Name: Open House - 11:00AM-1:00PM
Start: 2026-10-17T11:00:00
End: 2026-10-17T13:00:00
Location: 27 Dairy Dr, Upton, MA 01568

3D

Open Sat 11AM-1PM

$ 1,175,000

4 Beds3.5 Baths4,116 SqFt

27 Dairy Dr, Upton, MA 01568

Single Family Home

Listed by Sean Terrell of Redfin Corp.

28

Open Fri 1PM-3PM

$ 799,000

2 Beds2.5 Baths2,228 SqFt

10 Boot Shop Road #10, Upton, MA 01568

Condo

Listed by Jeffrey Germagian of ERA Key Realty Services-Bay State Group

33

Open Sat 11AM-1PM

$ 909,900

4 Beds3 Baths3,100 SqFt

33 Milford St, Upton, MA 01568

Single Family Home

Listed by Wendy Solano of Lamacchia Realty, Inc.

35

Open Fri 1PM-3PM

$ 749,900

2 Beds2 Baths1,734 SqFt

5 Boot Shop Road #5, Upton, MA 01568

Condo

Listed by Jeffrey Germagian of ERA Key Realty Services-Bay State Group

3D

Active Under Contract

$ 700,000

3 Beds2 Baths2,015 SqFt

192 Westboro Rd, Upton, MA 01568

Single Family Home

Listed by Ian Teng of Redfin Corp.

37

Pending

$ 599,000

3 Beds2 Baths1,496 SqFt

15 North St, Upton, MA 01568

Single Family Home

Listed by Laura Hebb of ERA Key Realty Services

3D

Active

$ 1,099,000

4 Beds3.5 Baths2,889 SqFt

91 High, Upton, MA 01568

Single Family Home

Listed by Robyn Nasuti of Realty ONE Group Suburban Lifestyle

3D

Active

$ 1,099,000

4 Beds2.5 Baths4,146 SqFt

32 Howarth Dr, Upton, MA 01568

Single Family Home

Listed by Brian Connelly of Redfin Corp.

24

Active Under Contract

$ 449,000

4 Beds2 Baths1,392 SqFt

68 School St, Upton, MA 01568

Single Family Home

Listed by William Glanton of Berkshire Hathaway HomeServices Stephan Real Estate

42

Pending

$ 649,900

3 Beds1.5 Baths1,806 SqFt

4 Florence Cir, Upton, MA 01568

Single Family Home

Listed by TEAM Metrowest of Berkshire Hathaway HomeServices Commonwealth Real Estate

3D

Active

$ 1,079,000

4 Beds3.5 Baths3,350 SqFt

165 East St, Upton, MA 01568

Single Family Home

Listed by Michael Stein of Redfin Corp.

3D

Price Dropped by $22K

$ 974,900

4 Beds2.5 Baths3,332 SqFt

27 Juniper Road, Upton, MA 01568

Single Family Home

Listed by THE LASH GROUP of Keller Williams Boston MetroWest

3D

Price Dropped by $6K

$ 569,000

3 Beds1.5 Baths1,556 SqFt

40 Hartford Ave N, Upton, MA 01568

Single Family Home

Listed by Cindy Donati of Century 21 Custom Home Realty

36

Price Dropped by $100K

$ 1,199,900

4 Beds4.5 Baths3,543 SqFt

8 Juniper Road, Upton, MA 01568

Single Family Home

Listed by Amy Bisson of Lamacchia Realty, Inc.

15

Active

$ 2,600

2 Beds1.5 Baths1,600 SqFt

76 Main #A, Upton, MA 01568

Condo

Listed by Cori Oehley of Century 21 Custom Home Realty

42

Price Dropped by $20K

$ 955,000

4 Beds2.5 Baths2,941 SqFt

161 South St, Upton, MA 01568

Single Family Home

Listed by Laura Hebb of ERA Key Realty Services

42

Price Dropped by $30K

$ 849,900

4 Beds2.5 Baths3,132 SqFt

2 Brookside St, Upton, MA 01568

Single Family Home

Listed by Leah Burke of William Raveis R.E. & Home Services

42

Price Dropped by $20K

$ 1,320,000

5 Beds3.5 Baths4,498 SqFt

66 Glenview St, Upton, MA 01568

Single Family Home

Listed by Lisa Aron Williams of Coldwell Banker Realty - Sudbury

39

Pending

$ 649,900

4 Beds2 Baths2,534 SqFt

90 Glenview St, Upton, MA 01568

Multi-Family

Listed by Laura Hebb of ERA Key Realty Services

28

Pending

$ 799,000

2 Beds2.5 Baths2,228 SqFt

12 Boot Shop Road #12, Upton, MA 01568

Condo

Listed by The Kattman Team of ERA Key Realty Services-Bay State Group

3D

Active

$ 699,000

4 Beds3 Baths2,835 SqFt

52 Elm St, Upton, MA 01568

Single Family Home

Listed by Robyn Nasuti of Realty ONE Group Suburban Lifestyle

39

Price Dropped by $50K

$ 1,649,000

8 Beds6 Baths6,850 SqFt

175 Pleasant St, Upton, MA 01568

Single Family Home

Listed by Matthew S. Sousa of Bullseye Realty Group

32

Active

$ 489,000

3 Beds2.5 Baths1,785 SqFt

140 Main St #B, Upton, MA 01568

Condo

Listed by Michael Dagilis of ERA Key Realty Services- Milf

23 Properties Available In Upton

27 Dairy Dr, Upton, MA 01568

10 Boot Shop Road #10, Upton, MA 01568

33 Milford St, Upton, MA 01568

5 Boot Shop Road #5, Upton, MA 01568

192 Westboro Rd, Upton, MA 01568

15 North St, Upton, MA 01568

91 High, Upton, MA 01568

32 Howarth Dr, Upton, MA 01568

68 School St, Upton, MA 01568

4 Florence Cir, Upton, MA 01568

165 East St, Upton, MA 01568

27 Juniper Road, Upton, MA 01568

40 Hartford Ave N, Upton, MA 01568

8 Juniper Road, Upton, MA 01568

76 Main #A, Upton, MA 01568

161 South St, Upton, MA 01568

2 Brookside St, Upton, MA 01568

66 Glenview St, Upton, MA 01568

90 Glenview St, Upton, MA 01568

12 Boot Shop Road #12, Upton, MA 01568

52 Elm St, Upton, MA 01568

175 Pleasant St, Upton, MA 01568

140 Main St #B, Upton, MA 01568

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