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

$1,350,000
3 Beds ⋅ 2 Baths ⋅ C13606626 MLS
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 ... !

318 Sumach Street, Toronto
$499,000
2 Beds ⋅ 1 Baths ⋅ C13599206 MLS ⋅ The Central BLDG.
Rarely offered northwest corner end-unit townhome that delivers the privacy and spacious feel of a semi-detached home with the convenience of condominium living. This beautifully updated multi-level residence offers generous living spaces, exceptional storage, and an incredible private rooftop terrace-all in one of downtown Toronto's most walkable neighbourhoods.Step inside through your own private street-level entrance-no elevators, shared hallways, or concierge required. The functional multi-level layout thoughtfully separates entertaining and private living areas, adapting effortlessly to work-from-home or family life.The modern kitchen features quartz countertops, a stylish glass tile backsplash, and an updated sink. Recent upgrades include pot lights, a renovated bathroom, smart home technology with a Nest thermostat and smoke/CO detectors, plus an owned high-efficiency HVAC system. Thoughtful details elevate everyday comfort throughout.The true showstopper is the expansive private rooftop terrace with sunshine, panoramic skyline views, a gas BBQ hookup, a water connection for gardening, and space to dine, entertain, and enjoy spectacular sunsets. Enjoy clear views overlooking the historic CBC Radio building and the National Ballet School of Canada.Located on Toronto's iconic Jarvis Street, once known as "Millionaires' Row," this home is steps from Allan Gardens, the off-leash dog park, and Montague Parkette directly behind the building. Walk to College Subway Station, TMU, U of T, George Brown, the Financial District, hospitals, restaurants, cafés, and shopping.Additional rare features include an owned parking space, two owned storage lockers, and in-suite storage with a walk-in pantry and under-stair storage.This is downtown living without compromise -offering space, privacy, and an unbeatable lifestyle in one exceptional, move-in-ready package.

415 Jarvis Street Unit 301, Toronto
$499,900
2 Beds ⋅ 1 Baths ⋅ C13598832 MLS ⋅ L'Esprit BLDG.
Welcome to L'Esprit at 15 Maitland Place - a well maintained and managed building conveniently located a short walk to the Village, subway, TMU, U of T and Loblaws at Maple Leaf Gardens. The next lucky owner of this home will enjoy the super bright, quiet view facing south over the private landscaped courtyard, and large room sizes (over 800 sq.ft. in total). The separate den with large windows is essentially a second bedroom. The modern bathroom has been renovated, and the laundry has been updated with large front loading LG Washtower machines. New windows will begin to be installed in 2027 and have been budgeted for in the reserve fund. There are extensive rec facilities including two tennis courts, squash and basketball courts, a running track, indoor pool and whirlpool, sauna, gym, and various party and meeting rooms. This well established condo community has an active social committee that plans events for residents throughout the year. The condo fee includes all utilities and there is an underground parking spot and locker.

15 Maitland Place Unit 409, Toronto
$599,999
2 Beds ⋅ 1 Baths ⋅ C13591090 MLS
Welcome to 77 Maitland Pl. Suite 615 at the highly sought-after Celebrity Place Condominiums! This beautifully updated 2-bedroom, 1-bathroom suite offers a spacious 895 sq. ft. of thoughtfully designed living space, complemented by a generous private balcony. Bright and inviting, the open-concept living and dining area is filled with natural light through large windows, creating the perfect setting for both everyday living and entertaining.Tastefully updated throughout, this move-in ready home features a modern kitchen with ample cabinetry and workspace, an updated bathroom, full-size in-suite washer and dryer, generous bedrooms with excellent closet space, and plenty of additional storage. The oversized balcony provides the perfect place to enjoy your morning coffee or relax at the end of the day. Parking is available for rent, offering added convenience for those who require a vehicle in the heart of downtown.Nestled within the beautifully maintained, gated Celebrity Place community, residents enjoy exceptional amenities including a 24-hour concierge, indoor pool, fitness centre, squash court, sauna, party room, library, visitor parking, car wash, and beautifully landscaped gardens. Ideally located just steps to Wellesley Subway Station, the University of Toronto, Toronto Metropolitan University, hospitals, Yorkville, the Financial District, restaurants, shopping, and parks, this home offers the perfect blend of peaceful living and vibrant downtown convenience. An exceptional opportunity for first-time buyers, professionals, downsizers, or investors.

77 Maitland Place Unit 615, Toronto
$665,000
2 Beds ⋅ 1 Baths ⋅ C13586728 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
$3,400,000
4 Beds ⋅ 4 Baths ⋅ C13578164 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. 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.

29 Winchester Street, Toronto
$399,000
2 Beds ⋅ 1 Baths ⋅ C13571264 MLS
Spacious 1+Den offering approx. 740 Sq.Ft. in a meticulously managed building. Bright, sun-filled suite with unobstructed SE city & lake views from both the unit and 74 Sq.Ft. balcony. High sped Internet include. Steps to Eaton Centre, U of T, TMU, Bloor St., subway & downtown core. Exceptional all-inclusive amenities: cable (88 channels), gym, saltwater pool, sauna, BBQ area, Zen garden, library, hobby, meeting & party rooms with Wi-Fi. Free visitor parking, resident parking around $100/month & bike storage.

40 Homewood Avenue Unit 3104, Toronto
$499,900
2 Beds ⋅ 1 Baths ⋅ C13570294 MLS
Welcome to this beautifully updated and freshly painted 2-bedroom condo on Homewood, offering the perfect balance of space, comfort, and downtown convenience. Bright and inviting, this spacious suite features oversized windows, a private balcony overlooking the quiet interior courtyard, and a thoughtfully designed layout that feels both functional and welcoming.The renovated second bedroom has been fully enclosed with a newly built wall and doorway, creating an ideal bedroom, office, or flex space. The large kitchen with full size appliances is a rare downtown find and a dream for those who love to cook and entertain, featuring ample cabinetry, pull-out drawers in all deep cabinets, generous prep space, and excellent sight lines into the living room and breakfast bar seating area. The beautifully updated bathroom adds to the home's stylish, move-in-ready appeal.One of the standout features of this community is its incredible amenities and welcoming atmosphere. Residents enjoy a huge gated courtyard perfect for kids and dogs, swimming pool, rooftop BBQ area, tennis, squash and basketball courts, party and games rooms, boardroom, and multiple entertaining spaces for gatherings large and small along with Pay-Per-Use EV Charging in the visitor lot. Friendly neighbours and an active social committee hosting monthly events make this building feel like a true community.Perfectly located near Allan Gardens and the downtown core, this home offers exceptional walkability with easy access to TTC Line 1 and Line 2 stations, grocery stores, schools, daycare, libraries, parks, and Riverdale Farm. Complete with a locker, this is a fantastic opportunity to own a quiet, spacious, amenity-rich condo in one of Toronto's most connected neighbourhoods.

60 Homewood Avenue Unit 208, Toronto
$2,300,000
4 Beds ⋅ 4 Baths ⋅ C13568102 MLS
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.

33 Rose Avenue, Toronto
$1,200,000
C13567244 MLS
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.

585 Parliament Street, Toronto
$1,899,900
7 Beds ⋅ 4 Baths ⋅ C13566570 MLS
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.

499 Ontario Street, Toronto
$1,495,000
4 Beds ⋅ 2 Baths ⋅ C13563956 MLS
In one of Cabbagetown's most sought-after locations, this beautifully proportioned three-storey Victorian, built in 1880, offers nearly 1,900 square feet above grade and an opportunity to put down roots in one of Toronto's most cherished neighbourhoods. Lovingly maintained and comfortably liveable today, it offers an exceptional combination of character, space and location from the moment you move in.Behind its classic façade, high ceilings on all three levels, period fireplaces, stained glass and beautifully proportioned rooms reflect the home's Victorian origins, while a practical four-bedroom layout and flexible living spaces are equally well suited to today's family life.Situated on the preferred south side of Wellesley Street East, the property enjoys excellent natural light and the deeper lots that distinguish this stretch of the street, accommodating a private garden, charming garden shed and coveted laneway parking without compromising outdoor living space. The home has been well cared for over the years, with updated electrical and plumbing systems and a solid structure, providing an excellent foundation for future improvements while allowing the next owner to personalize at their own pace.Parliament Street's cafés, restaurants, independent shops and everyday conveniences are just steps away. Riverdale Farm, Wellesley Park, the Don Valley trail network, excellent schools and downtown Toronto are all within easy reach, while Cabbagetown's beautifully preserved Victorian streetscapes and strong sense of community continue to make it one of the city's most beloved neighbourhoods.Homes like this offer what's increasingly difficult to find: authentic Victorian character, beautifully proportioned living spaces, an exceptional south-side lot with laneway parking, and one of Toronto's most enduring neighbourhoods.

347 1/2 Wellesley Street E, Toronto
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