
  • Pratique
495,000
20
sail Boats for Sale
42' - Fountaine Pajot - 2020 - Astrea 42 - Nauti Mollie - Virgin Islands (British)Astrea 42
2020 Astrea 42
  • Model Penta D2-50F
  • Engine Qty 2
  • Cabin Count 4
  • Sleep Count 0
  • Head Count 4
  • Catamaran
  • 480,000
  • Cabins 4 Sleeps 0 Heads 4
  • 2 Volvo Penta D2-50F
  • Nauti Mollie
480,000
21
sail Boats for Sale
44' - Jeanneau - 2021 - 440 - Dantari - Fort Lauderdale, Florida, United States440
2021 440
  • Model 4JH57
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 2
  • Cruisers
  • 357,500
  • Cabins 3 Sleeps 0 Heads 2
  • Great value on Jeanneau's best seller
  • 1 Yanmar 4JH57
  • Dantari
357,500
22
sail Boats for Sale
44' - Catalina - 2021 - 445 - Here & Now - Brunswick, Georgia, United States445
2021 445
  • Model 4JH57
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 2
  • Cruisers/Cruiser-Racer
  • 459,000
  • Cabins 3 Sleeps 0 Heads 2
  • Price Improvement!
  • 1 Yanmar 4JH57
  • Here & Now
459,000
23
sail Boats for Sale
49' - Hylas - 2004 - 49 - North Beach, Maryland, United States49
2004 49
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 5
  • Head Count 2
  • Cruisers
  • 425,000
  • Cabins 3 Sleeps 5 Heads 2
  • 1 Yanmar
425,000
24
sail Boats for Sale
40' - Robertson & Caine - 2018 - Leopard - Isola - Norwalk, Connecticut, United StatesLeopard
2018 Leopard
  • Engine Qty 2
  • Cabin Count 4
  • Sleep Count 10
  • Head Count 0
  • Catamaran
  • 395,000
  • Cabins 4 Sleeps 10 Heads 0
  • 2 Yanmar
  • Isola
395,000
25
sail Boats for Sale
47' - Beneteau - 2019 - Oceanis 46.1 - Run For The Roses - Seattle, Washington, United StatesOceanis 46.1
2019 Oceanis 46.1
  • Model 4JH80
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 10
  • Head Count 2
  • Cruisers
  • 439,000
  • Cabins 3 Sleeps 10 Heads 2
  • JUST REDUCED!!
  • 1 Yanmar 4JH80
  • Run For The Roses
439,000
26
sail Boats for Sale
40' - Beneteau - 2022 - Oceanis 40.1 - Disconnect - Seattle, Washington, United StatesOceanis 40.1
2022 Oceanis 40.1
  • Model 4JH45
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 1
  • Cruiser-Racer/Sloop
  • 389,900
  • Cabins 3 Sleeps 0 Heads 1
  • 1 Yanmar 4JH45
  • Disconnect
389,900
27
sail Boats for Sale
46' - Outbound - 2015 - 46 - UBIQUITOUS - Brunswick, Georgia, United States46
2015 46
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers
  • 498,000
  • Cabins 0 Sleeps 0 Heads 0
  • UBIQUITOUS
498,000
28
sail Boats for Sale
PENDING
55' - Beneteau - 2014 - Oceanis 55 - ALLURE - Seattle, Washington, United StatesOceanis 55
2014 Oceanis 55
  • Model 4JH80
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 6
  • Head Count 2
  • Cruisers
  • 465,000
  • Cabins 3 Sleeps 6 Heads 2
  • New Arrival @ $465,000
  • 1 Yanmar 4JH80
  • ALLURE
465,000
29
sail Boats for Sale
42' - Catalina - 2025 - 426 - Timeless - Kemah, Texas, United States426
2025 426
  • Model 4JH57
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 2
  • Cruisers
  • 499,999
  • Cabins 3 Sleeps 0 Heads 2
  • NEW 6 SERIES
  • 1 Yanmar 4JH57
  • Timeless
499,999
30
sail Boats for Sale
44' - PDQ - 2006 - Antares - HANA HOU - Lahaina, Hawaii, United StatesAntares
2006 / 2025 Antares
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Catamaran
  • 499,500
  • Cabins 0 Sleeps 0 Heads 0
  • HANA HOU
499,500
31
sail Boats for Sale
36' - Custom - 2026 - ANNAPOLIS, Maryland, United States
2026
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruiser-Racer/Racing Sailboat
  • 385,000
  • Cabins 0 Sleeps 0 Heads 0
385,000
32
sail Boats for Sale
40' - Beneteau - 2022 - Oceanis 40.1 - Bluebird - Annapolis, Maryland, United StatesOceanis 40.1
2022 Oceanis 40.1
  • Model 4JH45
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers
  • 389,900
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Yanmar 4JH45
  • Bluebird
389,900
33
sail Boats for Sale
40' - Beneteau - 2022 - Oceanis 40.1 - Over Budget - Seattle, Washington, United StatesOceanis 40.1
2022 Oceanis 40.1
  • Model 4JH45
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 1
  • Cruiser-Racer/Sloop
  • 389,900
  • Cabins 3 Sleeps 0 Heads 1
  • 1 Yanmar 4JH45
  • Over Budget
389,900
34
sail Boats for Sale
54' - Shannon - 1984 - Aegean - Conmara - Annapolis, Maryland, United StatesAegean
1984 Aegean
  • Model 4JH4-HTE1
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 2
  • Center Cockpit
  • 399,000
  • Cabins 2 Sleeps 0 Heads 2
  • 54' Shannon Yachts Center Cockpit Ketch
  • 1 Yanmar 4JH4-HTE1
  • Conmara
399,000
35
sail Boats for Sale
53' - Royal Cape Catamarans - 2011 - Majestic 53 - Orbit - Cranston, Rhode Island, United StatesMajestic 53
2011 Majestic 53
  • Engine Qty 2
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Catamaran
  • 395,000
  • Cabins 0 Sleeps 0 Heads 0
  • 2 Yanmar
  • Orbit
395,000
36
sail Boats for Sale
44' - Jeanneau - 2022 - Sun Odyssey 440 - Cinnamon Girl - DELTAVILLE, Virginia, United StatesSun Odyssey 440
2022 Sun Odyssey 440
  • Model 4JH57CR
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 6
  • Head Count 2
  • Cruisers
  • 489,000
  • Cabins 2 Sleeps 6 Heads 2
  • 1 Yanmar 4JH57CR
  • Cinnamon Girl
489,000
37
sail Boats for Sale
40' - Lagoon - 2020 - 40 - Wanderlust - Placencia, Belize40
2020 40
  • Model 4JH45
  • Engine Qty 2
  • Cabin Count 4
  • Sleep Count 0
  • Head Count 4
  • Catamaran
  • 427,500
  • Cabins 4 Sleeps 0 Heads 4
  • Great Price for this Pristine Lagoon 40
  • 2 Yanmar 4JH45
  • Wanderlust
427,500
38
sail Boats for Sale
51' - Little Harbor - 1995 - 51 - Tumblehome - Vineyard Haven, Massachusetts, United States51
1995 / 2022 51
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Other
  • 399,000
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Beta Marine
  • Tumblehome
399,000
39
sail Boats for Sale
45' - Island Packet - 2005 - 445 - Make Me Laugh Again - Mazatlán, Mexico445
2005 445
  • Model 4JH3-TE
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 7
  • Head Count 2
  • Cruisers
  • 359,000
  • Cabins 3 Sleeps 7 Heads 2
  • 1 YANMAR 4JH3-TE
  • Make Me Laugh Again
359,000
40
sail Boats for Sale
56' - Hanse - 2013 - 575 - Vie Le Reve - Sausalito, California, United States575
2013 575
  • Model D3
  • Engine Qty 1
  • Cabin Count 4
  • Sleep Count 0
  • Head Count 2
  • Cruisers
  • 399,000
  • Cabins 4 Sleeps 0 Heads 2
  • JUST REDUCED!!
  • 1 Volvo D3
  • Vie Le Reve
399,000
41
sail Boats for Sale
44' - Jeanneau - 2021 - Sun Odyssey 440 - La Paloma - Kemah, Texas, United StatesSun Odyssey 440
2021 Sun Odyssey 440
  • Model 4LH57CR
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 8
  • Head Count 2
  • Cruisers
  • 390,000
  • Cabins 3 Sleeps 8 Heads 2
  • 1 Yanmar 4LH57CR
  • La Paloma
390,000
42
sail Boats for Sale
46' - Hylas - 2004 - 46 - Southern Cross - Fort Lauderdale, Florida, United States46
2004 / 2025 46
  • Model 4JH110
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 8
  • Head Count 2
  • Center Cockpit
  • 420,000
  • Cabins 2 Sleeps 8 Heads 2
  • 1 Yanmar 4JH110
  • Southern Cross
420,000
43
sail Boats for Sale
48' - Island Packet - 2005 - 485 - Sweet Dream - Fort Pierce, Florida, United States485
2005 485
  • Model 4JH3-HTE Turbo
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 8
  • Head Count 0
  • Center Cockpit/Cruisers
  • 398,000
  • Cabins 3 Sleeps 8 Heads 0
  • 1 Yanmar 4JH3-HTE Turbo
  • Sweet Dream
398,000
44
sail Boats for Sale
42' - Lagoon - 2018 - 42 - Total Eclipse - St Thomas, Virgin Islands (US)42
2018 42
  • Model : 4jh57
  • Engine Qty 2
  • Cabin Count 3
  • Sleep Count 0
  • Head Count 3
  • Catamaran
  • 415,000
  • Cabins 3 Sleeps 0 Heads 3
  • 2 Yanmar : ...
  • Total Eclipse
415,000
45
sail Boats for Sale
40' - Jeanneau - 2020 - Sun Odyssey 410 - Shaz - Portsmouth, Rhode Island, United StatesSun Odyssey 410
2020 Sun Odyssey 410
  • Model 4JH45CR
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 0
  • Head Count 1
  • Sloop
  • 350,000
  • Cabins 2 Sleeps 0 Heads 1
  • 1 Yanmar 4JH45CR
  • Shaz
350,000
46
sail Boats for Sale
51' - Beneteau - 2020 - Oceanis - VITAE MAGNA - Bristol, Rhode Island, United StatesOceanis
2020 Oceanis
  • Model 4JH110CR
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 6
  • Head Count 2
  • Cruisers
  • 499,000
  • Cabins 3 Sleeps 6 Heads 2
  • 1 Yanmar 4JH110CR
  • VITAE MAGNA
499,000
47
sail Boats for Sale
46' - Hylas - 2008 - 46 Center Cockpit - Annapolis, Maryland, United States46 Center Cockpit
2008 46 Center Cockpit
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Center Cockpit/Cruisers
  • 465,000
  • Cabins 0 Sleeps 0 Heads 0
465,000
48
sail Boats for Sale
46' - Beneteau - 2019 - Oceanis 46.1 - OFF-PISTE - South Dartmouth, Massachusetts, United StatesOceanis 46.1
2019 Oceanis 46.1
  • Model 4JH80
  • Engine Qty 1
  • Cabin Count 0
  • Sleep Count 0
  • Head Count 0
  • Cruisers
  • 448,500
  • Cabins 0 Sleeps 0 Heads 0
  • 1 Yanmar 4JH80
  • OFF-PISTE
448,500
49
sail Boats for Sale
48' - Island Packet - 2004 - 485 - CHINOOK - Hilton Head, South Carolina, United States485
2004 485
  • Model 4JH3-HTE
  • Engine Qty 1
  • Cabin Count 4
  • Sleep Count 8
  • Head Count 2
  • Cruisers
  • 440,000
  • Cabins 4 Sleeps 8 Heads 2
  • 1 YANMAR 4JH3-HTE
  • CHINOOK
440,000
50
sail Boats for Sale
54' - Jeanneau - 2017 - 54 - True North - Stevensville, Maryland, United States54
2017 54
  • Model CR 4JH80 (SD)
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 8
  • Head Count 3
  • Sloop
  • 499,900
  • Cabins 3 Sleeps 8 Heads 3
  • 1 Yanmar CR 4JH80 (SD)
  • True North
499,900

Sailing Yachts for Sale Between 350000 to 500000

Sailing yachts in this premium mid-range budget are ideal for buyers seeking enhanced comfort, performance, and build quality without entering the superyacht market. Working with an established brokerage like AK Yachts gives buyers access to professionally vetted listings, expert brokerage support, and a smooth purchasing experience from inquiry to completion.

Buyers considering Sailing Yachts for Sale Between 350000 to 500000 will typically find yachts ranging from 40 to 55 feet, offering generous living spaces, refined interiors, and advanced sailing systems. Many of these yachts are built by manufacturers featured among well-known sailing yacht brands, recognized for superior craftsmanship, strong offshore capability, and long-term reliability. These yachts are well suited for extended cruising, blue-water passages, and luxury onboard living.

Browsing current listings of sailing yachts for sale allows buyers to explore vessels equipped with modern navigation electronics, efficient sail handling systems, and upgraded safety features. This price range also offers flexibility for further customization, such as performance sails or interior enhancements. A professional marine survey remains essential to ensure the yacht’s condition aligns with expectations and investment value.

FAQs – Used Sailing Yachts for Sale Between $350000 to $500000

What makes yachts in this price range different from lower budgets?

Yachts in this range typically offer larger hulls, higher-quality materials, more advanced sailing systems, and improved interior finishes, providing greater comfort and offshore capability.
Yes, many yachts in this category are designed specifically for long-distance and blue-water cruising, with robust construction, reliable rigging, and systems suited for extended time at sea.
Buyers can expect features such as multiple ensuite cabins, upgraded navigation systems, efficient sail handling equipment, air conditioning, and well-equipped galleys.
Absolutely. A marine survey helps verify structural integrity, mechanical condition, and system performance, protecting buyers from unexpected repair costs after purchase.
Yes, yachts from reputable brands in this price range often maintain strong resale value, especially when well maintained and updated with modern equipment.