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127 Winthrop Road 1ABrookline, MA 02445

For Sale

$899,000

Smart Buyer Rebate $4,495

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.

Listed by Joshua Stiles

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Compass

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6175815907

Listed by Joshua Stiles

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Compass

Last updated October 30, 2026

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Source: MLSPin #73595056

Listing Facts

  • TypeCondo
  • NeighborhoodAspinwall Hill
  • Bedrooms2
  • Bathrooms2
  • Days on Prevu5
  • HOA/Maint. Fees$600/month
  • Taxes$3,635/year
  • Size1,095 sqft
  • Price per sqft$821

Amenities

  • Private Outdoor Space
  • Pets Allowed
  • Parking

Location

Mortgage Calculator

Listing History

10/26/2026
Listed by Compass
$899,000
  1. 10/26/2026$899,000
    Listed by Compass

Property Details for 127 Winthrop Road 1A

Association

Amenities

  • Association Amenities: Hot Water
  • Community Features: Tennis Court(s), Park
  • Pets Allowed: Yes

Fees

  • Association Fee: $600.00 Monthly
  • Association Fee Includes: Water, Sewer, Insurance, Trash

Exterior

Construction

  • Number Of Units Total: 20
  • Roof: Rubber
  • Stories: 2
  • Stories Total: 2
  • Year Built: 1935
  • Year Built Details: Actual
  • Building Name: Winthrop Hill Condominium
  • Construction Materials: Brick
  • Entry Level: 1
  • Entry Location: Unit Placement(Street)

Features

  • Patio And Porch Features: Deck
  • View: City

Measurements

  • Building Area Total: 1,095
  • Building Area Units: Square Feet
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 37262
  • Tax Annual Amount: $3,635.00
  • Tax Assessed Value: $710,000.00
  • Tax Year: 2026

Interior

Measurements

  • Living Area: 1,095
  • Living Area Source: Public Records

Rooms

  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 2
  • Rooms Total: 6

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Attached, Off Street, Garage
  • Parking Total: 2

Utilities

Equipment

  • Cooling: Window Unit(s), Zoned
  • Has Cooling: Yes
  • Electric: 100 Amp Service
  • Heating: Baseboard, Hot Water, Oil, Zoned
  • Has Heating: Yes
  • Other Equipment: Intercom
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this condo have?

There are 2 bedrooms and 2 bathrooms in this condo at 127 Winthrop Road 1A.

Does this condo have parking?

Yes, there are 2 parking spaces available for 127 Winthrop Road 1A.

Are pets allowed at 127 Winthrop Road?

Yes, 127 Winthrop Road allows pets.

What are the annual taxes for 127 Winthrop Road 1A?

Annual taxes for this condo are estimated at $3,635.

How does 127 Winthrop Road 1A compare to other condos in Aspinwall Hill?

This condo is listed 39% below the average price for condos in Aspinwall Hill and has been on the market for 86 less days than the typical home in this area.

What building or home owners association is the condo part of?

This condo is in the Winthrop Hill Condominium building.

What is the square footage on this condo?

According to the MLS, this listing is 1,095 sqft.

127 Winthrop Road 1A is a 2-bedroom, 2-bath condo for sale in Brookline MA 02445. Listed on Prevu for 5 days at $899,000. This home features 1,095 square feet of living space, located in Aspinwall Hill. The median listing price for condos in this area is $1,600,000. Additional amenities include private outdoor space, pets allowed, and parking. Explore more condo listings in Norfolk County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.