Osterville Massachusetts Homes for Sale

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218 Scudder Road Osterville, MA MLS# 22605457 - Image 1

218 Scudder Road Osterville, MA MLS# 22605457 - Image 2

218 Scudder Road Osterville, MA MLS# 22605457 - Image 3

218 Scudder Road Osterville, MA MLS# 22605457 - Image 4

218 Scudder Road Osterville, MA MLS# 22605457 - Image 5

218 Scudder Road Osterville, MA MLS# 22605457 - Image 6

218 Scudder Road Osterville, MA MLS# 22605457 - Image 7

218 Scudder Road Osterville, MA MLS# 22605457 - Image 8

218 Scudder Road Osterville, MA MLS# 22605457 - Image 9

218 Scudder Road Osterville, MA MLS# 22605457 - Image 10

Recently Listed

1 of 10

$3,375,000

Beds

3.1

Baths

3,101

Sq.Ft.

218 Scudder Road

Osterville, MA

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

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 2

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 3

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 4

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 5

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 6

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 7

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 8

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 9

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 10

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 11

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 12

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 13

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 14

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 15

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 16

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 17

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 18

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 19

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 20

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 21

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 22

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 23

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 24

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 25

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 26

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 27

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 28

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 29

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 30

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 31

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 32

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 33

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 34

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 35

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 36

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 37

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 38

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 39

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 40

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 41

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 42

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 43

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 44

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 45

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 46

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 47

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 48

140 Seapuit Road Osterville, MA MLS# 22605306 - Image 49

Recently Listed

1 of 49

$3,390,000

Beds

4.1

Baths

5,049

Sq.Ft.

140 Seapuit Road

Osterville, MA

THE TIME TO SELL IS NOW!

15 South Street Osterville, MA MLS# 22605281 - Image 1

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

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

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

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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

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

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

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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

Recently Listed

1 of 25

$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

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 2

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 3

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 4

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 5

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 6

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 7

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 8

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 9

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 10

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 11

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 12

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 13

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 14

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 15

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 16

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 17

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 18

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 19

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 20

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 21

32 Starboard Lane Osterville, MA MLS# 22605105 - Image 22

1 of 22

$3,225,000

Beds

3.0

Baths

1,506

Sq.Ft.

32 Starboard Lane

Osterville, MA

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

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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

Recently Listed

1 of 43

$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

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

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

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

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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

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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

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1 of 41

$945,000

Beds

2.1

Baths

1,501

Sq.Ft.

55 Deerfield Road

Osterville, MA

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 2

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 3

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 4

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 5

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 6

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 7

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 8

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 9

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 10

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 11

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 12

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 13

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 14

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 15

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2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 25

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2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 28

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 29

2957 Falmouth Road/Rte 28 Road Osterville, MA MLS# 22604656 - Image 30

1 of 30

$1,800,000

4,200

Sq.Ft.

2957 Falmouth Road/Rte 28 Road

Osterville, MA

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 2

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 3

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 4

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55 Seapuit Road Osterville, MA MLS# 22604641 - Image 44

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 45

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 46

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 47

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 48

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 49

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 50

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 51

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 52

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 53

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 54

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 55

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 56

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 57

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 58

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 59

55 Seapuit Road Osterville, MA MLS# 22604641 - Image 60

1 of 60

OPEN HOUSE: Sunday 11/1 12:30 PM - 2:30 PM

$2,825,000

Beds

2.2

Baths

3,523

Sq.Ft.

55 Seapuit 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

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 6

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 7

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 8

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 9

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 10

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 11

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 12

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 13

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 14

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 15

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 16

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 17

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 18

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 19

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 20

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 21

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 22

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 23

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 24

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 25

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 26

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 27

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 28

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 29

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 30

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 31

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 32

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 33

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 34

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 35

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 36

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 37

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 38

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 39

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 40

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 41

82 Falling Leaf Lane Osterville, MA MLS# 22604478 - Image 42

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

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 2

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 3

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 4

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 5

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 6

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 7

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 8

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 9

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 10

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 11

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 12

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 13

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 14

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 15

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 16

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 17

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 18

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 19

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 20

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 21

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 22

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23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 24

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23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 26

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 27

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 28

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23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 31

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23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 35

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 36

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 37

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 38

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 39

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 40

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 41

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 42

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 43

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 44

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 45

23 & 27 Swift Avenue Osterville, MA MLS# 22604426 - Image 46

1 of 46

$1,485,000

Beds

2.1

Baths

1,844

Sq.Ft.

23 & 27 Swift Avenue

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

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 5

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 6

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 7

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 8

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 9

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 10

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 11

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 12

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 13

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 14

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 15

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

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 17

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 18

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 19

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 20

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 21

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 22

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 23

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 24

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 25

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 26

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 27

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 28

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16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 30

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 31

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16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 33

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 34

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 35

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 36

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 37

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 38

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 39

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 40

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 41

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 42

16 Second Avenue 4 Osterville, MA MLS# 22604395 - Image 43

1 of 43

$999,000

Beds

2.1

Baths

1,564

Sq.Ft.

16 Second Avenue 4

Osterville, MA

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 2

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 3

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 4

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 5

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 6

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 7

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 8

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 9

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 10

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 11

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 12

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 13

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 14

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 15

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 16

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 17

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 18

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 19

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 20

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 21

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 22

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 23

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 24

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 25

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 26

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 27

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 28

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 29

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 30

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 31

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 32

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 33

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 34

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 35

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 36

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 37

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 38

175 Hickory Hill Circle Osterville, MA MLS# 22604359 - Image 39

1 of 39

$1,100,000

Beds

3.0

Baths

3,355

Sq.Ft.

175 Hickory Hill Circle

Osterville, MA

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 2

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 3

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 4

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 5

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 6

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 7

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 8

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 9

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 10

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 11

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 12

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 13

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 14

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 15

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 16

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 17

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 18

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 19

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 20

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 21

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 22

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 23

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 24

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 25

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 26

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 27

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 28

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 29

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 30

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 31

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 32

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 33

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 34

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 35

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 36

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 37

51 Falling Leaf Lane Osterville, MA MLS# 22604062 - Image 38

1 of 38

$1,050,000

Beds

2.0

Baths

2,010

Sq.Ft.

51 Falling Leaf Lane

Osterville, MA

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

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

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 4

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 5

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 6

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 7

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 8

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 9

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 10

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 11

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 12

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 13

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 14

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 15

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 16

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 17

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 18

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 19

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 20

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 21

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 22

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 23

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 24

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 25

111 Westwind Circle Osterville, MA MLS# 22604019 - Image 26

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

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 2

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 3

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 4

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 5

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 6

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 7

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 8

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 9

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 10

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 11

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 12

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 13

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 14

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 15

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 16

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 17

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 18

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 19

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 20

72 Hathaway Rd Road Osterville, MA MLS# 22603965 - Image 21

1 of 21

$2,450,000

Beds

3.0

Baths

2,050

Sq.Ft.

72 Hathaway Rd Road

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 10/29/2026. 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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