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Waterfront

Explore these waterfront properties...from the Atlantic Ocean to the Vineyard Sound. Discover the spectacular ponds which grace Martha's Vineyard, leading out to the ocean beyond. Harborfront and beach, Martha’s Vineyard offers a stunning variety of waterfront properties.

Owners are currently updating 2025 rates from 2024 and are subject to change. Please call 508.696.9999 or email us to confirm.

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218 results

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$389,900

21 Island Inn Road, Oak Bluffs

Oak Bluffs

1 Bed

| 1+ Bath

Details

Image

$349,000

Pending

4 Sylvan Avenue, Oak Bluffs

Oak Bluffs

0.26 Acres

Details

0 California Avenue, Oak Bluffs

$495,000

Link #: 42933

00 Moshup Trail, Aquinnah

$450,000

Link #: 41969

0 Concord Avenue, Oak Bluffs

$450,000

Link #: 42429

00 Moshup Trail, Aquinnah

$400,000

Link #: 42296

21 Island Inn Road, Oak Bluffs

$389,900

Link #: 41920

4 Sylvan Avenue, Oak Bluffs

$349,000

Link #: 39094

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222 results

114 North Water Street, Edgartown

$19,900,000

Link #: 42787

211 Upper Main Street & 26 Curtis Lane, Edgartown

$19,900,000

Link #: 42624

68 North Water Street, Edgartown

$17,500,000

Link #: 42130

111 North Water Street, Edgartown

$16,750,000

Link #: 42024

64 Squibnocket Farm Road, Chilmark

$16,500,000

Link #: 40007

8 Snail Road, Chilmark

$14,000,000

Link #: 42994

5 Briggs Road, Edgartown

$13,995,000

Link #: 42814

150 East Chop Drive, Oak Bluffs

$13,200,000

Link #: 42039

16 Shotnaigher Lane, Chilmark

$12,750,000

Link #: 43060

37 North Neck Road, Edgartown

$12,500,000

Link #: 41705

32 Boldwater Road, 3 Jacobs Neck Road, Edgartown

$10,550,000

Link #: 41236

47 East Chop Drive, Oak Bluffs

$10,500,000

Link #: 43065

2 Squibnocket Road, Chilmark

$10,220,000

Link #: 41941

12 Boldwater Road, Edgartown

$9,995,000

Link #: 43002

24 Katama Bay View Road, Edgartown

$9,950,000

Link #: 41291

1 Field Club Drive, Edgartown

$9,950,000

Link #: 42478

85 North Reservoir Road, West Tisbury

$8,995,000

Link #: 42515

94 Menemsha Inn Road, Chilmark

$8,950,000

Link #: 42061

74 Turkeyland Cove Road, Edgartown

$8,250,000

Link #: 42954

32 Boldwater Road, Edgartown

$8,150,000

Link #: 42260

1 Clam Point Cove Road, Chilmark

$7,950,000

Link #:

19 Locust Lane, Aquinnah

$7,795,000

Link #: 42549

10 Puwal Lane, Edgartown

$6,750,000

Link #: 40989

10 Puwal Lane, Edgartown

$6,750,000

Link #: 40989

26 Curtis Lane, Edgartown

$6,700,000

Link #: 42623

10 Tilton Way, Edgartown

$6,500,000

Link #: 42616

62 North Summer Street, Edgartown

$5,950,000

Link #: 41515

4 Somerset Lane, Edgartown

$5,750,000

Link #: 42267

146 Quansoo Road, Chilmark

$5,475,000

Link #: 42003

49 Gosnolds Way, Chilmark

$5,295,000

Link #: 42197

69 Division Road, Edgartown

$4,995,000

Link #: 41704

4 Down Harbor Road, Edgartown

$4,950,000

Link #: 42606

11 Macs Lane, Vineyard Haven

$4,945,000

Link #: 43067

104 Pond View Farm Road, West Tisbury

$4,900,000

Link #: 41979

56 Robinson Road, Edgartown

$4,850,000

Link #: 43008

61 Division Road, Edgartown

$4,800,000

Link #: 42597

267 Barnes Road, Oak Bluffs

$4,500,000

Link #: 43025

0 Eastville Avenue, Oak Bluffs

$4,400,000

Link #: 40762

32 Stonewall Road and 4 Cedar Lane, Chilmark

$4,400,000

Link #: 39001

20 Edson Forest Road, West Tisbury

$4,395,000

Link #: 42955

515 State Road, Aquinnah

$4,300,000

Link #: 40790

140 Merry Farm Road, West Tisbury

$4,250,000

Link #: 41647

20 Mill Hill Road, Edgartown

$4,200,000

Link #: 41911

37 Main Street, Edgartown

$4,150,000

Link #: 42810

4 Boldwater Road, Edgartown

$4,150,000

Link #: 42435

4 Nomans Watch Road, Aquinnah

$3,995,000

Link #: 42702

9 Weston Avenue, Oak Bluffs

$3,950,000

Link #: 42664

28 Beach Road, Oak Bluffs

$3,950,000

Link #: 42946

29 Oxcart Road, Aquinnah

$3,950,000

Link #: 41468

11 Greenhouse Lane, Chilmark

$3,950,000

Link #: 41656

25 Beetle Swamp Road, Edgartown

$3,850,000

Link #: 41228

70 Spring Street and William St. Lot, Vineyard Haven

$3,800,000

Link #: 42618

28 Crocker Drive, Edgartown

$3,690,000

Link #: 42907

110 Fifth Street North, Edgartown

$3,600,000

Link #: 42516

100 Gosnolds Way, Chilmark

$3,500,000

Link #: 41875

382 Lighthouse Road, Aquinnah

$3,500,000

Link #: 41525

63 Bayes Hill Road, Oak Bluffs

$3,500,000

Link #: 42800

34 Massasoit Avenue, Oak Bluffs

$3,500,000

Link #: 42580

34 Massasoit Avenue, Oak Bluffs

$3,500,000

Link #: 42756

25 Simpsons Lane, Edgartown

$3,495,000

Link #: 42734

9 Hollow Way, Edgartown

$3,399,000

Link #: 40933

357 West Tisbury Road, Edgartown

$3,300,000

Link #: 43035

36 Tashmoo Avenue, Vineyard Haven

$3,295,000

Link #: 42136

9 North Neck Road, Edgartown

$3,250,000

Link #: 42665

27 Spring Street, Vineyard Haven

$3,195,000

Link #: 41418

114 Meetinghouse Way, Edgartown

$3,100,000

Link #: 42718

15 & 27 Pennywise Path, Edgartown

$3,000,000

Link #: 42642

72 Chappaquiddick Avenue, Edgartown

$2,999,000

Link #: 42786

67 Hidden Village Road, West Tisbury

$2,999,000

Link #: 41843

31 The Boulevard, Edgartown

$2,995,000

Link #: 43004

9 Turkeyland Cove Road, Edgartown

$2,995,000

Link #: 41731

34 South Pond Road, West Tisbury

$2,975,000

Link #: 42737

10 Molly's Way, Chilmark

$2,950,000

Link #: 42953

10 Mollys Way, Chilmark

$2,950,000

Link #: 42732

34 Windemere Road, Oak Bluffs

$2,950,000

Link #: 40654

109 Herring Creek Road, Edgartown

$2,895,000

Link #: 42951

70 Spring Street, Vineyard Haven

$2,850,000

Link #: 42020

1 Marchants Path, Edgartown

$2,849,000

Link #: 41700

24 Dark Woods Road, Edgartown

$2,700,000

Link #: 42444

0, 27 & 30 Tower Lane, Chilmark

$2,699,000

Link #: 42752

99 The Boulevard, Edgartown

$2,595,000

Link #: 42748

11 Bernard Way, Edgartown

$2,550,000

Link #: 42740

157 Ben Chase Road, West Tisbury

$2,550,000

Link #: 42679

2 Other House Road, Chilmark

$2,500,000

Link #: 42602

26 Mill Hill Road, Edgartown

$2,500,000

Link #: 42722

79 Circuit Avenue, Oak Bluffs

$2,500,000

Link #: 42960

79 Circuit Avenue, Oak Bluffs

$2,500,000

Link #: 42958

4 High Meadow Lane, Oak Bluffs

$2,495,000

Link #: 42967

32 Norton Orchard Road, Edgartown

$2,495,000

Link #: 42674

6 Marthas Park Road, Oak Bluffs

$2,495,000

Link #: 42914

35 Woody Bottom Road, West Tisbury

$2,495,000

Link #: 42939

25 Fulling Mill Road, Chilmark

$2,450,000

Link #: 43014

22 Greenleaf Avenue, Oak Bluffs

$2,390,000

Link #: 43058

30 Sengekontacket Road, Oak Bluffs

$2,375,000

Link #: 42694

11 Norton Street, Edgartown

$2,349,000

Link #: 43011

4 Cedar Lane, Chilmark

$2,300,000

Link #: 42337

11 Beach Pebble Road, West Tisbury

$2,250,000

Link #: 41593

32 Stonewall Road, Chilmark

$2,200,000

Link #: 42364

55 Old Purchase Road, Edgartown

$2,200,000

Link #: 41042

17 Suttons Way, Edgartown

$2,195,000

Link #: 43028

42 Daggett Avenue, Vineyard Haven

$2,195,000

Link #: 43022

10 Bridge Lane, West Tisbury

$2,195,000

Link #: 42632

23 Thirteenth Street North, Edgartown

$2,100,000

Link #: 42924

23 Thirteenth Street North, Edgartown

$2,100,000

Link #: 42922

46 Red Buoy Lane, Vineyard Haven

$2,095,000

Link #: 41919

126 Border Road, Vineyard Haven

$2,000,000

Link #: 42394

18 Katama Drive, Edgartown

$1,998,000

Link #: 42414

32 Flamingo Drive, Edgartown

$1,995,000

Link #: 42931

2 Farm Path, Oak Bluffs

$1,995,000

Link #: 42860

10 North Abels Hill Road, Chilmark

$1,995,000

Link #: 42180

55 Charles Neck Way, West Tisbury

$1,995,000

Link #: 42418

79 Beach Road, Vineyard Haven

$1,990,000

Link #: 42944

15 Jernegan Pond Road, Edgartown

$1,975,000

Link #: 35782

654 Lighthouse Road, Aquinnah

$1,950,000

Link #: 40669

209 Cove Road, Vineyard Haven

$1,950,000

Link #: 42044

34 Paddock Road, Oak Bluffs

$1,950,000

Link #: 40763

97 Snake Hollow, Vineyard Haven

$1,899,000

Link #: 42407

34 Tower Ridge Road, Oak Bluffs

$1,895,000

Link #: 42638

137 Charles Neck Way, West Tisbury

$1,895,000

Link #: 43027

41 Smith Hollow Drive, Edgartown

$1,875,000

Link #: 42961

22 Paddock Road, Oak Bluffs

$1,850,000

Link #: 42294

82 Skiff Avenue, Vineyard Haven

$1,845,000

Link #: 42879

8 Massasoit Road, Edgartown

$1,800,000

Link #: 43013

66 Brush Pond Road, Oak Bluffs

$1,800,000

Link #: 42739

7 North Bog Road, Edgartown

$1,799,500

Link #: 40891

37 Knoll Drive, Edgartown

$1,775,000

Link #: 42803

9 Goode Street, Oak Bluffs

$1,775,000

Link #: 42166

33 Clay Avenue, Oak Bluffs

$1,750,000

Link #: 41739

63 Division Road, Edgartown

$1,750,000

Link #: 41406

54 Lake Street, Vineyard Haven

$1,725,000

Link #: 42750

395 West Tisbury Road, Edgartown

$1,695,000

Link #: 42874

345 North Road, Chilmark

$1,695,000

Link #: 42920

8 School House Village, Oak Bluffs

$1,690,000

Link #: 42630

21 Coffins Field Road, Edgartown

$1,689,000

Link #: 42611

6 Gerts Way, Edgartown

$1,675,000

Link #: 42644

60 Windsor Drive, Edgartown

$1,650,000

Link #: 43007

4A Amelias Crossing, Vineyard Haven

$1,640,000

Link #: 38082

467 Katama Road, Edgartown

$1,600,000

Link #: 43072

38 Fire Tower Road, West Tisbury

$1,595,000

Link #: 41999

211 Edgartown - Vineyard Haven Road, Vineyard Haven

$1,595,000

Link #: 42741

145 Vineyard Meadow Farms Road, West Tisbury

$1,525,000

Link #: 42981

110 Daggett Avenue, Vineyard Haven

$1,500,000

Link #: 42957

11 Flamingo Drive, Edgartown

$1,495,000

Link #: 42996

249 State Road, Vineyard Haven

$1,495,000

Link #: 41409

47 East Chop Drive, Oak Bluffs

$1,495,000

Link #: 43068

1 Ambers Way, Edgartown

$1,450,000

Link #: 41327

14 High Meadow Lane, Oak Bluffs

$1,449,000

Link #: 42472

34 Ebens Lane, Chilmark

$1,449,000

Link #: 40477

4 Lagoon Pond Road, Vineyard Haven

$1,445,000

Link #: 42148

2 Boylston Drive, Edgartown

$1,425,000

Link #: 42912

73 Dodgers Hole Road, Edgartown

$1,410,000

Link #: 40948

4 Dubud Lane, Edgartown

$1,400,000

Link #: 41930

191 Spring Hill Road, Vineyard Haven

$1,400,000

Link #: 42984

42 Beach Road, Vineyard Haven

$1,400,000

Link #: 36352

87 Schoolhouse Road, Edgartown

$1,400,000

Link #: 41518

10 Rumpus Ridge Road, Chilmark

$1,395,000

Link #: 42938

9 Galway Road, West Tisbury

$1,370,000

Link #: 41877

60 Prospect Avenue, Oak Bluffs

$1,349,000

Link #: 42963

2 Upper Douglas Lane, Oak Bluffs

$1,333,333

Link #: 42917

25 Plum Bush Point Road, West Tisbury

$1,325,000

Link #: 41768

51 Head of the Pond Road, Oak Bluffs

$1,299,000

Link #: 41818

119 Alpine Avenue, Oak Bluffs

$1,299,000

Link #: 42891

261 Sandpiper Lane, Vineyard Haven

$1,295,000

Link #: 42968

261 Sandpiper Lane, Vineyard Haven

$1,295,000

Link #: 42969

41 Old County Road, West Tisbury

$1,290,000

Link #: 42447

10 Nunes Way, Oak Bluffs

$1,275,000

Link #: 42388

46 Old Coach Road, West Tisbury

$1,275,000

Link #: 42972

10 Kims Way, Oak Bluffs

$1,250,000

Link #: 42717

70 Carol Lane, Oak Bluffs

$1,250,000

Link #: 42456

108 Charles Neck Way, West Tisbury

$1,249,000

Link #: 42772

211 Edgartown - Vineyard Haven Road, Vineyard Haven

$1,215,000

Link #: 42971

14 Ridge Road, Aquinnah

$1,200,000

Link #: 41990

85 Bay View Avenue, Edgartown

$1,200,000

Link #: 41562

17 Meetinghouse Village Way, Edgartown

$1,200,000

Link #: 42437

31 Ninth Street North, Edgartown

$1,195,000

Link #: 42980

34 Tenth Street South, Edgartown

$1,195,000

Link #: 42777

160 Bernard Circle, Vineyard Haven

$1,195,000

Link #: 43051

200 Sandpiper Lane, Vineyard Haven

$1,185,000

Link #: 42525

200 Sandpiper Lane, Vineyard Haven

$1,185,000

Link #: 42568

193 Franklin Terrace, Vineyard Haven

$1,169,000

Link #: 41205

96 Dunham Avenue, Vineyard Haven

$1,150,000

Link #: 39390

130 Wing Road, Oak Bluffs

$1,111,111

Link #: 42834

11 Fairway Drive, Oak Bluffs

$1,100,000

Link #: 42230

31 Davis Street, Vineyard Haven

$1,075,000

Link #: 42641

46 Beach Road, Vineyard Haven

$1,000,000

Link #: 36353

25 North Vine Lane, West Tisbury

$999,999

Link #: 42093

15 Fourteenth Street North, Edgartown

$999,000

Link #: 42817

00 Quenames Road, Chilmark

$995,000

Link #: 42050

50 Canonicus Avenue, Oak Bluffs

$995,000

Link #: 42877

37 Circuit Avenue, Oak Bluffs

$985,000

Link #: 42973

53 Anthiers Way, Edgartown

$950,000

Link #: 42873

37 Circuit Avenue, Oak Bluffs

$935,000

Link #: 43000

1 Cottage Park, Oak Bluffs

$925,000

Link #: 42887

5A2.12 State Road, Vineyard Haven

$899,000

Link #: 38080

26 Winthrop Avenue, Oak Bluffs

$899,000

Link #: 42248

4 Quail Run, Oak Bluffs

$875,000

Link #: 42764

00 Kennebago Avenue - 65-E-1, Vineyard Haven

$868,000

Link #: 41044

6 Lauras Way, Edgartown

$825,000

Link #: 42118

117 Pennywise Path, Edgartown

$759,000

Link #: 42535

7 Highland Avenue, Oak Bluffs

$750,000

Link #: 42382

0 Red Buoy Lot 147, Vineyard Haven

$735,000

Link #: 42926

51 Rural Circle, Oak Bluffs

$725,000

Link #: 42521

126 Border Road, Vineyard Haven

$700,000

Link #: 42438

25 Oak Avenue, Oak Bluffs

$699,000

Link #: 42761

25 Oak Avenue, Oak Bluffs

$699,000

Link #: 42766

56 Holmes Hole Road, Oak Bluffs

$699,000

Link #: 42990

10 Siloam Avenue, Oak Bluffs

$685,000

Link #: 40546

9 Forest Circle, Oak Bluffs

$675,000

Link #: 42107

56 Narragansett Avenue, Oak Bluffs

$650,000

Link #: 42567

35 Temahigan Avenue lot 5, Oak Bluffs

$650,000

Link #: 43050

00 Tashmoo Avenue @ Baylis Woods, Vineyard Haven

$628,500

Link #: 42900

47 Circuit Avenue, Oak Bluffs

$600,000

Link #: 42760

0 Worcester Avenue & Olinda Avenue, Oak Bluffs

$575,000

Link #: 43015

0 Barnes Road, Oak Bluffs

$530,000

Link #: 42701

47 Circuit Avenue, Oak Bluffs

$525,000

Link #: 42759

211 Edgartown Road, Vineyard Haven

$499,000

Link #: 42977

0 California Avenue, Oak Bluffs

$495,000

Link #: 42933

00 Moshup Trail, Aquinnah

$450,000

Link #: 41969

0 Concord Avenue, Oak Bluffs

$450,000

Link #: 42429

00 Moshup Trail, Aquinnah

$400,000

Link #: 42296

21 Island Inn Road, Oak Bluffs

$389,900

Link #: 41920

4 Sylvan Avenue, Oak Bluffs

$349,000

Link #: 39094

Waterfront

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0 California Avenue, Oak Bluffs

00 Moshup Trail, Aquinnah

0 Concord Avenue, Oak Bluffs

00 Moshup Trail, Aquinnah

21 Island Inn Road, Oak Bluffs

4 Sylvan Avenue, Oak Bluffs

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114 North Water Street, Edgartown

211 Upper Main Street & 26 Curtis Lane, Edgartown

68 North Water Street, Edgartown

111 North Water Street, Edgartown

64 Squibnocket Farm Road, Chilmark

8 Snail Road, Chilmark

5 Briggs Road, Edgartown

150 East Chop Drive, Oak Bluffs

16 Shotnaigher Lane, Chilmark

37 North Neck Road, Edgartown

32 Boldwater Road, 3 Jacobs Neck Road, Edgartown

47 East Chop Drive, Oak Bluffs

2 Squibnocket Road, Chilmark

12 Boldwater Road, Edgartown

24 Katama Bay View Road, Edgartown

1 Field Club Drive, Edgartown

85 North Reservoir Road, West Tisbury

94 Menemsha Inn Road, Chilmark

74 Turkeyland Cove Road, Edgartown

32 Boldwater Road, Edgartown

1 Clam Point Cove Road, Chilmark

19 Locust Lane, Aquinnah

10 Puwal Lane, Edgartown

10 Puwal Lane, Edgartown

26 Curtis Lane, Edgartown

10 Tilton Way, Edgartown

62 North Summer Street, Edgartown

4 Somerset Lane, Edgartown

146 Quansoo Road, Chilmark

49 Gosnolds Way, Chilmark

69 Division Road, Edgartown

4 Down Harbor Road, Edgartown

11 Macs Lane, Vineyard Haven

104 Pond View Farm Road, West Tisbury

56 Robinson Road, Edgartown

61 Division Road, Edgartown

267 Barnes Road, Oak Bluffs

0 Eastville Avenue, Oak Bluffs

32 Stonewall Road and 4 Cedar Lane, Chilmark

20 Edson Forest Road, West Tisbury

515 State Road, Aquinnah

140 Merry Farm Road, West Tisbury

20 Mill Hill Road, Edgartown

37 Main Street, Edgartown

4 Boldwater Road, Edgartown

4 Nomans Watch Road, Aquinnah

9 Weston Avenue, Oak Bluffs

28 Beach Road, Oak Bluffs

29 Oxcart Road, Aquinnah

11 Greenhouse Lane, Chilmark

25 Beetle Swamp Road, Edgartown

70 Spring Street and William St. Lot, Vineyard Haven

28 Crocker Drive, Edgartown

110 Fifth Street North, Edgartown

100 Gosnolds Way, Chilmark

382 Lighthouse Road, Aquinnah

63 Bayes Hill Road, Oak Bluffs

34 Massasoit Avenue, Oak Bluffs

34 Massasoit Avenue, Oak Bluffs

25 Simpsons Lane, Edgartown

9 Hollow Way, Edgartown

357 West Tisbury Road, Edgartown

36 Tashmoo Avenue, Vineyard Haven

9 North Neck Road, Edgartown

27 Spring Street, Vineyard Haven

114 Meetinghouse Way, Edgartown

15 & 27 Pennywise Path, Edgartown

72 Chappaquiddick Avenue, Edgartown

67 Hidden Village Road, West Tisbury

31 The Boulevard, Edgartown