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376 Sunnyside Avenue in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13773546
376 Sunnyside Avenue Toronto M6R 2R8 
$2,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13773546
- Bedrooms:
- 6
- Bathrooms:
- 4
Offered for the first time in two generations, a truly exceptional residence that presents a rare opportunity to acquire one of the neighbourhood's distinguished legacy properties. Occupying a prominent 27 x 126.81ft corner lot, this stately home seamlessly blends historic charm with remarkable versatility, offering endless possibilities for families, investors, builders, and those seeking a multigenerational residence in one of Toronto's most coveted communities. Encompassing 3,490 of total living space, the home welcomes you through a gracious vestibule that sets the tone for the impressive scale and timeless character. Generous principal rooms, abundant natural light, and enduring architectural details create an inviting atmosphere while providing the perfect canvas for restoration, modernization, or reimagining. Configured as a well-maintained income-producing property, the residence is occupied by exceptional tenants. The property offers outstanding flexibility with five separate hydro meters, a dedicated coin-operated laundry facility, and private balconies serving each of the above-grade suites-features that enhance both tenant appeal and long-term investment value. Modern mechanical upgrades include a tankless hot water system, providing efficient, on demand hot water. Outside, the property's scale is equally impressive. A rare detached three-car garage complemented by parking for eight vehicles is virtually unheard of in this prestigious neighbourhood, creating unmatched convenience for homeowners, extended families, or investment use. The expansive corner lot further presents exciting opportunities for future enhancement or redevelopment and is garden suite eligible. Properties of this significance seldom become available. Rich in history, exceptional in scale, and brimming with future potential, 376 Sunnyside Avenue represents a once-in-a-generation opportunity to own a remarkable family legacy while creating the next chapter of its enduring story. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- Smith Proulx Real Estate Team
- RE/MAX WEST REALTY INC.
- 1 (416) 769-6050
- Contact by Email
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505 Parkside Drive in Toronto: High Park-Swansea Commercial for sale (Toronto W01) : MLS®# W13773246
505 Parkside Drive Toronto M6R 2Z9
$1,995,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- W13773246
- Major Bus.:
- Apts - 2 To 5 Units
- Total Area:
- 2,024 sq. ft.
Discover an exceptional investment opportunity in one of Toronto's most desirable west-end locations. 505 Parkside Dr is a turnkey, upgraded property with 4 self-contained units, situated directly across from High Park and steps away from Keele TTC station. This property has been meticulously maintained by an experienced owner, ensuring operational efficiency and long-term stability. Recent upgrades include newer roofing, eavestroughs, downspouts and fascia, windows and blinds, vinyl flooring, 200 Amp electrical panel, tankless water heater, sump pumps (2), radiators, interior doors, and most appliances. Current rents are at market level and investors benefit from a **strong cap rate of 4.98%**, with minimal need for repositioning.Tenants benefit from efficient floorplans, outstanding convenience, and lifestyle appeal. The property is just a 3-minute walk to Keele Subway Station and only 15 minutes to the UP Express, ensuring seamless access to downtown and beyond. Steps from the lively Roncesvalles Village, residents have access to some of the city's best cafes, restaurants, and local shops, further enhancing tenant appeal and retention.A rare opportunity to acquire a turn-key asset in a premier west-end location with stable income, strong fundamentals, and enduring demand. More detailsListed by ROYAL LEPAGE TERREQUITY BESPOKE REALTY- Smith Proulx Real Estate Team
- RE/MAX WEST REALTY INC.
- 1 (416) 769-6050
- Contact by Email
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22 Runnymede Road in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13770394
22 Runnymede Road Toronto M6S 2Y2
$1,375,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13770394
- Bedrooms:
- 2
- Bathrooms:
- 1
Charming 2-bedroom home with ample 2-car parking for the area and a ravine-like backyard feel. An ideal opportunity for a family looking to renovate or rebuild, with complete, pre-approved plans for a 4-bedroom home ready to move forward - skip the year of red tape!Property is being sold as-is, where-is, without representations or warranties. The home is currently tenanted. Priced for the location and included plans package. More detailsListed by REALTY ONE GROUP FLAGSHIP- Smith Proulx Real Estate Team
- RE/MAX WEST REALTY INC.
- 1 (416) 769-6050
- Contact by Email
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406 35 Ormskirk Avenue in Toronto: High Park-Swansea Condo Apartment for sale (Toronto W01) : MLS®# W13769492
406 35 Ormskirk Avenue Toronto M6S 1A8 OPEN HOUSE: Sep 12, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, September 12, 2026 2:00PM - 4:00PMOPEN HOUSE: Sep 13, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 13, 2026 2:00PM - 4:00PM
$589,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13769492
- Bedrooms:
- 2
- Bathrooms:
- 2
A rare find combining space (approx.1000 sq ft), fabulous location and a UNIQUE 2 STOREY design that truly feels like a TOWNHOME! Come and EXPLORE this bright & stylish open concept 2 bdrm plus den - 2 bath suite in desirable High Park/ Swansea community. Well managed building with over $1.9 million in RESERVE fund! Main level features a handy 2 piece powder room and flexible open concept living/dining room area. Enjoy your morning coffee and experience the green treed tranquil clear views from your private balcony! Modern Eat-in Kitchen with S/S appliances & plenty of storage under stairs. Upstairs you will find a 4 piece upgraded bath w/ walk-in tub & 2 generous sized bedrooms plus a flexible use LARGE DEN perfect for office/ home gym & existing connections for LAUNDRY set up- plus added storage. Steps away from Lake ONTARIO, highly ranked SCHOOLS, High Park, Bloor West Village shops and TTC at your door step. Building amenities include billards room, party room, shared pool, visitor parking, shared outdoor tennis courts, laundry room in lower level and visitor parking. ALL Utilities INCLUDED in monthly fee: heat, hydro, water, common elements, Bell internet and basic TV! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Smith Proulx Real Estate Team
- RE/MAX WEST REALTY INC.
- 1 (416) 769-6050
- Contact by Email
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1 Rambert Crescent in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13768872
1 Rambert Crescent Toronto M6S 1E5 OPEN HOUSE: Sep 12, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, September 12, 2026 2:00PM - 4:00PMOPEN HOUSE: Sep 13, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 13, 2026 2:00PM - 4:00PM
$1,198,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13768872
- Bedrooms:
- 3
- Bathrooms:
- 2
A charming Swansea cottage with plenty of character! Situated on a quiet crescent in one of Toronto's most desirable neighbourhoods, this detached, solid-brick two-bedroom Craftsman bungalow sits on an impressive 25' x 110' lot and blends Arts and Crafts sensibility with English cottage warmth. Offering 1,680 sq. ft. of total living space, two full bathrooms, a well-proportioned footprint, forced-air heating, central A/C and 200-amp electrical service, it presents an excellent opportunity to renovate, personalize and create a home of your own. Outside, enjoy a private south-facing backyard and detached garage. Enjoy an unbeatable location just steps to Swansea Community Centre, Swansea Public School with French Immersion, and Rennie Park with tennis and skating. Stroll to the lake, High Park, the subway, and the shops, cafés and amenities of Bloor West Village. The top school catchment includes Humberside CI & St. Pius X. Don't miss this wonderful opportunity to make your mark in an exceptional, family-friendly neighbourhood! More detailsListed by BABIAK TEAM REAL ESTATE BROKERAGE LTD.- Smith Proulx Real Estate Team
- RE/MAX WEST REALTY INC.
- 1 (416) 769-6050
- Contact by Email
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355 Parkside Drive in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13768692
355 Parkside Drive Toronto M6R 2Z4
$1,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13768692
- Bedrooms:
- 5
- Bathrooms:
- 4
Offered for the first time in over 50 years, this impeccably maintained triplex occupies one of Toronto's most coveted corners, proudly positioned at Parkside Drive and Geoffrey Street directly across from High Park. A rare legacy property, lovingly cared for by the same family for half a century, it presents an exceptional opportunity for investors, multi-generational families, or those seeking a premier owner-occupied residence with substantial income potential. Spanning three story's, the building comprises two spacious 1,233 sq. ft. two-bedroom suites and a bright 708 sq. ft. one-bedroom suite on the third floor. West-facing windows in every unit frame picturesque views of High Park's expansive green canopy, creating a tranquil setting rarely found in the city. The property has benefited from significant capital improvements, including updated roof, windows, doors, eavestroughs, fascia, and electrical service, providing peace of mind for years to come. The vacant third-floor suite offers immediate occupancy or market-rent potential, while the first and second floor suites are occupied by outstanding long-term month-to-month tenants who have cared for their homes with pride and respect. Below, the full unfinished basement features solid concrete construction, dedicated storage rooms, a laundry area, and a powder room, presenting exciting possibilities for additional living space, supplementary income suites, or enhanced amenities. A private driveway accommodates 4 vehicles in addition to a detached garage-an extraordinary convenience in this sought-after neighbourhood. Steps to High Park, the subway, the waterfront, and the vibrant boutiques, cafés, restaurants, and pubs of Roncesvalles Village and Bloor West, this is a truly irreplaceable location. Opportunities to acquire a meticulously maintained, generational triplex overlooking Toronto's most celebrated park are exceptionally rare. More detailsListed by CORCORAN HORIZON REALTY- Smith Proulx Real Estate Team
- RE/MAX WEST REALTY INC.
- 1 (416) 769-6050
- Contact by Email
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246 Riverside Drive in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13767334
246 Riverside Drive Toronto M6S 4A9
$5,998,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13767334
- Bedrooms:
- 6
- Bathrooms:
- 6
European elegance & quality collide at one of the most prestigious addresses in Toronto, Behind the gated circular drive, 246 Riverside Dr. delivers over 9,000 sq.ft. of function & sophistication, ideal for large families, blended families, or multi generational living, there is an abundance of space for everyone to live, work, entertain, relax, as well as health & wellness, all set in the most majestic setting, the 100' x 327 lot with south west views majestically perched above the Humber River, ultra rare 250 sq.ft. Boat House & dock, a nature lovers paradise, for anyone who enjoys, rowing, kayak or paddling, hard to imagine you have all of this, with the downtown core just 15 min away, as well as all the wonderful shops & restaurants of Bloor West Village, & the Subway is just a 10 min walk away, possibly the best lifestyle & location in the entire city. The expansive main floor offers an abundance of living space, whether it be for day to day living, or entertaining on a grand scale, there is enough space for even the most ambitious of needs. Formal living & dining rooms beautifully adorned with tall skirt rails & crown mouldings, magnificent great room overlooking the rear gardens & ravine, a full laundry room & ample storage complete this incredible space. The lower level is a world of its own, with multiple walkouts to the rear gardens, it doesn't feel like a basement. Grand recreation area, world class wine cellar, & your own wellness centre with home Gym, Sauna & Steam Room, all overlooking the rear gardens. A full laundry room & ample storage complete this incredible space. 246 Riverside Dr. is the most comprehensive property currently on the market, delivering on all the key factors, prestigious address, frontage, privacy, scale & luxury. More detailsListed by HAZELTON REAL ESTATE INC.- Smith Proulx Real Estate Team
- RE/MAX WEST REALTY INC.
- 1 (416) 769-6050
- Contact by Email
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185 Windermere Avenue in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13767158
185 Windermere Avenue Toronto M6S 3J8 OPEN HOUSE: Sep 12, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, September 12, 2026 2:00PM - 4:00PMOPEN HOUSE: Sep 12, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, September 12, 2026 2:00PM - 4:00PMOPEN HOUSE: Sep 13, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 13, 2026 2:00PM - 4:00PM
$2,124,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13767158
- Bedrooms:
- 5
- Bathrooms:
- 4
Spectacular & Spacious Custom-Built 4-Bedroom, 4-Bathroom Detached Home With A Wide-Lane Driveway & Garage In Swansea. This Home Was Rebuilt From A Bungalow In 2014. A Lavish Front Garden Welcomes You To The Inviting Foyer, Featuring A Closet & Powder Room. The Open-Concept Main Level Offers A Gas Fireplace, High Ceilings With Crown Mouldings, Pot Lights, & Hardwood Floors With Beautiful Wood Trim Throughout. The Stunning Designer Grand Kitchen Features A Coffered Ceiling With Pot Lights, Granite Countertops, & Large Central Island With Breakfast Bar. Stainless-Steel Appliances, Numerous Custom Cabinets, & Built-In Coffee Station/Bar. The Kitchen Is Combined With A Functional Office Area & Features A Built-In Folding Door System Leading To A Party-Size Deck, Private Oasis, Perennial Garden & 1.5-Car Garage. Floating Oak Stairs With Glass Railings, A Huge Skylight, & Pot Lights At The Top Further Enhance The Open And Spacious Feel Of This Home. The 2nd Floor Presents A Posh King-Size Primary Retreat With His-And-Hers Walk-In Closets & Spa-Like 5-Piece Ensuite Featuring Heated Floors, Pot Lights, A Glass Shower With Body Jets, Double Sinks, And A Freestanding Soaker Tub.Spacious Additional Bedrooms Feature Hardwood Floors, Along With A 4-Piece Bathroom With Heated Floors. The Fabulous Finished Basement Features Laminate Floors, Pot Lights, And Above-Grade Windows. It Includes A Family Room, 5th Bedroom, 3-Piece Bathroom, Laundry Room, And Utility Room. This Gorgeous Home Is Located Just South Of Swansea Public School And Rennie Park. The Garage Is Located On St. Olaves Road. Enjoy A Short Walk To The Famous Bloor West Village Shops, Restaurants, & Subway. An Easy Stroll To Majestic High Park, With Grenadier Pond & Numerous Trails, Or To The Martin Goodman Trail Along Lake Ontario. More detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY- Smith Proulx Real Estate Team
- RE/MAX WEST REALTY INC.
- 1 (416) 769-6050
- Contact by Email
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844 24 Southport Street in Toronto: High Park-Swansea Condo Apartment for sale (Toronto W01) : MLS®# W13767146
844 24 Southport Street Toronto M6S 4Z1
$535,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13767146
- Bedrooms:
- 2
- Bathrooms:
- 1
Corner Penthouse, Very spacious 2 bedrooms. View Of Toronto Skyline. Beautiful Floors Thru-Out,double bathroom Sink, Sep Shower & Soaker Tub. Flooded W/Natural Light. Large Windows. Close To High Park & The Boardwalk On Lake Shore and To Bloor West Village. Security Gate, Indoor Pool,Gym, Bbq Area, Squash Crt. + So Much More! 2 Prime U/G Parking Spots, Stacked But Open On Both Sides. More detailsListed by REMAX YOUR COMMUNITY REALTY- Smith Proulx Real Estate Team
- RE/MAX WEST REALTY INC.
- 1 (416) 769-6050
- Contact by Email
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109 Kennedy Avenue in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13767080
109 Kennedy Avenue Toronto M6S 2X8 OPEN HOUSE: Sep 11, 202605:00 PM - 07:00 PM EDTOpen House on Friday, September 11, 2026 5:00PM - 7:00PMOPEN HOUSE: Sep 12, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, September 12, 2026 2:00PM - 4:00PMOPEN HOUSE: Sep 13, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 13, 2026 2:00PM - 4:00PM
$1,998,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13767080
- Bedrooms:
- 6
- Bathrooms:
- 4
Ravine living in the heart of Bloor West Village. Offering the rare combination of exceptional privacy, beautiful natural surroundings and one of Toronto's most sought-after neighbourhoods-all just steps from fantastic shopping, cafés, top schools and transit. Backing directly onto the ravine, this beautifully renovated home is filled with style and character, featuring hardwood floors, soaring ceilings, a chef-inspired kitchen and luxurious bathrooms. Completely move-in ready, there is nothing left to do but unpack and enjoy. Adding incredible versatility is a two-bedroom in-law suite on the lower ground level, complete with its own separate entrance and additional kitchen-ideal for extended family, guests, a nanny or flexible living space. Outside, the private backyard feels like an escape from the city, with scenic ravine views and a newly finished stone patio creating the perfect setting for summer entertaining, dinner parties or simply relaxing surrounded by nature. Privacy. Location. Versatility. Ravine views. A rare Bloor West Village gem that truly offers the best of city living and nature. More detailsListed by KELLER WILLIAMS REFERRED URBAN REALTY- Smith Proulx Real Estate Team
- RE/MAX WEST REALTY INC.
- 1 (416) 769-6050
- Contact by Email
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2285 Dundas Street W in Toronto: High Park-Swansea Commercial for sale (Toronto W01) : MLS®# W13766622
2285 Dundas Street W Toronto M6R 1X6
$128,800 /For SaleCommercial- Status:
- Active
- MLS® Num:
- W13766622
- Major Bus.:
- Restaurant
- Total Area:
- 900 sq. ft.
Well-established, successful turnkey restaurant for sale. Prime location with a takeout-focused business model, offering easy and efficient operation. Can be easily be converted to any concept. Nicely set up kitchen with 8ft kitchen ventilation. Two walk-in cooler and one freezer. Please do not go direct and speak to any employees. More detailsListed by CENTURY 21 NEW CONCEPT- Smith Proulx Real Estate Team
- RE/MAX WEST REALTY INC.
- 1 (416) 769-6050
- Contact by Email
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838 22 Southport Street in Toronto: High Park-Swansea Condo Apartment for sale (Toronto W01) : MLS®# W13760548
838 22 Southport Street Toronto M6S 4Y9 OPEN HOUSE: Sep 12, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, September 12, 2026 2:00PM - 4:00PMOPEN HOUSE: Sep 13, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 13, 2026 2:00PM - 4:00PM
$838,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13760548
- Bedrooms:
- 3
- Bathrooms:
- 2
The first thing you'll notice is the dazzling view of the lake when you walk into this 1120 sq. ft. gem in the Swansea/High Park area. This unit offers a rare combination: 1) It feels like new, with two stylishly renovated bathrooms, a laundry room with a new washer/dryer, refinished oak floors, tasteful lighting, and a fresh coat of paint throughout; 2) South Kingsway Village offers size and an array of amenities that are simply not found in newer builds. Beyond the large living/dining room, the primary bedroom easily accommodates a king bed and includes a large walk-in closet and ensuite; the second bedroom has two closets and a lake view; and a spacious den can serve as an office or third bedroom. The kitchen features quality stainless steel appliances and an impressive amount of granite countertop space with classic cherrywood cupboards and drawers. NOTE THAT the maintenance fee includes heat, hydro, water, a/c, Bell Fibe TV with Crave subscription, and high-speed home internet. Two parking spaces and an 8x6 ft. locker are also included. The common area has the features of a luxury resort, including a 50 ft. pool, jacuzzi-style hot tub, gym, squash court, party room and more. The property provides an expansive shady garden area with Muskoka chairs for relaxing with a good book, a gazebo, multiple BBQs for a summer sizzle, and plenty of room for kids or grandkids to play. It's a five-minute walk to the lakeside boardwalk or High Park. There are bus and streetcar stops right outside the property. It's minutes to the shops and cafes in trendy Bloor West Village, and a 15-minute drive to the airport. If you're looking for a large, modern condo in a great location to downsize or raise your family, you owe it to yourself to view this jewel by the lake. More detailsListed by KELLER WILLIAMS EMPOWERED REALTY- Smith Proulx Real Estate Team
- RE/MAX WEST REALTY INC.
- 1 (416) 769-6050
- Contact by Email
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