299 HIGHLAND ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
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: Wachusett School District
Neighborhood · ZIP 01520These 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
299 Highland 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 90% of homes in Holden 01520
- Costs less per square foot than 86% of homes in Holden 01520
- Has a smaller lot than 85% of homes in Holden 01520
- Older than 94% of homes in Holden 01520
What homes are worth in Holden 01520
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 10% of homes in Holden 01520.
How it measures up in Holden 01520
The dot is this home. The mark in the middle is the typical home in Holden 01520.
Pricier than 10% of homes nearby
Pricier than 14% of homes nearby
Bigger than 36% of homes nearby
Bigger than 15% of homes nearby
Newer than 6% of homes nearby
| Measure | This home | Holden 01520 | Worcester County |
|---|---|---|---|
| Estimated valuepricier than | $378,759 | 10% of homes | 23% of homes |
| Price per ft²pricier than | $255 | 14% of homes | 22% of homes |
| Living areabigger than | 1,483 ft² | 36% of homes | 39% of homes |
| Lot sizebigger than | 0.3 ac | 15% of homes | 34% of homes |
| Year builtnewer than | 1929 | 6% of homes | 22% of homes |
About 299 Highland St
How much is 299 Highland St, Holden, MA worth?
The TopHap Estimate for 299 Highland St, Holden, MA is $378,759 as of Sep 24, 2026. The likely range is $361,085 to $396,433. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 299 Highland St, Holden, MA last sell?
299 Highland St, Holden, MA last sold on Jul 29, 1986 for $60,000, according to the county's recorded deed.
How big is 299 Highland St, Holden, MA?
299 Highland St, Holden, MA has 4 bedrooms, 2 bathrooms, 1,483 square feet of living space and a 0.30-acre lot.
When was 299 Highland St, Holden, MA built?
299 Highland St, Holden, MA was built in 1929, making it 97 years old. It is a conventional home. The building has 2 stories.
What schools serve 299 Highland St, Holden, MA?
299 Highland St, Holden, MA is assigned to Davis Hill Elementary (elementary), rated A; Wachusett Regional High School (high), rated B+; Mountview Middle School (middle), rated B. All sit in Wachusett School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 299 Highland St, Holden, MA compare to other homes in Holden 01520?
Among the 5,701 homes in Holden 01520, it is worth more than 10% of them ($378,759 against a typical $520,658), its price per square foot is higher than 14% of them ($255 against a typical $301), it is bigger than 36% of them (1,483 ft² against a typical 1,755 ft²), its lot is bigger than 15% of them (0.3 ac against a typical 0.47 ac) and it is newer than 6% of them (1929 against a typical 1968). Measured against all of Worcester County, it is worth more than 23% 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 299 Highland St, Holden, MA?
The 2025 property tax bill for 299 Highland St, Holden, MA was $4,886. The county assessed it at $352,500.
More homes on Highland St
- 354 Highland St$466K3 bd · 2 ba · 1,640 ft² · Sold $465K · Aug 2026
- 263 Highland St$497K4 bd · 1.5 ba · 1,386 ft² · Sold $496K · Aug 2026
- 180 Highland St$576K3 bd · 2 ba · 1,583 ft² · Sold $570K · May 2026
- 57 Highland St$602K4 bd · 2.5 ba · 3,056 ft² · Sold $939K · Aug 2025
- 321 Highland St$478K4 bd · 2 ba · 1,182 ft² · Sold $462K · Aug 2025
- 313 Highland St$412K2 bd · 1 ba · 756 ft² · Sold $385K · Sep 2024
- 63 Highland St$663K5 bd · 2.5 ba · 2,912 ft² · Sold $969K · Aug 2024
- 355 Highland St$479K3 bd · 1 ba · 1,170 ft² · Sold $478K · Jun 2024
- 240 Highland St$465K4 bd · 1.5 ba · 1,674 ft² · Sold $205K · Apr 2024
- 198 Highland St$404K3 bd · 1.5 ba · 1,232 ft² · Sold $392K · Dec 2023
- 394 Highland St$555K3 bd · 3.5 ba · 1,584 ft² · Sold $560K · Aug 2022
- 115 Highland St$564K4 bd · 3 ba · 2,936 ft² · Sold $430K · Feb 2022
Closest homes
- 313 Highland St$412K193 ft · 2 bd · 1 ba · 756 ft² · Sold $385K · Sep 2024
- 303 Highland St$561K150 ft · 3 bd · 2 ba · 1,434 ft² · Sold $240K · Jun 2011
- 284 Highland St$599K223 ft · 4 bd · 2.5 ba · 2,112 ft² · Sold $350K · Aug 2014
- 321 Highland St$478K262 ft · 4 bd · 2 ba · 1,182 ft² · Sold $462K · Aug 2025
- 291 Highland St$343K221 ft · 3 bd · 1.5 ba · 1,340 ft² · Sold $245K · Jan 2021
- 294 Highland St$478K220 ft · 3 bd · 2 ba · 1,330 ft² · Sold $266K · Jul 2013
- 310 Highland St$443K284 ft · 3 bd · 2 ba · 1,484 ft² · Sold $128K · Sep 2002
- 39 Union St$582K277 ft · 4 bd · 2 ba · 2,948 ft² · Sold $230K · Aug 2008
More homes in Holden 01520
- 6 Brentwood Dr$389K2 bd · 2 ba · 1,297 ft² · Sold $280K · Sep 2026
- 31 Mixter Rd$455K4 bd · 2 ba · 1,498 ft² · Sold $455K · Sep 2026
- 50 Rolling Ridge Rd$461K3 bd · 1 ba · 1,456 ft² · Sold $460K · Aug 2026
- 7 Stephanie Dr$850K4 bd · 2.5 ba · 2,488 ft² · Sold $880K · Aug 2026
- 106 Newell Rd$722K3 bd · 2.5 ba · 2,882 ft² · Sold $720K · Aug 2026
- 11 Alpha Rd$321K2 bd · 1 ba · 1,252 ft² · Sold $320K · Aug 2026
- 46 Bancroft Rd$528K3 bd · 1 ba · 1,479 ft² · Sold $527K · Aug 2026
- 20 Jordan Rd$820K4 bd · 2.5 ba · 2,634 ft² · Sold $263K · Aug 2026
- 1279 Main St3 bd · 2.5 ba · 2,390 ft² · Sold $375K · Aug 2026
- 122 Fox Hill Dr$867K3 bd · 2.5 ba · 3,138 ft² · Sold $865K · Aug 2026
- 81 Highland Ave$471K3 bd · 1 ba · 1,320 ft² · Sold $470K · Aug 2026
- 11 Stephanie Dr$810K4 bd · 3.5 ba · 2,560 ft² · Sold $428K · Aug 2026
Assigned schools
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