79 Winthrop Rd
Brookline, MA 02445
Aspinwall Hill
5 Beds
2 Baths
3,161 sqft
5 Beds
2 Baths
3,161 sqft
Home Highlights
Parking
Garage
Price/Sqft
$727
Listed
99 days ago
Local Information
- Map ViewExplore the area around 79 Winthrop Rd.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
About this House
FIRST TIME in 30+ Years, Washington Square 2-FAMILY, 5,749 SF Gross Square Feet! "Opportunity" to turn this into your future Trophy Brookline Residence. Beautiful hillside VIEWS towards Back Bay & downtown Boston! Unit #2 is a Top Floor 3 Bedroom Duplex & Unit #1 is a large single-level floor through 2 BR+ Office / 1BA. Close to both Driscoll School and Runkle School and only a few blocks to Brookline High School. Top notch Brookline location, walking distance to Washington Square & Brookline Village. Each with bustling Cafes & Restaurants. Walk up the path to Schick Park: Grassy ball field, basketball court & playground.
Home Details for 79 Winthrop Rd
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Interior Details Basement: FullNumber of Rooms: 16 |
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 2Number of Bathrooms (full): 2 |
Dimensions and Layout Living Area: 3161 Square Feet |
Appliances & Utilities Utilities: for Gas Range |
Fireplace & Spa Number of Fireplaces: 2Has a FireplaceNo Spa |
Windows, Doors, Floors & Walls Flooring: Wood |
Levels, Entrance, & Accessibility Number of Stories: 4Floors: Wood |
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Exterior Home Features Foundation: Concrete Perimeter |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageParking Spaces: 2Parking: Garage |
Frontage Not on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 3161 |
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Days on Market: 99 |
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Year Built Year Built: 1922 |
Property Type / Style Property Type: Residential IncomeProperty Subtype: Multi Family |
Building Does Not Include Home Warranty |
Property Information Parcel Number: 2100100, 36632 |
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Price List Price: $2,299,000Price Per Sqft: $727 |
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MLS Status: Active |
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Direction & Address City: Brookline |
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Listing Agent Listing ID: 73511051 |
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Building Area Building Area: 3161 Square Feet |
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Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Laundromat, Bike Path, Highway Access, House of Worship, Private School, Public School, T-Station, UniversityNot Senior Community |
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Lot Area: 5981 sqft |
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BasementMls Number: 73511051Above Grade Unfinished Area: 3161 |
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Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsMedical FacilityLaundromatBike PathHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-StationUniversity |
Last check for updates: about 5 hours ago
Listing courtesy of Collin Bray, (617) 512-1095
Century 21 Cityside, (617) 262-2600
Source: MLS PIN, MLS#73511051
Also Listed on MLS PIN.
Market trends in Brookline
Last updated June 2026
Avg. sale price
$1.4M
$16.67KMoM
Sale-to-List Price
99.9%
Price per sq ft
$796
$17MoM
Available listings
253
15MoM
Price History for 79 Winthrop Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 07/06/2026 | $2,299,000 | PriceChange | MLS PIN #73511051 |
| 05/01/2026 | $2,400,000 | Listed For Sale | MLS PIN #73511051 |
| 11/28/2021 | ListingRemoved | Zillow Rental Manager | |
| 09/07/2021 | $2,900 | Listed For Rent | Zillow Rental Manager |
| 05/28/2020 | $3,500 | ListingRemoved | Agent Provided |
| 04/27/2020 | $3,500 | Listed For Rent | Agent Provided |
| 01/30/2017 | $2,400 | ListingRemoved | Agent Provided |
| 07/03/2016 | $3,400 | ListingRemoved | Agent Provided |
| 06/20/2015 | $2,550 | ListingRemoved | Agent Provided |
| 06/16/2015 | $2,550 | Listed For Rent | Agent Provided |
| 05/11/2015 | $2,900 | ListingRemoved | Agent Provided |
| 03/07/2015 | $2,900 | Listed For Rent | Agent Provided |
| 04/08/2014 | $2,550 | ListingRemoved | Agent Provided |
| 01/13/2014 | $2,550 | Listed For Rent | Agent Provided |
| 05/31/1994 | $311,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $20,374 |
| Assessment | $2,064,200 |
Home facts updated by county records
Comparable Sales for 79 Winthrop Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.20 | Multi-Family Home | $2,200,000 | 02/02/26 | 5 | 3 | 3,978 | |
0.11 | Multi-Family Home | $1,800,000 | 01/13/26 | 9 | 4 | 3,102 | |
0.48 | Multi-Family Home | $1,690,000 | 08/15/25 | 5 | 2 | 2,310 | |
0.52 | Multi-Family Home | $2,200,000 | 06/10/26 | 6 | 2 | 4,369 | |
0.52 | Multi-Family Home | $1,800,000 | 10/31/25 | 5 | 2 | 2,252 | |
0.43 | Multi-Family Home | $2,650,000 | 12/12/25 | 6 | 3.5 | 3,277 | |
0.77 | Multi-Family Home | $1,250,000 | 12/23/25 | 5 | 2 | 2,644 | |
0.29 | Multi-Family Home | $2,820,000 | 12/23/25 | 7 | 5 | 4,171 | |
0.87 | Multi-Family Home | $1,255,000 | 12/02/25 | 5 | 3 | 3,630 | |
0.61 | Multi-Family Home | $1,900,000 | 08/08/25 | 6 | 3.5 | 3,895 |
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OFF MARKETThe Matskevich Group, William Raveis R.E. & Home Services
OFF MARKETMona And Shari Wiener, Hammond Residential Real Estate
SOLDJAN 5, 2026Miaoli Deng, MLJ Real Estate Service LLC
OFF MARKETTanya German, TG Real Estate Consultants
OFF MARKETMark Ruane, MGS Group Real Estate LTD
Assigned Schools
These are the assigned schools for 79 Winthrop Rd.
- Brookline High School
- 9-12
- Public
- 2147 Students
8/10GreatSchools RatingParent Rating AverageWe moved to Brookline, in part because of the excellent school system, and have not been disappointed.Our oldest is now a freshman in college at one of the world's best schools and our youngest is thriving here.Parent Review4y ago - Pierce School
- K-8
- Public
- 587 Students
10/10GreatSchools RatingParent Rating AverageMy autistic son went without water for lunch and until 1 pm with 0 help from the teachers, it took me writing an email and even then principal had 0 answers for why he wasn’t able to get water until 1 pm. Gym teacher singled out my son after a kid threw a ball at him twice, my son threw it back and gym teacher only took him out and told my son the group was better off without him and the other student who sat out from the start of the class due to throwing the ball backwards. Principal lies about policies, I wanted to record the meeting about my son and the incident that happened she emailed me saying it’s student privacy policy, then she emailed me again saying page 401 appendix C which has nothing to do with prohibiting recording meetings about your child with principal and only has to do with suspension. My son had Pokémon cards stolen from him the start of the year, because he was new and didn’t know kids names nothing could be done, undercooked pasta/food. IEP staff doesn’t follow actual medical diagnosis and won’t do anything to help your kid if they have a learning disability/mental disability. Better off homeschoolingParent Review1y ago 
Check out schools near 79 Winthrop Rd.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Aspinwall Hill
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 79 Winthrop Rd
- What is the estimated monthly payment for 79 Winthrop Rd?Based on a $2,299,000 list price with 20% down at today's rates, the estimated monthly payment for 79 Winthrop Rd in Brookline, MA is approximately $14,079 (about $12,050 principal & interest, $1,954 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 79 Winthrop Rd compare to homes in Brookline?79 Winthrop Rd in Brookline, MA is listed at $2,299,000, about 65% above the $1.4M median sale price in Brookline.
- What are the closest schools to 79 Winthrop Rd?The closest schools to 79 Winthrop Rd in Brookline, MA are Brookline High School (rated 8/10), Pierce School (Elementary/Middle, rated 10/10).
- What is 79 Winthrop Rd estimated to be worth?Trulia's estimated value for 79 Winthrop Rd in Brookline, MA is $2,576,200.
- Does 79 Winthrop Rd have a pool?Yes, 79 Winthrop Rd in Brookline, MA has a pool.
Collin Bray, Century 21 Cityside, (617) 262-2600
Agent Phone: (617) 512-1095
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing 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 or leasing. 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 set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
79 Winthrop Rd, Brookline, MA 02445 is a 5 bedroom, 2 bathroom, 3,161 sqft multi-family built in 1922. 79 Winthrop Rd is located in Aspinwall Hill, Brookline. This property is currently available for sale and was listed by MLS PIN on May 1, 2026. The MLS # for this home is MLS# 73511051.