9 Upland Rd, Brookline, MA 02445
OFF MARKET

9 Upland Rd
Brookline, MA 02445

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

$2,995,700

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $17,832/mo*

$2,995,700

Trulia Estimate
as of May 16, 2026
Est. Refi. Payment $17,832/mo*
5 Beds
5 Baths
3,781 sqft

Local Information

Map showing home location
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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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

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
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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
0.01
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
0.12
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
0.23
Single-Family Home
$3,765,000
05/28/25
5
4
3,538
0.04
Single-Family Home
$1,150,000
06/04/25
6
2.5
3,784
0.05
Single-Family Home
$3,220,000
05/28/25
7
4
5,244
0.22
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
0.47
Single-Family Home
$2,800,000
09/22/25
5
4
4,784
0.42
Single-Family Home
$2,970,000
06/11/25
5
3
2,676
0.35
Single-Family Home
$3,525,000
08/05/25
5
2.5
3,315
0.47
Single-Family Home
$2,800,000
09/22/25
4
4
3,515

Assigned Schools

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

Neighborhood Overview

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

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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Homes for rent near 9 Upland Rd

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Off Market Homes Near 9 Upland Rd

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Explore by feature

9 Upland Rd, Brookline, MA 02445 is a 5 bedroom, 5 bathroom, 3,781 sqft single-family home built in 1900. 9 Upland Rd is located in High Street Hill, Brookline. This property is not currently available for sale. 9 Upland Rd was last sold on Jul 16, 1999 for $671,000. The current Trulia Estimate for 9 Upland Rd is $2,995,700.