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30+ Homes for Sale in Upton, MA

39 results

Property at 23 North St, Upton, MA 01568
1 / 20
Active

$410,000

23 North St, Upton, MA 01568

4 bds
|
3 ba
|
2424 sqft
MLS® 73584424Single Family Residence
eXp Realty LLC - Nick Hanney
Property at 5 Boot Shop Road #5, Upton, MA 01568
1 / 35
Active
Open

$749,900

5 Boot Shop Road #5, Upton, MA 01568

2 bds
|
2 ba
|
1734 sqft
MLS® 73535220Condominium
ERA Key Realty Services-Bay State Group - Jeffrey Germagian
Property at 192 Westboro Rd, Upton, MA 01568
1 / 32
Active
Open

$700,000

192 Westboro Rd, Upton, MA 01568

3 bds
|
2 ba
|
2015 sqft
MLS® 73584356Single Family Residence
Redfin Corp. - Ian Teng
Property at 140 Main St #B, Upton, MA 01568
1 / 32
Active
Price

$489,000

140 Main St #B, Upton, MA 01568

3 bds
|
2.5 ba
|
1785 sqft
MLS® 73500996Condominium
ERA Key Realty Services- Milf - Michael Dagilis
Property at 13 Fieldstone St #13, Upton, MA 01568
1 / 42
Active
Open

$489,000

13 Fieldstone St #13, Upton, MA 01568

2 bds
|
2.5 ba
|
2352 sqft
MLS® 73583734Condominium
Compass - Leavitt + Co Team

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Property at 1 Knowlton Circle #1, Upton, MA 01568
1 / 24
Active
Price

$499,000

1 Knowlton Circle #1, Upton, MA 01568

4 bds
|
2.5 ba
|
2228 sqft
MLS® 73579649Condominium
Longwood Residential, LLC - Leah Tringale
Property at 32 Mendon St, Upton, MA 01568
1 / 42
Active
Price

$1,050,000

32 Mendon St, Upton, MA 01568

4 bds
|
2.5 ba
|
2924 sqft
MLS® 73522448Single Family Residence
Century 21 The Real Estate Group - Luana Velame
Property at 91 High, Upton, MA 01568
1 / 42
Active
Open

$1,099,000

91 High, Upton, MA 01568

4 bds
|
3.5 ba
|
2889 sqft
MLS® 73580900Single Family Residence
Realty ONE Group Suburban Lifestyle - Robyn Nasuti
Property at Lot 108 W Main St, Upton, MA 01568
1 / 3
Active
Price

$400,000

Lot 108 W Main St, Upton, MA 01568

0 bds
|
0 ba
|
-- sqft
MLS® 73471805Residential
Keller Williams Pinnacle Central - Miller Real Estate Group
Property at 175 Pleasant St, Upton, MA 01568
1 / 39
Active
Price

$1,649,000

175 Pleasant St, Upton, MA 01568

8 bds
|
6 ba
|
6850 sqft
MLS® 73520686Single Family Residence
Bullseye Realty Group - Matthew S. Sousa
Property at 40 Hartford Ave N, Upton, MA 01568
1 / 40
Active
Price

$569,000

40 Hartford Ave N, Upton, MA 01568

3 bds
|
1.5 ba
|
1556 sqft
MLS® 73573230Single Family Residence
Century 21 Custom Home Realty - Cindy Donati
Property at 10 Sadler Road, Upton, MA 01568
1 / 41
Active
Price

$875,000

10 Sadler Road, Upton, MA 01568

4 bds
|
2.5 ba
|
2806 sqft
MLS® 73551967Single Family Residence
REMAX Executive Realty - Erika Steele
Property at 165 East St, Upton, MA 01568
1 / 40
Active

$1,079,000

165 East St, Upton, MA 01568

4 bds
|
3.5 ba
|
3350 sqft
MLS® 73574514Single Family Residence
Redfin Corp. - Michael Stein
Property at 8 Juniper Road, Upton, MA 01568
1 / 36
Active
Price

$1,199,900

8 Juniper Road, Upton, MA 01568

4 bds
|
4.5 ba
|
3543 sqft
MLS® 73566681Single Family Residence
Lamacchia Realty, Inc. - Amy Bisson
Property at 56 Shannon Way #56, Upton, MA 01568
1 / 37
Active
Price
Open

$669,000

56 Shannon Way #56, Upton, MA 01568

2 bds
|
2.5 ba
|
1950 sqft
MLS® 73546012Condominium
Coldwell Banker Realty - Sudbury - The Semple & Hettrich Team
Property at 24B River Street, Upton, MA 01568
1 / 42
Active Under Contract

$650,000

24B River Street, Upton, MA 01568

3 bds
|
2 ba
|
2055 sqft
MLS® 73571380Single Family Residence
REMAX Executive Realty - Katie Mcbride
Property at 4 Florence Cir, Upton, MA 01568
1 / 42
Active

$649,900

4 Florence Cir, Upton, MA 01568

3 bds
|
1.5 ba
|
1806 sqft
MLS® 73571939Single Family Residence
Berkshire Hathaway HomeServices Commonwealth Real Estate - Team Metrowest
Property at 15 North St, Upton, MA 01568
1 / 37
Active Under Contract

$599,000

15 North St, Upton, MA 01568

3 bds
|
2 ba
|
1496 sqft
MLS® 73581868Single Family Residence
ERA Key Realty Services - Laura Hebb
Property at 140 Main St #E, Upton, MA 01568
1 / 32
Active
Price

$519,899

140 Main St #E, Upton, MA 01568

3 bds
|
2.5 ba
|
1760 sqft
MLS® 73574288Condominium
Coldwell Banker Realty - Newton - Bhargavi Thaduri
Property at 27 Juniper Road, Upton, MA 01568
1 / 42
Active
Price
Open

$974,900

27 Juniper Road, Upton, MA 01568

4 bds
|
2.5 ba
|
3332 sqft
MLS® 73573687Single Family Residence
Keller Williams Boston MetroWest - The Lash Group
Property at 15 W Main St, Upton, MA 01568
1 / 5
Active Under Contract

$499,000

15 W Main St, Upton, MA 01568

3 bds
|
2.5 ba
|
3217 sqft
MLS® 73569379Single Family Residence
Northeast Realty + Co. - Kim Backlund
Property at 52 Elm St, Upton, MA 01568
1 / 42
Active
Price

$699,000

52 Elm St, Upton, MA 01568

4 bds
|
3 ba
|
2835 sqft
MLS® 73523806Single Family Residence
Realty ONE Group Suburban Lifestyle - Robyn Nasuti
Property at 32 Howarth Dr, Upton, MA 01568
1 / 42
Active
Open

$1,099,000

32 Howarth Dr, Upton, MA 01568

4 bds
|
2.5 ba
|
4146 sqft
MLS® 73578851Single Family Residence
Redfin Corp. - Brian Connelly
Property at 3 Dairy Drive, Upton, MA 01568
1 / 42
Active
Open

$1,165,000

3 Dairy Drive, Upton, MA 01568

4 bds
|
3.5 ba
|
4843 sqft
MLS® 73579210Single Family Residence
Mathieu Newton Sotheby's International Realty - Lisa Anzede
Property at 161 South St, Upton, MA 01568
1 / 42
Active
Price

$955,000

161 South St, Upton, MA 01568

4 bds
|
2.5 ba
|
2941 sqft
MLS® 73566169Single Family Residence
ERA Key Realty Services - Laura Hebb
Property at 19 West Main Street, Upton, MA 01568
1 / 12
Active Under Contract

$989,900

19 West Main Street, Upton, MA 01568

4 bds
|
3 ba
|
2990 sqft
MLS® 73547396Single Family Residence
Northeast Realty + Co. - Kim Backlund
Property at 24 Main St, Upton, MA 01568
1 / 33
Active
Price

$550,000

24 Main St, Upton, MA 01568

4 bds
|
2.5 ba
|
2548 sqft
MLS® 73559135Single Family Residence
Century 21 Custom Home Realty - Jeannie Leombruno
Property at 33 Milford St, Upton, MA 01568
1 / 33
Active
Price
Open

$919,900

33 Milford St, Upton, MA 01568

4 bds
|
3 ba
|
3100 sqft
MLS® 73557408Single Family Residence
Lamacchia Realty, Inc. - Wendy Solano
Property at 66 Glenview St, Upton, MA 01568
1 / 42
Active
Price

$1,320,000

66 Glenview St, Upton, MA 01568

5 bds
|
3.5 ba
|
4498 sqft
MLS® 73562275Single Family Residence
Coldwell Banker Realty - Sudbury - Lisa Aron Williams
Active

$449,000

68 School St, Upton, MA 01568

4 bds
|
2 ba
|
1392 sqft
MLS® 73577739Single Family Residence
Berkshire Hathaway HomeServices Stephan Real Estate - William Glanton
Page 1 of 2

Brokerage Information

Gundersheim Group Real Estate

10 Lincoln St, Newton, MA, 02461

(617) 997-8272

Market Area Served

Boston, Somerville, Newton, Brookline, Wellesley, Needham and many more.

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Melanie Gundersheim

Buy or sell in Boston, Newton, Needham, Brookline, Wellesley, and Somerville with clear guidance, local insight, and a calm, strategic process.

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Homes for sale in Upton, MA: market at a glance

As of October 4, 2026, there are 39 homes for sale in Upton, MA, with a median list price of $749,900. In July 2026, the median sale price for homes in Upton, MA was $678,750, down 21.4% from a year earlier.

Homes for sale
39
Median list price
$749,900
Median sale price (July 2026)
$678,750
Median days on market (July 2026)
36 days
  • Upton market report
  • Upton single-family homes for sale
  • Upton condos for sale
  • Upton multi-family homes for sale

Homes for sale near Upton

  • Northbridge, MA
  • South Grafton, MA
  • Milford, MA
  • Grafton, MA
  • Hopedale, MA
  • Whitinsville, MA
  • Hopkinton, MA
  • Mendon, MA

Common questions about Upton, MA real estate

How many homes are for sale in Upton, MA?

As of October 4, 2026, there are 39 homes for sale in Upton, MA, including 28 single-family homes, 8 condos and 1 multi-family home.

What is the median home price in Upton, MA?

The median list price of homes for sale in Upton, MA is $749,900. Homes that sold in July 2026 had a median sale price of $678,750, down 21.4% from a year earlier.

How long do homes take to sell in Upton, MA?

Homes in Upton, MA that sold in July 2026 had a median of 36 days on market. Homes currently for sale show a median of about 30 days on market.

What types of homes are for sale in Upton, MA?

The homes for sale in Upton, MA include 28 single-family homes, 8 condos and 1 multi-family home.