Dukes County, MA Homes for Sale & Real Estate

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1-60 of 320 Homes
$4,725,000 | 149 Litchfield Road, Edgartown, MA 02539
1/41
New

$4,725,000

3
Bedrooms
2,969
Square Feet
1.7
Acres

149 Litchfield Road, Edgartown, MA 02539

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$310,000 | 27 Island Inn Road, Unit 10C, Oak Bluffs, MA 02557
1/30

$310,000

1
Bedrooms
419
Square Feet

27 Island Inn Road, Unit 10C, Oak Bluffs, MA 02557

$725,000 | 124 Skiff Avenue, Unit G11, Vineyard Haven, MA 02568
1/15

$725,000

2
Bedrooms
1
Bathrooms
703
Square Feet

124 Skiff Avenue, Unit G11, Vineyard Haven, MA 02568

$287,500 | 27 Island Inn Road, Unit 9C, Oak Bluffs, MA 02557
1/26

$287,500

1
Bedrooms
388
Square Feet

27 Island Inn Road, Unit 9C, Oak Bluffs, MA 02557

$527,500 | 21 Island Inn Road, Unit 38G, Oak Bluffs, MA 02557
1/35

$527,500

1
Bedrooms
590
Square Feet

21 Island Inn Road, Unit 38G, Oak Bluffs, MA 02557

$2,500,000 | 9 Codman Spring Road, Edgartown, MA 02539
1/35

$2,500,000

4
Bedrooms
1,786
Square Feet
0.88
Acres

9 Codman Spring Road, Edgartown, MA 02539

$935,000 | 3 Dukes County Avenue, Oak Bluffs, MA 02557
1/24

$935,000

2
Bedrooms
763
Square Feet
Unavailable
Acres

3 Dukes County Avenue, Oak Bluffs, MA 02557

$8,750,000 | 4 Sand Plain Way, Edgartown, MA 02539
1/42

$8,750,000

10
Bedrooms
4,224
Square Feet
4.73
Acres

4 Sand Plain Way, Edgartown, MA 02539

$7,600,000 | 10 Norton Street, Edgartown, MA 02539
1/42

$7,600,000

5
Bedrooms
4,254
Square Feet
0.2
Acres

10 Norton Street, Edgartown, MA 02539

$5,795,000 | 37 Plain Field Way, Edgartown, MA 02539
1/51
Listed By CompassOpen: 8/23 04:00PM - 05:30PM

$5,795,000

5
Bedrooms
3,606
Square Feet
0.96
Acres

37 Plain Field Way, Edgartown, MA 02539

$1,255,000 | 11 Stanley Street, Oak Bluffs, MA 02557
1/17

$1,255,000

3
Bedrooms
912
Square Feet
0.35
Acres

11 Stanley Street, Oak Bluffs, MA 02557

$1,275,000 | 0 Cencelle, Chilmark, MA 02535
1/14

$1,275,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
3.91
Acres

0 Cencelle, Chilmark, MA 02535

$995,000 | 0 Road To The Tower Gosnold Ma, Cuttyhunk, MA 02713
1/4

$995,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.86
Acres

0 Road To The Tower Gosnold Ma, Cuttyhunk, MA 02713

$9,750,000 | 23 Flanders Lane, Chilmark, MA 02535
1/49

$9,750,000

7
Bedrooms
3,617
Square Feet
8.70
Acres

23 Flanders Lane, Chilmark, MA 02535

$2,490,000 | 8 Jeffers Way, Aquinnah, MA 02535
1/46
Listed By Compass

$2,490,000

4
Bedrooms
3,579
Square Feet
2.1
Acres

8 Jeffers Way, Aquinnah, MA 02535

a front view of a house with a yard
1/58

$16,250,000

6
Bedrooms
8
Bathrooms
8,648
Square Feet
10.69
Acres

25 Brickyard Road, Chilmark, MA 02535

$2,200,000 | 99 Oak Lane, West Tisbury, MA 02568
1/30
New

$2,200,000

4
Bedrooms
3,771
Square Feet
2.9
Acres

99 Oak Lane, West Tisbury, MA 02568

$1,800,000 | 528 Main Street, Vineyard Haven, MA 02568
1/31
Open: 8/19 01:00PM - 03:00PM

$1,800,000

4
Bedrooms
2,670
Square Feet
0.57
Acres

528 Main Street, Vineyard Haven, MA 02568

$850,000 | 61 Winemack Street, Oak Bluffs, MA 02557
1/7
Listed By Compass

$850,000

2
Bedrooms
992
Square Feet
0.23
Acres

61 Winemack Street, Oak Bluffs, MA 02557

$425,000 | 0 Heather Lane, Oak Bluffs, MA 02557
Listed By Compass

$425,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
0.18
Acres

0 Heather Lane, Oak Bluffs, MA 02557

$3,225,000 | 8 Woodhaven Drive, Edgartown, MA 02539
1/41
Listed By Compass

$3,225,000

3
Bedrooms
3,219
Square Feet
1.01
Acres

8 Woodhaven Drive, Edgartown, MA 02539

a front view of a house with a garden
1/14

$2,500,000

3
Bedrooms
1,884
Square Feet
0.28
Acres

77 6th Street, Edgartown, MA 02539

$3,650,000 | 8 Turkeyland Cove Road, Edgartown, MA 02539
1/10
New

$3,650,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
5.5
Acres

8 Turkeyland Cove Road, Edgartown, MA 02539

an aerial view of a house with a yard basket ball court and outdoor seating
1/46

$2,695,000

5
Bedrooms
2,374
Square Feet
0.20
Acres

124 Main Street, Vineyard Haven, MA 02568

$1,195,000 | 2 Winemack Street, Oak Bluffs, MA 02557
1/28
Open: 8/18 10:00AM - 11:00AM

$1,195,000

3
Bedrooms
1,456
Square Feet
0.11
Acres

2 Winemack Street, Oak Bluffs, MA 02557

$1,500,000 | 8 Pip'n Road, Edgartown, MA 02539
1/16

$1,500,000

3
Bedrooms
1,717
Square Feet
3.04
Acres

8 Pip'n Road, Edgartown, MA 02539

a front view of a house with garden
1/29

$1,225,000

1
Bedrooms
1,428
Square Feet
0.30
Acres

323 County Road, Oak Bluffs, MA 02557

an aerial view of a house with a big yard
1/32

$2,995,000

5
Bedrooms
1,713
Square Feet
0.2
Acres

27 Beach Road, Oak Bluffs, MA 02557

$7,000,000 | 26 Harbor Hill Road, Chilmark, MA 02535
1/40
Virtual Tour

$7,000,000

2
Bedrooms
2,250
Square Feet
0.28
Acres

26 Harbor Hill Road, Chilmark, MA 02535

$12,250,000 | 139 Chappaquiddick Road, Edgartown, MA 02539
1/42

$12,250,000

7
Bedrooms
4,855
Square Feet
5.03
Acres

139 Chappaquiddick Road, Edgartown, MA 02539

$1,095,000 | 170 Barnes Road, Oak Bluffs, MA 02557
1/19

$1,095,000

3
Bedrooms
1,764
Square Feet
0.25
Acres

170 Barnes Road, Oak Bluffs, MA 02557

$3,975,000 | 99 Ocean Avenue, Oak Bluffs, MA 02557
1/36

$3,975,000

4
Bedrooms
2,600
Square Feet
0.1
Acres

99 Ocean Avenue, Oak Bluffs, MA 02557

a view of a patio with table and chairs and wooden floor
1/42

$2,250,000

4
Bedrooms
1,918
Square Feet
3.3
Acres

21-25 Fulling Mill Road, Chilmark, MA 02535

a view of a lounge chair in the backyard of house
1/16

$995,000

3
Bedrooms
1,264
Square Feet
0.3
Acres

36 Circuit Avenue, Vineyard Haven, MA 02568

a view of a house with a yard and potted plants
1/30

$3,200,000

4
Bedrooms
3,428
Square Feet
0.92
Acres

19 Llewellyn Way, Edgartown, MA 02539

a front view of multi story residential apartment building
1/35

$6,650,000

6
Bedrooms
4,664
Square Feet
0.11
Acres

38 Simpsons Lane, Edgartown, MA 02539

a front view of residential houses with street
1/59

$3,295,000

5
Bedrooms
2,330
Square Feet
0.28
Acres

29-33 Lagoon Pond Road, Vineyard Haven, MA 02568

a view of a house with a yard and potted plants
1/28

$3,200,000

4
Bedrooms
3,428
Square Feet
0.92
Acres

19 Llewellyn Way, Edgartown, MA 02539

a front view of a house with a garden
1/36

$1,995,000

5
Bedrooms
3,480
Square Feet
1.3
Acres

135 Mayflower Lane, Vineyard Haven, MA 02568

$2,595,000 | 131 North Water Street, Unit 22, Edgartown, MA 02539
1/17

$2,595,000

2
Bedrooms
960
Square Feet

131 North Water Street, Unit 22, Edgartown, MA 02539

$2,875,000 | 131 North Water Street, Unit 96, Edgartown, MA 02539
1/17

$2,875,000

3
Bedrooms
1,061
Square Feet

131 North Water Street, Unit 96, Edgartown, MA 02539

$2,425,000 | 131 North Water Street, Unit 62, Edgartown, MA 02539
1/20

$2,425,000

2
Bedrooms
895
Square Feet

131 North Water Street, Unit 62, Edgartown, MA 02539

$1,975,000 | 131 North Water Street, Unit 94, Edgartown, MA 02539
1/21

$1,975,000

2
Bedrooms
730
Square Feet

131 North Water Street, Unit 94, Edgartown, MA 02539

a front view of a house with a garden
1/32

$2,700,000

3
Bedrooms
2,844
Square Feet
0.75
Acres

205 Meetinghouse Way, Edgartown, MA 02539

an aerial view of a house with a garden
1/41
Virtual Tour

$14,500,000

11
Bedrooms
9,500
Square Feet
21.85
Acres

10-12 Boldwater Road, Edgartown, MA 02539

a front view of a house with a yard
1/40
Listed By Compass

$3,675,000

4
Bedrooms
1,800
Square Feet
0.99
Acres

28 Beach Road, Oak Bluffs, MA 02557

$1,750,000 | 14 High Meadow Lane, Oak Bluffs, MA 02557
1/37
Listed By Compass

$1,750,000

3
Bedrooms
1,932
Square Feet
0.8
Acres

14 High Meadow Lane, Oak Bluffs, MA 02557

$15,250,000 | 23 Starbuck Neck Road, Edgartown, MA 02539
1/45

$15,250,000

7
Bedrooms
6,726
Square Feet
0.34
Acres

23 Starbuck Neck Road, Edgartown, MA 02539

a front view of a house with a yard
1/32

$1,595,000

2
Bedrooms
2,000
Square Feet
Unavailable
Acres

7 Meetinghouse Village Way, Edgartown, MA 02539

$375,000 | 1 Old Field Road, Aquinnah, MA 02535
1/24

$375,000

1
Bedrooms
Unavailable
Bathrooms
192
Square Feet
3.36
Acres

1 Old Field Road, Aquinnah, MA 02535

$14,500,000 | 12 Boldwater Road, Edgartown, MA 02539
1/41

$14,500,000

11
Bedrooms
9,500
Square Feet
21.84
Acres

12 Boldwater Road, Edgartown, MA 02539

$1,399,000 | 41 Edgartown-Vineyard Haven Road, Oak Bluffs, MA 02557
1/27

$1,399,000

5
Bedrooms
1,968
Square Feet
0.15
Acres

41 Edgartown-Vineyard Haven Road, Oak Bluffs, MA 02557

a front view of residential houses with street
1/57

$3,295,000

5
Bedrooms
2,330
Square Feet
0.28
Acres

29 Lagoon Pond Road, Vineyard Haven, MA 02568

$1,450,000 | 21 West Spring Street, Tisbury, MA 02568
1/34

$1,450,000

4
Bedrooms
1,270
Square Feet
0.58
Acres

21 West Spring Street, Tisbury, MA 02568

$17,500,000 | 12 Calebs Pond Lane, Edgartown, MA 02539
1/38

$17,500,000

5
Bedrooms
6,061
Square Feet
2.1
Acres

12 Calebs Pond Lane, Edgartown, MA 02539

a view of house with a lake view
1/48

$7,550,000

6
Bedrooms
2,522
Square Feet
0.46
Acres

233 East Chop Drive, Oak Bluffs, MA 02557

a front view of a house with a garden
1/27

$6,250,000

5
Bedrooms
3,443
Square Feet
0.32
Acres

118 South Water Street, Edgartown, MA 02539

$945,000 | 74 Chase Lane, Vineyard Haven, MA 02568
1/42

$945,000

3
Bedrooms
1,440
Square Feet
0.25
Acres

74 Chase Lane, Vineyard Haven, MA 02568

$1,150,000 | 41 Renear Street, Vineyard Haven, MA 02568
1/54

$1,150,000

3
Bedrooms
1,284
Square Feet
0.26
Acres

41 Renear Street, Vineyard Haven, MA 02568

wooden floor with white walls
1/6

$975,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.07
Acres

68 Pondview Drive, Oak Bluffs, MA 02557

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