277 ROUTE 20
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
Property Facts
Transaction History(4)
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: Gateway School District
Neighborhood · ZIP 01011These 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
277 Route 20 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 79% of homes in Hampden County
- Costs less per square foot than 95% of homes in Hampden County
- Bigger than 67% of homes in Chester 01011
- Has a bigger lot than 92% of homes in Hampden County
- Older than 73% of homes in Hampden County
What homes are worth in Chester 01011
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 49% of homes in Chester 01011.
How it measures up in Chester 01011
The dot is this home. The mark in the middle is the typical home in Chester 01011.
Pricier than 49% of homes nearby
Pricier than 24% of homes nearby
Bigger than 67% of homes nearby
Bigger than 50% of homes nearby
Newer than 44% of homes nearby
| Measure | This home | Chester 01011 | Hampden County |
|---|---|---|---|
| Estimated valuepricier than | $272,383 | 49% of homes | 21% of homes |
| Price per ft²pricier than | $146 | 24% of homes | 5% of homes |
| Living areabigger than | 1,872 ft² | 67% of homes | 66% of homes |
| Lot sizebigger than | 2.7 ac | 50% of homes | 92% of homes |
| Year builtnewer than | 1930 | 44% of homes | 27% of homes |
About 277 Route 20
How much is 277 Route 20, Chester, MA worth?
The TopHap Estimate for 277 Route 20, Chester, MA is $272,383 as of Sep 24, 2026. The likely range is $241,090 to $303,676. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 277 Route 20, Chester, MA last sell?
277 Route 20, Chester, MA last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 277 Route 20, Chester, MA?
277 Route 20, Chester, MA has 4 bedrooms, 1.5 bathrooms, 1,872 square feet of living space and a 2.70-acre lot.
When was 277 Route 20, Chester, MA built?
277 Route 20, Chester, MA was built in 1930, making it 96 years old. It is a colonial home. The building has 2 stories.
What schools serve 277 Route 20, Chester, MA?
277 Route 20, Chester, MA is assigned to Chester Elementary School (elementary), rated C; Gateway Regional Middle School (middle); Gateway Regional High School (high), rated C. All sit in Gateway School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 277 Route 20, Chester, MA compare to other homes in Chester 01011?
Among the 600 homes in Chester 01011, it is worth more than 49% of them ($272,383 against a typical $275,906), its price per square foot is higher than 24% of them ($146 against a typical $195), it is bigger than 67% of them (1,872 ft² against a typical 1,594 ft²), its lot is bigger than 50% of them (2.7 ac against a typical 2.73 ac) and it is newer than 44% of them (1930 against a typical 1950). Measured against all of Hampden County, it is worth more than 21% 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 277 Route 20, Chester, MA?
The 2025 property tax bill for 277 Route 20, Chester, MA was $4,439. The county assessed it at $245,800.
More homes on Route 20
- 187 Route 20$205K2 bd · 1 ba · 860 ft² · Sold $204K · Aug 2026
- 424 Route 20$477K3 bd · 2.5 ba · 2,165 ft² · Sold $440K · Apr 2025
- 54 Route 20$264K4 bd · 1 ba · 1,411 ft² · Sold $242K · Mar 2025
- 396 Route 20$264K2 bd · 1 ba · 1,156 ft² · Sold $240K · Jan 2025
- 626 Route 20$437K3 bd · 1 ba · 1,104 ft² · Sold $395K · Dec 2024
- 475 Route 204 bd · 1 ba · 1,850 ft² · Sold $150K · Sep 2024
- 278 Route 20$253K3 bd · 1 ba · 1,399 ft² · Sold $226K · Aug 2024
- 400 Route 20$324K3 bd · 1 ba · 1,421 ft² · Sold $300K · Jun 2024
- 664 Route 20$98K6 bd · 2.5 ba · 2,400 ft² · Sold $69K · Mar 2024
- 217 Route 20$147K3 bd · 1 ba · 1,367 ft² · Sold $112K · Feb 2023
- 174 Route 204 bd · 2 ba · 2,112 ft² · Sold $170K · Feb 2022
- 84 Route 20$281K2 bd · 1.5 ba · 1,251 ft² · Sold $190K · Sep 2021
Closest homes
- 279 Route 20213 ft · 5 bd · 4 ba · 3,180 ft² · Sold $239K · Aug 2004
- 263 Route 20$274K303 ft · 3 bd · 1.5 ba · 1,444 ft² · Sold $180K · Sep 2007
- 259 Route 20$347K289 ft · 4 bd · 1.5 ba · 2,335 ft² · Sold $228K · Jun 2018
- 289 Route 20$306K415 ft · 4 bd · 2.5 ba · 2,236 ft² · Sold $178K · Sep 2016
- 253 Route 20$290K465 ft · 3 bd · 1.5 ba · 2,426 ft² · Sold $128K · Jul 1996
- 264 Route 20$213K0.1 mi · 3 bd · 1 ba · 1,397 ft² · Sold $90K · Jul 2004
- 268 Route 20$211K0.1 mi · 3 bd · 1 ba · 1,913 ft² · Sold $12K · Oct 2006
- 270 Route 20$270K0.1 mi · 4 bd · 1 ba · 1,562 ft² · Sold $2K · Feb 2015
More homes in Chester 01011
- 520 Skyline Trl$229K3 bd · 2 ba · 1,337 ft² · Sold $300K · Sep 2026
- 94 Middlefield Rd$243K3 bd · 1.5 ba · 1,568 ft² · Sold $180K · Sep 2026
- 506 Skyline Trl$583K4 bd · 2 ba · 1,122 ft² · Sold $580K · Aug 2026
- 11 Taft Rd$227K2 bd · 1 ba · 1,076 ft² · Sold $225K · Jul 2026
- 9 Alderman Rd$438K3 bd · 1 ba · 960 ft² · Sold $435K · Jul 2026
- 127 Round Hill Rd$42K1 bd · 1 ba · 384 ft² · Sold $42K · Jul 2026
- 302 Middlefield Rd$338K3 bd · 2 ba · 1,170 ft² · Sold $335K · Jul 2026
- 84 Middlefield Rd$233K3 bd · 2 ba · 1,945 ft² · Sold $230K · Jun 2026
- 31 William St$119K3 bd · 1 ba · 1,008 ft² · Sold $90K · Jun 2026
- 120 Prospect St$203K2 bd · 1.5 ba · 2,180 ft² · Sold $200K · Jun 2026
- 12 Riverfront St$335K3 bd · 2 ba · 1,450 ft² · Sold $329K · May 2026
- 67 Middlefield Rd$313K3 bd · 1.5 ba · 1,896 ft² · Sold $305K · Mar 2026
Assigned schools
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