Brian O'Donoghue
Sales Representative
Direct 647-405-3126 | bodonoghue@bosleyrealestate.com
Office Listings
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890 Queen Street W in Toronto: Trinity-Bellwoods House for sale (Toronto C01) : MLS®# C13756134
890 Queen Street W Toronto M6J 1G3 
$3,770,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13756134
- Bedrooms:
- 4
- Bathrooms:
- 5
A two-storey, two-bedroom residence with a private rooftop terrace overlooking Trinity Bellwoods Park, paired with two commercial tenancies generating income against the cost of holding it. The residence sits above a 2019 steel-constructed, double-fire-rated building on Trinity Park Lane at the rear of the property. The interiors are Scandinavian in feel, while the private terrace offers unobstructed views over the park and CN Tower. The tenant is in the final year of the lease, with the residence becoming available for owner or investor occupancy as of July 31, 2027.The commercial income comes with it. The Queen Street frontage is a classic Toronto brownstone, occupied in its entirety by Pomme T.O, a L'Oréal/Kérastase flagship boutique. The rear building holds a commercial unit at grade, currently leased month-to-month, providing flexibility for its future use-whether maintained as income-producing commercial space, repositioned, or potentially converted to private parking/garage space, subject to approvals. Together, the two structures total approximately 4,200 sf and are interconnected on the first and second floors. Consider what the alternative buys. A condominium in this pocket delivers comparable living space, a monthly maintenance fee, no land and no income. Here, a private buyer owns the land and both buildings freehold, collects income across all three tenancies in the interim, and from July 2027 can take over the residence and its terrace overlooking the park while commercial rent continues to offset carrying costs. Positioned on Queen and Shaw among Aesop, Le Labo, Mother and Fable, this is a rare long-hold opportunity combining freehold ownership, income, flexible commercial use and an irreplaceable Trinity Bellwoods location. Also listed in the commercial category under MLS# . Please see that listing for additional detail. More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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499 Ontario Street in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08) : MLS®# C13566570
499 Ontario Street Toronto M4X 1M7
$1,799,900Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- C13566570
- Bedrooms:
- 7
- Bathrooms:
- 4
Welcome to 499 Ontario Street, a spectacular, fully renovated legal duplex in the heart of historic Cabbagetown. The ultimate turnkey opportunity for investors, multi-generational families, or live-rent buyers, this property seamlessly blends classic character with high-end modern design. Step inside to discover soaring ceilings, stunning exposed brick accents, gorgeous marble floors, and premium contemporary finishes throughout. The building is divided into two well-appointed, self-contained residences, each featuring independent ensuite laundry, gourmet kitchens with sleek stainless-steel appliances, and rare, private outdoor spaces. The upper unit is a sun-drenched sanctuary boasting 3 spacious bedrooms, 2 elegant bathrooms, and a spectacular private rooftop deck perfect for relaxing above the city. Below, the main-floor and lower-level suite offers a beautifully executed 4-bedroom, 2-bathroom layout, complete with direct walk-out access to its own private, fully fenced yard. To top it off, this property includes a highly coveted two-car parking pad at the rear-an absolute premium in this historic downtown neighbourhood. Perfectly positioned just steps from vibrant shops, cafes, and patios of Parliament Street, scenic local parks, and transit - this exceptional asset delivers the perfect combination of location, modern luxury, and incredible cash flow. More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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372 Logan Avenue in Toronto: South Riverdale House for sale (Toronto E01) : MLS®# E13815514
372 Logan Avenue Toronto M4M 2N8
$1,629,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13815514
- Bedrooms:
- 4
- Bathrooms:
- 3
This one you won't want to miss! Renovated by Avenue Design in 2020 and featured in Style at Home magazine, this elegant 4-bedroom, 3-bathroom home, seamlessly blends classic Victorian charm with modern sophistication. Soaring 9.5-foot ceilings, rich herringbone floors, exposed original brick wall, original stained glass, a custom wine cabinet, and a bright open-concept layout create the perfect setting for everyday living and entertaining. The spacious main floor offers a sun-filled eat-in kitchen with skylights, extensive storage, custom cabinetry, designer finishes, a Wolf range, commercial-grade hood fan, appliance garage, and generous counter space. Upstairs, four large bedrooms and two bathrooms span the second and third floors, with ample closet space throughout. The third level can serve as a private primary retreat with its own ensuite and terrace. Enjoy a beautifully landscaped backyard oasis on a rare 21x115-foot lot, offering both expansive green space and two-car laneway parking. A/Cand furnace new in 2026. Hot water tank, municipal water line, and most windows all replaced in last 5 years. Ideally located just steps to Queen Street East, streetcar access, cafes, restaurants, boutiques, parks, top schools, both local and big box stores, and 600 metres away from Leslieville Station on the future Ontario Line. Turnkey living in a prime neighbourhood! More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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22 Cavell Avenue in Toronto: North Riverdale House for sale (Toronto E01) : MLS®# E13813800
22 Cavell Avenue Toronto M4K 1L6
$1,589,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13813800
- Bedrooms:
- 3
- Bathrooms:
- 3
There's a particular kind of luxury in a home that lets life slow down. Maybe it starts with the back doors open to the garden. A fire going when the weather turns. Coffee upstairs on the terrace. A few extra minutes in the sauna, and a long exhale. Set on a leafy prime Riverdale street, just down from Withrow Park, this detached brick home is warm, considered and wonderfully easy to settle into. The main floor is made for gathering. Living and dining are open and inviting, anchored by a characterful central fireplace. The kitchen sits just beyond, leading to a sunken family room where skylights and picture windows bring the back garden almost entirely into view. French doors open to an enchanting landscape of greenery, stone and water, transforming with the seasons, each with its own kind of magic. Upstairs, two generous bedrooms share a five-piece bath with double sinks, separate shower and a deep soaker tub. There's room here for kids, guests, work or whatever life needs it to become. The entire third floor is given over to the primary suite, a light-filled retreat with skylights overhead, a fireplace, its own ensuite and outdoor space at either end. The perfect place to unwind during the quiet bookends of the day. The finished basement adds another layer of living space, right down to the unexpected pleasure of an authentic Finnish sauna in the lower-level bath. A warm, restorative pause whenever the day calls for it. There's a lovely closeness to life in Riverdale. The places you return to week after week, from the butcher, fishmonger, fruit markets and independent shops, make the everyday feel soulful and connected. With two of Toronto's best family parks nearby, the coveted Frankland School District, wonderful neighbours and a community people are genuinely proud to call home, you've got a pretty special place to land. For all the reasons there are to love the neighbourhood, this is a home that makes staying in feel awfully tempting. More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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247 Melrose Avenue in Toronto: Bedford Park-Nortown House for sale (Toronto C04) : MLS®# C13789838
247 Melrose Avenue Toronto M5M 1Z2
$1,489,500Residential Freehold- Status:
- Active
- MLS® Num:
- C13789838
- Bedrooms:
- 3
- Bathrooms:
- 2
A home with beautiful character and room to grow - in a location that is hard to beat. This special home offers the kind of architectural character that is increasingly difficult to find, along with the opportunity to update and make it truly your own. The main floor is filled with beautiful details, including a beamed ceiling in the dining room, elegant beveled-glass doors opening to the living room, and gorgeous newer hardwood floors. The large, bright family room offers plenty of space for family life or entertaining. With its wonderful original details and spacious layout, the home provides an inspiring foundation for a thoughtful renovation. The kitchen, bathroom and mechanical systems are ready for updating, giving the next owner the opportunity to modernize the essentials while preserving the character and charm that make this home distinctive. The basement adds significant flexibility, with abundant storage and a partially finished room formerly used as a sewing workshop - ideal for hobbies, a home office, workshop or additional recreation. An existing additional WC presents an excellent opportunity to be converted into a second full bathroom. And then there is the location: steps from Avenue Road and just minutes from Yonge Street, with an exceptional selection of boutique shops, restaurants, cafés, grocery stores and everyday conveniences all close at hand. Parking is another welcome advantage, with a legally widened driveway accommodating one car, plus the mutual drive providing access to the rear, where a small car can also be parked. A character-filled home with beautiful architectural details, generous living space, abundant storage and exciting potential - all in a truly fabulous, walkable location. More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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1841 Fairport Road in Pickering: Dunbarton House for sale : MLS®# E13636036
1841 Fairport Road Pickering L1V 1T2
$1,299,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13636036
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 1841 Fairport Rd, a turn-key bungalow tucked into Dunbarton-one of Pickering's most coveted, high-end enclaves. Set among multi-million dollar estates, this rare property boasts a jaw-dropping 75 by 420 ft ravine lot backing directly onto serene Dunbarton Creek Ravine. Your sprawling backyard is a true private oasis, complete with a powered structure ripe for conversion into a future pool house, workshop, or bunkie. Inside, the home shines with tasteful updates and brand-new flooring throughout. The renovated kitchen features sleek stainless-steel appliances and flows effortlessly into a beautiful, sunny solarium made for morning coffee. The fully finished basement serves up serious lifestyle versatility, offering a distinct separate entrance for potential rental income, plus an authentic wood stove for cozy winter evenings. With a massive driveway accommodating 6-car parking, hosting is completely effortless. A commuter's dream - Hwy 401 is close by for fast highway access, and the Pickering GO station is just a short ride away. This prime location perfectly balances absolute ravine serenity with unbeatable everyday connectivity to transit, top-tier schools, and local shopping. Don't miss this one. *Basement photos virtually staged* More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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566 Rougemount Drive in Pickering: Rosebank House for sale : MLS®# E13816388
566 Rougemount Drive Pickering L1W 2C2
$1,269,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13816388
- Bedrooms:
- 6
- Bathrooms:
- 5
Rosedale design meets south Rosebank: deceptively large, architecturally stunning, and built for multi-generational living in Pickering's most exclusive pocket! Forget cookie-cutter - this property serves up over 3,300 sq ft of finished living space across two separate structures. The main house features a sophisticated, multi-level layout reminiscent of a Rosedale cottage estate. The heart of the home is a stunning kitchen transported straight to Tuscany with granite tile floors, matching granite counters, and a sun-drenched, skylit family room. Rich hardwood leads to the primary bedroom's spa ensuite, while the massive, finished basement adds a 5th bedroom, gym, and a new bathroom with a luxury jetted dual shower. Tucked privately at the rear sits a fully finished, detached 480 sq ft guest suite featuring its own kitchen with new appliances, bedroom, bathroom, 2 separate entrances, and independent heat pump. It's the ultimate setup for multi-generational living, guests, or an executive home office. Home has been updated to 200amp service and panel. Enjoy a massive deck, a 24-ft pool with a new liner, and parking for 4. Walk to Blaisdale Montessori and other top schools in the area. Nestled between Rouge Valley and Lake Ontario - minutes to Highway 401 and Rouge Hill GO. Don't miss this exceptional opportunity! More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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74 Raven Road in Toronto: Rustic House for sale (Toronto W04) : MLS®# W13827478
74 Raven Road Toronto M6L 2A7
$1,195,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13827478
- Bedrooms:
- 3
- Bathrooms:
- 3
If your household includes kids, grandparents, frequent guests, teenagers who would prefer their own space, or some combination of the above, this house gives everyone a little room! The main floor has a bright open living and dining spaces and a kitchen with both a breakfast bar and enough room for a table. Upstairs are three good-sized bedrooms, including an oversized primary bedroom with its own balcony. Between that, the backyard and the huge covered front porch downstairs, there are also multiple outdoor hang-out places for everyone. The basement has had a serious glow-up. Beautifully renovated with a full kitchen, bathroom, a cantina, large laundry room and separate entrance from the backyard, it opens up all kinds of possibilities. A rec room, space for grandparents, older kids, a nanny, guests... or keep the whole thing for yourself! Out back, there's a lot of green space to work with. Kids, dogs, gardens, a trampoline, an aggressively large patio set... there's room for it all. When it comes to the neighbourhood, Rustic is a quiet residential pocket with schools nearby and Maple Leaf Park a short walk away (if you're looking for a splash pad, playground and tennis courts.) Yorkdale Shopping Mall is close when you need more shopping than anyone could reasonably need, and the 401 and 400 make getting around the city simple and straightforward. And then there's Rustic Bakery... If you know, you know. If you don't, you will. More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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188 Oakcrest Avenue in Toronto: East End-Danforth House for sale (Toronto E02) : MLS®# E13813396
188 Oakcrest Avenue Toronto M4C 1C2
$899,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13813396
- Bedrooms:
- 3
- Bathrooms:
- 2
Amazingly convenient. Surprisingly quiet. And just a really lovely place to live. Tucked onto a quiet, kid-friendly street between Woodbine and Danforth Subway stations, with the Danforth GO just steps away, this east-end location is about as convenient as it gets. And yet, somehow, it feels wonderfully removed from the hustle and bustle. There are two parks - one at each end of the street - making this a dream for kids, dogs, frisbee enthusiasts, or anyone who simply appreciates a little green space close to home. Think baseball diamonds, playgrounds, splash pads and even a fire pit. And then there are the neighbours: the kind who actually stop to chat when you're out walking. The kind of street where people know each other. Gledhill Junior Public School is close by, too. And the house? It's got personality. A cool mid-century vibe, plenty of natural light and just the right hits of colour to keep things cheerful. The kitchen is very much the heart of the home - the place where some seriously great meals have been made, stories have been told and friends have gathered around. Then there's summer. The back deck becomes another room entirely - lush, private and ready for long lunches, easy dinners and evenings with friends that somehow always last a little longer than planned. It's a house with a great location, a great neighbourhood and a lot of heart. You'll love it here More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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29 Blakley Avenue in Toronto: Rockcliffe-Smythe House for sale (Toronto W03) : MLS®# W13835188
29 Blakley Avenue Toronto M6N 3Y4
$845,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13835188
- Bedrooms:
- 3
- Bathrooms:
- 2
Beautifully renovated, and well maintained, bungalow tucked away on a quiet, family-friendly cul-de-sac and set on a generously sized lot. Thoughtfully updated and move-in ready, this inviting home features 2+1 bedrooms, 2bathrooms and a private 2-car driveway. Bright kitchen walking out to a beautiful backyard with large deck, pergola and large shed - ideal for relaxing, entertaining, and enjoying the outdoors. In ground sprinkler system (2021). Nature is right at your doorstep, with the Gaffney Nature Trail at the end of the street, offering a peaceful escape just steps from home. Families will appreciate being within the catchment areas for ÉÉ Charles-Sauriol, ÉS Toronto Ouest, and Karen Kain School of the Arts. Enjoy the convenience of being close to parks and the Stockyards, with Metro, Walmart, Home Depot, and a variety of shops and services all nearby. Junction neighbourhood and shops nearby. With Runnymede Station just 5minutes away, this exceptional location offers the perfect balance of tranquility, convenience, and connectivity. Survey available. More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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1874 Highway 11 N in Gravenhurst: Morrison House for sale : MLS®# X13092510
1874 Highway 11 N Gravenhurst P0E 1G0
$399,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13092510
40 Acres of Land with Private Pond and Creek! Zoned Rural Residential this fantastic propertyoffers a ton of potential to the savvy buyer. The topography has four primary elevations witheach shelf having approximately an acre for potential building sites or development. Thenorth-north/east portion of the lot and south/west portion offer the most level areas forpotential builds. Private right of way for east perimeter of lot via North Kahshe Rd over Parts2, 4, 5, 6 and 12 on 35R-21567. Land features Jevins Creek that runs through the property andinto a large pond with seasonal fish, your own little slice of escarpment for stunning sunsetsand easy access to Gravenhurst. Let your mind wander and envision all the opportunities thatawaits you here! More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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Main 100 Kildonan Drive in Toronto: Birchcliffe-Cliffside House for lease (Toronto E06) : MLS®# E13755716
Main 100 Kildonan Drive Toronto M1N 3B8
$2,600Residential Freehold- Status:
- For Lease
- MLS® Num:
- E13755716
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome to your beautiful new home in the highly sought-after Birchcliffe community of Toronto! This immaculate main floor unit offers the perfect blend of modern upgrades and highly functional all-one-level living, completely clean and ready for you to enjoy. Featuring two spacious and bright bedrooms, this property offers plenty of room to relax and unwind without any stairs to worry about. Need a dedicated workspace or a peaceful reading nook? You will absolutely love the bonus den or solarium, which comes fully equipped with heating-making it the perfect, year-round sun-filled home office or creative studio space. At the heart of the home is a beautifully updated kitchen outfitted with sleek stainless-steel appliances, modern countertops, and ample cabinet storage. Step outside into a fantastic outdoor setup featuring a secure, fully fenced yard. You also get to enjoy access to a spectacular shared backyard oasis, complete with a raised deck and comfortable patio furniture. Location is everything! Nestled in the scenic, tree-lined enclave of Birchcliffe, you are just moments away from local parks, the breathtaking Toronto waterfront, and convenient transit, cafes, and shops. Additional features include hassle-free, rare 2-car parking. Clean, bright, and completely ready to enjoy-this stunning main floor rental property won't last long on the market. Schedule your private viewing today! *Photos have been virtually staged* More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
Data was last updated September 29, 2026 at 08:15 PM (UTC)
Find Your Dream Home
Brian O'Donoghue
Sales Representative
I make myself available at all times. When you are ready to see a listing in person, or just have a simple question, please don't hesitate to contact me!
Contact Me
Brian O'Donoghue
Direct 647-405-3126
Office 416-465-7527
bodonoghue@bosleyrealestate.com
169 Danforth Ave
Toronto, ON
M4K 1N2