149 Winchester Street, Toronto, ON
Cabbagetown-South St. James Town, Toronto · MLS® C13433510
About this home
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
- Property type
- Townhouse, 3-Storey
- MLS®
- C13433510
- Bedrooms
- 5 (4 + 1)
- Bathrooms
- 4 (1 half)
- Size
- 1100-1500
- Lot
- 14.08 × 80 ft
- Cross streets
- Carlton/Parliament
- Parking
- 0 parking
- Basement
- Partially Finished
- Heating
- Forced Air
- A/C
- Central Air, Wall Unit(s)
- Exterior
- Brick, Stucco (Plaster)
- Foundation
- Brick
- Roof
- Asphalt Rolled, Flat
- Sewer
- Sewer
- Property tax
- $7,435 / 2026
- Days on market
- 36
- Listing brokerage
- ROYAL LEPAGE REAL ESTATE SERVICES LTD.
Rooms
w/o to deck · skylight · 4 pc ensuite
Laminate
w/o to deck · quartz counter · stainless steel appl
hardwood floor · fireplace · open concept
hardwood floor · closet
hardwood floor · combined w/laundry · combined w/kitchen
Laminate
hardwood floor · b/i shelves
hardwood floor · bay window · w/w closet
Heads up: the asking price here sits well above what comparable listings suggest. That can point to premium finishes, a bigger lot, or simply an ambitious ask, so it is worth a close look before you offer. I would not put an automatic figure on this one. Tell me you are interested and I will pull the most comparable recent sales and give you a straight answer on what it will really take.
Ask Moe if this price is fairThe assigned public school is Sprucecourt Public School. EQAO is only one input, and families here also look at French Immersion, boundary, and private options, the full breakdown is below.
On location, this is a very walkable address with everyday errands close by. Parliament St at Winchester St is about a 5-minute walk away. Walkable, transit-friendly spots tend to hold value and widen your resale pool.
What the listing highlightsThese are claims from the listing. The only way to know for sure is to see it in person, and I am happy to book you a private showing.
- Renovated / rebuilt: recent work can mean fewer upfront costs, worth confirming the scope, quality, and that permits were pulled.
- Addition / added square footage: more space lifts value when it is permitted and well integrated, verify the permits.
- Upscale kitchen: a genuine value driver, verify the appliances, stone, and finishes in person.
- Tall ceilings: they transform how a home feels, worth confirming the actual heights room to room.
- Premium lot / gardens: lot size and privacy hold value and cannot be changed, verify frontage, depth, and any easements.
- Value driver
- Worth verifying
The closest active listings by size, beds, and price, so you can see what this home is up against.
The 4 closest active listings nearby.
See all comparable homesThis home lists 35% above the area average of $912/sqft.
26 days longer than the Toronto average (10 days).
View comparable listingsPrice per square foot vs the area average.
Neighbourhood & location
Cabbagetown-South St. James Town, Toronto, ON
Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.
Getting around
Very WalkableA walkability read built from the amenities around this home: how close the nearest transit stop is, and how many grocery, dining, park, and pharmacy destinations fall within a 15-minute walk. It is a guide, not a guarantee. Places data from Google.
Most daily errands can be done on foot.
🚉 Nearest transit: Parliament St at Winchester St, about 401 m away
Within a 15-minute (1.5 km) walk.
How asking prices compare in the closest areas to this home. Longer bars mean a pricier market.
Typical asking price of active listings of the same type, per area (outliers removed). Toronto.
Get the full neighbourhood report (schools, parks, transit & safety) →
The public and Catholic schools this address is zoned for, with EQAO results (the share of students meeting Ontario's provincial standard).
School attendance boundaries and EQAO results are Ontario government data and can change. Confirm the current catchment with the school board before relying on it.
Affordability & Mortgage
Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.
Calculate and customize your mortgage and other expenses
Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.
Your numbers
Homes over $1.5M can't be insured, so 20% down or more is required.
Conventional (20%+ down). Best insured 5-year fixed 3.99% via Ratehub.ca (as of July 17, 2026); conventional rates run a little higher.
Mortgage amount $1,279,120 · 4.14% over 25 years
Total monthly cost
- Mortgage payment (monthly equivalent)
- $6,826
- Property tax
- $620
- Condo / maintenance fees
- $0
- Heating
- $0
- Estimated monthly cost
- $7,445
Add your own property tax, condo fees, and heating on the left for a sharper total.
One-time closing costs
- Ontario land transfer tax
- $28,453
- Toronto municipal land transfer tax
- $28,453
- Estimated closing costs
- $56,906
Plus your down payment of $319,780. Legal fees, title insurance, and adjustments are extra and vary by deal.
Mortgage stress test
Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.
Over the full 25 years
At the end of your 5-year term
- Total paid over the term
- $409,552
- Principal paid down
- $162,896
- Interest paid
- $246,655
- Balance remaining
- $1,116,224
Talk to Team Asgarian about your options
Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.
Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.
Investor snapshot
Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.
Talk about the numbersEstimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.
Helpful resources
All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.. MLS®/PropTx.