Cabbagetown-South St. James Town Homes with 100+ Approx Age

Cabbagetown-South St. James Town Homes with 100+ Approx Age

Welcome to Cabbagetown-South St. James Town, a vibrant and historic neighborhood nestled in the heart of Toronto, Ontario. Renowned for its charming streets and rich cultural tapestry, this area is a delightful blend of old-world charm and modern urban living. As one of Toronto’s oldest neighborhoods, many homes here boast a remarkable history, with properties dating back over 100 years, offering a unique glimpse into the architectural styles of the past.

Cabbagetown is famous for its beautifully preserved Victorian and Edwardian houses, characterized by their intricate detailing and lush gardens. Walking through the tree-lined streets, you’ll find a warm community atmosphere, where neighbors greet each other and local businesses thrive. The area is home to an eclectic mix of quaint cafes, artisanal shops, and vibrant eateries, making it a hub for food lovers and creatives alike.

In addition to its historic homes, Cabbagetown-South St. James Town is conveniently located near several parks and green spaces, perfect for families and outdoor enthusiasts. The nearby Riverdale Park offers stunning views of the city skyline, while the Don Valley Ravine provides endless opportunities for hiking and biking.

With its unique blend of heritage charm and contemporary conveniences, Cabbagetown-South St. James Town is not just a place to live, but a community to embrace. Whether you’re drawn to the architectural beauty of century-old homes or the lively neighborhood spirit, this area offers a truly enchanting lifestyle in the heart of Toronto. Come discover the magic of Cabbagetown today!

Newest Cabbagetown-South St. James Town Homes with 100+ Approx Age

$1,679,000
3 Beds ⋅ 1 Baths ⋅ C13792354 MLS
Classic Cabbagetown character meets thoughtful modern design in this beautifully upgraded three-bedroom home. Wide-plank engineered white oak floors, custom millwork and upgraded lighting create a warm, refined feel throughout the main level. The renovated kitchen features Carrera marble countertops, backsplash, LG appliances, wine fridge, bar and mudroom area. Upstairs, enjoy wainscotting throughout, a rebuilt staircase with white oak treads, custom built-ins and a fully renovated bathroom with terrazzo tile, floating vanity, wall-hung toilet and glass enclosure. The lower level includes new laundry and a cedar dry sauna. Major upgrades include 200-amp electrical service, upgraded water line, furnace with humidifier, restored front brick, new eavestroughs and gutters, and fully rebuilt front and rear outdoor spaces with new decking, turf, fencing, concrete pathways and oversized one-car lane parking. Tucked away on a quiet dead-end street, just steps to Riverdale Farm, parks, shops, restaurants and TTC. Enjoy the charm of Cabbagetown, a close-knit neighbourhood known for its strong sense of community, beautiful streetscapes and exceptional city lifestyle.

497 Sackville Street, Toronto
$2,898,000
8 Beds ⋅ 4 Baths ⋅ C13791150 MLS
Circa 1880 Victorian Grande Dame on a rarely available 50 ft x 130 ft double lot with heritage features retained and restored, including slate roof, woodburning fireplaces, stained glass windows, pocket doors, ornate millwork, and plaster mouldings. Previously, the multi-generational home of a prominent Toronto family, this property has been owner occupied for the last 40 years with income from rental of the partial 2nd floor, 3rd floor, and separate coach house apartments. Accessed through two ground floor walkouts is an immaculate garden with mature trees, floral borders, raised vegetable beds, seating areas, and a classic water feature with stone border and antique fountain. The private drive currently has parking for two cars.*****This property is a legal fourplex and is ideally suited to a buyer looking to create a private family compound, mansion flats, or someone who will reside in the main house with income from the 3rd floor and separate 1-1/2 storey brick coach house.*****For a buyer looking to create mansion flats, the main house could be three spacious 2 bedroom plus den apartments plus the 1 bedroom separate coach house. Book a private showing appointment to view the scale and character features of this special property and see how you would bring forth its full potential.

21 Rose Avenue, Toronto
$1,849,900
5 Beds ⋅ 3 Baths ⋅ C13735424 MLS
Set In The Heart Of Sought-After Cabbagetown, This Impeccably Renovated Heritage Home Makes An Immediate Impression With Its Timeless Facade And Refined Presence. Inside, A Surprisingly Expansive Layout Unfolds With Over 1,900 Sq Ft Above Grade, Plus A Fully Finished Lower Level Designed For Flexible Living. The Main Floor Features Soaring Ceilings And A Bright, Open-Concept Flow, Anchored By A Generous Living And Dining Area Ideal For Hosting. Beautifully Finished Hardwood Floors Add Warmth And Sophistication Throughout. In Total, The Home Offers Over 2,600 Sq Ft Of Living Space, Including 700+ Sq Ft Below Grade, Seamlessly Blending Classic Character With Modern Luxury. Highlights Include A Well-Appointed Chef's Kitchen With Premium Appliances And Elegant Cabinetry, A Tranquil Primary Suite With A Spacious Spa-Inspired Ensuite, And A Thoughtfully Redesigned Rear Garden That Transitions Effortlessly From Convenient Parking To A Stylish Outdoor Setting For Entertaining.

328 Wellesley Street E, 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
$1,799,900
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
$3,459,000
6 Beds ⋅ 5 Baths ⋅ C12920390 MLS
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.

413 Sherbourne Street E Unit 3+, Toronto
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