66 CHESTNUT ST
Valuation
Tax & Assessment
Climate Risk
Scores 0–100; higher = greater projected risk.
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
66 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.
- Bigger than 95% of homes in Norfolk County
- Among the smallest lots in Norfolk County
- Older than 86% of homes in Norfolk County
How it measures up in Brookline 02445
The dot is this home. The mark in the middle is the typical home in Brookline 02445.
Bigger than 87% of homes nearby
Bigger than 6% of homes nearby
Newer than 38% of homes nearby
| Measure | This home | Brookline Village | Brookline 02445 | Norfolk County |
|---|---|---|---|---|
| Living areabigger than | 3,956 ft² | 94% of homes | 87% of homes | 95% of homes |
| Lot sizebigger than | 2,627 ft² | 10% of homes | 6% of homes | almost no homes |
| Year builtnewer than | 1910 | 41% of homes | 38% of homes | 14% of homes |
About 66 Chestnut St
When did 66 Chestnut St, Brookline, MA last sell?
66 Chestnut St, Brookline, MA last sold on Dec 18, 2013 for $1,500,000, according to the county's recorded deed.
How big is 66 Chestnut St, Brookline, MA?
66 Chestnut St, Brookline, MA has 8 bedrooms, 3 bathrooms, 3,956 square feet of living space and a 0.06-acre lot.
When was 66 Chestnut St, Brookline, MA built?
66 Chestnut St, Brookline, MA was built in 1910, making it 116 years old. The building has 3 stories.
What schools serve 66 Chestnut St, Brookline, MA?
66 Chestnut St, Brookline, MA is assigned to William H. Lincoln 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 66 Chestnut St, Brookline, MA compare to other homes in Brookline 02445?
Among the 6,408 homes in Brookline 02445, it is bigger than 87% of them (3,956 ft² against a typical 1,536 ft²), its lot is bigger than 6% of them (2,627 ft² against a typical 0.24 ac) and it is newer than 38% of them (1910 against a typical 1925). These shares are recounted nightly from the full county assessor record for each area, not from active listings.
What are the property taxes on 66 Chestnut St, Brookline, MA?
The 2025 property tax bill for 66 Chestnut St, Brookline, MA was $15,628. The county assessed it at $1,583,400.
More homes on Chestnut St
- 166 Chestnut St # 1$764K2 bd · 2 ba · 1,046 ft² · Sold $765K · Jun 2026
- 124 Chestnut St # 2$897K3 bd · 1 ba · 1,232 ft² · Sold $900K · Apr 2026
- 91 Chestnut St # 4$570K2 bd · 1 ba · 718 ft² · Sold $580K · Aug 2025
- 70 Chestnut St # 3$1.1M3 bd · 2 ba · 1,660 ft² · Sold $1.2M · Aug 2024
- 91 Chestnut St # 3$467K2 bd · 1 ba · 718 ft² · Sold $475K · Jun 2024
- 91 Chestnut St # 62 bd · 1 ba · 718 ft² · Sold $525K · Apr 2024
- 92 Chestnut St$1.3M3 bd · 2.5 ba · 1,679 ft² · Sold $1.4M · Feb 2024
- 133 Chestnut St # 2$1.6M3 bd · 3.5 ba · 1,821 ft² · Sold $1.7M · Aug 2023
- 124 Chestnut St # 1$859K3 bd · 1.5 ba · 1,243 ft² · Sold $900K · Jul 2023
- 112 Chestnut St # 3$824K3 bd · 1 ba · 1,342 ft² · Sold $806K · Feb 2023
- 80 Chestnut St9 bd · 6 ba · 4,326 ft² · Sold $1.9M · Jul 2022
- 60 Chestnut St # 2$633K2 bd · 1 ba · 995 ft² · Sold $770K · Jun 2022
Closest homes
- 68 Chestnut St$683K34 ft · 2 bd · 1 ba · 1,204 ft² · Sold $597K · Oct 2018
- 68 Chestnut St$720K34 ft · 2 bd · 1 ba · 1,206 ft² · Sold $964K · May 2003
- 68 Chestnut St$727K34 ft · 3 bd · 1 ba · 1,205 ft² · Sold $228K · Jul 2000
- 62 Chestnut St$603K39 ft · 2 bd · 2 ba · 934 ft² · Sold Dec 2009
- 62 Chestnut St$639K39 ft · 2 bd · 1 ba · 1,014 ft² · Sold $163K · Aug 1997
- 62 Chestnut St$655K39 ft · 2 bd · 1 ba · 1,014 ft² · Sold $184K · Sep 1998
- 66r Chestnut St$1.7M61 ft · 775 ft² · Sold Jan 1900
- 70 Chestnut St$750K66 ft · 2 bd · 1 ba · 1,220 ft² · Sold $718K · Sep 2020
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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