27 MAIN ST
Valuation
Tax & Assessment
Property Facts
Transaction History(6)
Sales and refinances filed with the county for this home. Not every transfer is a normal sale, so check the type before comparing prices.Foreclosure Filings(1)
Assigned SchoolsThe public schools this address is zoned for. Boundaries change, so confirm with the district before you count on it.
District: Mendon-Upton School District
Neighborhood · ZIP 01568These are comparison scores, not percentages. 100 equals the national average, so 150 means about 50% above average.
Index scale: 100 = US average (tick). Lower is better.
Owner Tools
Data by ATTOM. Valuations are automated estimates, not appraisals. Photos from Google Street View and may not depict the current property state.
How this home compares
27 Main St measured against every home in its neighborhood, its ZIP code and its county, using county assessor records refreshed nightly. A home can stand out in one of those areas and look ordinary in another, because each one holds a different mix of homes.
- Worth less than 84% of homes in Upton 01568
- Costs more per square foot than 82% of homes in Worcester County
- Smaller than 87% of homes in Upton 01568
- Has a smaller lot than 97% of homes in Upton 01568
- Among the oldest homes in Worcester County
What homes are worth in Upton 01568
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 16% of homes in Upton 01568.
How it measures up in Upton 01568
The dot is this home. The mark in the middle is the typical home in Upton 01568.
Pricier than 16% of homes nearby
Pricier than 79% of homes nearby
Bigger than 13% of homes nearby
Bigger than 3% of homes nearby
Newer than 2% of homes nearby
| Measure | This home | Upton 01568 | Worcester County |
|---|---|---|---|
| Estimated valuepricier than | $495,413 | 16% of homes | 53% of homes |
| Price per ft²pricier than | $377 | 79% of homes | 82% of homes |
| Living areabigger than | 1,314 ft² | 13% of homes | 29% of homes |
| Lot sizebigger than | 0.23 ac | 3% of homes | 24% of homes |
| Year builtnewer than | 1800 | 2% of homes | almost no homes |
About 27 Main St
How much is 27 Main St, Upton, MA worth?
The TopHap Estimate for 27 Main St, Upton, MA is $495,413 as of Sep 24, 2026. The likely range is $477,403 to $513,423. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 27 Main St, Upton, MA last sell?
27 Main St, Upton, MA last sold on May 4, 2009 for $197,700, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 27 Main St, Upton, MA?
27 Main St, Upton, MA has 1 bedrooms, 1.5 bathrooms, 1,314 square feet of living space and a 0.23-acre lot.
When was 27 Main St, Upton, MA built?
27 Main St, Upton, MA was built in 1800, making it 226 years old. It is a cape cod home. The building has 2 stories.
What schools serve 27 Main St, Upton, MA?
27 Main St, Upton, MA is assigned to Memorial Elementary School (elementary), rated A; Nipmuc Regional High School (high), rated B-; Miscoe Hill Middle School (middle), rated B. All sit in Mendon-Upton School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 27 Main St, Upton, MA compare to other homes in Upton 01568?
Among the 2,793 homes in Upton 01568, it is worth more than 16% of them ($495,413 against a typical $669,252), its price per square foot is higher than 79% of them ($377 against a typical $316), it is bigger than 13% of them (1,314 ft² against a typical 2,136 ft²), its lot is bigger than 3% of them (0.23 ac against a typical 1.83 ac) and it is newer than 2% of them (1800 against a typical 1989). Measured against all of Worcester County, it is worth more than 53% of homes there. These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 27 Main St, Upton, MA?
The 2025 property tax bill for 27 Main St, Upton, MA was $5,432. The county assessed it at $413,100.
More homes on Main St
- 145 Main St # 2b$320K1 bd · 1 ba · 778 ft² · Sold $1.6M · Aug 2026
- 145 Main St # 1d$206K1 bd · 1 ba · 520 ft² · Sold $1.6M · Aug 2026
- 145 Main St # 1c$268K1 bd · 1 ba · 630 ft² · Sold $1.6M · Aug 2026
- 145 Main St # 1b$305K1 bd · 1 ba · 730 ft² · Sold $1.6M · Aug 2026
- 145 Main St # 1a$309K1 bd · 1 ba · 829 ft² · Sold $1.6M · Aug 2026
- 145 Main St # 2c$298K1 bd · 1 ba · 689 ft² · Sold $1.6M · Aug 2026
- 145 Main St # 2d$291K1 bd · 1 ba · 657 ft² · Sold $1.6M · Aug 2026
- 145 Main St # 3a$373K1 bd · 1 ba · 1,440 ft² · Sold $1.6M · Aug 2026
- 145 Main St # 3b$338K1 bd · 1 ba · 1,080 ft² · Sold $1.6M · Aug 2026
- 41 Main St$464K1 bd · 1.5 ba · 1,155 ft² · Sold $460K · Jun 2026
- 72 Main St$351K1 bd · 1 ba · 768 ft² · Sold $478K · May 2026
- 132 Main St6 bd · 4 ba · 2,520 ft² · Sold $446K · Feb 2026
Closest homes
- 25 Main St84 ft · 3 bd · 4 ba · 2,226 ft² · Sold $390K · Oct 2019
- 29 Main St87 ft · 3 bd · 3 ba · 2,204 ft² · Sold $125K · Jul 1995
- 3 School St$445K125 ft · 1 bd · 1.5 ba · 1,120 ft² · Sold Jan 1900
- 2 Plain St$435K202 ft · 1 bd · 1 ba · 1,578 ft² · Sold $294K · Jul 2016
- 5 School St$520K226 ft · 1 bd · 1 ba · 1,504 ft² · Sold $355K · Jun 2006
- 21 Main St$415K223 ft · 2 bd · 2 ba · 1,929 ft² · Sold $230K · Aug 2008
- 31 Main St$551K211 ft · 2 bd · 2.5 ba · 2,157 ft² · Sold $550K · Jan 2022
- 26 Main St$652K216 ft · 2 bd · 2 ba · 2,524 ft² · Sold $465K · Apr 2019
More homes in Upton 01568
- 41 Rockwood Ln$795K2 bd · 2 ba · 1,653 ft² · Sold $780K · Sep 2026
- 149 Glenview St$640K2 bd · 2 ba · 1,406 ft² · Sold $640K · Sep 2026
- 218 Mechanic St$752K3 bd · 1.5 ba · 2,668 ft² · Sold $752K · Sep 2026
- 23 North St$601K3 bd · 3.5 ba · 2,424 ft² · Sold $248K · Aug 2026
- 45 Mendon St$870K2 bd · 1.5 ba · 3,076 ft² · Sold $867K · Aug 2026
- 324 Mendon St$461K2 bd · 1.5 ba · 2,340 ft² · Sold $460K · Aug 2026
- 7 Hazeltine Rd$682K2 bd · 1.5 ba · 1,800 ft² · Sold $680K · Aug 2026
- 5 Pleasant St$421K1 bd · 1 ba · 1,727 ft² · Sold $420K · Aug 2026
- 145 W River St$913K2 bd · 1.5 ba · 2,756 ft² · Sold $910K · Aug 2026
- 236 Mendon St$637K1 bd · 1.5 ba · 1,638 ft² · Sold $635K · Aug 2026
- 27 W River St$1.2M2 bd · 1.5 ba · 2,355 ft² · Sold $1.2M · Aug 2026
- 1 South St$772K2 bd · 1.5 ba · 2,618 ft² · Sold $770K · Aug 2026
Assigned schools
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