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Two-Family Residential Building
For Sale
$2,299,000

79 Winthrop Road, Brookline, MA 02445

Two-unit building featuring a single-level 2BR plus office layout and a top-floor 3-bedroom duplex unit.

Property Size3,161 SF
Price / SF$727.30
Days on Market98

Property Features for 79 Winthrop Road

General Information

Standard status Active
Size 3,161 SF
Class Trophy
Total Parking Spaces 2
Property subtype Multi Family Home
Zoning RES

Additional Details

Multifamily Units 2

Taxes and HOA fees

Annual Taxes $24,212

Building Details

Building Size 3,161 SF
Year Built 1922
Stories 3
Units 2
Listing Agency: Century 21 Cityside
Listed By: Collin Bray · License #9066337
Source: Alliancepartnersre
Added: May 19 Changed: Aug 10 Last Checked: Aug 23 at 1:19PM

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.

This two-family residential building includes two distinct units. Unit #1 is a large single-level floor-through with 2 bedrooms, an office, and 1 bathroom. Unit #2 is a top-floor 3-bedroom duplex configuration.

Located at 79 Winthrop Road in Brookline, the property is described as offering hillside views toward Back Bay and downtown Boston. The remarks indicate proximity to Driscoll School and Runkle School, with Brookline High School a few blocks away, and walking distance to Washington Square and Brookline Village, where cafes and restaurants are nearby. The property is also connected to Schick Park via a walk-up path, with grassy ball fields, a basketball court, and a playground noted in the remarks.

Key Highlights

  • Two‑family building built in 1922 with 5,749 SF gross square feet
  • Unit #2 is a top‑floor 3‑bedroom duplex
  • Unit #1 offers a single‑level layout with 2 bedrooms plus office and 1 bathroom

Financial Insights

Estimated NOI and Cap Rate

NOI = area × lease_rate × (100 − vacancy) / 100 × (1 − expense_ratio). Net Operating Income — what the owner takes home each year before mortgage payments and income tax. Effective rent (asking rent minus vacancy losses) minus operating costs (taxes, insurance, maintenance, management).
NOI / Yr
$66,888
Cap rate = NOI / list price × 100. Capitalization rate — annual return on a fully cash purchase, before financing. NOI divided by price. Higher means more income per dollar invested, but usually also more risk or older condition. 5–8% is typical for stabilized commercial property; double digits often signal distressed deals.
Cap Rate
2.91%
Suggested Prices Based on Cap Rates Cap rates vary significantly by property type, market, and asset quality. Typical U.S. stable-market ranges: Multifamily — 4.5% to 6.5% (Class A in primary markets often sub-5%; Class C in secondary markets 6%+) Industrial / Logistics — 5.0% to 7.0% (compressed heavily in recent years due to e-commerce demand) Office — 6.5% to 9%+ (wide spread post-2020; CBD Class A vs. suburban Class B varies dramatically) Retail — 5.5% to 8.5% (grocery-anchored on the low end, unanchored strip centers higher) Hospitality / Hotels — 7.5% to 10%+ (higher due to operational risk) Self-Storage — 5.5% to 7.5% Medical Office — 6.0% to 7.5% Net Lease (single tenant, credit) — 5.0% to 7.0% depending on tenant credit and lease term Rules of thumb: Primary markets (NYC, SF, LA, Boston, DC) trade at lower cap rates than secondary/tertiary markets, often by 100–200 bps (bps, aka basis points; 1 bp = 0.01%). Class A assets trade ~50–150 bps tighter than Class B, and Class B tighter than Class C. Cap rates move inversely with price — a lower cap rate means a higher price for the same NOI. Spread to the 10-year Treasury is a common benchmark; historically 200–400 bps over the 10-year.
Cap Rate 5%
$1,337,760 $1.3M
Cap Rate 7%
$955,543 $955.5K
Cap Rate 9%
$743,200 $743.2K
Market Conditions
NOI Build-Up for 3,161 SF 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.
Gross rent
$100.5K $31.80/SF
− Vacancy
−$5.0K −$1.57/SF
EGI
$95.6K $30.23/SF
− OpEx
−$28.7K −$9.07/SF
NOI
$66.9K $21.16/SF
Area
Middlesex County, MA
Vacancy
4.94%
Lease Rate
$31.80 /SF/Yr
Expense Ratio
30.00%
Simulate Cap Rate and NOI
Suggested Prices Based on Cap Rates Cap rates vary significantly by property type, market, and asset quality. Typical U.S. stable-market ranges: Multifamily — 4.5% to 6.5% (Class A in primary markets often sub-5%; Class C in secondary markets 6%+) Industrial / Logistics — 5.0% to 7.0% (compressed heavily in recent years due to e-commerce demand) Office — 6.5% to 9%+ (wide spread post-2020; CBD Class A vs. suburban Class B varies dramatically) Retail — 5.5% to 8.5% (grocery-anchored on the low end, unanchored strip centers higher) Hospitality / Hotels — 7.5% to 10%+ (higher due to operational risk) Self-Storage — 5.5% to 7.5% Medical Office — 6.0% to 7.5% Net Lease (single tenant, credit) — 5.0% to 7.0% depending on tenant credit and lease term Rules of thumb: Primary markets (NYC, SF, LA, Boston, DC) trade at lower cap rates than secondary/tertiary markets, often by 100–200 bps (bps, aka basis points; 1 bp = 0.01%). Class A assets trade ~50–150 bps tighter than Class B, and Class B tighter than Class C. Cap rates move inversely with price — a lower cap rate means a higher price for the same NOI. Spread to the 10-year Treasury is a common benchmark; historically 200–400 bps over the 10-year.
Cap Rate 5%
$1,337,760
Cap Rate 7%
$955,543
Cap Rate 9%
$743,200

Alternative Uses

Best Use
Multifamily LT 5
$955.5K
$836.1K – $1.11M (±1% cap)
NOI $66,888 @ 7.0% cap · market cap 2.91%
Second Best
Apartment 5plus
$898.5K
$786.2K – $1.05M (±1% cap)
NOI $62,893 @ 7.0% cap · market cap 2.74%
Theoretical Best
Office A
$1.87M
$1.64M – $2.18M (±1% cap)
NOI $130,991 @ 7.0% cap · market cap 5.70%
Zoning and permitted uses should be independently verified with authorities.

Property Analytics

Current Use

Duplexes

Suggested Use

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

Score = modeled unmet demand for each use within ~1 mi (higher = bigger opportunity). Zoning and permitted uses should be independently verified with local authorities.

Lease Details

2
Residential units

Location Intelligence

Trade Area within ½ mile

2,294
Businesses Nearby

Demographics for 02445, MA

22,499
Population
10,016
Households
2.2
Avg Household Size
36
Median Age
86%
College-Educated
98%
High-School Grad
2.6 sq mi
ZIP Area
8,653
Density / Sq Mi
$145,878
Median Household Income
$76,514
Median Earnings
$2,779
Median Rent
$1,218,000
Median Home Value

Market

Vacancy Rate% for Multifamily in Northeast region

4% 2022
4.6% 2023
5.3% 2024
5.6% 2025
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Frequently Asked Questions

What type of property is this?
Duplex - Two-unit building featuring a single-level 2BR plus office layout and a top-floor 3-bedroom duplex unit.
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‑family building built in 1922 with 5,749 SF gross square feet; Unit #2 is a top‑floor 3‑bedroom duplex; Unit #1 offers a single‑level layout with 2 bedrooms plus office and 1 bathroom
More about this property
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