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For sale · MLS® W13768692

355 Parkside Drive, Toronto, ON M6R 2Z4

Toronto, ON M6R 2Z4

$1,799,000Property tax (2025): $9,576.04 / year
57 Days on MLS5 Bedrooms4 BathroomsTriplex3000-3500 Size39.73 ft × 74.05 ft Lot dimensions
Quick cost estimateKnown monthly subtotal$9,168.46 / monthLand transfer tax $64,910One-time estimate
PLANNING ESTIMATE

Quick cost estimate

$9,168.46 / month

Known monthly subtotal

Mortgage principal & interest
$8,370.46
Property tax / month
$798.00
Maintenance / month
Period / amount not reported

Assumes 20% down, 5% annual interest and 25-year amortization. Illustrative rate, not a current quote.

Unknown expenses excluded. Mortgage insurance and closing costs are excluded; add insurance and utilities in the assumptions.

Land transfer tax · one time

Transfer tax total
$64,910

Before rebates, surcharges and fees. Not part of the monthly subtotal.

Tax assumptions & breakdown

Toronto municipal tax is included because the listing is located in the City of Toronto.

Ontario tax
$32,455
Toronto municipal tax
$32,455

Current purchase scenario, before rebates, foreign-buyer taxes and fees. Confirm residence classification. Not historical tax paid; excluded from the monthly subtotal.

Ontario rates · Toronto rates (April 2026)

Eligible first-time purchasers may qualify for an Ontario land transfer tax refund of up to $4,000. Toronto buyers may also qualify for a separate municipal rebate of up to $4,475. Eligibility varies and these maximums are not guaranteed savings. See official eligibility links and details.

Adjust cost assumptions ↓ · Closing-cost tools

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About this home

Offered for the first time in over 50 years, this impeccably maintained triplex occupies one of Toronto's most coveted corners, proudly positioned at Parkside Drive and Geoffrey Street directly across from High Park. A rare legacy property, lovingly cared for by the same family for half a century, it presents an exceptional opportunity for investors, multi-generational families, or those seeking a premier owner-occupied residence with substantial income potential. Spanning three story's, the building comprises two spacious 1,233 sq. ft. two-bedroom suites and a bright 708 sq. ft. one-bedroom suite on the third floor. West-facing windows in every unit frame picturesque views of High Park's expansive green canopy, creating a tranquil setting rarely found in the city. The property has benefited from significant capital improvements, including updated roof, windows, doors, eavestroughs, fascia, and electrical service, providing peace of mind for years to come. The vacant third-floor suite offers immediate occupancy or market-rent potential, while the first and second floor suites are occupied by outstanding long-term month-to-month tenants who have cared for their homes with pride and respect. Below, the full unfinished basement features solid concrete construction, dedicated storage rooms, a laundry area, and a powder room, presenting exciting possibilities for additional living space, supplementary income suites, or enhanced amenities. A private driveway accommodates 4 vehicles in addition to a detached garage-an extraordinary convenience in this sought-after neighbourhood. Steps to High Park, the subway, the waterfront, and the vibrant boutiques, cafés, restaurants, and pubs of Roncesvalles Village and Bloor West, this is a truly irreplaceable location. Opportunities to acquire a meticulously maintained, generational triplex overlooking Toronto's most celebrated park are exceptionally rare.

Home details

Days on market
Not reported
Property type
Triplex
MLS® number
W13768692
Source status
New
Bedrooms
5
Bathrooms
4
Postal code
M6R 2Z4
Kitchens
3
Kitchens above grade
3
Family room / den
No
Interior size (reported range)
3000-3500
Lot depth
74.05 ft
Garage parking spaces
Not reported
Total parking spaces
5
Occupancy
Tenant
Possession type
60-89 days
Garage
Detached
Annual property tax
9576.04
Basement
Full, Unfinished, Development Potential
Interior features
Carpet Free, Floor Drain
Exterior features
Porch, Porch Enclosed
Architectural style
2 1/2 Storey
Parking features
Private
Pool features
None
Fireplace
Yes
Waterfront
No
Garage available
Yes
Heating system
Radiant
Heating fuel
Gas
Cooling
None
Sewer
Sewer
Direction facing
East
Construction materials
Brick
Roof
Asphalt Shingle
Foundation
Block, Stone
MLS entry age (not confirmed DOM)
57 days

These details come from the listing source. Please confirm measurements and fees before making a decision.

Utilities and services

Sewer
Sewer
Heating system
Radiant
Heating fuel
Gas
Cooling
None

A reported service is not necessarily included in rent or maintenance. Missing information does not mean a service is absent.

Rooms & virtual tours

Room measurements

Room measurement units

Loading source-reported room dimensions…

Converted measurements are approximate. Levels and dimensions are shown only when supplied.

Bedrooms above grade
5
Rooms above grade
13
Den / family room reported
No

Reported counts are shown independently. Room dimensions have not been inferred from these counts.

Ask the listing brokerage for floor plans and measured room layouts.

PARTIAL SOURCE RECORD

Listing dates & price record

Asking amount
$1,799,000
  1. Original MLS entry

    Entry into the source MLS system; distinct from days on market.

Coverage varies by listing. Dates are source-reported calendar dates; only the latest reported asking-price change is shown. This is a partial record.

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Nearby homes sold near 355 Parkside Drive, Toronto, ON M6R 2Z4, Toronto

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Estimate monthly costs

Adjust the assumptions for your own scenario. Blank expenses are unknown; enter them for a fuller estimate.

Enter assumptions

Planning estimate with Canadian semiannual compounding. Excludes mortgage insurance, closing costs and special assessments. This is not a lender quote or mortgage approval.

Explore affordability & closing-cost tools →

Map and neighbourhood

Region / county
Toronto
Municipality
TORONTO
MLS® community
High Park-Swansea
MLS® district
Toronto W01
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PLAN YOUR ROUTE

Plan a trip from this home

Check a route from this property to work, school or another destination. Google Maps provides the current estimate when opened; traffic and departure time affect results.

Google Maps opens in a new tab and calculates the route. Your destination and this property location are sent to Google only when you submit. EnterHome does not store the destination or calculate a travel time.

Around this property

Schools, transit & everyday places

Published local sources. Distances are approximate straight-line distances, not walking routes.

Nearby publicly funded schools

Within 5 km · approximate straight-line distances, not walking routes or attendance eligibility.

School year 2024-2025 · Preliminary · publisher extract 2026-09-14.

537 m

Howard Junior Public School ↗

Elementary · JK-6 · English · Public

School board: Toronto DSB ↗

30 Marmaduke St, Toronto

Reported assessment results · source workbook 2024-2025

Source workbook percentages, not an overall school rating. Confirm assessment periods with the Ministry. Values may be privacy-rounded or suppressed; 0% and 100% do not always mean none or all.

Grade 3 Reading (at provincial standard)
76%
Grade 3 Writing (at provincial standard)
43%
Grade 3 Mathematics (at provincial standard)
63%
Grade 6 Reading (at provincial standard)
93%
Grade 6 Writing (at provincial standard)
91%
Grade 6 Mathematics (at provincial standard)
87%
713 m

St Vincent de Paul Catholic School ↗

Elementary · JK-8 · English · Catholic

School board: Toronto CDSB ↗

116 Fermanagh Ave, Toronto

Reported assessment results · source workbook 2024-2025

Source workbook percentages, not an overall school rating. Confirm assessment periods with the Ministry. Values may be privacy-rounded or suppressed; 0% and 100% do not always mean none or all.

Grade 3 Reading (at provincial standard)
91%
Grade 3 Writing (at provincial standard)
87%
Grade 3 Mathematics (at provincial standard)
83%
Grade 6 Reading (at provincial standard)
89%
Grade 6 Writing (at provincial standard)
85%
Grade 6 Mathematics (at provincial standard)
63%
714 m

Garden Avenue Junior Public School ↗

Elementary · JK-6 · English · Public

School board: Toronto DSB ↗

225 Garden Ave, Toronto

Reported assessment results · source workbook 2024-2025

Source workbook percentages, not an overall school rating. Confirm assessment periods with the Ministry. Values may be privacy-rounded or suppressed; 0% and 100% do not always mean none or all.

Grade 3 Reading (at provincial standard)
89%
Grade 3 Writing (at provincial standard)
86%
Grade 3 Mathematics (at provincial standard)
79%
Grade 6 Reading (at provincial standard)
100%
Grade 6 Writing (at provincial standard)
100%
Grade 6 Mathematics (at provincial standard)
94%
863 m

Fern Avenue Junior and Senior Public School ↗

Elementary · JK-8 · English · Public

School board: Toronto DSB ↗

128 Fern Ave, Toronto

Reported assessment results · source workbook 2024-2025

Source workbook percentages, not an overall school rating. Confirm assessment periods with the Ministry. Values may be privacy-rounded or suppressed; 0% and 100% do not always mean none or all.

Grade 3 Reading (at provincial standard)
78%
Grade 3 Writing (at provincial standard)
61%
Grade 3 Mathematics (at provincial standard)
69%
Grade 6 Reading (at provincial standard)
91%
Grade 6 Writing (at provincial standard)
88%
Grade 6 Mathematics (at provincial standard)
62%
1.2 km

Bishop Marrocco/Thomas Merton Catholic Secondary School ↗

Secondary · 9-12 · English · Catholic

School board: Toronto CDSB ↗

1515 Bloor St W, Toronto

Reported assessment results · source workbook 2024-2025

Source workbook percentages, not an overall school rating. Confirm assessment periods with the Ministry. Values may be privacy-rounded or suppressed; 0% and 100% do not always mean none or all.

Grade 9 Mathematics (at provincial standard)
41%
Grade 10 OSSLT (first-attempt pass)
69%
1.3 km

Keele Street Public School ↗

Elementary · JK-8 · English · Public

School board: Toronto DSB ↗

99 Mountview Ave, Toronto

Reported assessment results · source workbook 2024-2025

Source workbook percentages, not an overall school rating. Confirm assessment periods with the Ministry. Values may be privacy-rounded or suppressed; 0% and 100% do not always mean none or all.

Grade 3 Reading (at provincial standard)
80%
Grade 3 Writing (at provincial standard)
64%
Grade 3 Mathematics (at provincial standard)
70%
Grade 6 Reading (at provincial standard)
98%
Grade 6 Writing (at provincial standard)
98%
Grade 6 Mathematics (at provincial standard)
84%
1.3 km

Mountview Alternative School School ↗

Elementary · JK-8 · English · Public

School board: Toronto DSB ↗

99 Mountview Ave, Toronto

Reported assessment results · source workbook 2024-2025

Source workbook percentages, not an overall school rating. Confirm assessment periods with the Ministry. Values may be privacy-rounded or suppressed; 0% and 100% do not always mean none or all.

Grade 6 Reading (at provincial standard)
83%
Grade 6 Writing (at provincial standard)
83%
Grade 6 Mathematics (at provincial standard)
83%
1.5 km

ÉIC Saint-Frère-André ↗

Elementary · 7-8 · French · Catholic

School board: CS catholique MonAvenir ↗

330 LANSDOWNE AVE, Toronto

Reported assessment results · source workbook 2024-2025

Source workbook percentages, not an overall school rating. Confirm assessment periods with the Ministry. Values may be privacy-rounded or suppressed; 0% and 100% do not always mean none or all.

No published percentages for these measures in this source record.

Confirm programs and attendance with the school board. Private schools and verified catchment boundaries are not included. Contains information licensed under the Open Government Licence – Ontario. Ministry source.

NEARBY CONNECTIONS

Transit near this property

Published transit locations. Distances are straight-line estimates, not walking routes or travel times.

Rail & subway · within 5 km

  • KeeleTTC · Subway · Bus
    1.0 km
  • High ParkTTC · Subway · Bus
    1.2 km
  • Dundas WestTTC · Subway · Streetcar · Bus
    1.2 km
  • Bloor GOGO Transit · Train
    1.3 km
  • Bloor GO/UPUP Express · Train
    1.3 km

Bus & streetcar · within 2 km

  • Parkside Dr at Geoffrey StTTC · Bus
    13 m
  • Parkside Dr at Geoffrey StTTC · Bus
    38 m
  • Parkside Dr at High Park BlvdTTC · Bus
    174 m
  • High Park LoopTTC · Streetcar
    185 m
  • Parkside Dr at High Park BlvdTTC · Bus
    205 m
  • Parkside Dr at Howard Park AveTTC · Bus
    228 m
  • Parkside Dr at Howard Park AveTTC · Bus
    267 m
  • Howard Park Ave at Parkside Dr East SideTTC · Streetcar
    284 m
Sources & service information

These are locations in published feeds, not live arrivals or confirmation of service at this moment. Station platforms are grouped only by the source parent-station relationship. Check the agency for schedules, disruptions, access and entrances. Coverage: TTC, GO Transit and UP Express only; other agencies are not yet connected.

EVERYDAY DESTINATIONS

Nearby amenities

Mapped places within 2.0 km. Distances are straight-line estimates to map points or area centres.

© OpenStreetMap contributors · ODbL · Download this open dataset

Coverage & map information

Map snapshot: 2026-11-02T15:25:06Z. This is a rectangular GTA-area extract with partial regional coverage. Data may be incomplete near its edges. Places and categories are community mapped; opening status, entrances and service availability are not verified. Matching point/area entries with the same name within 25 metres are paired for display using the point location; the downloadable dataset retains every original map record. Other duplicates may remain. No walking routes, travel times or walking score are inferred.

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Similar homes for sale in Toronto

Current public IDX listings in the same city and transaction type. These are alternatives to explore, not sold comparables or an appraisal.

Property questions

How do I request a showing?

Choose a date and time preference in the request form. A request is not a confirmed appointment; EnterHome will confirm availability separately.

Are the measurements and features independently verified?

Measurements, lot details and features are displayed as reported by the listing source or a named public dataset. Missing facts are not inferred. Confirm material details with the listing brokerage.

What do nearby school, transit and shop results mean?

They are nearby records from the displayed source datasets. Distances are approximate straight-line distances; school catchment eligibility, ratings, walking routes, hours and live transit service are not inferred.

Can I see sold prices for nearby properties?

Sold and leased comparable records are shown only to approved VOW users where the source permits display. Sign in or request VOW access if prompted.

How should I use the monthly cost estimate?

It is a planning estimate based on the visible assumptions and reported property figures. It is not a lender quote, tax assessment, legal opinion or mortgage approval.

Home and neighbourhood overview

355 Parkside Drive, Toronto, ON M6R 2Z4, Toronto is listed for sale as a Triplex. The listing reports 5 bedrooms, 4 bathrooms, reported interior area of 3000-3500 (units not reported), kitchens reported as 3, parking spaces reported as 5. Asking price: $1,799,000. Occupancy is reported as Tenant. Review the Home details, room measurements and utility sections below to compare reported specifications; confirm important details with the listing brokerage. MLS® W13768692.

The Ministry’s school dataset lists Howard Junior Public School approximately 537 m from the property’s mapped location. The published TTC feed includes Keele, approximately 1.0 km away. OpenStreetMap shows nearby mapped places including High Park (490 m) and The Source Bulk Foods (654 m).

Local context

The Ministry’s school dataset lists Howard Junior Public School approximately 537 m from the property’s mapped location.

The published TTC feed includes Keele, approximately 1.0 km away.

OpenStreetMap shows nearby mapped places including High Park (490 m) and The Source Bulk Foods (654 m).

Sources & distance notes

Distances are approximate straight-line estimates to mapped points or area centres. School proximity does not establish attendance eligibility. Published transit locations do not confirm service at this moment.

© OpenStreetMap contributors · ODbL

Explore the area: Toronto · High Park-Swansea.

This overview uses facts reported by the listing and named local sources. Please confirm details with the listing brokerage.

Listing brokerage: CORCORAN HORIZON REALTY. Displayed by EnterHome Realty. Source: authorized IDX record, MLS® W13768692. Information deemed reliable but not guaranteed.

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Property at 355 Parkside Drive, Toronto, ON M6R 2Z4