Osterville Massachusetts Homes for Sale

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179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 1

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 2

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 3

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 4

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 5

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 6

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 7

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 8

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 9

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 10

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 11

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 12

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 13

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 14

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 15

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 16

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 17

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 18

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 19

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 20

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 21

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 22

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 23

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 24

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 25

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 26

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 27

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 28

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 29

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 30

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 31

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 32

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 33

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 34

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 35

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 36

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 37

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 38

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 39

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 40

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 41

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 42

179 Pineleigh Path Osterville, MA MLS# 22602488 - Image 43

Recently Listed

1 of 43

$5,950,000

Beds

5.3

Baths

8,740

Sq.Ft.

179 Pineleigh Path

Osterville, MA

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 2

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 3

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 4

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 5

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 6

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 7

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 8

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 9

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 10

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 11

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 12

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 13

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8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 15

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 16

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 17

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 18

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 19

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 20

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 21

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 22

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8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 24

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8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 26

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 27

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 28

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8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 30

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8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 35

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 36

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 37

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 38

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 39

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 40

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 41

8 Brigantine Avenue Osterville, MA MLS# 22602391 - Image 42

Recently Listed

1 of 42

OPEN HOUSE: Sunday 5/31 11:00 AM - 1:00 PM

$589,000

Beds

1.1

Baths

1,060

Sq.Ft.

8 Brigantine Avenue

Osterville, MA

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 2

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 3

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 4

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 5

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 6

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 7

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 8

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 9

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 10

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 11

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 12

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 13

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 14

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 15

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 16

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 17

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 18

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 19

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 20

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 21

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 22

Recently Listed

1 of 22

$689,000

Beds

2.0

Baths

1,198

Sq.Ft.

727 Main Street UNIT F3

Osterville, MA

THE TIME TO SELL IS NOW!

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 1

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 2

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 3

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 4

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 5

Recently Listed

1 of 5

$995,000

Beds

2.1

Baths

1,954

Sq.Ft.

105 Parker Road UNIT B

Osterville, MA

46 Great Bay Road Osterville, MA MLS# 22602282 - Image 2

46 Great Bay Road Osterville, MA MLS# 22602282 - Image 3

46 Great Bay Road Osterville, MA MLS# 22602282 - Image 4

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46 Great Bay Road Osterville, MA MLS# 22602282 - Image 7

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46 Great Bay Road Osterville, MA MLS# 22602282 - Image 11

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46 Great Bay Road Osterville, MA MLS# 22602282 - Image 46

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46 Great Bay Road Osterville, MA MLS# 22602282 - Image 53

46 Great Bay Road Osterville, MA MLS# 22602282 - Image 54

Recently Listed

1 of 54

$8,500,000

Beds

4.2

Baths

4,831

Sq.Ft.

46 Great Bay Road

Osterville, MA

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 2

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 3

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 4

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 5

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 6

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 7

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 8

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 9

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 10

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 11

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 12

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 13

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 14

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 15

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 16

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 17

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 18

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 19

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 20

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 21

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 22

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 23

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 24

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 25

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 26

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 27

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 28

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 29

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 30

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 31

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 32

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 33

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 34

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 35

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 36

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 37

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 38

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 39

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 40

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 41

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 42

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 43

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 44

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 45

727 Main Street APT B1 Osterville, MA MLS# 22602304 - Image 46

Recently Listed

1 of 46

$599,900

Beds

1.1

Baths

1,088

Sq.Ft.

727 Main Street APT B1

Osterville, MA

39 Tower Hill Road APT 1A Osterville, MA MLS# 22602099 - Image 2

39 Tower Hill Road APT 1A Osterville, MA MLS# 22602099 - Image 3

39 Tower Hill Road APT 1A Osterville, MA MLS# 22602099 - Image 4

39 Tower Hill Road APT 1A Osterville, MA MLS# 22602099 - Image 5

39 Tower Hill Road APT 1A Osterville, MA MLS# 22602099 - Image 6

39 Tower Hill Road APT 1A Osterville, MA MLS# 22602099 - Image 7

1 of 7

$625,000

Beds

2.0

Baths

1,159

Sq.Ft.

39 Tower Hill Road APT 1A

Osterville, MA

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 2

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 3

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 4

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55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 7

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55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 37

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55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 39

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 40

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 41

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 42

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55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 44

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 45

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 46

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 47

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 48

1 of 48

$674,900

Beds

2.0

Baths

1,040

Sq.Ft.

55 Seth Goodspeed Way

Osterville, MA

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 2

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 3

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 4

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 5

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 6

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 7

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 8

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 9

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 10

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 11

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 12

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 13

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 14

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 15

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 16

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30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 26

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 27

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 28

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 29

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30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 31

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 32

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 33

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30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 35

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30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 37

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30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 39

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30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 41

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30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 43

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30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 46

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 47

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 48

30 Cockachoiset Lane Osterville, MA MLS# 22601972 - Image 49

Virtual Tour

1 of 49

$3,900,000

Beds

4.1

Baths

4,241

Sq.Ft.

30 Cockachoiset Lane

Osterville, MA

12 Cockachoiset Lane Osterville, MA MLS# 22601973 - Image 2

12 Cockachoiset Lane Osterville, MA MLS# 22601973 - Image 3

12 Cockachoiset Lane Osterville, MA MLS# 22601973 - Image 4

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12 Cockachoiset Lane Osterville, MA MLS# 22601973 - Image 41

1 of 41

$2,950,000

Beds

3.0

Baths

3,178

Sq.Ft.

12 Cockachoiset Lane

Osterville, MA

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 2

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 3

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 4

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 5

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 6

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 7

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 8

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 9

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 10

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 11

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 12

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 13

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 14

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 15

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 16

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81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 28

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 29

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 30

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 31

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 32

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 33

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 34

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 35

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 36

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 37

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 38

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 39

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 40

81 Osterville West Barnstable Road Osterville, MA MLS# 22601935 - Image 41

1 of 41

$1,950,000

Beds

2.1

Baths

3,084

Sq.Ft.

81 Osterville West Barnstable Road

Osterville, MA

268 Parker Road Osterville, MA MLS# 22601763 - Image 2

268 Parker Road Osterville, MA MLS# 22601763 - Image 3

268 Parker Road Osterville, MA MLS# 22601763 - Image 4

268 Parker Road Osterville, MA MLS# 22601763 - Image 5

268 Parker Road Osterville, MA MLS# 22601763 - Image 6

268 Parker Road Osterville, MA MLS# 22601763 - Image 7

268 Parker Road Osterville, MA MLS# 22601763 - Image 8

268 Parker Road Osterville, MA MLS# 22601763 - Image 9

268 Parker Road Osterville, MA MLS# 22601763 - Image 10

268 Parker Road Osterville, MA MLS# 22601763 - Image 11

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268 Parker Road Osterville, MA MLS# 22601763 - Image 13

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268 Parker Road Osterville, MA MLS# 22601763 - Image 15

268 Parker Road Osterville, MA MLS# 22601763 - Image 16

268 Parker Road Osterville, MA MLS# 22601763 - Image 17

268 Parker Road Osterville, MA MLS# 22601763 - Image 18

1 of 18

$3,995,000

Beds

4.1

Baths

6,239

Sq.Ft.

268 Parker Road

Osterville, MA

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 2

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 3

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 4

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 5

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 6

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 7

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 8

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153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 10

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 11

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 12

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153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 14

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153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 16

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 17

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153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 26

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153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 28

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153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 31

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 32

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 33

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 34

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 35

153 Hickory Hill Circle Osterville, MA MLS# 22601740 - Image 36

1 of 36

$899,000

Beds

2.1

Baths

2,585

Sq.Ft.

153 Hickory Hill Circle

Osterville, MA

162 Main Street Osterville, MA MLS# 22601704 - Image 2

162 Main Street Osterville, MA MLS# 22601704 - Image 3

162 Main Street Osterville, MA MLS# 22601704 - Image 4

162 Main Street Osterville, MA MLS# 22601704 - Image 5

162 Main Street Osterville, MA MLS# 22601704 - Image 6

162 Main Street Osterville, MA MLS# 22601704 - Image 7

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162 Main Street Osterville, MA MLS# 22601704 - Image 46

1 of 46

$1,785,000

Beds

2.1

Baths

2,048

Sq.Ft.

162 Main Street

Osterville, MA

42 Oak Lane Osterville, MA MLS# 22601668 - Image 2

42 Oak Lane Osterville, MA MLS# 22601668 - Image 3

42 Oak Lane Osterville, MA MLS# 22601668 - Image 4

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42 Oak Lane Osterville, MA MLS# 22601668 - Image 66

1 of 66

$849,000

Beds

2.0

Baths

1,848

Sq.Ft.

42 Oak Lane

Osterville, MA

955 Main Street Osterville, MA MLS# 22601611 - Image 2

955 Main Street Osterville, MA MLS# 22601611 - Image 3

955 Main Street Osterville, MA MLS# 22601611 - Image 4

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1 of 52

$1,579,000

Beds

2.0

Baths

1,765

Sq.Ft.

955 Main Street

Osterville, MA

93 Oyster Way Osterville, MA MLS# 22601594 - Image 2

93 Oyster Way Osterville, MA MLS# 22601594 - Image 3

93 Oyster Way Osterville, MA MLS# 22601594 - Image 4

93 Oyster Way Osterville, MA MLS# 22601594 - Image 5

93 Oyster Way Osterville, MA MLS# 22601594 - Image 6

93 Oyster Way Osterville, MA MLS# 22601594 - Image 7

93 Oyster Way Osterville, MA MLS# 22601594 - Image 8

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93 Oyster Way Osterville, MA MLS# 22601594 - Image 11

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93 Oyster Way Osterville, MA MLS# 22601594 - Image 13

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93 Oyster Way Osterville, MA MLS# 22601594 - Image 15

93 Oyster Way Osterville, MA MLS# 22601594 - Image 16

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93 Oyster Way Osterville, MA MLS# 22601594 - Image 18

93 Oyster Way Osterville, MA MLS# 22601594 - Image 19

93 Oyster Way Osterville, MA MLS# 22601594 - Image 20

93 Oyster Way Osterville, MA MLS# 22601594 - Image 21

93 Oyster Way Osterville, MA MLS# 22601594 - Image 22

93 Oyster Way Osterville, MA MLS# 22601594 - Image 23

93 Oyster Way Osterville, MA MLS# 22601594 - Image 24

Virtual Tour

1 of 24

$4,795,000

Beds

4.0

Baths

4,964

Sq.Ft.

93 Oyster Way

Osterville, MA

21 Cockachoisett Lane Osterville, MA MLS# 22601599 - Image 2

21 Cockachoisett Lane Osterville, MA MLS# 22601599 - Image 3

21 Cockachoisett Lane Osterville, MA MLS# 22601599 - Image 4

21 Cockachoisett Lane Osterville, MA MLS# 22601599 - Image 5

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21 Cockachoisett Lane Osterville, MA MLS# 22601599 - Image 7

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21 Cockachoisett Lane Osterville, MA MLS# 22601599 - Image 21

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21 Cockachoisett Lane Osterville, MA MLS# 22601599 - Image 39

21 Cockachoisett Lane Osterville, MA MLS# 22601599 - Image 40

1 of 40

$2,900,000

Beds

3.1

Baths

3,015

Sq.Ft.

21 Cockachoisett Lane

Osterville, MA

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 2

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 3

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 4

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 5

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 6

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 7

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 8

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 9

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 10

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 11

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441 Old Mill Road Osterville, MA MLS# 22601575 - Image 13

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 14

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 15

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 16

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 17

1 of 17

$810,000

Beds

2.0

Baths

1,144

Sq.Ft.

441 Old Mill Road

Osterville, MA

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 2

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 3

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 4

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 5

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 6

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 7

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 8

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 9

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 10

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 11

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 12

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 13

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 14

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 15

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 16

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 17

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 18

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 19

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 20

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 21

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 22

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 23

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 24

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 25

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 26

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 27

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 28

39 Tower Hill Road APT 15B Osterville, MA MLS# 22601574 - Image 29

1 of 29

$719,000

Beds

2.0

Baths

1,260

Sq.Ft.

39 Tower Hill Road APT 15B

Osterville, MA

About Osterville

Listings in Osterville, MA: 50
Estimated median home price: $2,422,500

Osterville MA Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Osterville, Massachusetts real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Osterville, MA.

Homes for Sale by Price in Osterville, MA

Price	Count
$0 - 100K	1
$100K - 200K	0
$200K - 300K	0
$300K - 400K	0
$400K - 500K	0
$500K - 600K	2
$600K - 700K	4
$700K - 800K	1
$800K - 900K	5
$900K - 1M	2
$1M - Max	35

Homes for Sale by Type in Osterville, MA

Property Type	Count
Single Family	38
Townhouse	0
Condo	6
Commercial	2
Rental	1
Lots and Land	4
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 5/30/2026)

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02655

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Weichert Realtors are marked with the BR Logo and detailed information about them includes the name of the listing broker company. Neither the listing broker nor Weichert Realtors shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Data is updated as of 5/31/2026. All properties are subject to prior sale, changes, or withdrawal.

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