30 Upland Rd, Brookline, MA 02445
Property image
Property image
OFF MARKET

$2,644,800

Trulia Estimate
  • 6 Beds
  • 3 Baths
  • 3,619 sqft

30 Upland Rd, Brookline, MA 02445

High Street Hill
Est. Refi. Payment $16,471/mo*
Refinance Your Home
Currently Off Market - Sold Aug 15, 2012 for $1,360,000

Home Value

Trulia Estimate
$2.65M
Since last month
Increased$28K (+1.1%)
Since last year
Increased$89K (+3.5%)
Since last sale
Increased$1M (+94.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +50% in the last 10 years
MonthEstimated value
2026
October 2026$2.64M
September 2026$2.62M
August 2026$2.64M
July 2026$2.69M
June 2026$2.71M
May 2026$2.73M
April 2026$2.73M
March 2026$2.68M
February 2026$2.58M
January 2026$2.49M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
236 Walnut St, Brookline, MA
0.24
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
43 Waverly St, Brookline, MA
0.33
Single-Family Home
$3,350,000
06/30/26
4
2.5
2,676
36 Allerton St, Brookline, MA
0.08
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
209 High St, Brookline, MA
0.35
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332
9 Greenough St, Brookline, MA
0.51
Single-Family Home
$2,050,500
01/15/26
6
3.5
2,104
50 Waverly St, Brookline, MA
0.34
Single-Family Home
$2,445,000
05/12/26
4
2
2,383
61 Toxteth St, Brookline, MA
0.55
Single-Family Home
$2,525,000
04/15/26
5
1.5
2,484
14A Linden Pl, Brookline, MA
0.41
Single-Family Home
$1,750,000
06/23/26
3
1.5
1,380
71 Greenough St, Brookline, MA
0.52
Single-Family Home
$3,019,999
04/03/26
4
3
3,422
24 Blake Rd, Brookline, MA
0.68
Single-Family Home
$2,850,000
04/08/26
4
2.5
3,377

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
28 Upland Rd, Brookline, MA 02445
0.01
$1,755,400
3
3
1,772
Off Market
36 Upland Rd, Brookline, MA 02445
0.01
$2,100,800
5
4
2,419
Off Market
24 Upland Rd, Brookline, MA 02445
0.02
$1,850,500
3
3
1,887
Off Market
59 High St, Brookline, MA 02445
0.02
$6,991,200
7
6.5
7,425
Off Market
27 Upland Rd, Brookline, MA 02445
0.02
$1,821,800
5
2
2,000
Off Market
18 Acron Rd, Brookline, MA 02445
0.02
$2,603,000
5
4.5
3,308
Off Market
30 Irving St, Brookline, MA 02445
0.03
$2,536,400
4
3
2,547
Off Market
44 Irving St #3, Brookline, MA 02445
0.03
-
3
1
1,200
Off Market
48 Irving St #2, Brookline, MA 02445
0.03
-
-
-
-
Off Market
16 Acron Rd #1, Brookline, MA 02445
0.03
$1,119,800
3
1
1,450
Off Market
16 Acron Rd #2, Brookline, MA 02445
0.03
$1,461,100
4
2
2,029
Off Market
16 Acron Rd, Brookline, MA 02445
0.03
$1,124,400
4
3
1,450
Off Market
18-20 Upland Rd, Brookline, MA 02445
0.04
$1,752,600
6
2
2,390
Off Market
60 Irving St #2, Brookline, MA 02445
0.04
-
-
-
-
Off Market
22 Irving St, Brookline, MA 02445
0.04
$4,959,900
6
5
5,500
Off Market
58 Irving St #2, Brookline, MA 02445
0.04
-
3
1
1,100
Off Market
58 Irving St #3, Brookline, MA 02445
0.04
-
3
1
1,100
Off Market
58 Irving St, Brookline, MA 02445
0.04
$699,500
2
1
1,100
Off Market
60 High St, Brookline, MA 02445
0.04
$2,863,500
4
3.5
4,104
Off Market
12 Acron Rd, Brookline, MA 02445
0.04
-
4
2
2,236
Off Market

Local Information

  • Map ViewExplore the area around 30 Upland Rd.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1879
3,619 sqft
$731/sqft

About this House

Circa 1879. Prime Pill Hill. Spectacular Victorian-era home offers over 3,600 sq ft of elegant living space. Gracious foyer, lustrous wood, ceiling medallion, sets the tone for interior which has beautiful architectural details. 3 fireplaces, high ceilings, bay windows, French doors, and handsome moldings. Modern eat-in kitchen leads to fenced backyard w/patio and plantings. Many windows allowing natural light. Lincoln School. Convenient to area amenities, Medical Area, and downtown Boston.
30 Upland Rd, Brookline, MA 02445 is a 6 bedroom, 3 bathroom, 3,619 sqft single-family home in High Street Hill, built in 1879. It last sold for $1,360,000 on Aug 15, 2012. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,644,800, with a rent estimate of $7,433/month.

Home Details for 30 Upland Rd

Interior Features

Interior Details
BasementNumber of Rooms: 12
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1879Year Updated: 1978
Property Type / Style
Property Type: Single Family HomeArchitecture: Old Style

Community

Units in Building: 1

Lot Information

Lot Area: 3920 sqft

Price and Tax history

DateEventPrice
Aug 15, 2012
Source: N/A
Sold
$1,360,000
Jun 4, 2012
Source: Agent Provided
Listed For Sale
$1,395,000
Feb 21, 1992
Source: N/A
Sold
$223,000

Market trends in Brookline

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.19M
$50.67KMoM
Sale-to-List Price
98.7%
0.6%MoM
Price per sq ft
$806
$3MoM
Available listings
227
39MoM
Sourced by Trulia Market Trends

Around this home

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

This October

Trick-or-Treat Score

Built from what locals say about High Street Hill.
  • 98% say there are sidewalks
  • 63% say there's holiday spirit
  • 54% say neighbors are friendly
Trulia Trick or TreatStart Ghost Hunt
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

Frequently asked questions about 30 Upland Rd

  • What is 30 Upland Rd estimated to be worth?
    Trulia's estimated value for 30 Upland Rd in Brookline, MA is $2,644,800.
  • What is the price history for 30 Upland Rd?
    30 Upland Rd in Brookline, MA last sold for $1,360,000 in August 2012.
  • Is Brookline a buyer's or seller's market?
    Brookline is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Brookline?
    The median sale price in Brookline is $1.19M. That is down $50.67K from the prior month.
  • How big is the lot at 30 Upland Rd?
    The lot at 30 Upland Rd in Brookline, MA is about 0.09 acres (3,920 sq ft).

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Apartments for Rent

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Off Market Homes Near 30 Upland Rd

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