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  • 269 Windermere Avenue in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13547838

    269 Windermere Avenue High Park-Swansea Toronto M6S 3K4
    Main Photo: 269 Windermere Avenue in Toronto: High Park-Swansea House for sale (Toronto W01)  : MLS®# W13547838
    $899,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13547838
    Bedrooms:
    3
    Bathrooms:
    1
    Rare Opportunity in Toronto's Desirable High Park Swansea. Welcome to 269 Windermere Avenue, a detached home, offered for the first time in years, this property is a blank canvas awaiting your vision. Situated on a desirable lot in a mature, tree-lined neighbourhood, this is your chance to invest in one of Toronto's most sought-after communities. Just minutes from the Iconic High Park, residents have access to over 400 acres of green space featuring walking and cycling trails, sports facilities, playgrounds, a zoo, beautiful gardens, and year-round community events. Spend weekends exploring nature, enjoying a picnic, or taking in the famous cherry blossoms each spring. Take in Bloor West Village, The Junction, and Roncesvalles Village and enjoy easy access to boutique shopping, cafés, restaurants, parks, recreation centres, highly rated schools, and everyday conveniences. Excellent TTC service, nearby subway stations, GO Transit, and quick access to major highways make commuting throughout the city effortless. A truly exceptional opportunity for renovators, builders, investors, or families looking to create a custom home in an outstanding location. Don't miss your chance to unlock the potential of this classic Toronto property. More details
    Listed by RE/MAX PREMIER INC.
    Sidorova Inwood Real Estate Team
  • 82 Durie Street in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13539728

    82 Durie Street High Park-Swansea Toronto M6S 3E8
    OPEN HOUSE: Jul 11, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, July 11, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Jul 12, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, July 12, 2026 2:00PM - 4:00PM
    Main Photo: 82 Durie Street in Toronto: High Park-Swansea House for sale (Toronto W01)  : MLS®# W13539728
    $1,478,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13539728
    Bedrooms:
    4
    Bathrooms:
    2
    Absolutely Gorgeous Renovated Extra-Spacious Semi-Detached Home On A 25-Foot Wide Lot With A Wide Private Driveway & Newer Garage! This Exceptional Property Is Located In Prime Swansea,Just One Block South Of Bloor. A Beautiful Perennial Front Garden Welcomes You To The Mudroom w/ Large Windows, Leading Into An Inviting Foyer Featuring Hardwood Floors & Original Wood Trim Thru-out The Home. The Open-Concept Living Rm Boasts A Cozy Fireplace(Not Operational) & Numerous Pot Lights. The Formal Dining Rm Features Sliding Glass Doors w/A Walk-Out To A Party-Sized Deck, Perfect For Entertaining. The Fabulous Custom Kitchen Offers Quartz Countertops, Breakfast Bar, Bookmark Tile Backsplash, Stainless Steel Appliances & A Walk-Out To The Expansive Deck Overlooking A Private Fully Fenced Perennial Garden & Newer Garage. The 2nd Flr Features 3 Spacious Bedrms. The Primary Bedrm Includes A Charming Bay Window & Large Closet w/Custom Organizers. A Designer-Renovated Bathroom Offers A Soaker Tub & A Separate Glass Shower. The Fully Gutted & Underpinned Basement Has A Separate Entrance, Heated Floors(Not Connected),Large Windows & Plenty Of Pot Lights. It Features An Open Family Rm, 4th Bedroom & A Modern 3-Piece Bathrm w/Separate Shower Combined With A Convenient Laundry Area. Additional Features Include Central Vacuum, Central Air Conditioning & A Newer Tankless On-Demand Water Heater. This Fabulous Home Is Situated On A Quiet Tree-Lined Street Just One Block South Of Bloor West Village, Offering Easy Access To The Subway, Shops, Cafés, Bars & Restaurants. Located Within The Highly Desirable Swansea Public School & Humberside Collegiate Institute Districts. Enjoy A Short Walk To Majestic High Park & Rennie Park, Featuring Tennis Courts, A Skating Rink, Soccer Fields, & Playground Facilities. A Highly Convenient Location, Only 15 Minutes To Downtown Toronto Or Toronto Pearson International Airport. More details
    Listed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY
    Sidorova Inwood Real Estate Team
  • 164 Morningside Avenue in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13535306

    164 Morningside Avenue High Park-Swansea Toronto M6S 1E3
    OPEN HOUSE: Jul 11, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, July 11, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Jul 12, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, July 12, 2026 2:00PM - 4:00PM
    Main Photo: 164 Morningside Avenue in Toronto: High Park-Swansea House for sale (Toronto W01)  : MLS®# W13535306
    $3,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13535306
    Bedrooms:
    6
    Bathrooms:
    4
    Rare opportunity in the heart of sought-after Swansea. Situated on the only cul-de-sac directly off South Kingsway, this beautifully updated detached two-storey home sits on an exceptional 48 x 150 ft lot with a rare ravine setting in both the front and rear, offering privacy and natural surroundings that are seldom found in the city. Offering nearly 3000 sq ft above grade, this spacious family home features 4 generous bedrooms, a main floor office, and 4 full bathrooms, providing an ideal layout for growing families. The renovated kitchen serves as the heart of the home, complete with a large centre island, ample storage, and a walk-in pantry with second oven, perfect for entertaining or extended family needs. A dedicated main floor office provides flexibility for work-from-home living. The finished basement with separate entrance offers excellent versatility with nanny or in-law suite potential, along with additional recreation space for family enjoyment. Step outside to your own private backyard retreat, featuring a heated swimming pool and a deep lot backing onto ravine greenery, ideal for relaxing or entertaining throughout the summer months. This home has benefited from recent renovations and continued care, reflecting pride of ownership throughout. The single detached garage and driveway parking for three vehicles provide added everyday convenience. Located in one of West Toronto's most desirable family neighbourhoods, close to top-rated schools, parks, transit, and the shops and restaurants of Bloor West Village, with convenient access to major routes including the Gardiner Expressway. A rare offering combining location, privacy, and family-friendly living in one exceptional property. More details
    Listed by RE/MAX PROFESSIONALS INC.
    Sidorova Inwood Real Estate Team
  • 491 PARKSIDE Drive in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13529384

    491 PARKSIDE Drive High Park-Swansea Toronto M6R 2Z9
    Main Photo: 491 PARKSIDE Drive in Toronto: High Park-Swansea House for sale (Toronto W01)  : MLS®# W13529384
    $2,949,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13529384
    Bedrooms:
    7
    Bathrooms:
    5
    ****POWER OF SALE**** This is a rare opportunity to own a multiplex with 4 spacious renovated units all with separate entrances and a potential for a laneway unit above the garage. Expansive 40.06 x 150.25 lot overlooking High Park. Detached 2 car garage with a potential laneway unit above the garage. The unit above the garage has a 3 pc bathroom. One 1 bedroom unit on the lower level. One 2 bedroom unit on the main level. One 3 bedroom unit located on the second floor. One 1 bedroom unit located on the 2nd floor. Call for rental amounts. More details
    Listed by CENTURY 21 FINE LIVING REALTY INC.
    Sidorova Inwood Real Estate Team
  • 52 Beresford Avenue in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13516928

    52 Beresford Avenue High Park-Swansea Toronto M6S 3A8
    Main Photo: 52 Beresford Avenue in Toronto: High Park-Swansea House for sale (Toronto W01)  : MLS®# W13516928
    $1,559,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13516928
    Bedrooms:
    3
    Bathrooms:
    2
    An exceptional opportunity in the heart of Swansea, one of Toronto's most cherished and family friendly neighbourhoods. Situated in a rare 32 foot wide lot, this detached home offers something increasingly difficult to find in the area: private parking for two cars with no shared driveway and a generous pool sized backyard. the home itself offers a comfortable and functional layout, highlighted by a recently renovated kitchen and a bright family area that opens to a sunny west facing backyard, perfect for afternoon light and outdoor enjoyment. it can easily serve as a move-in home or rental property today, while also presenting a compelling opportunity for those considering a larger renovation or custom build in the future. For builders and investors, the value lies not only in the structure but in the land frontage and location, a combination that rarely comes to market in this established community. More details
    Listed by RIGHT AT HOME REALTY
    Sidorova Inwood Real Estate Team
  • 376 Sunnyside Avenue in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13509134

    376 Sunnyside Avenue High Park-Swansea Toronto M6R 2R8
    Main Photo: 376 Sunnyside Avenue in Toronto: High Park-Swansea House for sale (Toronto W01)  : MLS®# W13509134
    $2,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13509134
    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 details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    Sidorova Inwood Real Estate Team
  • 91 South Kingsway Way in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13508526

    91 South Kingsway Way High Park-Swansea Toronto M6S 3T4
    Main Photo: 91 South Kingsway Way in Toronto: High Park-Swansea House for sale (Toronto W01)  : MLS®# W13508526
    $1,798,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13508526
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to this exceptionally bright, fully renovated home in the prestigious High Park neighbourhood - a place thoughtfully designed for comfortable family living.Every detail of this renovation was completed with a family's needs in mind, creating warm, inviting spaces where everyday moments become lasting memories. The modern design and high-quality finishes make this home truly special.The beautiful contemporary kitchen features top-of-the-line appliances and a separate breakfast area with a walkout to a large, stunning deck - perfect for morning coffee, summer dinners, and gathering with loved ones.The open-concept living and dining area fills with natural light, offering an ideal setting for family time and entertaining. High-quality engineered wood flooring on the main floor and hardwood flooring on the second floor add warmth and elegance throughout the home..Three generously sized bedrooms provide comfortable private retreats, complemented by a beautifully renovated bathroom. Pot lights throughout enhance the bright, welcoming atmosphere. Partially updated windows complete the thoughtful upgrades.Situated on a large lot with beautifully landscaped grounds, the expansive deck creates a wonderful outdoor extension of the home - ideal for hosting family evenings, celebrations, and quiet moments alike.Steps to High Park, the lake, top-rated schools, and vibrant Bloor West Village, this is an exceptional opportunity in one of Toronto's most coveted west-end neighbourhoods - a home where family life truly thrives. Please see attached improvements list for the property! More details
    Listed by ROYAL TEAM REALTY INC.
    Sidorova Inwood Real Estate Team
  • 59 High Park Boulevard in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13503632

    59 High Park Boulevard High Park-Swansea Toronto M6R 1M9
    Main Photo: 59 High Park Boulevard in Toronto: High Park-Swansea House for sale (Toronto W01)  : MLS®# W13503632
    $4,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13503632
    Bedrooms:
    10
    Bathrooms:
    8
    A rare and versatile century home offering exceptional flexibility for both end users and investors. This impressive 3-storey residence offers over 5,000 sq. ft. of living space, with 9 bedrooms and 7 bathrooms in the main house, plus a detached 1-bedroom pool house. Currently configured as 4 separate apartments plus the pool house, the property can also be easily converted back into one expansive single-family home by reopening access to the original main staircase. For buyers seeking income potential, the home may function as 4 or 5 apartments depending on configuration. The detached pool house can remain as its own self-contained unit, or it can be incorporated into the main floor apartment to create a larger 3-bedroom main-level suite, resulting in a total of 4 separate apartments. This makes the property ideal for multi-generational living, live-in owners seeking rental income, or investors looking for a flexible asset in a highly desirable location. The home combines timeless character with thoughtful modern upgrades. Features include natural stone walkways with snow-melt heating, a high-efficiency Viessmann boiler, heat pump air conditioning in all apartments, new fencing, and a detached pool house with independent in-floor heating and gas fireplace. The backyard retreat includes a 15-foot swim spa hot tub with a 250,000 BTU pool heater, creating a unique urban oasis rarely found in homes of this scale. Wonderful Single family home, or Premium Rental Property. *For Additional Property Details Click The Brochure Icon Below* More details
    Listed by ICI SOURCE REAL ASSET SERVICES INC.
    Sidorova Inwood Real Estate Team
  • 355 Parkside Drive in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13487692

    355 Parkside Drive High Park-Swansea Toronto M6R 2Z4
    Main Photo: 355 Parkside Drive in Toronto: High Park-Swansea House for sale (Toronto W01)  : MLS®# W13487692
    $1,829,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13487692
    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 storeys, 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 details
    Listed by CORCORAN HORIZON REALTY
    Sidorova Inwood Real Estate Team
  • 30 Dacre Crescent in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13450588

    30 Dacre Crescent High Park-Swansea Toronto M6S 2W1
    Main Photo: 30 Dacre Crescent in Toronto: High Park-Swansea House for sale (Toronto W01)  : MLS®# W13450588
    $5,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13450588
    Bedrooms:
    4
    Bathrooms:
    5
    Nestled on a quiet cul-de-sac and a rare, beautiful ravine setting, this stunning estate offers over 5,000 sq ft of luxurious living across three impeccably finished levels. Architecturally refined by Hausworks, built by Atelier Custom Homes and designed & styled by Rizo Lola Interior Design, this French inspired chateau was built with the finest curated luxurious materials. The expansive main floor offers a formal dining room, an elegant library/office and a stunning open-concept kitchen and family room at the rear. The chef's kitchen boasts Miele, Wolf & Subzero appliances, premium honed quartzite and marble countertops, stunning custom fine cabinetry, a generously sized center island, a servery and a beautiful breakfast nook surrounded by large windows overlooking the ravine. The family room is anchored by a striking fireplace with limestone mantel, expanding to an elegant sunroom with beautiful ravine views. Upstairs offers four spacious bedrooms, including a serene primary retreat with a grand walk-in closet and spa-like ensuite featuring an oversized glass shower with stunning ravine views. All bathrooms are finished with designer fixtures, elegantly selected ceramic tiling and heated floors. The lower level offers an impressive wine room, a gorgeous wet bar, a cozy rec room with an elegant fireplace and custom built-ins, oversized windows and radiant heating. a gorgeous custom wet bar with wood-detailed backsplash, built-in cabinetry, and a walk-up to the yard. A fifth bedroom or office, a full bath with steam shower and a gym area complete the space. The exterior of this stunning estate showcases custom selected aged brick combined with the timeless beauty and elegance of limestone. The outdoors have been professionally landscaped featuring cobble stone driveway with snowmelt system, custom stone patio and walkway, and an in-ground irrigation system. Close to top schools, parks, and major commuter routes, this residence offers privacy, luxury and lifestyle. More details
    Listed by RE/MAX PROFESSIONALS INC.
    Sidorova Inwood Real Estate Team
  • 37 Deforest Road in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13239180

    37 Deforest Road High Park-Swansea Toronto M6S 1J1
    Main Photo: 37 Deforest Road in Toronto: High Park-Swansea House for sale (Toronto W01)  : MLS®# W13239180
    $1,199,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13239180
    Bedrooms:
    3
    Bathrooms:
    6
    Rare opportunity to secure a premium property in one of Toronto's most desirable neighborhoods. Ideally located just minutes from High Park, Bloor Street, and the Toronto Subway. Surrounded by beautiful homes and an established community, this property offers the perfect setting to build your dream home. Exceptional location, outstanding neighborhood, and strong long-term investment potential. A unique opportunity for builders, investors, and end-users alike. More details
    Listed by RIGHT AT HOME REALTY
    Sidorova Inwood Real Estate Team
  • 42 High Park Boulevard in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13236284

    42 High Park Boulevard High Park-Swansea Toronto M6R 1M8
    Main Photo: 42 High Park Boulevard in Toronto: High Park-Swansea House for sale (Toronto W01)  : MLS®# W13236284
    $4,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13236284
    Bedrooms:
    8
    Bathrooms:
    7
    *Stately Edwardian brick home with a lush front garden and landscaped backyard. *Situated on a 50 feet by 150 feet lot. *Many possibilities: a single family home or multi-generational home or 5 or 6 unit multiplex on three floors. *Current use: 5 self-contained units on 3 floors *Three (3) units are vacant *The tenants in two (2) rented units are month to month *The house has 2 sets of staircases leading to an exit on two sides of the house (west and east) *The main floor unit is a 2-bedroom unit with 1,565 Sq Ft, with a large foyer, living room with fireplace, open concept kitchen & family room, 2 bedrooms, powder room, ensuite bathroom. *The second floor contains two (2) x 1-bedroom units, each approximately 780 Sq Ft. *The third floor unit is a 2-bedroom unit approximately 1,537 Sq Ft, with a huge open concept living area & kitchen, plus 2 bedrooms with closets , 1 bath room and 1 powder room. *The basement unit is a 2-bedroom unit with own exit door and terrace, approximately 1,000 Sq Ft, with an open concept living area & kitchen plus 2 bedrooms and bathroom. *Detached 2 car garage with wide driveway and with garden suite potential and 5 outside parking spaces. *Ductless ACs. (40618469) More details
    Listed by KELLER WILLIAMS REFERRED URBAN REALTY
    Sidorova Inwood Real Estate Team
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Data was last updated July 10, 2026 at 02:15 PM (UTC)
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