27 UPLAND RD
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: 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
27 Upland Rd 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 more than 83% of homes in Norfolk County
- Costs more per square foot than 88% of homes in Norfolk County
- Bigger than 67% of homes in Brookline Village
- Has a smaller lot than 80% of homes in Norfolk County
- Older than 74% of homes in Norfolk County
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 56% 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 56% of homes nearby
Pricier than 46% of homes nearby
Bigger than 54% of homes nearby
Bigger than 40% of homes nearby
Newer than 59% of homes nearby
| Measure | This home | Brookline Village | Brookline 02445 | Norfolk County |
|---|---|---|---|---|
| Estimated valuepricier than | $1,328,192 | 74% of homes | 56% of homes | 83% of homes |
| Price per ft²pricier than | $802 | 58% of homes | 46% of homes | 88% of homes |
| Living areabigger than | 1,656 ft² | 67% of homes | 54% of homes | 48% of homes |
| Lot sizebigger than | 0.17 ac | 46% of homes | 40% of homes | 20% of homes |
| Year builtnewer than | 1930 | 54% of homes | 59% of homes | 26% of homes |
About 27 Upland Rd
How much is 27 Upland Rd, Brookline, MA worth?
The TopHap Estimate for 27 Upland Rd, Brookline, MA is $1,328,192 as of Aug 30, 2026. The likely range is $1,247,712 to $1,408,672. The estimate is modelled from recorded sales, assessments and the property's own characteristics — it is not an appraisal.
When did 27 Upland Rd, Brookline, MA last sell?
27 Upland Rd, Brookline, MA last sold on Mar 27, 2020 for $1,280,000, according to the county's recorded deed. TopHap holds 3 recorded sales for this parcel.
How big is 27 Upland Rd, Brookline, MA?
27 Upland Rd, Brookline, MA has 5 bedrooms, 2 bathrooms, 1,656 square feet of living space and a 0.17-acre lot.
When was 27 Upland Rd, Brookline, MA built?
27 Upland Rd, Brookline, MA was built in 1930, making it 96 years old. It is a cape cod home. The building has 2 stories.
What schools serve 27 Upland Rd, Brookline, MA?
27 Upland Rd, Brookline, MA is assigned to Pierce 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 27 Upland Rd, Brookline, MA compare to other homes in Brookline 02445?
Among the 6,408 homes in Brookline 02445, it is worth more than 56% of them ($1,328,192 against a typical $1,165,556), its price per square foot is higher than 46% of them ($802 against a typical $815), it is bigger than 54% of them (1,656 ft² against a typical 1,525 ft²), its lot is bigger than 40% of them (0.17 ac against a typical 0.24 ac) and it is newer than 59% of them (1930 against a typical 1925). Measured against all of Norfolk County, it is worth more than 83% 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 Upland Rd, Brookline, MA?
The 2025 property tax bill for 27 Upland Rd, Brookline, MA was $14,686. The county assessed it at $1,487,900.
More homes on Upland Rd
- 3 Upland Rd # 2$1.1M3 bd · 2 ba · 1,655 ft² · Sold $1.1M · May 2026
- 62 Upland Rd$2.8M5 bd · 3.5 ba · 3,604 ft² · Sold $2.4M · Feb 2022
- 84 Upland Rd$3.2M5 bd · 3.5 ba · 4,374 ft² · Sold $2.9M · Sep 2020
- 100 Upland Rd$5M6 bd · 5.5 ba · 6,867 ft² · Sold Feb 2018
- 8 Upland Rd # 1$1M3 bd · 3 ba · 1,063 ft² · Sold $1M · Jan 2018
- 51 Upland Rd$3.1M6 bd · 4.5 ba · 4,124 ft² · Sold Oct 2017
- 78 Upland Rd$5.4M9 bd · 5.5 ba · 6,767 ft² · Sold Jan 2017
- 70 Upland Rd$3.6M5 bd · 5.5 ba · 5,312 ft² · Sold Sep 2015
- 4 Upland Rd # 1$631K2 bd · 1 ba · 892 ft² · Sold $522K · Aug 2015
- 8 Upland Rd # 2$1.1M3 bd · 2.5 ba · 1,702 ft² · Sold Oct 2014
- 56 Upland Rd$3.4M5 bd · 4.5 ba · 3,938 ft² · Sold $2.5M · Jul 2014
- 3 Upland Rd$1.1M3 bd · 2 ba · 1,655 ft² · Sold $650K · Jan 2013
Closest homes
- 30 Irving St$2M84 ft · 3 bd · 3 ba · 2,144 ft² · Sold $1.9M · Feb 2021
- 22 Irving St$4.4M95 ft · 5 bd · 4.5 ba · 5,314 ft² · Sold $2.9M · Aug 2014
- 30 Upland Rd$3.1M120 ft · 5 bd · 2.5 ba · 3,619 ft² · Sold $1.4M · Aug 2012
- 36 Upland Rd$3.4M144 ft · 5 bd · 3.5 ba · 2,419 ft² · Sold $965K · Jul 2004
- 28 Upland Rd$6.6M120 ft · 3 bd · 2.5 ba · 1,772 ft² · Sold $242K · Jun 1988
- 18 Upland Rd # 20147 ft · 6 bd · 2 ba · 2,390 ft² · Sold $45K · Dec 1976
- 14 Upland Rd171 ft · 6 bd · 2 ba · 2,604 ft² · Sold $128K · Nov 1983
- 24 Upland Rd$3.5M134 ft · 2 bd · 1 ba · 1,887 ft² · Sold $869K · Aug 2010
More homes in Brookline 02445
- 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
- 56 Garrison Rd$560K1 bd · 1 ba · 767 ft² · Sold $549K · Aug 2026
- 63 Winthrop Rd$1.4M4 bd · 2 ba · 1,346 ft² · Sold $1.4M · Aug 2026
- 1731 Beacon St$765K2 bd · 1 ba · 985 ft² · Sold $765K · Aug 2026
Assigned schools
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