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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725 Dovercourt Road in Toronto: Palmerston-Little Italy Commercial for sale (Toronto C01) : MLS®# C12831234
725 Dovercourt Road Toronto M6H 2W7 
$1,799,900 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C12831234
- Total Area:
- 2,250 sq. ft.
Discover this professionally maintained mixed-use corner gem at Bloor & Dovercourt, offering both stability and growth potential. The property features one ground-level commercial unit with unbeatable corner exposure and constant foot traffic, along with ample parking options ideal for maximizing visibility and rental income. Main floor leased for 5 years with a +5-year option. Above, the second and third floors are thoughtfully laid out with four rental units, ensuring strong demand in this high-traffic, high-demand location. Situated in the heart of Little Italy, the building benefits from a vibrant neighbourhood known for its charismatic character, lively nightlife, and excellent transit options. This rare opportunity combines location, exposure, and consistent rental appeal, making it a must-have for investors and end users alike. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- JARROD ARMSTRONG
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725 Dovercourt Road in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12831228
725 Dovercourt Road Toronto M6H 2W7
$1,799,900Residential Freehold- Status:
- Active
- MLS® Num:
- C12831228
- Bedrooms:
- 4
- Bathrooms:
- 2
Discover this professionally maintained mixed-use corner gem at Bloor & Dovercourt, offering both stability and growth potential. The property features one ground-level commercial unit with unbeatable corner exposure and constant foot traffic, with lots of parking options, ideal for maximizing visibility and rental income. The Main floor is leased for 5years with an option +5 Years. Above, the second and third floors are thoughtfully laid out with four rental units, ensuring strong demand in this high-traffic, high-demand location. Situated in the heart of Little Italy, the building benefits from a vibrant neighbourhood known for its charismatic character, lively nightlife, and excellent transit options.This rare opportunity combines location, exposure, and consistent rental appeal, making it a must-have for investors and end users alike More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- JARROD ARMSTRONG
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306 701 Dovercourt Road in Toronto: Palmerston-Little Italy Condo Apartment for sale (Toronto C01) : MLS®# C12828758
306 701 Dovercourt Road Toronto M6H 0A1
$1,369,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12828758
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to Suite 306 at The Church Lofts, a boutique hard loft conversion completed in 2010 within a restored 1901 neo-Gothic church. A rare opportunity to own one of just 28 residences, this distinctive building blends preserved architectural character with modern design in one of Toronto's most dynamic west-end neighbourhoods.The building's impressive entrance opens into a striking central atrium crowned by a skylight, creating a dramatic sense of volume and light. The experience of arriving home is both architectural and atmospheric, a memorable feature that sets the tone from the moment you enter. Offering approximately 1,160 interior square feet and 156 square feet of exterior living space across multiple levels, this two-bedroom, two-bathroom residence is defined by exceptional proportions and authentic hard loft detailing. Soaring 19-foot ceilings, exposed brick walls, and six skylights create an airy, light-filled interior. The suite's one-of-a-kind stained glass windows serve as a remarkable focal point, preserving the building's historic character while adding warmth and artistry to the living space. Recent updates include fresh paint throughout, a new dishwasher, and newly installed solar blinds. Wood flooring runs throughout, complementing the loft's architectural elements with a cohesive finish. Two private outdoor patios extend the living space and offer inviting outdoor retreats. The functional multi-level layout provides well-scaled bedrooms and two full bathrooms, well-suited to both everyday living and entertaining. One parking space and a private locker are included. Ideally located steps to Dufferin Grove and Christie Pitts parks. Enjoy restaurants, bars and amenities along Bloor and College Street. Quick access to TTC and public transit. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- JARROD ARMSTRONG
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296 MONTROSE Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12824222
296 MONTROSE Avenue Toronto M6G 3G8
$999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12824222
- Bedrooms:
- 4
- Bathrooms:
- 2
Nestled in the heart of the highly coveted Palmerston-Little Italy enclave, this rare gem offers a unique opportunity to curate your dream lifestyle in one of Toronto's most coveted neighborhoods. Bathed in natural light from the front facing Family Room, this unusually wide 3-bedroom residence impresses with airy 9-foot ceilings on Main Floor and a versatile, functional layout. Whether you are hosting in the oversized Eat-In kitchen or utilizing the rear living/dining room as a main-floor den, the home's original character provides a sense of warmth and comfort. With three distinct entry points and direct access to a private carport, convenience is built-in. The Bright And Airy Charm Continues In The Three Sun-Filled Bedrooms Upstairs. The property's potential extends to the fully finished basement, which features a Private, Separate Entrance, a second kitchen, large laundry area and ample storage. This masterclass in versatility is ideal for a private in-law suite, a dedicated nanny quarters, multi-generational living, or high-demand rental to generate premium income. Beyond the front door, you are in the center of it all: steps from the vibrant energy of College Street's famous cafes, Christie Pits Park, top-tier schools, and effortless transit via the Bloor subway line. This home is a beautiful blank canvas, offering a high-value opportunity to secure a classic residence in a world-class neighborhood. Bring your vision and apply your final finishing touches to transform this classic residence into your ultimate urban masterpiece. More detailsListed by CENTURY 21 LEADING EDGE REALTY INC.- JARROD ARMSTRONG
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262 Concord Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12818608
262 Concord Avenue Toronto M6H 2P5
$1,999,999Residential Freehold- Status:
- Active
- MLS® Num:
- C12818608
- Bedrooms:
- 4
- Bathrooms:
- 4
Timeless Character in the Heart of Bloor-Ossington. Welcome to this exceptional home in this vibrant neighbourhood. Offering 2,222 sq ft of finished above ground space, that blends classic architectural charm with thoughtful updates and outstanding versatility. The home has a glorious history as the birthplace of one of Canada's most renowned historians - Donald Creighton. As you enter, you'll be captivated by the stained glass, soaring 9-ft ceilings, exposed brick, crown mouldings, and high baseboards - timeless details that showcase the home's craftsmanship and character. The sun-filled kitchen offers a generous space for cooking, gathering, and entertaining. With four spacious bedrooms - the layout offers flexibility for families, guests, or home office space. The primary suite feels like a private escape. Expansive and filled with natural light from two skylights (one with a view of the CN Tower), it is bright and serene. A door opens to the west-facing flat roof, offering the potential for a private outdoor haven - imagine morning coffee in the sunshine or sunsets as the sky glows over the area. The finished basement features an in-law suite with a separate entrance, presenting excellent potential for extended family living. The basement bathroom offers an opportunity for updating and personalization. Freshly painted throughout and new broadloom on the third floor, the home is in move-in condition - allowing you to settle in and enjoy immediately. Passers by repeatedly compliment the beautiful front garden. A west-facing backyard, is ideal for enjoying the spectacular garden filled with beautiful plants. Rare front yard parking (legal) is convenient, but leave the car at home, as you are just steps from shops, cafés, restaurants, parks, and the Ossington Subway. This home offers the perfect balance of vibrant city living and classic residential charm. Seize this rare opportunity to own a character-filled home in one of the most dynamic and desirable areas. More detailsListed by ROYAL LEPAGE TERREQUITY SEYMOUR REAL ESTATE- JARROD ARMSTRONG
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629 Ossington Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12815872
629 Ossington Avenue Toronto M6G 3T6
$1,299,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12815872
- Bedrooms:
- 6
- Bathrooms:
- 3
Situated in the heart of Torontos bustling West End is 629 Ossington. Lovingly maintained 3 storey home with 1,950 square feet above grade and an oversized 806 square foot lower level. The main portion of the house acts as an impressive owners suite with 5 bedrooms and 2 washrooms (w/ powder room on the main floor). Timeless original features throughout the property include strip hardwood flooring + the original wooden staircase bannister. Classic features in a house equipped with modern-day amenities such as forced air furnace heating and central air cooling! The lower level is a self-contained suite which acts as a lovely in-law suite or perhaps could offer a savvy buyer rental income potential in the future. Full ceiling height in the lower of 7.5 feet!! with its own separate entrance and cold room for storage. Newly waterproofed w/ sump pump and outfitted with a new washroom. All of the heavy lifting is done - now just time to customize to your personalized taste. Private and green east facing rear garden give lots of space to enjoy your garden or access the stairs up to your second level and rear deck from the outside of the property. Detached garage gives plenty of options for the future as a laneway suite is being built right across the lane from 629 Ossington Ave. A very solid and well-kept home with many of the big tasks already accomplished. Lower level to be provided vacant and upper is tenanted - with option to take vacant for personal possession. More detailsListed by SAGE REAL ESTATE LIMITED- JARROD ARMSTRONG
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555 Markham Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12814296
555 Markham Street Toronto M6G 2L6
$2,150,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12814296
- Bedrooms:
- 7
- Bathrooms:
- 3
Approx. 4,000 Sq.Ft. Of Finished Living Space Across Four Levels, Rare Two-Car Garage With Laneway Suite Potential, Private Rooftop Terrace With Skyline Views, And Prime Location In The Heart Of Palmerston-Little Italy South Of Bloor St W. Situated In One Of Toronto's Most Vibrant And Desirable Neighbourhoods, This Substantial Residence Offers Exceptional Scale And Flexibility For End Users Or Investors Seeking Long-Term Value. Bright Interiors Feature Engineered Hardwood Flooring, Updated Windows, And A Spacious Kitchen With Large Island And Walk-In Pantry Opening To A Sunken Family Room Overlooking A Private Urban Garden. Five Bedrooms Span The Upper Levels, Including A Top-Floor Retreat With Direct Access To A Rooftop Terrace. The Finished Lower Level Provides Additional Living Space With Excellent Ceiling Height. Equipped With High-Efficiency Mechanical Systems For Year-Round Comfort. Steps To The University Of Toronto, Transit, Restaurants, Cafés, Parks, And Cultural Landmarks Including Yorkville And The ROM, With Easy Access To Both Subway Lines And Top-Ranked Schools Nearby. Property Being Sold Under Power Of Sale And Sold In 'As Is, Where Is' Condition. More detailsListed by SMART SOLD REALTY- JARROD ARMSTRONG
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464 Euclid Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12765972
464 Euclid Avenue Toronto M6G 2S9
$1,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12765972
- Bedrooms:
- 7
- Bathrooms:
- 4
Welcome to one of Toronto's most vibrant and sought-after neighbourhoods, Little Italy. Tucked away on a quiet, tree-lined street just steps from College Street's renowned restaurants, cafés, and shops, this charming yet dated semi-detached home offers tremendous potential for transformation. Ideal for growing families looking to plant roots, the property presents a rare opportunity to renovate and customize a home with authentic character in one of the city's most desirable pockets. Tenants are currently month to month, Vacant possession is possible, providing flexibility for your plans. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- JARROD ARMSTRONG
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in Toronto: Palmerston-Little Italy Commercial for sale (Toronto C01) : MLS®# C12763662
$270,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C12763662
- Major Bus.:
- Florist
- Total Area:
- 920 sq. ft.
Since its establishment in 2019, this dual-concept boutique has become a cornerstone of Toronto's Little Italy, seamlessly blending premium coffee with high-end floral design. Having successfully navigated the challenges of the pandemic, the business is now a resilient and trusted local gem known for its curated offerings and tasteful atmosphere. Beyond standard retail, the shop drives engagement through hands-on workshops in bouquet-making and latte art, making it a versatile destination for both social gatherings and creative learning. The business is particularly profitable during the high-demand holiday seasons-specifically Valentine's Day, Mother's Day, Christmas, and the New Year-when it serves as the neighborhood's primary choice for stylish arrangements and seasonal gifts. The business is profitable with a strong Seller's Discretionary Earnings (SDE), making it an attractive opportunity for a buyer looking to take over a turnkey operation with a loyal, established customer base. All systems and processes are fully in place for a seamless transition. For qualified prospects, detailed financials will be provided upon the execution of a Non-Disclosure Agreement (NDA). More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- JARROD ARMSTRONG
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498 Roxton Road in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12747068
498 Roxton Road Toronto M6G 3R4
$3,850,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12747068
- Bedrooms:
- 5
- Bathrooms:
- 5
Neighbourhood-defining interior design by Glen Peloso with Decorators and Designers Association of Canada hosting their Design Showcase this March at the property. Discover Toronto's take on a New York-inspired industrial soft loft. Builders went to committee and created this Detached spectacular sprawling and carefully crafted family home offering nearly 4,500 sq ft of living space across four levels, with approximately 3,100 sq ft above grade, set on a 27.98-ft wide lot. The Massive Detached garage backs onto a Laneway that begs for a coach house. The bright, wide-plank main level features an east-facing dining area flooded with natural light, flowing into a custom chef's kitchen with oversized island, separate built-in refrigerator and freezer, bespoke lighting, and exceptional storage. Factory-inspired glass walls and double doors lead to an elegant family room with fireplace, custom built-ins, and a full wall of glass opening to a large outdoor deck. A rear mudroom with built-in seating and storage adds everyday functionality. Powder room finished with custom New York streetscape wallpaper.The primary retreat occupies the entire third floor, introduced by a dramatic landing with an east-facing sunroom wrapped in floor-to-ceiling windows, complete with coffee station and wet bar. Step out to a city-skyline views from the observation deck. The primary bedroom features abundant natural light, custom built-ins, and fireplace, complemented by a spa-like ensuite and an exceptional walk-in dressing room with centre island, skylight, and extensive shelving.The second floor offers a large bedroom with private 4-pc ensuite, two additional generous bedrooms with balcony access, a full laundry & second utility room, and an additional 4-pc bath.The lower level spans approximately 1,200 sq ft, featuring a substantial recreation room, glass-enclosed wine cellar, nanny or guest suite, 4-pc bath, and cantina. 2 AC units and 2 Heat furnaces help balance your atmosphere. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- JARROD ARMSTRONG
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42 Dewson Street E in Toronto: Palmerston-Little Italy Commercial for sale (Toronto C01) : MLS®# C12721328
42 Dewson Street E Toronto M6H 1G5
$199,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C12721328
- Major Bus.:
- Grocery/Supermarket
- Total Area:
- 1,750 sq. ft.
FINCH STORE is a one-of-a-kind boutique grocery store combined with a high-quality coffee shop, featuring a beautifully designed interior. Following recent zoning changes, the store was successfully reconfigured to offer both grab-and-go coffee service and indoor seating. Finch carries a curated selection of locally made products alongside everyday grocery essentials, serving a wide range of customers and strong community demand. This owner-operated business has built a loyal customer base over four years and is fully equipped and operational seven days a week. A turnkey opportunity ideal for a family-run business or an investor seeking growth potential. All equipment and inventory included. Training and transition support provided. More detailsListed by CENTURY 21 HERITAGE GROUP LTD.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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641 Ossington Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12713720
641 Ossington Avenue Toronto M6G 3T6
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12713720
- Bedrooms:
- 5
- Bathrooms:
- 4
Live in one and rent two, co-own with privacy, or hold as a fully operational income property - 641 Ossington Ave offers multiple ownership paths, backed by proven rent and two of three units vacant and ready to lease. This fully maintained semi features 3 self-contained units on a 19' x 126' lot in Palmerston-Little Italy. The renovated upper 3-bed/2-bath suite (private entry, hardwood, rooftop deck, keypad entry, central air; water included) is leased to excellent tenants at $3,569.50/mo who'd like to stay, delivering market rent from day one. The main-floor 1-bed/1-bath is vacant, reinsulated, with newer fridge and stacked laundry and exclusive use of the paved backyard, while the renovated 1-bed/1-bath basement suite (separate keypad entry) is also vacant and rental-ready. Seller improvements focus on the items that protect cash flow: exterior waterproofing along the north wall, sump pump, redone side-yard concrete for drainage, extensive north-wall masonry/tuckpointing (2024), exterior window sealing (2025), insulation upgrades, updated kitchens/appliances, new lighting, and newer shared washer/dryer for upper and lower units. A detached two-car garage adds real Ossington value for parking or storage (no driveway). Steps to TTC, bike lanes, Bloor and Ossington's shops and restaurants - strong tenant demand today with long-term value for owners. More detailsListed by BSPOKE REALTY INC.- JARROD ARMSTRONG
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Data was last updated March 2, 2026 at 06:15 AM (UTC)
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