
149 Winchester Street
Toronto (Cabbagetown-South St. James Town), ON M4X 1B5
- 4+1Bedrooms
- 4Bathrooms
- 0Garage
- 1100–1500Sq Ft
- $7,435Tax
- 14×80 ftLot Size
- Estimated Value:$1,594,500See Free Estimate Report

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Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 149 Winchester Street, Toronto, Cabbagetown-South St. James Town
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About 149 Winchester Street, Toronto, Cabbagetown-South St. James Town
Summarized Description
- Upgraded home in prime Cabbagetown location.
- Thoughtfully renovated with modern charm.
- Open concept main floor with high ceilings.
- Custom kitchen with quartz counters and stainless appliances.
- Private primary bedroom with skyline views.
- Ample natural light from skylights and solar tubes.
- Convenient 2-pc washroom addition on main floor.
- Potential for basement walk-out and additional space.
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.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $7,435
- Land Transfer Tax Fee
- $54,946
Rental Items
- Rental Equipment
- Monitoring fee for security system $62.43/mo (can be assumed by Buyer or terminated)
- Basement Type
- Partially Finished
Interior Features
- Laundry Level
- Lower Level
- Interior Extras
- Carpet Free, Storage, Solar Tube, Water Heater
- Security Features
- Alarm System, Carbon Monoxide Detectors, Smoke Detector
- Fireplace/Stove
- Yes
- Elevator
- No
Exterior Features
- Pool
- None
Building
- Building Type
- Freehold Townhouse
- Building Style
- 3-Storey
- Approx Age
- 100+
Construction
- Exterior Finish
- Brick, Stucco (Plaster)
- Roof
- Asphalt Rolled, Flat
- Foundation Details
- Brick
- Special Designation
- Heritage
Lot
- Lot Front
- 14.08 ft
- Lot Depth
- 80.00 ft
- Lot Shape
- Rectangular
Inclusions
- Inclusions
- Existing stainless steel: KitchenAid fridge, Jenn-Air stove, Jenn-Air microwave & exhaust fan, B/I Bosch dishwasher, White Maytag washer & Whirlpool dryer, all B/I shelving, electric light fixtures, all window coverings, FAG furnace and related equipment, 2 wall mounted Mitsubichi split system heating/cooling units, central air conditioner, gas hot water tank.
Exclusions
- Exclusions
- None
Parking & Garages
- Garage Type
- None
- Garage Spaces
- 0
- Parking Spaces
- 0
- Total Garage And Parking Spaces
- 0
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- Central Air, Wall Unit(s)
- Water
- Municipal
- Sewers
- Sewer
- Bedrooms
- 4 + 1
- Washrooms
- 4
- Kitchens
- 1
Room sizes
- Primary Bedroom—Third level, W/O To Deck, Skylight, 4 Pc Ensuite
- Utility Room—Lower level
- Office—Second level, Hardwood Floor, B/I Shelves
- Bedroom—Lower level, Laminate
- Bedroom 3—Second level, Hardwood Floor, Closet
- Recreation—Lower level, Laminate
- Living Room—Main level, Hardwood Floor, Fireplace, Open Concept
- Dining Room—Main level, Hardwood Floor, Combined w/Living, Combined w/Kitchen
- Kitchen—Main level, W/O To Deck, Quartz Counter, Stainless Steel Appl
- Bedroom 2—Second level, Hardwood Floor, Bay Window, W/W Closet
Washrooms
- 2-piece, Ground
- 4-piece, Second
- 4-piece, Third
- 4-piece, Basement
- Municipality
- Toronto
- Neighbourhood
- Cabbagetown-South St. James Town
- Main cross streets
- Carlton/Parliament
- Directions
- Carlton/Parliament
- MLS® number
- C13588102
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2026-08-28
- Listed on
- 2026-07-21
- Days on market
- 38 days
- Possession type
- Flexible
- Co-op commission
- 2.5% + HST
- Seller
- Listed by
- ROYAL LEPAGE REAL ESTATE SERVICES LTD.
Home Market Value
Current home valuation for 149 Winchester Street, Toronto, Cabbagetown-South St. James Town, Toronto, ON. Listed for $1,549,900
HOMEH Estimate
$1,594,500
Estimated Sales Range
$1,259,655 - $1,929,345
HOMEH Estimate for 149 Winchester Street, Toronto, Cabbagetown-South St. James Town
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
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Mortgage Payment Calculator
Compare up to 4 down payment scenarios
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$309,980
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $0 | $0 | $0 | $0 |
=Total mortgage | $1,239,920 | $1,162,425 | $1,084,930 | $1,007,435 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $6,054monthly | $5,676monthly | $5,297monthly | $4,919monthly |
Land Transfer Tax
$27,473
$27,473
$54,946
Around this home
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