123 High St, Brookline, MA 02445
OFF MARKET

123 High St
Brookline, MA 02445

High Street Hill
  • 7 Beds
  • 5.5 Baths
  • 5,312 sqft (on 0.54 acres)

$4,185,500

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $24,556/mo*
Refinance Your Home

$4,185,500

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $24,556/mo*
Refinance Your Home
7 Beds
5.5 Baths
5,312 sqft
(on 0.54 acres)

Local Information

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

Description

In wonderful High Street Hill neighborhood this Second Empire/Mansard Roof style offers capacious rooms and 10' ceilings, beautiful staircase, period details on 1/2 acre of level land. Entertaining space in LR, DR (with fireplaces) and large entry hall. Large comfortable family room/library. Good circular layout. Original butler's pantry leads to kitchen with dining nook, pantry and mudroom. DR opens to porch and beautiful private yard with perennial flower beds. Second floor has 4 Bedrooms, office, 4 baths, and a back staircase great for guest suite/ au-paire space. Third floor has 3 charming BRs and lg. renovated bath. A carriage house can hold two cars, plus storage room, and stairs to raw loft space with skylights and dormers.Large level grounds surround home with mature evergreens, dogwood, rhododendren and a rare Silverbell tree. Pill Hill offers easy access to Village, MBTA, Brookline and private schools, Med. area, universities and Downtown Boston and the Emerald Necklace.
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. This description is from April 22, 2023

Home Highlights

Parking
Garage
Outdoor
Porch
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
127 days ago

Home Details for 123 High St

Interior Features

Interior Details
Basement: Full,Bulkhead,Concrete,UnfinishedNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 7Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5312 Square Feet
Appliances & Utilities
Utilities: for Gas RangeAppliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer, Range HoodDishwasherDisposalDryerLaundry: Gas Dryer Hookup,Washer Hookup,Sink,In BasementRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Hot Water,ElectricHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 4Fireplace: Dining Room, Family Room, Living Room, BedroomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Storm Window(s)Door: Storm Door(s)Flooring: Tile, Vinyl, Hardwood, Pine, Flooring - Hardwood
Levels, Entrance, & Accessibility
Floors: Tile, Vinyl, Hardwood, Pine, Flooring Hardwood
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: Shingle Slate RubberPatio / Porch: PorchExterior: Porch, GardenFoundation: StoneGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 5No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 7Parking: Detached,Garage Door Opener,Storage,Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1868
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Other (See Remarks)
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Br Light FixtureParcel Number: 40778

Price & Status

Price
List Price: $3,475,000
Status Change & Dates
Off Market Date: Mon Mar 06 2023

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: BrooklineCommunity: High Street Hill neighborhood
School Information
Elementary School: LincolnHigh School: Bhs

Building

Building Area
Building Area: 5312 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Walk/Jog Trails, Bike Path, Conservation Area, Public School, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.54 acres

Miscellaneous

BasementMls Number: 73082438

Additional Information

Public TransportationShoppingTennis Court(s)Walk/Jog TrailsBike PathConservation AreaPublic SchoolT-Station
Last check for updates: about 7 hours ago
Listed by Susan and Jen Rothstein Team, (617) 875-2088
Hammond Residential Real Estate, (617) 731-4644
Bought with: Hilary Maddox Team, (617) 921-2097, Compass, (617) 206-3333
Source: MLS PIN, MLS#73082438

Price History for 123 High St

DatePriceEventSource
04/21/2023$3,650,000Sold
MLS PIN #73082438
02/28/2023$3,475,000Listed For SaleMLS PIN #73082438
03/09/2004$1,638,000Sold
N/A
04/15/1992$490,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$35,031
Assessment$3,549,200
Home facts updated by county records

Comparable Sales for 123 High St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
27 Irving St, Brookline, MA
0.14
Single-Family Home
$3,220,000
05/28/25
7
4
5,244
19 Edgehill Rd, Brookline, MA
0.04
Single-Family Home
$3,765,000
05/28/25
5
4
3,538
27 Walnut Pl, Brookline, MA
0.18
Single-Family Home
$3,950,000
08/01/25
4
3.5
4,232
36 Allerton St, Brookline, MA
0.17
Single-Family Home
$4,250,000
12/08/25
5
4.5
4,072
371 Walnut St, Brookline, MA
0.54
Single-Family Home
$5,250,000
03/02/26
7
5.5
6,193
469 Walnut St, Brookline, MA
0.74
Single-Family Home
$3,625,000
12/04/25
7
4
6,307
14 Irving St, Brookline, MA
0.18
Single-Family Home
$2,300,000
10/15/25
5
3.5
3,873
12 Zamora St, Boston, MA
0.49
Single-Family Home
$2,250,000
12/16/25
6
3.5
4,800
213 Gardner Rd, Brookline, MA
0.83
Single-Family Home
$3,330,000
11/25/25
5
4.5
5,507
21 Sargent Crossway, Brookline, MA
0.52
Single-Family Home
$7,030,000
04/03/26
5
6.5
5,772

Nearby homes

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Assigned Schools

These are the assigned schools for 123 High St.
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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Homes for sale near 123 High St

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Off Market Homes Near 123 High St

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The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Homes for rent near 123 High St

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123 High St, Brookline, MA 02445 is a 7 bedroom, 6 bathroom, 5,312 sqft single-family home built in 1868. 123 High St is located in High Street Hill, Brookline. This property is not currently available for sale. 123 High St was last sold on Apr 21, 2023 for $3,650,000 (5% higher than the asking price of $3,475,000). The current Trulia Estimate for 123 High St is $4,185,500.