Homes and Real Estate for Sale in Upton MA

Photo of 117 South Street Upton MA 01568

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117 South Street Upton MA 01568

$2,500,000

Beds: 4

Baths: 4

Sq Ft: 4,040

Days on Market: 113

Updated 1 Minutes Ago

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175 Pleasant St Upton MA 01568

$1,649,000

Beds: 8

Baths: 6

Sq Ft: 6,850

Days on Market: 151

Updated 1 Minutes Ago

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Photo of 90-92-94 Main Street Upton MA 01568

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90-92-94 Main Street Upton MA 01568

$1,400,000

Beds:

Baths:

Sq Ft: 5,040

Days on Market: 14

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66 Glenview St Upton MA 01568

$1,320,000

Beds: 5

Baths: 3.5

Sq Ft: 4,498

Days on Market: 65

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Open: Saturday 11 am - 1 pm

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27 Dairy Dr Upton MA 01568

$1,175,000

Beds: 4

Baths: 3.5

Sq Ft: 4,116

Days on Market: 9

Open: 10/17/26 11 AM - 1 PM

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Open: Saturday 11 am - 1 pm

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3 Dairy Drive Upton MA 01568

$1,165,000

Beds: 4

Baths: 3.5

Sq Ft: 4,843

Days on Market: 29

Open: 10/17/26 11 AM - 1 PM

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8 Juniper Road Upton MA 01568

$1,149,900

-$50,000

Beds: 4

Baths: 4.5

Sq Ft: 3,543

Days on Market: 51

Updated 1 Minutes Ago

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Open: Saturday 11 am - 12:30 pm

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32 Howarth Dr Upton MA 01568

$1,099,000

Beds: 4

Baths: 2.5

Sq Ft: 4,146

Days on Market: 29

Open: 10/17/26 11 AM - 12:30 PM, 10/18/26 11 AM - 1 PM

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Open: Saturday 1 pm - 3 pm

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91 High Upton MA 01568

$1,099,000

Beds: 4

Baths: 3.5

Sq Ft: 2,889

Days on Market: 24

Open: 10/17/26 1 PM - 3 PM

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165 East St Upton MA 01568

$1,079,000

Beds: 4

Baths: 3.5

Sq Ft: 3,350

Days on Market: 37

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32 Mendon St Upton MA 01568

$1,050,000

Beds: 4

Baths: 2.5

Sq Ft: 2,924

Days on Market: 148

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Photo of 17 West Main Street Upton MA 01568

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17 West Main Street Upton MA 01568

$999,900

Beds: 4

Baths: 2.5

Sq Ft: 2,780

Days on Market: 99

Updated 1 Minutes Ago

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Open: Sunday 11:30 am - 1 pm

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27 Juniper Road Upton MA 01568

$974,900

Beds: 4

Baths: 2.5

Sq Ft: 3,332

Days on Market: 37

Open: 10/18/26 11:30 AM - 1 PM

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Open: Sunday 11 am - 12:30 pm

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161 South St Upton MA 01568

$955,000

Beds: 4

Baths: 2.5

Sq Ft: 2,941

Days on Market: 57

Open: 10/18/26 11 AM - 12:30 PM

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Open: Saturday 11 am - 1 pm

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33 Milford St Upton MA 01568

$909,900

-$10,000

Beds: 4

Baths: 3

Sq Ft: 3,100

Days on Market: 77

Open: 10/17/26 11 AM - 1 PM

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96 Fowler St Upton MA 01568

$899,000

Beds: 4

Baths: 4

Sq Ft: 4,242

Days on Market: 60

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Photo of 55 Fiske Mill Rd Upton MA 01568

New Listing

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55 Fiske Mill Rd Upton MA 01568

$859,900

Beds: 3

Baths: 2.5

Sq Ft: 2,254

Days on Market: 3

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2 Brookside St Upton MA 01568

$849,900

Beds: 4

Baths: 2.5

Sq Ft: 3,132

Days on Market: 65

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Photo of 10 Boot Shop Road #10 Upton MA 01568

Open: Friday 1 pm - 3 pm

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10 Boot Shop Road #10 Upton MA 01568

$799,000

Beds: 2

Baths: 2.5

Sq Ft: 2,228

Days on Market: 31

Open: 10/16/26 1 PM - 3 PM, 10/17/26 11 AM - 1 PM, 10/18/26 1 PM - 3 PM

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Photo of 5 Boot Shop Road #5 Upton MA 01568

Open: Friday 1 pm - 3 pm

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5 Boot Shop Road #5 Upton MA 01568

$749,900

Beds: 2

Baths: 2

Sq Ft: 1,734

Days on Market: 126

Open: 10/16/26 1 PM - 3 PM, 10/17/26 11 AM - 1 PM, 10/18/26 1 PM - 3 PM

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Under Contract

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192 Westboro Rd Upton MA 01568

$700,000

Beds: 3

Baths: 2

Sq Ft: 2,015

Days on Market: 16

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Open: Sunday 11 am - 12:30 pm

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52 Elm St Upton MA 01568

$699,000

Beds: 4

Baths: 3

Sq Ft: 2,835

Days on Market: 143

Open: 10/18/26 11 AM - 12:30 PM

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Price Reduced

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5 Elm Street Upton MA 01568

$675,000

-$20,000

Beds: 4

Baths: 2.5

Sq Ft: 2,108

Days on Market: 58

Updated 1 Minutes Ago

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Photo of 56 Shannon Way #56 Upton MA 01568

Open: Saturday 11 am - 12:30 pm

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56 Shannon Way #56 Upton MA 01568

$649,000

-$20,000

Beds: 2

Baths: 2.5

Sq Ft: 1,950

Days on Market: 101

Open: 10/17/26 11 AM - 12:30 PM

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23 Forest St Upton MA 01568

$649,000

Beds: 3

Baths: 2

Sq Ft: 2,268

Days on Market: 11

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Photo of 87 Shannon Way #86 Upton MA 01568

Open: Saturday 11 am - 12:30 pm

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87 Shannon Way #86 Upton MA 01568

$640,000

-$29,900

Beds: 2

Baths: 2.5

Sq Ft: 1,950

Days on Market: 142

Open: 10/17/26 11 AM - 12:30 PM, 10/18/26 12:30 PM - 2 PM

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Photo of 87 Shannon Way #1 Upton MA 01568

Open: Saturday 11 am - 12:30 pm

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87 Shannon Way #1 Upton MA 01568

$640,000

-$29,900

Beds: 2

Baths: 2.5

Sq Ft: 1,950

Days on Market: 9

Open: 10/17/26 11 AM - 12:30 PM, 10/18/26 12:30 PM - 2 PM

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Photo of 55 School Street Upton MA 01568

Price Reduced

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55 School Street Upton MA 01568

$600,000

-$25,000

Beds: 6

Baths: 2.5

Sq Ft: 2,974

Days on Market: 8

Updated 1 Minutes Ago

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Photo of 40 Hartford Ave N Upton MA 01568

Open: Sunday 11 am - 12:30 pm

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40 Hartford Ave N Upton MA 01568

$569,000

Beds: 3

Baths: 1.5

Sq Ft: 1,556

Days on Market: 38

Open: 10/18/26 11 AM - 12:30 PM

Updated 1 Minutes Ago

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130 High St Upton MA 01568

$549,000

Beds: 5

Baths: 1.5

Sq Ft: 2,887

Days on Market: 465

Updated 1 Minutes Ago

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