$16,500,000

12 Guernsey Lane

Edgartown, MA

$15,750,000

771 Main Street

Vineyard Haven, MA

$15,000,000

8 Jethro Lane

Chilmark, MA

$13,900,000

1005 Main Street

Vineyard Haven, MA

$13,900,000

7 Starbuck Neck Road

Edgartown, MA

$12,950,000

2-4 Morse Street

Edgartown, MA

$12,800,000

44 Forest Road

West Tisbury, MA

$12,500,000

22 Lelands Path

Edgartown, MA

$12,500,000

9 Briggs Road

Edgartown, MA

$10,995,000

117 North Water Street

Edgartown, MA

$10,499,000

1153 Main Street

Vineyard Haven, MA

$9,985,000

30 Beach Pebble Road

West Tisbury, MA

$9,950,000

52- Middle Road

West Tisbury, MA

$9,800,000

7 Green Hollow Road

Edgartown, MA

$9,750,000

10 Jacobs Neck Road

Edgartown, MA

$9,500,000

277 North Road

Chilmark, MA

$8,900,000

18 Austin Pasture Road

Chilmark, MA

$7,995,000

100 Beach Plum Lane

Chilmark, MA

$7,500,000

93 South Water Street

Edgartown, MA

$7,500,000

22 Peases Point Way South

Edgartown, MA

$6,999,000

31 Lamberts Cove Road

Vineyard Haven, MA

$6,750,000

80 North Water Street

Edgartown, MA

$6,350,000

17B East Pasture Road

Aquinnah, MA

$6,250,000

73-72-83-89 Red Farm Road and Kelly Lane

West Tisbury, MA

$6,250,000

20 West Chop Lane

Vineyard Haven, MA

$5,995,000

348 Sea View Avenue

Oak Bluffs, MA

$5,750,000

130 Little Homers Pond Road Lot 4

West Tisbury, MA

$5,495,000

55 Kings Point Way

Edgartown, MA

$5,450,000

26 Crackatuxet Cove Road

Edgartown, MA

$4,895,000

21 Bankers Way

Edgartown, MA

$4,850,000

4 Sheriffs Lane

Edgartown, MA

$4,850,000

115 South Summer Street

Edgartown, MA

$4,795,000

17 Katama Point Road

Edgartown, MA

$4,750,000

41 Naushon Road

West Tisbury, MA

$4,475,000

10 Norton Street

Edgartown, MA

$4,430,000

645 Lamberts Cove Road

Vineyard Haven, MA

$4,425,000

16 Witchwood Lane

Edgartown, MA

$4,395,000

8 Beach Plum Meadows

Edgartown, MA

$4,350,000

395 Barnes Road

Oak Bluffs, MA

$4,295,000

27 South Street

Edgartown, MA

$4,200,000

4 Windy Way

West Tisbury, MA

$4,195,000

260 South Road

Chilmark, MA

$3,995,000

83 Norton Farm Road

West Tisbury, MA

$3,995,000

35A North Neck Road

Edgartown, MA

$3,985,000

26 North Summer Street

Edgartown, MA

$3,950,000

179 Upper Main Street

Edgartown, MA

$3,900,000

130-132-134 Cooke Street

Edgartown, MA

$3,850,000

19 Old Harbor Lane

Oak Bluffs, MA

$3,650,000

8 Oyster Pond Road

Edgartown, MA

$3,600,000

87 Bellevue Avenue

Vineyard Haven, MA

$3,595,000

31 West Tisbury Road

Edgartown, MA

$3,350,000

52-and-56 Robinson Road

Edgartown, MA

$3,335,000

74 North Water Street

Edgartown, MA

$3,295,000

6 Noras Lane

Edgartown, MA

$3,250,000

7 Turkeyland Cove Road

Edgartown, MA

$3,150,000

53 Circuit Avenue

Oak Bluffs, MA

$3,000,000

3 Beach Plum Meadows

Edgartown, MA

$3,000,000

30 Beach Road

Vineyard Haven, MA

$3,000,000

1143 State Road

Aquinnah, MA

$3,000,000

15 Lake Road

Chilmark, MA

$2,995,000

97 Mitchell Road

Vineyard Haven, MA

$2,995,000

11 Jordan Way

Edgartown, MA

$2,975,000

14 Pine Street

Vineyard Haven, MA

$2,950,000

12 Trapps Pond Road

Edgartown, MA

$2,950,000

27 Tower Lane

Chilmark, MA

$2,950,000

63 School Street

Edgartown, MA

$2,890,000

63 Peases Point Way North

Edgartown, MA

$2,850,000

71 Kanomika Road

Edgartown, MA

$2,845,000

29 Harbor View Lane

Vineyard Haven, MA

$2,800,000

1070 State Road

West Tisbury, MA

$2,795,000

11 Howell Lane

Chilmark, MA

$2,790,000

225 East Chop Drive

Oak Bluffs, MA

$2,750,000

5 Plains Court

Edgartown, MA

$2,750,000

15 Mitchell Road

Vineyard Haven, MA

$2,750,000

76 Mattakesett Way

Edgartown, MA

$2,750,000

55 North Summer Street

Edgartown, MA

$2,750,000

169 Cuttyhunk Avenue

Vineyard Haven, MA

$2,700,000

102 Mattakesett Way

Edgartown, MA

$2,688,000

35 Watcha Path

Edgartown, MA

$2,650,000

11 Tilton Way

Edgartown, MA

$2,550,000

9 Lenssen Way

Edgartown, MA

$2,500,000

12 Norton Street

Edgartown, MA

$2,500,000

63 Putnam Road

Chilmark, MA

$2,500,000

40 Grove Avenue

Vineyard Haven, MA

$2,500,000

12 Norton Street

Edgartown, MA

$2,490,000

56 Green Pastures Road

Edgartown, MA

$2,450,000

99 Cooke Street

Edgartown, MA

$2,385,000

9 Peases Point Road

Edgartown, MA

$2,350,000

43 Moshup Trail

Aquinnah, MA

$2,350,000

29 Llewellyn Way

Edgartown, MA

$2,350,000

7 Katama Farm South Road 7A and 7B

Edgartown, MA

$2,350,000

7 Katama Farm South 7A and 7B

Edgartown, MA

$2,300,000

37- Jeremiah Road

Edgartown, MA

$2,300,000

215 Hines Point Road

Vineyard Haven, MA

$2,300,000

91 Music Street

West Tisbury, MA

$2,295,000

29 South Pond Road

West Tisbury, MA

$2,295,000

43 Peases Point Way South

Edgartown, MA

$2,250,000

100 Pond Road

West Tisbury, MA

$2,200,000

12 Green Avenue

Edgartown, MA

$2,200,000

134 Sarita Walker Road

West Tisbury, MA

$2,195,000

25 Flint Hill Road

West Tisbury, MA

$2,195,000

90 Pocha Road

Edgartown, MA

$2,195,000

105 Hines Point Road

Vineyard Haven, MA

$2,150,000

145-and-157 Ben Chase Road

West Tisbury, MA

$2,150,000

145-157 Ben Chase Road

West Tisbury, MA

$2,100,000

Slough Cove Road 12 Loon Cove Way

Edgartown, MA

$2,100,000

3 Driftwood Lane

Aquinnah, MA

$2,100,000

14 North Bog Road

Edgartown, MA

$2,050,000

9 Field Club Drive

Edgartown, MA

$1,999,000

133 Indian Hill Road

West Tisbury, MA

$1,999,000

10 North Bog Road

Edgartown, MA

$1,995,000

70 Curtis Lane

Edgartown, MA

$1,995,000

24 Paddock Road

Oak Bluffs, MA

$1,950,000

455 Herring Creek Road

Vineyard Haven, MA

$1,950,000

666- Old County Road

West Tisbury, MA

$1,950,000

61 Edgartown Meadows Road

Edgartown, MA

$1,930,000

1 Oakdale Lane

Edgartown, MA

$1,900,000

34 Beach Road

Vineyard Haven, MA

$1,899,000

30 Pradas Way

Edgartown, MA

$1,899,000

15 Peter M Williamson Boulevard

Oak Bluffs, MA

$1,850,000

16- Meshacket Road

Edgartown, MA

$1,840,000

19 North Summer Street

Edgartown, MA

$1,825,000

1201 State Road

West Tisbury, MA

$1,800,000

7 Blueberry Path

Oak Bluffs, MA

$1,800,000

39 Jeremiah Road

Edgartown, MA

$1,799,000

232 Massachusetts Avenue

Oak Bluffs, MA

$1,795,000

23 Oxcart Road

Aquinnah, MA

$1,790,000

14 Capawock Road

West Tisbury, MA

$1,750,000

69-75-76 Bay View Avenue

Edgartown, MA

$1,739,000

35 Cove Meadow Lane

Edgartown, MA

$1,729,000

00 Middle Coomb

Chilmark, MA

$1,700,000

125 Main Street

Vineyard Haven, MA

$1,700,000

7 Sand Castle Lane

Aquinnah, MA

$1,700,000

10 Duck Pond Lane

Aquinnah, MA

$1,700,000

61 Moshup Trail

Aquinnah, MA

$1,700,000

131 Indian Hill Road

West Tisbury, MA

$1,695,000

135 Bigelow Road

Vineyard Haven, MA

$1,695,000

273 East Chop Drive

Oak Bluffs, MA

$1,695,000

2 Rockrose Path

Chilmark, MA

$1,690,000

7 Pennacook Avenue

Oak Bluffs, MA

$1,656,000

4 Bernard Way

Edgartown, MA

$1,650,000

87 West Tisbury Road

Edgartown, MA

$1,625,000

5 Murphys Road

West Tisbury, MA

$1,625,000

5- Murphys Road

West Tisbury, MA

$1,595,000

21 Tower Ridge Road

Oak Bluffs, MA

$1,595,000

47 North William Street

Vineyard Haven, MA

$1,575,000

45 Mitchell Road

Vineyard Haven, MA

$1,549,000

5 John Wesley Park

Oak Bluffs, MA

$1,529,000

5 Black Brook Crossing

West Tisbury, MA

$1,500,000

66-57-59 Jernegan Pond Road

Edgartown, MA

$1,500,000

15 Doctors Creek Path

Chilmark, MA

$1,500,000

7 Clambelly Road

Chilmark, MA

$1,499,000

9 Old Dunham Corner Way

Edgartown, MA

$1,499,000

166 Katama Road

Edgartown, MA

$1,485,000

50 Red Pony Road

West Tisbury, MA

$1,450,000

22 Tabor Hills

Chilmark, MA

$1,450,000

122 Head of Pond Road

Vineyard Haven, MA

$1,400,000

42 Beach Road

Vineyard Haven, MA

$1,400,000

58 North Neck Road

Edgartown, MA

$1,400,000

41 Road to the Plains

Edgartown, MA

$1,398,000

26 William Street

Vineyard Haven, MA

$1,395,000

7 Sand Plain Way

Edgartown, MA

$1,395,000

111 New York Avenue

Oak Bluffs, MA

$1,389,000

55 Worcester Avenue

Oak Bluffs, MA

$1,369,000

63 Eighth Street North

Edgartown, MA

$1,350,000

14 Sandpiper Lane

Vineyard Haven, MA

$1,325,000

43 North Street

Edgartown, MA

$1,299,000

11 Majors Cove Lane

Edgartown, MA

$1,295,000

24 William Street

Vineyard Haven, MA

$1,295,000

25 Old Dunham Corner Way

Edgartown, MA

$1,295,000

9 Moshup Trail

Aquinnah, MA

$1,295,000

1 Nomans Watch Road

Aquinnah, MA

$1,295,000

369 Main Street

Vineyard Haven, MA

$1,260,000

4 Whistling Swan Circle

Edgartown, MA

$1,250,000

6 Swan Neck Road

Edgartown, MA

$1,250,000

2 Swan Neck Road

Edgartown, MA

$1,250,000

92 Kings Highway

Chilmark, MA

$1,250,000

7 Vickers Street

Edgartown, MA

$1,200,000

0 Howard Street

Vineyard Haven, MA

$1,195,000

226 Golf Club Road

Vineyard Haven, MA

$1,195,000

12 Zoll Road

Edgartown, MA

$1,190,000

254 Upper Main Street

Edgartown, MA

$1,185,000

60 Tenth Street South

Edgartown, MA

$1,175,000

22 Bold Meadow Lane

Edgartown, MA

$1,175,000

8 Tenth Street South

Edgartown, MA

$1,155,000

77 Amelia s Crossing

Vineyard Haven, MA

$1,149,000

10 Eastville Avenue

Oak Bluffs, MA

$1,135,000

5 Upper Meadow Lane

Oak Bluffs, MA

$1,135,000

5 Upper Meadow Lane

Oak Bluffs, MA

$1,135,000

6 Rogers Way

Oak Bluffs, MA

$1,125,000

54 Mayhew Norton Road

West Tisbury, MA

$1,125,000

34- Waterview Road

Oak Bluffs, MA

$1,100,000

40 Hidden Cove Road 8

Oak Bluffs, MA

$1,095,000

34 Lookout Hill

West Tisbury, MA

$1,095,000

1 Bird Street

Oak Bluffs, MA

$1,093,000

230 The Boulevard

Edgartown, MA

$1,050,000

22 Larsen Lane

Chilmark, MA

$1,050,000

88 Oyster Pond Road

Edgartown, MA

$1,049,000

209 Cove Road

Vineyard Haven, MA

$1,045,000

65 Columbian Avenue

Oak Bluffs, MA

$1,025,000

17 Tia Anna Lane

Oak Bluffs, MA

$1,000,000

46- Beach Road

Vineyard Haven, MA

$1,000,000

71 Lighthouse Road

Aquinnah, MA

$998,000

21 Looks Pond Way

West Tisbury, MA

$989,000

4 Stonewood Lane

West Tisbury, MA

$989,000

24 South Roger Road

Edgartown, MA

$985,000

585 Herring Creek Rd

Vineyard Haven, MA

$975,000

42 Waterview Road

Oak Bluffs, MA

$969,000

6 Mourning Dove Way

Oak Bluffs, MA

$950,000

27 Indian Pipe Lane

West Tisbury, MA

$950,000

7 Grove Avenue

Vineyard Haven, MA

$949,500

155 Skiff Avenue

Vineyard Haven, MA

$949,000

5 Schoolhouse Road

Edgartown, MA

$925,000

39 Hines Point Road

Vineyard Haven, MA

$919,900

1 Winemack Street

Oak Bluffs, MA

$900,000

7 Bea Lane

West Tisbury, MA

$899,000

131 North Water 91

Edgartown, MA

$899,000

33 Tia Anna Lane

Oak Bluffs, MA

$895,900

77 Washque Avenue

Edgartown, MA

$895,000

5 Gull Lane

Edgartown, MA

$895,000

2 Maple Hill Drive

Aquinnah, MA

$890,000

641 Old County Road

West Tisbury, MA

$879,000

180 Skiffs Lane

West Tisbury, MA

$877,000

64- Tiasquam Road

West Tisbury, MA

$875,000

6 Whistling Swan Circle

Edgartown, MA

$875,000

211 Skiff Avenue

Vineyard Haven, MA

$875,000

56 Whalers Walk

Edgartown, MA

$869,000

38 Tiffany Drive

Oak Bluffs, MA

$869,000

40 Tiffany Drive

Oak Bluffs, MA

$865,000

84 Quinsigamond Avenue

Vineyard Haven, MA

$859,000

18 Pinehurst Road

Edgartown, MA

$850,000

00 Tar Barrel Road

Aquinnah, MA

$850,000

248 Main Street

Vineyard Haven, MA

$849,000

31 Pinehurst Road

Edgartown, MA

$849,000

4- Peases Point Way

Chilmark, MA

$839,000

169 Clover Hill Drive

Vineyard Haven, MA

$825,000

2- Opies Lane

Aquinnah, MA

$825,000

One Mariners Landing A

Edgartown, MA

$825,000

One Mariners Landing C

Edgartown, MA

$795,000

0 Putnam Avenue

Oak Bluffs, MA

$790,000

179 Edgartow Vineyard Haven Road

Oak Bluffs, MA

$790,000

102 Pond View Drive

Oak Bluffs, MA

$789,000

98 Vineyard Meadow Farms Road

West Tisbury, MA

$775,000

One Mariners Landing B

Edgartown, MA

$769,000

42 Pinehurst Road

Edgartown, MA

$769,000

21 Windsor Drive

Edgartown, MA

$750,000

1 Lois Lane

Edgartown, MA

$733,000

13 Shirley Avenue

Oak Bluffs, MA

$725,000

0 Main Street

Vineyard Haven, MA

$725,000

1 Crowberry Lane

Chilmark, MA

$720,000

20 Thirteenth Street North

Edgartown, MA

$715,000

One Mariners Landing 1

Edgartown, MA

$699,000

74 Columbian Avenue

Oak Bluffs, MA

$699,000

156 West Spring Street

Vineyard Haven, MA

$695,000

7- East Pasture Way

Aquinnah, MA

$695,000

One Mariners Landing 5

Edgartown, MA

$695,000

One Mariners Landing 3

Edgartown, MA

$695,000

7 East Pasture Way

Aquinnah, MA

$695,000

27 Windsor Drive

Edgartown, MA

$689,000

33 Renear Street

Vineyard Haven, MA

$685,000

68- Vineyard Avenue

Oak Bluffs, MA

$675,000

11 High Meadow

Chilmark, MA

$669,000

One Mariners Landing 2

Edgartown, MA

$659,000

21 Kennebec Avenue #6

Oak Bluffs, MA

$659,000

13 Cyprien Way

Edgartown, MA

$629,000

122 Cove Road 11

Vineyard Haven, MA

$600,000

40- Paddock Road Lot 18

Oak Bluffs, MA

$600,000

One Mariners Landing D

Edgartown, MA

$600,000

36 Paddock Road Lot 16

Oak Bluffs, MA

$595,000

96 Hammett Lane

Chilmark, MA

$575,000

690-LOT-3 Old County Road

West Tisbury, MA

$565,000

54 Snake Hollow

Vineyard Haven, MA

$550,000

67 Trinity Park

Oak Bluffs, MA

$550,000

25 Paddock Road Lot 23

Oak Bluffs, MA

$550,000

0 Jeffers Way

Aquinnah, MA

$550,000

20 Paddock Road Lot 9

Oak Bluffs, MA

$550,000

108 Hebrons Way

Aquinnah, MA

$545,000

Lot-3 Baylies Way

Edgartown, MA

$535,000

21 Kennebec Avenue 2

Oak Bluffs, MA

$525,000

Lot-2 Main Street

Vineyard Haven, MA

$525,000

8- Indian Hill Road

West Tisbury, MA

$525,000

0 Main Street Lot 2

Vineyard Haven, MA

$524,000

10-Sampson Avenue

Edgartown, MA

$495,000

98- Kings Highway

Chilmark, MA

$475,000

0 Main Street Lot 1

Vineyard Haven, MA

$475,000

Lot-1 Main Street

Vineyard Haven, MA

$470,000

90 Ben Chase Road

West Tisbury, MA

$465,000

52 Longview Road

West Tisbury, MA

$435,000

1 Hebron Avenue

Oak Bluffs, MA

$430,000

124- Skiff Avenue G10

Vineyard Haven, MA

$407,000

21 Kennebec Avenue 1A

Oak Bluffs, MA

$400,000

243 Edgartown VH Road 3

Edgartown, MA

$399,000

15 North Summer Street

Edgartown, MA

$395,000

625 State Road

Aquinnah, MA

$375,000

33 Old Coach Road

West Tisbury, MA

$374,000

49 Waterview Road

Oak Bluffs, MA

$359,000

31 Beach Road A 202

Vineyard Haven, MA

$350,000

18 Pilgrim Road

Edgartown, MA

$325,000

15 Bay View Avenue

Oak Bluffs, MA

$315,000

0 Beach Lot Quansoo

Chilmark, MA

$299,000

124- Skiff Avenue G 01

Vineyard Haven, MA

$250,000

00 Moshup Trail

Aquinnah, MA

$224,900

30 Peases Point Way North 11B

Edgartown, MA

$199,999

3 South Water Street 206

Edgartown, MA

$165,000

15 Mill Street 34

Edgartown, MA

$165,000

0 Eliot Avenue

Chilmark, MA

$164,999

20 Peases Point Way North 9

Edgartown, MA

$162,000

20 Pease Point Way 8

Edgartown, MA

$150,000

1 Eliot Avenue

Chilmark, MA

$149,000

60 Beach Road 111

Vineyard Haven, MA

$145,000

0 Ox Cart Road

Aquinnah, MA

$144,900

15 Mill Street 26

Edgartown, MA

$90,000

00 Oxcart Road

Aquinnah, MA

$10,500

7 South Water St Harborside Inn 414 Ripley House

Edgartown, MA

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Residential Listings

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12 Guernsey Lane Edgartown

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771 Main Street Vineyard Haven

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8 Beds 8+ Baths

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6 Beds 4+ Baths

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8 Beds 8+ Baths

22 Lelands Path Edgartown

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6 Beds 6+ Baths

9 Briggs Road Edgartown

$10,995,000

7 Beds 3+ Baths

117 North Water Street Edgartown

$10,499,000

8 Beds 6+ Baths

1153 Main Street Vineyard Haven

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4 Beds 3+ Baths

30 Beach Pebble Road West Tisbury

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7 Beds 7+ Baths

52- Middle Road West Tisbury

$9,800,000

5 Beds 5+ Baths

7 Green Hollow Road Edgartown

$9,750,000

4 Beds 4 Baths

10 Jacobs Neck Road Edgartown

$9,500,000

69.20 Acres

277 North Road Chilmark

$8,900,000

5 Beds 3+ Baths

18 Austin Pasture Road Chilmark

$7,995,000

4 Beds 3+ Baths

100 Beach Plum Lane Chilmark

$7,500,000

5 Beds 5+ Baths

93 South Water Street Edgartown

$7,500,000

5 Beds 6+ Baths

22 Peases Point Way South Edgartown

$6,999,000

6 Beds 6+ Baths

31 Lamberts Cove Road Vineyard Haven

$6,750,000

12 Beds 7+ Baths

80 North Water Street Edgartown

$6,350,000

5 Beds 6+ Baths

17B East Pasture Road Aquinnah

73-72-83-89 Red Farm Road and Kelly Lane West Tisbury

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7 Beds 3+ Baths

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7 Beds 5+ Baths

20 West Chop Lane Vineyard Haven

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12 Beds 6+ Baths

348 Sea View Avenue Oak Bluffs

130 Little Homers Pond Road Lot 4 West Tisbury

$5,750,000

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130 Little Homers Pond Road Lot ... West Tisbury

$5,495,000

4.19 Acres

55 Kings Point Way Edgartown

$5,450,000

3 Beds 2+ Baths

26 Crackatuxet Cove Road Edgartown

$4,895,000

4 Beds 3+ Baths

21 Bankers Way Edgartown

$4,850,000

5 Beds 5+ Baths

4 Sheriffs Lane Edgartown

$4,850,000

5 Beds 4+ Baths

115 South Summer Street Edgartown

$4,795,000

4 Beds 4+ Baths

17 Katama Point Road Edgartown

$4,750,000

6 Beds 7+ Baths

41 Naushon Road West Tisbury

$4,475,000

5 Beds 4+ Baths

10 Norton Street Edgartown

$4,430,000

5 Beds 5+ Baths

645 Lamberts Cove Road Vineyard Haven

$4,425,000

5 Beds 5+ Baths

16 Witchwood Lane Edgartown

$4,395,000

4 Beds 4+ Baths

8 Beach Plum Meadows Edgartown

$4,350,000

4 Beds 4+ Baths

395 Barnes Road Oak Bluffs

$4,295,000

6 Beds 6+ Baths

27 South Street Edgartown

$4,200,000

4 Beds 3+ Baths

4 Windy Way West Tisbury

$4,195,000

6 Beds 4+ Baths

260 South Road Chilmark

$3,995,000

4 Beds 3+ Baths

83 Norton Farm Road West Tisbury

$3,995,000

5 Beds 2+ Baths

35A North Neck Road Edgartown

$3,985,000

8 Beds 5+ Baths

26 North Summer Street Edgartown

$3,950,000

4 Beds 4+ Baths

179 Upper Main Street Edgartown

$3,900,000

10 Beds 4+ Baths

130-132-134 Cooke Street Edgartown

$3,850,000

4 Beds 2+ Baths

19 Old Harbor Lane Oak Bluffs

$3,650,000

4 Beds 3+ Baths

8 Oyster Pond Road Edgartown

$3,600,000

5 Beds 3+ Baths

87 Bellevue Avenue Vineyard Haven

$3,595,000

5 Beds 5+ Baths

31 West Tisbury Road Edgartown

$3,350,000

6 Beds 3+ Baths

52-and-56 Robinson Road Edgartown

$3,335,000

7 Beds 3+ Baths

74 North Water Street Edgartown

$3,295,000

5 Beds 4+ Baths

6 Noras Lane Edgartown

$3,250,000

4 Beds 4+ Baths

7 Turkeyland Cove Road Edgartown

$3,150,000

5,200 Sq Ft

53 Circuit Avenue Oak Bluffs

$3,000,000

4 Beds 3+ Baths

3 Beach Plum Meadows Edgartown

$3,000,000

6,744 Sq Ft

30 Beach Road Vineyard Haven

$3,000,000

6 Beds 0+ Baths

1143 State Road Aquinnah

$3,000,000

5 Beds 2+ Baths

15 Lake Road Chilmark

$2,995,000

8 Beds 7+ Baths

97 Mitchell Road Vineyard Haven

$2,995,000

5 Beds 5+ Baths

11 Jordan Way Edgartown

$2,975,000

5 Beds 3+ Baths

14 Pine Street Vineyard Haven

$2,950,000

4 Beds 2+ Baths

12 Trapps Pond Road Edgartown

$2,950,000

6 Beds 3+ Baths

27 Tower Lane Chilmark

$2,950,000

4 Beds 3+ Baths

63 School Street Edgartown

$2,890,000

6 Beds 6+ Baths

63 Peases Point Way North Edgartown

$2,850,000

6.20 Acres

71 Kanomika Road Edgartown

$2,845,000

5 Beds 2+ Baths

29 Harbor View Lane Vineyard Haven

$2,800,000

8 Beds 8+ Baths

1070 State Road West Tisbury

$2,795,000

4 Beds 3+ Baths

11 Howell Lane Chilmark

$2,790,000

3 Beds 3+ Baths

225 East Chop Drive Oak Bluffs

$2,750,000

3 Beds 5+ Baths

5 Plains Court Edgartown

$2,750,000

4 Beds 4+ Baths

15 Mitchell Road Vineyard Haven

$2,750,000

3 Beds 2+ Baths

76 Mattakesett Way Edgartown

$2,750,000

3 Beds 3+ Baths

55 North Summer Street Edgartown

$2,750,000

4 Beds 3+ Baths

169 Cuttyhunk Avenue Vineyard Haven

$2,700,000

4 Beds 3+ Baths

102 Mattakesett Way Edgartown

$2,688,000

6 Beds 3+ Baths

35 Watcha Path Edgartown

$2,650,000

5 Beds 3+ Baths

11 Tilton Way Edgartown

$2,550,000

3 Beds 2+ Baths

9 Lenssen Way Edgartown

$2,500,000

4 Beds 4 Baths

12 Norton Street Edgartown

$2,500,000

3 Beds 3+ Baths

63 Putnam Road Chilmark

$2,500,000

4 Beds 3+ Baths

40 Grove Avenue Vineyard Haven

$2,500,000

4 Beds 3+ Baths

12 Norton Street Edgartown

$2,490,000

4 Beds 3+ Baths

56 Green Pastures Road Edgartown

$2,450,000

4 Beds 4+ Baths

99 Cooke Street Edgartown

$2,385,000

5 Beds 6+ Baths

9 Peases Point Road Edgartown

$2,350,000

3 Beds 3+ Baths

43 Moshup Trail Aquinnah

$2,350,000

3 Beds 3+ Baths

29 Llewellyn Way Edgartown

7 Katama Farm South Road 7A and 7B Edgartown

$2,350,000

6 Beds 4+ Baths

7 Katama Farm South Road 7A and ... Edgartown

$2,350,000

6 Beds 4+ Baths

7 Katama Farm South 7A and 7B Edgartown

$2,300,000

9.02 Acres

37- Jeremiah Road Edgartown

$2,300,000

5 Beds 3+ Baths

215 Hines Point Road Vineyard Haven

$2,300,000

5 Beds 4+ Baths

91 Music Street West Tisbury

$2,295,000

5 Beds 5+ Baths

29 South Pond Road West Tisbury

$2,295,000

4 Beds 3+ Baths

43 Peases Point Way South Edgartown

$2,250,000

5 Beds 5+ Baths

100 Pond Road West Tisbury

$2,200,000

5 Beds 3+ Baths

12 Green Avenue Edgartown

$2,200,000

4.60 Acres

134 Sarita Walker Road West Tisbury

$2,195,000

6 Beds 5+ Baths

25 Flint Hill Road West Tisbury

$2,195,000

4 Beds 2+ Baths

90 Pocha Road Edgartown

$2,195,000

5 Beds 3+ Baths

105 Hines Point Road Vineyard Haven

$2,150,000

6 Beds 3+ Baths

145-and-157 Ben Chase Road West Tisbury

$2,150,000

6 Beds 3+ Baths

145-157 Ben Chase Road West Tisbury

Slough Cove Road 12 Loon Cove Way Edgartown

$2,100,000

5.26 Acres

Slough Cove Road 12 Loon Cove Wa... Edgartown

$2,100,000

4 Beds 2+ Baths

3 Driftwood Lane Aquinnah

$2,100,000

3 Beds 3+ Baths

14 North Bog Road Edgartown

$2,050,000

0.62 Acres

9 Field Club Drive Edgartown

$1,999,000

7 Beds 4+ Baths

133 Indian Hill Road West Tisbury

$1,999,000

5 Beds 4+ Baths

10 North Bog Road Edgartown

$1,995,000

4 Beds 4+ Baths

70 Curtis Lane Edgartown

$1,995,000

4 Beds 3+ Baths

24 Paddock Road Oak Bluffs

$1,950,000

4 Beds 2+ Baths

455 Herring Creek Road Vineyard Haven

$1,950,000

6 Beds 3+ Baths

666- Old County Road West Tisbury

$1,950,000

3 Beds 4+ Baths

61 Edgartown Meadows Road Edgartown

$1,930,000

5 Beds 3+ Baths

1 Oakdale Lane Edgartown

$1,900,000

3,626 Sq Ft

34 Beach Road Vineyard Haven

$1,899,000

4 Beds 5+ Baths

30 Pradas Way Edgartown

15 Peter M Williamson Boulevard Oak Bluffs

$1,899,000

6 Beds 5+ Baths

15 Peter M Williamson Boulevard Oak Bluffs

$1,850,000

5 Beds 3+ Baths

16- Meshacket Road Edgartown

$1,840,000

2 Beds 4+ Baths

19 North Summer Street Edgartown

$1,825,000

5 Beds 4+ Baths

1201 State Road West Tisbury

$1,800,000

4 Beds 4+ Baths

7 Blueberry Path Oak Bluffs

$1,800,000

6.46 Acres

39 Jeremiah Road Edgartown

$1,799,000

5 Beds 4+ Baths

232 Massachusetts Avenue Oak Bluffs

$1,795,000

4 Beds 2+ Baths

23 Oxcart Road Aquinnah

$1,790,000

3 Beds 2+ Baths

14 Capawock Road West Tisbury

$1,750,000

3 Beds 2+ Baths

69-75-76 Bay View Avenue Edgartown

$1,739,000

6.90 Acres

35 Cove Meadow Lane Edgartown

$1,729,000

3.02 Acres

00 Middle Coomb Chilmark

$1,700,000

5 Beds 3+ Baths

125 Main Street Vineyard Haven

$1,700,000

3 Beds 2+ Baths

7 Sand Castle Lane Aquinnah

$1,700,000

5 Beds 6+ Baths

10 Duck Pond Lane Aquinnah

$1,700,000

3 Beds 2+ Baths

61 Moshup Trail Aquinnah

$1,700,000

3 Beds 3+ Baths

131 Indian Hill Road West Tisbury

$1,695,000

6 Beds 4+ Baths

135 Bigelow Road Vineyard Haven

$1,695,000

3 Beds 1+ Baths

273 East Chop Drive Oak Bluffs

$1,695,000

4 Beds 3+ Baths

2 Rockrose Path Chilmark

$1,690,000

8 Beds 4+ Baths

7 Pennacook Avenue Oak Bluffs

$1,656,000

4 Beds 4+ Baths

4 Bernard Way Edgartown

$1,650,000

0.93 Acres

87 West Tisbury Road Edgartown

$1,625,000

6 Beds 3+ Baths

5 Murphys Road West Tisbury

$1,625,000

6 Beds 3+ Baths

5- Murphys Road West Tisbury

$1,595,000

3 Beds 3+ Baths

21 Tower Ridge Road Oak Bluffs

$1,595,000

5 Beds 4+ Baths

47 North William Street Vineyard Haven

$1,575,000

5 Beds 5 Baths

45 Mitchell Road Vineyard Haven

$1,549,000

4 Beds 4+ Baths

5 John Wesley Park Oak Bluffs

$1,529,000

4 Beds 3+ Baths

5 Black Brook Crossing West Tisbury

$1,500,000

3 Beds 2+ Baths

66-57-59 Jernegan Pond Road Edgartown

$1,500,000

3 Beds 1+ Baths

15 Doctors Creek Path Chilmark

$1,500,000

4 Beds 3+ Baths

7 Clambelly Road Chilmark

$1,499,000

4 Beds 3+ Baths

9 Old Dunham Corner Way Edgartown

$1,499,000

6 Beds 5+ Baths

166 Katama Road Edgartown

$1,485,000

5 Beds 4+ Baths

50 Red Pony Road West Tisbury

$1,450,000

3 Beds 2+ Baths

22 Tabor Hills Chilmark

$1,450,000

4 Beds 2+ Baths

122 Head of Pond Road Vineyard Haven

$1,400,000

1,100 Sq Ft

42 Beach Road Vineyard Haven

$1,400,000

4 Beds 2+ Baths

58 North Neck Road Edgartown

$1,400,000

4 Beds 2+ Baths

41 Road to the Plains Edgartown

$1,398,000

3 Beds 2+ Baths

26 William Street Vineyard Haven

$1,395,000

3.01 Acres

7 Sand Plain Way Edgartown

$1,395,000

6 Beds 6+ Baths

111 New York Avenue Oak Bluffs

$1,389,000

3 Beds 3+ Baths

55 Worcester Avenue Oak Bluffs

$1,369,000

3 Beds 3+ Baths

63 Eighth Street North Edgartown

$1,350,000

4 Beds 2+ Baths

14 Sandpiper Lane Vineyard Haven

$1,325,000

3 Beds 2+ Baths

43 North Street Edgartown

$1,299,000

3 Beds 3+ Baths

11 Majors Cove Lane Edgartown

$1,295,000

4 Beds 3+ Baths

24 William Street Vineyard Haven

$1,295,000

4 Beds 3+ Baths

25 Old Dunham Corner Way Edgartown

$1,295,000

2 Beds 1+ Baths

9 Moshup Trail Aquinnah

$1,295,000

3 Beds 2+ Baths

1 Nomans Watch Road Aquinnah

$1,295,000

3 Beds 3+ Baths

369 Main Street Vineyard Haven

$1,260,000

4 Beds 2+ Baths

4 Whistling Swan Circle Edgartown

$1,250,000

6.80 Acres

6 Swan Neck Road Edgartown

$1,250,000

5.49 Acres

2 Swan Neck Road Edgartown

$1,250,000

4 Beds 2+ Baths

92 Kings Highway Chilmark

$1,250,000

3 Beds 2+ Baths

7 Vickers Street Edgartown

$1,200,000

1.39 Acres

0 Howard Street Vineyard Haven

$1,195,000

3 Beds 2+ Baths

226 Golf Club Road Vineyard Haven

$1,195,000

4 Beds 2+ Baths

12 Zoll Road Edgartown

$1,190,000

1,186 Sq Ft

254 Upper Main Street Edgartown

$1,185,000

2 Beds 3+ Baths

60 Tenth Street South Edgartown

$1,175,000

4 Beds 4+ Baths

22 Bold Meadow Lane Edgartown

$1,175,000

3 Beds 3+ Baths

8 Tenth Street South Edgartown

$1,155,000

5 Beds 4+ Baths

77 Amelia s Crossing Vineyard Haven

$1,149,000

4 Beds 3+ Baths

10 Eastville Avenue Oak Bluffs

$1,135,000

3 Beds 3 Baths

5 Upper Meadow Lane Oak Bluffs

$1,135,000

3 Beds 3+ Baths

5 Upper Meadow Lane Oak Bluffs

$1,135,000

3 Beds 3+ Baths

6 Rogers Way Oak Bluffs

$1,125,000

3 Beds 2+ Baths

54 Mayhew Norton Road West Tisbury

$1,125,000

3 Beds 3+ Baths

34- Waterview Road Oak Bluffs

$1,100,000

3 Beds 2+ Baths

40 Hidden Cove Road 8 Oak Bluffs

$1,095,000

2 Beds 1+ Baths

34 Lookout Hill West Tisbury

$1,095,000

4 Beds 3+ Baths

1 Bird Street Oak Bluffs

$1,093,000

3 Beds 3+ Baths

230 The Boulevard Edgartown

$1,050,000

3 Beds 3+ Baths

22 Larsen Lane Chilmark

$1,050,000

3.37 Acres

88 Oyster Pond Road Edgartown

$1,049,000

4 Beds 3+ Baths

209 Cove Road Vineyard Haven

$1,045,000

3 Beds 3+ Baths

65 Columbian Avenue Oak Bluffs

$1,025,000

3 Beds 2+ Baths

17 Tia Anna Lane Oak Bluffs

$1,000,000

2,452 Sq Ft

46- Beach Road Vineyard Haven

$1,000,000

4 Beds 1+ Baths

71 Lighthouse Road Aquinnah

$998,000

4 Beds 4+ Baths

21 Looks Pond Way West Tisbury

$989,000

3 Beds 3+ Baths

4 Stonewood Lane West Tisbury

$989,000

4 Beds 3+ Baths

24 South Roger Road Edgartown

$985,000

2 Beds 1+ Baths

585 Herring Creek Rd Vineyard Haven

$975,000

3 Beds 2+ Baths

42 Waterview Road Oak Bluffs

$969,000

4 Beds 1+ Baths

6 Mourning Dove Way Oak Bluffs

$950,000

3 Beds 2+ Baths

27 Indian Pipe Lane West Tisbury

$950,000

4 Beds 1+ Baths

7 Grove Avenue Vineyard Haven

$949,500

3 Beds 2+ Baths

155 Skiff Avenue Vineyard Haven

$949,000

4 Beds 2+ Baths

5 Schoolhouse Road Edgartown

$925,000

2 Beds 1+ Baths

39 Hines Point Road Vineyard Haven

$919,900

4 Beds 2+ Baths

1 Winemack Street Oak Bluffs

$900,000

3 Beds 2+ Baths

7 Bea Lane West Tisbury

$899,000

2 Beds 2+ Baths

131 North Water 91 Edgartown

$899,000

3 Beds 4+ Baths

33 Tia Anna Lane Oak Bluffs

$895,900

3 Beds 1+ Baths

77 Washque Avenue Edgartown

$895,000

2 Beds 1+ Baths

5 Gull Lane Edgartown

$895,000

3.30 Acres

2 Maple Hill Drive Aquinnah

$890,000

4 Beds 3+ Baths

641 Old County Road West Tisbury

$879,000

3 Beds 2+ Baths

180 Skiffs Lane West Tisbury

$877,000

3 Beds 3+ Baths

64- Tiasquam Road West Tisbury

$875,000

3 Beds 1+ Baths

6 Whistling Swan Circle Edgartown

$875,000

3 Beds 2+ Baths

211 Skiff Avenue Vineyard Haven

$875,000

3 Beds 2+ Baths

56 Whalers Walk Edgartown

$869,000

4 Beds 3+ Baths

38 Tiffany Drive Oak Bluffs

$869,000

3 Beds 3+ Baths

40 Tiffany Drive Oak Bluffs

$865,000

3 Beds 2+ Baths

84 Quinsigamond Avenue Vineyard Haven

$859,000

3 Beds 2+ Baths

18 Pinehurst Road Edgartown

$850,000

6.10 Acres

00 Tar Barrel Road Aquinnah

$850,000

4 Beds 2+ Baths

248 Main Street Vineyard Haven

$849,000

3 Beds 2+ Baths

31 Pinehurst Road Edgartown

$849,000

3 Beds 2+ Baths

4- Peases Point Way Chilmark

$839,000

3 Beds 2+ Baths

169 Clover Hill Drive Vineyard Haven

$825,000

3 Beds 1+ Baths

2- Opies Lane Aquinnah

$825,000

1,992 Sq Ft

One Mariners Landing A Edgartown

$825,000

1,868 Sq Ft

One Mariners Landing C Edgartown

$795,000

0.43 Acres

0 Putnam Avenue Oak Bluffs

179 Edgartow Vineyard Haven Road Oak Bluffs

$790,000

2 Beds 2 Baths

179 Edgartow Vineyard Haven Road Oak Bluffs

$790,000

4 Beds 2+ Baths

102 Pond View Drive Oak Bluffs

98 Vineyard Meadow Farms Road West Tisbury

$789,000

3 Beds 2+ Baths

98 Vineyard Meadow Farms Road West Tisbury

$775,000

1,918 Sq Ft

One Mariners Landing B Edgartown

$769,000

3 Beds 2+ Baths

42 Pinehurst Road Edgartown

$769,000

3 Beds 2+ Baths

21 Windsor Drive Edgartown

$750,000

0.57 Acres

1 Lois Lane Edgartown

$733,000

3 Beds 3+ Baths

13 Shirley Avenue Oak Bluffs

$725,000

1.15 Acres

0 Main Street Vineyard Haven

$725,000

4.32 Acres

1 Crowberry Lane Chilmark

$720,000

3 Beds 2+ Baths

20 Thirteenth Street North Edgartown

$715,000

2 Beds 2+ Baths

One Mariners Landing 1 Edgartown

$699,000

3 Beds 2+ Baths

74 Columbian Avenue Oak Bluffs

$699,000

3 Beds 3+ Baths

156 West Spring Street Vineyard Haven

$695,000

3.10 Acres

7- East Pasture Way Aquinnah

$695,000

2 Beds 1+ Baths

One Mariners Landing 5 Edgartown

$695,000

2 Beds 2+ Baths

One Mariners Landing 3 Edgartown

$695,000

3.10 Acres

7 East Pasture Way Aquinnah

$695,000

3 Beds 2+ Baths

27 Windsor Drive Edgartown

$689,000

3 Beds 1+ Baths

33 Renear Street Vineyard Haven

$685,000

2 Beds 2+ Baths

68- Vineyard Avenue Oak Bluffs

$675,000

3.02 Acres

11 High Meadow Chilmark

$669,000

2 Beds 2+ Baths

One Mariners Landing 2 Edgartown

$659,000

1 Beds 1 Baths

21 Kennebec Avenue #6 Oak Bluffs

$659,000

2 Beds 2+ Baths

13 Cyprien Way Edgartown

$629,000

2 Beds 2+ Baths

122 Cove Road 11 Vineyard Haven

$600,000

1.84 Acres

40- Paddock Road Lot 18 Oak Bluffs

$600,000

1,742 Sq Ft

One Mariners Landing D Edgartown

$600,000

2.12 Acres

36 Paddock Road Lot 16 Oak Bluffs

$595,000

4.30 Acres

96 Hammett Lane Chilmark

$575,000

3.09 Acres

690-LOT-3 Old County Road West Tisbury

$565,000

3 Beds 1+ Baths

54 Snake Hollow Vineyard Haven

$550,000

2 Beds 1+ Baths

67 Trinity Park Oak Bluffs

$550,000

2.29 Acres

25 Paddock Road Lot 23 Oak Bluffs

$550,000

3.80 Acres

0 Jeffers Way Aquinnah

$550,000

2.02 Acres

20 Paddock Road Lot 9 Oak Bluffs

$550,000

2.16 Acres

108 Hebrons Way Aquinnah

$545,000

1.04 Acres

Lot-3 Baylies Way Edgartown

$535,000

960 Sq Ft

21 Kennebec Avenue 2 Oak Bluffs

$525,000

0.29 Acres

Lot-2 Main Street Vineyard Haven

$525,000

0.70 Acres

8- Indian Hill Road West Tisbury

$525,000

0.29 Acres

0 Main Street Lot 2 Vineyard Haven

$524,000

1 Beds 1+ Baths

10-Sampson Avenue Edgartown

$495,000

2.20 Acres

98- Kings Highway Chilmark

$475,000

0.34 Acres

0 Main Street Lot 1 Vineyard Haven

$475,000

0.34 Acres

Lot-1 Main Street Vineyard Haven

$470,000

3.17 Acres

90 Ben Chase Road West Tisbury

$465,000

1.00 Acres

52 Longview Road West Tisbury

$435,000

2 Beds 1+ Baths

1 Hebron Avenue Oak Bluffs

$430,000

2 Beds 1+ Baths

124- Skiff Avenue G10 Vineyard Haven

$407,000

960 Sq Ft

21 Kennebec Avenue 1A Oak Bluffs

$400,000

796 Sq Ft

243 Edgartown VH Road 3 Edgartown

$399,000

278 Sq Ft

15 North Summer Street Edgartown

$395,000

2.68 Acres

625 State Road Aquinnah

$375,000

0.96 Acres

33 Old Coach Road West Tisbury

$374,000

0.33 Acres

49 Waterview Road Oak Bluffs

$359,000

721 Sq Ft

31 Beach Road A 202 Vineyard Haven

$350,000

0.26 Acres

18 Pilgrim Road Edgartown

$325,000

0.19 Acres

15 Bay View Avenue Oak Bluffs

$315,000

Acres

0 Beach Lot Quansoo Chilmark

$299,000

1 Beds 1+ Baths

124- Skiff Avenue G 01 Vineyard Haven

$250,000

3.40 Acres

00 Moshup Trail Aquinnah

$224,900

2 Beds 1+ Baths

30 Peases Point Way North 11B Edgartown

$199,999

1 Beds 1+ Baths

3 South Water Street 206 Edgartown

$165,000

1 Beds 1+ Baths

15 Mill Street 34 Edgartown

$165,000

0.80 Acres

0 Eliot Avenue Chilmark

$164,999

1 Beds 1+ Baths

20 Peases Point Way North 9 Edgartown

$162,000

1 Beds 1+ Baths

20 Pease Point Way 8 Edgartown

$150,000

0.20 Acres

1 Eliot Avenue Chilmark

$149,000

1 Beds 1+ Baths

60 Beach Road 111 Vineyard Haven

$145,000

4.60 Acres

0 Ox Cart Road Aquinnah

$144,900

1 Beds 1+ Baths

15 Mill Street 26 Edgartown

$90,000

1.60 Acres

00 Oxcart Road Aquinnah

7 South Water St Harborside Inn 414 Ripley House Edgartown

$10,500

1 Beds 1+ Baths

7 South Water St Harborside Inn ... Edgartown

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