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  • 62 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13187552

    62 Indian Road Crescent High Park North Toronto M6P 2G1
    Main Photo: 62 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13187552
    $1,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13187552
    Bedrooms:
    4
    Bathrooms:
    4
    Exceptional investment opportunity in Toronto's west end! This detached 4-unit fourplex offers strong income potential with existing leases providing stable rental revenue from day one. Well-suited for investors seeking a multi-unit asset with reliable cash flow and long-term growth potential in a high-demand rental market. Excellent location close to transit, parks, shopping, restaurants, and everyday amenities. Also available for commercial sale. Legal Description: PCL 143-4 SEC M41; PT LT 143 W/S INDIAN RD CRES PL M41 TORONTO; PT LT 144 W/S INDIAN RD CRES PLM41 TORONTO COMM AT A POINT IN THE WLY LIMIT OF WESTERN AV DISTANT 5 FT NLY FROM THE SE ANGLEOF LT 143; THENCE SLY ALONG THE WLY LIMIT OF WESTERN AV 35 FT MORE OR LESS TO A POINT DISTANT20 FT NLY FROM THE SE ANGLE OF LT 144; THENCE WLY PARALLEL TO THE SLY LIMIT OF LT 144, 125 FT;THENCE NLY PARALLEL TO THE WLY LIMIT OF WESTERN AV, 35 FT MORE OR LESS TO A POINT DISTANT 5 FTNLY FROM THE SLY LIMIT OF LT 143; THENCE ELY PARALLEL TO THE SLY LIMIT OF LT 143, 125 FT TO THEWLY LIMIT OF WESTERN AV TO THE POB; EXCEPT PT 2, R888; TORONTO , CITY OF TORONTO. More details
    Listed by KW Living Realty
    Sidorova Inwood Real Estate Team
  • 408 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13175236

    408 Glenlake Avenue High Park North Toronto M6P 1G7
    OPEN HOUSE: May 30, 2026
    11:00 AM - 01:00 PM EDT
    Open House on Saturday, May 30, 2026 11:00AM - 1:00PM
    OPEN HOUSE: May 31, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, May 31, 2026 2:00PM - 4:00PM
    Main Photo: 408 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13175236
    $1,348,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13175236
    Bedrooms:
    3
    Bathrooms:
    2
    Detached family home in High Park - One of Toronto's most coveted west-end locations. This is the kind of neighbourhood buyers wait years to get into. Welcome to 408 Glenlake Avenue. Set on a beautiful residential street in the heart of the High Park/Bloor West, this three-bedroom, two-bathroom home offers the perfect blend of lifestyle and convenience. The main floor features a large, bright living and dining room space with updated flooring throughout, a renovated kitchen, and a functional layout with a seamless walkout to the backyard - ideal for everyday living and summer entertaining.Upstairs, you'll find three spacious bedrooms and a practical family layout designed for end users looking to establish themselves in one of the city's most sought-after communities.The location truly speaks for itself. Just steps from the one and only High Park, High Park TTC Station, Bloor West Village, the Junction, incredible local cafés, restaurants, breweries, shops, and some of Toronto's best green space and walking trails. Whether you're grabbing coffee on Bloor, spending weekends in the park, or commuting downtown with ease, this is west-end Toronto living at its absolute best. Rare opportunities like this in prime High Park locations don't come around often. More details
    Listed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY
    Sidorova Inwood Real Estate Team
  • 36 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13152994

    36 Gothic Avenue High Park North Toronto M6P 2V9
    Main Photo: 36 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13152994
    $1,658,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13152994
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome home to 36 Gothic Avenue, a rare opportunity to own a fully detached brick residence directly across from iconic High Park in one of Toronto's most sought-after west-end neighbourhoods. Offering an exceptional combination of space, functionality, and location, this spacious 4+1 bedroom, 3 bathroom home also features parking for 4 vehicles - an incredibly rare offering in this coveted High Park/Bloor West setting. Lovingly maintained and updated over the years, the home offers generous principal rooms filled with natural light, multiple living areas, and a versatile layout ideal for families, those looking with homes with income potential, multi-generational living and more. Set on a quiet, tree-lined street across from High Park, enjoy year-round access to one of Toronto's most beloved parks featuring walking trails, gardens, playgrounds, sports facilities, Grenadier Pond, an off-leash dog park, and endless green space right at your doorstep. Commuters will appreciate being just steps to High Park Station, offering convenient subway access to downtown Toronto and beyond. Enjoy a highly walkable lifestyle just moments to the boutiques, cafés, bakeries, restaurants, and everyday conveniences of Bloor West Village - one of Toronto's most beloved neighbourhood shopping districts known for its charming main street atmosphere and strong sense of community. Families will appreciate the home's location within the catchment for the highly sought-after Runnymede Junior and Senior Public School and Humberside Collegiate Institute, two of Toronto's most recognized and desirable west-end schools. This is the rare opportunity to own a detached home with generous living space, exceptional parking, and an unbeatable High Park location in one of Toronto's most established and desirable communities More details
    Listed by RE/MAX PROFESSIONALS INC.
    Sidorova Inwood Real Estate Team
  • 2480 Dundas Street W in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13153412

    2480 Dundas Street W High Park North Toronto M6P 1W9
    Main Photo: 2480 Dundas Street W in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13153412
    $5,985,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13153412
    Bedrooms:
    18
    Bathrooms:
    15
    Live Where the City Meets the Park - Urban Loft Investment Opportunity in High Park North. Step into timeless charm and urban convenience at 2480 Dundas Street West, a beautifully situated 14 hard loft-style studios in one of Toronto's most coveted west-end neighborhoods. Each unit features exposed brick, 12-foot ceilings, triple-glazed windows, wood flooring, and most include in-suite laundry, separate hydro meters, and hot water tanks. Nestled just steps from the lush trails of High Park and moments from the vibrant energy of Bloor West Village, this property offers the perfect blend of nature, transit, and community. Steps to GO Transit, UP Express, Dundas West Subway, and High Park, this property offers unbeatable walkability and connectivity. With excellent upside potential for condo conversion or future development, this is a rare opportunity for investors and developers alike. Lifestyle Perks: - Morning jogs in High Park, weekend brunch at local cafés, and a 10-minute subway ride to downtown. - Walk Score of 92 and Transit Score of 95, ditch the car and embrace the city. - A tight-knit, welcoming community with year-round events and green spaces. Why This Home? Whether you're a young family seeking great schools and parks, a professional craving a peaceful retreat with city access, or a downsizer looking for charm and walkability, this home delivers. More details
    Listed by EXP REALTY
    Sidorova Inwood Real Estate Team
  • 579 Indian Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13128270

    579 Indian Road High Park North Toronto M6P 2C3
    Main Photo: 579 Indian Road in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13128270
    $2,699,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13128270
    Bedrooms:
    8
    Bathrooms:
    5
    A rare and incredibly versatile opportunity in the heart of High Park North. Set on an exceptional 50 x 150 feet lot, this substantial property offers nearly 5,000 square feet of interior living space, making it one of the larger homes in the neighbourhood. Originally built in 1914, the property was expanded with a separate rear residence constructed directly off the back of the original home - creating a unique scale and layout rarely found in Toronto's west end. Now completely gutted to the studs, the property is a true blank canvas ready for its next chapter. Whether envisioned as an extraordinary single-family residence, a multi-unit income property, multi-generational living arrangement, or a creative live/work conversion, the possibilities here are endless. Additional standout features include an oversized 2 car garage, a private driveway with parking for up to 6 additional vehicles, a separate entrance to the expansive lower level, and outstanding potential for further intensification including a garden suite or coach house configuration. The generous lot size may also offer potential for severance, subject to the buyer's own due diligence and all necessary municipal approvals. The size, flexibility, and configuration of this property create a truly unique opportunity for end users, investors, builders, and developers alike. Located in one of Toronto's most sought-after neighbourhoods, just steps to High Park, Bloor Street, subway access, UP Express, GO Transit, cafés, restaurants, and local shops. A once-in-a-generation opportunity to reimagine and create something truly exceptional in High Park North. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    Sidorova Inwood Real Estate Team
  • 102 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13113268

    102 Gothic Avenue High Park North Toronto M6P 2V9
    Main Photo: 102 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13113268
    $1,889,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13113268
    Bedrooms:
    6
    Bathrooms:
    3
    Nestled on one of the most coveted historic streets in Toronto's west end, 102 Gothic Avenue is a masterclass in blending timeless character with contemporary luxury. This stunning 2 1/2 storey residence has been meticulously renovated and restored, offering an expansive floor plan that features 5+1 bedrooms, a dedicated home office, and an open family room. From the moment you step inside, the soaring ceilings, original stained glass accents, and gleaming hardwood floors create an atmosphere of refined elegance. The open-concept main floor is a host's dream, flowing seamlessly from the spacious living areas to a convenient main floor powder room, making it the perfect backdrop for grand entertaining or intimate family gatherings. At the heart of the home lies a renovated kitchen, designed for both style and function. It boasts a sleek breakfast bar, quartz countertops, and a sophisticated tumbled marble backsplash. The upper levels continue to impress with a spa-like family bathroom and a sun-drenched office featuring a skylight and offering breathtaking views of the treetops and vibrant sunsets. Outdoors, the lifestyle is equally impressive, with two walk-outs to private decks and terraces, providing serene spaces for morning coffee or evening relaxation. The versatility of this property extends to the fully developed lower level, which functions as a complete secondary living space. Featuring its own kitchen, living room, bedroom, washroom, and a separate entrance, it serves as an ideal nanny or in-law suite. Situated on a quiet, child-friendly cul-de-sac, you are just steps away from the lush trails of High Park, the ambiance and shops of Bloor West Village and the convenience of the subway station. This is a rare opportunity to own a turnkey historic gem in one of Toronto's most vibrant and walkable neighborhoods. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    Sidorova Inwood Real Estate Team
  • 215 Keele Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13108252

    215 Keele Street High Park North Toronto M6P 2K1
    Main Photo: 215 Keele Street in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13108252
    $1,120,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13108252
    Bedrooms:
    7
    Bathrooms:
    3
    Fantastic Opportunity For Investors And End-Users Alike! Just One Block From Bloor St West And The Subway!!! Whether For Personal Use, Multi-Generational Living, Or Investment, This Property Delivers Location, Functionality, And Income Potential In One Complete Package. This Well-Maintained Originally Four Bedroom Home Features Extra Kitchen On Upper Level Now Which Can Be Easily Converted Back, Three Wrms And A Legal Basement Apartment. Recent Improvements Include All New Windows, A Renovated Main-Floor Kitchen, Two Renovated Bathrooms, And A New 200-amp Electrical Panel. Excellent Transit With Nearby TTC Subway Connections. Enjoy Countless Restaurants, Bars, & Shops Along Bloor St. Close Proximity To Majestic High Park With Many Beautiful Trails. More details
    Listed by CENTURY 21 HERITAGE GROUP LTD.
    Sidorova Inwood Real Estate Team
  • 166 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13084450

    166 High Park Avenue High Park North Toronto M6P 2S4
    Main Photo: 166 High Park Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13084450
    $5,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13084450
    Bedrooms:
    6
    Bathrooms:
    5
    We are saying good-bye to 166 High Park Avenue. The stunning 1891 home of the Heintzman piano makers featured in the book Old Toronto Houses. This residence is now fully restored to surpass its former glory. With carved oak trims, exotic kitchen granite, luxury marble washrooms, slate/solar roof, 360 tower, copper troughs, decks, rare stained-glass windows, chandeliers, 7 fireplaces, solarium, theatre, bar, gym, wine cellar and heated herringbone hardwood floors, its 7-car parking & coach house sit on a 60 X 200 forested lot. Top floor features one of a kind nanny suite with a private entrance and spacious deck. Walking distance to subway station, High Park and Bloor West Village to enjoy all the entertainment and fine dining. Coach House is fully equipped with an alley kitchen and one 3pc bathroom. More details
    Listed by KINGSWAY REAL ESTATE
    Sidorova Inwood Real Estate Team
  • 61 Chelsea Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13050756

    61 Chelsea Avenue High Park North Toronto M6P 1B9
    Main Photo: 61 Chelsea Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13050756
    $1,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13050756
    Bedrooms:
    5
    Bathrooms:
    4
    An outstanding opportunity to acquire a turnkey property with 4 self-contained units in the highly sought-after High Park North neighbourhood, just steps from Dundas West TTC Station. 61 Chelsea Ave has been lovingly maintained by an experienced owner, offering both stability and long-term investment appeal. Recent upgrades include vinyl flooring throughout, 200 Amp electrical panel, new furnace, AC and tankless water heaters (2), new bathrooms and kitchens, new composite decks (3), garbage pad, front and back walkways and patio, fencing, interior waterproofing, and most appliances. Current rents are at market level and investors benefit from a **strong cap rate of 4.54%**, with minimal need for repositioning.Tenants benefit from efficient floorplans and exceptional convenience, with Dundas West Subway Station just a 5-minute walk away and the UP Express only a 7-minute walk away, allowing for quick access to both downtown and Pearson Airport. The property is also just minutes from High Park, offering expansive green space, trails, and recreational amenities.Located near the vibrant Roncesvalles Village, residents enjoy easy access to some of the city's best cafés, restaurants, and boutique shops-enhancing the overall lifestyle appeal and supporting strong rental demand.A turnkey asset in a premier location, 61 Chelsea Ave presents a compelling opportunity for investors seeking stable income, strong fundamentals, and enduring rental demand in one of Toronto's most desirable communities. More details
    Listed by ROYAL LEPAGE TERREQUITY BESPOKE REALTY
    Sidorova Inwood Real Estate Team
  • 36 Humberside Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13026990

    36 Humberside Avenue High Park North Toronto M6P 1J7
    Main Photo: 36 Humberside Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13026990
    $2,350,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13026990
    Bedrooms:
    6
    Bathrooms:
    6
    A rare offering in the heart of High Park North, where thoughtful design, income potential, and prime west-end living come together in one exceptional residence. Rebuilt with permits in 2021, this legal duplex with a separate in-law suite offers nearly 3,000 sq ft of beautifully finished living space across four levels. A turnkey opportunity for investors, multigenerational families, or end users seeking flexibility without compromise. The home has been transformed with a refined modern aesthetic, featuring open-concept principal rooms, hardwood floors, pot lights, quartz countertops, stainless steel appliances, and six well-appointed bathrooms throughout. The main level presents a stylish 2-bedroom suite with a gas fireplace, designer kitchen, breakfast bar, and walk-out to a multi-level deck and fully fenced backyard. The second floor offers an expansive 1,590 sq ft 3-bedroom layout with generous prep space in the kitchen, walk out to a private balcony and a top-floor primary retreat complete with a 3-piece ensuite. The lower level adds a fully self-contained suite with a separate entrance, ideal for extended family or supplementary income. Positioned on a quiet, tree-lined street in one of Toronto's most coveted neighbourhoods, just moments to High Park, Bloor West Village, and the shops, cafés, and restaurants of Roncesvalles.A fully renovated, income-generating property in one of the city's most enduring and desirable communities. More details
    Listed by REVEL REALTY INC.
    Sidorova Inwood Real Estate Team
  • 24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12966696

    24 Indian Road Crescent High Park North Toronto M6P 2G1
    Main Photo: 24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W12966696
    $1,649,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12966696
    Bedrooms:
    4
    Bathrooms:
    4
    Incredible investment opportunity!!! Fabulous two-storey fourplex available for sale on a quiet tree-lined family-friendly street just north of High Park. Four bright, charming, well-maintained 1 bedroom units, each with a large, sunny eat-in kitchen, separate light-filled living area, and 4-piece bath. Enviable, ultra-convenient west-end neighbourhood steps from subway station, TTC bus routes, and the countless shops and services of Bloor West Village and The Junction. Three units rented to long-term, stable tenants. 1 vacant unit is renovated and ready to be leased at current market value. Great opportunity for a new operator to buy and hold in a truly A+ location. More details
    Listed by KELLER WILLIAMS ADVANTAGE REALTY
    Sidorova Inwood Real Estate Team
  • 71 Gilmour Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12824034

    71 Gilmour Avenue High Park North Toronto M6P 3A8
    Main Photo: 71 Gilmour Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W12824034
    $2,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12824034
    Bedrooms:
    7
    Bathrooms:
    2
    Welcome to an elegant & distinguished 2.5-storey detached residence nestled on a quiet, tree-lined street in the heart of highly coveted High Park North. This exceptional home masterfully blends timeless character with modern versatility, offering a rare opportunity in one of Toronto's most established & cherished west-end neighbourhoods. Thoughtfully designed for both refined entertaining and comfortable family living, the home features 5 bedrooms, 2 full baths across. Sunlight pours into the principal rooms, enhancing the warmth and architectural charm. Ideal for growing families, dedicated home offices, or private retreats. A notable highlight is the separate entrance to a self-contained 1 bedroom basement suite. Whether utilized for rental income, multigenerational living, or an elegant guest quarters, this space adds functionality & long-term investment appeal. The laneway access presents an increasingly rare & compelling opportunity: the potential to construct an approx. 1,600 sq. ft. laneway residence (subject to municipal approvals). Envision a sophisticated detached dwelling, a premium income-generating property, or a custom-built space designed to elevate overall estate value. Just moments from the 400+ acres of High Park's scenic trails, gardens, sports facilities, & year-round recreation, residents enjoy an extraordinary balance of urban energy & natural serenity. Bloor West Village and The Junction are nearby, offering boutique shops, charming cafés, acclaimed dining, & everyday conveniences. Seamless transit connections, including subway access, UP Express, provide efficient travel throughout the city and direct access to Pearson International Airport.Surrounded by respected schools & a strong sense of community. This long-term investment in lifestyle, flexibility & future potential is a rare offering that delivers comfort, income opportunities & expansion possibilities, all within one of Toronto's most enduring and prestigious neighbourhoods. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    Sidorova Inwood Real Estate Team
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Data was last updated May 27, 2026 at 06:15 PM (UTC)
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