Palmerston-Little Italy Homes for Sale

Palmerston-Little Italy Homes for Sale

Welcome to Palmerston-Little Italy, a vibrant and charming neighborhood nestled in the heart of Toronto. Known for its rich cultural tapestry, this area seamlessly blends historic charm with modern conveniences, making it one of the most desirable places to call home in the city.

Strolling through the tree-lined streets, you’ll discover a delightful mix of architectural styles, from classic Victorian homes to contemporary condos. The neighborhood exudes a warm and welcoming atmosphere, perfect for families, young professionals, and retirees alike. With a strong sense of community, residents often gather at local parks, farmers' markets, and community events, fostering connections that make Palmerston-Little Italy feel like a close-knit village within the bustling metropolis.

Culinary enthusiasts will revel in the diverse dining options available, from cozy cafes to trendy restaurants serving up delectable dishes from around the world. Little Italy, with its vibrant Italian heritage, is a must-visit for those seeking authentic cuisine and charming bistros. The neighborhood also boasts a variety of boutique shops, art galleries, and cultural venues that celebrate the local arts scene.

For those considering a move, Palmerston-Little Italy offers a range of homes for sale that cater to different lifestyles and budgets. Whether you’re looking for a spacious family home with a backyard or a chic apartment with modern amenities, this neighborhood has something for everyone. With easy access to public transit and nearby amenities, living in Palmerston-Little Italy means enjoying the best of urban living while still feeling connected to nature and community.

Explore the possibilities of making Palmerston-Little Italy your new home, and experience the charm and vibrancy that this remarkable neighborhood has to offer!

Newest Palmerston-Little Italy Homes for Sale

$1,129,000
4 Beds ⋅ 2 Baths ⋅ C13664036 MLS
Welcome to 667 Ossington Avenue, a spacious and charming 2.5-storey semi-detached home in the heart of Toronto. Featuring 4 generously sized bedrooms, this residence offers the perfect blend of comfort, functionality, and urban convenience-ideal for growing families or savvy investors. The main floor boasts a bright and inviting layout with a formal living room and dining room, perfect for both everyday living and entertaining. The eat-in kitchen provides ample space for family meals and gatherings, with great potential to customize to your taste. A second kitchen on the upper level adds exceptional convenience and offers excellent potential for extended family living or rental income. Step outside to a generously sized backyard offering plenty of room to host family and friends for summer BBQs, outdoor dining, and relaxing evenings-your own private outdoor retreat in the city. Situated just steps from Ossington Station and the vibrant Bloor Street corridor, you'll enjoy easy access to transit, trendy shops, cafes, and restaurants. This prime location also offers walking distance to excellent schools, parks, and all essential amenities. A rare opportunity to own a well-located home in one of Toronto's most sought-after neighborhoods.

667 Ossington Avenue, Toronto
$1,690,000
5 Beds ⋅ 3 Baths ⋅ C13661706 MLS
Striking Victorian grandeur. Prestigious Little Italy street. Sprawling 2,800 square feet, 3 storey stately Victorian home. Elegant period details. Soaring ceilings, ornate mouldings, arched window and stained glass. Easily convert to a distinguished single family. Perfect multigenerational or income producing home, with three charming and presently vacant units. Fabulous, oversized 2 bedroom owner's suite with lofty 13 foot cathedral ceilings. Bright spaces. Exposed brick wall and rooftop deck with a view. West-facing landscaped backyard. Separate entrance to basement. Quiet, one-way street. Few doors from beloved neighbourhood park. Highly-desirable location. Steps to popular College street. Michelin star eateries, local favourites and cafes. Walk to U of T, hospitals and Queen's Park.

492 Euclid Avenue, Toronto
$1,477,000
5 Beds ⋅ 3 Baths ⋅ C13650166 MLS
Welcome To 543 Crawford St, A Rare Detached Brick Home In The Heart Of Little Italy. Spacious 4+1 Bedrooms, Even Showcases A Charming CN Tower View. Functional Layout And Multiple Entrances Offering Endless Possibilities. Enjoy A Bright Main Floor with 9 Ft Ceilings, Walkout To A Private Backyard And Rare 2-Car Garage. Lower Level Features Separate Front & Rear Entrances. Perfect For Income Potential. Located On One Of The Most Sought-After Streets, Just Steps To College St, Restaurants, Shops, Parks & TTC. This Is A Fantastic Opportunity To Own A True Family Home In One Of Torontos Most Vibrant And Desirable Neighbourhoods.

543 Crawford Street, Toronto
$2,049,000
7 Beds ⋅ 5 Baths ⋅ C13604612 MLS
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.

396 Roxton Road, Toronto
$2,380,000
6 Beds ⋅ 5 Baths ⋅ C13580032 MLS
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.

431 Roxton Road, Toronto
$1,799,900
4 Beds ⋅ 2 Baths ⋅ C13558394 MLS
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.

725 Dovercourt Road, 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
$1,838,000
7 Beds ⋅ 4 Baths ⋅ C13460440 MLS
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.

464 Euclid Avenue, Toronto
$2,799,000
7 Beds ⋅ 6 Baths ⋅ C13458850 MLS
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.

734 Shaw Street, Toronto
$1,949,900
4 Beds ⋅ 3 Baths ⋅ C13415878 MLS
*LEGAL DUPLEX WITH SEPARATE ENTRANCE TO UNDERPINNED BASEMENT UNIT. * EXCELLENT INVESTMENT! GROSS CAP RATE APPROX 5%. DOUBLE DET. GARAGE SERVICED BY LANE WAY,***MAY HAVE OPPORTUNITY FOR LANE WAY HOUSING***. BASEMENT APARTMENT: NEWLY UNDERPINNED AND RENOVATED APPROX 6 YRS OLD. *MAIN FLOOR UNIT: NEW FLOORING (2026) AND WASHROOM (2026). UPPER LEVEL UNIT: (2nd & 3rd FLR) WITH 2 WALK-OUTS (RENO APPROX 6 YEARS AGO). 5 ROOMS. CAN BE USED AS A 2 OR 3 BEDROOM UNIT . BUYER TO ASSUME TENANTS.

225 GRACE Street, Toronto
$5,749,900
6 Beds ⋅ 7 Baths ⋅ C13225554 MLS
Palmerston Boulevard is one of the city's most storied streets. Gated at the entrance, lined with historic cast-iron lampposts, and canopied by mature trees that have watched this neighbourhood evolve for over a century. There is simply no other street like it in Toronto. Little Italy at your doorstep. Restaurants, cafés, culture, and the subway are all within reach - yet the moment you turn onto Palmerston, the city softens. Equally rare as the location is the expansive 50 by 127 foot lot with a private drive, lane access, and the potential to build a two-storey laneway home with an integrated two-car garage. Options like this don't surface often. Step through the pillared front porch into three self-contained units, each with its own distinct character. From traditional to contemporary. Keep it as the turnkey multi-unit property it already is - an intelligent hold in one of Toronto's most enduring neighbourhoods - or reimagine it entirely as a singular grand residence. For those with the vision to create their dream home, few canvases in this city are more compelling. Some addresses find you. This one was waiting for you all along.

386 Palmerston Boulevard, 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
Start Your Search