Brian O'Donoghue

Sales Representative

Direct 647-405-3126 | bodonoghue@bosleyrealestate.com

Office Listings

1-12/25
  • 135 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12447205

    135 Madison Avenue Annex Toronto M5R 2S3
    Main Photo: 135 Madison Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C12447205
    $3,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12447205
    Bedrooms:
    6
    Bathrooms:
    5
    This grand dame home sits on the iconic Madison Avenue in the prime Annex. Circa 1905, 135 Madison Avenue is just under 4,000 square feet above grade and filled with original character including 4 fireplaces, original trim, wainscotting, crown moulding, and stained glass windows. The well proportioned house features 9.5' ceilings on the main floor, a large formal living room, dining room, an oversized kitchen with a butlers pantry, and a beautiful main floor family room that leads out to the lush garden. On the second floor you will find a generous primary bedroom with a sitting area, fireplace and a three piece ensuite. There are an additional 2 large bedrooms on the second floor as well as 2 full washrooms, a dedicated laundry room, and a large sunny deck. The third floor would make a fabulous primary suite and currently includes a large living room, kitchen, two additional bedrooms and a large deck with skyline and treetop views. The basement is partially finished with 7 foot ceilings and features a separate entrance. This home has been used as single family for many years but has potential for many layouts and possibilities including converting the property back into multiple units. Two car private drive parking and garden suite potential. The Annex speaks for its self with easy TTC, fabulous shops, restaurants, parks and schools. Floor plans attached to listing. More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 5 Lukow Terrace in Toronto: Roncesvalles House for sale (Toronto W01) : MLS®# W12413335

    5 Lukow Terrace Roncesvalles Toronto M6R 3B7
    Main Photo: 5 Lukow Terrace in Toronto: Roncesvalles House for sale (Toronto W01)  : MLS®# W12413335
    $2,185,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12413335
    Bedrooms:
    5
    Bathrooms:
    4
    Nestled in a private enclave at the edge of Sorauren Park, this bright and welcoming Victorian-inspired home is a hidden gem in the heart of Roncesvalles. Built in 1999, it blends timeless character with the peace of mind of modern construction and mechanicals, offering nearly 3,000 sq. ft. across four light-filled levels. Inside, the rare wide clear-span design, tall ceilings, and generous windows create airy, inviting spaces. The family-sized eat-in kitchen is perfect for gatherings, with updated appliances, pantry storage, and natural light that pours in for morning coffee, homework, or entertaining. Upstairs, find convenience and comfort: a renovated family bath with glass shower and soaker tub, second-floor laundry, and a third-floor retreat with vaulted ceilings, skylights, ensuite, and a dreamy rooftop terrace with skyline views easily transformed into a primary suite oasis. The high, dry basement with water management, separate entrance, and cantina storage offers flexibility for a gym, rec room, or teen/in-law suite. Outdoors, enjoy a low-maintenance fenced yard with stone patio, garden, and laneway access, plus an upper lounge with retractable awning. Steps from Sorauren Parks farmers market and festivals, top schools, Charles G. Williams playground, High Park, St. Joes, Railpath, Sunnyside Pool, MOCA, cafes, shops, and transit this is Roncesvalles living at its best, with the ease of a newer home and none of the upkeep of a century property. More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 7 Sidney Street in Toronto: Yonge-St. Clair House for sale (Toronto C02) : MLS®# C12422981

    7 Sidney Street Yonge-St. Clair Toronto M4V 2G3
    Main Photo: 7 Sidney Street in Toronto: Yonge-St. Clair House for sale (Toronto C02)  : MLS®# C12422981
    $2,175,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12422981
    Bedrooms:
    4
    Bathrooms:
    3
    YOUR SUMMERHILL STORY - On a quiet cul de sac, facing Robertson Davies Park, this 3-bedroom, 3-bathroom semi-detached home stands apart...literally and figuratively. Built in the 1970s, it delivers all the charm of the neighbourhood with the bonus of a private driveway, a built-in garage, and a unique layout that's as functional as it is stylish. Inside, soaring 11-foot ceilings in the living room bring drama (and light), while the rare middle staircase creates architectural interest. The kitchen opens to a deck that was built for morning coffees or dinners al fresco, while the lower-level family room walks out to the backyard and Cottingham Tennis Club (did we mention that living here even fast-tracks your membership?) Upstairs, three bedrooms offers flexibility, whether you need space for family life or work-from-home options. That lower level family room can double as a 4th bedroom, too. A large sub-basement provides endless options - for gym, storage, hobby space. A blank canvas for whatever you to decide. Beyond the walls, the street itself is a hidden gem - a tight-knit community known for neighbourly connections and even the occasional block party. Located a few steps from the coveted Cottingham Jr Public School (rating: 10!) and surrounded by Summerhill's cafés, restaurants, and shops, this home blends community, convenience and a touch of retro cool. And don't forget the Summerhill & Rosedale TTC stations are just a hop, skip and a jump away. A house that dares to be different in one of Toronto's most beloved neighbourhoods. *EXTRAS* More than 2200 sq ft of living space with many updates throughout - including heated floors in bathroom, new cork floors on lower level, new deck and new gas fireplace. Full list attached. More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 12 Coleridge Avenue in Toronto: Woodbine-Lumsden House for sale (Toronto E03) : MLS®# E12479002

    12 Coleridge Avenue Woodbine-Lumsden Toronto M4C 4H5
    Main Photo: 12 Coleridge Avenue in Toronto: Woodbine-Lumsden House for sale (Toronto E03)  : MLS®# E12479002
    $1,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12479002
    Bedrooms:
    5
    Bathrooms:
    2
    Welcome to 12 Coleridge Avenue, a spectacular home that welcomes you with character, comfort, and versatility. This 5-bedroom detached residence spans four levels and approximately 2,200 square feet of total living space with thoughtful details and loads of function. Spacious and bright principal rooms, offer welcoming and relaxed sophistication. The family size bistro kitchen blends charm and function, complete with stainless steel appliances, quartz counters, and a smart layout with lots of storage. A convenient laundry chute from both the kitchen and the second floor closet delivers directly to the basement, making daily life effortlessly efficient. Bonus main floor office is naturally bright with custom double built-in workstations. The rear mudroom offers a practical touch, with an organized place for everything: coats, boots, and all the gear of an active household. On the second floor, three bedrooms surround a classic four-piece bath, on the third floor, two bright & spacious rooms offer lots of versatility. The finished lower level provides a dedicated laundry room, three-piece bath, an open flex space/rec room, wet bar, storage and separate entrance, extra space for growing families but also the potential for an income/in-law suite. Currently Freehold, the property is in the process of converting into a two-unit, self-managed condominium. Each home, the front house and the laneway house, will function independently, with a monthly condo fee of $320.37 covering insurance and common elements. Just steps from Woodbine subway station and a short stroll to the cafés, shops, and restaurants of the Danforth, this home offers a rare mix of character, convenience, and community in the heart of East Danforth. More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 119 Seaton Street in Toronto: Moss Park House for sale (Toronto C08) : MLS®# C12495242

    119 Seaton Street Moss Park Toronto M5A 2T3
    Main Photo: 119 Seaton Street in Toronto: Moss Park House for sale (Toronto C08)  : MLS®# C12495242
    $1,299,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12495242
    Bedrooms:
    3
    Bathrooms:
    2
    This solid brick 1912 house had a complete gut renovation in the 1980s and the interior was re-built in a spare, plain, architectural style. The plan is very open with a classic 80s signature - an interior lightwell. All the rooms are extra large - check the bedroom sizes, and the house comes in at just under 2200 square feet - larger than many in the neighborhood. There are stunning black oak floors on the main and up the staircase. If you are a pyrophile, this house is for you - there are 3 (three) wood-burning fireplaces. There are also 3 decks. One off the main; one off the rear 2nd floor bedroom and a brand new huge one off the third floor. With a new kitchen and baths this house will be a showplace! Parking is in the carport! Great south Cabbagetown location. Minutes to downtown and steps to the new Moss Park subway station. More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 26 Holloway Road in Toronto: Islington-City Centre West House for sale (Toronto W08) : MLS®# W12434591

    26 Holloway Road Islington-City Centre West Toronto M9A 1G1
    Main Photo: 26 Holloway Road in Toronto: Islington-City Centre West House for sale (Toronto W08)  : MLS®# W12434591
    $1,299,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12434591
    Bedrooms:
    2
    Bathrooms:
    1
    This brick bungalow circa 1939 sits on a large 40x182 foot lot in a lovely tree lined and quiet pocket of Etobicoke. The home is nicely set back from the road and features a large formal living room with a bay window and fireplace, a separate dining room with leaded glass windows, 2 bedrooms, a 4 piece washroom, a full basement, and attached garage for one car parking plus a private drive that can easily accommodate 3 more parking spaces, as well as a large deck leading out to mature perennial gardens. The location is the best of both worlds, with excellent public transit access, both the Kilping TTC and Go Train station just 5 minutes away, as well as easy highway access to the 427 and Gardiner. If you are a golfer, the nearby Islington Golf Club is located just on the north side of Burnhamthorpe Rd. There is no shortage of local trail systems and parks as well as shops and restaurants on Dundas and Bloor. Don't miss your opportunity to update with some TLC or build your forever home! More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 1972 Danforth Avenue E in Toronto: Danforth Commercial for sale (Toronto E03) : MLS®# E12407163

    1972 Danforth Avenue E Danforth Toronto M4C 1J6
    Main Photo: 1972 Danforth Avenue E in Toronto: Danforth Commercial for sale (Toronto E03)  : MLS®# E12407163
    $1,289,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    E12407163
    Major Bus.:
    Retail Store Related
    Total Area:
    1,539 sq. ft.
    Prime Mixed-Use Opportunity in the Heart of Danforth. Welcome to 1972 Danforth Avenue, a versatile commercial and office/residential property at Danforth & Woodbine. Currently home to the beloved Sharman's Proper Pies, this property offers flexibility-vacant possession or a 5year leaseback option from the owner. Significant upgrades have been completed, including updated electrical, HVAC, and a renovated second floor, making it ideal for an office user or a 3-bedroom residential tenant. The ground floor is food-ready, featuring two walk-in freezers/coolers and existing vent, making it an attractive opportunity for restaurants or food-related businesses. Located in a rapidly evolving area, the neighbourhood is experiencing increased development density while maintaining its authentic Danforth charm. This is your chance to become part of a thriving community, benefiting from strong local support and established customer base. Additionally, the property is underbuilt for the lot size, presenting future growth and redevelopment potential. Whether you're an investor, owner operator, or visionary developer, this is an opportunity not to be missed. More details
    Listed by BOSLEY REAL ESTATE LTD.
  • PH08 5229 Dundas Street W in Toronto: Islington-City Centre West Condo Apartment for sale (Toronto W08) : MLS®# W12387473

    PH08 5229 Dundas Street W Islington-City Centre West Toronto M6B 6L9
    Main Photo: PH08 5229 Dundas Street W in Toronto: Islington-City Centre West Condo Apartment for sale (Toronto W08)  : MLS®# W12387473
    $1,098,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12387473
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to luxury penthouse living! Big on space & big on style - this corner-unit checks all the boxes. Over 2000 square feet of beautifully curated space; including 2 bedrooms plus a proper enclosed den that's big enough to be a 3rd bedroom, 3 bathrooms including a beautiful newly renovated 5-piece primary ensuite (soaker tub and all), a full-sized laundry room & not one, but two oversized balconies (one in the main living space and another private outdoor retreat from the primary bedroom.) You'll love the newly finished hardwood floors, new bathroom renovations, an updated kitchen with a skylight (in a condo!) and Bosch appliances. It doesn't stop there - this condo includes 2 parking spots + a locker for all the extras you want out of sight but not out of reach. Whether you're a growing family, a downsizer who still loves to entertain, or just someone craving space that doesn't feel like a shoebox in the sky, this unit delivers. What else? You'll find gorgeous views of the city skyline, access to A+ building amenities (think everything from gym to golf simulator) & maintenance fees that even cover all your utilities. Steps to the GO Train, TTC subway and minutes to highways & the airport. You're close to parks, trails, Sherway Gardens and if you're feeling fancy, even the Islington Golf Club. This is a one the kind of condo that lives like a house - minus the shovelling, the stairs and w/ all the condo perks. Come see it for yourself! EXTRAS: Maintenance includes all utilities, renovated ensuites in both bedrooms, renovated kitchen with new flooring, refinished hardwood flooring throughout, primary suite includes double walk-in closets/5-pc ensuite/private balcony, extra storage whether its cupboards or closets, custom blinds throughout, murphy bed/desk combo in the second bedroom included. Farm Boy @ the base of buildings, Apache Burger & Six Points Plaza across the street, GO Train & Kipling subway stations a 5 minute walk away. *Best sq ft price in the bldg* More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 605 160 Frederick Street in Toronto: Moss Park Condo for sale (Toronto C08) : MLS®# C12473137

    605 160 Frederick Street Moss Park Toronto M5A 4H9
    Main Photo: 605 160 Frederick Street in Toronto: Moss Park Condo for sale (Toronto C08)  : MLS®# C12473137
    $939,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12473137
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to Old York Place, perfectly situated in the highly desirable St. Lawrence Market neighbourhood, steps from restaurants, the Financial District, theatres, and every amenity you could ask for. This executive suite, offering over 2,000 sq. ft. of living space, represents exceptional value at just $442 per square foot. The south-facing layout features 2 bedrooms plus a den, 2 bathrooms, and parking. A spacious foyer with a coffered ceiling leads to a generously sized kitchen equipped with a Sub-Zero refrigerator, Bosch stove, Miele dishwasher, and a separate pantry/laundry room with built-in shelving. The expansive living and dining area is ideal for entertaining family and friends. The large primary bedroom retreat offers a walk-in closet and a luxurious 5-piece ensuite complete with double sinks. Building amenities include a 24-hour concierge, indoor pool, hot tub, sauna, outdoor terrace with BBQ area, squash courts, and a party room. See attached floor plans for details. More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 403 8 Gladstone Avenue in Toronto: Little Portugal Condo Apartment for sale (Toronto C01) : MLS®# C12387479

    403 8 Gladstone Avenue Little Portugal Toronto M6J 0B3
    Main Photo: 403 8 Gladstone Avenue in Toronto: Little Portugal Condo Apartment for sale (Toronto C01)  : MLS®# C12387479
    $899,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12387479
    Bedrooms:
    3
    Bathrooms:
    2
    Looking for a condo that gives you space to spread your wings? Say hello to the unicorn that is suite 403 @ 8G. Tucked into a community-driven, loft-style boutique building in the heart of West Queen West, this oversized 2+1 bedroom condo is waiting for you. This suite spans over 1000 sq ft and feels more like a home than a cookie-cutter unit. Enter into a true foyer with front closet, and a spacious open-concept kitchen that flows into the light and bright living space... there's room to breathe here. Did we say den? Lets call it your zen den - make it your dining room, make it your home office or separate it and make it whatever you need! The choice is yours. Both bedrooms have walk-in closets, there are 2 full bathrooms and let's not forget that the balcony allows for gas BBQs. And thanks to upgraded soundproofing on the party wall, it's extra quiet inside. Live steps from West Queen West's best - where creativity, culture and convenience collide. Nearby Trinity Bellwoods Park, the Ossington Strip, Gladstone House, Drake Hotel, and the pizza at Badiali (you're welcome). The neighbourhoods (and neighbouring neighbourhoods) are non-stop-top amenities, cafes and restaurants to choose from. Our favourites - Bar Poet, Pizzeria Badiali & Bernhardt's. Trust us, you'll have your favourites, too. Need groceries? Metro is in your building complex and FreshCo is across the street. Need to get downtown fast? The Queen streetcar is ready when you are. Neighbourhood. Community. Square footage like this... Almost impossible to find. *EXTRAS* Original owners, the first time this beauty has been on the market! Low maintenance, tons of storage. More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 362 Broadview Avenue in Toronto: South Riverdale Commercial for sale (Toronto E01) : MLS®# E12504162

    362 Broadview Avenue South Riverdale Toronto M4M 2G9
    Main Photo: 362 Broadview Avenue in Toronto: South Riverdale Commercial for sale (Toronto E01)  : MLS®# E12504162
    $868,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    E12504162
    Total Area:
    1,400 sq. ft.
    Surrounded by some of the East End's most beloved names-Hugh's Room, Completo, Oji Seichi, and Lady Marmalade-362 Broadview sits right in the current of what makes this pocket hum. The long-standing local has already brought good fortune to generations of owners, and now it's read for its next chapter. The commercial main floor (approx. 700 sq ft) flows smartly from the street-facing storefront-ideal for cafe seating, retail display, or salon stations-expanding to a wider rear zone with office storage, washroom, and lounge potential. There's even a private courtyard out back for quiet breaks, intimate dining, or creative uses, plus an unfinished 600 sq f basement with a washroom and extra storage. Parking abounds at the doorstep and Green P Lot 179 offers monthly parking nearby for owners and residents convenience. Upstairs, a separately accessed three-bedroom apartment (approx. 700 sq ft) provides steady income or an owner's residence. Currently month-to-month at below-market rent, it's a built-in upside waiting to be realized.Updated, well maintained and expanded over the years, the property sits steps to 24-hour TTC, the DVP, bike trails, and a growing roster of destination dining and retail. A solid, feel-good investment-or a home-base for your own entrepreneurial story-in one of Toronto's most culturally rich neighbourhoods. The first floor is heated with electric base board; Second floor is heated with combined boiler/rads and electric base board. More details
    Listed by BOSLEY REAL ESTATE LTD.
  • 30 Aileen Avenue in Toronto: Keelesdale-Eglinton West House for sale (Toronto W03) : MLS®# W12494596

    30 Aileen Avenue Keelesdale-Eglinton West Toronto M6M 1E6
    Main Photo: 30 Aileen Avenue in Toronto: Keelesdale-Eglinton West House for sale (Toronto W03)  : MLS®# W12494596
    $698,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12494596
    Bedrooms:
    3
    Bathrooms:
    2
    Set against a serene backdrop of mature trees and rolling terrain, this bright and spacious backsplit-bungalow hybrid offers a rare blend of cottage tranquility and urban convenience. Welcome to this little house full of beautiful big surprises! Unsuspecting from its quaint and charming façade, this home opens to reveal a modernized interior filled with light, warmth, and incredible views. Originally a 3-bedroom home, it's currently configured as 2+den, with the flexibility to easily convert back. The bright, family-style eat-in kitchen features classic styling, great storage, and incredible natural light from an oversized skylight. The updated 4-piece washroom. Practical laundry/pantry/utility room with sliding doors adds everyday convenience. The incredible sunroom-style living room feels like a treetop perch, with wrap-around windows capturing stunning vistas and unforgettable sunsets. Muskoka-inspired living, only moments from downtown. Self-contained 1-bedroom apartment with exposed brick and a private entrance, perfect for extended family or income potential. Private, fenced yard with multiple outdoor living spaces, including a fabulous three-tier deck; perfect for entertaining, relaxing, or gardening. A garden shed with hydro adds practical storage and workspace. Bigger and better than a condo, this home offers room to grow, no maintenance fees. Just minutes from Stock Yards Village, groceries, cafes, and transit, this turn-key home combines urban accessibility with neighbourhood charm with independent local cafes & shops. Move-in ready and poised for long-term growth in a rapidly changing area. More details
    Listed by BOSLEY REAL ESTATE LTD.
1-12/25
Data was last updated November 4, 2025 at 06:15 AM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.