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30+ Homes for Sale in Upton, MA

39 results

Property at 27 Dairy Dr, Upton, MA 01568
1 / 38
Active
Open

$1,175,000

27 Dairy Dr, Upton, MA 01568

4 bds
|
3.5 ba
|
4116 sqft
MLS® 73587562Single Family Residence
Redfin Corp. - Sean Terrell
Property at 23 Forest St, Upton, MA 01568
1 / 38
Active
Open

$649,000

23 Forest St, Upton, MA 01568

3 bds
|
2 ba
|
2268 sqft
MLS® 73586877Single Family Residence
Jacobs Real Estate - Drew Jacobs
Property at 55 School Street, Upton, MA 01568
1 / 42
Active
New

$625,000

55 School Street, Upton, MA 01568

6 bds
|
2.5 ba
|
2974 sqft
MLS® 73588692Multi Family
Keller Williams Pinnacle Central - Miller Real Estate Group
Property at 5 Elm Street, Upton, MA 01568
1 / 41
Active
Price

$675,000

5 Elm Street, Upton, MA 01568

4 bds
|
2.5 ba
|
2108 sqft
MLS® 73565350Single Family Residence
Andrew J. Abu Inc., REALTORS® - Lisa Pezzoni
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

What's actually happening in Upton right now?

Forget the national headlines. Get the hyper-local, street-level data on inventory, price drops, and true market value before you make an offer.

Property at 87 Shannon Way #1, Upton, MA 01568
1 / 36
Active
Open

$669,900

87 Shannon Way #1, Upton, MA 01568

2 bds
|
2.5 ba
|
1950 sqft
MLS® 73587904Condominium
Keller Williams Realty - Shane Brady
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 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 87 Shannon Way #86, Upton, MA 01568
1 / 36
Active
Price
Open

$669,900

87 Shannon Way #86, Upton, MA 01568

2 bds
|
2.5 ba
|
1950 sqft
MLS® 73524427Condominium
Keller Williams Realty - Shane Brady
Property at 192 Westboro Rd, Upton, MA 01568
1 / 32
Active Under Contract

$700,000

192 Westboro Rd, Upton, MA 01568

3 bds
|
2 ba
|
2015 sqft
MLS® 73584356Single Family Residence
Redfin Corp. - Ian Teng
Property at 117 South Street, Upton, MA 01568
1 / 42
Active Under Contract

$2,500,000

117 South Street, Upton, MA 01568

4 bds
|
4 ba
|
4040 sqft
MLS® 73541742Equestrian
Gibson Sotheby's International Realty - Beth Byrne
Property at 2 Brookside St, Upton, MA 01568
1 / 42
Active
Price

$849,900

2 Brookside St, Upton, MA 01568

4 bds
|
2.5 ba
|
3132 sqft
MLS® 73562333Single Family Residence
William Raveis R.E. & Home Services - Leah Burke
Active Under Contract

$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
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 40 Hartford Ave N, Upton, MA 01568
1 / 40
Active
Price
Open

$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 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 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

$489,000

13 Fieldstone St #13, Upton, MA 01568

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

$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 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
Page 1 of 2

Brokerage Information

Commonwealth Standard Realty Advisors

10 Lincoln St, Newton, MA, 02461

(480) 540-2772

Market Area Served

Needham, Wellesley, Dedham, Natick, Westwood, Dover, Framingham, Wayland, Newton, Ashland, Sherborn 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.

Nick Biondo

I'm Nick Biondo, a Needham, MA real estate agent helping young and growing families find the right suburban home across MetroWest Boston — from first search to closing.

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Equal Housing Opportunity. Information deemed reliable but not guaranteed.

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

As of October 10, 2026, there are 39 homes for sale in Upton, MA, with a median list price of $699,000. 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
$699,000
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 10, 2026, there are 39 homes for sale in Upton, MA, including 27 single-family homes, 9 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 $699,000. 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 27 days on market.

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

The homes for sale in Upton, MA include 27 single-family homes, 9 condos and 1 multi-family home.