A rare detached freehold opportunity in the heart of Little Italy-one of Toronto's most iconic and tightly held neighbourhoods. Homes on their own lots in this part of the city are increasingly difficult to secure, and truly detached freeholds represent less than 1% of the downtown housing supply. Opportunities like this remain exceptionally limited and carry enduring long-term value. Built in 1905, this home offers historic charm and architectural character that simply cannot be replicated today. Its solid structure and attractive lot provide a strong foundation for those planning future renovations or a complete redesign. The flexible layout includes multiple living areas, three bathrooms, and a full basement with its own entrance-ideal for multi-generational living, work-from-home setups, long-term investment, or modernization. A freehold for the cost of a larger condo. For the price of a typical downtown unit-without monthly maintenance fees, shared decision-making, or restrictions from a condo board-you can own a detached freehold with land, privacy, and complete control over how the property evolves. It's a level of autonomy and long-term value that condominium ownership simply cannot match. Crawford Street is lined with character homes, mature trees, and long-standing local businesses that form the cultural fabric of Little Italy. With exceptional walkability, transit access, parks, restaurants, and everyday conveniences, it's a community where families often remain for generations. Homes here rarely turn over, further underscoring the scarcity and desirability of this offering. A unique opportunity to secure land in a centrally located, culturally rich, and consistently in-demand downtown neighbourhood. Property is being sold as-is, where-is, with no further work to be completed by the sellers.More details
Opportunity is knocking on this home. Currently the home is divided into two apt units. The Renovated Main Floor and Basement (2-3 Bdrm) apt & 2nd and 3rd floor (3-4 Bdrm) apt. Possibilities abound, live in one unit and rent the other to help pay the mortgage or convert back to single family home with potential basement ensuite or just leave as-is and continue to rent out the two apartments. There is really no need for parking as this home is very close to the Ossington Subway station and multiple transit options. Still you need parking? Then this home has 2 parking spots depending on your size of car, access located from laneway. Fenced in backyard with shed included. There have been many recent upgrades to this home both past and present. Possible Seller assisted financing.More details
Welcome to this true architectural nested in the Toronto heart Little Italy. A family home w/nearly 3000 sq. ft. of living space on 4 levels. The open concept Main floor comes with a custom chief kitchen, with beautiful central island and B/I appliances. Main floor also offers all functional area, your in-home office, powder room, laundry site, mud area. Upstairs offers 4 well design bedrooms, which have 3 en-suites. The Primary Bedroom land on 2nd floor have a beautiful 4PC en-suites, showroom W/I closet and picture window to your lovely back yard. The Primary Bedroom land on 3rd floor have the most functional layout in downtown Toronto. 5PC En-suites, W/I closet, Floor to Ceiling Sliding Doors walk to your private Balcony with a CN-Tower view. Your basement comes with 2nd kitchen, 2nd laundry and other two rooms. You can use basement as your entertainment area, which one room be your gym and other room be your guest bedroom. Or, if needed, this is a legal 2 bedroom basement apartment with separate W/O entrance. Then, we walk into your quite back yard, the huge deck comes with BBQ gas supply, the little Green Area design for your pets and a Double Car laneway garage with separate electric panel supply a Tesla Universal Wall Connector Hardwired Electric Vehicle (EV) Charger. Floor plan can be download in document.More details
Welcome to a classic Toronto home in the heart of Palmerston-Little Italy, offering exceptional versatility for both investors and end users. Currently configured as three self-contained units, each with its own kitchen and bath, this property presents an excellent opportunity to generate rental income or live comfortably while offsetting expenses. Spanning three levels, each with separate entrances, bright & functional layouts. Separate laundry room with coin operated washer/dryer(2025) and separate hot water tank(2025). The detached two-car garage off the laneway adds rare value and potential for additional income if converted to a coach house (buyer to verify). Enjoy Toronto's most desirable amenities right at your doorstep - steps to Bloor, College, and Harbord, surrounded by trendy cafés, parks, and convenient transit options that make this location truly unbeatable. Whether you're an investor seeking a turnkey income property or a homeowner looking for a flexible live-and rent setup, 515 Ossington Avenue offers endless potential in one of the city's most sought-after neighborhoods.More details
A well-maintained detached fourplex in the heart of one of Toronto's most sought-after neighbourhoods, Palmerston Little Italy. This versatile property offers four self-contained units ideal for investors, co-ownership partners, or multi-generational living. The spacious main-floor 3-bed, 2-bath suite features ensuite laundry and direct access to a beautifully finished backyard with built-in seating and decking. The second level offers two bright 1-bedroom suites, each with private balconies, while the expansive lower level hosts a 2-bedroom suite spanning the full footprint of the home. All tenants month-to-month. The detached 2-car garage and laneway potential offer even more opportunity for future value. Perfectly situated steps to Harbord, Ossington, College, and Bloor - enjoy proximity to Little Italy, U of T, TTC, and all the amenities of downtown living. A rare opportunity to generate income, share ownership, or live together while maintaining independence.More details
Turn-key Restaurant/Panini Shop/Bar for Sale-Prime Little Italy, Toronto! One of downtown Toronto's most vibrant and high-end traffic neighborhoods. This corner of the city is known for its heavy foot traffic, strong local community, and excellent visibility, making it an ideal location for thriving business. This space comes fully equipped and ready to operate. Complete with a liquor license, commercial kitchen equipment, and everything needed to start generating cash flow immediately. Whether you're an experienced operator, or a first time-business owner, this set-up offers a smooth transition and minimal start-up costs. Don't miss this rare chance to secure a ready-to-operate business in one of Toronto's most desirable neighborhoods.More details
Spectacular modern design masterpiece offering nearly 2,100 sq. ft. ofluxurious living space! Immerse yourself in elegance with the highest level offinishes and exquisite craftsmanship throughout. Main Level: Oversized livingand dining rooms, perfect for entertaining, alongside a nice kitchen with alarge island. Striking modern glass staircase with luminous LED lighting addsa dramatic touch. Family Room: Walk-out to a spacious deck, ideal forindoor-outdoor living. Primary Suite: Upscale retreat featuring a largewalk-in closet and spa-inspired Ensuite with heated floors. Bedrooms: Threeadditional bedrooms, each with unique design details, sharing a stylishbathroom with heated flooring. Lower Level: Breathtaking basement with 1 LargeRecreation, 1 guest bedroom, and a full 4-piece washroom. Features: Heatedfloors in all bathrooms, high-efficiency furnace , manifold water supply, andfoam insulation throughout. Hot water tank owned.More details
Absolutely perfect Palmerston/Little Italy legal Duplex steps from Bloor street overlooking famed Christie Pits Park. Perfect as full investment, live/rent or multi generational. Even zoning for different commercial uses opening the door to various legal options. No tenants to assume! PROPERTY NOW VACANT! Currently divided into 2 two-storey units seamlessly combining chic modern renovations with sought after mechanical upgrades. Choose whatever use suits you best. Benefit from extremely high rent of roughly $93,000 - $102,000 per year depending on property use, WOW! Main floor/lower features a light filled open concept design highlighted by the original exposed brick, hardwood floors and gas fireplace. One of a kind restaurant style kitchen with commercial appliances and walk out to professionally landscaped urban oasis. 2nd/3rd 2 bedroom, 2 bath offers a sun drenched eat in kitchen, large principle rooms and incredible roof top terrace potential! Enjoy a private courtyard like front entrance on iconic Montrose Ave and take advantage of this perfect location to further tailor this gem to suit your needs! Live and rent, full investment, Live and work, convert to single family...the possibilities are endless!!! Enjoy living in the heart of Toronto with elite access to Bloor St, Beautiful Parks, Delicious Restaurants, Boutique Shops, Nightlife, Community Centres and Coveted Schools. This is the property you always dreamed of and now it could be yours! Don't miss out!More details
Absolutely perfect legally registered Duplex steps from Bloor street overlooking famed Christie Pits Park. Ideal as full investment, live/rent or multi generational! Even zoning for different commercial uses, which opens up multiple other uses as legal options! Property NOW VACANT! No tenants to assume. Currently divided into 2 two-storey units seamlessly combining chic modern renovations with sought after mechanical upgrades. Choose whatever use best suits your needs! Benefit from extremely high rent of roughly $93,000 - $102,000 per year depending on property use, WOW! Main floor / lower features a light filled open concept design highlighted by the original exposed brick, hardwood floors and gas fireplace. One of a kind restaurant style kitchen with commercial appliances and walk out to professionally landscaped urban oasis. 2nd/3rd 2 bedroom, 2 bath offers a sun drenched eat in kitchen, large principle rooms and incredible roof top terrace potential! Enjoy a private courtyard like front entrance on iconic Montrose Ave and take advantage of this perfect location to further tailor this gem to suit your needs! Live and rent, full investment, Live and work, convert to single family...the possibilities are endless!!! Enjoy living in the heart of Toronto with elite access to Bloor St, Beautiful Parks, Delicious Restaurants, Boutique Shops, Nightlife, Community Centres and Coveted Schools. This is the property you always dreamed of and now it could be yours! Don't miss out!More details
Exceptional Income-Generating Victorian in the Heart of Little Italy. A rare opportunity to own a stunning, stylishly renovated Victorian in one of Toronto's most coveted neighborhoods. Currently tenanted, live in one apartment and rent the other two or leave fully tenanted. This versatile property offers incredible investment potential, seamless multi-unit living, or an easy conversion back to a single-family residence with a basement apartment. Step inside to discover three modern loft-style apartments-each uniquely designed with exposed brick walls, teak flooring, vaulted ceilings, skylights, and sleek contemporary kitchens and bathrooms featuring concrete countertops and clean modern finishes. Solid hardwood floors flow throughout most of the home, highlighting its character and craftsmanship. The top unit, fully renovated to the studs in 2021, shows beautifully and is a standout feature. A separate entrance to the basement allows for an additional suite, perfect for income or in-law accommodations. Outdoor living is a dream with three private decks, a beautifully landscaped front and backyard, and a lush private garden-a peaceful retreat in the middle of the city. The solid block detached garage is highly coveted in this neighborhood. With an updated furnace, quality renovations, and unbeatable location, this home is the perfect blend of charm, style, and smart investment. Steps to transit, cafés, restaurants, parks, and all the vibrant amenities of Little Italy. A truly phenomenal property offering unmatched flexibility, strong income potential, and timeless Victorian character.More details
WOW! ABSOLUTELY STUNNING! Fully detached, Well-Designed Super Cool 2 Storey Mixed-Use Building in the Heart of Toronto. Location! Location! Location! This Must-See GEM is a Marvellous Property Brilliantly zoned for both Commercial & Residential use offering over 2400 sq. ft. of bright, adaptable Live/Work space. Quietly set within a laneway, in a highly desirable, most sought after & established neighbourhood, just steps from College Street! An Incredible property that provides rare privacy with immediate access to one of the city's most vibrant corridors. Currently set up as an Up-Scale, Modern Commercial Office. Mixed-use zoning allows for a wide range of fabulous possibilities-studio, office, gallery, workshop, retail, or a custom live/work setup. The Spectacular interior features generous open areas, private rooms, a staff kitchen & two washrooms on the main floor, with additional collaborative space, offices & utility/storage rooms above. High ceilings, natural light & a clean layout make the space easy to tailor to your needs. A landscaped courtyard with exclusive on-site parking adds uncommon convenience in this neighbourhood. Close to all Amenities. Surrounded by top restaurants, cafés, shops & transit. This Wonderful One-of-a-Kind property offers the freedom to create, adapt, or grow in a unique urban setting. Pleasure to Show! Don't Miss Out!More details
WOW! ABSOLUTELY STUNNING! Fully detached, Well-Designed Super Cool 2 Storey Mixed-Use Building in the Heart of Toronto. Location! Location! Location! This Must-See GEM is a Marvellous Property Brilliantly zoned for both Commercial & Residential use offering over 2400 sq. ft. of bright, adaptable Live/Work space. Quietly set within a laneway, in a highly desirable, most sought after & established neighbourhood, just steps from College Street! An Incredible property that provides rare privacy with immediate access to one of the city's most vibrant corridors. Currently set up as an Up-Scale, Modern Commercial Office. Mixed-use zoning allows for a wide range of fabulous possibilities-studio, office, gallery, workshop, retail, or a custom live/work setup. The Spectacular interior features generous open areas, private rooms, a staff kitchen & two washrooms on the main floor, with additional collaborative space, offices & utility/storage rooms above. High ceilings, natural light & a clean layout make the space easy to tailor to your needs. A landscaped courtyard with exclusive on-site parking adds uncommon convenience in this neighbourhood. Close to all Amenities. Surrounded by top restaurants, cafés, shops & transit. This Wonderful One-of-a-Kind property offers the freedom to create, adapt, or grow in a unique urban setting. Pleasure to Show! Don't Miss Out!More details
Data was last updated December 17, 2025 at 01:15 PM (UTC)
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