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Homes for Sale in Upton, MA

33 results

Property at 33 Dairy Drive, Upton, MA 01568
1 / 41
Active

$1,159,000

33 Dairy Drive, Upton, MA 01568

4 bds
|
2.5 ba
|
3360 sqft
MLS® 73553629Single Family Residence
REMAX Executive Realty - Erika Steele
Property at 158 Main St, Upton, MA 01568
1 / 42
Active

$799,900

158 Main St, Upton, MA 01568

7 bds
|
3 ba
|
3314 sqft
MLS® 73552661Multi Family
eXp Realty - Rita Silvamartins
Property at 10 Sadler Road, Upton, MA 01568
1 / 42
Active

$899,900

10 Sadler Road, Upton, MA 01568

4 bds
|
2.5 ba
|
2806 sqft
MLS® 73551967Single Family Residence
REMAX Executive Realty - Erika Steele
Property at 78 Main Street, Upton, MA 01568
1 / 33
Active

$699,000

78 Main Street, Upton, MA 01568

6 bds
|
3 ba
|
2617 sqft
MLS® 735523232 Family - 2 Units Up/Down
Advisors Living - Wellesley - Beth Byrne
Property at 9 South Street, Upton, MA 01568
1 / 41
Active

$1,300,000

9 South Street, Upton, MA 01568

4 bds
|
3.5 ba
|
3556 sqft
MLS® 73550062Single Family Residence
Mendon Local Realty - Robin Haddad

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 19 West Main Street, Upton, MA 01568
1 / 12
Active

$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 17 West Main Street, Upton, MA 01568
1 / 7
Active

$999,900

17 West Main Street, Upton, MA 01568

4 bds
|
2.5 ba
|
2780 sqft
MLS® 73547384Single Family Residence
Northeast Realty + Co. - Kim Backlund
Property at 218 Mechanic, Upton, MA 01568
1 / 42
Active

$789,900

218 Mechanic, Upton, MA 01568

4 bds
|
3 ba
|
2668 sqft
MLS® 73546600Single Family Residence
CrossRoads Real Estate Group - Amy Bedard
Property at 56 Shannon Way #56, Upton, MA 01568
1 / 36
Active
Open

$709,000

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 117 South Street, Upton, MA 01568
1 / 42
Active

$2,500,000

117 South Street, Upton, MA 01568

4 bds
|
4 ba
|
4040 sqft
MLS® 73541742Equestrian
Advisors Living - Wellesley - Beth Byrne
Property at 35 Howarth Dr, Upton, MA 01568
1 / 42
Active
Open

$1,125,000

35 Howarth Dr, Upton, MA 01568

4 bds
|
3.5 ba
|
4054 sqft
MLS® 73541292Single Family Residence
Mathieu Newton Sotheby's International Realty - Gerald Simone
Property at 90 Glenview St, Upton, MA 01568
1 / 39
Active

$675,000

90 Glenview St, Upton, MA 01568

5 bds
|
2 ba
|
2534 sqft
MLS® 73540925Multi Family
ERA Key Realty Services - Laura Hebb
Property at 149 Glenview St, Upton, MA 01568
1 / 42
Active
Open

$639,900

149 Glenview St, Upton, MA 01568

3 bds
|
2 ba
|
1546 sqft
MLS® 73540194Single Family Residence
Berkshire Hathaway HomeServices Commonwealth Real Estate - Team Metrowest
Property at 13 Knowlton Cir #13, Upton, MA 01568
1 / 42
Active

$532,000

13 Knowlton Cir #13, Upton, MA 01568

3 bds
|
3.5 ba
|
1731 sqft
MLS® 73538236Condominium
Keller Williams Pinnacle MetroWest - Smita Sinha
Property at 10 Hopkinton Rd, Upton, MA 01568
1 / 31
Active
Open

$485,000

10 Hopkinton Rd, Upton, MA 01568

2 bds
|
2 ba
|
1176 sqft
MLS® 73538093Single Family Residence
Coldwell Banker Realty - Worcester - Kathryn Amorello
Property at 11 James Rd, Upton, MA 01568
1 / 42
Active

$800,000

11 James Rd, Upton, MA 01568

3 bds
|
3 ba
|
1304 sqft
MLS® 73537714Single Family Residence
Provided by MLS PIN - Team Rovi
Property at 45 Mendon Street, Upton, MA 01568
1 / 37
Active Under Contract

$879,900

45 Mendon Street, Upton, MA 01568

3 bds
|
2.5 ba
|
3076 sqft
MLS® 73537667Single Family Residence
Lamacchia Realty, Inc. - Mary G. Wood
Property at 5 Boot Shop Road #5, Upton, MA 01568
1 / 34
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 12 Boot Shop Road #12, Upton, MA 01568
1 / 7
Active
Open

$799,000

12 Boot Shop Road #12, Upton, MA 01568

2 bds
|
2.5 ba
|
2228 sqft
MLS® 73535231Condominium
ERA Key Realty Services-Bay State Group - The Kattman Team
Property at 87 Shannon Way #86, Upton, MA 01568
1 / 36
Active
Open

$699,900

87 Shannon Way #86, Upton, MA 01568

2 bds
|
2.5 ba
|
1930 sqft
MLS® 73524427Condominium
Keller Williams Realty - Shane Brady
Property at 52 Elm St, Upton, MA 01568
1 / 42
Active

$699,000

52 Elm St, Upton, MA 01568

4 bds
|
3 ba
|
2835 sqft
MLS® 73523806Single Family Residence
Provided by MLS PIN - Robyn Nasuti
Property at 32 Mendon St, Upton, MA 01568
1 / 42
Active

$1,100,000

32 Mendon St, Upton, MA 01568

4 bds
|
2.5 ba
|
2924 sqft
MLS® 73522448Single Family Residence
Provided by MLS PIN
Property at 30 Mendon St, Upton, MA 01568
1 / 41
Active

$1,150,000

30 Mendon St, Upton, MA 01568

4 bds
|
4 ba
|
3402 sqft
MLS® 73521066Single Family Residence
Provided by MLS PIN
Property at 175 Pleasant St, Upton, MA 01568
1 / 39
Active
Open

$1,699,000

175 Pleasant St, Upton, MA 01568

8 bds
|
6 ba
|
6850 sqft
MLS® 73520686Single Family Residence
Bullseye Realty Group - Matthew S. Sousa
Property at 24 Main St, Upton, MA 01568
1 / 40
Active

$675,000

24 Main St, Upton, MA 01568

4 bds
|
2.5 ba
|
2548 sqft
MLS® 73518303Single Family Residence
REMAX Executive Realty - Jeannie Leombruno
Property at 19 Boot Shop Road #19, Upton, MA 01568
1 / 23
Active

$749,900

19 Boot Shop Road #19, Upton, MA 01568

2 bds
|
2.5 ba
|
2245 sqft
MLS® 73510750Condominium
ERA Key Realty Services-Bay State Group - Jeffrey Germagian
Property at 21 Boot Shop Road #21, Upton, MA 01568
1 / 34
Active

$799,000

21 Boot Shop Road #21, Upton, MA 01568

2 bds
|
2 ba
|
1734 sqft
MLS® 73503206Condominium
ERA Key Realty Services-Bay State Group - Jeffrey Germagian
Property at 7 Boot Shop Road #7, Upton, MA 01568
1 / 41
Active
Open

$855,900

7 Boot Shop Road #7, Upton, MA 01568

2 bds
|
2.5 ba
|
2228 sqft
MLS® 73502176Condominium
ERA Key Realty Services-Bay State Group - The Kattman Team
Property at 140 Main St #B, Upton, MA 01568
1 / 26
Active

$499,899

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 12 Breton Road, Upton, MA 01568
1 / 42
Active

$1,225,000

12 Breton Road, Upton, MA 01568

4 bds
|
5.5 ba
|
5736 sqft
MLS® 73498932Single Family Residence
Mathieu Newton Sotheby's International Realty - Melissa Ellison
Page 1 of 2

Brokerage Information

Exp Realty

361 Newbury Street, Boston, MA, 02115

(857) 250-7248

Market Area Served

Natick, Newton, Wayland, Framingham, Wellesley, Brookline, Cambridge, Southborough, Weston, Needham, Ashland, Sudbury, Boston 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.

Data last updated: 7/24/2026 at 5:57:00 PM

Rahel Choi

I'm Rahel Choi, a bilingual (English/Korean) Natick, MA real estate agent helping first-time buyers, families, and investors across MetroWest—from first search to closing.

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Exp Realty

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Equal Housing Opportunity. Information deemed reliable but not guaranteed.