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

No listing photos
5
Beds
1.5
Baths
6,359
Sqft
1989
Year built
Range $1,474,473 – $1,789,961 · as of August 30, 2026
ATTOM automated valuation model · 35 published estimates over 3 years · shaded band is the model's own published low-to-high range
Highest reading $1,632,217 in August 2026; lowest $1,060,384 in February 2025. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$326,443
Estimated monthly payment
$10,654/mo
Loan amount $1,305,774. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
School ratings (A+ to F) from HJN community data.
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
Shining Star Early Childhood Center
PK-PK · Regular · Milford School District
158 students · 17.6:1 student–teacher
Brookside
KG-2 · Regular · Milford School District
578 students · 11.2:1 student–teacher
Memorial Elementary School
PK-4 · Regular · Mendon-Upton School District
493 students · 14.1:1 student–teacher
Park Street School
PK-PK · Regular · Hopedale School District
94 students · 18.4:1 student–teacher
Miscoe Hill Middle School
5-8 · Regular · Mendon-Upton School District
647 students · 13.1:1 student–teacher
Blackstone Valley
9-12 · Vocational Education · Blackstone Valley Regional Vocational Technical
1,243 students · 11.3:1 student–teacher
Within 2 miles of this home: 7 restaurants and cafés, 11 parks and green spaces, and 1 transit stop.
Place data from OpenStreetMap.
JJ's Ice Cream
Milford Street
Rose Garden
Milford Street
Rushford & Sons
Grove Street
Upton Pizza
Milford Street
The Country Club Sooper
Main Street
Soul Fuel Café
Church Street
Rosia's Villa Pizza
West Street
Fiske Millpond
Littlefield Pond
Mill Pond
Camp St Site
Kelley Family Conservation Area
Peppercorn Hill
Walleston Conservation Area
Donald & Anne Kerr Memorial Preserve
Colonial Rd Capital Rd Housing
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.
Price Reduced36$1,199,900
4 bd · 5 ba · 3,543 sqft
8 Juniper Road, Upton, MA
Amy Bisson · Lamacchia Realty, Inc.
42$1,165,000
4 bd · 4 ba · 4,843 sqft
3 Dairy Drive, Upton, MA
Lisa Anzede · Mathieu Newton Sotheby's International Realty
Price Reduced42$1,320,000
5 bd · 4 ba · 4,498 sqft
66 Glenview St, Upton, MA
Lisa Aron Williams · Coldwell Banker Realty - Sudbury


