84 Winthrop Rd, Brookline, MA 02445

$5,797,999

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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.

— MLSPIN #: 73439005

Map of 84 Winthrop Rd, Brookline, MA 02445

84 Winthrop Rd, Brookline, MA 02445
84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445
84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445
84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445
84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445
84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445
84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445
84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445
84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445
84 Winthrop Rd, Brookline, MA 02445 84 Winthrop Rd, Brookline, MA 02445
List Price:$5,797,999
Status:Active
MLS ID:73439005
Town:Brookline
County:Norfolk
Zip:02445
Property Type:Residential Income
Property Sub Type:2 Family - 2 Units Up/Down
Bedrooms:10
Full Baths:8
Half Baths:2
Living Area:7,898 sqft
Acres:0.16
Taxes:26,549
Appliances: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
Flooring:Tile, Hardwood, Stone / Slate, Wood
Parking Features:Paved Drive, Off Street
Status:Active
Water Source:Public
Year Built:1900
Roof:Shingle
Directions:Use GPS
Foundation Details:Stone
Electric:200+ Amp Service
Construction Materials:Frame, Brick
Listing Contract Date:2025-10-02
Fireplace?:Yes
Garage?:Yes
Lot Size Area:0.16
Lot Size Square Feet:7,004
Fireplaces Total:2
Rooms Total:25
Bathrooms Total Integer:10
Basement:true
Basement:Finished, Walk-Out Access, Interior Entry, Garage Access
Building Area Source:Owner
Building Area Total:7,898
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
Exterior Features:Balcony, Rain Gutters, Sprinkler System
Fencing:Fenced
Interior Features:Mudroom
Levels:4
Living Area Units:Square Feet
Lot Size Units:Acres
Number Of Units Total:2
Open Parking?:Yes
Parcel Number:B:218 L:0004 S:0000, 37284
Road Frontage Type:Public
Sewer:Public Sewer
Utilities:for Gas Range, for Gas Oven, Icemaker Connection
Zoning:T-6
Covered Spaces:2
Garage Spaces:2
Stories Total:4
Year Built Source:Public Records
Disclosures:2nd floor unit to be delivered finished prior to closing.
Farm Land Area Units:Square Feet
Listing Agreement:Exclusive Right To Sell
Apod Available:No
Certificate Number:000000000011925
Mh:Cooling Zones, Cc:Cooling Zones, Mf:Cooling Zones, Sf:Cooling Zones:2
Disclosure:No
Dpr Flag:No
Flrs 1:1
Flrs 2:2
Heat Zones:2
Lead Paint:Unknown
Lease 1:No
Lease 2:No
Levels 1:2
Levels 2:2
Listing Alert:No
List Price Per Sqft:$734.11
Page:82
Price Per Sqft:$734.11
Square Feet Incl Base:Yes
Original List Price:$5,797,999
Parking Total:2
Tax Assessed Value:$2,689,900
Tax Year:2025
Year Built Details:Approximate
Bedrms 1:5
Bedrms 2:5
F Bths 1:4
F Bths 2:4
Hot Water:Natural Gas
H Bths 1:1
H Bths 2:1

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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.

MLS Property Information Network, Inc. data last updated on November 22, 2025 08:23 PM

Property Last Updated: October 06, 2025 03:10 AM

Listing Courtesy of: Boston One Realty Group Inc
Listing Agent: Jorge Sariego