5 Maple St, Brookline, MA 02445
Property image
Property image
OFF MARKET

5 Maple St
Brookline, MA 02445

High Street Hill
  • 9 Beds
  • 5 Baths
  • 7,252 sqft

$4,560,800

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $26,655/mo*
Refinance Your Home

$4,560,800

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $26,655/mo*
Refinance Your Home
9 Beds
5 Baths
7,252 sqft

Local Information

  • Map ViewExplore the area around 5 Maple St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This Peabody and Stearns (premier architectural firm that designed the Custom House in Boston and the original "Breakers" mansion in Newport) home in "Pill Hill" was the home of Arthur D. Little. Completely renovated in 2014, this property is perfect for today's lifestyle. The main level is great for entertaining and everyday living as it has a circular floor plan with large rooms, incredible detail, and high ceilings. Stunning open chef's kitchen with eat-in area and access to the deck, high ceilings, grand staircase, stunning refinished original floors and pocket doors, finished lower level playroom, mudroom, 2 car direct access heated garage, restored windows, restored fireplaces (7), and new heating and cooling system installed at the time of the renovation (5 zones). Minutes to bike trails, Jamaica Pond, Longwood area hospitals, Lincoln Elementary and Brookline High School, Green Line T stops, and Brookline Village restaurants. Overlooks protected green strip with mature trees.
5 Maple St, Brookline, MA 02445 is a 9 bedroom, 6 bathroom, 7,252 sqft single-family home in High Street Hill, built in 1900. It last sold for $3,275,000 on Aug 18, 2017. It is currently off market. The Trulia Estimate is $4,560,800, with a rent estimate of $5,929/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 5 Maple St

Interior Features

Interior Details
BasementAtticIn-law unitNumber of Rooms: 14Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Recreation Room, Workshop
Heating & Cooling
Heating: Forced Air, Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: ShingleGardenLawnPatioPorchSprinkler System
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1900Year Updated: 2014
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 8230 sqft

Price History for 5 Maple St

DatePriceEventSource
08/18/2017$3,275,000Sold
N/A
06/02/2017$3,595,000PendingAgent Provided
05/08/2017$3,595,000PriceChange
Agent Provided
02/21/2017$3,800,000Listed For SaleAgent Provided
11/08/2005$1,750,000Sold
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
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Property Tax and Assessment

Year2025
Tax$39,132
Assessment$3,964,700
Home facts updated by county records

Comparable Sales for 5 Maple St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14 Irving St, Brookline, MA
0.03
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
36 Allerton St, Brookline, MA
0.15
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
157 Aspinwall Ave, Brookline, MA
0.51
Single-Family Home
$2,800,000
09/22/25
5
4
4,784
236 Walnut St, Brookline, MA
0.18
Single-Family Home
$2,750,000
05/01/26
4
3.5
3,963
7 Dana St, Brookline, MA
0.34
Single-Family Home
$3,525,000
08/05/25
5
2.5
3,315
232 Kent St, Brookline, MA
0.73
Single-Family Home
$4,000,000
08/01/25
5
4.5
5,296
27 Walnut Pl, Brookline, MA
0.15
Single-Family Home
$3,950,000
08/01/25
4
3.5
4,232
469 Walnut St, Brookline, MA
0.74
Single-Family Home
$3,625,000
12/04/25
7
4
6,307
115 Clark Rd, Brookline, MA
0.64
Single-Family Home
$3,400,000
03/06/26
4
4.5
4,182
12 Zamora St, Boston, MA
0.64
Single-Family Home
$2,250,000
12/16/25
6
3.5
4,800

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Maple St.
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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 - Pet Friendly

368 pet-friendly rentals in Brookline, MA

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

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Homes for sale near 5 Maple St

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Off Market Homes Near 5 Maple St

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