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55 Penniman Rd, Brookline, MA 02445

$3,752,000

Last sold date unavailable

  • 5

    bed

  • 3

    bath

  • 4,135

    Sqft ($877/Sqft)

House not for sale
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About 55 Penniman Rd

Property type House
Neighborhood
Year built 1922
HOA fee $0/month
Lot size 0.3 Acre
Movoto estimate
Rental estimate
Property description
This 5-bedroom, 3-bathroom single-family home is located at 55 Penniman Rd, Brookline, MA, 02445, in the Chestnut Hill neighborhood in Norfolk County and was built in 1922. This home offers 4,135 square feet of living space on a 13,220 sq ft lot. The estimated market value is $3,752,000, approximately $907 per square foot.
$3.75M
Range: $3.22M-$4.27M
Last 30 days 
Rental est.: $4,686/month
Gross rent multiplier: 64.5
  • — Off Market
    —
  • Apr 2026
  • Apr 15, 2026 Price Change
    $3,995,000 (-11.2%)
  • Mar 12, 2026 Listed
    $4,500,000
  • Year Property taxes Tax assessment
  • 2025
    $36,190 +4.8%
    $3,666,700 +3.7%
  • 2024
    $34,547 +8.6%
    $3,536,000 +10.87%
  • 2023
    $31,798 +2.7%
    $3,189,400 +5.0%
  • 2022
    $30,952 +8.1%
    $3,037,500 +4.0%
  • 2021
    $28,623 +7.9%
    $2,920,700 +4.05%
  • 2020
    $26,527 +5.9%
    $2,807,100 +5.0%
  • 2019
    $25,050 +6.5%
    $2,673,400 +7.56%
  • 2018
    $23,512 +2.8%
    $2,485,400 +7.37%
  • 2017
    $22,870 +1.5%
    $2,314,800
  • 2016
    $22,542
    —
  • 55 Penniman Rd
    $3.62M
  • Chestnut Hill
    $2.45M +71% y/y
  • 02445
    $1.69M -10% y/y
  • Brookline
    $1.13M -28% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
83 Penniman Rd, Brookline, MA 02445 $4,705,000 4/4 4,580 0.01
47 Penniman Rd, Brookline, MA 02445 $2,797,000 5/3 3,053 0.02
237 Dean Rd, Brookline, MA 02445 $3,841,000 5/3 4,414 0.03
74 Willard Rd, Brookline, MA 02445 $3,849,000 6/2 4,093 0.03
68 Taylor Crossway, Brookline, MA 02445 $3,594,000 4/3 3,410 0.03
212 Dean Rd, Brookline, MA 02445 $3,707,000 6/3 3,905 0.03
86 Willard Rd, Brookline, MA 02445 $3,852,000 6/4 4,078 0.03
207 Dean Rd, Brookline, MA 02445 $4,174,000 5/4 4,154 0.03

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

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7/10
Roland Hayes School
public Grades K-8
Brookline School District
8/10
Brookline High School
public Grades 9-12
Brookline School District
Source: GreatSchools.org © 2026. All rights reserved.

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