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79 Winthrop Rd , Brookline, MA 02445

$2,299,000

5
beds
2
baths
3,161
sqft
1922
year built

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.

  • Bedrooms
    5
  • Bathrooms
    2
  • Year Built
    1922
  • Stories
    4.0
  • Foundation
    Concrete Perimeter
  • Garage Spaces
    2.0
  • Living Area
    3161.0
  • Appliances
    Gas Water Heater
  • Flooring
    Wood
  • Basement
    Full

  • Acres
    0.14
  • Lot Features
    Gentle Sloping
  • Water
    Public

  • Area
    Beaconsfield
  • County
    Norfolk
  • City
    Brookline
  • Zip Code
    02445

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Frequently Asked Questions

How do I schedule a tour of 79 Winthrop Rd?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 79 Winthrop Rd.

They know residential incomes in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 79 Winthrop Rd?

Click Ask a Question to talk with our team. You already know it is a 5 bed, 2 bath, listed for $2,299,000. We can talk through recent upgrades, potential seller motivation, how this multi family compares to others in Brookline, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 79 Winthrop Rd?

With a 20% down payment and a 30-year fixed loan at an illustrative 6.75% rate, the ez Mortgage Calculator estimates the monthly payment for 79 Winthrop Rd at around $14,483. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 79 Winthrop Rd?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Norfolk County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 79 Winthrop Rd?

In most cases, yes. Whether 79 Winthrop Rd is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Brookline's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 79 Winthrop Rd?

We can handle that for you. Our preferred local agent specializes in residential incomes in Brookline and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $2,299,000 with 3,161 sqft of space—that comes out to approximately $727 per square foot.

How long has this property been on the market?

79 Winthrop Rd was listed on May 01, 2026, which means it's been on the market for 191 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1922, making it approximately 104 years old.

What is the lot size of this property?

79 Winthrop Rd sits on a 0.14-acre lot, which is 6,098 square feet.

What are the property taxes for 79 Winthrop Rd?

The most recent public record shows annual property taxes for 79 Winthrop Rd were approximately $24,212. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 79 Winthrop Rd still available for sale?

This home is pending sale, which means the seller has accepted an offer. You can favorite it to track status or ask our expert to help you find similar homes in this area. We'll also let you know if this property comes back on the market.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, MLS Property Information Network (MLS PIN). All rights reserved.

Last Updated: November 08, 2026 at 01:25AM | Source: MLS Property Information Network (MLS PIN) | MLS#: 73511051