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Home
Buyer’s Guide
Step 1: Establishing Your Goals
Step 2: Marine Financing, Budget, and Insurance
Step 3: Market Analysis
Step 4: Making a Competitive Offer
Step 5: Marine Survey
Step 6: Closing
Resources
Yachts for Sale
Featured Yachts
Recent Price Drop
Sold Yachts
Team
Contact
Virginia,Maryland Sail Boats for Sale
51-100 of 136 Vessel results for your search.
1
Virginia,Maryland Sail Boats for Sale
42' Beneteau
42' - Beneteau - 1981 - First 42 - CHARDONNAY - Annapolis, Maryland, United States
First 42
1981 First 42
Annapolis, Maryland, Un...
Model
D2-55F
Engine Qty
1
Cabin Count
2
Head Count
2
Cruiser-Racer
74,900
Cabins 2 Heads 2
1 Volvo Penta D2-55F
CHARDONNAY
Annapolis, Maryland, United States
74,900
2
Virginia,Maryland Sail Boats for Sale
42' Lagoon
42' - Lagoon - 2009 - Lagoon 420 - SEABEAR OWNERS VERSION - Edgewater, Maryland, United States
Lagoon 420
2009 Lagoon 420
Edgewater, Maryland, Un...
Model
3JH4E
Engine Qty
1
Head Count
3
Catamaran
399,000
Heads 3
1 Yanmar 3JH4E
SEABEAR OWNERS VERSION
Edgewater, Maryland, United States
399,000
3
Virginia,Maryland Sail Boats for Sale
42' BALI CATAMARANS
42' - BALI CATAMARANS - 2023 - Bali 4.2 - ADVENTEURE II - Edgewater, Maryland, United States
Bali 4.2
2023 Bali 4.2
Edgewater, Maryland, Un...
Model
4JH45
Engine Qty
1
Head Count
3
Catamaran
775,000
Heads 3
1 Yanmar 4JH45
ADVENTEURE II
Edgewater, Maryland, United States
775,000
4
Virginia,Maryland Sail Boats for Sale
41' Maine Cat
41' - Maine Cat - 2005 - Deltaville, Virginia, United States
2005
Deltaville, Virginia, U...
Catamaran
349,900
Deltaville, Virginia, United States
349,900
5
Virginia,Maryland Sail Boats for Sale
41' Island Packet
41' - Island Packet - 2008 - SP Cruiser - Loon-A-Sea - Urbanna, Virginia, United States
SP Cruiser
2008 SP Cruiser
Urbanna, Virginia, Unit...
Model
4JH4-HTE
Engine Qty
1
Cabin Count
3
Sleep Count
5
Cruisers/Motorsailers
249,000
Cabins 3 Sleeps 5
Just Listed - Fantastic Boat!
1 Yanmar 4JH4-HTE
Loon-A-Sea
Urbanna, Virginia, United States
249,000
6
Virginia,Maryland Sail Boats for Sale
41' Tartan
41' - Tartan - 1996 - 4100 - Annapolis, Maryland, United States
4100
1996 4100
Annapolis, Maryland, Un...
Cabin Count
2
Sleep Count
6
Cruisers
144,900
Cabins 2 Sleeps 6
Annapolis, Maryland, United States
144,900
7
Virginia,Maryland Sail Boats for Sale
41' Beneteau
41' - Beneteau - 1998 - ALLIANCE - Annapolis, Maryland, United States
1998
Annapolis, Maryland, Un...
Model
4JH2E
Engine Qty
1
Cabin Count
3
Head Count
2
Cruisers
97,900
Cabins 3 Heads 2
1 Yanmar 4JH2E
ALLIANCE
Annapolis, Maryland, United States
97,900
8
Virginia,Maryland Sail Boats for Sale
40' Hinckley
40' - Hinckley - 1972 - Bermuda 40 - Windswept - Havre de Grace, Maryland, United States
Bermuda 40
1972 Bermuda 40
Havre de Grace, Marylan...
Cruiser-Racer
149,500
Windswept
Havre de Grace, Maryland, United ...
149,500
9
Virginia,Maryland Sail Boats for Sale
40' Passport
40' - Passport - 1982 - 40 - Best & Final - Tracy Landing, Maryland, United States
40
1982 40
Tracy Landing, Maryland...
Model
4JH2E
Engine Qty
1
Head Count
2
Cruisers
82,950
Heads 2
1 Yanmar 4JH2E
Best & Final
Tracy Landing, Maryland, United S...
82,950
10
Virginia,Maryland Sail Boats for Sale
40' Ta Shing
40' - Ta Shing - 1985 - Baba 40 - La Bella - Tracy Landing, Maryland, United States
Baba 40
1985 Baba 40
Tracy Landing, Maryland...
Engine Qty
1
Cruisers
85,000
1 Universal
La Bella
Tracy Landing, Maryland, United S...
85,000
11
Virginia,Maryland Sail Boats for Sale
40' Hinckley
40' - Hinckley - 1980 - Bermuda 40 - Xtasy - Annapolis, Maryland, United States
Bermuda 40
1980 Bermuda 40
Annapolis, Maryland, Un...
Model
M40 Bravo
Engine Qty
1
Cabin Count
2
Sleep Count
6
Head Count
1
Sloop/Cruisers
149,000
Cabins 2 Sleeps 6 Heads 1
1 Universal M40 Bravo
Xtasy
Annapolis, Maryland, United States
149,000
12
Virginia,Maryland Sail Boats for Sale
40' Catalina
40' - Catalina - 1995 - 400 - Spray - Tracy's Landing, Maryland, United States
400
1995 400
Tracy's Landing, Maryla...
Model
42B
Engine Qty
1
Cabin Count
2
Sleep Count
6
Head Count
2
Cruisers/Sloop
110,000
Cabins 2 Sleeps 6 Heads 2
1 Westerbeke 42B
Spray
Tracy's Landing, Maryland, United...
110,000
13
Virginia,Maryland Sail Boats for Sale
40' Ta Shing
40' - Ta Shing - 1987 - Tashiba 40 - Chali Ventures III - Annapolis, Maryland, United States
Tashiba 40
1987 Tashiba 40
Annapolis, Maryland, Un...
Cruisers
99,000
Chali Ventures III
Annapolis, Maryland, United States
99,000
14
Virginia,Maryland Sail Boats for Sale
40' Hunter
40' - Hunter - 1985 - Pasadena, Maryland, United States
1985
Pasadena, Maryland, Uni...
Center Cockpit/Cruisers
38,500
Pasadena, Maryland, United States
38,500
15
Virginia,Maryland Sail Boats for Sale
40' Beneteau
40' - Beneteau - 2009 - BLACKFIN - Annapolis, Maryland, United States
2009
Annapolis, Maryland, Un...
Model
4JH4AE
Engine Qty
1
Cabin Count
2
Head Count
1
Sloop
155,000
Cabins 2 Heads 1
This Won't Last Long!
1 Yanmar 4JH4AE
BLACKFIN
Annapolis, Maryland, United States
155,000
16
Virginia,Maryland Sail Boats for Sale
40' BALI CATAMARANS
40' - BALI CATAMARANS - 2024 - CatSpace - COCOS - Annapolis, Maryland, United States
CatSpace
2024 CatSpace
Annapolis, Maryland, Un...
Engine Qty
1
Head Count
3
Catamaran
Call for pricing
Heads 3
1 NANNI
COCOS
Annapolis, Maryland, United States
Call for pricing
17
Virginia,Maryland Sail Boats for Sale
39' Vilm
39' - Vilm - 2006 - 117 - Aclepius - Annapolis, Maryland, United States
117
2006 117
Annapolis, Maryland, Un...
Model
D2 55
Engine Qty
1
Cabin Count
2
Head Count
1
Pilothouse
229,000
Cabins 2 Heads 1
1 Volvo Penta D2 55
Aclepius
Annapolis, Maryland, United States
229,000
18
Virginia,Maryland Sail Boats for Sale
39' Sabre
39' - Sabre - 2001 - 402 - Caribou - Rock Hall, Maryland, United States
402
2001 402
Rock Hall, Maryland, Un...
Model
55A
Engine Qty
1
Sloop
199,900
1 Westerbeke 55A
Caribou
Rock Hall, Maryland, United States
199,900
19
Virginia,Maryland Sail Boats for Sale
39' ShearWater
39' - ShearWater - 1995 - 39 - Bagheera - Deale, Maryland, United States
39
1995 39
Deale, Maryland, United...
Model
3JH-5E
Engine Qty
1
Cabin Count
3
Sleep Count
6
Head Count
1
Cruisers
109,950
Cabins 3 Sleeps 6 Heads 1
1 Yanmar 3JH-5E
Bagheera
Deale, Maryland, United States
109,950
20
Virginia,Maryland Sail Boats for Sale
39' Italia Yachts
39' - Italia Yachts - 2024 - 11.98 Bellissima & Fuoriserie - Annapolis, Maryland, United States
11.98 Bellissima & Fuoriserie
2024 11.98 Bellissima & Fuo...
Annapolis, Maryland, Un...
Engine Qty
1
Racing Sailboat
Call for pricing
1 Volvo Penta
Annapolis, Maryland, United States
Call for pricing
21
Virginia,Maryland Sail Boats for Sale
39' Italia Yachts
39' - Italia Yachts - 2021 - 11.98 - Rosa Del Mar - Annapolis, Maryland, United States
11.98
2021 11.98
Annapolis, Maryland, Un...
Model
D2-40
Engine Qty
1
Cruiser-Racer
525,000
1 Volvo Penta D2-40
Rosa Del Mar
Annapolis, Maryland, United States
525,000
22
Virginia,Maryland Sail Boats for Sale
39' Prout International
39' - Prout International - 1991 - Manta - Kimarah - Solomons, Maryland, United States
Manta
1991 Manta
Solomons, Maryland, Uni...
Model
Beta Marine
Engine Qty
1
Catamaran
68,500
1 Kabuta Beta Marine
Kimarah
Solomons, Maryland, United States
68,500
23
Virginia,Maryland Sail Boats for Sale
39' Leopard
39' - Leopard - 2011 - 39 - Festive - Annapolis, Maryland, United States
39
2011 39
Annapolis, Maryland, Un...
Model
3YM30
Engine Qty
2
Cabin Count
3
Head Count
2
Catamaran
295,000
Cabins 3 Heads 2
NEW ARRIVAL!
2 Yanmar 3YM30
Festive
Annapolis, Maryland, United States
295,000
24
Virginia,Maryland Sail Boats for Sale
38' Herreshoff
38' - Herreshoff - 1970 - Native - Deltaville, Virginia, United States
1970
Deltaville, Virginia, U...
Engine Qty
1
Cabin Count
1
Head Count
1
Ketch
29,900
Cabins 1 Heads 1
1 Yanmar
Native
Deltaville, Virginia, United States
29,900
25
Virginia,Maryland Sail Boats for Sale
38' Island Packet
38' - Island Packet - 1987 - 38 - Shorn Lamb - Rock Hall, Maryland, United States
38
1987 38
Rock Hall, Maryland, Un...
Engine Qty
1
Head Count
2
Cutter
102,500
Heads 2
1 Yanmar
Shorn Lamb
Rock Hall, Maryland, United States
102,500
26
Virginia,Maryland Sail Boats for Sale
38' Fountaine Pajot
38' - Fountaine Pajot - 1995 - Athena 38 - Baltic Breeze - Galena, Maryland, United States
Athena 38
1995 Athena 38
Galena, Maryland, Unite...
Engine Qty
2
Cabin Count
2
Head Count
2
Catamaran
145,000
Cabins 2 Heads 2
2 Yanmar
Baltic Breeze
Galena, Maryland, United States
145,000
27
Virginia,Maryland Sail Boats for Sale
38' Bristol
38' - Bristol - 1985 - 38.8 - Meridian - Chester, Maryland, United States
38.8
1985 38.8
Chester, Maryland, Unit...
Model
5444
Engine Qty
1
Cabin Count
1
Head Count
1
Sloop
69,000
Cabins 1 Heads 1
1 Universal Atomic Diesel 5444
Meridian
Chester, Maryland, United States
69,000
28
Virginia,Maryland Sail Boats for Sale
38' Island Packet
38' - Island Packet - 2003 - Steveadora - Rock Hall, Maryland, United States
2003
Rock Hall, Maryland, Un...
Cutter
220,000
Steveadora
Rock Hall, Maryland, United States
220,000
29
Virginia,Maryland Sail Boats for Sale
38' Pearson
38' - Pearson - 1984 - 386 - Rock Hall, Maryland, United States
386
1984 386
Rock Hall, Maryland, Un...
Engine Qty
1
Cabin Count
1
Head Count
1
Sloop
70,000
Cabins 1 Heads 1
1 Westerbeke
Rock Hall, Maryland, United States
70,000
30
Virginia,Maryland Sail Boats for Sale
38' Island Packet
38' - Island Packet - 1988 - Irvington, Virginia, United States
1988
Irvington, Virginia, Un...
Model
4JHBE
Engine Qty
1
Cruisers/Cutter
119,000
1 Yanmar 4JHBE
Irvington, Virginia, United States
119,000
31
Virginia,Maryland Sail Boats for Sale
38' Sabre
38' - Sabre - 1993 - 38 - Sultan - North Beach, Maryland, United States
38
1993 38
North Beach, Maryland, ...
Model
33-HP FWC
Engine Qty
1
Cruisers
110,000
1 Westerbeake 33-HP FWC
Sultan
North Beach, Maryland, United States
110,000
32
Virginia,Maryland Sail Boats for Sale
38' Alerion
38' - Alerion - 2006 - 38 Express - Courageous - Tracy Landing, Maryland, United States
38 Express
2006 38 Express
Tracy Landing, Maryland...
Model
3JH4CE
Engine Qty
1
Head Count
1
Cruiser-Racer
185,000
Heads 1
1 Yanmar 3JH4CE
Courageous
Tracy Landing, Maryland, United S...
185,000
33
Virginia,Maryland Sail Boats for Sale
38' Cape Fear
38' - Cape Fear - 2001 - CF 38 - Xiberger - Annapolis, Maryland, United States
CF 38
2001 / 2021 CF 38
Annapolis, Maryland, Un...
Model
3GM30
Engine Qty
1
Cabin Count
2
Sleep Count
7
Head Count
1
Cruiser-Racer/Cruisers
74,500
Cabins 2 Sleeps 7 Heads 1
1 Yanmar 3GM30
Xiberger
Annapolis, Maryland, United States
74,500
34
Virginia,Maryland Sail Boats for Sale
38' Cabo Rico
38' - Cabo Rico - 1984 - 38 - Kallisto - Tracy’s Landing, Maryland, United States
38
1984 38
Tracy’s Landing, Mary...
Engine Qty
1
Cabin Count
2
Sleep Count
5
Head Count
1
Cruisers/Cutter
72,150
Cabins 2 Sleeps 5 Heads 1
1 Nanni
Kallisto
Tracy’s Landing, Maryland, Unit...
72,150
35
Virginia,Maryland Sail Boats for Sale
38' Beneteau
38' - Beneteau - 2022 - Oceanis 38.1 - Neena - Annapolis, Maryland, United States
Oceanis 38.1
2022 Oceanis 38.1
Annapolis, Maryland, Un...
Model
3JH40
Engine Qty
1
Cruiser-Racer
335,000
1 Yanmar 3JH40
Neena
Annapolis, Maryland, United States
335,000
36
Virginia,Maryland Sail Boats for Sale
38' Custom
38' - Custom - 1983 - Ingrid - Selchie - Crownsville, Maryland, United States
Ingrid
1983 / 2024 Ingrid
Crownsville, Maryland, ...
Cabin Count
2
Sleep Count
4
Ketch
89,900
Cabins 2 Sleeps 4
Selchie
Crownsville, Maryland, United States
89,900
37
Virginia,Maryland Sail Boats for Sale
38' Island Packet
38' - Island Packet - 1989 - Chasing Sunsets - Solomon, Maryland, United States
1989
Solomon, Maryland, Unit...
Model
4JHBE
Engine Qty
1
Cabin Count
2
Sleep Count
6
Head Count
2
Sloop
112,000
Cabins 2 Sleeps 6 Heads 2
Sail Away Pricing!
1 Yanmar 4JHBE
Chasing Sunsets
Solomon, Maryland, United States
112,000
38
Virginia,Maryland Sail Boats for Sale
38' Dufour
38' - Dufour - 2013 - Dufour 38 - PEGASUS - Edgewater, Maryland, United States
Dufour 38
2013 Dufour 38
Edgewater, Maryland, Un...
Model
Penta
Engine Qty
1
Head Count
1
Catamaran
95,000
Heads 1
1 Volvo Penta
PEGASUS
Edgewater, Maryland, United States
95,000
39
Virginia,Maryland Sail Boats for Sale
38' Island Packet
38' - Island Packet - 1999 - 380 - Indigo - Galesville, Maryland, United States
380
1999 380
Galesville, Maryland, U...
Model
4JH2E
Engine Qty
1
Cruisers
179,000
1 Yanmar 4JH2E
Indigo
Galesville, Maryland, United States
179,000
40
Virginia,Maryland Sail Boats for Sale
38' Custom
38' - Custom - 1979 - Bugeye Ketch - Wind Song - Oxford, Maryland, United States
Bugeye Ketch
1979 Bugeye Ketch
Oxford, Maryland, Unite...
Cabin Count
2
Sleep Count
5
Head Count
1
Cruisers
49,500
Cabins 2 Sleeps 5 Heads 1
Wind Song
Oxford, Maryland, United States
49,500
41
Virginia,Maryland Sail Boats for Sale
37' Island Packet
37' - Island Packet - 1995 - 37 - L' Pirulito - Annapolis, Maryland, United States
37
1995 / 2019 37
Annapolis, Maryland, Un...
Model
3JH2E
Engine Qty
1
Sloop
105,000
1 Yanmar 3JH2E
L' Pirulito
Annapolis, Maryland, United States
105,000
42
Virginia,Maryland Sail Boats for Sale
37' Tartan
37' - Tartan - 1978 - T-37 - Sweets Dream - Lusby, Maryland, United States
T-37
1978 T-37
Lusby, Maryland, United...
Model
4-107
Engine Qty
1
Sloop
39,900
1 Westerbeke 4-107
Sweets Dream
Lusby, Maryland, United States
39,900
43
Virginia,Maryland Sail Boats for Sale
37' Pacific Seacraft
37' - Pacific Seacraft - 1994 - 37 - Zheel Bear - Deale, Maryland, United States
37
1994 37
Deale, Maryland, United...
Model
4JH2E
Engine Qty
1
Cabin Count
2
Sleep Count
5
Head Count
1
Cruisers
109,950
Cabins 2 Sleeps 5 Heads 1
1 Yanmar 4JH2E
Zheel Bear
Deale, Maryland, United States
109,950
44
Virginia,Maryland Sail Boats for Sale
PENDING
37' Tartan
37' - Tartan - 1978 - Mistress - Solomons, Maryland, United States
1978
Solomons, Maryland, Uni...
Sloop
38,000
Mistress
Solomons, Maryland, United States
38,000
45
Virginia,Maryland Sail Boats for Sale
37' Pacific Seacraft
37' - Pacific Seacraft - 1992 - 37 - Hero - Annapolis, Maryland, United States
37
1992 37
Annapolis, Maryland, Un...
Model
4JH2E
Engine Qty
1
Cutter
125,000
1 Yanmar 4JH2E
Hero
Annapolis, Maryland, United States
125,000
46
Virginia,Maryland Sail Boats for Sale
37' Beneteau
37' - Beneteau - 2006 - TUSITALA - Essex, Maryland, United States
2006
Essex, Maryland, United...
Model
3JH4E
Engine Qty
1
Cabin Count
2
Head Count
1
Sloop
124,900
Cabins 2 Heads 1
1 Yanmar 3JH4E
TUSITALA
Essex, Maryland, United States
124,900
47
Virginia,Maryland Sail Boats for Sale
37' Excess
37' - Excess - 2022 - XCS 11 - SIA - Deale, Maryland, United States
XCS 11
2022 XCS 11
Deale, Maryland, United...
Model
30TYM30
Engine Qty
2
Cabin Count
3
Sleep Count
8
Head Count
2
Catamaran
560,000
Cabins 3 Sleeps 8 Heads 2
2 Yanmar 30TYM30
SIA
Deale, Maryland, United States
560,000
48
Virginia,Maryland Sail Boats for Sale
37' Beneteau
37' - Beneteau - 2012 - Annapolis, Maryland, United States
2012
Annapolis, Maryland, Un...
Model
3YM30
Engine Qty
1
Cabin Count
2
Head Count
1
Sloop
149,900
Cabins 2 Heads 1
1 Yanmar 3YM30
Annapolis, Maryland, United States
149,900
49
Virginia,Maryland Sail Boats for Sale
36' Cheoy Lee
36' - Cheoy Lee - 1970 - Luders 36 - Sabbatical - Tolchester, Maryland, United States
Luders 36
1970 Luders 36
Tolchester, Maryland, U...
Model
3JH3E
Engine Qty
1
Sloop
37,000
Beautiful Classic!
1 Yanmar 3JH3E
Sabbatical
Tolchester, Maryland, United States
37,000
50
Virginia,Maryland Sail Boats for Sale
36' Cheoy Lee
36' - Cheoy Lee - 1985 - Pedrick 36 - Odyssey II - Rock Hall, Maryland, United States
Pedrick 36
1985 Pedrick 36
Rock Hall, Maryland, Un...
Model
M-25
Engine Qty
1
Cabin Count
1
Sleep Count
6
Head Count
1
Sloop
39,900
Cabins 1 Sleeps 6 Heads 1
1 Westerbeke M-25
Odyssey II
Rock Hall, Maryland, United States
39,900
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