Upton Massachusetts Homes for Sale

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175 Pleasant St Upton, MA MLS# 73520686 - Image 1

175 Pleasant St Upton, MA MLS# 73520686 - Image 2

175 Pleasant St Upton, MA MLS# 73520686 - Image 3

175 Pleasant St Upton, MA MLS# 73520686 - Image 4

175 Pleasant St Upton, MA MLS# 73520686 - Image 5

175 Pleasant St Upton, MA MLS# 73520686 - Image 6

175 Pleasant St Upton, MA MLS# 73520686 - Image 7

175 Pleasant St Upton, MA MLS# 73520686 - Image 8

175 Pleasant St Upton, MA MLS# 73520686 - Image 9

175 Pleasant St Upton, MA MLS# 73520686 - Image 10

175 Pleasant St Upton, MA MLS# 73520686 - Image 11

175 Pleasant St Upton, MA MLS# 73520686 - Image 12

175 Pleasant St Upton, MA MLS# 73520686 - Image 13

175 Pleasant St Upton, MA MLS# 73520686 - Image 14

175 Pleasant St Upton, MA MLS# 73520686 - Image 15

175 Pleasant St Upton, MA MLS# 73520686 - Image 16

175 Pleasant St Upton, MA MLS# 73520686 - Image 17

175 Pleasant St Upton, MA MLS# 73520686 - Image 18

175 Pleasant St Upton, MA MLS# 73520686 - Image 19

175 Pleasant St Upton, MA MLS# 73520686 - Image 20

175 Pleasant St Upton, MA MLS# 73520686 - Image 21

175 Pleasant St Upton, MA MLS# 73520686 - Image 22

175 Pleasant St Upton, MA MLS# 73520686 - Image 23

175 Pleasant St Upton, MA MLS# 73520686 - Image 24

175 Pleasant St Upton, MA MLS# 73520686 - Image 25

175 Pleasant St Upton, MA MLS# 73520686 - Image 26

175 Pleasant St Upton, MA MLS# 73520686 - Image 27

175 Pleasant St Upton, MA MLS# 73520686 - Image 28

175 Pleasant St Upton, MA MLS# 73520686 - Image 29

175 Pleasant St Upton, MA MLS# 73520686 - Image 30

175 Pleasant St Upton, MA MLS# 73520686 - Image 31

175 Pleasant St Upton, MA MLS# 73520686 - Image 32

175 Pleasant St Upton, MA MLS# 73520686 - Image 33

175 Pleasant St Upton, MA MLS# 73520686 - Image 34

175 Pleasant St Upton, MA MLS# 73520686 - Image 35

175 Pleasant St Upton, MA MLS# 73520686 - Image 36

175 Pleasant St Upton, MA MLS# 73520686 - Image 37

175 Pleasant St Upton, MA MLS# 73520686 - Image 38

175 Pleasant St Upton, MA MLS# 73520686 - Image 39

1 of 39

$1,699,000

Beds

6.0

Baths

6,850

Sq.Ft.

175 Pleasant St

Upton, MA

Listed By: Matthew S. Sousa Courtesy of BULLSEYE REALTY GROUP

9 South Street Upton, MA MLS# 73550062 - Image 2

9 South Street Upton, MA MLS# 73550062 - Image 3

9 South Street Upton, MA MLS# 73550062 - Image 4

9 South Street Upton, MA MLS# 73550062 - Image 5

9 South Street Upton, MA MLS# 73550062 - Image 6

9 South Street Upton, MA MLS# 73550062 - Image 7

9 South Street Upton, MA MLS# 73550062 - Image 8

9 South Street Upton, MA MLS# 73550062 - Image 9

9 South Street Upton, MA MLS# 73550062 - Image 10

9 South Street Upton, MA MLS# 73550062 - Image 11

9 South Street Upton, MA MLS# 73550062 - Image 12

9 South Street Upton, MA MLS# 73550062 - Image 13

9 South Street Upton, MA MLS# 73550062 - Image 14

9 South Street Upton, MA MLS# 73550062 - Image 15

9 South Street Upton, MA MLS# 73550062 - Image 16

9 South Street Upton, MA MLS# 73550062 - Image 17

9 South Street Upton, MA MLS# 73550062 - Image 18

9 South Street Upton, MA MLS# 73550062 - Image 19

9 South Street Upton, MA MLS# 73550062 - Image 20

9 South Street Upton, MA MLS# 73550062 - Image 21

9 South Street Upton, MA MLS# 73550062 - Image 22

9 South Street Upton, MA MLS# 73550062 - Image 23

9 South Street Upton, MA MLS# 73550062 - Image 24

9 South Street Upton, MA MLS# 73550062 - Image 25

9 South Street Upton, MA MLS# 73550062 - Image 26

9 South Street Upton, MA MLS# 73550062 - Image 27

9 South Street Upton, MA MLS# 73550062 - Image 28

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9 South Street Upton, MA MLS# 73550062 - Image 30

9 South Street Upton, MA MLS# 73550062 - Image 31

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9 South Street Upton, MA MLS# 73550062 - Image 33

9 South Street Upton, MA MLS# 73550062 - Image 34

9 South Street Upton, MA MLS# 73550062 - Image 35

9 South Street Upton, MA MLS# 73550062 - Image 36

9 South Street Upton, MA MLS# 73550062 - Image 37

9 South Street Upton, MA MLS# 73550062 - Image 38

9 South Street Upton, MA MLS# 73550062 - Image 39

9 South Street Upton, MA MLS# 73550062 - Image 40

9 South Street Upton, MA MLS# 73550062 - Image 41

Recently Listed

1 of 41

$1,300,000

Beds

3.1

Baths

3,556

Sq.Ft.

9 South Street

Upton, MA

Listed By: Robin Haddad Courtesy of MENDON LOCAL REALTY

12 Breton Road Upton, MA MLS# 73498932 - Image 2

12 Breton Road Upton, MA MLS# 73498932 - Image 3

12 Breton Road Upton, MA MLS# 73498932 - Image 4

12 Breton Road Upton, MA MLS# 73498932 - Image 5

12 Breton Road Upton, MA MLS# 73498932 - Image 6

12 Breton Road Upton, MA MLS# 73498932 - Image 7

12 Breton Road Upton, MA MLS# 73498932 - Image 8

12 Breton Road Upton, MA MLS# 73498932 - Image 9

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12 Breton Road Upton, MA MLS# 73498932 - Image 11

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12 Breton Road Upton, MA MLS# 73498932 - Image 13

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12 Breton Road Upton, MA MLS# 73498932 - Image 15

12 Breton Road Upton, MA MLS# 73498932 - Image 16

12 Breton Road Upton, MA MLS# 73498932 - Image 17

12 Breton Road Upton, MA MLS# 73498932 - Image 18

12 Breton Road Upton, MA MLS# 73498932 - Image 19

12 Breton Road Upton, MA MLS# 73498932 - Image 20

12 Breton Road Upton, MA MLS# 73498932 - Image 21

12 Breton Road Upton, MA MLS# 73498932 - Image 22

12 Breton Road Upton, MA MLS# 73498932 - Image 23

12 Breton Road Upton, MA MLS# 73498932 - Image 24

12 Breton Road Upton, MA MLS# 73498932 - Image 25

12 Breton Road Upton, MA MLS# 73498932 - Image 26

12 Breton Road Upton, MA MLS# 73498932 - Image 27

12 Breton Road Upton, MA MLS# 73498932 - Image 28

12 Breton Road Upton, MA MLS# 73498932 - Image 29

12 Breton Road Upton, MA MLS# 73498932 - Image 30

12 Breton Road Upton, MA MLS# 73498932 - Image 31

12 Breton Road Upton, MA MLS# 73498932 - Image 32

12 Breton Road Upton, MA MLS# 73498932 - Image 33

12 Breton Road Upton, MA MLS# 73498932 - Image 34

12 Breton Road Upton, MA MLS# 73498932 - Image 35

12 Breton Road Upton, MA MLS# 73498932 - Image 36

12 Breton Road Upton, MA MLS# 73498932 - Image 37

12 Breton Road Upton, MA MLS# 73498932 - Image 38

12 Breton Road Upton, MA MLS# 73498932 - Image 39

12 Breton Road Upton, MA MLS# 73498932 - Image 40

12 Breton Road Upton, MA MLS# 73498932 - Image 41

12 Breton Road Upton, MA MLS# 73498932 - Image 42

Virtual Tour

1 of 42

$1,225,000

Beds

5.1

Baths

5,736

Sq.Ft.

12 Breton Road

Upton, MA

Listed By: Melissa Ellison Courtesy of MATHIEU NEWTON SOTHEBY'S INTERNATIONAL REALTY

THE TIME TO SELL IS NOW!

33 Dairy Drive Upton, MA MLS# 73553629 - Image 1

33 Dairy Drive Upton, MA MLS# 73553629 - Image 2

33 Dairy Drive Upton, MA MLS# 73553629 - Image 3

33 Dairy Drive Upton, MA MLS# 73553629 - Image 4

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33 Dairy Drive Upton, MA MLS# 73553629 - Image 11

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33 Dairy Drive Upton, MA MLS# 73553629 - Image 13

33 Dairy Drive Upton, MA MLS# 73553629 - Image 14

33 Dairy Drive Upton, MA MLS# 73553629 - Image 15

33 Dairy Drive Upton, MA MLS# 73553629 - Image 16

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33 Dairy Drive Upton, MA MLS# 73553629 - Image 18

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33 Dairy Drive Upton, MA MLS# 73553629 - Image 21

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33 Dairy Drive Upton, MA MLS# 73553629 - Image 37

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33 Dairy Drive Upton, MA MLS# 73553629 - Image 39

33 Dairy Drive Upton, MA MLS# 73553629 - Image 40

33 Dairy Drive Upton, MA MLS# 73553629 - Image 41

Recently Listed with Virtual Tour

1 of 41

$1,159,000

Beds

2.1

Baths

3,360

Sq.Ft.

33 Dairy Drive

Upton, MA

Listed By: Erika Steele Courtesy of REMAX EXECUTIVE REALTY

30 Mendon St Upton, MA MLS# 73521066 - Image 2

30 Mendon St Upton, MA MLS# 73521066 - Image 3

30 Mendon St Upton, MA MLS# 73521066 - Image 4

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30 Mendon St Upton, MA MLS# 73521066 - Image 8

30 Mendon St Upton, MA MLS# 73521066 - Image 9

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30 Mendon St Upton, MA MLS# 73521066 - Image 11

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30 Mendon St Upton, MA MLS# 73521066 - Image 13

30 Mendon St Upton, MA MLS# 73521066 - Image 14

30 Mendon St Upton, MA MLS# 73521066 - Image 15

30 Mendon St Upton, MA MLS# 73521066 - Image 16

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30 Mendon St Upton, MA MLS# 73521066 - Image 21

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30 Mendon St Upton, MA MLS# 73521066 - Image 35

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30 Mendon St Upton, MA MLS# 73521066 - Image 37

30 Mendon St Upton, MA MLS# 73521066 - Image 38

30 Mendon St Upton, MA MLS# 73521066 - Image 39

30 Mendon St Upton, MA MLS# 73521066 - Image 40

30 Mendon St Upton, MA MLS# 73521066 - Image 41

1 of 41

$1,150,000

Beds

4.0

Baths

3,402

Sq.Ft.

30 Mendon St

Upton, MA

Listed By: Luana Velame Courtesy of CENTURY 21 THE REAL ESTATE GROUP

35 Howarth Dr Upton, MA MLS# 73541292 - Image 2

35 Howarth Dr Upton, MA MLS# 73541292 - Image 3

35 Howarth Dr Upton, MA MLS# 73541292 - Image 4

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35 Howarth Dr Upton, MA MLS# 73541292 - Image 42

Virtual Tour

1 of 42

$1,125,000

Beds

3.1

Baths

4,054

Sq.Ft.

35 Howarth Dr

Upton, MA

Listed By: Gerald Simone Courtesy of MATHIEU NEWTON SOTHEBY'S INTERNATIONAL REALTY

99 W River St Upton, MA MLS# 73490363 - Image 2

99 W River St Upton, MA MLS# 73490363 - Image 3

99 W River St Upton, MA MLS# 73490363 - Image 4

99 W River St Upton, MA MLS# 73490363 - Image 5

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99 W River St Upton, MA MLS# 73490363 - Image 7

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99 W River St Upton, MA MLS# 73490363 - Image 9

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99 W River St Upton, MA MLS# 73490363 - Image 13

99 W River St Upton, MA MLS# 73490363 - Image 14

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99 W River St Upton, MA MLS# 73490363 - Image 16

99 W River St Upton, MA MLS# 73490363 - Image 17

99 W River St Upton, MA MLS# 73490363 - Image 18

99 W River St Upton, MA MLS# 73490363 - Image 19

99 W River St Upton, MA MLS# 73490363 - Image 20

99 W River St Upton, MA MLS# 73490363 - Image 21

1 of 21

$1,100,000

Beds

3.1

Baths

3,487

Sq.Ft.

99 W River St

Upton, MA

Listed By: Diana Afonso Courtesy of AFONSO REAL ESTATE

32 Mendon St Upton, MA MLS# 73522448 - Image 2

32 Mendon St Upton, MA MLS# 73522448 - Image 3

32 Mendon St Upton, MA MLS# 73522448 - Image 4

32 Mendon St Upton, MA MLS# 73522448 - Image 5

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32 Mendon St Upton, MA MLS# 73522448 - Image 9

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32 Mendon St Upton, MA MLS# 73522448 - Image 11

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32 Mendon St Upton, MA MLS# 73522448 - Image 21

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32 Mendon St Upton, MA MLS# 73522448 - Image 42

1 of 42

$1,100,000

Beds

2.1

Baths

2,924

Sq.Ft.

32 Mendon St

Upton, MA

Listed By: Luana Velame Courtesy of CENTURY 21 THE REAL ESTATE GROUP

17 West Main Street Upton, MA MLS# 73547384 - Image 2

17 West Main Street Upton, MA MLS# 73547384 - Image 3

17 West Main Street Upton, MA MLS# 73547384 - Image 4

17 West Main Street Upton, MA MLS# 73547384 - Image 5

17 West Main Street Upton, MA MLS# 73547384 - Image 6

17 West Main Street Upton, MA MLS# 73547384 - Image 7

Recently Listed

1 of 7

$999,900

Beds

2.1

Baths

2,780

Sq.Ft.

17 West Main Street

Upton, MA

Listed By: Kim Backlund Courtesy of NORTHEAST REALTY + CO.

19 West Main Street Upton, MA MLS# 73547396 - Image 2

19 West Main Street Upton, MA MLS# 73547396 - Image 3

19 West Main Street Upton, MA MLS# 73547396 - Image 4

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19 West Main Street Upton, MA MLS# 73547396 - Image 12

Recently Listed

1 of 12

$989,900

Beds

2.2

Baths

2,990

Sq.Ft.

19 West Main Street

Upton, MA

Listed By: Kim Backlund Courtesy of NORTHEAST REALTY + CO.

10 Sadler Road Upton, MA MLS# 73551967 - Image 2

10 Sadler Road Upton, MA MLS# 73551967 - Image 3

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Recently Listed

1 of 42

$899,900

Beds

2.1

Baths

2,806

Sq.Ft.

10 Sadler Road

Upton, MA

Listed By: Erika Steele Courtesy of REMAX EXECUTIVE REALTY

45 Mendon Street Upton, MA MLS# 73537667 - Image 2

45 Mendon Street Upton, MA MLS# 73537667 - Image 3

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45 Mendon Street Upton, MA MLS# 73537667 - Image 28

45 Mendon Street Upton, MA MLS# 73537667 - Image 29

45 Mendon Street Upton, MA MLS# 73537667 - Image 30

45 Mendon Street Upton, MA MLS# 73537667 - Image 31

45 Mendon Street Upton, MA MLS# 73537667 - Image 32

45 Mendon Street Upton, MA MLS# 73537667 - Image 33

45 Mendon Street Upton, MA MLS# 73537667 - Image 34

45 Mendon Street Upton, MA MLS# 73537667 - Image 35

45 Mendon Street Upton, MA MLS# 73537667 - Image 36

45 Mendon Street Upton, MA MLS# 73537667 - Image 37

Virtual Tour

1 of 37

$879,900

Beds

2.1

Baths

3,076

Sq.Ft.

45 Mendon Street

Upton, MA

Listed By: Mary G. Wood Courtesy of LAMACCHIA REALTY, INC.

7 Boot Shop Road # 7 Upton, MA MLS# 73502176 - Image 2

7 Boot Shop Road # 7 Upton, MA MLS# 73502176 - Image 3

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7 Boot Shop Road # 7 Upton, MA MLS# 73502176 - Image 24

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7 Boot Shop Road # 7 Upton, MA MLS# 73502176 - Image 31

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7 Boot Shop Road # 7 Upton, MA MLS# 73502176 - Image 33

7 Boot Shop Road # 7 Upton, MA MLS# 73502176 - Image 34

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7 Boot Shop Road # 7 Upton, MA MLS# 73502176 - Image 36

7 Boot Shop Road # 7 Upton, MA MLS# 73502176 - Image 37

7 Boot Shop Road # 7 Upton, MA MLS# 73502176 - Image 38

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7 Boot Shop Road # 7 Upton, MA MLS# 73502176 - Image 40

7 Boot Shop Road # 7 Upton, MA MLS# 73502176 - Image 41

Virtual Tour

1 of 41

$855,900

Beds

2.1

Baths

2,228

Sq.Ft.

7 Boot Shop Road # 7

Upton, MA

Listed By: The Kattman Team Courtesy of ERA KEY REALTY SERVICES-BAY STATE GROUP

11 James Rd Upton, MA MLS# 73537714 - Image 2

11 James Rd Upton, MA MLS# 73537714 - Image 3

11 James Rd Upton, MA MLS# 73537714 - Image 4

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11 James Rd Upton, MA MLS# 73537714 - Image 21

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11 James Rd Upton, MA MLS# 73537714 - Image 25

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11 James Rd Upton, MA MLS# 73537714 - Image 37

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11 James Rd Upton, MA MLS# 73537714 - Image 41

11 James Rd Upton, MA MLS# 73537714 - Image 42

Virtual Tour

1 of 42

$800,000

Beds

3.0

Baths

1,304

Sq.Ft.

11 James Rd

Upton, MA

Listed By: Team ROVI Courtesy of REAL BROKER MA, LLC

158 Main St Upton, MA MLS# 73552661 - Image 2

158 Main St Upton, MA MLS# 73552661 - Image 3

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158 Main St Upton, MA MLS# 73552661 - Image 42

Recently Listed

1 of 42

$799,900

Beds

2.2

Baths

3,314

Sq.Ft.

158 Main St

Upton, MA

Listed By: Rita Silva Martins Courtesy of EXP REALTY LLC - CORPORATE OFFICE

21 Boot Shop Road # 21 Upton, MA MLS# 73503206 - Image 2

21 Boot Shop Road # 21 Upton, MA MLS# 73503206 - Image 3

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21 Boot Shop Road # 21 Upton, MA MLS# 73503206 - Image 34

Virtual Tour

1 of 34

$799,000

Beds

2.0

Baths

1,734

Sq.Ft.

21 Boot Shop Road # 21

Upton, MA

Listed By: Jeffrey Germagian Courtesy of ERA KEY REALTY SERVICES-BAY STATE GROUP

12 Boot Shop Road # 12 Upton, MA MLS# 73535231 - Image 2

12 Boot Shop Road # 12 Upton, MA MLS# 73535231 - Image 3

12 Boot Shop Road # 12 Upton, MA MLS# 73535231 - Image 4

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12 Boot Shop Road # 12 Upton, MA MLS# 73535231 - Image 7

Virtual Tour

1 of 7

$799,000

Beds

2.1

Baths

2,228

Sq.Ft.

12 Boot Shop Road # 12

Upton, MA

Listed By: The Kattman Team Courtesy of ERA KEY REALTY SERVICES-BAY STATE GROUP

218 Mechanic Upton, MA MLS# 73546600 - Image 2

218 Mechanic Upton, MA MLS# 73546600 - Image 3

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218 Mechanic Upton, MA MLS# 73546600 - Image 42

Recently Listed

1 of 42

$789,900

Beds

3.0

Baths

2,668

Sq.Ft.

218 Mechanic

Upton, MA

Listed By: Amy Bedard Courtesy of TRANSITIONS REALTY

19 Boot Shop Road # 19 Upton, MA MLS# 73510750 - Image 2

19 Boot Shop Road # 19 Upton, MA MLS# 73510750 - Image 3

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19 Boot Shop Road # 19 Upton, MA MLS# 73510750 - Image 23

Virtual Tour

1 of 23

$749,900

Beds

2.1

Baths

2,245

Sq.Ft.

19 Boot Shop Road # 19

Upton, MA

Listed By: Jeffrey Germagian Courtesy of ERA KEY REALTY SERVICES-BAY STATE GROUP

5 Boot Shop Road # 5 Upton, MA MLS# 73535220 - Image 2

5 Boot Shop Road # 5 Upton, MA MLS# 73535220 - Image 3

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5 Boot Shop Road # 5 Upton, MA MLS# 73535220 - Image 31

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5 Boot Shop Road # 5 Upton, MA MLS# 73535220 - Image 33

5 Boot Shop Road # 5 Upton, MA MLS# 73535220 - Image 34

Virtual Tour

1 of 34

$749,900

Beds

2.0

Baths

1,734

Sq.Ft.

5 Boot Shop Road # 5

Upton, MA

Listed By: Jeffrey Germagian Courtesy of ERA KEY REALTY SERVICES-BAY STATE GROUP

About Upton

Listings in Upton, MA: 34
Estimated median home price: $799,000

Upton MA Homes for Sale & Properties

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

Homes for Sale by Price in Upton, MA

Price	Count
$0 - 100K	0
$100K - 200K	0
$200K - 300K	0
$300K - 400K	0
$400K - 500K	4
$500K - 600K	2
$600K - 700K	6
$700K - 800K	8
$800K - 900K	3
$900K - 1M	2
$1M - Max	9

Homes for Sale by Type in Upton, MA

Property Type	Count
Single Family	20
Townhouse	0
Condo	10
Commercial	0
Rental	2
Lots and Land	1
Condo/Town/CoOp	0
CoOp	0
Multi Family	3
Mobile Home	0
Farms	0

(Data as of 7/24/2026)

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01568

Information deemed reliable but not guaranteed.

Data is updated as of 7/25/2026.

The real estate information and related content displayed on this site is provided 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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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