Set high atop Aspinwall Hill in close proximity to Washington Square and Brookline Village, this incredible Shingle-style carriage house offers a remarkable confluence of breathtaking historical character and effortless contemporary cool. Designed by prominent Boston architects Hartwell and Richardson in 1888 and spanning over 6300 sf of interior living space, this property preserves striking original architectural features, from original double doors used for horse drawn carriages to a turreted top level living area featuring soaring cathedral ceilings, restored beams, skylights, and sweeping vistas of the lushly landscaped 0.58 acre lot. Modern touches also abound, from the stone-capped kitchen island in the upper-level entertaining space to the two-story fireplace in the voluminous open-plan downstairs living area. An entertainer’s paradise, this property offers two equally stunning living, dining and kitchen spaces, plus a wonderful newly refinished auxiliary lounge on the lower level. In addition to five generous bedrooms and three and a half full baths, the house also offers a brilliant built-in office or library, a second office / workspace in a repurposed carriage stall, and a versatile workshop or art studio. The one-of-a-kind “jockey walk” art gallery off the main foyer offers an inspiring spot to showcase an art collection. The house offers exceptional indoor-outdoor connections including a luminous family room or sun room off the garden, two generous decks, multiple balconies, a stone patio, and an expansive backyard with mature plantings. A graceful circular driveway and two garage bays offer plenty of parking for a crowd. Numerous recent updates, including five-zone 2023 HVAC, five new skylights, many new light fixtures; and new recessed lights, sheet rock and new or newly refinished wood floors in all the bedrooms. Exceptionally well located on a private way yet easily accessible to premier shopping, dining, multiple Green Line stops, downtown Boston, the Longwood Medical area, and renowned public and private schools. This thrilling property is like nothing you’ve ever seen---a serene oasis nestled in one of Brookline's most desirable locations with the best of city living at your doorstep. An incredible opportunity.
Listed by Elisabeth Preis · Compass MLS PIN #73590255 · Updated 10/17/2026, 3:05:00 AM ET
Facts & features
Home overview
Property subtype
Single Family Residence
Property category
Residential
MLS status
Active
Bedrooms
5
Full bathrooms
3
Half bathrooms
1
Total bathrooms
3.5
Total rooms
11
Living area
6,313 sqft
Living area source
Measured
Above grade finished area
5,995 sqft
Below grade finished area
318 sqft
Building area
6,313
Building area units
Square Feet
Building area source
Measured
Area includes basement
Yes
Area disclosures
Includes approximately 318 sf in the finished lower level
Beamed Ceilings · Vaulted Ceiling(s) · Flooring - Wood · Exterior Access · Open Floorplan · Lighting - Pendant
Dining room
Level
First
Area
676 sqft
Length
26 ft
Width
26 ft
Features
Beamed Ceilings · Vaulted Ceiling(s) · Flooring - Wood · Open Floorplan · Lighting - Pendant
Family room
Level
First
Area
225 sqft
Length
12.5 ft
Width
18 ft
Features
Flooring - Wood · Balcony / Deck · French Doors · Exterior Access · Open Floorplan · Lighting - Overhead
Kitchen
Level
First
Area
90 sqft
Length
10 ft
Width
9 ft
Features
Flooring - Wood · Pantry · Breakfast Bar / Nook · Open Floorplan · Recessed Lighting
Bathroom 1
Level
First
Features
Bathroom - Full · Bathroom - Tiled With Tub & Shower · Flooring - Stone/Ceramic Tile
Bathroom 2
Level
Second
Features
Bathroom - Full · Bathroom - Tiled With Tub & Shower · Flooring - Stone/Ceramic Tile
Bathroom 3
Level
Third
Features
Bathroom - Full · Bathroom - Double Vanity/Sink · Bathroom - Tiled With Tub & Shower · Flooring - Stone/Ceramic Tile
Construction & condition
Year built
1888
Year built source
Owner
Year built details
Approximate
Architectural style
Shingle
Foundation
Stone
Roof
Shingle
Attached property
No
Home warranty
No
Exterior color
Brown
Accessory dwelling unit
N
Garage & parking
Total parking spaces
6
Parking features
Detached · Off Street · Stone/Gravel
Garage
Yes
Garage spaces
2
Attached garage
No
Covered spaces
2
Carport
No
Open parking spaces
4
Lot & outdoor features
Lot area
25,138 sqft (about 0.58 acres)
Lot size
0.58 acres
Reported lot area
0.58
Lot size units
Acres
Lot features
Easements · Gentle Sloping
Exterior features
Deck - Wood · Patio · Rain Gutters · Garden
Patio & porch
Deck - Wood · Patio
Spa
No
Waterfront
No
Beachfront
No
View
Yes
Views
Scenic View(s)
Utilities & infrastructure
Water source
Public
Sewer
Public Sewer
HOA & community
Homeowners association
No
Community features
Public Transportation · Shopping · Pool
Senior community
No
Taxes & property records
Annual property tax
$40,915
Tax year
2026
Assessed value
$3,995,600
Parcel number
37507
Zoning
SC10
Registry book
39188
Registry page
306
Location & listed schools
City
Brookline
County
Norfolk
State
MA
ZIP code
02445
Listed elementary school
Runkle
Listed middle school
Runkle
Listed high school
Brookline High School
Directions
Entrance to the driveway is next to Rawson Path.
Listing & disclosures
MLS number
73590255
Listing date
2026-10-13
Original entry date
2026-10-13
Status changed
2026-10-13
Listing modified
2026-10-17
Original list price
$4,250,000
Current list price
$4,250,000
List price per sqft
$673.21
Days on market
4
Property market time
4
Disclosures
Ask broker re: easements · private way and walking path.
Disclosure indicator
N
Lead paint
None
Price & tax details
Current asking price$4,250,000
Original asking price$4,250,000
Listed on2026-10-13
Days on market4
Tax record supplied by MLS
Year
Property tax
Assessed value
2026
$40,915
$3,995,600
These records are supplied by the current listing. Assessed value is not market value; confirm taxes with the local assessor.
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SCHOOLS & EDUCATION
Schools & performance
2026 MA DESE
School names, grades and state-reported measures are listed below.
Schools named in the listing
—DESE percentile
MLS-listed elementary
Runkle
School name supplied by the listing; confirm with the district.
—DESE percentile
MLS-listed middle
Runkle
School name supplied by the listing; confirm with the district.
MLS school names do not guarantee attendance. Assignment can vary by school year, grade and admissions policy; confirm with the district before committing.What do these numbers mean?
DESE accountability percentiles (1–99) compare schools administering similar assessments, using up to two years of indicators. These are not test scores out of 100 or GreatSchools 1–10 ratings. Progress toward targets is a separate state measure. Consider programs, support services and your child’s needs as well.
School names link to available school or district websites.