30+ Homes for Sale in Upton, MA

34 results

34 homes are for sale in Upton, MA (median list price $844,900), as of November 4, 2026.

Property at 72 Shannon Way #72, Upton, MA 01568
1 / 41
Active

$699,000

72 Shannon Way #72, Upton, MA 01568

2 bds
|
2.5 ba
|
2875 sqft

$243/sqft · 18 days on market

MLS® 73592075Condominium
CUDDY Real Estate - Matt Cuddy
Property at 3 Dairy Drive, Upton, MA 01568
1 / 42
Active
Price drop
Open

$1,115,000

Price reduced by

3 Dairy Drive, Upton, MA 01568

4 bds
|
3.5 ba
|
4843 sqft

$230/sqft · 48 days on market

MLS® 73579210Single Family Residence
Mathieu Newton Sotheby's International Realty - Lisa Anzede
Property at 30 Juniper Rd, Upton, MA 01568
1 / 42
Active

$1,200,000

30 Juniper Rd, Upton, MA 01568

4 bds
|
3.5 ba
|
4402 sqft

$273/sqft · 15 days on market

MLS® 73592698Single Family Residence
Realty ONE Group Suburban Lifestyle - Robyn Nasuti
Property at 91 High, Upton, MA 01568
1 / 42
Active

$1,099,000

91 High, Upton, MA 01568

4 bds
|
3.5 ba
|
2889 sqft

$380/sqft · 43 days on market

MLS® 73580900Single 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

$265/sqft · 48 days on market

MLS® 73578851Single Family Residence
Redfin Corp. - Brian Connelly

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 36 Church St, Upton, MA 01568
1 / 42
Active
New
Open

$810,000

36 Church St, Upton, MA 01568

4 bds
|
2.5 ba
|
2512 sqft

$322/sqft · 2 days on market

MLS® 73597534Single Family Residence
Realty ONE Group Suburban Lifestyle - Robyn Nasuti
Property at 140 Main St #B, Upton, MA 01568
1 / 32
Active
Price drop

$474,900

Price reduced by

140 Main St #B, Upton, MA 01568

3 bds
|
2.5 ba
|
1785 sqft

$266/sqft · 204 days on market

MLS® 73500996Condominium
ERA Key Realty Services- Milf - Michael Dagilis
Property at 9 Jonathans Way, Upton, MA 01568
1 / 42
Active Under Contract

$829,900

9 Jonathans Way, Upton, MA 01568

4 bds
|
3 ba
|
2572 sqft

$323/sqft · 9 days on market

MLS® 73595051Single Family Residence
Realty ONE Group Suburban Lifestyle - Robyn Nasuti
Property at 55 Fiske Mill Rd, Upton, MA 01568
1 / 42
Active

$859,900

55 Fiske Mill Rd, Upton, MA 01568

3 bds
|
2.5 ba
|
2254 sqft

$381/sqft · 22 days on market

MLS® 73589810Single Family Residence
ERA Key Realty Services- Milf - Christine Lawrence
Property at 55 School Street, Upton, MA 01568
1 / 42
Active
Price drop

$575,000

Price reduced by

55 School Street, Upton, MA 01568

6 bds
|
2.5 ba
|
2974 sqft

$193/sqft · 27 days on market

MLS® 73588692Multi Family
Keller Williams Pinnacle Central - Miller Real Estate Group
Property at 27 Juniper Road, Upton, MA 01568
1 / 42
Active
Price drop

$974,900

Price reduced by

27 Juniper Road, Upton, MA 01568

4 bds
|
2.5 ba
|
3332 sqft

$293/sqft · 56 days on market

MLS® 73573687Single Family Residence
Keller Williams Boston MetroWest - The Lash Group
Property at 6 Glen Ave, Upton, MA 01568
1 / 42
Active
Open

$449,900

6 Glen Ave, Upton, MA 01568

3 bds
|
2 ba
|
1450 sqft

$310/sqft · 17 days on market

MLS® 73589345Single Family Residence
Keller Williams South Watuppa - Paul Murphy
Property at 33 Milford St, Upton, MA 01568
1 / 33
Active
Price drop

$909,900

Price reduced by

33 Milford St, Upton, MA 01568

4 bds
|
3 ba
|
3100 sqft

$294/sqft · 96 days on market

MLS® 73557408Single Family Residence
Lamacchia Realty, Inc. - Wendy Solano
Property at 32 Mendon St, Upton, MA 01568
1 / 42
Active Under Contract
Price drop

$1,050,000

Price reduced by

32 Mendon St, Upton, MA 01568

4 bds
|
2.5 ba
|
2924 sqft

$359/sqft · 167 days on market

MLS® 73522448Single Family Residence
Century 21 The Real Estate Group - Luana Velame
Property at 9 Kiwanis Beach Rd, Upton, MA 01568
1 / 7
Active

$1,499,999

9 Kiwanis Beach Rd, Upton, MA 01568

5 bds
|
4 ba
|
3875 sqft

$387/sqft · 12 days on market

MLS® 73594520Single Family Residence
Pinto Real Estate - Luciano Souza
Property at 161 South St, Upton, MA 01568
1 / 42
Active
Price drop
Open

$940,000

Price reduced by

161 South St, Upton, MA 01568

4 bds
|
2.5 ba
|
2941 sqft

$320/sqft · 76 days on market

MLS® 73566169Single Family Residence
ERA Key Realty Services - Laura Hebb
Property at 87 Shannon Way #86, Upton, MA 01568
1 / 36
Active
Price drop

$640,000

Price reduced by

87 Shannon Way #86, Upton, MA 01568

2 bds
|
2.5 ba
|
1950 sqft

$328/sqft · 161 days on market

MLS® 73524427Condominium
Keller Williams Realty - Shane Brady
Property at 8 Juniper Road, Upton, MA 01568
1 / 36
Active
Price drop

$1,149,900

Price reduced by

8 Juniper Road, Upton, MA 01568

4 bds
|
4.5 ba
|
3543 sqft

$325/sqft · 70 days on market

MLS® 73566681Single Family Residence
Lamacchia Realty, Inc. - Amy Bisson
Property at 56 Shannon Way #56, Upton, MA 01568
1 / 37
Active
Price drop

$649,000

Price reduced by

56 Shannon Way #56, Upton, MA 01568

2 bds
|
2.5 ba
|
1950 sqft

$333/sqft · 120 days on market

MLS® 73546012Condominium
Coldwell Banker Realty - Sudbury - The Semple & Hettrich Team
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

$208/sqft · 36 days on market

MLS® 73583734Condominium
Compass - Leavitt + Co Team
Property at 66 Glenview St, Upton, MA 01568
1 / 42
Active
Price drop

$1,320,000

Price reduced by

66 Glenview St, Upton, MA 01568

5 bds
|
3.5 ba
|
4498 sqft

$293/sqft · 84 days on market

MLS® 73562275Single Family Residence
Coldwell Banker Realty - Sudbury - Lisa Aron Williams
Property at 5 Elm Street, Upton, MA 01568
1 / 41
Active
Price drop

$675,000

Price reduced by

5 Elm Street, Upton, MA 01568

4 bds
|
2.5 ba
|
2108 sqft

$320/sqft · 77 days on market

MLS® 73565350Single Family Residence
Andrew J. Abu Inc., REALTORS® - Lisa Pezzoni
Property at 23 Forest St, Upton, MA 01568
1 / 38
Active

$649,000

23 Forest St, Upton, MA 01568

3 bds
|
2 ba
|
2268 sqft

$286/sqft · 30 days on market

MLS® 73586877Single Family Residence
Jacobs Real Estate - Drew Jacobs
Property at 27 Dairy Dr, Upton, MA 01568
1 / 38
Active

$1,175,000

27 Dairy Dr, Upton, MA 01568

4 bds
|
3.5 ba
|
4116 sqft

$285/sqft · 28 days on market

MLS® 73587562Single Family Residence
Redfin Corp. - Sean Terrell
Property at 175 Pleasant St, Upton, MA 01568
1 / 39
Active
Price drop

$1,649,000

Price reduced by

175 Pleasant St, Upton, MA 01568

8 bds
|
6 ba
|
6850 sqft

$241/sqft · 170 days on market

MLS® 73520686Single Family Residence
Bullseye Realty Group - Matthew S. Sousa
Property at Lot 108 W Main St, Upton, MA 01568
1 / 3
Active
Price drop

$400,000

Price reduced by

Lot 108 W Main St, Upton, MA 01568

0 bds
|
0 ba
|
-- sqft

282 days on market

MLS® 73471805Residential
Keller Williams Pinnacle Central - Miller Real Estate Group
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

$432/sqft · 145 days on market

MLS® 73535220Condominium
ERA Key Realty Services-Bay State Group - Jeffrey Germagian
Property at 1 Knowlton Circle #1, Upton, MA 01568
1 / 24
Active
Price drop

$499,000

Price reduced by

1 Knowlton Circle #1, Upton, MA 01568

4 bds
|
2.5 ba
|
2228 sqft

$224/sqft · 47 days on market

MLS® 73579649Condominium
Longwood Residential, LLC - Leah Tringale
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

$322/sqft · 56 days on market

MLS® 73574514Single Family Residence
Redfin Corp. - Michael Stein
Property at 140 Main St #E, Upton, MA 01568
1 / 32
Active
Price drop

$519,899

Price reduced by

140 Main St #E, Upton, MA 01568

3 bds
|
2.5 ba
|
1760 sqft

$295/sqft · 56 days on market

MLS® 73574288Condominium
Coldwell Banker Realty - Newton - Bhargavi Thaduri

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

As of November 4, 2026, there are 34 homes for sale in Upton, MA, with a median list price of $844,900. In August 2026, the median sale price for homes in Upton, MA was $707,500, down 28.7% from a year earlier.

Homes for sale
34
Median list price
$844,900
Median sale price (August 2026)
$707,500
Median days on market (August 2026)
21 days
Median sale price, Sep 2025 – Aug 2026

Common questions about Upton, MA real estate

How many homes are for sale in Upton, MA?

As of November 4, 2026, there are 34 homes for sale in Upton, MA, including 23 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 $844,900. Homes that sold in August 2026 had a median sale price of $707,500, down 28.7% from a year earlier.

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

Homes in Upton, MA that sold in August 2026 had a median of 21 days on market. Homes currently for sale show a median of about 45 days on market.

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

The homes for sale in Upton, MA include 23 single-family homes, 9 condos and 1 multi-family home.

Brokerage Information

Coldwell Banker

130 Concord Ave, Belmont, MA, USA

(617) 828-8863

Market Area Served

Belmont, Arlington, Newton, Scituate, Cambridge, Watertown 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.