Palmerston-Little Italy Homes with 100+ Approx Age

Palmerston-Little Italy Homes with 100+ Approx Age

Welcome to Palmerston-Little Italy, one of Toronto's most vibrant and culturally rich neighborhoods! Nestled in the heart of the city, this charming enclave is known for its eclectic mix of historic homes, trendy boutiques, and lively cafés. With a community spirit that thrives on diversity, Palmerston-Little Italy offers a unique blend of urban living and small-town charm.

The neighborhood is characterized by its stunning Victorian and Edwardian homes, many of which boast an impressive age of 100 years or more. These architectural gems, with their intricate details and timeless appeal, tell stories of the past while providing modern comforts for today’s homeowners. Whether you're drawn to the classic bay windows, ornate trim, or inviting front porches, these residences offer a glimpse into Toronto’s rich history.

Palmerston-Little Italy is not just about beautiful homes; it’s also a hub of activity. Stroll down College Street to discover an array of restaurants, cafés, and shops that reflect the area’s Italian heritage. From artisanal bakeries to trendy eateries, there’s something to satisfy every palate. The neighborhood also boasts lush parks, making it perfect for families and outdoor enthusiasts alike.

With a strong sense of community and a vibrant arts scene, Palmerston-Little Italy is a place where neighbors become friends and memories are made. Whether you’re looking to buy a historic home or simply explore the area, this neighborhood invites you to experience the warmth and charm that makes it truly special. Discover the allure of Palmerston-Little Italy—where history meets modern living in the heart of Toronto!

Newest Palmerston-Little Italy Homes with 100+ Approx Age

$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
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