Cabbagetown-South St. James Town Real Estate

Cabbagetown-South St. James Town Real Estate

Welcome to Cabbagetown-South St. James Town, one of Toronto's most vibrant and eclectic neighborhoods! Nestled just east of downtown, this charming area is a delightful blend of historic character and modern conveniences, making it an ideal place to call home.

Cabbagetown is renowned for its picturesque Victorian homes, many of which date back to the late 19th century. As you stroll through the tree-lined streets, you'll be captivated by the colorful facades and beautifully maintained gardens that reflect the neighborhood's rich history. The area is not just about aesthetics; it boasts a strong sense of community, with friendly neighbors and local events that foster connections among residents.

South St. James Town, adjacent to Cabbagetown, offers a unique urban experience with a diverse mix of cultures and lifestyles. This vibrant enclave is home to a variety of restaurants, cafes, and shops, catering to every palate and preference. Whether you're in the mood for a cozy brunch spot or an exciting night out, you'll find plenty of options just a stone's throw away.

For outdoor enthusiasts, the neighborhood is a haven of parks and green spaces. Explore the lush gardens of Riverdale Park or take a leisurely walk along the Don River Trail. The area's proximity to the downtown core means you're never far from the city's bustling arts scene, shopping districts, and entertainment venues.

Cabbagetown-South St. James Town is not just a neighborhood; it's a lifestyle. With its rich history, vibrant community, and convenient location, it's no wonder that so many people are drawn to this charming corner of Toronto. Come discover the magic of Cabbagetown-South St. James Town—your new home awaits!

Newest Listings in Cabbagetown-South St. James Town

77 Maitland Place Unit 1219, Toronto
$598,000
2 Beds ⋅ 2 Baths ⋅ C14113100 MLS
Client Remks: Welcome to Celebrity Place condominiums located at 77 Maitland Place situated in a beautiful private gated park like setting. This is an amazing opportunity for those looking to get into the market, and 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 extremely well. It is move in ready, 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 relaxation in the late 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".

77 Maitland Place Unit 1219, Toronto
40 Homewood Avenue Unit 414, Toronto
$449,000
1 Beds ⋅ 1 Baths ⋅ C14113126 MLS
Some condos just feel good the moment you walk in. Suite 414 is one of them. One of the building's largest one-bedroom layouts, this beautifully bright and thoughtfully updated suite offers exceptional value, with mature trees just beyond the windows creating a sense of calm that feels remarkably removed from the city below. Facing east, the windows look directly into a canopy of mature trees, giving the entire space a private, almost treehouse-like feel that's especially lovely in the morning light. The renovated kitchen is beautifully considered and designed to work effortlessly with the living and dining spaces, while hardwood floors run throughout. Step outside from the dining room onto your private balcony - morning coffee highly encouraged. The spacious bedroom features a generous double closet, while a second double closet in the entry and an exclusive-use locker provide plenty of additional storage. Exceptionally well managed, the building has a true sense of community alongside amenities that feel decidedly more hotel than condo: a heated indoor pool, 24-hr concierge, sauna, updated party room, gym and outdoor BBQ area - to name a few. Maintenance fees are all-inclusive, even cable and high-speed internet, and parking is available to rent. For a first-time buyer, it's a smart way into the market without compromising on space. For a downsizer, there's room to live comfortably and a genuine sense of community. And as a pied-à-terre? You'd be hard-pressed to find a more convenient home base. Minutes from Cabbagetown, Yonge & Bloor, Wellesley and College subway stations, Loblaws, LCBO, TMU and U of T. A little calm, right in the middle of everything.

40 Homewood Avenue Unit 414, Toronto
225 Wellesley Street E Unit 1001, Toronto
$639,000
2 Beds ⋅ 2 Baths ⋅ C14112610 MLS
Welcome to Suite 1001 at 225 Wellesley Street East - a bright, beautifully proportioned 2-bedroom, 2-bath residence offering 959 sq ft of thoughtfully designed living space. The smart split-bedroom layout provides excellent separation, while the open-concept living and dining areas are framed by large windows and an open balcony with expansive city and lake views. The kitchen is both functional and inviting, featuring granite countertops, stainless-steel appliances, a breakfast bar, and ample cabinetry. Hardwood flooring carries through the principal living areas, creating a warm, cohesive feel. The spacious primary bedroom easily accommodates a king-size bed and includes his-and-hers closets plus a 5-piece ensuite. A generous second bedroom and full second bath add flexibility for guests, a home office, or shared living. Complete with parking and locker, this well-managed building offers concierge/security, a gym, party room, visitor parking, bike storage, and a rooftop terrace with garden and BBQ area. Steps to transit, shopping, dining, and downtown amenities, this is a polished, move-in-ready home in a highly connected location.

225 Wellesley Street E Unit 1001, Toronto
29 Winchester Street, Toronto
$2,900,000
4 Beds ⋅ 4 Baths ⋅ C14111438 MLS
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. With over 4200+ sq ft of living space (each unit is over 1000+ sq. ft in size), 29 Winchester offers a spacious and gracious living environment, complimented with multiple walk-out balconies, large windows, private decks and terraces, all 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 ensuite laundry in each unit. Parking is accessed via a private rear laneway (4 parking spaces at present including 1 tandem space, and the possibility to expand up to 6 car parking on site). Highly desirable 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. Building financials available upon request. Shows 10+ and must be seen - a perfect addition for any investor seeking a high calibre investment grade property to add to their portfolio.

29 Winchester Street, Toronto
415 Jarvis Street Unit 336, Toronto
$598,888
2 Beds ⋅ 1 Baths ⋅ C14106384 MLS
Rarely offered corner-unit townhome in the heart of downtown Toronto! This bright, spacious home offers the convenience of condo living with the space, privacy and feel of a house. Recently renovated with new kitchen countertops, backsplash, cabinets, updated bathroom vanity, fresh paint and more. Tons of natural light throughout, plus your own private rooftop terrace-perfect for morning coffee, entertaining or enjoying the city. Located in a well-maintained complex with a quiet, residential feel, yet just steps to College Subway Station, 24-hour streetcars, groceries, restaurants, cafés, TMU/UofT and more. The Financial District, Eaton Centre, waterfront and Yorkville are all within walking distance, making this an exceptionally convenient location. Enjoy the best of downtown living at one of the most affordable price points in the city-space, outdoor living and house-like privacy in the heart of it all.

415 Jarvis Street Unit 336, Toronto
415 Jarvis Street Unit 342, Toronto
$595,000
2 Beds ⋅ 1 Baths ⋅ C14105386 MLS
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!

415 Jarvis Street Unit 342, Toronto
489 Ontario Street, Toronto
$1,699,000
3 Beds ⋅ 3 Baths ⋅ C14104316 MLS
A rare offering in Toronto's coveted Cabbagetown, this distinctive three-storey townhouse brings together beautiful design, generous proportions and an artfully curated aesthetic. Rich in personality and thoughtfully appointed throughout, the home balances expressive style with understated sophistication. 3 bedrooms above grade, perfectly laid out with a versatile lower level that can be used as a guest bedroom or extra family room. Well-appointed rooms offer inviting spaces for entertaining and everyday living, while large bedrooms provide exceptional comfort. The primary bedroom retreat is a private haven, offering a peaceful escape at the end of the day. Outdoors, a serene, low-maintenance garden creates an intimate setting. Tastefully composed and truly one of a kind, this is a home for those who appreciate interiors with character and a style all their own.

489 Ontario Street, Toronto
15 Maitland Place Unit 1811, Toronto
$549,000
2 Beds ⋅ 1 Baths ⋅ C14103352 MLS
Sun-filled, sophisticated, and exceptionally well connected. This beautifully updated 810 sq. ft. one-bedroom plus den suite features stunning south-facing views through expansive floor-to-ceiling windows, filling the space with natural light while offering a wonderful sense of privacy. One of the best layouts in the building, this suite stands out for its generously proportioned rooms, excellent flow, and exceptional use of space.The spacious den offers outstanding flexibility as a home office, guest space, or potential second bedroom. Beautiful engineered white oak flooring adds warmth and a contemporary finish throughout, while ample storage, a large locker, and secure underground parking provide everyday convenience. Attentive building management and a quiet, one-way street further enhance the sense of calm.Residents enjoy an impressive array of amenities, including a landscaped courtyard, swimming pool, hot tub, sauna, fully equipped gym, dedicated weight room, squash and basketball courts, rooftop tennis courts, running track, BBQ areas, and a recently renovated bistro and party room. Visitor parking is also available, and condo fees include all utilities! Offering added value.Perfectly positioned on a quiet side street in the heart of downtown Toronto, this home is within easy walking distance of an exceptional selection of restaurants, cafés, shops, and essential services. Enjoy convenient access to both Line 1 and Line 2 subway stations, Church Street, the Eaton Centre, Cabbagetown, and Riverdale Farm. An exceptional combination of space, privacy, amenities, and urban convenience, with virtually everything you need right outside your door.

15 Maitland Place Unit 1811, Toronto
16 St. James Court, Toronto
$1,399,000
3 Beds ⋅ 3 Baths ⋅ C14103140 MLS
Nestled on a quiet court in Historic Cabbagetown, this solid brick home, built in 1985, offers approximately 2,200 sq.ft. of living space. Generously proportioned principle rooms, two fireplaces and an abundance of natural light create a warm and inviting atmosphere. Two second-floor skylight, thoughtfully positioned in the hallway and primary ensuite, fill the upper level with natural light. The spacious primary bedroom features a large walk-in closet and four-piece ensuite. The living room features a fireplace, and walkout to a private backyard, while the lower-level with additional 3rd bedroom or home office space boasts a large family room, complete with fireplace and walk-up to the garden , providing additional living and entertaining space. Enjoy the tranquility of court living just steps from the charm and character of Cabbagetown, with the Riverdale Farm, neighbourhood shops, restaurants and public transit, walking distance to the core of the city. A wonderful opportunity to enjoy spacious living in one of Toronto's most cherished historic neighborhoods. Notable improvements worth mentioning are that the roof, all exterior doors (front, walkout from family room, walkout from living room) and all windows have been replaced 3 years ago. Entire interior of the house was just freshly painted.

16 St. James Court, Toronto
36 Aberdeen Avenue, Toronto
$1,585,000
4 Beds ⋅ 3 Baths ⋅ C14099396 MLS
Welcome to 36 Aberdeen Ave, a charming, solid brick end-of-row Edwardian on a leafy Cabbagetown street with landscaped front gardens and stone steps leading up to a welcoming covered front porch. The light, bright main floor has a gracious living room featuring a decorative fireplace, crown mouldings and large picture window overlooking the front porch and gardens. Separate dining room has leaded glass window details and opens to a large modern eat-in kitchen with sleek white cabinetry, granite counters and breakfast bar. French doors lead out to a private backyard deck bordered by a magical historic masonry garden wall, ideal for elegant entertaining on warm summer nights. The second floor offers a large 2nd bedroom with double closets and bay window, a family bath with floating vanity, oversized shower and laundry closet with washer and dryer, and a 3rd large bedroom currently used as a family room with adjoining home office. The entire third floor is dedicated to a primary suite that includes a wall of closets, spa-inspired 4-piece ensuite with sumptuous soaking tub and walk-out to rooftop deck up in the trees. The fully finished basement offers an updated 1-bedroom apartment with separate entrance, ideal as an income or nanny suite, or home based professional practice. Located just steps to transit and the best restaurants, shops and cafes of Parliament Street and with its enduring tradition as a close-knit community including a street association blog, Aberdeen Avenue is well known as one of the most family friendly and welcoming streets in the neighbourhood and somewhere you'll be thrilled to call home!

36 Aberdeen Avenue, Toronto
411 Wellesley Street E, Toronto
$1,745,000
4 Beds ⋅ 3 Baths ⋅ C14098458 MLS
Handsome, renovated Prime Cabbagetown 3-storey end-of-row red brick Victorian located on coveted Wellesley St E. Stylish open concept main floor has high ceilings, lustrous hardwood floors, crown mouldings, sleek contemporary gas fireplace and large bay window overlooking landscaped front gardens. Bright white chef's kitchen has restaurant-style stainless-steel appliances and custom backsplash, breakfast bar and walk out to multi-level backyard decking perfect for summer BBQ's and entertaining large groups of family and friends. 2nd floor offers a spacious primary bedroom with custom built-ins and large double closet, generous 2nd bedroom and large family bath with luxurious soaker tub, separate shower and brand-new Miele washer/dryer. 3rd floor currently used as family/media room and home office has oversized skylight that lets the sunshine in and can easily serve as a sprawling primary suite with 4-piece ensuite and walk out to rooftop sundeck with sweeping south-west city views! Fully finished lower level offers a one-bedroom apartment with separate entrance. The fully fenced, private backyard leads to a detached garage off rear laneway offering rare 2-car parking in the heart of Cabbagetown. Located on highly sought after Wellesley St E close to parks, public transit, shops, restaurants and cafes of Parliament Street all just steps to the fabled Riverdale Farm! Open House Sat & Sun 2-4PM.

411 Wellesley Street E, Toronto
298 Seaton Street, Toronto
$1,748,888
5 Beds ⋅ 4 Baths ⋅ C14098400 MLS
A rare opportunity to own a classic Victorian heritage duplex in the heart of Toronto's coveted Cabbage town Southwest Heritage Conservation District. Nestled on one of the city's most picturesque, tree-lined streets, this charming century home offers the perfect blend of timeless character, income potential, and unbeatable downtown convenience.This legal duplex features two self-contained units with separate private entrances, making it ideal for investors, multi-generational families, or homeowners looking to live in one unit while generating rental income from the other. Unit 1 offers a spacious two-storey layout with3 bedrooms and 2 full bathrooms, while Unit 2 features a bright two-storey layout with 2 bedrooms and 1 full bathroom. The flexible floor plan also presents excellent potential for furnished executive rentals or short-term accommodations (subject to municipal bylaws and licensing requirements). A high, dry unfinished basement provides abundant storage or future potential. Rich in original Victorian charm and meticulously maintained, this property is surrounded by North America's largest continuous collection of preserved Victorian homes. Enjoy the unique village atmosphere Cabbage town is famous for while being just minutes from Toronto's downtown core. Step outside and walk to Parliament Street's beloved cafes, restaurants, pubs, boutiques, and everyday amenities. Explore nearby Riverdale Farm, Allan Gardens Conservatory, beautiful parks, cycling and walking trails, and enjoy easy access to TTC transit, major hospitals, universities, the Financial District, and the Distillery District. Whether you're searching for a prime investment property, an owner-occupied income opportunity, or a unique heritage home with exceptional rental flexibility, this property offers outstanding long-term value in one of Toronto's most sought-after neighbourhoods. A true urban gem where historic charm meets modern convenience.

298 Seaton Street, Toronto
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