Little Italy and Palmerston Homes for Sale

The Palmerston and Little Italy is home to a multicultural mix of Italian, Portuguese, and Vietnamese residents. The charming, rarely available home, its proximity to some of Toronto’s most highly rated restaurants, and a selection of great schools attract a variety of buyers and remains among the most popular Toronto neighbourhoods.

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  • 493 Ossington Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C13545500

    493 Ossington Avenue Palmerston-Little Italy Toronto M6G 3T3
    Main Photo: 493 Ossington Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01)  : MLS®# C13545500
    $999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13545500
    Bedrooms:
    7
    Bathrooms:
    2
    Welcome to 493 Ossington Avenue-an exceptional opportunity to own a legal duplex in the heart of the highly sought-after Palmerston-Little Italy neighbourhood. Built in 1896, this grand residence blends timeless character with modern upgrades, offering over 4 levels of versatile living space ideal for multi-generational families or buyers seeking a strong mortgage helper. With five bedrooms, including two on the finished third level, and soaring ceilings on the main floor, the home delivers the space and flexibility today's buyers crave.Thoughtfully updated and move-in ready, the property offers multiple living configurations. Enjoy it as a spacious single-family home, or take advantage of the legal duplex setup by living in one unit while renting the other. The upper level functions beautifully as a large 3-bedroom suite, creating excellent income potential without compromising comfort or privacy. A rear addition expands the main floor with a generous family room, while the separate living and dining areas offer the option to open up into one expansive entertaining space. Outside, a rare double-car garage with laneway access provides easy, secure parking-an incredible asset in this location. With a 95 Walk Score, 93 Transit Score, and 76 Bike Score, everything you need is at your doorstep. Walk to the vibrant energy of College Street and Little Italy, explore Kensington Market, enjoy nearby green spaces like Dufferin Grove Park and Trinity Bellwoods, and benefit from close proximity to Toronto Western Hospital.This is more than just a home-it's a flexible investment in lifestyle and long-term value. Whether you're accommodating extended family, offsetting your mortgage with rental income, or simply looking for space in one of Toronto's most dynamic communities, 493 Ossington delivers a rare and compelling opportunity. More details
    Listed by ROYAL LEPAGE SIGNATURE SUSAN GUCCI REALTY
    ALEX BEAUREGARD
  • 308 Roxton Road in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C13542230

    308 Roxton Road Palmerston-Little Italy Toronto M6G 3P9
    Main Photo: 308 Roxton Road in Toronto: Palmerston-Little Italy House for sale (Toronto C01)  : MLS®# C13542230
    $1,100,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13542230
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to 308 Roxton Road, an exceptional opportunity to reimagine a home in the heart of Palmerston Little Italy, one of Toronto's most sought after downtown neighbourhoods. Ideally located just north of College Street and east of Ossington Avenue, this three bedroom, two bathroom semi detached home sits on a generous 17.5 by 126 foot lot and offers 1,416 square feet of above grade living space. Whether you are planning a complete renovation, restoring the home's original character, or designing a modern custom residence, this property offers incredible potential in a location where renovated homes are highly sought after. The deep lot may also provide opportunities to expand the existing home and could offer future laneway suite potential, subject to all required City of Toronto approvals and zoning requirements. Step outside and experience the best of downtown Toronto. Enjoy the renowned restaurants, cafés, bakeries, boutiques, and vibrant atmosphere of College Street and Ossington Avenue, with nearby parks, schools, TTC access, and cycling routes all within easy reach. This walkable neighbourhood combines historic charm with an unbeatable urban lifestyle, making it a favourite among families, professionals, and investors alike. Opportunities like this are increasingly rare. Whether you are searching for your forever home, a renovation project, or a long term investment in one of Toronto's most desirable neighbourhoods, 308 Roxton Road is ready for your vision. More details
    Listed by RE/MAX ROUGE RIVER REALTY LTD.
    ALEX BEAUREGARD
  • 539 Crawford Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C13534424

    539 Crawford Street Palmerston-Little Italy Toronto M6G 3J9
    Main Photo: 539 Crawford Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01)  : MLS®# C13534424
    $3,960,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13534424
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to this Jewel Box nested in the heart of Little Italy. This French town house-inspired home is filled with luxury details in every corner. With more than 3,500 sq ft of finished living space and soaring ceilings on each level, this home is the destination of your search in downtown Toronto. From intricate scroll-style moldings, custom marble fireplaces, to floating staircases, there's no shortage of elegance and sophistication encapsulated in this labor of love. 3rd level's open concept suite with large rear terraces offers unobstructed city views and the CN Tower. ** EXTRAS ** Please see feature sheets for full home details. Builder offers Tarion new home equivalent warranty. More details
    Listed by CHESTNUT PARK REAL ESTATE LIMITED
    ALEX BEAUREGARD
  • 204 Grace Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C13489778

    204 Grace Street Palmerston-Little Italy Toronto M6G 3A6
    Main Photo: 204 Grace Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01)  : MLS®# C13489778
    $2,349,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13489778
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 204 Grace Street, a beautifully renovated home where timeless character meets modern sophistication in the heart of Trinity Bellwoods. Thoughtfully designed across three finished levels, this exceptional residence features soaring high ceilings, oak hardwood flooring, exposed brick accents, custom millwork, designer lighting, and premium finishes throughout. The main level offers elegant principal rooms and a stunning chef's kitchen with quartzite natural stone countertops and backsplash, an eight-foot island, and premium Café appliances. Upstairs, two spacious bedrooms, a stylish five-piece family bath, upper-level laundry, and a custom walk-in closet/home office provide exceptional functionality. The third floor primary retreat features a luxurious five-piece ensuite and custom closet storage. Major upgrades include 200-amp electrical service, new windows and doors throughout, and a Tesla EV charger with dedicated subpanel in the detached garage, perfectly equipped for modern living. Professionally landscaped grounds and new interlock stonework complete this truly turnkey offering. The self-contained lower level one bedroom apartment offers a fantastic opportunity for additional rental income. Ideally located steps to Trinity Bellwoods Park, Ossington, and College Street, and surrounded by the very best of Little Italy and Trinity Bellwoods, from beloved restaurants and independent cafés to boutique shops and vibrant weekend markets. This is Toronto neighbourhood living at its finest. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    ALEX BEAUREGARD
  • 730 Shaw Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C13488148

    730 Shaw Street Palmerston-Little Italy Toronto M6G 3L7
    Main Photo: 730 Shaw Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01)  : MLS®# C13488148
    $2,599,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13488148
    Bedrooms:
    5
    Bathrooms:
    4
    Exceptional Luxury Fourplex in the Heart of Palmerston-Little Italy, Toronto Premier Location, High-Quality Construction, Turnkey Investment Bright, beautiful, high-end fourplex in prestigious Palmerston-Little Italy - one of Toronto's most vibrant and in-demand communities! This exceptionally well-built fourplex offers four luxury self-contained apartments with high-end finishes and fixtures, hardwood flooring, full custom kitchens with large islands, granite countertops, full-size stainless steel appliances, in-suite laundries, and independent heating and air conditioning systems. Lower level with heated floor system as well. Spacious, thoughtfully designed layouts. Lots of natural light, high ceilings, large balconies and private entrances. Top-quality construction built with long-term performance and style in mind. Each unit has separately metered gas and hydro and rough-in for water metering. On-site parking and backyard. Steps to TTC Bloor subway line and buses, Bloor St, Harbord St., College St, Annex, Little Italy, Ossington Strip, restaurants, shops, schools, parks, bike paths and all amenities. Minutes to U. of T. , University Health Network, Yorkville, and Downtown Core.Ideal for investors or multi-generational living. A turnkey investment in one of Toronto's most coveted neighbourhoods! More details
    Listed by RIGHT AT HOME REALTY
    ALEX BEAUREGARD
  • 811 Bloor Street W in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C13481608

    811 Bloor Street W Palmerston-Little Italy Toronto M6G 1L8
    Main Photo: 811 Bloor Street W in Toronto: Palmerston-Little Italy House for sale (Toronto C01)  : MLS®# C13481608
    $1,389,800
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13481608
    Bedrooms:
    5
    Bathrooms:
    2
    INVESTMENT OPPORTUNITY AWAITS!!! Zoned CR3(Commercial/Residential) ON VIBRANT BLOOR ST WEST between OSSINGTON & BATHURST, across across from Christie Pitts Park!!!! Surrounded by Restaurants, Medical, Shops, various retail!! ALL WORK or LIVE & WORK POTENTIAL!!! Presently an income property featuring 2 generous units ! Ground floor unit features large spacious kitchen, Living Room, 2 Bedrooms & 3 piece bath. A large size deck off the back of the main floor. Second floor unit boasts 3 bedrooms, 4 piece bath, kitchen and Living Room. Conveniently offering 2-car parking at rear! Units both currently Tenanted with wonderful Tenants, month-to-month, Tenants pay Utilities! Just steps from BLOOR! More details
    Listed by SUTTON GROUP - SUMMIT REALTY INC.
    ALEX BEAUREGARD
  • 458 Markham Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C13479674

    458 Markham Street Palmerston-Little Italy Toronto M6G 2L2
    Main Photo: 458 Markham Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01)  : MLS®# C13479674
    $3,400,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13479674
    Bedrooms:
    5
    Bathrooms:
    6
    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. More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    ALEX BEAUREGARD
  • 605 456 College Street in Toronto: Palmerston-Little Italy Condo Apartment for sale (Toronto C01) : MLS®# C13479640

    605 456 College Street Palmerston-Little Italy Toronto M6G 4A3
    Main Photo: 605 456 College Street in Toronto: Palmerston-Little Italy Condo Apartment for sale (Toronto C01)  : MLS®# C13479640
    $599,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C13479640
    Bedrooms:
    2
    Bathrooms:
    1
    Rich in distinctive character & architectural charm, this unique residence is enhanced by an attached historic church tower that creates a truly one-of-a-kind living experience. South-facing & filled with natural light, this spacious 1-bedroom plus den/suite offers incredible views of Toronto's skyline & the iconic CN Tower. Residents enjoy the boutique-style rooftop terrace, fitness facilities & party room. Located in sought after Little Italy, experience all this beautiful area has to offer, amazing restaurants, shopping & much more! Includes 1 owned parking spot & locker. Available for a quick closing! (Tenant is leaving Aug 1, 2026) More details
    Listed by ROYAL HERITAGE REALTY LTD.
    ALEX BEAUREGARD
  • 486 Montrose Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C13471464

    486 Montrose Avenue Palmerston-Little Italy Toronto M6G 3H1
    Main Photo: 486 Montrose Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01)  : MLS®# C13471464
    $2,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13471464
    Bedrooms:
    5
    Bathrooms:
    4
    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, KensingtonMarket, UofT, & 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. (43405081) More details
    Listed by PG DIRECT REALTY LTD.
    ALEX BEAUREGARD
  • 464 Euclid Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C13460440

    464 Euclid Avenue Palmerston-Little Italy Toronto M6G 2S9
    Main Photo: 464 Euclid Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01)  : MLS®# C13460440
    $1,838,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13460440
    Bedrooms:
    7
    Bathrooms:
    4
    Prime Palmerston - Little Italy opportunity! Situated on a coveted tree-lined street in one of Toronto's most desirable central neighborhoods, this property offers flexibility and future potential. Currently used as a multi-unit residence, the large building envelope presents an outstanding opportunity for investors seeking income potential or discerning buyers looking to transform the existing structure into a sophisticated designer executive family home. Surrounded by beautiful renovated properties and just steps to the vibrant energy of College Street's renowned restaurants, cafes, boutiques, parks and transit, the location is second to none. A rare chance to secure a property in a neighbourhood where lifestyle, character and long-term value converge. Tenants are month-to-month. Make income while you design or request vacant possession. More details
    Listed by Royal LePage Security Real Estate
    ALEX BEAUREGARD
  • 734 Shaw Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C13458850

    734 Shaw Street Palmerston-Little Italy Toronto M6G 3L7
    Main Photo: 734 Shaw Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01)  : MLS®# C13458850
    $2,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13458850
    Bedrooms:
    7
    Bathrooms:
    6
    A smart, stylish investment in the heart of Little Italy. This fully rebuilt home offers nearly 3,800 total sq ft including basement of luxury living across 3 finished units with separate entrances, hydro, HVAC, laundry, and kitchens. High-end finishes, custom millwork, Sub-Zero/Wolf appliances, and spa-like baths add turnkey appeal. Ideal for portfolio investors, multi-generation or live-in owners - occupy one unit and let the others cash flow. Steps to Bloor, TTC, U of T, and Ossington's best restaurants. Truly one of Toronto's most thoughtful multi-unit redevelopments. More details
    Listed by RE/MAX WEST REALTY INC.
    ALEX BEAUREGARD
  • 410 Manning Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C13441718

    410 Manning Avenue Palmerston-Little Italy Toronto M6G 2V7
    Main Photo: 410 Manning Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01)  : MLS®# C13441718
    $1,788,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C13441718
    Bedrooms:
    5
    Bathrooms:
    4
    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, cafes, 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
    Listed by Royal LePage Security Real Estate
    ALEX BEAUREGARD
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Data was last updated July 12, 2026 at 04:15 AM (UTC)
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