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100 Chestnut St, Brookline, MA 02445

$1,909,000

Last sold date unavailable

  • 5

    bed

  • 1

    bath

  • 1,584

    Sqft ($832/Sqft)

House not for sale
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About 100 Chestnut St

Property type House
Neighborhood
Year built 1900
HOA fee $0/month
Lot size 2,814 Sqft
Movoto estimate
Rental estimate
Property description
This 5-bedroom, 1-bathroom single-family home is located at 100 Chestnut St, Brookline, MA, 02445, in the Brookline Village neighborhood in Norfolk County and was built in 1900. This home offers 1,584 square feet of living space on a 2,814 sq ft lot. The estimated market value is $1,909,000, approximately $1,205 per square foot.
$1.9M
Range: $725K-$3.09M
Last 30 days 
Rental est.: $4,686/month
Gross rent multiplier: 23.4
  • Year Property taxes Tax assessment
  • 2025
    $9,994 +5.5%
    $1,012,600 +4.39%
  • 2024
    $9,477 +5.3%
    $970,000 +7.47%
  • 2023
    $8,999 +2.7%
    $902,600 +4.99%
  • 2022
    $8,760 +8.1%
    $859,700 +4.0%
  • 2021
    $8,101 +10.7%
    $826,600 +6.7%
  • 2020
    $7,321 +5.9%
    $774,700 +5.0%
  • 2019
    $6,913 +10.1%
    $737,800 +11.21%
  • 2018
    $6,276 +1.5%
    $663,400 +6.01%
  • 2017
    $6,183 +1.4%
    $625,800
  • 2016
    $6,095
    —
  • 100 Chestnut St
    $1.31M
  • Brookline Village
    $889K -35% y/y
  • 02445
    $1.69M -10% y/y
  • Brookline
    $1.19M -24% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
98 Chestnut St, Brookline, MA 02445 $2,506,000 5/4 3,949 0.01
110 Chestnut St, Brookline, MA 02445 $1,129,000 5/1 2,075 0.01
111 Chestnut St, Brookline, MA 02445 $1,501,000 3/2 1,490 0.04
52 Kendall St, Brookline, MA 02445 $1,798,000 4/1 1,678 0.04
122 Chestnut St, Brookline, MA 02445 $1,591,000 5/2 2,181 0.04
115 Chestnut St, Brookline, MA 02445 $1,743,000 4/2 1,140 0.04
40 Sargent Beechwood, Brookline, MA 02445 $3,187,000 4/3 2,588 0.05
45 Kendall St, Brookline, MA 02445 $1,879,000 4/1 1,725 0.06

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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9/10
William H Lincoln 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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