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The buying timeline

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Get pre-approved

Make the deal

Writing a winning offer
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Closing costs, itemized
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31 listings

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31 listings

Homes for Sale in Upton, MA

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24 of 31 Listings

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24 of 31 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Open house Sun, Oct 11 · 11:00 AM

Active

$669,900

2 bd · 3 ba · 1,950 sqft

87 Shannon Way #1, Upton, MA

Shane Brady · Keller Williams Realty

38Active

$1,175,000

4 bd · 4 ba · 4,116 sqft

27 Dairy Dr, Upton, MA

Sean Terrell · Redfin Corp.

38Active

$649,000

3 bd · 2 ba · 2,268 sqft

23 Forest St, Upton, MA

Drew Jacobs · Jacobs Real Estate

20Active

$410,000

4 bd · 3 ba · 2,424 sqft

23 North St, Upton, MA

Nick Hanney · eXp Realty LLC

42Active

$489,000

2 bd · 3 ba · 2,352 sqft

13 Fieldstone St #13, Upton, MA

Leavitt + Co Team · Compass

42Active

$1,099,000

4 bd · 4 ba · 2,889 sqft

91 High, Upton, MA

Robyn Nasuti · Realty ONE Group Suburban Lifestyle

Price Reduced24Active

$499,000

4 bd · 3 ba · 2,228 sqft

1 Knowlton Circle #1, Upton, MA

Leah Tringale · Longwood Residential, LLC

Open house Sun, Oct 11 · 11:00 AM42Active

$1,099,000

4 bd · 3 ba · 4,146 sqft

32 Howarth Dr, Upton, MA

Brian Connelly · Redfin Corp.

42Active

$1,165,000

4 bd · 4 ba · 4,843 sqft

3 Dairy Drive, Upton, MA

Lisa Anzede · Mathieu Newton Sotheby's International Realty

Open house Sun, Oct 11 · 1:00 PM28Active

$799,000

2 bd · 3 ba · 2,228 sqft

10 Boot Shop Road #10, Upton, MA

Jeffrey Germagian · ERA Key Realty Services-Bay State Group

40Active

$1,079,000

4 bd · 4 ba · 3,350 sqft

165 East St, Upton, MA

Michael Stein · Redfin Corp.

Price Reduced42Active

$974,900

4 bd · 3 ba · 3,332 sqft

27 Juniper Road, Upton, MA

THE LASH GROUP · Keller Williams Boston MetroWest

Price Reduced32Active

$519,899

3 bd · 3 ba · 1,760 sqft

140 Main St Unit E, Upton, MA

Bhargavi Thaduri · Coldwell Banker Realty - Newton

Price Reduced40Active

$569,000

3 bd · 2 ba · 1,556 sqft

40 Hartford Ave N, Upton, MA

Cindy Donati · Century 21 Custom Home Realty

Price Reduced36Active

$1,199,900

4 bd · 5 ba · 3,543 sqft

8 Juniper Road, Upton, MA

Amy Bisson · Lamacchia Realty, Inc.

Price Reduced42Active

$955,000

4 bd · 3 ba · 2,941 sqft

161 South St, Upton, MA

Laura Hebb · ERA Key Realty Services

Price Reduced41Active

$675,000

4 bd · 3 ba · 2,108 sqft

5 Elm Street, Upton, MA

Lisa Pezzoni · Andrew J. Abu Inc., REALTORS®

40Active

$899,000

4 bd · 5 ba · 4,242 sqft

96 Fowler St, Upton, MA

Isaac Alvarenga · Property Investors & Advisors, LLC

Price Reduced42Active

$1,320,000

5 bd · 4 ba · 4,498 sqft

66 Glenview St, Upton, MA

Lisa Aron Williams · Coldwell Banker Realty - Sudbury

Price Reduced42Active

$849,900

4 bd · 3 ba · 3,132 sqft

2 Brookside St, Upton, MA

Leah Burke · William Raveis R.E. & Home Services

Price Reduced33Active

$550,000

4 bd · 3 ba · 2,548 sqft

24 Main St, Upton, MA

Jeannie Leombruno · Century 21 Custom Home Realty

Price Reduced33Active

$919,900

4 bd · 3 ba · 3,100 sqft

33 Milford St, Upton, MA

Wendy Solano · Lamacchia Realty, Inc.

7Active

$999,900

4 bd · 3 ba · 2,780 sqft

17 West Main Street, Upton, MA

Kim Backlund · Northeast Realty + Co.

Price Reduced37Active

$669,000

2 bd · 3 ba · 1,950 sqft

56 Shannon Way #56, Upton, MA

The Semple & Hettrich Team · Coldwell Banker Realty - Sudbury

1 2

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-09 15:11:00 UTC

Upton housing market

September 2026 · This period is still settling

Homes on the market · MLS, as of Sep 27, 2026

Median list price: $824,450
Homes for sale: 34

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

Median home size: 2,158 sq. ft.

Upton, MA community profile

Area: 21.7 sq. mi.

Source: HJN community data

Nearby areas

ZIP codes

02703 (102)
01545 (81)
01701 (72)
01760 (70)
01604 (67)
01752 (64)
01742 (62)
01720 (56)

Cities

Worcester (279)
Framingham (123)
Attleboro (103)
Waltham (94)
Shrewsbury (81)
Newton (72)
Natick (71)
Lexington (68)

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-09 15:11:00 UTC

Upton, MA Homes for Sale | Realty.com

Nearby areas

ZIP codes

02703 (102)
01545 (81)
01701 (72)
01760 (70)
01604 (67)
01752 (64)
01742 (62)
01720 (56)

Cities

Worcester (279)
Framingham (123)
Attleboro (103)
Waltham (94)
Shrewsbury (81)
Newton (72)
Natick (71)
Lexington (68)

Upton, MA community profile

Area: 21.7 sq. mi.

Source: HJN community data

Upton housing market

September 2026 · This period is still settling

Homes on the market · MLS, as of Sep 27, 2026

Median list price: $824,450
Homes for sale: 34

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

Median home size: 2,158 sq. ft.