As it’s name suggests, Little Italy is a Toronto neighbourhood with a vibrant cultural community. Italian flair mingles with Portuguese influences, and a variety of people from various backgrounds have discovered the benefits of real estate in Little Italy. The area is bordered by Bathurst Street to the east, Ossington to the west, Harbord to the north, and Dundas Street West to the south. College Street runs through the middle of the neighbourhood, with delicious Italian restaurants and fashionable shops. Dundas Street West offers a collection of Portuguese businesses as well as pubs and bars. The area has a cool urban feel, since it is walking distance to Queen West and bohemian favourite, Kensington Market. Housing in Little Italy is a combination of charming older homes, modern townhomes, and stylish lofts for sale. A neighbourhood with one-of-a-kind dining, shopping, and personality? Thats amore!
Welcome to Little Italy
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490 Montrose Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12708784
490 Montrose Avenue Toronto M6G 3H1 
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12708784
- Bedrooms:
- 4
- Bathrooms:
- 3
Magnificent Montrose!!! Beautifully renovated, mechanically updated and legally registered Duplex steps from Bloor street overlooking famed Christie Pits Park. Perfect full investment, live/rent or multi generational! Even zoning for different commercial uses. Move right in with 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 detailsListed by FREEMAN REAL ESTATE LTD.- JARROD ARMSTRONG
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206 707 Dovercourt Road in Toronto: Palmerston-Little Italy Condo Apartment for sale (Toronto C01) : MLS®# C12708120
206 707 Dovercourt Road Toronto M6H 0B5 OPEN HOUSE: Jan 24, 202602:00 PM - 04:00 PM ESTOpen House on Saturday, January 24, 2026 2:00PM - 4:00PMOPEN HOUSE: Jan 25, 202602:00 PM - 04:00 PM ESTOpen House on Sunday, January 25, 2026 2:00PM - 4:00PM
$525,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12708120
- Bedrooms:
- 1
- Bathrooms:
- 1
Welcome to Suite 206 at 707 Dovercourt Road-a beautifully upgraded 565 sq. ft. condo in a quiet, boutique building right at the heart of Bloor and Dovercourt. This west-facing suite is flooded with natural afternoon and evening light and comes with the rare convenience of both parking and a locker.The interior has been thoughtfully updated with engineered light wood flooring throughout, creating a warm, modern feel. The sleek kitchen features quartz countertops and a generous island that works perfectly as a dining table or additional prep space. Just off the living room is a versatile bonus area-ideal as a home office, dining room, or creative flex space.Dog owners will love the easy access-no waiting for elevators-plus a park directly across the street for daily walks. All of this is set within an extremely well-managed building in one of the city's most desirable neighbourhoods, with transit, top-tier restaurants, cafés, and shops just steps away.A rare opportunity to own a bright, functional, and impeccably located condo with parking in a true urban sweet spot. More detailsListed by SAGE REAL ESTATE LIMITED- JARROD ARMSTRONG
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55 Jersey Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12707046
55 Jersey Avenue Toronto M6G 3A4
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12707046
- Bedrooms:
- 4
- Bathrooms:
- 3
Over $300K completely renovated, cozy and affordable detached home in Little Italy, offering approx. 2,000 sq ft of total living space. On-street parking available by application. 3-way exposure with a fully enclosed porch that functions as a spacious sunroom. Floor-to-ceiling high-gloss kitchen cabinetry, primary bedroom with a 4-piece ensuite, and a modern glass railing staircase. The higher-ceiling basement features a sun-filled walk-up entrance, a 3-piece full bath with a frameless glass shower, and two additional good-sized bedrooms. New central air conditioning and newer furnace. Extensive professional landscaping and exterior upgrades include all new entry doors and windows, a new stucco foundation and concrete patio, two new stone staircases with iron railings, two new stone flower beds with a long retaining wall, newly laid sod and fence gate, plus a new roof, eavestroughs, fascia, and soffit.. More detailsListed by RE/MAX REALTRON WENDY ZHENG REALTY- JARROD ARMSTRONG
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555 Markham Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12705790
555 Markham Street Toronto M6G 2L6
$2,459,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12705790
- Bedrooms:
- 7
- Bathrooms:
- 3
In the heart of Palmerston-Little Italy, steps from the Annex, Harbord Village and Seaton Village, this Mirvish Village gem offers a rarely found balance of heritage character, scale, and modern comfort. With nearly 4000 square feet of finished space across four levels, this home presents a rare opportunity to live beautifully today - or to refine and tailor it to your own vision over time. Thoughtfully updated with wide-plank engineered hardwood, modern windows, and abundant natural light, the interiors feel both polished and inviting. The expansive kitchen - anchored by a large island and concealed walk-in pantry - opens to a sunken family room overlooking a private urban garden, perfect for entertaining or unwinding in privacy. Five generous bedrooms span the upper two levels, including a top-floor with 2 massive bedrooms and a private rooftop terrace with skyline views - a quiet retreat above the city. The finished lower level offers excellent ceiling height, ideal for recreation, guests, or a dedicated workspace. Mechanically robust and meticulously maintained, the home is equipped with a Viessmann high-efficiency boiler and ductless air conditioning, ensuring comfort in every season. A two-car garage and laneway suite feasibility study further elevate the property's long-term value, adding flexibility for future expansion or multi-generational living. Move in and enjoy the home exactly as it is - or reimagine it with your own bespoke touches. In one of Toronto's most storied neighbourhoods, 555 Markham Street is a lasting investment in space, quality, and possibility. More detailsListed by FREEMAN REAL ESTATE LTD.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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444 Roxton Road in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12703354
444 Roxton Road Toronto M6G 3R4
$3,490,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12703354
- Bedrooms:
- 8
- Bathrooms:
- 7
In the heart of the city, yet set within a quiet, tree-lined neighbourhood, this fully renovated 4,200 square foot residence offers the best of both worlds. A rare two-storey laneway home at the rear adds exceptional flexibility and long-term value.Every inch has been reimagined with modern finishes and timeless design, creating a home that feels both sophisticated and welcoming. High ceilings and light-filled spaces are enhanced by east and west exposures, delivering natural sunlight throughout the day.The interiors showcase refined craftsmanship throughout, from the custom-designed kitchen with premium appliances and millwork to versatile living spaces ideal for both everyday life and entertaining. The top floor is dedicated to a private primary retreat with a spa-inspired ensuite, heated floors, a library or lounge area, and two private balconies. All bathrooms throughout the home feature heated floors.The lower level offers high ceilings, heated floors, a bright living area, kitchenette, full bathroom, and an additional bedroom, ideal for guests or extended family.At the rear, the two-storey laneway home features its own entrance, secure garage, and a bright one-bedroom plus den, two-bathroom suite with kitchen. Ideal for multi-generational living, a private workspace, guest accommodations, or short-term rental income, the laneway suite offers a rare opportunity to significantly offset monthly carrying costs.Steps to acclaimed restaurants, neighbourhood parks, cafés, grocery stores, and transit, this exceptional property brings together luxury, location, and lifestyle in perfect harmony. More detailsListed by RIGHT AT HOME REALTY- JARROD ARMSTRONG
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211 456 College Street in Toronto: Palmerston-Little Italy Condo Apartment for sale (Toronto C01) : MLS®# C12701824
211 456 College Street Toronto M6G 4A3
$768,800Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12701824
- Bedrooms:
- 2
- Bathrooms:
- 1
**1 YEAR FREE MAINTENANCE** Little Italy. 1885 History. Rare. College St. Known across the city and beyond where street cool and lifestyle meet.Units like this rarely come to market with the finishes and detail held here. Envision your bedroom in the modern Church Tower, one window facing College St(South) the other Bathurst St(East) with a CN tower view. Formerly a large 1+1(845 sq ft as per MPAC) converted to a 2 bedroom. Long, modern linear high gloss kitchen with Caesar stone counter and Island that seats 6, glass backsplash, 9" plank eng flooring with natural finish, exposed concrete ceilings, select exposed concrete walls sealed for lustre, entire unit is re-done, nothing left untouched. Hard loft finishes with warm accents, truly a special space. Step into the stand alone resin soaker tub or the stand alone shower with 16"X16" rain head + hand held with 2 built in 5"x5" speakers for an acoustic shower experience then step out onto the heated bathroom floor. Space, light and tasteful design fill the space. 7th floor Gym, Sauna and enormous rooftop terrace with unparalleled City views.. Unit has parking and locker, full circle conveniences. Michelin Star neighbour at corner plus an entire strip of culinary options. More detailsListed by SUTTON GROUP OLD MILL REALTY INC.- JARROD ARMSTRONG
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244 Grace Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12698644
244 Grace Street Toronto M6G 3A6
$1,850,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12698644
- Bedrooms:
- 4
- Bathrooms:
- 2
Spacious 3 Storey Semi in the heart of vibrant Little Italy. Nestled on a tranquil, tree-lined street, this spacious home sits on a rare 20-foot-wide lot and offers the perfect blend of a charming retreat, and city living. With 4 generous-sized bedrooms-including the option to use the fourth as a separate family room-there's plenty of room to grow and adapt to your family's needs. The extra-large main floor eat-in kitchen is ideal for family gatherings or entertaining friends, while three kitchens (one on each level) and a wet bar on the third floor provide flexibility for multi-generational living or rental potential. Step outside and enjoy three balconies, a private backyard, and a large shaded front porch-offering multiple outdoor spaces to relax and take in the neighbourhood's peaceful atmosphere. The third-floor balcony showcases beautiful city views, making it the perfect spot to unwind at the end of the day. Additional highlights include a separate laundry room, ample storage in the basement, and a2-car garage with laneway access. As a designated duplex with separate backyard entry, this property offers incredible versatility-whether you're looking to live in, rent out, or create your dream home in one of Toronto's most sought-after communities. Steps to College Street shops, restaurants, public transit and great schools, you won't want to miss this exceptional opportunity to own a piece of Little Italy charm with endless potential. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- JARROD ARMSTRONG
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673 Crawford Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12697172
673 Crawford Street Toronto M6G 3K1
$1,688,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12697172
- Bedrooms:
- 3
- Bathrooms:
- 4
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 detailsListed by RE/MAX REALTRON REALTY INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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12 200 Clinton Street in Toronto: Palmerston-Little Italy Condo Townhouse for sale (Toronto C01) : MLS®# C12690492
12 200 Clinton Street Toronto M6G 2Y5
$1,699,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12690492
- Bedrooms:
- 2
- Bathrooms:
- 2
Rarely offered corner-unit condo townhouse in the iconic Button Factory Lofts, a boutique factory conversion featuring just 13 residences, located in the heart of Little Italy! This spacious 2-bedroom, 2-bathroom home offers thoughtfully designed living space with soaring 24-foot ceilings, exposed brick, oversized industrial-style windows, and an abundance of natural light. The open-concept main level connects the renovated kitchen, living, and dining areas, creating a refined yet comfortable space for daily living and entertaining. The kitchen is appointed with premium appliances including a KitchenAid refrigerator, Dacor stove and microwave oven, Sirius range hood, Miele dishwasher, and Monogram wine fridge. A defining feature of the home is the expansive private rooftop deck with unobstructed panoramic city views with a stunning CN Tower backdrop, gas line for BBQ, and a motorized sunshade for those sunny days. Townhouse 12 is the only residence in the complex with this level of exposure! Additional highlights include built-in surround sound in the living area, motorized bottom-up shades, upgraded light fixtures, pot lights throughout, custom closets and millwork, spa-inspired bathroom with heated floors, frameless glass stair railings, owned tankless water heater, and 1 parking spot. The second bedroom is currently configured as a custom office with built-in desk and cabinetry and can easily be converted to a traditional bedroom. Steps to some of Toronto's best restaurants, cafés, and nightlife, with easy access to Christie subway station, the streetcar on College St, parks, gyms, and everyday essentials. More detailsListed by RE/MAX REALTRON REALTY INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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396 Roxton Road in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12682882
396 Roxton Road Toronto M6G 3R2
$2,249,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12682882
- Bedrooms:
- 7
- Bathrooms:
- 5
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 detailsListed by PROPERTY.CA INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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647 Bloor Street W in Toronto: Palmerston-Little Italy Commercial for sale (Toronto C01) : MLS®# C12681652
647 Bloor Street W Toronto M6G 1L1
$1,499,900 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C12681652
- Total Area:
- 1,800 sq. ft.
**Prime location, 2 storey Commercial building with full basement**Approximately 1800 sq ft plus basement and additional rooftop sign income**Total of 3 bathrooms**Main floor tenanted restaurant for many years, 2nd floor tenanted sewing studio, & Bell Media rooftop sign**Vibrant Bloor St W location with constant pedestrian flow**Steps to Bathurst St and Christie St subway stations and various amenities** More detailsListed by RE/MAX WEST REALTY INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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431 Roxton Road in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12676098
431 Roxton Road Toronto M6G 3R5
$2,780,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12676098
- Bedrooms:
- 6
- Bathrooms:
- 5
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 detailsListed by FIRST CLASS REALTY INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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Data was last updated January 20, 2026 at 04:15 PM (UTC)
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