27 PLEASANT 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.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 Pleasant 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 more than 74% of homes in Worcester County
- Costs less per square foot than 67% of homes in Upton 01568
- Bigger than 68% of homes in Worcester County
- Has a smaller lot than 86% of homes in Upton 01568
- Newer than 77% of 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 40% 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 40% of homes nearby
Pricier than 33% of homes nearby
Bigger than 50% of homes nearby
Bigger than 14% of homes nearby
Newer than 63% of homes nearby
| Measure | This home | Upton 01568 | Worcester County |
|---|---|---|---|
| Estimated valuepricier than | $619,514 | 40% of homes | 74% of homes |
| Price per ft²pricier than | $291 | 33% of homes | 42% of homes |
| Living areabigger than | 2,132 ft² | 50% of homes | 68% of homes |
| Lot sizebigger than | 0.45 ac | 14% of homes | 47% of homes |
| Year builtnewer than | 1994 | 63% of homes | 77% of homes |
About 27 Pleasant St
How much is 27 Pleasant St, Upton, MA worth?
The TopHap Estimate for 27 Pleasant St, Upton, MA is $619,514 as of Sep 24, 2026. The likely range is $594,829 to $644,199. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 27 Pleasant St, Upton, MA last sell?
27 Pleasant St, Upton, MA last sold on Jun 26, 2019 for $408,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 27 Pleasant St, Upton, MA?
27 Pleasant St, Upton, MA has 2 bedrooms, 1.5 bathrooms, 2,132 square feet of living space and a 0.45-acre lot.
When was 27 Pleasant St, Upton, MA built?
27 Pleasant St, Upton, MA was built in 1994, making it 32 years old. It is a colonial home. The building has 2 stories.
What schools serve 27 Pleasant St, Upton, MA?
27 Pleasant 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 Pleasant St, Upton, MA compare to other homes in Upton 01568?
Among the 2,793 homes in Upton 01568, it is worth more than 40% of them ($619,514 against a typical $666,641), its price per square foot is higher than 33% of them ($291 against a typical $316), it is bigger than 50% of them (2,132 ft² against a typical 2,138 ft²), its lot is bigger than 14% of them (0.45 ac against a typical 1.83 ac) and it is newer than 63% of them (1994 against a typical 1989). Measured against all of Worcester County, it is worth more than 74% 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 Pleasant St, Upton, MA?
The 2026 property tax bill for 27 Pleasant St, Upton, MA was $7,467. The county assessed it at $570,900.
More homes on Pleasant St
- 5 Pleasant St$421K1 bd · 1 ba · 1,727 ft² · Sold $420K · Aug 2026
- 175 Pleasant St$959K6 bd · 6 ba · 4,607 ft² · Sold $920K · Jul 2025
- 52 Pleasant St$365K2 bd · 2 ba · 816 ft² · Sold $355K · Aug 2024
- 149 Pleasant St$748K2 bd · 1.5 ba · 1,976 ft² · Sold $740K · Jun 2024
- 31 Pleasant St$538K1 bd · 2 ba · 1,104 ft² · Sold $505K · Nov 2023
- 15 Pleasant St$506K2 bd · 2 ba · 1,220 ft² · Sold $475K · Aug 2023
- 151 Pleasant St$501K2 bd · 2 ba · 1,248 ft² · Sold $50K · Apr 2023
- 29 Pleasant St$630K2 bd · 1.5 ba · 1,952 ft² · Sold $550K · Mar 2023
- 171 Pleasant St$649K3 bd · 1.5 ba · 2,811 ft² · Sold $600K · Aug 2022
- 30 Pleasant St$508K3 bd · 3 ba · 1,686 ft² · Sold $480K · Jun 2022
- 18 Pleasant St$388K1 bd · 1.5 ba · 1,140 ft² · Sold $330K · May 2022
- 35b Pleasant St$398K2 bd · 2 ba · 1,128 ft² · Sold $360K · Feb 2022
Closest homes
- 29 Pleasant St$630K81 ft · 2 bd · 1.5 ba · 1,952 ft² · Sold $550K · Mar 2023
- 25 Pleasant St$666K111 ft · 2 bd · 1.5 ba · 1,992 ft² · Sold $362K · Sep 2009
- 2 Fiske Ave$731K147 ft · 2 bd · 1.5 ba · 2,708 ft² · Sold $425K · Aug 2015
- 4 Fiske Ave$736K229 ft · 2 bd · 1.5 ba · 2,656 ft² · Sold $470K · Aug 2017
- 31 Pleasant St$538K217 ft · 1 bd · 2 ba · 1,104 ft² · Sold $505K · Nov 2023
- 30 Pleasant St$508K239 ft · 3 bd · 3 ba · 1,686 ft² · Sold $480K · Jun 2022
- 28 Pleasant St215 ft · 2 bd · 2 ba · 2,236 ft² · Sold Jan 1900
- 64 Main St$800K271 ft · 3 bd · 1.5 ba · 5,705 ft² · Sold $335K · Jan 2005
More homes in Upton 01568
- 10 Hopkinton Rd$485K2 bd · 3 ba · 1,176 ft² · Sold $445K · Oct 2026
- 11 James Rd$720K2 bd · 2.5 ba · 1,304 ft² · Sold $735K · Oct 2026
- 33 Dairy Dr$1.2M2 bd · 1.5 ba · 3,360 ft² · Sold $1.1M · Sep 2026
- 145 Main St$516K1 bd · 1 ba · 883 ft² · Sold $255K · Sep 2026
- 78 Main St3 bd · 3 ba · 2,508 ft² · Sold $678K · Sep 2026
- 4 Picadilly St$480K1 bd · 1.5 ba · 1,080 ft² · Sold $480K · Sep 2026
- 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
- 30 Pearl St$682K2 bd · 1.5 ba · 2,324 ft² · Sold $680K · Aug 2026
- 6 Wood St$1.1M2 bd · 1.5 ba · 2,645 ft² · Sold $1.1M · Aug 2026
- 23 North St$601K3 bd · 3.5 ba · 2,424 ft² · Sold $248K · Aug 2026
Assigned schools
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