3 Upland Rd, Brookline, MA 02445
OFF MARKET

3 Upland Rd
Brookline, MA 02445

High Street Hill
  • 3 Beds
  • 2 Baths
  • 1,655 sqft

$1,193,700

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $6,126/mo*
Refinance Your Home

$1,193,700

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $6,126/mo*
Refinance Your Home
3 Beds
2 Baths
1,655 sqft

Local Information

  • Map ViewExplore the area around 3 Upland Rd.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This condo is located at 3 Upland Rd, Brookline, MA. 3 Upland Rd is in the High Street Hill neighborhood in Brookline, MA and in ZIP code 02445. This property has 3 bedrooms, 2 bathrooms and approximately 1,655 sqft of floor space. This property was built in 1900.
3 Upland Rd, Brookline, MA 02445 is a 3 bedroom, 2 bathroom, 1,655 sqft condo in High Street Hill, built in 1900. It last sold for $650,000 on Jan 24, 2013. It is currently off market. The Trulia Estimate is $1,193,700, with a rent estimate of $5,008/month.

Home Highlights

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

Home Details for 3 Upland Rd

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
AtticNumber of Rooms: 7Types of Rooms: Library, Study
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: SlateExterior: Wood
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: CondoArchitecture: Other

Community

Units in Building: 1

Price History for 3 Upland Rd

DatePriceEventSource
01/24/2013$650,000Sold
N/A
12/30/1993$195,000Sold
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
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$10,455
Assessment$1,059,300
Home facts updated by county records

Comparable Sales for 3 Upland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3 Upland Rd #2, Brookline, MA
0.00
Condo
$1,090,000
05/04/26
3
2
1,655
99 Pond Ave #220, Brookline, MA
0.22
Condo
$745,000
08/27/25
2
2
1,300
99 Pond Ave, Brookline, MA
0.21
Condo
$900,000
08/08/25
2
2
1,855
99 Pond Ave #804, Brookline, MA
0.21
Condo
$900,000
08/08/25
2
2
1,855
48 Kent St #5, Brookline, MA
0.27
Condo
$1,035,000
05/15/26
3
2
1,267
77 Pond Ave #1506, Brookline, MA
0.22
Condo
$790,000
03/31/26
2
2
1,260
255 Walnut St #B, Brookline, MA
0.26
Condo
$1,310,000
06/29/26
3
1.5
1,543
33 Pond Ave #419, Brookline, MA
0.26
Condo
$730,000
10/08/25
2
2
1,270
39 Kent St #4, Brookline, MA
0.24
Condo
$1,200,000
05/26/26
3
2
1,180
44 Washington St #501, Brookline, MA
0.22
Condo
$720,000
12/19/25
2
2
1,005

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 3 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

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

368 pet-friendly rentals in Brookline, MA

Explore by feature - Garage

80 rentals with a garage in Brookline, MA

Explore by feature - Air Conditioning

560 rentals with air conditioning in Brookline, MA

Explore by feature - Pool

82 rentals with a pool in Brookline, MA

Explore by feature - Washer/dryer

947 rentals with a washer/dryer in Brookline, MA

Explore by feature - Outdoor Space

27 rentals with an outdoor space in Brookline, MA

Homes for sale near 3 Upland Rd

Skip to last item
Skip to first item

Off Market Homes Near 3 Upland Rd

Skip to last item
Skip to first item