Palmerston-Little Italy Homes with 100+ Approx Age

Palmerston-Little Italy Homes with 100+ Approx Age

Welcome to Palmerston-Little Italy, a vibrant and culturally rich neighborhood nestled in the heart of Toronto, Ontario. Known for its charming streets lined with historic homes, this area boasts a unique blend of old-world charm and contemporary urban living. With many homes dating back over a century, you'll find an array of architectural styles that tell the story of the neighborhood's evolution.

As you stroll through Palmerston-Little Italy, you’ll be captivated by the tree-lined streets and the warmth of the community. The area is known for its welcoming atmosphere, where neighbors greet each other with a smile and local businesses thrive. From cozy cafes to bustling restaurants offering authentic Italian cuisine, there’s no shortage of delightful spots to explore. The iconic College Street, famous for its vibrant nightlife, is just a stone’s throw away, providing residents with an array of entertainment options.

Families and young professionals alike are drawn to the neighborhood for its excellent schools, parks, and community centers. Palmerston Park, with its playgrounds and sports facilities, is a favorite gathering place for families, while Little Italy’s cultural events and festivals bring the community together throughout the year.

For those seeking a home with character and history, Palmerston-Little Italy is a treasure trove of properties that have stood the test of time. Whether you're looking for a charming Victorian or a spacious Edwardian, the homes here offer a unique opportunity to own a piece of Toronto’s heritage. Experience the charm of Palmerston-Little Italy, where history meets community and modern living flourishes.

Newest Palmerston-Little Italy Homes with 100+ Approx Age

$1,150,000
7 Beds ⋅ 4 Baths ⋅ C13607668 MLS
7 Bedrooms! An impressive 2,728 sq. ft. of living space, including the basement, (2,039 sq ft above grade - see floor plans) in the heart of Harbord Village. This substantial, updated home offers a flexible layout suitable for investors, multi-generational families, or buyers seeking income potential. Featuring generous principal rooms and updated systems, the property can function as a spacious 7+2 bedroom residence or potentially be configured as two self-contained units, with additional basement possibilities. Steps from Little Italy, U of T, cafés, restaurants, TTC, and downtown amenities. A hard-to-find combination of size, versatility, and long-term potential in a prime central neighbourhood. 48 hrs irrevocable please Seller is out of town

258 Harbord Street, Toronto
$3,400,000
5 Beds ⋅ 7 Baths ⋅ C13482698 MLS
Professionals or Investors. Main floor DENTAL OFFICE plus 4 residential units. This grand beauty has been very well maintained and it represents a time of design and construction not seen in generations. There are currently 4 units plus an unoccupied professional dental office which has an entrance on Harbord Street with great exposure and is approximately 1,400 sq. ft. . Located in the heart of the Annex, you are right along Harbord Street at Markham and only steps to Bathurst, Bloor street nd the subway. This is a perfect live/work space or investment opportunity. Over 4,200 square feet, the building was extensively renovated in 1990 and the roof was fully replaced 2 years ago. There is parking at the rear with easy access off Harbord St. This bustling neighborhood attracts people who want a beautiful downtown area with character, architecturally beautiful homes from the early 1900's and super convenient access to downtown, U of T and hospital row. Currently there are 2-two bedroom units, 1-one bedroom unit and a bachelor unit. Three of the units have their own balconies. The basement is a high and very dry basement with a separate entrance, storage and a laundry area for the dental clinic. Plans currently exist to convert the dental office into 2 more residential units.

458 Markham Street, Toronto
$3,400,000
5 Beds ⋅ 6 Baths ⋅ C13479674 MLS
Professionals or Investors, this grand beauty has been very well maintained and it represents a time of design and construction not seen in generations. There are currently 4 units plus an unoccupied professional dental office which has an entrance on Harbord Street with great exposure and is approximately 1,400 sq. ft. . Located in the heart of the Annex, you are right along Harbord Street at Markham and only steps to Bathurst, Bloor street nd the subway. This is a perfect live/work space or investment opportunity. Over 4,200 square feet, the building was extensively renovated in 1990 and the roof was fully replaced 2 years ago. There is parking at the rear with easy access off Harbord St. This bustling neighbourhood attracts people who want a beautiful downtown area with character, architecturally beautiful homes from the early 1900's and super convenient access to downtown, U of T and hospital row. Currently there are 2-two bedroom units, 1-one bedroom unit and a bachelor unit. Three of the units have their own balconies. The basement is a high and very dry basement with a seperate entrance, storage and a laundry area for the dental clinic. Plans currently exist to convert the dental office into 2 more residential units.

458 Markham Street, Toronto
$2,250,000
5 Beds ⋅ 4 Baths ⋅ C13471464 MLS
Visit REALTOR website for additional information. Exceptional investment opportunity in the heart of Toronto's highly sought-after Little Italy/Palmerston neighbourhood. This legal fourplex has been extensively renovated and meticulously maintained, offering a rare combination of strong existing income, vacant units for immediate upside, and outstanding long-term appreciation potential. Featuring four self-contained suites, each with its own heat source with no shared air ducts; each suite also has its own hydro meter, in-suite W/D, dishwasher, and built-in microwave. Two units are tenanted, while two vacant units offer the flexibility to select your own tenants at current market rents or occupy one unit yourself while generating substantial income from the others. The thoughtfully configured layout includes a spacious 1-bed, 1-bath basement apartment in a professionally underpinned (8ft ceiling) lower level; a bright 2-bed, 1-bath main floor suite; a 1-bed, 1-bath second-floor apartment; and a unique upper two-level 1-bed, 1-bath suite spanning the second & third floors; in total, 5 bedrooms and 4 bathrooms across four legal units. Extensive upgrades and renovations throughout deliver turnkey ownership with pride of ownership at every turn; two on-site parking spaces add to tenant appeal and owner convenience. Steps from College Street's renowned restaurants, cafés, boutiques, parks, and transit, this vibrant west-end neighbourhood continues to attract quality tenants and homeowners alike; enjoy easy access to Little Italy, Bickford Park, Christie Pits, Kensington Market, U of T, & downtown. Whether you're an investor seeking immediate cash flow and future rental upside or an owner-occupier looking to offset your mortgage with rental income, this is a rare opportunity to acquire a legal, fully upgraded multi-unit property in one of Toronto's most desirable urban communities.

486 Montrose Avenue, Toronto
$1,849,000
6 Beds ⋅ 3 Baths ⋅ C13150550 MLS
Welcome to 404 Manning Ave - a rare opportunity to own a beautifully maintained 2-storey semi-detached Income Property featuring three separate self-contained apartments on a prime 25 x 130 foot lot. Offering 6 bedrooms, 3 kitchens, and 3 bathrooms, this versatile property is ideal for investors, multi-generational families, or buyers seeking a live-in income opportunity with exceptional flexibility and long-term potential. A triple-car garage with laneway access provides the exciting possibility to build a 2-storey garden suite, creating additional living space or future rental income potential. Situated on a coveted tree-lined street in one of downtown Toronto's most desirable neighborhoods, this home is perfectly positioned in the Trinity-Bellwoods/Palmerston-Little Italy area. Just steps from College Street, the location offers outstanding walkability and easy access to Dundas Street West, Queen West, public transit, streetcars, and subway connections. This vibrant community blends quiet residential charm with dynamic urban living, surrounded by boutique shopping, acclaimed restaurants, cafés, and cultural destinations including Kensington Market and Trinity Bellwoods Park. Walking distance to University of Toronto , Toronto Western Hospital and all amenities.

404 Manning Avenue, Toronto
Start Your Search