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, an enchanting neighborhood nestled in the heart of Toronto, Ontario. Renowned for its rich history and vibrant community spirit, this area is a hidden gem that beautifully marries the charm of yesteryears with the conveniences of modern living.

Cabbagetown, named for the cabbage farms that once thrived here, boasts some of the city’s most picturesque streets, lined with stunning Victorian homes that date back over a century. With many residences exceeding 100 years in age, you’ll find an array of architectural styles, from classic brick facades to intricate woodwork, each telling a story of its own. These homes not only provide a glimpse into Toronto’s architectural heritage but also create a unique and inviting atmosphere that residents cherish.

Beyond its historical allure, Cabbagetown-South St. James Town is a community brimming with life. The area is home to lush parks, vibrant local markets, and an eclectic mix of cafes and boutiques that cater to every taste. Residents enjoy the convenience of nearby amenities, including grocery stores, schools, and public transport, making it easy to navigate the city.

The neighborhood's strong sense of community is evident through various events and festivals held throughout the year, fostering connections among residents and celebrating the area’s diverse culture. Whether you’re a first-time homebuyer or looking to settle down in a historic enclave, Cabbagetown-South St. James Town offers an irresistible blend of charm, character, and community that makes it a truly special place to call home.

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

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
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
497 Sackville Street, Toronto
$1,599,000
3 Beds ⋅ 1 Baths ⋅ C13838226 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
21 Rose Avenue, 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
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