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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25-36/63
  • 1219 77 Maitland Place in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08) : MLS®# C13648126

    1219 77 Maitland Place Cabbagetown-South St. James Town Toronto M4Y 2V6
    Main Photo: 1219 77 Maitland Place in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08)  : MLS®# C13648126
    $625,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13648126
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to Celebrity Place condominiums located at 77 Maitland Place situation in a beautiful gated park like setting. This is an amazing opportunity for those looking to get into the market, want it all, on a tight budget or a trade down buyer, wanting to be downtown and close to everything. The unit has been well cared for and shows well. It is move in read, freshly painted, new light fixtures, real wood floors, 2 full baths, and 2 full bedrooms. This is a large layout in the north tower with 851 Sq. Ft. interior and also featuring a large room size rectangular southeast-facing balcony with a preferred quiet, sunlit retreat for morning coffee and shaded relaxation in the afternoon. The foyer features double mirrored closet and tiled floor. The master bedroom includes a double closet, and a full 4-piece bath. There is a full second bedroom and a full second 4-piece bath. Both bedrooms enjoy large picture windows capturing the morning sun. 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 a rare opportunity in a high-demand building - just move in, unwind, and enjoy. Don't wait, or you will may look back in years to come and say "I should have purchased in 2026". More details
    Listed by REAL ESTATE HOMEWARD
  • 3002 159 Wellesley Street E in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08) : MLS®# C13652206

    3002 159 Wellesley Street E Cabbagetown-South St. James Town Toronto M4Y 0H5
    Main Photo: 3002 159 Wellesley Street E in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08)  : MLS®# C13652206
    $429,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13652206
    Bedrooms:
    1
    Bathrooms:
    1
    Bright And Modern 1-Bedroom Condo In The Heart Of Downtown Toronto! This Efficiently Designed 491 Sq Ft High-Floor Unit Offers Stunning Unobstructed Views Of Downtown Toronto Through Floor-To-Ceiling Windows. Thoughtfully Designed Layout With Separate Living And Kitchen Areas Creates A More Functional Living Space And Added Privacy, With Potential Flexibility For Two Person Living Arrangements. Features 9-Ft Ceilings, Premium Laminate Flooring, And Contemporary Finishes Throughout. Modern Kitchen Includes Quartz Countertops, Sleek Cabinetry, And Built-In Stainless Steel Appliances. Spacious Bedroom With Large Closet Conveniently Positioned Away From Main Living Area. Includes One Locker For Additional Storage. Exceptional Downtown Location Steps To TTC, Subway, TMU, University Of Toronto, Eaton Centre, Restaurants, Grocery Stores, Parks, And Major Hospitals. Enjoy Outstanding Building Amenities Including Fully Equipped Gym, Rooftop Terrace, Party Room, Visitor Parking, And 24-Hour Concierge. Perfect Opportunity For First-Time Buyers, Young Professionals, Or Investors Looking For A Turnkey Unit In One Of Toronto's Most Convenient And High-Demand Locations. More details
    Listed by ROYAL LEPAGE TERREQUITY CAPITAL REALTY
  • 406 159 Wellesley Street E in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08) : MLS®# C13639860

    406 159 Wellesley Street E Cabbagetown-South St. James Town Toronto M4Y 0H5
    Main Photo: 406 159 Wellesley Street E in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08)  : MLS®# C13639860
    $575,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13639860
    Bedrooms:
    2
    Bathrooms:
    1
    Discover the comfort and convenience of 406-159 Wellesley St. E., a stylish condo come with a parking and oversize locker. With 609 sq. ft. of smartly used space, this home features a welcoming primary bedroom with balcony walk-out, plus a den perfect for your office or creative corner. An in-suite washer/dryer adds everyday ease. Residents enjoy a full suite of amenities, including a gym, sauna, games and party rooms, rooftop deck and garden, guest suite, BBQ area, and concierge. Buyer can assume the Tenants or vacant possession with 60 days' notice. Photos show the unit before and during tenancy, picture the charm of this gem once personalized to your taste. More details
    Listed by RE/MAX EXCEL REALTY LTD.
  • 34 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08) : MLS®# C13615852

    34 Winchester Street Cabbagetown-South St. James Town Toronto M4X 1A7
    Main Photo: 34 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13615852
    $2,360,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13615852
    Bedrooms:
    5
    Bathrooms:
    5
    Spectacular 5 Unit Apartment Building In The Beautiful Cabbagetown. Gorgeous One-Bedroom Suites Featuring Hardwood Floors & Updated Kitchens And Bathrooms. Large Windows Allow For AnAbundance Of Sunlight Throughout All Suites. Four Identical Units On First And Second Floors With Large One Bedroom In Basement. Extremely Well-Maintained Building With Attention To Care. Bring Your Top Investors, They Won't Want To Miss This!!! Extras: New Appliances (2012/2013), New Furnace (2012), New Stack (2012), New Washer/Dryer(2013), Rebuilt Balconies (2012). Roof Flashing Done In 2017. New/Updated Kitchens, New/UpdatedBathrooms. More details
    Listed by RE/MAX NOBLECORP REAL ESTATE
  • 318 Sumach Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08) : MLS®# C13606626

    318 Sumach Street Cabbagetown-South St. James Town Toronto M5A 3K5
    Main Photo: 318 Sumach Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13606626
    $1,350,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13606626
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to 318 Sumach Street - a classic Cabbagetown character home on one of the neighbourhood's quietest residential blocks. A three-bedroom, 1+1 bath shingled Craftsman-era two-storey: approx 1,100sq ft above grade plus a fully finished 498 sq ft lower level. RECENTLY RENOVATED throughout - updated kitchen appliances, hardwood flooring, refreshed bathrooms, restored front porch, rebuilt rear deck, and professionally landscaped front and rear grounds with gorgeous ivy on red brick walls. Genuinely exceptional feature for the neighbourhood: a PRIVATE TWO-CAR DRIVEWAY - one of the rarest inclusions on any Cabbagetown listing.The open-concept main floor reads as a single considered volume - hardwood throughout, painted white brick, and an exposed-brick feature wall running the length of the house. The renovated kitchen sits at the rear with direct flow to the private deck and landscaped gardens. The primary bedroom is the surprise of the second floor: CATHEDRAL CEILINGS with a SKYLIGHT and a genuinely massive footprint - set at the quiet front of the house, with room for a king bed and a proper reading chair or desk. Two additional bedrooms and a full bath complete the level. The finished lower level offers a generous open concept recreation room and dedicated laundry / powder room. PRIORITY LOCATION: DIRECTLY NEXT DOOR to the Cabbagetown Youth Centre (BGC Toronto Kiwanis) - after-school pickup from Winchester PS five days a week. Short walk to ALL key amenities: Riverdale Park & Farm, the Toronto Necropolis, Parliament Street's independents (House on Parliament, F'Amelia, L'Avenue), the Distillery District, St Lawrence Market, Allan Gardens Conservatory, Chinatown East, The Village, and downtown proper. Carlton streetcar at the door, Sherbourne subway 10 min, DVP one block east. Winchester PS / Jarvis CI catchment. Move In Condition, nothing to do but move in ... ! Immersive virtual tour with neighborhood features, home details, and more ... ! More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
  • 342 415 Jarvis Street in Toronto: Cabbagetown-South St. James Town Condo Townhouse for sale (Toronto C08) : MLS®# C13586728

    342 415 Jarvis Street Cabbagetown-South St. James Town Toronto M4Y 3C1
    Main Photo: 342 415 Jarvis Street in Toronto: Cabbagetown-South St. James Town Condo Townhouse for sale (Toronto C08)  : MLS®# C13586728
    $665,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13586728
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to The Central; a quiet and serene, low-rise condo community in the heart of the downtown core! Newly painted 2 bedroom stacked townhome with a main floor living space which offers an open concept, open kitchen with plenty of counter space. The living and dining space is perfect for entertaining with the warmth of the gas fireplace. Don't miss the private rooftop terrace to soak up the sun or enjoy with friends while settling in at the end of the day. If convenience is a deciding factor in your next home, this location has it all being steps to groceries at the Metro, Loblaws, transit, Eaton Centre, financial core, theatre, libraries, restos, Allan Gardens dog park and Saturday farmer's market and more. The Central can't be beat! More details
    Listed by RE/MAX DASH REALTY
  • 29 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08) : MLS®# C13578164

    29 Winchester Street Cabbagetown-South St. James Town Toronto M4X 1A6
    Main Photo: 29 Winchester Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13578164
    $3,400,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13578164
    Bedrooms:
    4
    Bathrooms:
    4
    The finest 4-plex in Cabbagetown has returned to market for the first time in a generation! This impeccably maintained and professionally updated income property has been meticulously renovated and represents a rare opportunity to acquire a best-in-class asset of this stature in one of Toronto's most storied neighbourhoods. Over 4200+ sq ft of living space, complimented with multiple walk-out exterior spaces including 2x large private decks, a rear walk-out patio at grade, and a stunning oversized south facing rooftop terrace on the upper level overlooking lush rear grounds under a densely treed canopy. The building is home to a high-quality tenant base, and each suite enjoys dedicated climate controls. The building has been curated to appeal to professionals and offers living spaces that are ideal for both entertaining and relaxing in a quiet environment. Fine interior finishes include hardwood floors, updated bathrooms, updated kitchens, high ceilings, and large windows. Each unit has dedicated ensuite laundry. Parking is accessed via a private rear laneway off of Aberdeen Ave, including 4 parking spaces at present (of which 1 is a tandem parking space,) and the possibility exists to expand up to 6 car parking on site). 29 Winchester has been assembled to remain highly desireable and strongly appealing to tenants in any market. This premium location is steps to restos and shopping along Parliament Street, and accessible to multiple TTC options (including the Carlton Street Car) or a short walk to Castle Frank Station TTC Subway. Tenants can enjoy Winchester Park at their doorstep, or stroll to Riverdale farm. Mere minutes to the downtown core and Distillery District / St Lawrence Market. Shows 10+ and must be seen - a perfect addition for any investor seeking a high calibre investment grade property to add to their portfolio. More details
    Listed by ROYAL LEPAGE TERREQUITY SW REALTY
  • 499 Ontario Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08) : MLS®# C13566570

    499 Ontario Street Cabbagetown-South St. James Town Toronto M4X 1M7
    Main Photo: 499 Ontario Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13566570
    $1,799,900
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    C13566570
    Bedrooms:
    7
    Bathrooms:
    4
    Welcome to 499 Ontario Street, a spectacular, fully renovated legal duplex in the heart of historic Cabbagetown. The ultimate turnkey opportunity for investors, multi-generational families, or live-rent buyers, this property seamlessly blends classic character with high-end modern design. Step inside to discover soaring ceilings, stunning exposed brick accents, gorgeous marble floors, and premium contemporary finishes throughout. The building is divided into two well-appointed, self-contained residences, each featuring independent ensuite laundry, gourmet kitchens with sleek stainless-steel appliances, and rare, private outdoor spaces. The upper unit is a sun-drenched sanctuary boasting 3 spacious bedrooms, 2 elegant bathrooms, and a spectacular private rooftop deck perfect for relaxing above the city. Below, the main-floor and lower-level suite offers a beautifully executed 4-bedroom, 2-bathroom layout, complete with direct walk-out access to its own private, fully fenced yard. To top it off, this property includes a highly coveted two-car parking pad at the rear-an absolute premium in this historic downtown neighbourhood. Perfectly positioned just steps from vibrant shops, cafes, and patios of Parliament Street, scenic local parks, and transit - this exceptional asset delivers the perfect combination of location, modern luxury, and incredible cash flow. More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 33 Rose Avenue in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08) : MLS®# C13568102

    33 Rose Avenue Cabbagetown-South St. James Town Toronto M4X 1N7
    Main Photo: 33 Rose Avenue in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08)  : MLS®# C13568102
    $2,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13568102
    Bedrooms:
    4
    Bathrooms:
    4
    A rare Victorian masterpiece on coveted Rose Avenue. Nestled among mature trees and framed by exquisite, professionally designed Japanese-inspired gardens, this exceptional and extensively renovated semi-detached blends timeless architecture with striking design. Step through the solid mahogany front door, featuring a one-of-a-kind custom stained glass masterpiece handcrafted from more than 250 individually fused stained glass pieces, an unforgettable introduction to this truly unique residence.The main level is defined by soaring approx. 11-foot ceilings and elegant proportions, creating an atmosphere of light and sophistication. Inspired by Art Deco design, the interiors showcase clean architectural lines, rich detailing, and luxurious finishes throughout. A versatile main-floor bedroom or office adds flexibility for today's lifestyle. Designed with flexibility in mind, the upper levels provide expansive family accommodations, highlighted by a second kitchen, two spacious third-floor bedrooms with access to an oversized private balcony. The fully finished lower level offers a fourth bedroom, an additional living area, and a third kitchen. Adding to its versatility, the property has Committe of Adjustments approval (2000) for three units. Outside, the enchanting gardens create a private urban sanctuary where lush greenery, mature trees, natural stone landscaping, and peaceful outdoor spaces offer a tranquil escape in the heart of the city. A rare detached garage, together with additional private parking provides an exceptional convenience seldom found in this coveted neighbourhood. Ideally located just steps to parks, transit, shops, restaurants, and the vibrant amenities. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
  • 585 Parliament Street in Toronto: Cabbagetown-South St. James Town Commercial for sale (Toronto C08) : MLS®# C13567244

    585 Parliament Street Cabbagetown-South St. James Town Toronto M4X 1P9
    Main Photo: 585 Parliament Street in Toronto: Cabbagetown-South St. James Town Commercial for sale (Toronto C08)  : MLS®# C13567244
    $1,200,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    C13567244
    Total Area:
    1,650 sq. ft.
    Exceptional opportunity to own a mixed-use commercial property in the heart of Cabbagetown!Approx. 550 sq. ft. main-floor retail/commercial space plus a spacious 2-bedroom + den residential apartment of over 1,000 sq. ft. featuring a large private deck. Prime Parliament St. location with excellent pedestrian and vehicular exposure, surrounded by established retailers, cafés, restaurants and high-density residential neighbourhoods. Steps to TTC transit with easy access to Sherbourne Station and Downtown Toronto. Minutes to Riverdale Farm, Allan Gardens, Toronto Metropolitan University, downtown hospitals, the Financial District, Eaton Centre, and the DVP. An ideal opportunity for owner-occupiers, investors, orlive/work use in one of Toronto's most vibrant and sought-after mixed-use communities. More details
    Listed by CENTURY 21 NEW CONCEPT
  • 4 306 Sackville Street in Toronto: Cabbagetown-South St. James Town Condo Townhouse for sale (Toronto C08) : MLS®# C13549858

    4 306 Sackville Street Cabbagetown-South St. James Town Toronto M5A 3G2
    Main Photo: 4 306 Sackville Street in Toronto: Cabbagetown-South St. James Town Condo Townhouse for sale (Toronto C08)  : MLS®# C13549858
    $1,695,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13549858
    Bedrooms:
    3
    Bathrooms:
    3
    A show-stopping residence unlike anything else in the city. Welcome to one of the largest and most coveted homes within the iconic peanut factory - a rare offering of approximately 2,600sqft of exceptional loft living in the heart of cabbagetown. Thoughtfully reimagined, this extraordinary three-storey townhome seamlessly blends historic character with contemporary luxury.A dramatic double-height foyer, anchored by a striking antique metal door, sets the stage for the architectural beauty beyond. Towering ceilings, expansive windows, and sunlit interiors create a remarkable sense of space, while a wood-burning fireplace brings warmth and sophistication to the grand living area. Outdoor living is equally captivating, with a private covered terrace off the living room and a spectacular rooftop retreat designed for entertaining, relaxing, and enjoying sweeping skyline views. The main level offers a versatile bedroom or executive office with a convenient powder room, perfect for today's flexible lifestyle. On the private second floor, the luxurious primary suite features a spa-inspired ensuite with a statement ceiling-filled soaker tub and separate glass shower. A generous second bedroom with dual-aspect windows, walk-in closet, and access to a beautifully appointed bath completes the level. Crowning the residence, the loft-level great room is bathed in natural light from soaring windows. A designer kitchen featuring stone countertops, a statement island, and eight premium appliances overlooks the expansive living and dining areas, creating an extraordinary setting for everyday living and elegant entertaining.Rarely does a residence of this scale, character, and architectural significance become available. Complete with covered parking and an unbeatable Cabbagetown address, steps from the neighbourhood's finest shops, cafés, restaurants, and parks, Riverdale Farm, Don Valley trails and iconic Cabbagetown, this is loft living at its absolute finest. More details
    Listed by EXP REALTY
  • 1104 40 Homewood Avenue in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08) : MLS®# C13537892

    1104 40 Homewood Avenue Cabbagetown-South St. James Town Toronto M4Y 2K2
    Main Photo: 1104 40 Homewood Avenue in Toronto: Cabbagetown-South St. James Town Condo Apartment for sale (Toronto C08)  : MLS®# C13537892
    $495,000
    Residential Condo & Other
    Status:
    Active Under Contract
    MLS® Num:
    C13537892
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome To The Largest One Bedroom Condo In The Building!!! Desired Neighbourhood In The Residences Of 40 Homewood!!! Great Value At 790SF With Large East Facing Balcony To Enjoy YourCoffee With The Morning Sun!!! This Very Much Desired Building Features All The following amenities: indoor Pool, Full Gym, Boardrooms, Large Party rRoom And An Outdoor BBQ Area. Plenty Of Visitor Parking And Storage Locker. Steps To Yonge Street, TTC, Subway, Shopping And All Amenities!!! The Maintenance Fee Includes ALL Utilities Even Phone And Wifi!!! Well Maintained Unit!! Don't Miss This One!!! More details
    Listed by RIGHT AT HOME REALTY
25-36/63
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.