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53 Winslow Road Brookline MA 02446

Active

$4,250,000

Units: 2

$2,125,000 Price / Unit

$7,250 Total Rent

CAP Rate 2.05%

4,865 Total Living Area

4 Total Parkings

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!

Annual Expenses for 53 Winslow Road

Total Expense:

Real Estate Taxes: $36,658

Heating:

Electricity:

Water:

Gas:

Insurance:

Sewer:

Trash Removal:

Repair & Maintenance:

Management:

Miscellaneous:

APOD Available: No

Annual Income for 53 Winslow Road

Gross Income: $87,000

Net Operating Income: $87,000

Estimated CAP Rate: 2.05% NOI ($87,000) ÷ List Price ($4,250,000) = 2.05%

Unit 1

$7,250/mo

Beds3

Baths2.5

Floor1

Levels2

Leased

Unit 2

Beds3

Baths2.5

Floor2

Levels2

N

Building Features for 53 Winslow Road

Living Area: 4,865

Lot Size (Acres): 0.14

Lot Size (sqft): 6,268

Year Built: 2005

Listing ID: 73493346

Total Parking: 4

Garage Parking: 0

Parking Features: Paved Drive, Off Street

Water: Public

Sewer: Public Sewer

Electric: 200+ Amp Service

Location Information for 53 Winslow Road

Neighborhood: Coolidge Corner

Elementary School: Florida Ruffin Ridley

Buffer Zone:

High School: Brookline High School

Historic District: Graffam-McKay

Voting Precinct: 8 Located at Ridley School, Gymnasium, (Stedman Street Entrance)

Zoning Code: T-5(NH)

Zoning Description: TWO-FAMILY & ATTACHED SINGLE-FAMILY

Zoning Category: two_family

Zoning FAR:

Zoning Min Lot: 5,000

Disclosures for 53 Winslow Road

Real Estate Taxes: $36,658

Tax Year: 2025

Assessed Value: $3,714,100

Living Area Disclosure: Unit #1 2335 SF, Unit #2 2530 SF

Title 5:

Lead Paint: None

Rent Includes:

Exclusions:

Disclosures:

Listing Lifecycle for 53 Winslow Road

List Date: 2026-03-30

Off Market Date:

Under Agreement Date:

Sold Date:

List Office: Coldwell Banker Realty - Brookline

Listing Agent: Mary Lochner

Original List Price: $4,250,000

Sold Price:

Last Updated on: 2026-07-19 10:30:42 from: mls-pin

Buyer Agent’s Office:

Buyer’s Agent: