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355 Windermere Avenue in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W12916586
355 Windermere Avenue Toronto M6S 3L2 
$2,195,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12916586
- Bedrooms:
- 4
- Bathrooms:
- 4
A stunning 4-bedroom, 4-bathroom detached home in the heart of Swansea - Bloor West Village! Spanning 3,370 sq ft across four beautifully finished levels, this fully renovated turnkey residence blends elegance, comfort, and functionality. The main level welcomes you with a spacious foyer, elegant principal rooms with oak hardwood floors, custom built-ins, and a gas fireplace. The chef's kitchen features high-end appliances, a built-in banquette and desk, and an eat-in breakfast area that opens to a private deck overlooking an east-facing backyard with perennial gardens and detached garage for storage. The powder room completes the floor. Upstairs, three generous bedrooms share a family bath with a classic clawfoot tub and heated flooring, while an extra-wide hallway offers a cozy reading nook with built-in library shelves. The third floor primary retreat is flooded with natural light from skylights, featuring cathedral ceilings, a wood-burning fireplace, walk-out balcony, walk-in closet, and spa-inspired ensuite.The lower level with 8' ceilings, includes a rec/family room, flexible space, full bath, laundry area and abundant storage. Additional highlights include legal front pad parking and top-tier mechanicals: stone-coated metal roof, 200 AMP service, hydronic in-floor heating, spray foam insulation, water-proofing, dual A/C systems + more! Just steps from Bloor West Village shops, cafés, restaurants, and transit, and close to Swansea Community Centre, parks, Humber River trails, and top schools - Swansea PS, St Pius X, St Cecilia (French) & Humberside CI (English and French).This move-in ready home offers exceptional west-end living with convenience and style. More detailsListed by BABIAK TEAM REAL ESTATE BROKERAGE LTD.- Red Square Team
- Royal LePage Real Estate Services Ltd., Brokerage
- 647-490-0500
- team@redsquareteam.com
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32 High Park Boulevard in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W12915066
32 High Park Boulevard Toronto M6R 1M7
$3,949,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12915066
- Bedrooms:
- 7
- Bathrooms:
- 13
This is a rare opportunity to acquire a generational investment asset in the heart of High Park-Roncesvalles, one of Toronto's most sought-after and supply-constrained neighbourhoods. This iconic mansion conversion features 13 kitchens and 13 bathrooms, consisting of a stately main residence and a detached coach house. The property has COA approval for a two-storey rear addition, which will create three additional units, with 2 units already in the coach house. The property primarily comprises long-term tenancies, providing reliable in-place income and significant potential for future rent optimization. Notable features include 400-amp electrical service and ample rear parking, a rare amenity in an urban setting. Located steps from Roncesvalles Village, High Park, transit options, Bloor West Village, the GO Train, and the UP Express, this site offers seamless access to downtown Toronto and Pearson Airport. Properties in this tightly held area are seldom available, making this a once-in-a-generation opportunity for investors looking for scale, character, and long-term appreciation. The CMHC Select program might be applicable for the construction of additional units and the purchase of property. The property is sold AS IS, WHERE IS, and is registered as a rooming and boarding house. More detailsListed by RIGHT AT HOME REALTY- Red Square Team
- Royal LePage Real Estate Services Ltd., Brokerage
- 647-490-0500
- team@redsquareteam.com
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41 Windermere Avenue in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W12912910
41 Windermere Avenue Toronto M6S 3J3
$998,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12912910
- Bedrooms:
- 4
- Bathrooms:
- 2
Fully renovated detached home in the heart of Swansea, just 5-minute walk to High Park and Lake Ontario. This urban home combines modern design with thoughtful upgrades for effortless city living. The entire interior has been renovated, creating a bright and open living space. The open-concept main floor features a sleek custom kitchen with clean architectural lines flowing into living and dining areas - perfect for daily life and entertaining. Upstairs, three well-proportioned bedrooms are complemented by a modern bathroom. The finished lower level offers a separate entrance, kitchen, ample storage, and bathroom, providing a versatile income suite, guest accommodation, or private workspace. Extensive upgrades throughout include updated plumbing, electrical improvements, replaced roof, and a new air-conditioning system (2022) - giving peace of mind along with style. Step outside to your relaxing backyard oasis with a newly-built deck with built-in lighting, ideal for summer evenings, entertaining, or quiet mornings with coffee. Located steps from 24-hour transit, neighbourhood cafés, and excellent schools, this home offers a rare opportunity to enjoy fully modern living in one of Toronto's most desirable west-end communities. More detailsListed by RE/MAX PROFESSIONALS INC.- Red Square Team
- Royal LePage Real Estate Services Ltd., Brokerage
- 647-490-0500
- team@redsquareteam.com
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177 Glendale Avenue in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W12912570
177 Glendale Avenue Toronto M6R 2T4 OPEN HOUSE: Mar 28, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, March 28, 2026 2:00PM - 4:00PMOPEN HOUSE: Mar 29, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, March 29, 2026 2:00PM - 4:00PM
$1,998,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12912570
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to a truly extraordinary, fully reimagined home in one of Toronto's most coveted neighbourhoods. Meticulously rebuilt from the inside out, with all renovations completed with permits, this exceptional residence showcases uncompromising craftsmanship and meticulous attention to detail throughout. Every element has been carefully renewed- from electrical, plumbing, insulation, drywall and windows to sophisticated modern finishes with premium appliances. Thoughtfully designed for elevated everyday living, the home seamlessly blends contemporary sophistication with timeless elegance. Perfectly positioned just steps from High Park and the vibrant charm of Roncesvalles Village, enjoy vibrant shops, cafes and restaurants, and effortless access to transit. A rare opportunity to own a beautifully executed home in one of the city's most desirable communities. More detailsListed by T-ONE GROUP REALTY INC.,- Red Square Team
- Royal LePage Real Estate Services Ltd., Brokerage
- 647-490-0500
- team@redsquareteam.com
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88 Morningside Avenue in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W12909084
88 Morningside Avenue Toronto M6S 1C9 OPEN HOUSE: Mar 28, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, March 28, 2026 2:00PM - 4:00PMOPEN HOUSE: Mar 29, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, March 29, 2026 2:00PM - 4:00PM
$1,325,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12909084
- Bedrooms:
- 3
- Bathrooms:
- 2
Swansea gem with exceptional flexibility! Welcome to this beautifully reimagined 1.5-storeyhome in the heart of the highly sought-after Swansea neighbourhood. Originally a classic bungalow, this thoughtfully redesigned residence offers versatile living spaces ideal for a variety of lifestyles. The upper level features a spacious loft-style primary retreat with walk-in closet and bright dressing area enhanced by skylights. The home offers an additional 1-2 bedrooms on the lower levels along with two fully updated bathrooms (2025), including one with heated floors. The main floor showcases a seamless blend of style and function, featuring custom-built entry/mudroom (2025), a stunning open concept renovated kitchen (2022) with Tempest Blue Grey quartz countertops, stainless steel appliances, and ample storage. Enjoy a sun-filled dining area, a cozy living room with a gas fireplace (2025) and a bright home office! The inviting family room opens out to the backyard and can easily be used as a main floor primary bedroom, or 2 smaller bedrooms (as originally configured).The fully renovated basement (2023) with separate entrance offers excellent additional living space, including a large recreation room, an extra bedroom, a modern bathroom, a separate laundry room with newer appliances and abundant storage. Step outside to a private backyard featuring a beautiful maple tree, deck for morning coffee, gas BBQ line, and a detached garage (max 75" driveway clearance). The front yard has been used as a parking space for over 20 years but is not legal. Additional upgrades include all new modern lighting and window coverings , along with fresh paint throughout much of the interior and exterior. Ideally located just a short 3-minute walk to Swansea Public School and minutes to Bloor West Village, Jane and Runnymede subway stations, Rennie Park Community Centre, and an array of parks, trails, and sport amenities-this home perfectly balances charm, convenience, and access to nature. More detailsListed by RE/MAX PROFESSIONALS INC.- Red Square Team
- Royal LePage Real Estate Services Ltd., Brokerage
- 647-490-0500
- team@redsquareteam.com
Data was last updated March 25, 2026 at 12:15 AM (UTC)
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