See other homes in:
Primary listing photo
Listing photo 2
Listing photo 3
Listing photo 4
Listing photo 5

79 Winthrop Rd, Brookline, MA, 02445

5beds
2baths
3,161sqft
$2,299,000
$727price/sqft
$14,402/moest. monthly cost
$576,080/yrincome needed

About This Home

FIRST TIME in 30+ Years, Washington Square 2-FAMILY, 5,749 SF Gross Square Feet! "Opportunity" to turn this into your future Trophy Brookline Residence. Beautiful hillside VIEWS towards Back Bay & downtown Boston! Unit #2 is a Top Floor 3 Bedroom Duplex & Unit #1 is a large single-level floor through 2 BR+ Office / 1BA. Close to both Driscoll School and Runkle School and only a few blocks to Brookline High School. Top notch Brookline location, walking distance to Washington Square & Brookline Village. Each with bustling Cafes & Restaurants. Walk up the path to Schick Park: Grassy ball field, basketball court & playground.

Getting Around

80
WalkingVery Walkable
67
TransitGood Transit
59
BikeBikeable

Schools

9/10
Pierce SchoolGrades K-80.6 mi
8/10
Brookline High SchoolGrades 9-120.3 mi

Construction

Condition

  • Year built: 1922

Materials

  • Foundation: Concrete Perimeter

Type & Style

  • Home type: MultiFamily
  • Property subType: Multi Family

Interior

Basement

  • Has basement: Yes
  • Basement: Full

Bedrooms & Bathrooms

  • Bedrooms: 5
  • Bathrooms: 2
  • Full bathrooms: 2

Features

  • Flooring: Wood
  • Number of fireplaces: 2
  • Fireplace: Yes
  • Finished area above ground: 3,161

Interior Area

  • Total structure area: 3,161
  • Total interior livable area: 3,161 sqft

Property

Details

  • Parcel number: 2100100,36632
  • Zoning: RES

Lot

  • Lot size: 5,981 sqft
  • Features: Gentle Sloping

Parking

  • Total spaces: 2
  • Parking features: Garage
  • Has garage: Yes
  • Attached garage spaces: 2
  • Covered spaces: 2

Climate Risk is Financial Risk

Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.

Biggest Threats for This Home

  • Tsunami
    TsunamiInsufficient Data

How This Home’s Risks Compare

Tsunami

FEMA Declared Disasters Across Massachusetts Counties

Hurricane

Understanding the Costs

Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.

Estimated Costs Today

MonthlyAnnual
Mortgage $11,624$139,488
Home Insurance *$303$3,636
Property Taxes $1,852$22,224
Electricity $623$7,479
Total$14,402$172,824
*Does not include cost of any FAIR Plan premiums

Income You'd Need if You Spent...

35% on housing$493,782/yr
40% on housing$432,060/yr
45% on housing$384,053/yr

Massachusetts FAIR Plan Programs

Massachusetts Property Insurance Underwriting Association

Covered
WildfireWildfire
HailHail
WindWind
Visit Website →
Current Policies
Residential: 213,928Commercial: 230
Total Premiums$400.85M
Total Exposure$115.57B

How Costs Could Change Over Time

Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.

Insurance Growth Rate5-year average: 7.9%
7.9%
0%30.0%
Electricity Growth Rate10-year average: 7.9%
7.9%
0%15.0%
Property Taxes Growth Rate2-year average: -0.5%
-0.5%
0%15.0%
Income Spent on Housing
30%
30%45%

Comparing Against the Market

Price Per Sq Ft

$727This listing

vs Other Active Listings

Avg $/sqft

ZIP 02445$754
Norfolk County$447

vs Homes Sold Last Month

Median $/sqft

ZIP 02445$803
Norfolk County$427

Current Market Trends

Median Price Per Square Foot

The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.

Historicals for This Listing

Zestimate History ($/sqft)

Price History

DateEventPrice
2026-05-01Listed for sale$2,400,000
2021-11-28Listing removed--
2021-09-07Listed for rent$2,900
2020-05-28Listing removed$3,500
2020-04-27Listed for rent$3,500
2017-01-30Listing removed$2,400
2016-07-03Listing removed$3,400
2015-06-20Listing removed$2,550
2015-06-16Listed for rent$2,550
2015-05-11Listing removed$2,900
2015-03-07Listed for rent$2,900
2014-04-08Listing removed$2,550
2014-01-13Listed for rent$2,550
1994-05-31Sold$311,000

For Sale by Agent

AgentCollin Bray
BrokerageCentury 21 Cityside

Similar Homes