• buy
  • rent
  • sell
  • agents
new developmentWORLD OF ELLIMAN
The latest in luxury property, lifestyle & culture, curated just for you.

company

  • about us
  • leadership
  • offices
  • press & news
  • elliman cares
  • join as an agent
  • careers
  • INTERNATIONAL PARTNERSHIP
  • investors

resources

  • WORLD OF ELLIMAN
  • elliman insider
  • magazines
  • market reports
  • research reports
  • Elliman Exclusives
  • Featured Cities
  • guides to buying & selling

brand portfolio

  • new development
  • commercial
  • relocation
  • property management
  • sports & entertainment
  • farm & ranch
  • building broker specialists
  • title services
  • master trust & probate

  • California
  • Colorado
  • Connecticut
  • Florida
  • Massachusetts
  • Mid-Atlantic
  • Nevada
  • New Jersey
  • New York
  • New York City
  • Texas
  • Vermont
  • SITE MAP
  • TERMS
  • PRIVACY
  • COOKIE PREFERENCES
  • DO NOT SELL OR SHARE MY PERSONAL INFORMATION
  • NYS Housing Discrimination Disclosure Notice & Form
  • NYS Standard Operating Procedure
  • NYS Tenants' Rights to Reasonable Accommodations for persons with disabilities
  • California Consumer Privacy Act Notice
  • Texas Consumer Protection Notice
  • Texas Real Estate Commission Information About Brokerage Services
  • text of new york city human rights law
  • new york city commission on human rights
  • nyc source of income discrimination information
  • nyc source of income discrimination tenant faqs

THE SOURCE OF THE DISPLAYED DATA IS EITHER THE PROPERTY OWNER OR PUBLIC RECORD PROVIDED BY NON-GOVERNMENTAL THIRD PARTIES. IT IS BELIEVED TO BE RELIABLE BUT NOT GUARANTEED. FOR COLORADO VIEWERS, INFORMATION ABOUT NON-COMMERCIAL PROPERTIES IS PROVIDED EXCLUSIVELY FOR YOUR PERSONAL, NON-COMMERCIAL USE.

575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2025 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY.LISTING DATA REFRESHED ON JUL 12 2025 AT 1:53 PM.

DOUGLAS ELLIMAN IS A LICENSED REAL ESTATE BROKER IN CALIFORNIA WITH LICENSE # 01947727, COLORADO WITH LICENSE # EC100053892, CONNECTICUT WITH LICENSE # REB.0314827, THE DISTRICT OF COLUMBIA WITH LICENSE # REO40000160, FLORIDA WITH LICENSE # CQ1020232, MARYLAND WITH LICENSE # 645270, MASSACHUSETTS WITH LICENSE # 422764, NEVADA WITH LICENSE # 1454643, NEW JERSEY WITH LICENSE # 0572105, NEW YORK WITH LICENSE # 10991211812, TEXAS WITH LICENSE # 9008706, AND VIRGINIA WITH LICENSE # 0226035659.

POWERED BY PURLIN.AI

197-199 Winchester St

brookline, MA 02446

$6,800,000

  • 8 BR
    6 BA, 2 HALF BA
    APPROX. 5,957 SF

INTERESTED? LET'S CONNECT

New Renovation Plus Addition Two Family with exceptional rental potential. This one-of-a-kind home has been tastefully renovated with luxurious designer finishes. Each home features large rooms with great closet space, open living areas and exceptional private outdoor spaces including private yards and the roof deck of your dreams. Each unit has private entrances with no common space under the roof making efficient use of all the potential living space. There is extra storage for each unit in the basement/garage level. 4 garage parking spaces plus a large driveway that can accommodate additional vehicles. Those looking to owner occupy can benefit from 3 garage parking spaces plus outdoor parking while still offering a direct access and unblocked garage parking to their tenant. Rent potential of $15,000 to $20,000 per month for each unit, $35,000 to $40,000 gross rents.

Details

5,957 Sq Ft

7,501 Sq Ft Exterior Space

Investment

$22,065 Annual Tax

Built in 1925

MLS/Listing ID 73383712

4 Stories

2 Units

Amenities & Features

Parking - Off Street

Parking - Driveway

Porch

Deck

Plumbed for Ice Maker

Construction - Frame

Insulated Doors

Balcony

Rain Gutters

Rooftop Deck

Deck - Wood

Insulated Windows

City View

Scenic View

Shingle

Patio

Deck - Composite

Parking - Paved

Lot - Sloped

Gas Dryer Hookup

Thermostat

Stone

Concrete Perimeter

Tile

Natural Wood

Fenced

Garden

Listing Courtesy of RE/MAX ON THE CHARLES, JASON GELL - 617-670-1111

MLSPIN

Source of Data: MLS PROPERTY INFORMATION NETWORK

Interested in 197-199 Winchester St?