$2,801,200
- 1 Bed
- 1 Bath
- 2,820 sqft
21 Winthrop Rd, Brookline, MA 02445
Est. Refi. Payment $16,709/mo*
Refinance Your HomeCurrently Off Market - Sold Apr 21, 1992 for $427,000
Home Value
Trulia Estimate
$2.8MSince last month
Increased$19K (+0.7%)Since last year
Increased$271K (+10.7%)Since last sale
Increased$2M (+556%)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 +70% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $2.8M |
| July 2026 | $2.78M |
| June 2026 | $2.75M |
| May 2026 | $2.77M |
| April 2026 | $2.68M |
| March 2026 | $2.7M |
| February 2026 | $2.61M |
| January 2026 | $2.62M |
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 |
|---|---|---|---|---|---|---|---|
0.12 | Multi-Family Home | $1,800,000 | 01/13/26 | 9 | 4 | 3,102 | |
0.26 | Multi-Family Home | $1,550,000 | 06/26/26 | 2 | 2 | 2,250 | |
0.29 | Multi-Family Home | $2,200,000 | 02/02/26 | 5 | 3 | 3,978 | |
0.41 | Multi-Family Home | $1,800,000 | 10/31/25 | 5 | 2 | 2,252 | |
0.41 | Multi-Family Home | $2,820,000 | 12/23/25 | 7 | 5 | 4,171 | |
0.41 | Multi-Family Home | $2,650,000 | 12/12/25 | 6 | 3.5 | 3,277 | |
0.64 | Multi-Family Home | $2,200,000 | 06/10/26 | 6 | 2 | 4,369 | |
0.79 | Multi-Family Home | $1,250,000 | 12/23/25 | 5 | 2 | 2,644 | |
0.56 | Multi-Family Home | $999,999 | 04/30/26 | 8 | 3 | 3,898 | |
0.56 | Multi-Family Home | $1,075,000 | 07/24/26 | 2 | 2 | 1,306 |
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 |
|---|---|---|---|---|---|---|
0.05 | - | 8 | 3 | 3,544 | Off Market | |
0.07 | $1,660,700 | 3 | 1.5 | 1,946 | Off Market | |
0.08 | - | 4 | 2.5 | 2,237 | Off Market | |
0.10 | $1,983,800 | 3 | 2.5 | 2,848 | Off Market | |
0.06 | $1,954,800 | 4 | 2 | 2,890 | Off Market | |
0.08 | $1,550,300 | 2 | 1.5 | 1,400 | Off Market | |
0.09 | $1,078,300 | 3 | 2 | 1,296 | Off Market | |
0.11 | $1,350,000 | 3 | 2 | 2,012 | Recently Sold | |
0.09 | - | 3 | 2 | 1,490 | Off Market | |
0.09 | - | 2 | 1 | 1,290 | Off Market | |
0.12 | $2,084,800 | 2 | 1 | 1,104 | Off Market | |
0.09 | $1,100,000 | 3 | 1.5 | 1,338 | Recently Sold |
Local Information
-- mins to
Home Highlights
Property Type
Multi-Family
Year Built
1940
Living Area
2,820 sqft
Price/Sqft
$993
Parking
Garage
About this House
(RLNE3825171)
21 Winthrop Rd, Brookline, MA 02445 is a 1 bedroom, 1 bathroom, 2,820 sqft multi-family in Aspinwall Hill, built in 1940. It last sold for $427,000 on Apr 21, 1992. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,801,200, with a rent estimate of $2,591/month.
Home Details for 21 Winthrop Rd
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Heating & Cooling Heating: GasHeating Fuel: Gas |
Levels, Entrance, & Accessibility Stories: 2 |
Interior Details Number of Rooms: 9 |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: AsphaltExterior: Brick |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 1940Year Updated: 1972 |
Property Type / Style Property Type: Multi FamilyArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 8712 sqft |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Apr 21, 1992 Source: N/A | Sold | $427,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $26,166 | $2,651,100 |
Home facts updated by county records
Market trends in Brookline
Last updated July 2026
Avg. sale price
$1.22M
$182KMoM
Sale-to-List Price
99.7%
0.2%MoM
Price per sq ft
$816
$19MoM
Available listings
216
37MoM
Around this home
What Locals Say about Aspinwall Hill
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 21 Winthrop Rd
- What is 21 Winthrop Rd estimated to be worth?Trulia's estimated value for 21 Winthrop Rd in Brookline, MA is $2,801,200.
- What is the price history for 21 Winthrop Rd?21 Winthrop Rd in Brookline, MA last sold for $427,000 in April 1992.
- Is Brookline a buyer's or seller's market?Brookline is currently a buyer's market, based on recent for-sale activity.
- What's the median sale price in Brookline?The median sale price in Brookline is $1.22M. That is down $182K from the prior month.