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79 Winthrop Road, Brookline, MA, 02445
Two-Family Residential Income Property

79 Winthrop Road Brookline, MA 02445

For Sale
$2,299,000

Two distinct units offer a top-floor 3-bedroom duplex and a single-level 2-bedroom plan with office space.

Property Size5,749 SF
Price / SF$399.90
Days on Market91

Property Features for 79 Winthrop Road

General Information

Standard status Active
Size 5,749 SF
Property subtype Multi Family

Building Details

Year Built 1922
Listing Agency: Century 21 Cityside
Listed By: Collin Bray · License #9066337
Source: Jonathanradford
Added: May 1 Changed: Jul 26 Last Checked: Jul 29 at 10:57AM

Displayed information is deemed reliable but is not guaranteed and should be independently verified. All listing content including descriptions, pricing, images are the copyrighted material of Century 21 Cityside

Investment Insights

Based on property information with market context.

First time in 30+ years, this Washington Square 2-family property offers approximately 5,749 SF gross living area and hillside views oriented toward Back Bay and downtown Boston. Unit #2 is a top-floor 3-bedroom duplex. Unit #1 is a large single-level floor-through layout with two bedrooms, an office, and one bathroom.

Located near Driscoll School and Runkle School, and only a few blocks from Brookline High School, the property is also within walking distance of Washington Square and Brookline Village. A walk up the path leads to Schick Park, which features a grassy ball field, basketball court, and playground, supporting an everyday neighborhood setting with nearby cafes and restaurants.

Key Highlights

  • Two‑unit Brookline property built in 1922 with 5,749 SF gross building area
  • Unit #2: top‑floor 3‑bedroom duplex layout
  • Unit #1: single‑level plan with 2 bedrooms plus an office and 1 bath

Financial Insights For Multifamily LT 5

Simulate Cap Rate and NOI

NOI Build-Up
Vacancy
income lost from leasable area expected to sit empty during the year — subtracted from gross rent.
EGI (Effective Gross Income)
gross rent minus vacancy losses — the realistic income before paying operating costs.
OpEx (Operating Expenses)
recurring costs to operate the property (property tax, insurance, utilities, maintenance, management) — excludes financing and capital improvements.
NOI (Net Operating Income)
income a property generates after operating costs but before financing and taxes.

Component $ $/SF
Gross rent $182.8k $31.80
− Vacancy −$9.0k −$1.57
EGI $173.8k $30.23
− OpEx −$52.1k −$9.07
NOI $121.7k $21.16
5,749 SF · lease $31.80/SF/yr · vacancy 4.94% · expense 30.00%

Alternative Uses

Best Use
Multifamily LT 5
$1.74M
$1.52M – $2.03M (±1% cap)
NOI $121,651 @ 7.0% cap · market cap 5.29%
Second Best
Apartment 5plus
$1.63M
$1.43M – $1.91M (±1% cap)
NOI $114,386 @ 7.0% cap · market cap 4.98%
Theoretical Best
Office A
$3.40M
$2.98M – $3.97M (±1% cap)
NOI $238,237 @ 7.0% cap · market cap 10.36%
Zoning and permitted uses should be independently verified with authorities.

Property Analytics

Location Intelligence

Current Use

Duplexes

Suggested Use

Top Pick Law Firm Food Market Grocery & Convenience Store Big Box & Wholesale Store Hair Salon Accounting Firm

Zoning and permitted uses should be independently verified with authorities.

Frequently Asked Questions

What type of property is this?
Duplex - Two distinct units offer a top-floor 3-bedroom duplex and a single-level 2-bedroom plan with office space.
Where is this duplex located?
The property is located at 79 Winthrop Road Brookline, MA.
What is the asking price?
The asking price for this property is $2,299,000.
What are key features of this property?
This property features: Two‑unit Brookline property built in 1922 with 5,749 SF gross building area; Unit #2: top‑floor 3‑bedroom duplex layout; Unit #1: single‑level plan with 2 bedrooms plus an office and 1 bath
More about this property
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