Cabbagetown-South St. James Town Real Estate

Cabbagetown-South St. James Town Real Estate

Welcome to Cabbagetown-South St. James Town, a vibrant neighborhood nestled in the heart of Toronto, Ontario. This unique area is celebrated for its rich history, diverse community, and charming streets lined with Victorian homes, making it a sought-after destination for those who appreciate both character and convenience.

Cabbagetown is known for its picturesque streets, adorned with beautifully preserved historic architecture that harkens back to the 19th century. Strolling through the neighborhood, you’ll find a delightful mix of quaint cafés, artisanal shops, and local eateries that reflect the eclectic spirit of the community. The famous Cabbagetown Festival, held annually, showcases the neighborhood’s lively culture, featuring local artisans, musicians, and food vendors, drawing residents and visitors together in a celebration of community.

Adjacent to St. James Town, one of the most densely populated areas in Canada, this neighborhood offers a unique juxtaposition of urban energy and serene green spaces. Residents enjoy easy access to parks like Riverdale Park and the Don Valley, perfect for leisurely walks, picnics, or outdoor activities.

Cabbagetown-South St. James Town is not just about beautiful homes and green spaces; it’s also about connectivity. With public transit options readily available, commuting to downtown Toronto is a breeze, allowing residents to enjoy the best of both worlds—peaceful living and vibrant city life.

Embrace the charm of Cabbagetown-South St. James Town, where community spirit meets urban convenience, and discover a neighborhood that truly feels like home.

Newest Listings in Cabbagetown-South St. James Town

40 Homewood Avenue Unit 316, Toronto
$519,000
2 Beds ⋅ 1 Baths ⋅ C14135684 MLS ⋅ 40 Homewood Avenue Condos BLDG.
Welcome to Unit 316 at 40 Homewood Ave a bright, well-kept corner 2-bedroom suite offering a rare sense of calm in the heart of downtown Toronto. Floor-to-ceiling windows in every room frame mature trees and bring in beautiful natural light, while updated closet doors and a well-maintained kitchen make this home move-in ready.This exceptionally well-managed building offers a welcoming community and an impressive collection of amenities, including a heated indoor pool, sauna, gym, updated party room and outdoor BBQ area. Maintenance fees include high-speed internet, cable TV and all utilities an added convenience and value. Ideally located minutes from Cabbagetown, Yonge & Bloor, Wellesley and College subway stations, Loblaws, LCBO, TMU and U of T. A little calm in the middle of everything and a move-in-ready opportunity in the heart of Toronto.

40 Homewood Avenue Unit 316, Toronto
225 Wellesley Street E Unit 311, Toronto
$519,900
2 Beds ⋅ 2 Baths ⋅ C14124216 MLS ⋅ The Star Of Downtown BLDG.
Welcome to your dream urban oasis! This exceptionally designed 1-bedroom plus den, 2-washroom residence offers the perfect blend of modern sophistication and functional living space. Every square foot of this bright and airy layout has been optimized to deliver comfort and convenience. Step inside to find an expansive open-concept living and dining area flooded with natural light from floor-to-ceiling windows. The contemporary chef's kitchen features premium, high-end finishes, clean lines, seamless integrated appliances, and a beautiful sleek countertop that doubles as a breakfast bar. The oversized, separate den provides a versatile, private room that can easily transform into a dedicated home office, a cozy media lounge, or an inviting guest space. Unlike standard floor plans, this premium unit offers the rare luxury of two washrooms, including a two shower ensuite in the primary bedroom, with plenty of space and modern fixtures. The generous primary suite acts as a peaceful retreat, complete with excellent closet space and pristine finishes. Your living space extends outdoors to a personal balcony, perfect for morning coffee. This unit checks every single box, coming fully equipped with a dedicated underground parking space and a secure, private storage locker. Situated near historic Cabbagetown, this unit is walkable to transit, shops nearby, dining areas, parks, and plenty more! Don't miss out on the incredible value offered for this fantastic home!

225 Wellesley Street E Unit 311, Toronto
317 Wellesley Street E, Toronto
$999,000
2 Beds ⋅ 1 Baths ⋅ C14123810 MLS
Historic Cabbagetown! Charming Victorian Row Townhouse, 2-bedroom bungalow on a premium deep lot with private fenced yard, detached garage, and dedicated laneway access on Jeffreys Ln, potential for a laneway dwelling, subject to approvals! Rare opportunity for end- users, renovators, or investors in this sought-after neighbourhood! Walk to Riverdale Farm, Shops, and Cafe's, minutes from the downtown core. Explore the Possibilities!!

317 Wellesley Street E, Toronto
225 Wellesley Street E Unit 407, Toronto
$548,000
2 Beds ⋅ 2 Baths ⋅ C14117712 MLS ⋅ The Star Of Downtown BLDG.
Bright, beautiful, and exceptionally functional! Spanning 675 SQ FT, this sunlit open-concept unit features a flexible 1 Bed + Den layout with 2 full/half bathrooms. The primary retreat boasts double closets and a 5-piece ensuite, while the multi-use den is perfect for a 2ndbedroom or executive office. Enjoy a functional kitchen, full-size laundry, and a walk-out to a generous private balcony. Bonus: Rare 2-bath layout, plus included Parking & Locker!Building features a stunning rooftop terrace, gym, sauna, party room, and 24/7 concierge.Unbeatable location steps from TTC, groceries, schools, and community amenities

225 Wellesley Street E Unit 407, Toronto
40 Homewood Avenue Unit 807, Toronto
$389,000
1 Beds ⋅ 1 Baths ⋅ C14117220 MLS
Large, bright full size 1 bedroom condo with generous living and dining space and 18ft west facing balcony. Full size kitchen with lots of cupboards and storage. Full, large 4 piece bathroom. Condo has many large closets for storage. Large 12.3 x 8.9 ft bedroom with a double closets and floor to ceiling windows. Separate, owned locker for extra storage is included. One underground parking also included if desired. Condo includes ALL utilities - Heat, Hydro, Water, Bell Fibe Internet & Crave TV! 40 Homewood Ave. is a sought after building for location, value and community. A real community loved by its residence - just ask them. Close to all amenities, TTC, Subway, shops, groceries, parks etc... This is the one. Floor plans attached.

40 Homewood Avenue Unit 807, Toronto
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. 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
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