285 DUDLEY ST
Valuation
Tax & Assessment
Property Facts
Transaction History(2)
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: Brookline School District
Neighborhood · ZIP 02445These 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
285 Dudley 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.
- Among the most valuable homes in Norfolk County
- Costs more per square foot than 86% of homes in Norfolk County
- Among the largest homes in Norfolk County
- Has a bigger lot than 79% of homes in South Brookline
- Older than 94% of homes in South Brookline
What homes are worth in Brookline 02445
Each bar is how many homes fall in that price range. The marker is this home.
This home is worth more than 95% of homes in Brookline 02445.
How it measures up in Brookline 02445
The dot is this home. The mark in the middle is the typical home in Brookline 02445.
Pricier than 95% of homes nearby
Pricier than 31% of homes nearby
Bigger than 96% of homes nearby
Bigger than 72% of homes nearby
Newer than 39% of homes nearby
| Measure | This home | South Brookline | Brookline 02445 | Norfolk County |
|---|---|---|---|---|
| Estimated valuepricier than | $4,543,848 | 88% of homes | 95% of homes | almost all homes |
| Price per ft²pricier than | $746 | 27% of homes | 31% of homes | 86% of homes |
| Living areabigger than | 6,089 ft² | 93% of homes | 96% of homes | almost all homes |
| Lot sizebigger than | 0.96 ac | 79% of homes | 72% of homes | 78% of homes |
| Year builtnewer than | 1914 | 6% of homes | 39% of homes | 14% of homes |
About 285 Dudley St
How much is 285 Dudley St, Brookline, MA worth?
The TopHap Estimate for 285 Dudley St, Brookline, MA is $4,543,848 as of Aug 30, 2026. The likely range is $4,125,628 to $4,962,068. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 285 Dudley St, Brookline, MA last sell?
285 Dudley St, Brookline, MA last sold on Jan 1, 1900, according to the county's recorded deed.
How big is 285 Dudley St, Brookline, MA?
285 Dudley St, Brookline, MA has 9 bedrooms, 6.5 bathrooms, 6,089 square feet of living space and a 0.96-acre lot.
When was 285 Dudley St, Brookline, MA built?
285 Dudley St, Brookline, MA was built in 1914, making it 112 years old. It is a colonial home. The building has 2 stories.
What schools serve 285 Dudley St, Brookline, MA?
285 Dudley St, Brookline, MA is assigned to Heath School (elementary), rated A; Brookline High School (high), rated A-. All sit in Brookline School District. Attendance boundaries change — confirm with the district before relying on an assignment.
How does 285 Dudley St, Brookline, MA compare to other homes in Brookline 02445?
Among the 6,408 homes in Brookline 02445, it is worth more than 95% of them ($4,543,848 against a typical $1,162,443), its price per square foot is higher than 31% of them ($746 against a typical $815), it is bigger than 96% of them (6,089 ft² against a typical 1,530 ft²), its lot is bigger than 72% of them (0.96 ac against a typical 0.24 ac) and it is newer than 39% of them (1914 against a typical 1925). Measured against all of Norfolk County, it is worth more than almost all 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 285 Dudley St, Brookline, MA?
The 2025 property tax bill for 285 Dudley St, Brookline, MA was $47,950. The county assessed it at $4,858,200.
More homes on Dudley St
- 80 Dudley St$8.9M5 bd · 6.5 ba · 6,437 ft² · Sold $8.9M · Apr 2026
- 23 Dudley St$3.4M5 bd · 4.5 ba · 4,501 ft² · Sold $1.2M · Jul 2025
- 64 Dudley St$8.7M6 bd · 8.5 ba · 8,325 ft² · Sold $8.6M · Sep 2024
- 280 Dudley St$7.2M9 bd · 4.5 ba · 6,548 ft² · Sold $8M · Jan 2024
- 94 Dudley St # 3$1.2M2 bd · 2 ba · 1,217 ft² · Sold $1.5M · Feb 2023
- 255 Dudley St$7.5M5 bd · 6 ba · 6,383 ft² · Sold $10M · Dec 2022
- 94 Dudley St # 22 bd · 2 ba · 1,217 ft² · Sold $1.4M · May 2022
- 30 Dudley St$3.4M6 bd · 4.5 ba · 4,609 ft² · Sold $2.7M · Mar 2021
- 226 Dudley St$7.3M5 bd · 5.5 ba · 6,254 ft² · Sold Apr 2017
- 128 Dudley St$2.5M5 bd · 3.5 ba · 3,219 ft² · Sold Nov 2016
- 150 Dudley St$3M6 bd · 6 ba · 3,928 ft² · Sold $2M · May 2016
- 190 Dudley St$3.5M5 bd · 5 ba · 4,042 ft² · Sold $2.1M · Aug 2015
Closest homes
- 265 Dudley St$4.8M195 ft · 0.92 ac · Sold $175K · Oct 1982
- 305 Dudley St$7.5M233 ft · 6 bd · 4 ba · 7,167 ft² · Sold $2.9M · Sep 1999
- 300 Dudley St$4.6M318 ft · 5 bd · 4.5 ba · 5,449 ft² · Sold $2.5M · Dec 2009
- 250 Lee St$3.7M276 ft · 5 bd · 5.5 ba · 4,231 ft² · Sold $1.2M · Feb 1999
- 240 Lee St$5.1M318 ft · 2 bd · 3.5 ba · 4,416 ft² · Sold $370K · Jun 1981
- 280 Dudley St$7.2M292 ft · 9 bd · 4.5 ba · 6,548 ft² · Sold $8M · Jan 2024
- 255 Dudley St$7.5M381 ft · 5 bd · 6 ba · 6,383 ft² · Sold $10M · Dec 2022
- 274 Dudley St$4.6M320 ft · 5 bd · 3.5 ba · 4,898 ft² · Sold $2.7M · Jul 2011
More homes in Brookline 02445
- 331 Goddard Ave$1.8M3 bd · 2.5 ba · 2,552 ft² · Sold $1.6M · Aug 2026
- 23 Strathmore Rd$1.3M3 bd · 2 ba · 1,600 ft² · Sold $1.3M · Aug 2026
- 38 Kilsyth Rd$500K1 bd · 1 ba · 554 ft² · Sold $500K · Aug 2026
- 77 Pond Ave$475K1 bd · 1 ba · 710 ft² · Sold $475K · Aug 2026
- 157 Cypress St$1.8M4 bd · 3.5 ba · 2,075 ft² · Sold $1.8M · Aug 2026
- 54 Regent Cir2 bd · 2.5 ba · 1,928 ft² · Sold $1.4M · Aug 2026
- 231 Rawson Rd$780K2 bd · 1 ba · 947 ft² · Sold $780K · Aug 2026
- 24 Juniper St$295K1 bd · 1 ba · 638 ft² · Sold $221K · Aug 2026
- 71 Avon St$4.4M4 bd · 3.5 ba · 2,402 ft² · Sold $3.1M · Aug 2026
- 16 Kennard Rd$2M8 bd · 4 ba · 4,291 ft² · Sold $2M · Aug 2026
- 98 Boylston St$716K3 bd · 1 ba · 966 ft² · Sold $691K · Aug 2026
- 1778 Beacon St$940K2 bd · 1 ba · 1,157 ft² · Sold $940K · Aug 2026
Assigned schools
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