Brian O'Donoghue
Sales Representative
Direct 647-405-3126 | bodonoghue@bosleyrealestate.com
Office Listings
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135 Madison Avenue in Toronto: Annex House for sale (Toronto C02) : MLS®# C12952628
135 Madison Avenue Toronto M5R 2S3 
$3,650,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12952628
- 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, wainscoting, 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 3 large bedrooms on the second floor as well as 3 full washrooms, a dedicated laundry room, kitchen, and a large sunny deck. The third floor would make a fabulous primary suite and currently includes a spacious living room, kitchen, two additional bedrooms, one full washroom, and a large deck with skyline and treetop views. The basement is partially finished with 7 foot ceilings and features a separate side door entrance. This home flows nicely as single family, which it has been used as for many years, but has potential for other 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. Offers anytime. Great opportunity for those looking for a co-ownership property! More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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597 Durie Street in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W13095406
597 Durie Street Toronto M6S 3H2
$1,980,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13095406
- Bedrooms:
- 5
- Bathrooms:
- 2
Welcome to this handsome, three-storey red brick detached home set on a deep lot. A wide, inviting front porch sets the tone, while the front entry offers a stylish landing zone for coats, boots, and everyday gear. Inside you're greeted by an effortless blend of warmth and sophistication. The spacious five-bedroom layout offers lots of versatility, with bright, generously sized rooms ideal for growing families, guests, hobby space, or home offices. At the heart of the home, the naturally bright kitchen is a chef's dream. Thoughtfully designed with Corian countertops, abundant storage, generous prep space, and a gas range. It's made for everything from slow mornings or afternoon homework at the breakfast bar or evenings of entertaining. The sink overlooks the backyard, perfectly positioned to keep an eye on outdoor fun. The main living area is spacious and inviting, featuring a gas fireplace and a picturesque view of a magnificent magnolia tree. Upstairs, the second-floor primary offers wall-to-wall custom closets and built-in storage. The full basement expands the living space with a media and hangout area, family-sized laundry, storage, and a separate entrance beneath the deck; offering excellent functionality. Lovingly maintained and improved with a new double car garage, casement windows, updated electrical, upgraded copper plumbing, and third-floor ductless A/C for individual temperature control. Outdoors, the mature backyard is a private, fully fenced oasis with lush perennials, a BBQ area, oversized deck with metal-frame pergola, and even potential for a winter skating rink. With approximately 2,345 sq ft of living space on a 140-foot lot, there's everything you need plus exciting potential to expand. Laneway house eligible. Perfectly situated between Bloor West Village and The Junction; where community, convenience, and a true sense of home come together. More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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420 Spadina Avenue in Toronto: Kensington-Chinatown Commercial for sale (Toronto C01) : MLS®# C13004322
420 Spadina Avenue Toronto M5T 2G7
$1,935,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- C13004322
- Major Bus.:
- Retail Store Related
- Total Area:
- 2,679 sq. ft.
Opportunity Knocks With Vacant Possession At Closing - your chance to secure a standout property on iconic Spadina Avenue, perfectly positioned in the heart of Toronto.Ideal for owner-operators and strategic investors alike, this mixed-use building offers remarkable scope for renovation, redevelopment, and long-term value growth. Recent upgrades - including a new roof and third-floor patio (2022), basement sprinklers, and a main floor security system - provide a solid framework for your next evolution of the space.The property features over 1,000 sq. ft. of vacant retail space ready for occupancy, complemented by basement storage and a spacious 1,600+ sq. ft. residential apartment above. This flexible layout invites the creation of a contemporary live-work environment, boutique retail concept, or fully leased investment property. The top two floors can easily be reconfigured into two distinct residential units, broadening income potential, while parking for up to four vehicles adds everyday convenience rarely found downtown.Set within one of Toronto's most dynamic neighbourhoods, steps to TTC, the subway, U of T, the Gardiner and more, this address delivers both a prime location and compelling opportunity. Whether you're envisioning a flagship operation, a modern live-work space, or a strategic addition to your real estate portfolio, this Spadina Avenue property stands ready to perform. More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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108 Moberly Avenue in Toronto: Woodbine Corridor House for sale (Toronto E02) : MLS®# E12879276
108 Moberly Avenue Toronto M4C 4B1
$1,849,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- E12879276
- Bedrooms:
- 7
- Bathrooms:
- 5
A versatile, high-performing urban homestead offering immediate independence for evolving family needs, or high income, and future long-term appreciation: Two fully self-contained homes on one lot - a rare, strategic offering in the heart of Danforth Mosaic. This exceptional property pairs an updated 1910 main house (3+2 bedrooms) with a 2022-built 3-bedroom laneway home, blending heritage character with modern efficiency and living arrangements that work for today's realities: multi-generational families, uncoupled or remarried parents sharing care, adult children at home. Each residence operates independently with separate hydro and private outdoor spaces, ideal for long- or short-term rental, co-ownership, blended families who want proximity without crowding, or an owner-occupier looking to offset costs while maintaining privacy. The laneway home has performed well on limited short-term leases, while the main house offers further upside under Toronto's revised zoning permitting a 4-plex; plans are included to reconfigure the main house into two self-contained units with a new basement entrance (see Investor Prospectus). The main house fronts onto Moberly and spans three character-filled levels with high ceilings, hardwood floors, gas fireplace, and an eat-in kitchen with stainless appliances, gas range, mudroom, powder room, and walkout to a landscaped garden with large shed. Upstairs are three bedrooms, including a bay-window primary with rooftop deck and rear sunroom. The finished lower level adds a rec room, den, bedroom & laundry. Tucked beyond the garden, the laneway home offers three bedrooms, radiant in-floor heating on the main level, open-concept living, smart-home features, a private tree-canopied yard, and double-width gated parking for two (plus a discreet "Narnia" door connecting the two homes). Moments to family-friendly East Lynn Park, Gledhill JPS and Monarch Park CI, steps to Woodbine subway, and the cafés, shops, and energy of the Danforth. More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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123 Grenadier Road in Toronto: Roncesvalles House for sale (Toronto W01) : MLS®# W13035866
123 Grenadier Road Toronto M6R 1R1
$1,799,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- W13035866
- Bedrooms:
- 5
- Bathrooms:
- 3
Set in the heart of Roncesvalles, steps from the high street, this expansive detached offers lots of versatility. Currently configured as a charming duplex offering 2,545 sqft total living space + 810 sqft of unfinished basement potential. Spacious 2 car garage off the rear lane is laneway house eligible. Five spacious bedrooms and three full bathrooms provide exceptional flexibility for multi-generational living or income potential. A home of quiet confidence, it blends character, flexibility, and opportunity in one of Toronto's most beloved neighbourhoods. The main floor unfolds with a gracious living room anchored by a fireplace and framed by a classic bay window, while a dedicated dining room with painted millwork and beamed ceilings invites intimate gatherings and effortless flow for entertaining. Bright bistro style kitchen with built-in vintage jam cupboard. The upper unit offers a third-floor primary retreat with vaulted ceilings, walk-in closet, 4 pc ensuite with walk-out to a private deck offers a sense of calm and separation from the everyday. The second floor offers 2 bedrooms, a spacious living room, dining area and separate kitchen. Outdoors, a fully fenced backyard offers a quiet escape, complemented by a detached garage with two car parking. Property is Laneway house eligible. A rare offering where scale, function, and understated charm come together with ease in the vibrant Roncesvalles community. More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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25 Salisbury Avenue in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08) : MLS®# C13042442
25 Salisbury Avenue Toronto M4X 1C3
$1,395,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13042442
- Bedrooms:
- 3
- Bathrooms:
- 2
Very pretty Victorian beautifully located in the better block of Salisbury. Wide open contemporary interior from the 80s - so easy to update into a contemporary interior for today. Large living and dining rooms with a cherry gas fireplace. Sunny south kitchen with small family room attached with walk-out to deck and patio. Stunning steel staircase accesses all 4 levels. Oversize primary bedroom - the size of 2 rooms. Huge main bath with bank of south windows. Third floor eyrie with ensuite bath and walk out to a sun-drenched south facing deck. Bonus rec room in basement. Lovely location in the heart of Prime Cabbagetown. Short walk to transit and all the shops and restaurants of Parliament Street! More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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42 Dingwall Avenue in Toronto: Blake-Jones House for sale (Toronto E01) : MLS®# E13082994
42 Dingwall Avenue Toronto M4J 1C3
$1,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13082994
- Bedrooms:
- 3
- Bathrooms:
- 2
Ding Ding Dingwall. Original character still intact, smart updates where they matter, and spaces that feel collected over time. This is the kind of home that sticks with you.A vintage fireplace and exposed brick anchor the main floor, with built-ins that feel like they've always been there. Clean sightlines flow to a kitchen that leans deliciously European. Three proper bedrooms, a basement you'll actually use, a deck you'll overuse, and two parking spots your fellow Torontonians will quietly envy. Days tend to end in Withrow Park, which is big enough to feel like an escape and active enough to keep things exciting. A street with no through traffic means kids play freely, neighbours stop to chat, and there's a rhythm to the seasons. Halloween nights, Easter egg hunts, spontaneous get-togethers that turn into tradition. Everything is close, nothing feels inconvenient, and it won't take long before you're a regular at some of the neighbourhood's best spots. Schools you'll feel good about, now with French immersion in the mix. Easy in and out of the city with transit nearby, quick access to the DVP, and a future relief line that only adds to the long-term value. Nothing overdone. Nothing missing. More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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438 Wellesley Street E in Toronto: Cabbagetown-South St. James Town House for sale (Toronto C08) : MLS®# C13080668
438 Wellesley Street E Toronto M4X 1H7
$1,279,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13080668
- Bedrooms:
- 2
- Bathrooms:
- 1
Absolutely charming 2nd Empire Victorian worker's cottage. In 1980 this house was completely rebuilt, retaining only the front brick wall, the side walls and some joists. The basement was lowered and the staircase re-located. The subsequent owner re-did the kitchen and the bathroom. The result is an exceptionally solid, well-built house that just has a feeling of quality. This is a perfect couple's house or an ideal pied-a-terre in the city. 2 spacious bedrooms up; large high-ceilinged basement room is a possible 3rd. Great location in the better part of Cabbagetown, steps to both Wellesley Park and Riverdale Park East. Minutes to the shops and restaurants of Parliament Street, transit options and all the excitement of the core of the city! More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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386 Lumsden Avenue in Toronto: Woodbine-Lumsden House for sale (Toronto E03) : MLS®# E13070544
386 Lumsden Avenue Toronto M4C 2L6
$1,050,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- E13070544
- Bedrooms:
- 5
- Bathrooms:
- 3
Luxurious Living In A Home You Could Get Lost In With Whimsical Back Gardens You Will Never Leave. This Massive Open Concept Main Floor Renovated Detached home is Bright and Airy. It has 4 Huge Bedrooms, any of which you could use as an office if you don't need that many bedrooms. There are three Full Bathrooms. There are 2 Decks Upstairs; A Deck On The Front And One On The Back In The Treetops. An Enormous Separate Entrance Basement Apartment has just been remodeled from behind the wall out. It is a 2 bedroom apartment with 2 separate entrances, side and back. The owners have bought all the appliances to finish the downstairs apartment, including new kitchen cupboards. They will leave it all for you to design at your own leisure. And Oooo Lala The 200 Ft Long Back Yard That Winds And Flows With Magical Intrigue And Almost No Ending. The Subway, Shopping, and The GO are Steps Away. This is a fabulous opportunity. Don't let it slip away. More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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605 160 Frederick Street in Toronto: Moss Park Condo for sale (Toronto C08) : MLS®# C12782376
605 160 Frederick Street Toronto M5A 4H9
$939,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12782376
- 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 detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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159 Ascot Avenue in Toronto: Corso Italia-Davenport House for sale (Toronto W03) : MLS®# W13088816
159 Ascot Avenue Toronto M6E 1G5
$899,999Residential Freehold- Status:
- Active
- MLS® Num:
- W13088816
- Bedrooms:
- 3
- Bathrooms:
- 3
A home with history, heart, and a story to continue. On a quiet Corso Italia street where neighbours know each other by name and community is part of daily life, this detached home has been in the same family since 1963. It's a place where friendships were built, traditions were carried on, and decades of memories took shape... now ready for its next chapter. Inside, the layout offers both comfort and flexibility. Three bedrooms and three bathrooms (including the sought after main floor powder room!) give a solid foundation for modern living, with an updated kitchen that remains a natural gathering place. The home has been lovingly maintained over the years, with finishes that reflect its history and care, offering the opportunity to move in now and update over time. A separate rear entrance leads to the lower level, where a second, fully functional kitchen, additional living space, and a 3-piece bathroom create options for extended family/in-law suite, or future income potential. It's a layout that has served this family well, and one that offers flexibility for whatever comes next. Out in the laneway, a detached double garage (with epoxy floors!) is a rare find, and the low-maintenance yard provides outdoor space without too much upkeep. Set in the heart of Corso Italia, you're just steps to St. Clair W and the best cafés, bakeries, restaurants (Tre Mari Bakery, FBI Pizza, El Palomar Gelato - to name only a few), neighbourhood staples (Earlscourt Park with rink, community centre, tennis courts and off leash dog area) and TTC streetcar too. This is a vibrant, welcoming community that continues to draw people in and keep them here. A home that's been deeply cared for, in a neighbourhood that's equally special - ready for the next family to make it their own. *EXTRAS* Gas range in the basement, electric in the upstairs kitchen. Suited for the baker and the chef! More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
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651 Cosburn Avenue in Toronto: Danforth Village-East York House for sale (Toronto E03) : MLS®# E13018884
651 Cosburn Avenue Toronto M4C 2V1
$879,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13018884
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome To 651 Cosburn Ave, A Charming And Fully Detached Bungalow Offering A Thoughtfully Updated Interior, Functional Layout, And Incredible Potential - All Set In One Of East York's Most Well-Connected Neighbourhoods. This Home Sits On A Wide 30-Foot Lot And Features Over 1,600 Sq. Ft. Of Total Living Space ,Including The Basement. The Main Floor Boasts A Modern Eat-In Kitchen With A Butcher Block Breakfast Bar, Updated Cabinetry, And Plenty Of Natural Light. The Spacious Great Room Is Ideal For Both Relaxing And Entertaining, Highlighted By An Oversized Fireplace And A Bay Window With A Custom Built-In Bench Seat. Two Well-Proportioned Bedrooms On The Main Level Include A Generously Sized Primary With A Large Closet. A Bright Sunroom That Opens To The Backyard Offers Additional Space That Can Flex As A Home Office, Reading Nook, Or Playroom. The Fully Finished Basement Adds Significant Value And Flexibility, Featuring A Large Family Room, An Additional Bedroom, And An Updated 4-Piece Bathroom Complete With Heated Floors - Ideal For Guests, Extended Family, Or Even Future Income Potential. Full-Height Ceilings Throughout The Lower Level Add To The Home's Functionality, With Ample Storage Throughout. A Private Driveway With Parking For Two Cars Completes The Package. Located In The Sought-After Diefenbaker School District, With Easy Access To The TTC, Subway, And DVP. The Energy And Amenities Of East York Are Right At Your Doorstep - Including Parks, Cafes, Restaurants, And Shops. Whether You're A First-Time Buyer, Investor, Or Planning Your Next Renovation Or Rebuild, 651 Cosburn Ave Is A Smart Opportunity In A Neighbourhood That Continues To Grow In Value And Demand. More detailsListed by BOSLEY REAL ESTATE LTD.- BRIAN O'DONOGHUE
- BOSLEY REAL ESTATE LTD
- 416 465-7527
- bodonoghue@bosleyrealestate.com
Data was last updated May 10, 2026 at 06:15 AM (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