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.
For sale
$899,000
127 Winthrop Rd APT 1A, Brookline, MA 02445
2beds
1,095sqft
Condominium
Built in 1935
-- sqft lot
$892,700 Zestimate®
$821/sqft
$600/mo HOA
What's special
Timeless styleModern updatesIn-unit laundryTwo-bedroom two-bathroom duplexTwo private porchesRich hardwood floorsQuartz countertops
- 3 days
- 670
- 68
Zillow last checked:
Listing updated:
Listed by:
Joshua Stiles 617-581-5907,
Compass 617-206-3333,
Joshua Stiles 617-581-5907
Source: MLS PIN,MLS#: 73595056
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: Second
Bedroom 2
- Level: Second
Primary bathroom
- Features: Yes
Bathroom 1
- Level: Second
Dining room
- Level: First
Family room
- Level: First
Kitchen
- Level: First
Living room
- Level: Second
Heating
- Electric Baseboard, Hot Water, Oil
Cooling
- Window Unit(s)
Features
- Has basement: Yes
- Has fireplace: No
Interior area
- Total structure area: 1,095
- Total interior livable area: 1,095 sqft
- Finished area above ground: 1,095
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Attached, Under, Off Street, Rented
- Attached garage spaces: 2
Accessibility
- Accessibility features: No
Features
- Entry location: Unit Placement(Street)
- Patio & porch: Deck
- Exterior features: Deck, City View(s)
- Has view: Yes
- View description: City
Details
- Parcel number: 37262
- Zoning: RES
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium
Materials
- Brick
- Roof: Rubber
Condition
- Year built: 1935
Utilities & green energy
- Electric: 100 Amp Service
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Bike Path, Conservation Area, Highway Access, Public School, T-Station, University
- Security: Intercom
HOA
- Amenities included: Hot Water
- Services included: Heat, Water, Sewer, Insurance, Trash, Reserve Funds
- HOA fee: $600 monthly
Location
- Region: Brookline
Financial & listing details
- Price per square foot: $821/sqft
- Tax assessed value: $710,000
- Annual tax amount: $3,635
- Date on market: 10/26/2026
Estimated market value
$892,700
$848,000 - $937,000
$4,116/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/26/2026 | Listed for sale | $899,000+23.3%$821/sqft |
Source: MLS PIN #73595056 Report a problem | ||
| 7/30/2015 | Sold | $729,000+8%$666/sqft |
Source: Public Record Report a problem | ||
| 4/29/2015 | Listed for sale | $675,000+75.3%$616/sqft |
Source: Coldwell Banker Residential Brokerage - Brookline #71825665 Report a problem | ||
| 10/24/2008 | Sold | $385,000-9.4%$352/sqft |
Source: LINK #93941 Report a problem | ||
| 9/3/2004 | Sold | $425,000+81.6%$388/sqft |
Source: Public Record Report a problem | ||
| 5/25/1999 | Sold | $234,000+33%$214/sqft |
Source: Public Record Report a problem | ||
| 4/30/1997 | Sold | $176,000$161/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,980 +3% | $707,200 +2% |
| 2024 | $6,774 0% | $693,300 +2% |
| 2023 | $6,777 -0.2% | $679,700 +2% |
| 2022 | $6,791 +5% | $666,400 +1% |
| 2021 | $6,466 +4.7% | $659,800 +1% |
| 2020 | $6,174 +5.9% | $653,300 +5% |
| 2019 | $5,830 +5.8% | $622,200 +6.9% |
| 2018 | $5,508 +3.4% | $582,200 +8% |
| 2017 | $5,326 +4.3% | $539,100 +10% |
| 2016 | $5,107 +8.6% | $490,100 +11.3% |
| 2015 | $4,701 +1% | $440,200 +7.7% |
| 2014 | $4,655 +2.6% | $408,700 +5% |
| 2013 | $4,535 +2.2% | $389,300 |
| 2012 | $4,438 -1.1% | $389,300 -1.9% |
| 2011 | $4,486 +3% | $397,000 |
| 2010 | $4,355 +1.2% | $397,000 -1.4% |
| 2009 | $4,305 +8.4% | $402,700 +3.2% |
| 2008 | $3,973 +1.6% | $390,300 -2.9% |
| 2007 | $3,912 | $402,100 |
Find assessor info on the county website
Monthly payment
Est. payment






