Osterville Massachusetts Homes for Sale

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162 Main Street Osterville, MA MLS# 22601704 - Image 1

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

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

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

162 Main Street Osterville, MA MLS# 22601704 - Image 8

162 Main Street Osterville, MA MLS# 22601704 - Image 9

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162 Main Street Osterville, MA MLS# 22601704 - Image 11

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162 Main Street Osterville, MA MLS# 22601704 - Image 13

162 Main Street Osterville, MA MLS# 22601704 - Image 14

162 Main Street Osterville, MA MLS# 22601704 - Image 15

162 Main Street Osterville, MA MLS# 22601704 - Image 16

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162 Main Street Osterville, MA MLS# 22601704 - Image 18

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162 Main Street Osterville, MA MLS# 22601704 - Image 49

162 Main Street Osterville, MA MLS# 22601704 - Image 50

1 of 50

$1,695,000

Beds

2.1

Baths

2,048

Sq.Ft.

162 Main Street

Osterville, MA

33 Sunset Lane Osterville, MA MLS# 22505728 - Image 2

33 Sunset Lane Osterville, MA MLS# 22505728 - Image 3

1 of 3

$1,599,000

Beds

2.1

Baths

1,686

Sq.Ft.

33 Sunset 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 57

OPEN HOUSE: Sunday 8/9 12:00 PM - 2:00 PM

$1,500,000

Beds

2.0

Baths

1,765

Sq.Ft.

955 Main Street

Osterville, MA

THE TIME TO SELL IS NOW!

18 Calico Lane Osterville, MA MLS# 22602969 - Image 1

18 Calico Lane Osterville, MA MLS# 22602969 - Image 2

18 Calico Lane Osterville, MA MLS# 22602969 - Image 3

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1 of 57

$1,395,000

Beds

2.2

Baths

2,359

Sq.Ft.

18 Calico Lane

Osterville, MA

175 Hickory Hill Circle Osterville, MA MLS# 22603317 - Image 2

175 Hickory Hill Circle Osterville, MA MLS# 22603317 - Image 3

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1 of 44

$1,300,000

Beds

4.0

Baths

3,355

Sq.Ft.

175 Hickory Hill Circle

Osterville, MA

31 Falling Leaf Lane Osterville, MA MLS# 22601349 - Image 2

31 Falling Leaf Lane Osterville, MA MLS# 22601349 - Image 3

31 Falling Leaf Lane Osterville, MA MLS# 22601349 - Image 4

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1 of 45

$1,199,000

Beds

2.1

Baths

2,190

Sq.Ft.

31 Falling Leaf Lane

Osterville, MA

5 Hinckley Circle Osterville, MA MLS# 22603478 - Image 2

5 Hinckley Circle Osterville, MA MLS# 22603478 - Image 3

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1 of 56

$1,195,000

Beds

2.0

Baths

2,150

Sq.Ft.

5 Hinckley Circle

Osterville, MA

88 Waterfield Road Osterville, MA MLS# 22603202 - Image 2

88 Waterfield Road Osterville, MA MLS# 22603202 - Image 3

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1 of 40

$950,000

Beds

2.0

Baths

2,125

Sq.Ft.

88 Waterfield Road

Osterville, MA

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 2

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 3

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Virtual Tour

1 of 29

OPEN HOUSE: Sunday 8/9 11:00 AM - 12:30 PM

$875,000

Beds

2.0

Baths

1,497

Sq.Ft.

5 Briar Patch Road

Osterville, MA

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 2

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177 Bayview Circle Osterville, MA MLS# 22603520 - Image 31

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 32

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 33

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 34

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 35

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 36

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 37

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 38

Recently Listed

1 of 38

$849,900

Beds

2.1

Baths

2,100

Sq.Ft.

177 Bayview Circle

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

441 Old Mill Road Osterville, MA MLS# 22601575 - Image 12

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

$775,000

Beds

2.0

Baths

1,144

Sq.Ft.

441 Old Mill Road

Osterville, MA

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 2

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 3

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 4

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 5

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 6

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 7

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 8

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 9

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 10

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 11

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 12

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 13

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 14

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 15

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 16

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 17

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 18

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 19

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 20

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 21

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 22

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 23

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 24

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 25

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 26

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 27

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 28

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 29

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 30

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 31

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 32

114 King Arthur Drive Osterville, MA MLS# 22602806 - Image 33

1 of 33

$764,000

Beds

2.0

Baths

1,426

Sq.Ft.

114 King Arthur Drive

Osterville, MA

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

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 6

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 7

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 8

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 9

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 10

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 11

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 12

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 13

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 14

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 15

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 16

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 17

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 18

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 19

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 20

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 21

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 22

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 23

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 24

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 25

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 26

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 27

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 28

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 29

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 30

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 31

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 32

105 Parker Road UNIT B Osterville, MA MLS# 22602404 - Image 33

1 of 33

$750,000

Beds

2.1

Baths

1,954

Sq.Ft.

105 Parker Road UNIT B

Osterville, MA

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 2

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 3

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 4

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 5

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 6

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 7

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 8

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 9

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 10

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 11

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 12

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 13

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 14

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 15

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 16

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 17

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 18

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 19

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 20

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 21

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 22

39 Tower Hill Road APT 16D Osterville, MA MLS# 22603046 - Image 23

1 of 23

$712,000

Beds

2.0

Baths

1,260

Sq.Ft.

39 Tower Hill Road APT 16D

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

727 Main Street UNIT F3 Osterville, MA MLS# 22602373 - Image 23

1 of 23

$689,000

Beds

2.0

Baths

1,198

Sq.Ft.

727 Main Street UNIT F3

Osterville, MA

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 2

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 3

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 4

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 5

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 6

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 7

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 8

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 9

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 10

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 11

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 12

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 13

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 14

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 15

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 16

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 17

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 18

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 19

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 20

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 21

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 22

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 23

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 24

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 25

7 Bonnie Briar Road Osterville, MA MLS# 22602754 - Image 26

1 of 26

$675,000

Beds

2.0

Baths

1,144

Sq.Ft.

7 Bonnie Briar Road

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

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 5

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 6

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

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 8

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 9

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 10

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 11

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 12

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 13

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 14

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 15

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 16

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 17

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 18

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 19

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 20

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 21

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 22

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 23

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 24

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 25

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 26

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 27

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 28

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 29

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 30

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 31

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 32

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 33

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 34

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 35

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 36

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

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 38

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

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 43

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

55 Seth Goodspeed Way Osterville, MA MLS# 22601981 - Image 49

1 of 49

OPEN HOUSE: Saturday 8/8 11:00 AM - 12:30 PM

$649,000

Beds

2.0

Baths

1,040

Sq.Ft.

55 Seth Goodspeed Way

Osterville, MA

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 2

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 3

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 4

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 5

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 6

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 7

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 8

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 9

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 10

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 11

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 12

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 13

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 14

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 15

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 16

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 17

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 18

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 19

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 20

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 21

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 22

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 23

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 24

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 25

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 26

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 27

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 28

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 29

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 30

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 31

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 32

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 33

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 34

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 35

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 36

295 Westwind Circle Osterville, MA MLS# 22603216 - Image 37

1 of 37

$649,000

Beds

2.0

Baths

1,808

Sq.Ft.

295 Westwind Circle

Osterville, MA

17 Galleon Way Osterville, MA MLS# 22603408 - Image 2

17 Galleon Way Osterville, MA MLS# 22603408 - Image 3

17 Galleon Way Osterville, MA MLS# 22603408 - Image 4

17 Galleon Way Osterville, MA MLS# 22603408 - Image 5

17 Galleon Way Osterville, MA MLS# 22603408 - Image 6

17 Galleon Way Osterville, MA MLS# 22603408 - Image 7

17 Galleon Way Osterville, MA MLS# 22603408 - Image 8

17 Galleon Way Osterville, MA MLS# 22603408 - Image 9

17 Galleon Way Osterville, MA MLS# 22603408 - Image 10

17 Galleon Way Osterville, MA MLS# 22603408 - Image 11

17 Galleon Way Osterville, MA MLS# 22603408 - Image 12

17 Galleon Way Osterville, MA MLS# 22603408 - Image 13

17 Galleon Way Osterville, MA MLS# 22603408 - Image 14

17 Galleon Way Osterville, MA MLS# 22603408 - Image 15

17 Galleon Way Osterville, MA MLS# 22603408 - Image 16

17 Galleon Way Osterville, MA MLS# 22603408 - Image 17

17 Galleon Way Osterville, MA MLS# 22603408 - Image 18

17 Galleon Way Osterville, MA MLS# 22603408 - Image 19

17 Galleon Way Osterville, MA MLS# 22603408 - Image 20

17 Galleon Way Osterville, MA MLS# 22603408 - Image 21

17 Galleon Way Osterville, MA MLS# 22603408 - Image 22

17 Galleon Way Osterville, MA MLS# 22603408 - Image 23

17 Galleon Way Osterville, MA MLS# 22603408 - Image 24

17 Galleon Way Osterville, MA MLS# 22603408 - Image 25

17 Galleon Way Osterville, MA MLS# 22603408 - Image 26

1 of 26

$642,000

Beds

2.1

Baths

1,297

Sq.Ft.

17 Galleon Way

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

1 of 46

$599,900

Beds

1.1

Baths

1,088

Sq.Ft.

727 Main Street APT B1

Osterville, MA

About Osterville

Listings in Osterville, MA: 54
Estimated median home price: $2,975,000

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	1
$600K - 700K	5
$700K - 800K	4
$800K - 900K	2
$900K - 1M	1
$1M - Max	40

Homes for Sale by Type in Osterville, MA

Property Type	Count
Single Family	43
Townhouse	0
Condo	5
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 8/8/2026)

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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 8/8/2026. All properties are subject to prior sale, changes, or withdrawal.

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Osterville Massachusetts Homes for Sale

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Osterville Massachusetts Homes for Sale

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