Status: Expired
53 Winslow Road Brookline
MA 02446
$4,250,000
Units2
Price / Unit$2,125,000 / unit
Total Rent$7,250
CAP Rate2.05%
Total Living Area4,865 sq ft
Total Parking4
Local context for 53 Winslow Road Brookline
School boundaries and zoning can change. Confirm current assignment and permitted use with the Town of Brookline for this address.
- Neighborhood
- Coolidge Corner
- Elementary school
- Florida Ruffin Ridley
- High school
- Brookline High School
- Zoning code
- T-5(NH)
- Historic district
- Graffam-McKay
- Zoning description
- TWO-FAMILY & ATTACHED SINGLE-FAMILY
- Zoning category
- Two Family
- Zoning minimum lot
- 5,000 sq ft
- Voting precinct
- 8
- Voting location
- Ridley School, Gymnasium, (Stedman Street Entrance)
About 53 Winslow Road Brookline
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!
Property details for 53 Winslow Road Brookline
- Property type
- 2 Family - 2 Units Up/Down
- Units
- 2
- Total rooms
- 12
- Total bedrooms
- 6
- Total bathrooms
- 5
- Living area
- 4,865 sq ft
- Building area
- 4,865 sq ft
- Lot size (acres)
- 0.14 acres
- Lot size (square feet)
- 6,268 sq ft
- Year built
- 2005
- Listing ID
- 73493346
- Postal code
- 02446
- Total parking spaces
- 4
- Garage spaces
- 0
- Parking features
- Paved Drive, Off Street
Reported income for 53 Winslow Road Brookline
Figures are reported in the listing. Confirm the reporting period, leases, collections and supporting records before relying on them.
- Gross income
- $87,000
- Net operating income
- $87,000
- Total actual rent
- $7,250
- Estimated CAP rate
- NOI ($87,000) ÷ List price ($4,250,000) = 2.05%
Reported annual expenses for 53 Winslow Road Brookline
Figures are reported in the listing. Confirm the reporting period, leases, collections and supporting records before relying on them.
- Real estate taxes
- $36,658
- APOD available
- No
Utilities & disclosures for 53 Winslow Road Brookline
- Water source
- Public
- Sewer
- Public Sewer
- Electric
- 200+ Amp Service
- Tax year
- 2025
- Assessed value
- $3,714,100
- Living area disclosure
- Unit #1 2335 SF, Unit #2 2530 SF
- Lead paint
- None
Units at 53 Winslow Road Brookline
Unit 1
$7,250 /mo
- Beds
- 3
- Baths
- 2.5
- Floor
- 1
- Levels
- 2
Leased
Unit 2
- Beds
- 3
- Baths
- 2.5
- Floor
- 2
- Levels
- 2
Not leased
Listing history & source for 53 Winslow Road Brookline
- List date
- March 30, 2026
- Off market date
- September 1, 2026
- Original list price
- $4,250,000
- Listing office
- Coldwell Banker Realty - Brookline
- Listing agent
- Mary Lochner
- Last updated
- September 2, 2026
- Data source
- MLS PIN
For Brookline property owners
Request a property reviewWhat does this mean for your property?
Get a property-specific perspective on value, timing and the competition before deciding your next move.




















