Grand 3-storey residence with a private drive on a superb 29' x 138' lot in a prime south Annex location! Presently 3 large self-contained suites, all separately metered for hydro & natural gas. Perfect for Buyer to occupy the largest suite on the upper two floors and receive solid rental income from two units, or create the ideal co-ownership or multigenerational living opportunity. This large, solid brick home is approximately 3700 sq. ft over 4 levels, including a professionally underpinned basement w/8-foot ceilings. The upper 2nd & 3rd floor suite provides a flexible floor plan that can convert to up to 3-bedrooms. Full of natural light w/hardwood floors, gas fireplace and a splendid sunroom overlooking a private back yard. The 3rd floor has been renovated into an expansive full-floor retreat featuring a large primary bedroom with 9.5 foot ceilings, exposed brick, walk-in closet, en-suite bathroom/laundry and a walk-out to a roof top deck. Charming main floor 2 bedroom unit with many period details intact including antique gas fireplace, hardwood floors, separate dining room & spacious kitchen. Large 2-bedroom basement Apt. with amazing 8 foot ceilings, each bedroom has its own en-suite bath w/shower. 200-amp service, modern wiring & plumbing. Parking via private drive. The lot extends an impressive 138 feet from the private drive to an incredible back yard with mature trees that provide a serene natural setting with endless possibilities for gardening enthusiasts. Originally built as a single family residence, this home can be re-imagined back into a majestic single family home, now or down the road. Located in a prime mid-block location south of Bloor on a street famous for its iconic cast iron street lamps. Property qualifies for a Garden Suite, report attached. Within easy walking distance to fabulous local shops, cafes & restaurants, Hot Docs Cinema, BMV Books, Metro, University of Toronto & Bloor Subway.

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499 Palmerston Blvd, Toronto, Ontario M6G2P2

Excellent home!!! Welcome to 649 Crawford a lovely duplex on a Very Desirable street in Little Italy.  Located between Harbord & Bloor.  This home was lovingly cared for by the current owner for close to 50 years!  Legal duplex with a separate entrance to the basement.  This home is ready for a new facelift and to bring it into the future.  Garage in the rear with laneway access. Steps from all the amenities and the luxury of living so close to downtown Toronto.  Great location where updated homes are sought after and command a higher price. Your chance to create something amazing in this much sought after pocket of Toronto.

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649 Crawford St, Toronto, Ontario M6G3K1

A Truly Exceptional, Fully Reimagined Victorian Residence In The Heart Of Palmerston-Little Italy, Offering 3+2 Bedrooms And A Beautifully Modernized, Multi-Level Layout ,Thoughtfully Designed by award winning firm Dexign Matter Studio, With A Sleek Contemporary Aesthetic, Featuring A 10-Ft Ceiling On The Main Floor & Nearly 10-Ft Ceiling On The Second Floor, Wide-Plank Flooring, Custom Millwork, Designer Lighting & Glass Stair Railings.The Show-Stopping Main Floor Features A Dramatic Living Room With Linear Fireplace, Full-Height Feature Wall & Illuminated Built-Ins. The Designer Kitchen Showcases Custom Cabinetry, Large Centre Island, Full-Height Slab Backsplash, Pot Filler & A Premium High-End Appliance Package. Oversized Sliding Glass Doors Open To The Landscaped Backyard & Patio.A Standout Highlight Is The 3 Large Private Walk-Out Balconies/Terraces-Each Of The 3 Above-Grade Bedrooms Enjoys Its Own Private Outdoor Space. The Primary Features A Luxurious 6-Pc Bath, Custom Storage & Walk-Out To A Large Private Balcony. The Second Bedroom Opens To Its Own Generous Private Balcony, While The Upper-Level Bedroom/Loft Walks Out To An Expansive Private Terrace With Beautiful City Skyline Views. A Stylish Glass-Enclosed Office Completes The Upper Levels.The Finished Lower Level Offers A Spacious Recreation Area, Custom Wet Bar With Beverage Centre, Additional Bedroom, Full Bath, Laundry & Separate Entrance.An Exceptionally Oversized Detached Garage  Offers Drive-In Parking For Up To 3 Vehicles, With Ample Space For A Full-Size Pickup Truck, Plus A Tesla Universal EV Wall Connector.Enjoy An Exceptional Urban Lifestyle Just Steps To College Street, TTC, Restaurants, Cafés & Shopping, With Convenient Access To Downtown Toronto.

385 Manning Ave, Toronto, Ontario M6G2V6

Welcome to 40 Delaware Ave, a charming 2-storey semi-detached home featuring 4 bedrooms, 3 bathrooms, timeless character with bay window, and a long private driveway leading to a single-car garage and fenced backyard. The main floor features a spacious living room with bay window, decorative fireplace and hardwood flooring, plus a generous dining area with a boxed-beam ceiling. The bright eat-in kitchen offers ample cabinet space and a walkout to the backyard. The second floor features well-proportioned bedrooms, hardwood flooring and a 3-piece bathroom. Enjoy the convenience of a private driveway, garage and backyard in a vibrant neighbourhood. Ideally located just steps from shops, cafes, YMCA, parks and TTC, with easy access to College St, Little Italy and Ossington Ave. A wonderful opportunity to own a character-filled home in the heart of the city.

40 Delaware Ave, Toronto, Ontario M6H2S7

Tucked inside the iconic Channel Club, a boutique residence built around a restored 1880s church tower, this rarely offered one-bedroom offers the kind of space that's increasingly hard to find in the city. With over 860 sq. ft., the generous layout provides endless flexibility to create dedicated living, dining and work-from-home spaces without compromise. A bright west exposure fills the suite with natural light while offering a peaceful retreat from the energy just outside your door. Set at the intersection of College and Bathurst, you're steps from some of Toronto's best restaurants, cafés and neighbourhood favourites, with Kensington Market, Little Portugal and Trinity Bellwoods all within easy reach. FreshCo, Shoppers Drug Mart, TTC streetcars and everyday conveniences are just outside, making day-to-day living effortless. Boutique building amenities include a fitness facility and rooftop terrace, completing the perfect balance of vibrant city living and a place to truly unwind at the end of the day.

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306 456 College St, Toronto, Ontario M6G4A3

Exceptional opportunity in one of Toronto's most coveted west-end neighbourhoods, perfectly situated mere steps from the Bloor Subway Line. This meticulously maintained and thoughtfully updated property offers exceptional versatility, featuring three independent units - ideal for savvy investors, multi-generational families, or homeowners looking for significant supplementary income potential.Step into a truly turnkey property, each unit updated with contemporary style. The main floor unit showcases a stunningly renovated kitchen with SS Appliances and a breakfast bar, high ceilings and the convenience of dedicated in-suite laundry. In the bright 2nd floor unit you'll also find private laundry and a lovely sunny wood deck featuring views of the CN Tower - the perfect urban oasis. The third comfortable living space adds further flexibility and appeal to this unique offering.Designed with occupant comfort in mind, the residence features soundproofing between units. Practicality meets potential with a valuable garage accessible via the laneway, providing secure parking and generous storage. Immerse yourself in the heart of the dynamic Bloorcourt/Ossington community. Your new address places you within a short stroll of some of the city's most celebrated restaurants, trendy cafes, independent boutiques, vibrant parks, and lively nightlife. Enjoy seamless connectivity with the Bloor subway line and dedicated bike routes just moments away, offering quick access to downtown Toronto and beyond.This is more than a property; it's a rare, turnkey offering in an unbeatable location, brimming with exceptional flexibility and endless possibilities to live, invest, and thrive in one of Toronto's most desirable urban pockets.

679 Ossington Ave, Toronto, Ontario M6G3T6

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 Ave, Toronto, Ontario M6G3T6

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 St, Toronto, Ontario M6G3J9

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 Rd, Toronto, Ontario M6G3R2

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 Rd, Toronto, Ontario M6G3R5

A rare opportunity to own an architecturally acclaimed, turnkey income property in the heart of Toronto's coveted Bickford Park/Christie Pits neighbourhood. Delivering a true 3.5%+ cap rate with strong positive monthly cash flow, this exceptional investment offers immediate income with long-term appreciation potential. The property features three separately contained residences: two spacious townhome-style suites plus a newly built, detached laneway house. Designed by Toronto's renowned Fishtnk Design, every detail was thoughtfully considered to maximize tenant appeal while providing low-maintenance, hassle-free ownership. Each suite offers 2 bedrooms, 2 full bathrooms, a private entrance, and its own exclusive courtyard, creating highly desirable living spaces that command premium rents. Bright, open-concept interiors are flooded with natural light and showcase contemporary finishes, efficient layouts, and all-new mechanical systems and infrastructure for worry-free ownership. This award-worthy property has been featured in The Globe and Mail, blogTO, and City Pages, highlighting its exceptional design and innovation. Fully tenanted with excellent occupants, this is a true turnkey investment requiring nothing to do but collect the rent. Located steps from Christie Pits Park, Bickford Park, TTC subway stations, vibrant cafés, restaurants, shops, and some of Toronto's most desirable neighbourhood amenities, this is a premier investment opportunity in one of the city's strongest rental markets. Zoning-compliant, fully-permitted, legal rental suites. New appliances, HVAC, smart thermostats, tankless HWTs, three laundry sets, LEDs, white oak floors, porcelain tile, quartz counters. Separately metered gas and hydro.

452 Montrose Ave, Toronto, Ontario M6G3H1

A 5.7% cap rate in one of Toronto's most desirable neighborhoods. Legal 6 x 2 bedroom units with incredibly finishes, better than condo quality with more style, grace and personality. Each unit has dishwashers, en-suite laundry, HVAC. The basement is a hidden gem with the potential to add 3 additional apartments. Basement has rough in's, a must see. 1 min walk to College. Clean Phase 1 2026. Separately metered hydro. Potential for two parking outdoor spaces. Ideally situated near Ossington, Little Italy, Trinity Bellwoods and excellent TTC access, this is a turnkey investment with stable strong in place cash flow with little maintenance required plus potential to add value in the basement.

427 Crawford St, Toronto, Ontario M6G3J7

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.

539 Crawford St, Toronto, Ontario M6G3J9

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!

730 Shaw St, Toronto, Ontario M6G3L7

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 St, Toronto, Ontario M6G2L2

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)

605 456 College St, Toronto, Ontario M6G4A3

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!

811 Bloor St, Toronto, Ontario M6G1L8

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 Ave, Toronto, Ontario M6G2S9

*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 St, Toronto, Ontario M6G3A7

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.