Welcome to 84 Winthrop Rd—an extraordinary two-family residence in the heart of Brookline, offering nearly 8,000 sq. ft. of luxurious living. With 10 bedrooms and 8 and half bathrooms across two expansive homes, this property is designed for both elegance and functionality. Inside, discover chef-inspired kitchens appointed with premium Miele and Viking appliances, custom cabinetry, and sophisticated finishes that set a new standard for multi-family living. Each residence showcases grand open layouts, spa-like baths, and abundant natural light, blending timeless style with modern comfort. Perfect as a trophy investment or multigenerational living, this rare opportunity combines scale, design, and prestige in one of Brookline’s most coveted locations.
For sale
$5,797,999
84 Winthrop Rd, Brookline, MA 02445
10beds
7,898sqft
Est.:
2 Family - 2 Units Up/Down
Built in 1900
-- sqft lot
$5,398,900 Zestimate®
$734/sqft
$-- HOA
What's special
Timeless styleSophisticated finishesLuxurious livingSpa-like bathsGrand open layoutsChef-inspired kitchensModern comfort
- 145 days |
- 684 |
- 11 |
Zillow last checked: 8 hours ago
Listing updated: February 08, 2026 at 10:59am
Listed by:
Jorge Sariego 617-704-0921,
Serhant 617-250-0559
Source: MLS PIN,MLS#: 73439005
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 10
- Bathrooms: 10
- Full bathrooms: 8
- 1/2 bathrooms: 2
Appliances
- Included: Disposal, ENERGY STAR Qualified Refrigerator, Wine Refrigerator, ENERGY STAR Qualified Dryer, ENERGY STAR Qualified Dishwasher, ENERGY STAR Qualified Washer, Range Hood, Range, Microwave, Plumbed For Ice Maker
Features
- Mudroom
- Flooring: Tile, Hardwood, Stone / Slate, Wood
- Basement: Finished,Walk-Out Access,Interior Entry,Garage Access
- Number of fireplaces: 2
Interior area
- Total structure area: 7,898
- Total interior livable area: 7,898 sqft
- Finished area above ground: 6,298
- Finished area below ground: 1,600
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Paved Drive, Off Street
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Exterior features: Balcony, Rain Gutters, Sprinkler System
- Fencing: Fenced
Lot
- Size: 7,004 Square Feet
Details
- Parcel number: B:218 L:0004 S:0000,37284
- Zoning: T-6
Construction
Type & style
- Home type: MultiFamily
- Property subtype: 2 Family - 2 Units Up/Down
Materials
- Frame, Brick
- Foundation: Stone
- Roof: Shingle
Condition
- Year built: 1900
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Gas Oven, Icemaker Connection
Community & HOA
Community
- Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Highway Access, House of Worship, Private School, Public School, T-Station, University
Location
- Region: Brookline
Financial & listing details
- Price per square foot: $734/sqft
- Tax assessed value: $2,689,900
- Annual tax amount: $26,549
- Date on market: 10/2/2025
- Total actual rent: 0
Estimated market value
$5,398,900
$5.13M - $5.67M
$4,194/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 10/2/2025 | Listed for sale | $5,797,999+107.1%$734/sqft |
Source: MLS PIN #73439005 Report a problem | ||
| 2/28/2023 | Sold | $2,800,000-13.8%$355/sqft |
Source: MLS PIN #73072203 Report a problem | ||
| 1/1/2023 | Listing removed | $3,250,000$411/sqft |
Source: MLS PIN #72990755 Report a problem | ||
| 7/20/2022 | Price change | $3,250,000-4.4%$411/sqft |
Source: MLS PIN #72990755 Report a problem | ||
| 6/24/2022 | Price change | $3,399,000-2.9%$430/sqft |
Source: MLS PIN #72990755 Report a problem | ||
| 6/2/2022 | Listed for sale | $3,499,000$443/sqft |
Source: MLS PIN #72990755 Report a problem | ||
| 12/9/2013 | Listing removed | $4,600$1/sqft |
Source: Penrose Realty Report a problem | ||
| 8/17/2013 | Price change | $4,600-5.2%$1/sqft |
Source: Penrose Realty Report a problem | ||
| 8/10/2013 | Price change | $4,850-9.3%$1/sqft |
Source: Penrose Realty Report a problem | ||
| 8/8/2013 | Listed for rent | $5,350$1/sqft |
Source: Penrose Realty Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $26,549 +0.6% | $2,689,900 -0.4% |
| 2024 | $26,382 -13.4% | $2,700,300 -11.7% |
| 2023 | $30,481 +2.7% | $3,057,300 +5% |
| 2022 | $29,670 +8.1% | $2,911,700 +4% |
| 2021 | $27,437 +4.4% | $2,799,700 +0.7% |
| 2020 | $26,271 +5.9% | $2,780,000 +5% |
| 2019 | $24,808 +10.1% | $2,647,600 +11.2% |
| 2018 | $22,530 +3.4% | $2,381,600 +8% |
| 2017 | $21,787 +4.3% | $2,205,200 +10% |
| 2016 | $20,890 +11% | $2,004,800 +13.7% |
| 2015 | $18,828 +3.2% | $1,762,900 +10.1% |
| 2014 | $18,239 +2.7% | $1,601,300 +5% |
| 2013 | $17,766 +2.2% | $1,525,000 |
| 2012 | $17,385 +4.4% | $1,525,000 +3.5% |
| 2011 | $16,657 +3% | $1,474,100 |
| 2010 | $16,171 +2.6% | $1,474,100 0% |
| 2009 | $15,759 +10.2% | $1,474,200 +5% |
| 2008 | $14,294 +2.8% | $1,404,100 -1.7% |
| 2007 | $13,900 +1.6% | $1,428,600 -0.3% |
| 2006 | $13,687 0% | $1,433,200 +7.1% |
| 2005 | $13,688 +9% | $1,338,000 +13.2% |
| 2004 | $12,561 +4.3% | $1,181,700 +10% |
| 2003 | $12,043 +10.3% | $1,074,300 +26.9% |
| 2002 | $10,920 +12.5% | $846,500 +47.4% |
| 1999 | $9,710 | $574,200 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$33,753/mo
Principal & interest
$28825
Property taxes
$4928
Climate risks
Neighborhood: Aspinwall Hill
Nearby schools
GreatSchools rating
- 8/10John D Runkle SchoolGrades: PK-8Distance: 0.6 mi
- 8/10Brookline High SchoolGrades: 9-12Distance: 0.3 mi
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