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Bean Group
Offered at $899,000Active
beds
2
baths
2
sq ft
1,095
Built
1935

127 Winthrop Road #1A

Brookline, MA 02445

Upcoming open house

Sun, Nov 1 · 12:00 PM–2:00 PM

Arrive prepared. Get the November 2026 Brookline Bean Group Buyer’s Guide before you tour.

About this home

Tucked away in Aspinwall Hill, one of Brookline's most coveted neighborhoods, this exceptional two-bedroom, two-bathroom duplex at 127 Winthrop Road offers a rare combination of sophisticated design, breathtaking city views, private outdoor space(s), and garage parking. Spanning two thoughtfully designed levels, the home is filled with natural light and features an ideal floor plan for both comfortable living and effortless entertaining. The beautifully updated kitchen is the heart of the home, featuring quartz countertops, a generous center island, stainless steel appliances, and abundant cabinetry—perfect for casual meals or hosting family and friends. Rich hardwood floors flow throughout the living spaces, while the convenience of in-unit laundry and garage parking enhances everyday living. A standout feature of this special home is its two private porches, where sweeping city views provide a spectacular backdrop from sunrise to the evening lights of Boston. Whether enjoying your morning coffee, dining al fresco, or simply unwinding after a long day, these inviting outdoor spaces offer a peaceful retreat rarely found in condominium living.Ideally situated on picturesque Winthrop Road, you're just moments from the shops, cafés, and acclaimed restaurants of both Coolidge Corner and Washington Square, with easy access to the Green Line, Longwood Medical Area, downtown Boston, parks, and the Emerald Necklace. Enjoy the perfect balance of tranquil neighborhood living and urban convenience in one of Greater Boston's most sought-after communities. Offering timeless style, modern updates, exceptional outdoor living, and captivating city views, 127 Winthrop Road is a truly special place to call home.

Listing last checked: Listing updated:

Listed by Joshua Stiles · Compass · MLS #73595056

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Details at a glance

Interior4 property facts
Rooms
6
Heating
Electric Baseboard, Hot Water, Oil
Cooling
Window Unit(s)
Basement
Yes
Building5 property facts
Style
Condominium
Year built
1935
Garage
2
Parking
2
Roof
Rubber
Land & utilities4 property facts
Water
Public
Sewer
Public Sewer
Pool
Not reported
Zoning
RES
Financial3 property facts
Annual taxes
$3,635
Assessment year
2026
HOA fee
$600 (billing period not supplied)

Location

Estimated monthly cost

Explore costs at the $899,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$4,849 / monthAdjust
Principal & interest
$4,546
Property tax
$303
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $3,635. Initial monthly tax is one twelfth of that amount. Listing HOA fee: $600. The billing period was not supplied; confirm the monthly amount before adding it.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

More property insights

Automated value estimate $890,850

Estimated range $865,470–$916,229.

Automated estimates are not appraisals or guarantees of market value.

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Comparable properties 1 supplied

Sold Sep 1, 2026

$830,000

5 Arlington Street #25

Photo-based condition insights

Overall presentation: above average

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About 127 Winthrop Road #1A

Can I request a private showing?

Request a tour of 127 Winthrop Road #1A and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.