30 Upland Rd, Brookline, MA 02445
OFF MARKET

30 Upland Rd
Brookline, MA 02445

High Street Hill
  • 6 Beds
  • 3 Baths
  • 3,619 sqft

$2,709,100

Trulia Estimate
as of May 17, 2026
Est. Refi. Payment $16,134/mo*

$2,709,100

Trulia Estimate
as of May 17, 2026
Est. Refi. Payment $16,134/mo*
6 Beds
3 Baths
3,619 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
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 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 History for 30 Upland Rd

DatePriceEventSource
08/15/2012$1,360,000Sold
N/A
06/04/2012$1,395,000Listed For SaleAgent Provided
02/21/1992$223,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$22,002
Assessment$2,229,200
Home facts updated by county records

Comparable Sales for 30 Upland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.09
Single-Family Home
$1,150,000
06/04/25
6
2.5
3,784
0.06
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
0.24
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
0.18
Single-Family Home
$3,765,000
05/28/25
5
4
3,538
0.40
Single-Family Home
$3,525,000
08/05/25
5
2.5
3,315
0.08
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
0.35
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332
0.05
Single-Family Home
$3,220,000
05/28/25
7
4
5,244
0.45
Single-Family Home
$2,201,000
06/23/25
4
2.5
2,634
0.51
Single-Family Home
$2,050,500
01/15/26
6
3.5
2,104

Assigned Schools

These are the assigned schools for 30 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 30 Upland Rd

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Homes for rent near 30 Upland Rd

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Off Market Homes Near 30 Upland Rd

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Explore by feature

30 Upland Rd, Brookline, MA 02445 is a 6 bedroom, 3 bathroom, 3,619 sqft single-family home built in 1879. 30 Upland Rd is located in High Street Hill, Brookline. This property is not currently available for sale. 30 Upland Rd was last sold on Aug 15, 2012 for $1,360,000. The current Trulia Estimate for 30 Upland Rd is $2,709,100.