149 Winchester Street, Toronto, ON

$1,598,900
MLS#:C13433510
5 beds
4 baths
1100-1500 sqft
Residential Freehold
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Property Highlights

Welcome to this remarkable 3-Storey att/row/townhouse located in the coveted neighborhood of Cabbagetown-South St. James Town. Expertly crafted featuring premium brick and stucco (plaster) construction, this residence presents an exceptional opportunity offered at $1,598,900 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.

  • 5 Bedrooms and 4 Bathrooms
  • Generous living space spanning 1100-1500 sqft on a premium 14.08 x 80 ft lot
  • Features a partially finished basement, adding superb versatility for recreation, a home gym, or extra storage
  • 0.0 total parking spaces available
  • Notable attributes: Carpet Free, Storage, Solar Tube
  • equipped with central air, wall unit(s) central cooling and highly efficient forced air heating via gas

Description

Welcome to this beautifully upgraded home in prime Cabbagetown! Just steps from Riverdale Farm and Park, this location is ideal for nature lovers yet still offers quick access to major transit routes on Parliament and Carlton and is just minutes from the Don Valley Parkway, the Distillery District and downtown.This thoughtfully renovated 4 bedroom home (4th bedroom is currently used as an office) combines classic period character with modern charm. The open concept main floor was renovated in 2012 with reclaimed elm hardwood flooring, halogen lighting and wainscotting throughout. A gas fireplace is the centre piece of the LR; the high ceilings have built-in audio system ceiling speakers. The main floor is completed with a custom kitchen with quartz counters, stainless steel appliances, a breakfast bar and a walk-out to a deck overlooking a private garden oasis. The main floor 2-pc washroom is an addition that is a rare convenience in older Cabbagetown homes! The second floor features 3 bedrooms with built-in closets, halogen lighting & engineered hardwood floors. A skylight in the hall and solar tube on the stairs add ample light year round. Each of the upper floors has a Mitsubishi split-system heating/cooling unit in addition to the central air conditioning system assuring year round comfort.The private primary bedroom retreat on the 3rd floor was designed by Wanda Ely in 2017 and has 2 skylights, a solar tube and a walk-out to a deck with clear railings offering sweeping skyline views. There is a spacious walk-in closet, B/I night stands, a large 4-pc ensuite with porcelain floors, an oversized shower with rain shower heads & jets, a soaker tub, a Kohler toilet with heated seat, air deodorizer and air & water spray features.The basement walk-out from a rear storage room is currently covered by the back deck but could be reopened. With laminate floors, the rec room is a perfect play space for children or could be used as supplemental office space.

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Key Features

Bedrooms
5
Bathrooms
4
Kitchens
1
Living Area
1100-1500 sqft
Property Type
Residential Freehold

Additional Details

StatusActive
Listed Date6/11/2026
Transaction TypeFor Sale

Property Details

Property Sub-TypeAtt/Row/Townhouse
Architectural Style3-Storey
ConstructionBrick, Stucco (Plaster)
BasementPartially Finished
Lot Size14.08 × 80 Feet
CountyToronto
Annual Tax$7,435.25
Legal DescriptionPT LT 1 PL D9 Toronto as in CT771758; City of Toronto Minor encroachment of front steps

Parking & Garage

Parking Spaces0.0
Garage TypeNone

Heating & Cooling

Heat SourceGas
Heat TypeForced Air
CoolingCentral Air, Wall Unit(s)

Features

Property Features

Interior Features

Carpet Free, Storage, Solar Tube, Water Heater

Security Features

Alarm System, Carbon Monoxide Detectors, Smoke Detector

Community Features

Location

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149 Winchester Street, Toronto, ON
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Property History

No historical data available for this property.

This could be the first listing for this address.

Pricing & Value Insights

Data-driven valuation for 149 Winchester Street, Toronto C08, ON M4X 1B5

Estimated Sales Range
$1.2M - $1.4M

Based on 0 recent similar sales in the pocket.

Market Speed
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Mortgage & Affordability Audit

Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Toronto.

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Interest Rate5.25%
Down Payment$319,780 (20.0%)
* Minimum Canadian down payment required for this price is $319,780.
Amortization Period25 Years
Estimated Monthly Payment$7,623Based on a loan of $1,279,120 over 25 years.
Purchase Price$1,598,900
Loan Amount$1,279,120
Provincial Land Transfer Tax:$28,453
Toronto Municipal Land Transfer Tax:$28,453
Total Estimated Closing Taxes:$56,906

About Purchasing a Home in Toronto, ON

For a property listed at $1,598,900 in Toronto, the legal minimum down payment is $319,780 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.

Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $28,453 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $28,453 also applies, bringing the total estimated land transfer taxes to $56,906.

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City & Neighborhood Guide

Comprehensive city-wide demographics, local real estate stats, and school rankings for Toronto.

Verified Local Data
City Population2,794,356
City Median Age39.2 Yrs
City Ownership48% Owners
Avg Area List Price$1,168,097

People & Families

Age Distribution

Household Composition

One-person households
32%
Families with children
36%
Couples without children
24%
Other households
8%

Top Ethnic Origins

Chinese11%
English9%
Canadian8%
East Indian8%

Local Schools Guide

Elementary Schools

St Monica
Public14 Broadway Avenue, Toronto, Ontario, M4P 1T4
6.9
Deer Park
Public23 Ferndale Avenue, Toronto, Ontario, M4T 2B4
6.9
St Anselm
Public182 Bessborough Drive, Toronto, Ontario, M4G 3J9
8.7
Blythwood
PublicToronto, Ontario, M4G 0A6
9.4
Our Lady of Perpetual Help
Public1 1/2 Garfield Avenue, Toronto, Ontario, M4T 1E6
9.7

Secondary Schools

North Toronto
Public17 Broadway Avenue, Toronto, Ontario, M4P 1T7
8.4
Northern
Public851 Mount Pleasant Road, Toronto, Ontario, M4P 2L5
8.2
Marshall McLuhan
Public1107 Avenue Road, Toronto, Ontario, M5N 3B1
7.2
Leaside
Public200 Hanna Road, Toronto, Ontario, M4G 3N8
9.1
Forest Hill
Public78 Dunloe Road, Toronto, Ontario, M5P 2T6
7.5

Homes & Housing

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied48%
Rented52%

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Notice: Market Insights are generated by analyzing real-time data and should be used for informational purposes only. Consult with a licensed professional for exact valuations.

Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.