High Park Homes For Sale
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579 Indian Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13128270
579 Indian Road Toronto M6P 2C3 
$2,699,000Residential 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 detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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93 Medland Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13130912
93 Medland Crescent Toronto M6P 2N3 OPEN HOUSE: May 16, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 16, 2026 2:00PM - 4:00PMOPEN HOUSE: May 17, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 17, 2026 2:00PM - 4:00PM
$1,798,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13130912
- Bedrooms:
- 4
- Bathrooms:
- 4
Live in luxury in the spectacularly renovated owner's suite while rental income from two additional units significantly offsets your mortgage! This rare, sophisticated, and meticulously maintained turnkey property represents an exceptional opportunity for savvy investors and end-users seeking a high-end "condo alternative" in one of Toronto's most coveted areas. The freshly renovated owner's suite is a true showstopper, having just undergone a stylish transformation. It features a new kitchen designed for the modern chef, complete with elegant quartz countertops, a matching backsplash, a functional pantry, and a brand-new stainless steel LG appliance suite. The open-concept living space is grounded by new engineered hardwood floors and anchored by a sleek electric fireplace, creating an atmosphere of contemporary warmth. With two beautifully renovated washrooms and high-end finishes throughout, this suite offers a level of comfort and aesthetic appeal rarely found in multi-unit dwellings. The attention to detail extends throughout the entire property, which consists of two spacious bi-level suites and a bright, fully renovated lower-level unit. Every inch of this home has been exceedingly well-maintained, ensuring a truly "plug-and-play" experience for the next owner. Outside, the property impresses with classic curb appeal framed by a timeless wrought iron fence. Outdoor living is a dream here, featuring 2 private decks and a secluded patio that provide a peaceful sanctuary for relaxing or entertaining. Functionality meets lifestyle with the inclusion of two rare parking spaces and a location that is second to none. You are just steps away from the subway, the trendy shops of Bloor Street, and the eclectic vibe of the Junction. For nature lovers, enjoy High Park's lush trails and expansive greenspace. Combining elegance and exceptional value, 93 Medland Crescent is a special opportunity to own a piece of High Park North and start generating income right away! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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102 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13113268
102 Gothic Avenue Toronto M6P 2V9
$1,889,000Residential 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 detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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229 Clendenan Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13113364
229 Clendenan Avenue Toronto M6P 2W9 OPEN HOUSE: May 16, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 16, 2026 2:00PM - 4:00PMOPEN HOUSE: May 17, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 17, 2026 2:00PM - 4:00PM
$985,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13113364
- Bedrooms:
- 3
- Bathrooms:
- 2
Warm and welcoming three bedroom semi-detached home that lives like a detached, perfectly situated on a family-friendly street steps to High Park, Bloor West Village, The Junction and top rated schools! With its legal front parking pad and exceptional deep and wide lot, this property has much to offer! The main level boasts an elegant living room with hardwood floor, overlooking the covered front porch and front gardens; formal dining room with adjacent sunny and functional sitting room that could also be used as an office; and family-sized eat-in kitchen with backyard access via the mudroom. The upper level includes three sizable bedrooms with hardwood floors, a generous 4-piece family bath with soaker tub, and bonus room which could be used as an office or a 2nd floor laundry room. Finished lower level with separate entrance, large recreation room (which can also be used as a fourth bedroom), storage, and attractive renovated 4-piece bath. This home enjoys excellent natural light throughout. Rounding out this offering are the plentiful outdoor spaces including the open front porch perfect for morning coffee and enjoying sunsets, and landscaped backyard with wood deck, ornamental trees, garden and plantings. Located in the coveted Runnymede P.S. and Humberside C.I. school catchments! A wonderful opportunity to move into a spacious and bright home with parking, friendly neighbours, and an ideal location steps to schools, shops, parks and the subway. More detailsListed by BABIAK TEAM REAL ESTATE BROKERAGE LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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215 Keele Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13108252
215 Keele Street Toronto M6P 2K1
$1,120,000Residential 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 detailsListed by CENTURY 21 HERITAGE GROUP LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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562 Indian Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13107652
562 Indian Road Toronto M6P 2C2
$1,599,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13107652
- Bedrooms:
- 4
- Bathrooms:
- 3
Turn-key detached home in prime High Park North, blending timeless character with thoughtful modern upgrades. Offering approximately 1,928 sq ft across three levels, including the finished lower level, this 3-bedroom, 3-bathroom home delivers exceptional space and flexibility. The main floor offers a classic yet functional layout, anchored by a renovated kitchen designed for entertaining and everyday living, seamlessly connecting to the principal living and dining spaces. Heated radiant floors in the kitchen, main bathroom, and main floor powder room provide exceptional comfort on a separate system. Upstairs, well-proportioned bedrooms offer bright, comfortable living, complemented by an updated bath. The finished lower level, with separate entrance, adds outstanding versatility with a kitchenette, additional bathroom, and flexible living space suited to extended family, guests, home office use, or other personal needs. Step outside to a private landscaped backyard retreat featuring a terrace, garden lighting, and gas line for BBQ, ideal for summer dining and entertaining. Additional features include central air, a super quiet split heating and cooling system with ceiling vents, fire and CO detectors, and tandem parking for 2 cars. Located just steps to Keele Station, High Park, and the shops, cafés, and restaurants along Bloor West and the nearby Junction, and close to sought-after schools including Humberside C.I., this home offers an exceptional blend of urban convenience and neighbourhood charm. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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13 Evelyn Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13105988
13 Evelyn Crescent Toronto M6P 3C8 OPEN HOUSE: May 16, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 16, 2026 2:00PM - 4:00PMOPEN HOUSE: May 17, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 17, 2026 2:00PM - 4:00PM
$2,278,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13105988
- Bedrooms:
- 5
- Bathrooms:
- 5
*** Visit the REALTOR website for further information about this Listing *** Location! Location! Location! This charming and heritage feature loaded 4+1 bedroom, 5 bathroom home in Upper High Park/Bloor West offers excellent access to downtown, proximity to Lake Ontario and nearby parks as well as top ranked schools and great shopping areas - all within walking distance from one of the most charming streets in the area. Distinguished by its thoroughgoing and thoughtful heritage feature focused restorations and comprehensive matching high ceiling renovations which prominently emphasize Douglas Fir Post and Beam attributes with matching Loewen Heat Smart 3 fenestration, this home reaches out thematically to both historic presence via all of its original plaster casts and living room moldings as its fully restored and enclosed stain glass as well as modern architectural objectives blend into a characteristic yet tastefully updated Canadian thematization. It has been in the same family for over sixty years and has had all of its systems fully updated and basement walls insulated and fully waterproofed. Its terrific private backyard is an oasis of calm and majestically treed while its third floor walk out re-invigorates and soothes the soul. A must see for you before it's gone! Inclusions give honorable mention to: 200 Amp electrical service with subpanels, upgraded plumbing via a 3/4 inch waterline, commercial grade hot water tank which feeds each bathroom and floor separately from a manifold, a newer roof of 40 year shingles on R.W. Grace 'Ice & Water' shield, New Central Air (heat pump), Velux skylights in each room on the top floor (insulated and new roof structure with trusses installed to maximize natural light). Core imporvements: All existing appliances, Light Fixtures, Washer, Dryer and separate 3rd floor AC. This home has a great flow and shows very well. More detailsListed by EASY LIST REALTY LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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166 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13084450
166 High Park Avenue Toronto M6P 2S4
$5,250,000Residential 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 detailsListed by KINGSWAY REAL ESTATE- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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61 Chelsea Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13050756
61 Chelsea Avenue Toronto M6P 1B9
$1,999,000Residential 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 detailsListed by ROYAL LEPAGE TERREQUITY BESPOKE REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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36 Humberside Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13026990
36 Humberside Avenue Toronto M6P 1J7
$2,350,000Residential 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 detailsListed by REVEL REALTY INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12966696
24 Indian Road Crescent Toronto M6P 2G1
$1,649,900Residential 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 detailsListed by KELLER WILLIAMS ADVANTAGE REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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71 Gilmour Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12824034
71 Gilmour Avenue Toronto M6P 3A8
$2,500,000Residential 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 detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
Data was last updated May 15, 2026 at 06:15 AM (UTC)
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