
































$2,595,000 - 466 Wellesley Street, Cabbagetown
Semi-Detached for Sale in Cabbagetown
32 days on marketNeighbourhood: Cabbagetown-South St. James Town
- MLS Number
- C13261600
- Property Type
- Semi-Detached
- Status
- active
- Days on Site
- 32
- Bedrooms
- 3
- Bathrooms
- 4
- Square Feet
- 2,000 - 2,499 sqft
- Neighbourhood
- Regent Park / Cabbagetown / St. James Town
- Listing Brokerage
- CHESTNUT PARK REAL ESTATE LIMITED
This architecturally stunning, fully renovated semi-detached Cabbagetown Victorian with rear addition is steps from Wellesley park and features a classic steep-pitched gabled roof, Indiana limestone front entrance stairs, copper eaves, and copper downspouts. Three sided, canted bay windows on each floor of the front south facade bathe the formal living room, second floor family room, and primary suite in natural light. The open concept main floor features a stunning cast iron spiral staircase visible from the street, an open concept formal living room and open dining room, a charming powder room, spectacular eat in kitchen, fully equipped with brand name stainless steel appliances, suits those well who are passionate about cooking and walks out to a comfortable patio. The second level features a large family room, which could be converted into a third bedroom, with a built in gable window seat, large office area with built-in cabinetry, a full washroom, laundry room, and a generous second bedroom with built in cabinetry and a private deck. The primary suite spans the full third floor bathed in natural light from a south facing window and skylight, features two walk in closets, and an impressive five piece ensuite with double sinks, a claw foot tub, and towel warmers. In-floor radiant heat and high velocity air conditioning throughout offer comfortable four seasons climate control. Steps to Wellesley park offers residence a sandy play area and splash pad for children, a pickle ball court, and lots of shaded grass area to enjoy. Take in the splendours of Cabbagetown including visiting Riverdale Farm, the seasonal Tuesday afternoon farmers markets, many great dining options, artesian vendors, corner store flower shops, everything you need and more in Toronto's largest Victorian neighbourhood.
Estimate your monthly payments for this property
Estimated Payment
$11,478.56/mo
5-yr fixed avg.
Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.
Discover Cabbagetown-South St. James Town
Cabbagetown-South St. James Town is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.
Why Live in Cabbagetown-South St. James Town
- •Convenient location in Regent Park / Cabbagetown / St. James Town
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
Transit & Commuting
- •MiWay bus routes throughout the area
- •GO Transit stations within driving distance
- •Easy highway access to 401/403/QEW
- •Walking distance to local amenities
Parks & Amenities
- •Local parks and recreational facilities
- •Community centres
- •Shopping plazas nearby
- •Restaurants and cafes
Lifestyle & Community
Cabbagetown-South St. James Town offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.
466 Wellesley Street, Regent Park / Cabbagetown / St. James Town
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Monthly Cash Flow Breakdown
Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Premium Pricing
At $1298/sqft, this property is priced above the Cabbagetown average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.
Market Position
At 32 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.
Detached Home Advantages
Detached homes in Cabbagetown are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.
Starter Home Potential
3 bedrooms works well for couples planning families or small families with one child. Consider whether you might outgrow the space in 5-7 years. If so, factor in potential moving costs when making your decision. Alternatively, some buyers convert a bedroom to an office and make it work long-term.
Bathroom Count Matters
With 4 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.
About Cabbagetown-South St. James Town
I know Cabbagetown-South St. James Town well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.