Welcome to this stunning Coolidge Corner two family constructed in 2005. Each unit has two levels with 3 bedrooms, 2.5 baths and boasts over 2300+ SF each of interior living space. Main level for each offers a sprawling, open floor plan with a beautiful dual sided gas fireplace as a contemporary centerpiece + main focal point. The elegant dining area flows into a spacious kitchen with custom maple cabinets, stainless steel appliances (gas stove, dishwasher, refrigerator, vent hood), center island complimented by sleek black granite countertops. Impressive primary bedroom suite with large closet + ensuite spa like bath. Two additional bedrooms with ample closet space. Upper unit has spacious outdoor deck. Additional highlights include high ceilings, central air conditioning, gas heating and 4 parking. Located near bustling Coolidge Corner shops, restaurants, cinema and Trader Joe’s. Easy access to train to universities, Longwood Medical area + downtown Boston!
For sale
$4,250,000
53 Winslow Rd, Brookline, MA 02446
6beds
4,865sqft
Est.: Get pre-qualified
2 Family - 2 Units Up/Down
Built in 2005
-- sqft lot
$4,074,200 Zestimate®
$874/sqft
$-- HOA
What's special
Central air conditioningGas heatingElegant dining areaHigh ceilingsSprawling open floor plan
- 62 days |
- 280 |
- 10 |
Zillow last checked:
Listing updated:
Listed by:
Mary Lochner 617-792-3556,
Coldwell Banker Realty - Brookline 617-731-2447
Source: MLS PIN,MLS#: 73493346
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Appliances
- Laundry: Electric Dryer Hookup
Features
- Flooring: Wood, Carpet
- Doors: Insulated Doors
- Windows: Insulated Windows
- Basement: Full,Finished
- Number of fireplaces: 2
Interior area
- Total structure area: 4,865
- Total interior livable area: 4,865 sqft
- Finished area above ground: 3,775
- Finished area below ground: 1,090
Video & virtual tour
Property
Parking
- Total spaces: 4
- Parking features: Paved Drive, Off Street
- Uncovered spaces: 4
Features
- Patio & porch: Deck
- Exterior features: Balcony
Lot
- Size: 6,268 Square Feet
Details
- Parcel number: B:055 L:0027 S:0002,4592264
- Zoning: T-5
Construction
Type & style
- Home type: MultiFamily
- Property subtype: 2 Family - 2 Units Up/Down
Materials
- Frame
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 2005
Utilities & green energy
- Electric: 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Electric Range, for Gas Oven, for Electric Oven, for Electric Dryer
Community & HOA
Community
- Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, Highway Access, Public School, T-Station, University
Location
- Region: Brookline
Financial & listing details
- Price per square foot: $874/sqft
- Tax assessed value: $3,714,100
- Annual tax amount: $36,658
- Date on market: 3/31/2026
- Total actual rent: 7250
- Road surface type: Paved
Estimated market value
$4,074,200
$3.87M - $4.28M
$5,404/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/28/2026 | Listed for sale | $4,250,000$874/sqft |
Source: MLS PIN #73493346 Report a problem | ||
| 5/27/2026 | Pending sale | $4,250,000$874/sqft |
Source: MLS PIN #73493346 Report a problem | ||
| 5/13/2026 | Contingent | $4,250,000$874/sqft |
Source: MLS PIN #73493346 Report a problem | ||
| 3/30/2026 | Listed for sale | $4,250,000$874/sqft |
Source: MLS PIN #73493346 Report a problem | ||
| 5/6/2020 | Listing removed | $5,900$1/sqft |
Source: Rise Realty, LLC Report a problem | ||
| 4/21/2020 | Price change | $5,900-0.8%$1/sqft |
Source: Rise Realty, LLC Report a problem | ||
| 2/13/2020 | Listed for rent | $5,950+19.1%$1/sqft |
Source: Boston Realty Net Report a problem | ||
| 1/11/2018 | Listing removed | $4,995$1/sqft |
Source: Zillow Rental Network Report a problem | ||
| 12/7/2017 | Listed for rent | $4,995-16.7%$1/sqft |
Source: Zillow Rental Manager Report a problem | ||
| 6/22/2017 | Listing removed | $5,995$1/sqft |
Source: Penrose Realty Report a problem | ||
| 3/21/2017 | Listed for rent | $5,995-0.1%$1/sqft |
Source: Encore Realty Report a problem | ||
| 11/10/2016 | Listing removed | $6,000-7%$1/sqft |
Source: iHOUSEweb, Inc. Report a problem | ||
| 4/21/2016 | Listing removed | $6,450+7.5%$1/sqft |
Source: Encore Realty Report a problem | ||
| 3/17/2016 | Price change | $6,000+20%$1/sqft |
Source: iHOUSEweb, Inc. Report a problem | ||
| 2/29/2016 | Price change | $5,000-16.7%$1/sqft |
Source: Boston Realty Net Report a problem | ||
| 12/11/2015 | Listed for rent | $6,000$1/sqft |
Source: iHOUSEweb, Inc. Report a problem | ||
| 7/10/2015 | Listing removed | $6,000$1/sqft |
Source: iHOUSEweb, Inc. Report a problem | ||
| 6/26/2015 | Price change | $6,000-3.2%$1/sqft |
Source: iHOUSEweb, Inc. Report a problem | ||
| 1/3/2015 | Listed for rent | $6,200$1/sqft |
Source: Proper Realty Group Report a problem | ||
| 10/2/2014 | Listing removed | $6,200$1/sqft |
Source: Proper Realty Group Report a problem | ||
| 8/1/2014 | Listed for rent | $6,200$1/sqft |
Source: Boston Realty Net Real Estate Report a problem | ||
| 6/1/2014 | Listing removed | $6,200$1/sqft |
Source: Boston Realty Net Real Estate Report a problem | ||
| 3/11/2014 | Price change | $6,200+5.1%$1/sqft |
Source: Penrose Realty Report a problem | ||
| 1/31/2014 | Price change | $5,900-1.7%$1/sqft |
Source: Penrose Realty Report a problem | ||
| 1/28/2014 | Listed for rent | $6,000$1/sqft |
Source: Penrose Realty Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $36,658 +0.6% | $3,714,100 -0.4% |
| 2024 | $36,424 +0.5% | $3,728,100 +2.6% |
| 2023 | $36,241 +2.7% | $3,635,000 +5% |
| 2022 | $35,276 +8.1% | $3,461,800 +4% |
| 2021 | $32,621 +4.2% | $3,328,700 +0.5% |
| 2020 | $31,292 +5.9% | $3,311,300 +5% |
| 2019 | $29,549 +12.3% | $3,153,600 +13.4% |
| 2018 | $26,304 +3.4% | $2,780,500 +8% |
| 2017 | $25,436 +4.3% | $2,574,500 +10% |
| 2016 | $24,388 +7.3% | $2,340,500 +10% |
| 2015 | $22,724 +2.1% | $2,127,700 +8.9% |
| 2014 | $22,248 +2.7% | $1,953,300 +5% |
| 2013 | $21,672 +2.2% | $1,860,300 |
| 2012 | $21,207 +7.5% | $1,860,300 +6.5% |
| 2011 | $19,730 +3% | $1,746,000 |
| 2010 | $19,154 +2.6% | $1,746,000 |
| 2009 | $18,665 +6.6% | $1,746,000 +1.6% |
| 2008 | $17,502 +2.5% | $1,719,300 -2% |
| 2007 | $17,070 +208.8% | $1,754,400 +203.1% |
| 2006 | $5,528 | $578,900 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.
All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 02446
Nearby schools
GreatSchools rating
- 8/10Florida Ruffin Ridley SchoolGrades: PK-8Distance: 0.4 mi
- 8/10Brookline High SchoolGrades: 9-12Distance: 1.2 mi
Schools provided by the listing agent
- Elementary: K-8 Florida Ruffin Ridley
- High: Brookline High
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Massachusetts
- Norfolk County
- Brookline
- 02446
- 53 Winslow Rd






