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249 Dean Rd, Brookline, MA 02445

$4,099,000

Last sold date unavailable

  • 5

    bed

  • 3

    bath

  • 3,474

    Sqft ($928/Sqft)

House not for sale
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About 249 Dean Rd

Property type House
Neighborhood
Year built 1925
HOA fee $0/month
Lot size 0.27 Acre
Movoto estimate
Rental estimate
Property description
This 5-bedroom, 3-bathroom single-family home is located at 249 Dean Rd, Brookline, MA, 02445, in the Chestnut Hill neighborhood in Norfolk County and was built in 1925. This home offers 3,474 square feet of living space on a 11,783 sq ft lot. The estimated market value is $4,099,000, approximately $1,180 per square foot.
$4.09M
Range: $2.78M-$5.41M
Last 30 days 
Rental est.: $3,862/month
Gross rent multiplier: 69.6
  • Year Property taxes Tax assessment
  • 2025
    $28,926 +4.8%
    $2,930,700 +3.76%
  • 2024
    $27,596 +16.3%
    $2,824,600 +18.72%
  • 2023
    $23,721 +2.7%
    $2,379,200 +5.0%
  • 2022
    $23,089 +8.1%
    $2,265,800 +4.0%
  • 2021
    $21,351 +8.9%
    $2,178,700 +4.96%
  • 2020
    $19,615 +5.9%
    $2,075,700 +5.0%
  • 2019
    $18,523 -0.8%
    $1,976,800 +0.17%
  • 2018
    $18,669 +1.5%
    $1,973,500 +6.0%
  • 2017
    $18,395 +3.0%
    $1,861,800
  • 2016
    $17,866
    —
  • 249 Dean Rd
    $3.22M
  • Chestnut Hill
    $1.43M -43% y/y
  • 02445
    $1.69M -10% y/y
  • Brookline
    $1.19M -27% y/y
No chart available
Statistics calculated by Movoto
Est. value Bed/bath Sqft mi
257 Dean Rd, Brookline, MA 02445 $2,966,000 5/3 3,059 0.02
237 Dean Rd, Brookline, MA 02445 $3,838,000 5/3 4,414 0.03
250 Dean Rd, Brookline, MA 02445 $3,450,000 7/3 2,951 0.03
100 Willard Rd, Brookline, MA 02445 $3,468,000 5/3 3,348 0.03
240 Dean Rd, Brookline, MA 02445 $3,979,000 7/4 3,956 0.03
108 Willard Rd, Brookline, MA 02445 $3,480,000 4/4 3,248 0.03
68 Taylor Crossway, Brookline, MA 02445 $3,578,000 4/3 3,410 0.03
265 Dean Rd, Brookline, MA 02445 $4,315,000 6/4 3,978 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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