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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499 Palmerston Boulevard in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12352193
499 Palmerston Boulevard Toronto M6G 2P2 
$2,674,999Residential Freehold- Status:
- Active
- MLS® Num:
- C12352193
- Bedrooms:
- 6
- Bathrooms:
- 5
Substantial Home in the Heart of the Annex. On iconic Palmerston Boulevard, this spacious and legal triplex combines character, flexibility, and prime location. Perfect for investors, a live-in income property, or a seamless conversion back to a grand single-family home. Renewed systems and separately metered suites. Steps to the subway, University of Toronto, and the Annexs bustling shops, cafés, and restaurants. The expansive backyard is ideal as your own private park or presents exciting development potential. A rare opportunity for an astute buyer. More detailsListed by REAL BROKER ONTARIO LTD.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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329A Clinton Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12344756
329A Clinton Street Toronto M6G 2Y7
$1,949,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12344756
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to this stunning end-unit home (feels like a semi-detached), featuring 4 bedrooms and 5 bathrooms, thoughtfully designed to blend modern luxury with timeless Victorian charm. Step inside to soaring ceilings and hardwood floors throughout. The bright bay window fills the space with natural light, while the open-concept main floor offers a custom gourmet kitchen perfect for both everyday living and entertaining. The elegant living and dining areas are highlighted by a floating gas fireplace and a striking accent wall crafted from 100-year-old reclaimed barn wood. A rare main-floor mudroom with a convenient two-piece powder room adds to the home's functionality. Upstairs, you'll find four spacious bedrooms, including a king-sized second bedroom with a spa-inspired ensuite. The primary retreat is located on the third-floor loft, featuring skylights, a private 5pc ensuite, and an abundance of natural light. The fully finished basement includes an additional shower room, offering even more living space. Parking is available via the laneway, and the home is situated on one of the most sought-after streets in the neighborhoodjust a short walk to Bloor Street, College Street, popular restaurants, and the subway. This home offers the perfect balance of style, comfort, and convenience. More detailsListed by CENTURY 21 ATRIA REALTY INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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471 Shaw Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12342771
471 Shaw Street Toronto M6G 3L4
$1,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12342771
- Bedrooms:
- 5
- Bathrooms:
- 4
Great Opportunity To Own This 2 Storey Legal Trplex With 4th Units In Sought-After Palmerston-Little Italy Location. Features And Upgrades Include: New Stucco Exterior With Added Extra-Thick Styrofoam Insulation And Painted Exterior Walls (2024), 4 Kitchens And 4 Washrooms; New Furnace (2015) With New Motor (Fully Overhauled In 2019); New Roof (2024); New Vinyl Windows (2018); Main Sewer Pipe Replaced (From Ceramic To Vinyl Along The Entire Length Of The House And 2 Cleanouts Added (2018); 200 Amp Electrical Panel (2000); Common Laundry On Premises With Coin Operated Industrial-Size Washer And Dryer @ $1.50 Per Load Each; Metal Up-To-Code Fire Escape To All Units Including An Each Unit Has A Main Entrance And 2nd Exit; 90-Minute Fire-Rated Entrance Door With Hydraulic Spring (Up To Fire-Code) In All Units; Interconnected Fire-Alarm And Co2 Detector System Operating On Ac And Dc Power; Large Bicycle Shed At The Back With Extra Storage For Bikes And Bulky Personal Belongings. More detailsListed by CENTURY 21 PERCY FULTON LTD.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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652 Crawford Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12335374
652 Crawford Street Toronto M6G 3K2
$1,299,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12335374
Exceptional Opportunity for Investors, Renovators, and End Users! Unlock the full potential of this rare offering in one of Toronto's most desirable neighbourhoods, nestled between The Annex, Little Italy, and Harbord Village. With a building permit already in place, interior layout plans completed, and some new materials, new window and new door on site, you can start your renovation or build immediately. This spacious three-level property offers remarkable versatility, featuring two unit entrances and a separate basement entrance ideal for in-law suites or rental income and convenient laneway access. Whether you're looking to create your dream single-family home or develop a multi-family residence, the possibilities are endless. Live in the heart of a vibrant community, steps to transit (subway and bus), top-rated schools, parks, community centres, popular restaurants, and cozy cafés. Don't miss this chance to invest or build in a prime location with unlimited potential. More detailsListed by HOMECOMFORT REALTY INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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431 Roxton Road in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12334457
431 Roxton Road Toronto M6G 3R5
$2,880,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12334457
- 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.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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163 Delaware Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12328721
163 Delaware Avenue Toronto M6H 2T2
$1,899,900Residential Freehold- Status:
- Active
- MLS® Num:
- C12328721
- Bedrooms:
- 6
- Bathrooms:
- 4
Rare Investment Gem in Coveted "Little Italy"! Seize this unparalleled opportunity in the highly sought-after "Little Italy" neighbourhood. Ideal for investors, renovators, and end-users alike, this property presents a lucrative chance to own a piece of prime real estate. The expansive 26' X 155' lot comes with a rare private driveway that leads to an oversized 2-car block garage, offering excellent potential for a future garden suite. As evidence of the feasibility, a garden suite is currently under construction in the adjacent semi-detached property. This stunning 3-storey residence is a dream come true for those in search of a distinctive home or investment. The original 4/5-bedroom Victorian mini mansion was previously configured as a 2-family home (please refer to the attached original floor plan; the current seller has made functional modifications). It can be effortlessly converted back into a single-family dwelling or maintained as a 2-family home, providing remarkable flexibility to suit various needs. The seller has invested over $150K in comprehensive renovations, both visible and invisible. The entire 3-storey property features new flooring and a fresh paint, while a newly constructed deck (2024) and a newly roof (2024) enhance its appeal and value. Location is key, and this property excels in that regard. Just a short 2-minute stroll from the Ossington subway station, it offers unparalleled convenience for commuting and accessing all the amenities the city has to offer. All existing appliances, fixtures, windows, and window coverings are in "as-is" condition. Don't let this Exceptional opportunity slip through your fingers. More detailsListed by BAY STREET GROUP INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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464 Euclid Avenue in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12316821
464 Euclid Avenue Toronto M6G 2S9
$2,299,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12316821
- Bedrooms:
- 7
- Bathrooms:
- 4
Welcome to one of Toronto's most vibrant and sought-after neighbourhoods Little Italy. Nestled on a quiet, tree-lined street just steps from College Streets restaurants, cafes, and shops, this charming but dated semi-detached offers incredible potential for transformation. Whether you're an investor or a growing family looking to plant roots, this property presents a unique opportunity to renovate and customize a home with authentic character in one of the city's most desirable pockets. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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270 Clinton Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12314780
270 Clinton Street Toronto M6G 2Y6
$1,600,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12314780
- Bedrooms:
- 6
- Bathrooms:
- 3
This beautifully maintained Victorian-style home offers three self-contained units, perfect for multi-generational living or investment income. Each unit is thoughtfully laid out with its own kitchen, bathroom, and private living space, combining classic charm with modern functionality. High ceilings, large windows, and timeless architectural details give the home a warm and inviting character throughout. The private backyard provides a peaceful urban retreat, while the detached laneway-access garage offers rare parking and potential for future laneway development. Whether you're looking to live in one unit and rent the others, or add a turnkey triplex to your portfolio, 270 Clinton Street delivers exceptional flexibility in one of Toronto's most sought-after neighbourhoods. Nestled in the heart of one of Torontos most desirable neighbourhoods, this home is steps to vibrant Bloor Street with its endless cafes, restaurants, shops, and daily conveniences. Minutes to Christie Pits Park, Bickford Park, and the scenic Toronto Green Line for trails, dog walking, and outdoor recreation. Just a 3-minute walk to Christie Subway Station, truly a commuters dream with seamless access to the TTC and downtown core. 5 minutes to University of Torontos St. George campus, and surrounded by top-rated public and private schools. 10 minutes to Kensington Market, Little Italy, and Annex nightlife. 15 minutes to major hospitals and Queens Park. More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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310 Palmerston Boulevard in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12313549
310 Palmerston Boulevard Toronto M6G 2N5
$12,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12313549
- Bedrooms:
- 6
- Bathrooms:
- 7
310 Palmerston Blvd is considered to be the finest historical restoration in the City. The genius of JF Brennan Design creates a grand residence of almost 9,000 sq ft of living space on all 4 levels. The brilliance of this distinctive residence is that it blends unique thinking into an architectural achievement of world class taste and esthetics. Originally built in 1889 the structure was reimagined into four luxury freehold townhouses. Throughout the residence, there is a mix of modern, antique, vintage and bespoke lighting & finishes that create a dynamic atmosphere. As you enter the grand entrance, you are overwhelmed by the soaring ceilings and the unforgettable attention to detail. A pair of industrial steel and glass doors introduces the thematic overture of the home. Every room on the main floor is awe-inspiring and on an immense scale, with ceiling heights of up to 14 feet and floors of travertine stone. The open concept family room and kitchen will be the center of your life. The second floor living space has a primary suite unlike any other - a sitting room with double height focal-point windows and a fireplace, then pocket doors to the bedroom, a marble-rich 6p ensuite, and a custom walk-in closet. The two additional bedrooms are equally special, each with an ensuite. The third floor has a captivating metal frame skylight that transmits an incredible amount of daylight into the home. The lower level has a guest suite with a kitchen and a full bathroom. Elevator, two-car garage with EV charger. There is a private expansive courtyard that is the perfect backdrop for dining and entertaining. This home is inconspicuous from the street and then opens up into a neighbourhood rich with culture and conveniences, with the best that Toronto has to offer. Walk to Little Italy, Kensington, UofT, Queen St, and enjoy all the restaurants and independent shops along College St. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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8 Hepbourne Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12306395
8 Hepbourne Street Toronto M6H 1J8
$1,660,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12306395
- Bedrooms:
- 7
- Bathrooms:
- 4
Rarely offered legal triplex on 22.5*132 lot with 2 car garage and endless potential. 2000+ sqft above ground; high ceilings, 2 car garage with one additional parking pad, 4 separate 200A meters. Att contractor/Investor: A great blank canvas to convert it back to a stunning single family home or with very little cost to complete the 4+1 which qualifies for CMHC incentives. 5 mins walk to subway stn. Short distance to shops, restaurants on bloor, harbord and ossington. More detailsListed by CENTERPOINT REALTY INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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555 Markham Street in Toronto: Palmerston-Little Italy House for sale (Toronto C01) : MLS®# C12300887
555 Markham Street Toronto M6G 2L6
$2,498,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12300887
- Bedrooms:
- 7
- Bathrooms:
- 3
**OPEN HOUSE SATURDAY, AUGUST 23RD FROM 2-4PM** Set on one of Palmerston-Little Italys quietest, tree-lined streets, with limited through traffic and a true neighbourhood feel, this handsome Edwardian offers nearly 3,900 square feet of finely finished space designed to elevate daily life. Inside, timeless architecture meets modern function. The main floor features generous proportions and a thoughtful flow: a renovated kitchen with oversized island and hidden walk-in pantry opens into a sunken family room that overlooks the private urban garden. Upstairs, five spacious bedrooms span two levels, including a third-floor rooftop deck with its skyline views. Downstairs, the finished lower level with ample ceiling height adds meaningful flexibility, ideal for fitness, recreation, guest space, or creative pursuits. Behind the scenes, critical upgrades are complete: a high-efficiency boiler, upgraded water line, 200-amp electrical service, and ductless A/C units on each floor for custom comfort throughout the seasons. Out back, a spacious two-car detached garage provides exceptional utility with future potential, with a laneway suite feasibility study already completed. Just 2 blocks from the subway, steps to UofT, top schools, and moments to the soon-to-open Mirvish Village, a revitalized hub of curated retail, local food, and cultural vibrancy, this home is perfectly positioned for both lifestyle and long-term return. 555 Markham is a rare opportunity: space, structure, and setting, with the kind of thoughtful upgrades and community context that only get better with time. More detailsListed by FREEMAN REAL ESTATE LTD.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
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505 301 Markham Street in Toronto: Palmerston-Little Italy Condo Apartment for sale (Toronto C01) : MLS®# C12294500
505 301 Markham Street Toronto M6J 3X2
$618,800Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12294500
- Bedrooms:
- 1
- Bathrooms:
- 1
**Luxe Opportunity for 1st Time Buyer Or Investor, Summer City-Living! **Rarely Offered One Bedroom Loft @ Low-Rise 'Ideal Lofts' In The Heart Of Little Italy. Bright, Open Concept W/ Large Kitchen & Island W/ Seating For 4 & Plenty Of Storage. High Ceilings & Spacious Living Area. **Prime Location, Walking Distance To Little Italy Corso, Kensington Market & Trinity Bellwoods Park. Close To Live Music, Restaurants, Cafes, Groceries, TTC, University & Hospitals. More detailsListed by FOREST HILL REAL ESTATE INC.- ALEX BEAUREGARD
- 988 BATHURST ST., TORONTO, ON M5R 3G6
- 1 (647) 898-4663
- Alex@AlexBeauregard.com
Data was last updated August 26, 2025 at 01:15 PM (UTC)
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