9 Upland Rd, Brookline, MA 02445
OFF MARKET

9 Upland Rd
Brookline, MA 02445

High Street Hill
  • 5 Beds
  • 5 Baths
  • 3,781 sqft

$2,950,600

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $15,032/mo*
Refinance Your Home

$2,950,600

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $15,032/mo*
Refinance Your Home
5 Beds
5 Baths
3,781 sqft

Local Information

  • Map ViewExplore the area around 9 Upland Rd.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 9 Upland Rd, Brookline, MA. 9 Upland Rd is in the High Street Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 5 bedrooms, 5 bathrooms and approximately 3,781 sqft of floor space. This property has a lot size of 6534 sqft and was built in 1900.
9 Upland Rd, Brookline, MA 02445 is a 5 bedroom, 5 bathroom, 3,781 sqft single-family home in High Street Hill, built in 1900. It last sold for $671,000 on Jul 16, 1999. It is currently off market. The Trulia Estimate is $2,950,600, with a rent estimate of $7,719/month.

Home Highlights

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

Home Details for 9 Upland Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11
Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Wood

Property Information

Year Built
Year Built: 1900Year Updated: 1969
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 6534 sqft

Price History for 9 Upland Rd

DatePriceEventSource
07/16/1999$671,000Sold
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$24,414
Assessment$2,473,600
Home facts updated by county records

Comparable Sales for 9 Upland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Irving St, Brookline, MA
0.01
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
36 Allerton St, Brookline, MA
0.12
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
236 Walnut St, Brookline, MA
0.22
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
157 Aspinwall Ave, Brookline, MA
0.47
Single-Family Home
$2,800,000
09/22/25
5
4
4,784
7 Dana St, Brookline, MA
0.35
Single-Family Home
$3,525,000
08/05/25
5
2.5
3,315
157 Aspinwall Ave, Brookline, MA
0.47
Single-Family Home
$2,800,000
09/22/25
4
4
3,515
209 High St, Brookline, MA
0.38
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332
50 Waverly St, Brookline, MA
0.28
Single-Family Home
$2,445,000
05/12/26
4
2
2,383
9 Greenough St, Brookline, MA
0.46
Single-Family Home
$2,050,500
01/15/26
6
3.5
2,104
43 Waverly St, Brookline, MA
0.28
Single-Family Home
$3,350,000
06/30/26
4
2.5
2,676

Nearby homes

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Assigned Schools

These are the assigned schools for 9 Upland Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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

What Locals Say about High Street Hill

At least 31 Trulia users voted on each feature.

  • 98 % Say there are sidewalks

  • 97 % Say it's dog friendly

  • 91 % Say people would walk alone at night

  • 89 % Say streets are well-lit

  • 88 % Say it's walkable to restaurants

  • 88 % Say it's walkable to grocery stores

  • 85 % Say kids play outside

  • 63 % Say there's holiday spirit

  • 54 % Say neighbors are friendly

  • 49 % Say they plan to stay for at least 5 years

  • 48 % Say it's quiet

  • 46 % Say there's wildlife

  • 45 % Say parking is easy

  • 42 % Say yards are well-kept

  • 40 % Say car is needed

  • 37 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 9 Upland Rd

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Off Market Homes Near 9 Upland Rd

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