149 CHESTNUT ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(8)
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
149 Chestnut 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 78% of homes in Worcester County
- Has a bigger lot than 89% of homes in Worcester County
- Older than 68% of homes in Upton 01568
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 46% 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 46% of homes nearby
Pricier than 62% of homes nearby
Bigger than 44% of homes nearby
Bigger than 77% of homes nearby
Newer than 32% of homes nearby
| Measure | This home | Upton 01568 | Worcester County |
|---|---|---|---|
| Estimated valuepricier than | $651,358 | 46% of homes | 78% of homes |
| Price per ft²pricier than | $326 | 62% of homes | 61% of homes |
| Living areabigger than | 1,998 ft² | 44% of homes | 63% of homes |
| Lot sizebigger than | 3.24 ac | 77% of homes | 89% of homes |
| Year builtnewer than | 1973 | 32% of homes | 55% of homes |
About 149 Chestnut St
How much is 149 Chestnut St, Upton, MA worth?
The TopHap Estimate for 149 Chestnut St, Upton, MA is $651,358 as of Aug 30, 2026. The likely range is $607,984 to $694,732. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 149 Chestnut St, Upton, MA last sell?
149 Chestnut St, Upton, MA last sold on Jul 6, 2021 for $540,000, according to the county's recorded deed. TopHap holds 4 recorded sales for this parcel.
How big is 149 Chestnut St, Upton, MA?
149 Chestnut St, Upton, MA has 2 bedrooms, 1.5 bathrooms, 1,998 square feet of living space and a 3.24-acre lot.
When was 149 Chestnut St, Upton, MA built?
149 Chestnut St, Upton, MA was built in 1973, making it 53 years old. It is a colonial home. The building has 2 stories.
What schools serve 149 Chestnut St, Upton, MA?
149 Chestnut St, Upton, MA is assigned to Miscoe Hill Middle School (middle), rated B; Nipmuc Regional High School (high), rated B-; Memorial Elementary School (elementary), rated A. All sit in Mendon-Upton School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 149 Chestnut St, Upton, MA compare to other homes in Upton 01568?
Among the 2,793 homes in Upton 01568, it is worth more than 46% of them ($651,358 against a typical $671,023), its price per square foot is higher than 62% of them ($326 against a typical $310), it is bigger than 44% of them (1,998 ft² against a typical 2,136 ft²), its lot is bigger than 77% of them (3.24 ac against a typical 1.83 ac) and it is newer than 32% of them (1973 against a typical 1989). Measured against all of Worcester County, it is worth more than 78% 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 149 Chestnut St, Upton, MA?
The 2025 property tax bill for 149 Chestnut St, Upton, MA was $7,547. The county assessed it at $573,900.
More homes on Chestnut St
- 121 Chestnut St$815K2 bd · 1.5 ba · 3,328 ft² · Sold $8K · Dec 2024
- 111 Chestnut St$932K2 bd · 1.5 ba · 3,120 ft² · Sold $865K · Sep 2024
- 133 Chestnut St$640K2 bd · 1.5 ba · 2,002 ft² · Sold $625K · Mar 2024
- 62 Chestnut St$1M3 bd · 1.5 ba · 3,504 ft² · Sold $997K · Nov 2023
- 114 Chestnut St$817K2 bd · 3 ba · 2,632 ft² · Sold $730K · Mar 2023
- 58 Chestnut St$992K2 bd · 1.5 ba · 2,382 ft² · Sold $1M · Aug 2022
- 115 Chestnut St$816K3 bd · 3 ba · 2,928 ft² · Sold $750K · Jan 2022
- 137 Chestnut St$751K2 bd · 2 ba · 1,638 ft² · Sold $585K · Apr 2021
- 60 Chestnut St$975K2 bd · 1.5 ba · 3,248 ft² · Sold $600K · Sep 2020
- 134 Chestnut St$827K2 bd · 1.5 ba · 2,792 ft² · Sold $600K · Sep 2020
- 56 Chestnut St$907K1 bd · 3.5 ba · 3,248 ft² · Sold $616K · Jul 2020
- 108 Chestnut St$932K3 bd · 1.5 ba · 2,838 ft² · Sold $575K · Jun 2020
Closest homes
- 145 Chestnut St$570K218 ft · 2 bd · 2 ba · 1,284 ft² · Sold $425K · Jun 2005
- 148 South St$765K479 ft · 2 bd · 2 ba · 3,139 ft² · Sold $120K · Apr 1993
- 134 South St$696K385 ft · 2 bd · 1.5 ba · 2,194 ft² · Sold $450K · Feb 2005
- 137 Chestnut St$751K425 ft · 2 bd · 2 ba · 1,638 ft² · Sold $585K · Apr 2021
- 148 Chestnut St$588K454 ft · 2 bd · 1.5 ba · 1,696 ft² · Sold $405K · Sep 2017
- 146 Chestnut St$597K0.1 mi · 2 bd · 2 ba · 1,666 ft² · Sold $310K · Mar 2003
- 1 Sturdley Rd$351K0.1 mi · 2 bd · 2 ba · 1,353 ft² · Sold Jan 1900
- 2 Goss Pond Rd$860K0.1 mi · 2 bd · 1.5 ba · 2,851 ft² · Sold Sep 2017
More homes in Upton 01568
- 8 Stearns Rd$1.4M4 bd · 2.5 ba · 2,749 ft² · Sold $1.4M · Aug 2026
- 215 North St$813K2 bd · 1.5 ba · 3,300 ft² · Sold $810K · Jul 2026
- 11 Howarth Dr$1.1M2 bd · 1.5 ba · 3,768 ft² · Sold $1.1M · Jul 2026
- 57 Plain St$527K1 bd · 1.5 ba · 1,072 ft² · Sold $525K · Jul 2026
- 20 Josiah Dr$788K2 bd · 1.5 ba · 2,408 ft² · Sold $785K · Jul 2026
- 128 Glenview St$633K2 bd · 2 ba · 2,044 ft² · Sold $438K · Jul 2026
- 69 Warren St$751K2 bd · 1.5 ba · 2,256 ft² · Sold $749K · Jul 2026
- 27 River St$283K1 bd · 1 ba · 1,092 ft² · Sold $282K · Jul 2026
- 74 High St$769K3 bd · 3.5 ba · 2,912 ft² · Sold $767K · Jul 2026
- 41 Main St$463K1 bd · 1.5 ba · 1,155 ft² · Sold $460K · Jun 2026
- 3 Jonathans Way$855K2 bd · 1.5 ba · 1,868 ft² · Sold $850K · Jun 2026
- 9 River St$805K3 bd · 1.5 ba · 1,974 ft² · Sold $800K · Jun 2026
Assigned schools
Explore the area
See this home in context
Open 149 Chestnut St on TopHap’s interactive map to compare it against every sale nearby, overlay school zones and flood risk, and run a CMA.
Open in map