Single Family for Sale in Upton MA - Classic Homes Realty

Photo of 117 South Street Upton MA 01568

Under Contract

Favorite

42 photos

117 South Street Upton MA 01568

$2,500,000

Beds: 4

Baths: 4

Sq Ft: 4,040

Days on Market: 113

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Favorite

39 photos

175 Pleasant St Upton MA 01568

$1,649,000

Beds: 8

Baths: 6

Sq Ft: 6,850

Days on Market: 151

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Favorite

42 photos

66 Glenview St Upton MA 01568

$1,320,000

Beds: 5

Baths: 3.5

Sq Ft: 4,498

Days on Market: 65

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Open: Saturday 11 am - 1 pm

Favorite

38 photos

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

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Open: Saturday 11 am - 1 pm

Favorite

42 photos

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

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Price Reduced

Favorite

36 photos

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 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Open: Saturday 11 am - 12:30 pm

Favorite

42 photos

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

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Open: Saturday 1 pm - 3 pm

Favorite

42 photos

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

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Favorite

40 photos

165 East St Upton MA 01568

$1,079,000

Beds: 4

Baths: 3.5

Sq Ft: 3,350

Days on Market: 37

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Favorite

42 photos

32 Mendon St Upton MA 01568

$1,050,000

Beds: 4

Baths: 2.5

Sq Ft: 2,924

Days on Market: 148

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 17 West Main Street Upton MA 01568

Favorite

7 photos

17 West Main Street Upton MA 01568

$999,900

Beds: 4

Baths: 2.5

Sq Ft: 2,780

Days on Market: 99

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Open: Sunday 11:30 am - 1 pm

Favorite

42 photos

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

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Open: Sunday 11 am - 12:30 pm

Favorite

42 photos

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

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Open: Saturday 11 am - 1 pm

Favorite

33 photos

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

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Favorite

40 photos

96 Fowler St Upton MA 01568

$899,000

Beds: 4

Baths: 4

Sq Ft: 4,242

Days on Market: 60

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 55 Fiske Mill Rd Upton MA 01568

New Listing

Favorite

42 photos

55 Fiske Mill Rd Upton MA 01568

$859,900

Beds: 3

Baths: 2.5

Sq Ft: 2,254

Days on Market: 3

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Favorite

42 photos

2 Brookside St Upton MA 01568

$849,900

Beds: 4

Baths: 2.5

Sq Ft: 3,132

Days on Market: 65

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Under Contract

Favorite

32 photos

192 Westboro Rd Upton MA 01568

$700,000

Beds: 3

Baths: 2

Sq Ft: 2,015

Days on Market: 16

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Open: Sunday 11 am - 12:30 pm

Favorite

42 photos

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

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Price Reduced

Favorite

41 photos

5 Elm Street Upton MA 01568

$675,000

-$20,000

Beds: 4

Baths: 2.5

Sq Ft: 2,108

Days on Market: 58

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Favorite

38 photos

23 Forest St Upton MA 01568

$649,000

Beds: 3

Baths: 2

Sq Ft: 2,268

Days on Market: 11

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 40 Hartford Ave N Upton MA 01568

Open: Sunday 11 am - 12:30 pm

Favorite

40 photos

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 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Favorite

41 photos

130 High St Upton MA 01568

$549,000

Beds: 5

Baths: 1.5

Sq Ft: 2,887

Days on Market: 465

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Coming Soon

Favorite

42 photos

6 Glen Ave Upton MA 01568

$449,900

Beds: 3

Baths: 2

Sq Ft: 1,450

Days on Market: 0

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Favorite

15 photos

76 Main #A Upton MA 01568

$2,600 / mo

Beds: 2

Baths: 1.5

Sq Ft: 1,600

Days on Market: 53

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Photo of 112 Main Street #B Upton MA 01568

Favorite

12 photos

112 Main Street #B Upton MA 01568

$2,000 / mo

Beds: 1

Baths: 1

Sq Ft: 900

Days on Market: 52

Updated 11 Minutes Ago

FavoriteUn-FavoriteTrip MapRequest InfoAppointment

Bedrooms

Bathrooms

Previous Levels