38
$1,175,000
4 bd · 4 ba · 4,116 sqft
27 Dairy Dr, Upton, MA
Sean Terrell · Redfin Corp.

No listing photos
3
Beds
3.5
Baths
4,070
Sqft
2002
Year built
Range $1,025,640 – $1,125,244 · as of August 30, 2026
ATTOM automated valuation model · 37 published estimates over 3.7 years · shaded band is the model's own published low-to-high range
Highest reading $1,386,796 in July 2025; lowest $928,400 in January 2023. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$215,088
Estimated monthly payment
$7,059/mo
Loan amount $860,354. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
School ratings (A+ to F) from HJN community data.
Nipmuc Regional High School
9-12 · Regular · Mendon-Upton School District
534 students · 11.5:1 student–teacher
Blackstone Valley
9-12 · Vocational Education · Blackstone Valley Regional Vocational Technical
1,243 students · 11.3:1 student–teacher
Memorial Elementary School
PK-4 · Regular · Mendon-Upton School District
493 students · 14.1:1 student–teacher
Miscoe Hill Middle School
5-8 · Regular · Mendon-Upton School District
647 students · 13.1:1 student–teacher
Touchstone Community School
PK-8 · Alternative/Other
69 students · 6.7:1 student–teacher
Park Street School
PK-PK · Regular · Hopedale School District
94 students · 18.4:1 student–teacher
Woodland
3-5 · Regular · Milford School District
1,036 students · 12.3:1 student–teacher
Milford High School
9-12 · Regular · Milford School District
1,316 students · 11.9:1 student–teacher
MLS Property Information Network (MLS PIN)Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
38
$1,175,000
4 bd · 4 ba · 4,116 sqft
27 Dairy Dr, Upton, MA
Sean Terrell · Redfin Corp.
42$1,099,000
4 bd · 3 ba · 4,146 sqft
32 Howarth Dr, Upton, MA
Brian Connelly · Redfin Corp.
42$1,099,000
4 bd · 4 ba · 2,889 sqft
91 High, Upton, MA
Robyn Nasuti · Realty ONE Group Suburban Lifestyle
Price Reduced42$849,900
4 bd · 3 ba · 3,132 sqft
2 Brookside St, Upton, MA
Leah Burke · William Raveis R.E. & Home Services
Price Reduced42$1,050,000
4 bd · 3 ba · 2,924 sqft
32 Mendon St, Upton, MA
Luana Velame · Century 21 The Real Estate Group
40$1,079,000
4 bd · 4 ba · 3,350 sqft
165 East St, Upton, MA
Michael Stein · Redfin Corp.





Within 2 miles of this home: 11 restaurants and cafés and 11 parks and green spaces.
Place data from OpenStreetMap.
Maya Mexican Cocina
Mexican restaurant · Main Street
Main Street Pizza
Main Street
The Little Coffee Bean
Main Street
Jade Garden
Chinese restaurant · Main Street
Dunkin
Hartford Avenue North
The Country Club Sooper
Main Street
JJ's Ice Cream
Milford Street
Rushford & Sons
Grove Street
Goss Pond
Zachary Pond
Upton State Forest
Taft Pond
Upton Common
Pleasant Woods
West Hill Wildlife Management Area
Mill Pond