27 CHESTNUT ST
Valuation
Tax & Assessment
Property Facts
Transaction History(9)
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: Douglas School District
Neighborhood · ZIP 01516These 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 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 less than 67% of homes in Douglas 01516
- Costs less per square foot than 86% of homes in Worcester County
- Bigger than 67% of homes in Worcester County
- Has a bigger lot than 84% of homes in Worcester County
- Older than 65% of homes in Douglas 01516
What homes are worth in Douglas 01516
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 33% of homes in Douglas 01516.
How it measures up in Douglas 01516
The dot is this home. The mark in the middle is the typical home in Douglas 01516.
Pricier than 33% of homes nearby
Pricier than 17% of homes nearby
Bigger than 61% of homes nearby
Bigger than 64% of homes nearby
Newer than 35% of homes nearby
| Measure | This home | Douglas 01516 | Worcester County |
|---|---|---|---|
| Estimated valuepricier than | $491,088 | 33% of homes | 52% of homes |
| Price per ft²pricier than | $235 | 17% of homes | 14% of homes |
| Living areabigger than | 2,086 ft² | 61% of homes | 67% of homes |
| Lot sizebigger than | 2.1 ac | 64% of homes | 84% of homes |
| Year builtnewer than | 1979 | 35% of homes | 59% of homes |
About 27 Chestnut St
How much is 27 Chestnut St, Douglas, MA worth?
The TopHap Estimate for 27 Chestnut St, Douglas, MA is $491,088 as of Sep 24, 2026. The likely range is $454,791 to $527,385. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 27 Chestnut St, Douglas, MA last sell?
27 Chestnut St, Douglas, MA last sold on Feb 28, 1996 for $55,000, according to the county's recorded deed. TopHap holds 2 recorded sales for this parcel.
How big is 27 Chestnut St, Douglas, MA?
27 Chestnut St, Douglas, MA has 4 bedrooms, 2 bathrooms, 2,086 square feet of living space and a 2.10-acre lot.
When was 27 Chestnut St, Douglas, MA built?
27 Chestnut St, Douglas, MA was built in 1979, making it 47 years old. It is a split entry home. The building has 1 story.
What schools serve 27 Chestnut St, Douglas, MA?
27 Chestnut St, Douglas, MA is assigned to Douglas High School (high), rated C+; Douglas Primary School (elementary); Douglas Middle School (middle), rated B. All sit in Douglas School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 27 Chestnut St, Douglas, MA compare to other homes in Douglas 01516?
Among the 3,315 homes in Douglas 01516, it is worth more than 33% of them ($491,088 against a typical $553,220), its price per square foot is higher than 17% of them ($235 against a typical $297), it is bigger than 61% of them (2,086 ft² against a typical 1,910 ft²), its lot is bigger than 64% of them (2.1 ac against a typical 2.07 ac) and it is newer than 35% of them (1979 against a typical 1990). Measured against all of Worcester County, it is worth more than 52% 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 Chestnut St, Douglas, MA?
The 2025 property tax bill for 27 Chestnut St, Douglas, MA was $5,159. The county assessed it at $391,700.
More homes on Chestnut St
- 31 Chestnut St$511K3 bd · 1 ba · 1,435 ft² · Sold $485K · Jul 2025
- 26 Chestnut St$598K4 bd · 1.5 ba · 1,622 ft² · Sold $656K · Jun 2025
- 51 Chestnut St$463K4 bd · 1 ba · 1,200 ft² · Sold $428K · Dec 2024
- 42 Chestnut St$691K4 bd · 2.5 ba · 2,176 ft² · Sold $600K · Jun 2023
- 22 Chestnut St2.65 ac · Sold $75K · Mar 2023
- 67 Chestnut St$509K3 bd · 2.5 ba · 1,626 ft² · Sold $415K · Jan 2023
- 133 Chestnut St$626K4 bd · 2.5 ba · 2,240 ft² · Sold $234K · Sep 2022
- 33 Chestnut St$849K3 bd · 2.5 ba · 2,021 ft² · Sold $600K · Feb 2021
- 11 Chestnut St$701K3 bd · 2 ba · 2,112 ft² · Sold $120K · May 2020
- 58 Chestnut St2.64 ac · Sold $75K · Jul 2019
- 23 Chestnut St$516K3 bd · 2 ba · 1,460 ft² · Sold $306K · Oct 2018
- 141 Chestnut St$518K3 bd · 1.5 ba · 1,663 ft² · Sold $276K · Jul 2017
Closest homes
- 31 Chestnut St$511K197 ft · 3 bd · 1 ba · 1,435 ft² · Sold $485K · Jul 2025
- 23 Chestnut St$516K198 ft · 3 bd · 2 ba · 1,460 ft² · Sold $306K · Oct 2018
- 30 Chestnut St$516K517 ft · 3 bd · 2 ba · 2,007 ft² · Sold $115K · Jun 1994
- 17 Chestnut St$475K411 ft · 3 bd · 1.5 ba · 1,584 ft² · Sold $235K · Apr 2002
- 26 Chestnut St$598K0.1 mi · 4 bd · 1.5 ba · 1,622 ft² · Sold $656K · Jun 2025
- 33 Chestnut St$849K0.1 mi · 3 bd · 2.5 ba · 2,021 ft² · Sold $600K · Feb 2021
- 35 Chestnut St$594K481 ft · 3 bd · 2.5 ba · 1,997 ft² · Sold $311K · May 2013
- 22 Chestnut St0.1 mi · 2.65 ac · Sold $75K · Mar 2023
More homes in Douglas 01516
- 92 Eagle Dr$335K2 bd · 1 ba · 960 ft² · Sold $390K · Sep 2026
- 12 Richie Rd$370K3 bd · 1 ba · 768 ft² · Sold $370K · Sep 2026
- 100 Pine St$608K2 bd · 2.5 ba · 2,423 ft² · Sold $608K · Sep 2026
- 9 Pine St$691K3 bd · 2 ba · 1,444 ft² · Sold $98K · Sep 2026
- 36 Crescent Ln$790K3 bd · 2.5 ba · 2,868 ft² · Sold $790K · Sep 2026
- 10 Laurel Hill Rd$253K3 bd · 1 ba · 744 ft² · Sold $288K · Aug 2026
- 76 South St$642K3 bd · 1.5 ba · 1,536 ft² · Sold $640K · Aug 2026
- 15 Nw Main St$299K3 bd · 1 ba · 1,584 ft² · Sold $300K · Aug 2026
- 126 Yew St$748K4 bd · 2.5 ba · 2,596 ft² · Sold $745K · Aug 2026
- 112 North St$412K3 bd · 2 ba · 1,319 ft² · Sold $410K · Aug 2026
- 80 Webster St$547K2 bd · 1 ba · 1,684 ft² · Sold $545K · Aug 2026
- 31 Brookside Dr$743K4 bd · 2.5 ba · 2,883 ft² · Sold $740K · Aug 2026
Assigned schools
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