185 Dean Rd, Brookline, MA 02445
Property image
Property image
OFF MARKET

185 Dean Rd
Brookline, MA 02445

Fisher Hill
  • 8 Beds
  • 5.5 Baths
  • 5,790 sqft (on 0.25 acres)

$4,090,400

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $23,914/mo*
Refinance Your Home

$4,090,400

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $23,914/mo*
Refinance Your Home
8 Beds
5.5 Baths
5,790 sqft
(on 0.25 acres)

Local Information

  • Map ViewExplore the area around 185 Dean Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Majestic Spanish Revival 8 bedroom home on Fisher Hill. With almost 6000 square feet, this solid and substantial home has soaring ceilings, excellent light, newer heating system and splendid architectural features. Third floor has two walk-in closets and three bedrooms. You'll appreciate the four fireplaces, arched windowed entry way, paneled dining room, window seats and spacious rooms. Ideally situated on a corner lot within walking distance to public transit, schools and shopping. A home which is located in a desirable, Olmsted designed neighborhood. A two car detached garage completes the offering.
185 Dean Rd, Brookline, MA 02445 is a 8 bedroom, 5 bathroom, 5,790 sqft single-family home in Fisher Hill, built in 1912. It last sold for $1,900,000 on Nov 12, 2019. It is currently off market. The Trulia Estimate is $4,090,400, with a rent estimate of $7,570/month.

Home Highlights

Parking
Garage
Outdoor
Porch
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 185 Dean Rd

Interior Features

Interior Details
BasementNumber of Rooms: 15
Heating & Cooling
Heating: Other, GasAir ConditioningCooling System: WallHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: StuccoPorch
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1912Year Updated: 1962
Property Type / Style
Property Type: Single Family HomeArchitecture: Spanish

Community

Units in Building: 1

Lot Information

Lot Area: 10890 sqft

Building

Fitness & Sports
Tennis Court

Price History for 185 Dean Rd

DatePriceEventSource
11/12/2019$1,900,000Sold
N/A
09/27/2019$1,990,000PendingToActiveAgent Provided
09/17/2019$1,990,000PendingAgent Provided
09/10/2019$1,990,000Listed For SaleAgent Provided

Market trends in Brookline

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
$333MoM
Sale-to-List Price
99.9%
0.9%MoM
Price per sq ft
$814
$5MoM
Available listings
238
11MoM
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Property Tax and Assessment

Year2025
Tax$33,147
Assessment$3,358,400
Home facts updated by county records

Comparable Sales for 185 Dean Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
8 Penniman Rd, Brookline, MA
0.12
Single-Family Home
$3,085,000
04/29/26
6
5.5
3,907
401 Clinton Rd, Brookline, MA
0.17
Single-Family Home
$2,200,000
06/15/26
5
3.5
3,463
282 Buckminster Rd, Brookline, MA
0.23
Single-Family Home
$4,100,000
04/27/26
6
4.5
5,058
43 Druce St, Brookline, MA
0.22
Single-Family Home
$3,285,000
05/14/26
5
4.5
3,658
189 Clinton Rd, Brookline, MA
0.33
Single-Family Home
$3,318,000
04/23/26
6
4
4,633
151 Salisbury Rd, Brookline, MA
0.42
Single-Family Home
$3,195,000
07/16/25
7
3.5
4,721
9 Downing Rd, Brookline, MA
0.66
Single-Family Home
$2,480,000
05/06/26
8
5
5,803
3 Cleveland Rd, Brookline, MA
0.24
Single-Family Home
$4,600,000
05/04/26
5
6.5
4,300
278 Clinton Rd, Brookline, MA
0.15
Single-Family Home
$6,700,000
06/24/26
5
6.5
6,658
34 Hyslop Rd, Brookline, MA
0.29
Single-Family Home
$4,125,000
05/28/26
5
4.5
4,001

Nearby homes

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Assigned Schools

These are the assigned schools for 185 Dean Rd.

Neighborhood Overview

Fisher Hill
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Fisher Hill

At least 3 Trulia users voted on each feature.

  • 100 % Say people would walk alone at night

  • 100 % Say parking is easy

  • 88 % Say streets are well-lit

  • 80 % Say there are sidewalks

  • 75 % Say there's wildlife

  • 71 % Say it's walkable to grocery stores

  • 71 % Say yards are well-kept

  • 60 % Say it's dog friendly

  • 60 % Say it's walkable to restaurants

  • 60 % Say kids play outside

  • 56 % Say car is needed

  • 52 % Say neighbors are friendly

  • 50 % Say there's holiday spirit

  • 50 % Say they plan to stay for at least 5 years

  • 44 % Say it's quiet

  • 33 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "The neighborhood is great environment to raise a family. It’s peaceful, clean and quiet. We would love to be here to raise our kids here. "
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Apartments for Rent

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Homes for sale near 185 Dean Rd

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Off Market Homes Near 185 Dean Rd

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