93 Highland Rd, Brookline, MA 02445
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Property image
OFF MARKET

93 Highland Rd
Brookline, MA 02445

High Street Hill
  • 3 Beds
  • 2 Baths
  • 1,390 sqft

$1,347,500

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $8,091/mo*
Refinance Your Home

$1,347,500

Trulia Estimate
as of Jul 30, 2026
Est. Refi. Payment $8,091/mo*
Refinance Your Home
3 Beds
2 Baths
1,390 sqft

Local Information

  • Map ViewExplore the area around 93 Highland Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1914
Living Area
1,390 sqft
Price/Sqft
$969

About this House

Opportunity to own a charming and renovated single family home with outdoor space on unique private way in historic and desirable Pill Hill. First floor features an open floor plan with updated kitchen, dining area and living room. Second floor includes two bedrooms and shared bath with access to a loft space with expansion potential. Lower level was renovated in 2017 to include laundry, a new bathroom and a playroom/multi purpose room and home office. Lots of opportunities to play and garden both in the yard and the private way. Recent improvements include: new stainless appliances in kitchen, 2016 gas furnace/central A/C, 220 electrical upgrade, window restoration project. Location is easily accessible to Brookline Village, Lincoln School, Brookline High School, D and E lines, Jamaica Pond, Olmstead Park and Downes Field. Room for parking for 2 cars on private way.
93 Highland Rd, Brookline, MA 02445 is a 3 bedroom, 2 bathroom, 1,390 sqft single-family home in High Street Hill, built in 1914. It last sold for $899,000 on Jun 29, 2018. It is currently off market. The Trulia Estimate is $1,347,500, with a rent estimate of $4,907/month.

Home Details for 93 Highland Rd

Interior Features

Interior Details
BasementNumber of Rooms: 5
Heating & Cooling
Heating: Other, GasAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: SlateExterior: Brick

Property Information

Year Built
Year Built: 1914Year Updated: 1962
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 2613 sqft

Price History for 93 Highland Rd

DatePriceEventSource
06/29/2018$899,000Sold
N/A
05/08/2018$899,000PriceChange
Agent Provided
04/04/2018$925,000PriceChange
Agent Provided
03/08/2018$950,000Listed For SaleAgent Provided
06/29/2012$485,000Sold
N/A
05/01/2012$499,000PriceChange
Agent Provided
04/14/2012$509,000Listed For SaleAgent Provided
05/20/2011$559,000ListingRemovedAgent Provided
05/10/2011$559,000Listed For SaleAgent Provided
12/15/2000$295,000Sold
N/A

Market trends in Brookline

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.4M
$16.67KMoM
Sale-to-List Price
99.9%
Price per sq ft
$796
$17MoM
Available listings
253
15MoM
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Property Tax and Assessment

Year2025
Tax$11,105
Assessment$1,125,100
Home facts updated by county records

Comparable Sales for 93 Highland Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
71 Highland Rd, Brookline, MA
0.04
Single-Family Home
$950,000
04/30/26
3
1.5
1,000
14-14A Linden Pl, Brookline, MA
0.65
Single-Family Home
$1,750,000
06/23/26
3
1.5
1,380
18 Eldora St, Roxbury, MA
0.68
Single-Family Home
$863,000
10/10/25
4
1.5
2,149
27 Round Hill St, Jamaica Plain, MA
0.76
Single-Family Home
$1,070,000
08/28/25
4
1.5
1,569
209 High St, Brookline, MA
0.12
Single-Family Home
$2,150,000
04/16/26
4
3.5
2,332
18 Cushing Rd, Brookline, MA
0.42
Single-Family Home
$1,351,000
01/23/26
2
2
1,230
22 Edge Hill St, Jamaica Plain, MA
0.66
Single-Family Home
$1,175,000
05/13/26
3
2.5
1,235
33 Round Hill St, Jamaica Plain, MA
0.74
Single-Family Home
$1,260,000
08/01/25
4
1.5
2,566
11 Kent Sq, Brookline, MA
0.89
Single-Family Home
$1,405,000
06/23/26
2
1.5
1,276
39 School St, Brookline, MA
0.64
Single-Family Home
$1,005,000
08/19/25
3
1
1,576

Nearby homes

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Assigned Schools

These are the assigned schools for 93 Highland 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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Explore by feature - Outdoor Space

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Homes for sale near 93 Highland Rd

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Off Market Homes Near 93 Highland Rd

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