Overview Property Details Payment Calculator Walkability

Add to favorites

Remove from favorites
Send to Friend
Watch changes on this property

Active

53 Winslow Road, Brookline MA 02446

$4,250,000

Estimated $9,946/month Calculator

Multi Family

Total Units: 2

Price Per Unit: $2,125,000

Total Rent: 87000/year

Estimated CAP Rate:

6 Bedrooms

Baths

4865

Total Parking: 4

6,268 (0.14)

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!

This home has been viewed 4 times

Last Checked: June 2nd, 2026 at 7:33am (Source: MLS PIN #73493346)

Gross Income: $87,000

Gross Expenses: $36,658

Net Income Calc: $50,342

Annual Expenses for 53 Winslow Road, Brookline MA 02446

Total Gross Expenses (Calculated)$36,658/year

APOD AvailableNo

Heating

Electricity

Water

Gas

Insurance

Sewer

Trash Removal

Repair & Maintenance

Management

Miscellaneous

Real Estate Tax36658

Annual Income & Unit Breakdown for 53 Winslow Road, Brookline MA 02446

Total Gross Income (Calculated)$87,000

Unit 1

Rental Income$0

LeaseY

Bedrooms3

Bathrooms2 Full, 1 Half

Floor1

Levels in Unit2

Rent Includes

Unit 2

Rental Income$0

LeaseN

Bedrooms3

Bathrooms2 Full, 1 Half

Floor2

Levels in Unit2

Rent Includes

General Information for 53 Winslow Road, Brookline MA 02446

Listing ID73493346

Property TypeMulti Family / 2 Family

Price4250000 ($873.59/SqFt)

Style2 Family - 2 Units Up/down

CityBrookline

CountyNorfolk

MLS AreaCoolidge Corner

Neighborhood(s)Coolidge Corner (Brookline) v1, North Brookline (Brookline) v1

Approximate Living Area Total4865

Approximate Lot Size (Acres)0.14

Total Parking4

Garage Parking0

Year Built2005

Year Built SourcePublic Records

Year Built DetailsActual

WaterPublic

SewerPublic Sewer

Electric220 Volts

Hot Water

Roof MaterialAsphalt/fiberglass Shingles

BasementFull

Construction MaterialsFrame

Lot Features

Foundation Description

Accessible Features

Outdoor SpaceCovered

ZoningT-5

Water Views

Water Views Features

Waterfront0

Waterfront Features

Terms

Disclosures for 53 Winslow Road, Brookline MA 02446

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourcePublic Records

ExclusionsPersonal Property

Financial Data Source

Total Gross Expenses By Broker

Total Gross Income By Broker

Total Net Income By Broker

Short Sale / Forclosure (Bank Owned)

Compensation Based On

Financial Information for 53 Winslow Road, Brookline MA 02446

Real Estate Taxes36658

Tax Year2025

Assessed Value$3,714,100

Financial Data Source

Total Gross Expenses By Broker

BostonRealEstate.com Gross Expenses

Total Gross Income By Broker

BostonRealEstate.com Gross Income

Total Net Income By Broker

BostonRealEstate.com Gross NOI

CAP Rate (based on Broker info)

Location Information for 53 Winslow Road, Brookline MA 02446

Elementary SchoolK-8 Florida Ruffin Ridley

High SchoolBrookline High

Neighborhood(s)Coolidge Corner (Brookline) v1, North Brookline (Brookline) v1

MLS AreaCoolidge Corner

Area AmenitiesWalk/jog Trails

Contact Information for 53 Winslow Road, Brookline MA 02446

Agent

Name: Mary Lochner

Office

Name: Coldwell Banker Realty - Brookline

Phone: 617-731-2447

Payment Calculator

, Interest

Property Taxes 3054.83

Principal & Interest 26187.15

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Coldwell Banker Realty - Brookline

Mary Lochner

Agent Phone

Office Phone

(617) 731-2447

Text Agent Call Agent Call Office

Array
(
    [acres] => Approx. 0.14 acres (6,268 SqFt)
    [add_date] => 2026-03-30 19:23:31
    [address] => Winslow Road
    [agent] => Array
        (
            [address] => 33 Pond Avenue #511
            [city] => Brookline
            [id] => BB804796
            [name] => Mary Lochner
            [national_association] => 449522524
            [office] => AN6199
            [state] => MA
            [zip] => 02445
        )

[apod_available] => Array
        (
            [0] => No
        )

[appliances] => Array
        (
        )

[approx_living_area_total] => 4865
    [approx_lot_size_acres] => 0.14
    [approx_lot_size_sqft] => 6268
    [assessed_value] => $3,714,100
    [association] => 
    [association_fee] => Array
        (
        )

[association_fee_frequency] => Array
        (
        )

[association_fee_includes] => Array
        (
        )

[association_required] => Array
        (
        )

[available_date] => 
    [available_now] => 0
    [basement] => Array
        (
            [0] => Full
        )

[bathrooms] => 
    [bedrooms] => 6
    [building_amenities] => Array
        (
        )

[building_area_source] => Array
        (
            [0] => Public Records
        )

[building_management] => Array
        (
        )

[building_debug] => 
    [building_id] => 
    [building_parent] => 0
    [building_name] => 
    [building_name_from_address] => 
    [building_url] => 
    [buyer_agent_compensation] => 
    [buyer_agent_id] => 
    [buyer_office_id] => 
    [c_style] => Array
        (
            [0] => 2 Family
        )

[c_type] => Array
        (
            [0] => Multi Family
        )

[cap_rate] => 
    [city] => Brookline
    [community_features] => Array
        (
            [0] => Walk/jog Trails
        )

[compensation_based_on] => Array
        (
        )

[complex_complete] => Array
        (
        )

[construction_materials] => Array
        (
            [0] => Frame
        )

[construction_status] => 
    [cooling] => Array
        (
        )

[cooperating_agent_commission] => Array
        (
        )

[county] => Norfolk
    [cultivation_acres] => 
    [date_available_note] => 
    [deposit_amount] => Array
        (
        )

[deposit_required] => Array
        (
        )

[deqe] => 
    [description] => 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!
    [disclosures] => 
    [documents_available] => Array
        (
        )

[electric] => Array
        (
            [0] => 220 Volts
        )

[electric_expense] => Array
        (
        )

[elementary_school] => K-8 Florida Ruffin Ridley
    [en_suite_bath] => Array
        (
            [0] => Yes
        )

[energy_features] => 
    [entry_level] => Array
        (
        )

[estimated_monthly_payment] => 
    [exclusions] => Array
        (
            [0] => Personal Property
        )

[exterior_features] => Array
        (
            [0] => Porch
        )

[facilitator_compensation] => 
    [fee_paid_by_tennant] => 
    [financial_data_source] => Array
        (
        )

[fireplaces] => Array
        (
        )

[first_month_required] => Array
        (
        )

[floor_number] => 0
    [flooring] => Array
        (
            [0] => Tile
        )

[for_sale_by_owner] => 
    [foundation_area] => 
    [foundation_materials] => Array
        (
        )

[frontage_length] => 
    [full_baths] => 
    [garage_parking] => 0
    [gas] => Array
        (
        )

[gas_expense] => Array
        (
        )

[gross_income] => Array
        (
        )

[half_baths] => 
    [handicap_access] => 
    [heating] => 
    [heating_expense] => Array
        (
        )

[high_school] => Brookline High
    [horse_features] => Array
        (
        )

[horse_permitted] => 0
    [hot_water] => Array
        (
        )

[id] => 
    [insurance_expense] => Array
        (
        )

[insurance_required] => Array
        (
        )

[interior_features] => Array
        (
        )

[last_month_required] => Array
        (
        )

[last_sync_date] => 2026-06-02 07:33:34
    [laundry_features] => Array
        (
            [0] => Archway
        )

[lead_paint] => Array
        (
            [0] => None
        )

[lease_term] => Array
        (
        )

[levels_in_unit] => 4
    [living_area] => 
    [living_area_disclosure] => Array
        (
        )

[living_area_includes_basement] => Array
        (
            [0] => Yes
        )

[lot_features] => Array
        (
        )

[management_expense] => Array
        (
        )

[middle_school] => 
    [miscellaneuos_expense] => Array
        (
        )

[mls_area] => Coolidge Corner
    [mls_id] => 73493346
    [neighborhoods] => Coolidge Corner (Brookline) v1, North Brookline (Brookline) v1
    [net_income_calc] => 50342
    [net_operating_income] => Array
        (
        )

[number_of_lots] => Array
        (
        )

[number_of_units] => 2
    [office] => Array
        (
            [id] => AN6199
            [name] => Coldwell Banker Realty - Brookline
            [phone] => 617-731-2447
        )

[operating_expense] => Array
        (
        )

[optional_fee_includes] => Array
        (
        )

[optional_price] => 0
    [outdoor_space_available] => Array
        (
        )

[owner_occupancy_source] => 
    [parking_features] => Array
        (
            [0] => 1
        )

[pasture_area] => 
    [patio_and_porch] => Array
        (
            [0] => Covered
        )

[perc_test] => Array
        (
        )

[perc_test_date] => 
    [pet_policy] => Array
        (
            [0] => Allowed
        )

[phone] => 
    [pool_features] => Array
        (
        )

[price] => 4250000
    [price_per_sqft] => 873.59
    [price_per_unit] => 2125000
    [private_pool] => 
    [property_sub_type] => Array
        (
            [0] => 2 Family - 2 Units Up/down
        )

[real_estate_tax] => 36658
    [references_required] => Array
        (
        )

[rent_includes] => Array
        (
        )

[repair_maintenance_expense] => Array
        (
        )

[road_frontage_type] => Array
        (
        )

[roof_material] => Array
        (
            [0] => Asphalt/fiberglass Shingles
        )

[rooms] => 12
    [schools] => Florida Ruffin Ridley Elementary School (Brookline)
    [senior_community] => 
    [sewer] => Array
        (
            [0] => Public Sewer
        )

[sewer_expense] => Array
        (
        )

[short_sale] => Array
        (
        )

[special_listing_conditions] => Array
        (
        )

[state] => Massachusetts
    [state_code] => MA
    [status] => Array
        (
            [0] => Active
        )

[street_number] => 53
    [structure_type] => Array
        (
        )

[style] => Array
        (
        )

[subagent_compensation] => 
    [tag_accessible_features] => 
    [tag_air_conditioning] => 
    [tag_association_pool] => 
    [tag_beach_access] => 
    [tag_beach_front] => 
    [tag_elevator] => 
    [tag_equestrian] => 
    [tag_garage_parking] => 
    [tag_generator] => 
    [tag_green_features] => 
    [tag_laundry] => 1
    [tag_lead_paint_free] => 1
    [tag_loft] => 
    [tag_pet_friendly] => 
    [tag_pre_construction] => 
    [tag_private_outdoor_space] => 
    [tag_private_pool] => 
    [tag_professional_management] => 
    [tag_recently_renovated] => 
    [tag_senior_community] => 
    [tag_townhouse] => 
    [tag_waterfront] => 
    [tag_waterview] => 
    [tax_year] => 2025
    [team] => 
    [team_agents] => Array
        (
        )

[terms] => Array
        (
        )

[timber_acres] => 
    [title_5] => 
    [total_gross_expense] => 36658
    [total_gross_income] => 87000
    [total_parking] => 4
    [trash_expense] => Array
        (
        )

[travel_routes] => 
    [uffi] => Array
        (
        )

[unit_1_bathrooms] => 2 Full, 1 Half
    [unit_1_bedrooms] => 3
    [unit_1_floor] => 1
    [unit_1_lease] => Array
        (
            [0] => Y
        )

[unit_1_levels] => 2
    [unit_1_rent] => Array
        (
        )

[unit_2_bathrooms] => 2 Full, 1 Half
    [unit_2_bedrooms] => 3
    [unit_2_floor] => 2
    [unit_2_lease] => Array
        (
            [0] => N
        )

[unit_2_levels] => 2
    [unit_2_rent] => Array
        (
        )

[unit_3_bathrooms] => 
    [unit_3_bedrooms] => 
    [unit_3_floor] => 
    [unit_3_lease] => Array
        (
        )

[unit_3_levels] => 
    [unit_3_rent] => Array
        (
        )

[unit_4_bathrooms] => 
    [unit_4_bedrooms] => 
    [unit_4_floor] => 
    [unit_4_lease] => Array
        (
        )

[unit_4_levels] => 
    [unit_4_rent] => Array
        (
        )

[unit_level] => 
    [unit_number] => 
    [units_owner_occupied] => 
    [unparsed] => 53 Winslow Road, Brookline MA 02446
    [utilities] => Array
        (
            [0] => 110 Volts
        )

[view] => Array
        (
        )

[water] => Array
        (
            [0] => Public
        )

[water_expense] => Array
        (
        )

[water_views] => Array
        (
        )

[water_views_features] => Array
        (
        )

[waterfront] => 0
    [waterfront_features] => Array
        (
        )

[year_built] => 2005
    [year_built_details] => Actual
    [year_built_source] => Public Records
    [year_renovated] => 
    [zip] => 02446
    [zips] => 
    [zoning] => T-5
    [zoning_details] => 
    [media] => Array
        (
            [0] => https://www.bostonrealestate.com/wp-content/uploads/WPL/746718/MLS1.jpg
            [1] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=2
            [2] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=3
            [3] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=4
            [4] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=5
            [5] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=6
            [6] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=7
            [7] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=8
            [8] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=9
            [9] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=10
            [10] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=11
            [11] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=12
            [12] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=13
            [13] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=14
            [14] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=15
            [15] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=16
            [16] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=17
            [17] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=18
            [18] => https://media.mlspin.com/photo.aspx?mls=73493346&w=1024&h=768&n=19
        )

[raw] => 
)

EXIT

17 More Photos