$2,299,000
Original price: $2,400,000
5 Beds
2 Baths
3,161 sqft
79 Winthrop Rd, Brookline, MA 02445
Est. Mortgage $14,315/mo*
Get Pre-QualifiedHome Highlights
Multi-Family
Built in 1922
$727/sqft
Garage
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.
Last check for updates: about 20 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.
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: 144 |
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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 |
Around this home
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Aspinwall Hill
Market trends in Brookline
Last updated August 2026
Avg. sale price
$1.24M
$23.33KMoM
Sale-to-List Price
99.3%
0.4%MoM
Price per sq ft
$811
$6MoM
Available listings
186
30MoM
Home Value
Trulia Estimate
$2.52MSince last month
Decreased$10K (-0.4%)Since last year
Increased$183K (+7.8%)Since last sale
Increased$2M (+709.4%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +71% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $2.52M |
| August 2026 | $2.53M |
| July 2026 | $2.52M |
| June 2026 | $2.55M |
| May 2026 | $2.52M |
| April 2026 | $2.49M |
| March 2026 | $2.47M |
| February 2026 | $2.39M |
| January 2026 | $2.42M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.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 | |
0.52 | 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 | |
0.63 | Multi-Family Home | $999,999 | 04/30/26 | 8 | 3 | 3,898 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.04 | $1,750,000 | 5 | 3.5 | 2,460 | For Sale | |
0.04 | $1,350,000 | 3 | 2 | 2,012 | Recently Sold | |
0.05 | $1,979,600 | 3 | 2.5 | 2,848 | Off Market | |
0.02 | $3,433,600 | 7 | 3.5 | 3,624 | Off Market | |
0.07 | - | 4 | 2.5 | 2,237 | Off Market | |
0.05 | $3,459,100 | 3 | 2.5 | 2,541 | Off Market | |
0.01 | $1,456,400 | 3 | 2 | 1,817 | Off Market | |
0.06 | $4,047,400 | 3 | 2.5 | 3,003 | Off Market | |
0.04 | $912,300 | 2 | 1 | 1,137 | Off Market | |
0.04 | $915,000 | 2 | 1.5 | 1,094 | Recently Sold | |
0.03 | $5,500,000 | - | - | - | For Sale |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Jul 6, 2026 Source: MLS PIN #73511051 | PriceChange | $2,299,000 Price decreased by 4% |
May 1, 2026 Source: MLS PIN #73511051 | Listed For Sale | $2,400,000 |
Nov 28, 2021 Source: Zillow Rental Manager | ListingRemoved | |
Sep 7, 2021 Source: Zillow Rental Manager | Listed For Rent | $2,900 |
May 28, 2020 Source: Agent Provided | ListingRemoved | $3,500 |
Apr 27, 2020 Source: Agent Provided | Listed For Rent | $3,500 |
Jan 30, 2017 Source: Agent Provided | ListingRemoved | $2,400 |
Jul 3, 2016 Source: Agent Provided | ListingRemoved | $3,400 |
Jun 20, 2015 Source: Agent Provided | ListingRemoved | $2,550 |
Jun 16, 2015 Source: Agent Provided | Listed For Rent | $2,550 |
May 11, 2015 Source: Agent Provided | ListingRemoved | $2,900 |
Mar 7, 2015 Source: Agent Provided | Listed For Rent | $2,900 |
Apr 8, 2014 Source: Agent Provided | ListingRemoved | $2,550 |
Jan 13, 2014 Source: Agent Provided | Listed For Rent | $2,550 |
May 31, 1994 Source: N/A | Sold | $311,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $20,374 | $2,064,200 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
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.
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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 $14,541 (about $12,512 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 85% above the $1.24M 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 $2,517,100.
- Does 79 Winthrop Rd have a pool?Yes, 79 Winthrop Rd in Brookline, MA has a pool.
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.