Cabbagetown - South St. James Town

Bordering the lush Don Valley to the east and the bustling downtown core to the west, Cabbagetown - South St. James Town is a neighbourhood of striking visual and social contrasts. It is perhaps best known for containing the largest continuous area of preserved Victorian housing in all of North America. This historic enclave earned its name from the Irish immigrants who settled here in the late 19th century and famously planted cabbages in their front yards to feed their families. Today, those same properties have been meticulously restored into some of the city's most coveted real estate, featuring intricate ginger-bread trim, soaring gables, and wrought-iron fences. These quiet, tree-canopied streets offer a stark but harmonious juxtaposition to the soaring high-rise skyline of South St. James Town, creating a unique urban tapestry where high-density modern living meets nineteenth-century charm.

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  • B 35 Spruce Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08) : MLS®# C13210892

    B 35 Spruce Street Cabbagetown-South St. James Town Toronto M5A 2H8
    Main Photo: B 35 Spruce Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13210892
    $1,379,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13210892
    Bedrooms:
    3
    Bathrooms:
    3
    Tucked away in an exclusive Cabbage town enclave, this beautifully renovated freehold executive townhome offers a rare blend of privacy, luxury, and urban convenience. One of only six sought-after "Spruce Lane Townhomes," this spacious 3-bedroom, 2.5-bath residence is located on a quiet private interlocked laneway, perfect for families and professionals alike. The main floor features rich dark hardwood flooring, an open-concept living and dining area with gas fireplace, and a renovated chef-inspired kitchen with walkout to a charming private backyard complete with a deck perfect for BBQ area and entertaining. The second level offers a bright and spacious bedroom as well as an open concept bedroom(easily be converted back to a 3rd private bedroom) and a large bathroom. The third-floor primary retreat includes a private balcony, custom built-in closets, and a spa-like ensuite with shower, soaker tub, and double sinks. Lower level features a mudroom, laundry room with extra storage, powder room, and direct access to the oversized private garage. Ideally located steps to transit, parks, Riverdale Farm, shopping, cafés, and restaurants. A true Gem in a vibrant Toronto community. More details
    Listed by NEW ERA REAL ESTATE
  • 1308 159 Wellesley Street E in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08) : MLS®# C13194830

    1308 159 Wellesley Street E Cabbagetown-South St. James Town Toronto M4Y 0H5
    Main Photo: 1308 159 Wellesley Street E in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08)  : MLS®# C13194830
    $799,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13194830
    Bedrooms:
    3
    Bathrooms:
    2
    Stunning 5-Year-New Corner Suite Featuring 3 Spacious Bedrooms And Floor-To-Ceiling Windows Offering Abundant Natural Light And Breathtaking Panoramic South Views Of Downtown Toronto. Enjoy Outdoor Living On The Expansive 200+ Sq Ft L-Shaped Balcony. Prime Downtown Location Just Steps To Wellesley Subway Station, Minutes To Bloor Street, Yorkville, U of T, OCAD, TMU (Ryerson), Financial District, YMCA, Restaurants, Shopping, And Everyday Amenities. High-Speed Internet Included In Maintenance Fees. Exceptional Building Amenities Include 24-Hour Concierge, Fully Equipped Gym, Study Room, Rooftop Deck, And Bicycle Storage. Perfect Opportunity For End Users Or Investors Seeking Luxury Urban Living In The Heart Of Toronto. Photos Are From Previous Listing. See Attached Floor Plan. More details
    Listed by JDL REALTY INC.
  • 161 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08) : MLS®# C13171756

    161 Winchester Street Cabbagetown-South St. James Town Toronto M4X 1B5
    Main Photo: 161 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13171756
    $1,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13171756
    Bedrooms:
    2
    Bathrooms:
    3
    Rare opportunity to own a truly unique mixed-use corner property in the heart of Cabbagetown, directly across from Riverdale Park and Riverdale Farm. This character-filled property features a functioning main floor corner commercial space currently operating as a well-established ice cream/snack bar, along with two separate and self-contained one-bedroom residential units known as the Loft and the Cottage. The property also offers two private decks and a large backyard, creating exceptional outdoor space rarely found in the city. A landmark location with incredible charm, strong visibility, and income in one of Toronto's most sought-after neighbourhoods. Steps to parks, transit, local shops, and downtown amenities. An exceptional opportunity for investors, end users, or those seeking a unique live/work property. Parking Currently Not In Use. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
  • 161 Winchester Street in Toronto: Cabbagetown-South St. James Town Commercial for sale (Toronto C08) : MLS®# C13171750

    161 Winchester Street Cabbagetown-South St. James Town Toronto M4X 1B5
    Main Photo: 161 Winchester Street in Toronto: Cabbagetown-South St. James Town Commercial for sale (Toronto C08)  : MLS®# C13171750
    $1,799,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    C13171750
    Major Bus.:
    Hospitality/Food Related
    Total Area:
    2,856 sq. ft.
    Rare opportunity to own a truly unique mixed-use corner property in the heart of Cabbagetown, directly across from Riverdale Park and Riverdale Farm. This character-filled property features a functioning main floor corner commercial space currently operating as a well-established ice cream/snack bar, along with two separate and self-contained one-bedroom residential units known as the Loft and the Cottage. The property also offers two private decks and a large backyard, creating exceptional outdoor space rarely found in the city. A landmark location with incredible charm, strong visibility, and income in one of Toronto's most sought-after neighbourhoods. Steps to parks, transit, local shops, and downtown amenities. An exceptional opportunity for investors, end users, or those seeking a unique live/work property. Parking Currently Not In Use. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
  • 1609 15 Maitland Place in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08) : MLS®# C13163514

    1609 15 Maitland Place Cabbagetown-South St. James Town Toronto M4Y 2X3
    Main Photo: 1609 15 Maitland Place in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08)  : MLS®# C13163514
    $525,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13163514
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to L'Esprit Condominiums located at 15 Maitland Place - offering a true executive lifestyle living experience in the heart of downtown Toronto. This spacious 1-bedroom plus large separate den/family room is approx. 810 sq. ft., which makes it over 200 sq. ft. larger than the Toronto average for a 1-bedroom+den of similar price point. The versatile den/family room easily converts into a second bedroom/nursery or private home office (see floor plan/video). The bright, spacious layout features a modern updated kitchen with designer offered ceiling, updated bathroom with walk in shower and modern tile, updated lighting, and vanity. The unit features a stunning 30 foot wall of floor-to-ceiling windows showcasing spectacular views overlooking the south courtyard, city and lake views. Ideal for investors with easy to manage all inclusive maintenance fee, executive couple working from home with the multiple boardrooms and lounges, or the buyer trading down from the big house in the suburbs. This highly sought-after executive style building offers resort-style amenities: rooftop tennis court and running track, indoor basketball, squash courts, atrium-style pool, modern gym with free weights/cardio, private bistro, multiple boardrooms, Stylish library, video lounge, expansive modern party room and other renovated lounge areas. Includes deeded parking, a storage locker, and all utilities included in the maintenance fees. New common EV charging stations being considered and likely approved. Experience unmatched value, space, and lifestyle-book your viewing and include a tour of the exceptional amenities, don't delay! More details
    Listed by REAL ESTATE HOMEWARD
  • 623 77 Maitland Place in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08) : MLS®# C13100686

    623 77 Maitland Place Cabbagetown-South St. James Town Toronto M4Y 2V6
    Main Photo: 623 77 Maitland Place in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08)  : MLS®# C13100686
    $600,000
    Residential Condo & Other
    Status:
    Active Under Contract
    MLS® Num:
    C13100686
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to Celebrity Place Condominiums, 2 full bedrooms, 2 full baths, master bath stunning renovation, and kitchen although original-meticulously maintained. The suite is ready to enjoy now and renovate over time. Minutes to the DVP, Gardiner, and both subway lines. Positioned on the 6th floor-the top link level connecting the north and south towers-this unit offers seamless access to amenities without changing elevators. Amenities include 24-hour concierge, visitor parking, common EV charging stations, carwash bay, party & video rooms, full gym, squash courts, library, and a private in-house convenience store. This is downtown condo investing done right. SOLD Conditional. More details
    Listed by REAL ESTATE HOMEWARD
  • 419 120 Carlton Street in Toronto: Cabbagetown-South St. James Town Commercial for sale (Toronto C08) : MLS®# C13062734

    419 120 Carlton Street Cabbagetown-South St. James Town Toronto M5A 4K2
    Main Photo: 419 120 Carlton Street in Toronto: Cabbagetown-South St. James Town Commercial for sale (Toronto C08)  : MLS®# C13062734
    $369,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    C13062734
    Total Area:
    900 sq. ft.
    Position your business or investment in the heart of downtown with this bright south facing office suite overlooking Allan Gardens. Located in a well managed Tridel building at Carlton and Jarvis, this space offers excellent accessibility with TTC at your doorstep and convenient connections across the core. Ideal for professionals, medical, consulting, or creative uses, the suite offers a functional layout with abundant natural light along with two parking spaces, a rare and valuable feature in this location. Currently tenanted at $2,500 per month, providing immediate income with flexibility for both investors and users looking to occupy in the future. The building offers a wide range of amenities including a heated indoor pool, hot tub, sauna, yoga room, weight room, billiards room, library, meeting rooms, banquet room & squash court. Some of the photos are virtually staged. More details
    Listed by KELLER WILLIAMS EMPOWERED REALTY
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  • 3201 159 Wellesley Street E in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08) : MLS®# C13033434

    3201 159 Wellesley Street E Cabbagetown-South St. James Town Toronto M4Y 0H5
    Main Photo: 3201 159 Wellesley Street E in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08)  : MLS®# C13033434
    $468,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13033434
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome to 159 SW Condo! This rare and spacious 598 sq. ft. one-bedroom condo features extra-wide floor-to-ceiling windows, filling the expansive living room with natural light and creating a warm and inviting home atmosphere. The building offers top-notch amenities, including a 24-hour gym, yoga room, and party room, ensuring a high-quality living experience. Ideally located, it is within walking distance to the University of Toronto and Bloor Street, with supermarkets and restaurants just steps away, making daily life incredibly convenient. Whether you are a student, a professional, or an investor, this is the perfect choice! Internet included in condo fee! Listing photos are virtually staged. More details
    Listed by BESTLIVING SIGNATURE REALTY INC.
  • 3+ 413 Sherbourne Street E in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08) : MLS®# C12920390

    3+ 413 Sherbourne Street E Cabbagetown-South St. James Town Toronto M4X 1K5
    Main Photo: 3+ 413 Sherbourne Street E in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C12920390
    $3,459,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12920390
    Bedrooms:
    6
    Bathrooms:
    5
    Stunning 1840 Victorian Mansion in the heart of Cabbagetown. This unique Live/Work space features soaring ceilings, original plasterwork, and a sun-drenched vaulted loft with large windows and bright exposures. Experience the perfect blend of historic character and modern functionality, including a spacious main floor office. Steps to the Eaton Centre and downtown, yet offering a private gated garden shaded by mature trees and fencing. Perfectly situated next to municipal parking for easy client access. More details
    Listed by COLDWELL BANKER THE REAL ESTATE CENTRE
  • 2201 40 Homewood Avenue in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08) : MLS®# C12898076

    2201 40 Homewood Avenue Cabbagetown-South St. James Town Toronto M4Y 2K2
    Main Photo: 2201 40 Homewood Avenue in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08)  : MLS®# C12898076
    $509,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12898076
    Bedrooms:
    3
    Bathrooms:
    1
    Welcome to this thoughtfully designed condo offering a bright, spacious, and open-concept layout - perfect for modern city living. Excellent value for both end users and investors alike. The generously sized bedroom features ample closet space and windows to fill the room with natural light. Step outside to your east-facing balcony is ideal for summer. Situated between Cabbage town and The Village, this prime location offers the perfect blend of character, convenience, and commuting. The location is ideal for a strong sense of belonging, with regular social events, a welcoming mix of residents of all ages, and an inclusive, friendly atmosphere that's hard to find in the heart of downtown. You'll also enjoy very low maintenance fees that cover everything - including heat, hydro, water. Just minutes from the Downtown Core, TMU, U of T, The Village, and a variety of top-rated restaurants, cafes, and shops, with easy access to the DVP and Gardiner Expressway. This condo offers the best of downtown living - a vibrant community, full-service amenities, and unbeatable value - all in one exceptional package. More details
    Listed by RIGHT AT HOME REALTY
  • 214 Gerrard Street E in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08) : MLS®# C12853706

    214 Gerrard Street E Cabbagetown-South St. James Town Toronto M5A 2E6
    Main Photo: 214 Gerrard Street E in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C12853706
    $2,300,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12853706
    Bedrooms:
    10
    Bathrooms:
    4
    Prime DOWNTOWN Location. Income Producer ++. Walk to Subway, George Brown College, Toronto Metropolitan University. Fourth apartment in Lower level is 3 bedrooms. All other units have walkouts to private decks/patios. Laneway parking for 4 vehicles More details
    Listed by RE/MAX Professionals North
  • 412 Wellesley Street E in Toronto: Cabbagetown-South St. James Town Commercial for sale (Toronto C08) : MLS®# C12853190

    412 Wellesley Street E Cabbagetown-South St. James Town Toronto M4X 1H6
    Main Photo: 412 Wellesley Street E in Toronto: Cabbagetown-South St. James Town Commercial for sale (Toronto C08)  : MLS®# C12853190
    $1,399,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    C12853190
    Major Bus.:
    Apts - 2 To 5 Units
    Total Area:
    1,770 sq. ft.
    Perfectly located on the superior (East of Parliament) side of Toronto's iconic Cabbagetown, this exquisite semi-detached character home offers a picturesque living experience akin to residing within a lush park. Surrounded by charming Victorian heritage homes, well-manicured lawns, whimsical laneways, parks & walking paths, you'll find peace & tranquility alongside hip restaurants & shops. Proper duplex with separate metering makes for a savvy investment opportunity with a net annual income of approx. $60k (gross $77k).Excellent opportunity to live in one unit & rent out the other for extra income. Upper level is vacant, while the main level is occupied by market rate tenants on a month-to-month basis, ensuring flexibility. Elegant interior is adorned with oak hardwood floors, crown mouldings & high ceilings create a warm & inviting ambiance, while newer kitchen features chic cupboards, stylish backsplash, granite countertops & stainless steel appliances. Breakfast/dining area is a true highlight overlooking a front porch which provides a delightful view of Wellesley St, perfect for enjoying morning coffee. The living area features a cozy built-in bench & large side window. Walk-out to a private backyard for outdoor relaxation & entertaining, while the conveniently located main floor powder room is both stylish & functional. Oak staircase leads you down to the generously sized bedrooms. Lower level is a true retreat, showcasing high ceilings & spa-like 4-piece bathroom with marble, heated flooring for cozy comfort. Ample closet spaces in both rooms & separate laundry area. 2nd level apartment has 2 large bedrooms, 4pc washroom & modern kitchen combined with living area that flows seamlessly to oversized New Orleans style balcony looking over tree lined heritage district (grants available). Separate furnace, air conditioning and laundry for each unit. Easy access to highways & transit. New AC unit (2025) Washer & Dryer (2026) Main Unit Photos Are Virtually Staged More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
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Data was last updated September 11, 2026 at 06:15 AM (UTC)

Bordering the lush Don Valley to the east and the bustling downtown core to the west, Cabbagetown - South St. James Town is a neighbourhood of striking visual and social contrasts. It is perhaps best known for containing the largest continuous area of preserved Victorian housing in all of North America. This historic enclave earned its name from the Irish immigrants who settled here in the late 19th century and famously planted cabbages in their front yards to feed their families. Today, those same properties have been meticulously restored into some of the city's most coveted real estate, featuring intricate ginger-bread trim, soaring gables, and wrought-iron fences. These quiet, tree-canopied streets offer a stark but harmonious juxtaposition to the soaring high-rise skyline of South St. James Town, creating a unique urban tapestry where high-density modern living meets nineteenth-century charm.

The heart of the community's natural beauty is Riverdale Park West and the beloved Riverdale Farm. This working farm in the middle of the city allows residents to escape the metropolitan franticness and connect with a more pastoral pace of life, complete with livestock, wooded ponds, and scenic hiking trails that connect to the Lower Don River Trail system. Adjacent to the farm lies the historic Necropolis, one of Toronto’s oldest and most beautiful cemeteries, which serves as a peaceful arboretum and a resting place for many of the city’s founding figures. This abundance of green space makes the neighbourhood a sanctuary for outdoor enthusiasts, dog walkers, and families who appreciate the rare luxury of wide-open vistas so close to the financial district.

Parliament Street serves as the primary commercial artery for the area, acting as a vibrant meeting ground for the neighbourhood’s diverse socioeconomic population. The retail landscape is a sophisticated mix of old and new, where long-standing independent hardware stores and classic pubs sit alongside chic pet boutiques and high-end design studios. The dining scene is equally varied and celebrated, offering everything from the refined French-inspired plates at Petit Dejeuner to the cozy, upscale comfort of F'Amelia, which is tucked away in a converted cottage. For those seeking international flavors, the area is home to authentic Indian cuisine, bustling Thai eateries, and contemporary bistros that reflect the cosmopolitan nature of the residents who inhabit the nearby apartment towers and heritage homes alike.

Overall, Cabbagetown - South St. James Town is a neighbourhood that prides itself on its deep-rooted history and its fierce sense of local identity. It is a place where the community spirit is palpable, evidenced by the annual Cabbagetown Festival and a highly active preservation society that ensures the area's architectural integrity remains untouched by the pressures of glass-and-steel development. For those who wander its brick-lined streets or explore its hidden laneways, the neighbourhood offers an atmospheric journey through Toronto’s past while remaining a vital, energetic participant in its present. It stands as a testament to the city's ability to evolve without losing the soul of its heritage, providing a lived-in elegance that is both welcoming and remarkably distinct.

This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.