Osterville Massachusetts Homes for Sale

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1112 Main Street STE 1 Osterville, MA MLS# 22605407 - Image 1

1112 Main Street STE 1 Osterville, MA MLS# 22605407 - Image 2

1112 Main Street STE 1 Osterville, MA MLS# 22605407 - Image 3

1112 Main Street STE 1 Osterville, MA MLS# 22605407 - Image 4

1112 Main Street STE 1 Osterville, MA MLS# 22605407 - Image 5

1112 Main Street STE 1 Osterville, MA MLS# 22605407 - Image 6

1112 Main Street STE 1 Osterville, MA MLS# 22605407 - Image 7

1112 Main Street STE 1 Osterville, MA MLS# 22605407 - Image 8

1112 Main Street STE 1 Osterville, MA MLS# 22605407 - Image 9

1112 Main Street STE 1 Osterville, MA MLS# 22605407 - Image 10

Recently Listed

1 of 10

$450,000

2,016

Sq.Ft.

1112 Main Street STE 1

Osterville, MA

15 South Street Osterville, MA MLS# 22605281 - Image 2

15 South Street Osterville, MA MLS# 22605281 - Image 3

15 South Street Osterville, MA MLS# 22605281 - Image 4

15 South Street Osterville, MA MLS# 22605281 - Image 5

15 South Street Osterville, MA MLS# 22605281 - Image 6

15 South Street Osterville, MA MLS# 22605281 - Image 7

15 South Street Osterville, MA MLS# 22605281 - Image 8

15 South Street Osterville, MA MLS# 22605281 - Image 9

15 South Street Osterville, MA MLS# 22605281 - Image 10

15 South Street Osterville, MA MLS# 22605281 - Image 11

15 South Street Osterville, MA MLS# 22605281 - Image 12

15 South Street Osterville, MA MLS# 22605281 - Image 13

15 South Street Osterville, MA MLS# 22605281 - Image 14

15 South Street Osterville, MA MLS# 22605281 - Image 15

15 South Street Osterville, MA MLS# 22605281 - Image 16

15 South Street Osterville, MA MLS# 22605281 - Image 17

15 South Street Osterville, MA MLS# 22605281 - Image 18

15 South Street Osterville, MA MLS# 22605281 - Image 19

15 South Street Osterville, MA MLS# 22605281 - Image 20

15 South Street Osterville, MA MLS# 22605281 - Image 21

15 South Street Osterville, MA MLS# 22605281 - Image 22

15 South Street Osterville, MA MLS# 22605281 - Image 23

15 South Street Osterville, MA MLS# 22605281 - Image 24

15 South Street Osterville, MA MLS# 22605281 - Image 25

15 South Street Osterville, MA MLS# 22605281 - Image 26

15 South Street Osterville, MA MLS# 22605281 - Image 27

15 South Street Osterville, MA MLS# 22605281 - Image 28

15 South Street Osterville, MA MLS# 22605281 - Image 29

15 South Street Osterville, MA MLS# 22605281 - Image 30

15 South Street Osterville, MA MLS# 22605281 - Image 31

15 South Street Osterville, MA MLS# 22605281 - Image 32

15 South Street Osterville, MA MLS# 22605281 - Image 33

15 South Street Osterville, MA MLS# 22605281 - Image 34

Recently Listed

1 of 34

OPEN HOUSE: Saturday 10/31 11:00 AM - 2:00 PM

$775,000

Beds

2.0

Baths

1,170

Sq.Ft.

15 South Street

Osterville, MA

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 2

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 3

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 4

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 5

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 6

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 7

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 8

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 9

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 10

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 11

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 12

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 13

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 14

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 15

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 16

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 17

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 18

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 19

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 20

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 21

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 22

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 23

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 24

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 25

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 26

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 27

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 28

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 29

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 30

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 31

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 32

3040 Falmouth Road APT G3 Osterville, MA MLS# 22605245 - Image 33

Recently Listed

1 of 33

$299,900

Beds

1.0

Baths

412

Sq.Ft.

3040 Falmouth Road APT G3

Osterville, MA

THE TIME TO SELL IS NOW!

13 South Street Osterville, MA MLS# 22605144 - Image 1

13 South Street Osterville, MA MLS# 22605144 - Image 2

13 South Street Osterville, MA MLS# 22605144 - Image 3

13 South Street Osterville, MA MLS# 22605144 - Image 4

13 South Street Osterville, MA MLS# 22605144 - Image 5

13 South Street Osterville, MA MLS# 22605144 - Image 6

13 South Street Osterville, MA MLS# 22605144 - Image 7

13 South Street Osterville, MA MLS# 22605144 - Image 8

13 South Street Osterville, MA MLS# 22605144 - Image 9

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13 South Street Osterville, MA MLS# 22605144 - Image 11

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13 South Street Osterville, MA MLS# 22605144 - Image 13

13 South Street Osterville, MA MLS# 22605144 - Image 14

13 South Street Osterville, MA MLS# 22605144 - Image 15

13 South Street Osterville, MA MLS# 22605144 - Image 16

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13 South Street Osterville, MA MLS# 22605144 - Image 20

13 South Street Osterville, MA MLS# 22605144 - Image 21

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13 South Street Osterville, MA MLS# 22605144 - Image 25

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13 South Street Osterville, MA MLS# 22605144 - Image 28

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13 South Street Osterville, MA MLS# 22605144 - Image 30

13 South Street Osterville, MA MLS# 22605144 - Image 31

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13 South Street Osterville, MA MLS# 22605144 - Image 33

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13 South Street Osterville, MA MLS# 22605144 - Image 35

13 South Street Osterville, MA MLS# 22605144 - Image 36

13 South Street Osterville, MA MLS# 22605144 - Image 37

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13 South Street Osterville, MA MLS# 22605144 - Image 39

13 South Street Osterville, MA MLS# 22605144 - Image 40

13 South Street Osterville, MA MLS# 22605144 - Image 41

13 South Street Osterville, MA MLS# 22605144 - Image 42

13 South Street Osterville, MA MLS# 22605144 - Image 43

1 of 43

OPEN HOUSE: Saturday 10/31 11:00 AM - 2:00 PM

$795,000

Beds

1.1

Baths

1,170

Sq.Ft.

13 South Street

Osterville, MA

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 2

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 3

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 4

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 5

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 6

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 7

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 8

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 9

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 10

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 11

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 12

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 13

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 14

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 15

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 16

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 17

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 18

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 19

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 20

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 21

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 22

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 23

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 24

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 25

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 26

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 27

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 28

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 29

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466 Old Mill Road Osterville, MA MLS# 22604877 - Image 31

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 32

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 33

466 Old Mill Road Osterville, MA MLS# 22604877 - Image 34

1 of 34

OPEN HOUSE: Saturday 10/31 12:00 PM - 1:30 PM

$849,900

Beds

1.1

Baths

1,055

Sq.Ft.

466 Old Mill Road

Osterville, MA

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 2

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 3

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 4

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 5

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 6

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 7

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 8

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 9

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31 Jasons Lane Osterville, MA MLS# 22604988 - Image 11

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31 Jasons Lane Osterville, MA MLS# 22604988 - Image 21

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31 Jasons Lane Osterville, MA MLS# 22604988 - Image 31

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31 Jasons Lane Osterville, MA MLS# 22604988 - Image 33

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 34

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 35

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 36

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 37

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 38

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 39

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 40

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 41

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 42

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 43

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 44

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 45

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 46

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 47

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 48

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 49

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 50

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 51

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31 Jasons Lane Osterville, MA MLS# 22604988 - Image 53

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 54

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 55

31 Jasons Lane Osterville, MA MLS# 22604988 - Image 56

Virtual Tour

1 of 56

$959,000

Beds

3.0

Baths

2,048

Sq.Ft.

31 Jasons Lane

Osterville, MA

55 Deerfield Road Osterville, MA MLS# 22604805 - Image 2

55 Deerfield Road Osterville, MA MLS# 22604805 - Image 3

55 Deerfield Road Osterville, MA MLS# 22604805 - Image 4

55 Deerfield Road Osterville, MA MLS# 22604805 - Image 5

55 Deerfield Road Osterville, MA MLS# 22604805 - Image 6

55 Deerfield Road Osterville, MA MLS# 22604805 - Image 7

55 Deerfield Road Osterville, MA MLS# 22604805 - Image 8

55 Deerfield Road Osterville, MA MLS# 22604805 - Image 9

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55 Deerfield Road Osterville, MA MLS# 22604805 - Image 11

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55 Deerfield Road Osterville, MA MLS# 22604805 - Image 16

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55 Deerfield Road Osterville, MA MLS# 22604805 - Image 40

55 Deerfield Road Osterville, MA MLS# 22604805 - Image 41

1 of 41

$945,000

Beds

2.1

Baths

1,501

Sq.Ft.

55 Deerfield Road

Osterville, MA

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 2

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 3

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 4

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 5

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 6

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 7

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 8

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 9

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 10

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 11

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 12

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 13

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 14

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 15

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 16

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 17

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 18

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 19

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 20

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 21

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 22

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 23

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 24

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 25

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 26

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 27

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 28

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 29

39 Tower Hill Road BLDG 1 UNIT 1A Osterville, MA MLS# 22604652 - Image 30

1 of 30

$685,000

Beds

2.0

Baths

1,159

Sq.Ft.

39 Tower Hill Road BLDG 1 UNIT 1A

Osterville, MA

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 2

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 3

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 4

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 5

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82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 43

1 of 43

OPEN HOUSE: Saturday 10/31 10:00 AM - 12:00 PM

$990,000

Beds

2.1

Baths

2,116

Sq.Ft.

82 Falling Leaf Lane

Osterville, MA

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 2

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 3

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 4

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1 of 43

$999,000

Beds

2.1

Baths

1,564

Sq.Ft.

16 Second Avenue 4

Osterville, MA

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 2

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 3

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111 Westwind Circle Osterville, MA MLS# 22604019 - Image 27

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 28

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 29

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 30

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 31

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 32

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 33

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 34

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 35

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 36

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 37

1 of 37

$795,000

Beds

2.0

Baths

1,248

Sq.Ft.

111 Westwind Circle

Osterville, MA

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

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 3

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 4

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 5

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 6

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 7

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 8

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 9

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 10

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 11

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 12

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 13

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 14

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 15

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 16

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 17

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 18

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 19

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 20

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 21

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 22

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 23

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 24

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 25

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 26

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 27

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 28

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 29

177 Bayview Circle Osterville, MA MLS# 22603520 - Image 30

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

1 of 38

$799,900

Beds

2.1

Baths

2,100

Sq.Ft.

177 Bayview Circle

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

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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

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

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

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

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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

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

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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

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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

1 of 30

$724,000

Beds

2.0

Baths

1,426

Sq.Ft.

114 King Arthur Drive

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

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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

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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

$589,900

Beds

1.1

Baths

1,088

Sq.Ft.

727 Main Street APT B1

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

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

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

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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

$629,900

Beds

2.0

Baths

1,040

Sq.Ft.

55 Seth Goodspeed Way

Osterville, MA

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

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

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 4

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

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 6

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 7

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 8

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 9

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 10

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 11

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 12

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 13

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 14

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 15

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 16

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 17

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 18

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 19

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 20

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 21

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 22

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 23

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 24

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 25

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 26

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 27

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 28

5 Briar Patch Road Osterville, MA MLS# 22600998 - Image 29

Virtual Tour

1 of 29

$829,000

Beds

2.0

Baths

1,497

Sq.Ft.

5 Briar Patch Road

Osterville, MA

1 of 1

$85,000

120

Sq.Ft.

920A Main Street UNIT 14

Osterville, MA

About Osterville

Listings in Osterville, MA: 58
Estimated median home price: $2,887,500

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	1
$300K - 400K	0
$400K - 500K	1
$500K - 600K	1
$600K - 700K	3
$700K - 800K	5
$800K - 900K	2
$900K - 1M	4
$1M - Max	40

Homes for Sale by Type in Osterville, MA

Property Type	Count
Single Family	44
Townhouse	0
Condo	6
Commercial	4
Rental	0
Lots and Land	4
Condo/Town/CoOp	0
CoOp	0
Multi Family	0
Mobile Home	0
Farms	0

(Data as of 10/29/2026)

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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 10/30/2026. 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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