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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
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

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