165 Rawson Rd, Brookline, MA 02445
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Property image
OFF MARKET

165 Rawson Rd
Brookline, MA 02445

Aspinwall Hill
  • 5 Beds
  • 3 Baths
  • 3,658 sqft

$2,813,000

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $16,469/mo*
Refinance Your Home

$2,813,000

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $16,469/mo*
Refinance Your Home
5 Beds
3 Baths
3,658 sqft

Local Information

  • Map ViewExplore the area around 165 Rawson Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Aspinwall Hill! Washington Square! Schick Park! Enjoy the view of the patio and garden from the large windows of the expanded chef's kitchen in this classic Brookline Shingle Style. Boasting five bedrooms (on second floor) and three full baths, charm is abundant, with four fireplaces, leaded glass, thick moldings, built-ins, and the sort of architectural detail that will have you saying, "They don't build them like that anymore." With a door leading to two of the bedrooms and one of the baths, there is the flexibility to easily create a dream master suite. A dining room and front parlor, each with a fireplace, and a library, are all off the welcoming front entry foyer. Breakfast and afternoon tea can be taken in the modern kitchen bump-out, an addition that also contains a bright and roomy pantry. Appliances include Miele wall ovens and a six-burner gas countertop range. 2014 high-efficiency gas boiler and hot water storage tank. A two-car garage is topped with a large deck. Hurry!
165 Rawson Rd, Brookline, MA 02445 is a 5 bedroom, 3 bathroom, 3,658 sqft single-family home in Aspinwall Hill, built in 1900. It last sold for $1,615,000 on Feb 10, 2016. It is currently off market. The Trulia Estimate is $2,813,000, with a rent estimate of $7,976/month.

Home Highlights

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

Home Details for 165 Rawson Rd

Interior Features

Interior Details
BasementNumber of Rooms: 12
Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1900Year Updated: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 7405 sqft

Price History for 165 Rawson Rd

DatePriceEventSource
02/10/2016$1,615,000Sold
N/A
10/02/2015$1,849,000ListingRemovedAgent Provided
09/29/2015$1,849,000Listed For SaleAgent Provided
12/31/1991$380,000Sold
N/A

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$21,844
Assessment$2,213,200
Home facts updated by county records

Comparable Sales for 165 Rawson Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
311 Clark Rd, Brookline, MA
0.22
Single-Family Home
$2,375,000
07/23/25
6
2.5
3,356
36 Blake Rd, Brookline, MA
0.26
Single-Family Home
$2,500,000
07/24/25
4
2.5
2,789
24 Blake Rd, Brookline, MA
0.28
Single-Family Home
$2,850,000
04/08/26
4
2.5
3,377
333 Clark Rd, Brookline, MA
0.27
Single-Family Home
$2,487,000
12/11/25
5
3.5
3,100
178 Rawson Rd, Brookline, MA
0.05
Single-Family Home
$1,617,000
07/15/25
4
3.5
2,125
323 Clark Rd, Brookline, MA
0.24
Single-Family Home
$2,995,000
03/04/26
5
4.5
3,370
22 Windsor Rd, Brookline, MA
0.44
Single-Family Home
$2,050,000
03/31/26
5
3.5
2,845
58 Corey Rd, Brookline, MA
0.49
Single-Family Home
$1,875,000
07/11/25
6
3
2,907
185 Tappan St, Brookline, MA
0.16
Single-Family Home
$4,350,000
09/08/25
5
5.5
3,593
71 Greenough St, Brookline, MA
0.42
Single-Family Home
$3,019,999
04/03/26
4
3
3,422

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Assigned Schools

These are the assigned schools for 165 Rawson Rd.

Neighborhood Overview

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

What Locals Say about Aspinwall Hill

  • Magdalene M.
    "Right by the T and walking distance to Fenway! Blue bikes and scooters near by. Lots of ways to go. "
    0
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  • Billy W.
    "There is a leash law, and dog owners must pick up their dog's poop in a bag."
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  • Billy W.
    "It has a public park at the very top of the hill."
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  • Billy W.
    "I can either drive or take public transportation."
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  • Billy W.
    "There is only one park on this hill, but a short walk can lead you to bigger parks and playgrounds."
    1
    Flag
  • Jessicalmartin
    "Beautiful and quiet streets, shops, near to the T. Gorgeous in the snow! A really lovely place to live, I’ve been here about 3 years so far. "
    0
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  • Harumi T.
    "It is so nice to live here. "
    0
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Apartments for Rent

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Homes for sale near 165 Rawson Rd

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Off Market Homes Near 165 Rawson Rd

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