High Park Homes For Sale
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17 Kennedy Park Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13238948
17 Kennedy Park Road Toronto M6P 3H2 
$2,249,999Residential Freehold- Status:
- Active
- MLS® Num:
- W13238948
- Bedrooms:
- 4
- Bathrooms:
- 4
An excellent opportunity to acquire a detached property in Toronto's desired and established High Park North area. Situated in a mature, well-connected west-end neighbourhood, this property offers long-term potential with convenient access to parks, transit, schools, local shops, Bloor West Village, High Park, Lake Ontario, and major routes. Well-suited for buyers seeking a long-term ownership opportunity in a desirable Toronto pocket. More detailsListed by FOREST HILL REAL ESTATE INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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32 Hillsview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13243046
32 Hillsview Avenue Toronto M6P 1J5 OPEN HOUSE: Jun 07, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, June 7, 2026 2:00PM - 4:00PM
$1,460,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13243046
- Bedrooms:
- 3
- Bathrooms:
- 3
*Inspection Report Available* Welcome to 32 Hillsview Ave, a long-held and lovingly maintained, 1,808 total sf, 3-storey brick semi on a quiet residential street in the heart of High Park North, one of Toronto's most desirable west-end neighbourhoods. This is a home with character, abundant natural light & possessing inherent flexibility & future possibility. Currently configured as a 2+1 bedroom, 3-bath residence with duplex-style utility, the property offers a thoughtful layout with a 2-level upper living space & a 2-level main/lower living area. Both spaces have a common front entry hallway that contains private access to each living area. An upgraded exterior staircase from the backyard to the second floor unit provides alternate entry to the upper unit. Keep the existing configuration for income potential, multi-generational living, & guest or caregiver space, or reimagine the home over time into a larger single-family residence. The house has a warm, bright feel throughout, with south, east & north window exposures creating an abundance of natural light throughout. Oak hardwood floors across 3 levels, original character & updated elements all create a unique and welcoming space. The upper living space features open-plan 2nd-floor living, dining & kitchen, a welcoming space for a quiet retreat or entertaining of friends/family. A 2nd-floor 3-piece bath and walkout to the exterior staircase to the lower garden are additional features. The 3rd floor showcases 2 bedrooms, a vintage full bath, storage cupboards, laundry niche & a ductless heating/cooling appliance. Central A/C and heating service most of the home adequately with the ductless providing a boost on the 3rd floor as needed. The main/lower living area showcases its own living, dining, kitchen, bedroom and full bath, with main floor walkout to a landscaped backyard with brick patio, garden beds, privacy fence & garden shed. The backyard leads to private 2-car parking with entry/exit via a public laneway. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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9 Fairview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13243068
9 Fairview Avenue Toronto M6P 3A2
$2,199,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13243068
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to 9 Fairview Ave - An Exceptional Opportunity In The Heart Of High Park North! This Beautiful Detached Home On A 30 Ft x 120 Ft Lot, Offers The Perfect Blend Of Lifestyle And Investment Potential. Currently Configured As Three Self-Contained Units, The Property Features A Spacious Updated Owner-Occupied Main Floor Suite, Along With Well-Appointed Tenanted Second/Third Floor And Basement Apartments Providing Immediate And Stable Rental Income. Whether You Are An Investor Seeking A Turnkey Asset, Or An End User Looking For The Perfect Family Home, This Property Delivers Outstanding Versatility And Option To Convert Back To A Single Family Residence. Pride Of Ownership Is Evident Throughout, With Bright, Modern / Updated Living Spaces With Original Details (Stained Glass, Wood Trim, Exposed Brick) And A Manicured Exterior With Abundant Curb Appeal. At The Rear Of The Property, A Double Detached Garage With One Bay Being A Rare Bonus Finished Space, Ideal For A Home Office, Studio, Gym, Or Entertainment Retreat That Connects To A Private Patio / Seating Area Equipped With A Secret Garden Wall Fountain. Situated On A Desirable Tree-Lined Street Close To Highly Desirable Humberside Collegiate, Ursula Franklin Academy, and Runnymede Public School. Only A Short Walk To High Park, TTC Subway Access, Everyday Amenities and The Best Shops, Cafes And Restaurants In Bloor West Village And The Junction. This Is A Rare Chance To Own A High-Performing/Well Maintained Income Property In One Of Toronto's Most Coveted Neighbourhoods. A Truly Unique Offering Combining Character, Flexibility, Strong Income Potential, And Exceptional Long-Term Value. More detailsListed by PROPERTY.CA INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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408 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13232928
408 Glenlake Avenue Toronto M6P 1G7
$1,470,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13232928
- 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 detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD 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®# W13237038
13 Evelyn Crescent Toronto M6P 3C8 OPEN HOUSE: Jun 06, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, June 6, 2026 2:00PM - 4:00PMOPEN HOUSE: Jun 07, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, June 7, 2026 2:00PM - 4:00PM
$2,098,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13237038
- Bedrooms:
- 5
- Bathrooms:
- 5
This Remarkable Updated & Restored Large 2.5 Storey Brick Detached Home Is Nestled On A Tree Lined Picturesque Crescent In The Heart Of High Park North & Bloor West Village. It's Preserved Original Features Combined W/ All The Modern Conveniences. Fabulous Professionally Landscaped Front Lawn Leads To The Inviting Porch & Formal Airy Foyer W/Over 9.5 Ft Ceiling With Medallion & Pot Lights.Original French Doors Open To The Living Rm With Bay Window W/Restored Leaded & Stained Glass,High Ceilings W/Crown Moulding & Plaster Casts, Pot Lights, Wood Trim & Parquet Flrs. Original Pocket Doors Open To Dining Room W/Parquet Flrs & Restored Wood Trim. Main Level Has 3pc Washrm.Updated Eat-In Kitchen Has Ceramic Flrs, Pot Lights, Stainless Steel Appl. & Custom Cabinets & Walk Thru To Sun Rm & Sundeck, Large Patio & Fully Fenced Private Oasis Professionally Landscaped Garden.Great For Entertaining. 2nd Flr Includes The Primary Bedrm W/ 4 Pc Ensuite, Hardwood Flrs & Pot Lights.It Is Combined W/An Office Area.Separate Totally Gutted Family Rm W/3 Loewen Heat Smart Large Windows,Pot Lights & Hardwood Flrs.Spacious 2nd Bedrm Has 3pc Ensuite,Newer Bay Window W/Stained Glass,Hardwood Flrs,Pot Lights & Closet. Separate Study/Office Has Huge Window W/Leaded Glass. 3rd Flr Has 2 Large Bedrms With Cathedral Beamed Ceilings & Skylights, W/Out To Large Terrace, 3 Pc Bathrm W/Laundry, Bay Window & Hardwood Flrs. 3rd Flr Has A Second Ac System With Ductless Mitsubishi Unit That Keeps Comfortable Temperatures During The Hot Summer. This Home Has Reno & Underpinned 1 Bedrm Basement In-law Suite With Separate Entrance & Updated Kitchen W/Arborite Counters & Above Grade Windows, Many Pot Lights, Ensuite Laundry, Updated Spa Like 4 Pc Bathrm W/Marble & Jacuzzi. It Has Newer Drain, Plumbing, Electrical 200 Amp Service All Newer Windows And Skylights. More detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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178 Oakmount Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13227922
178 Oakmount Road Toronto M6P 2M9 OPEN HOUSE: Jun 06, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, June 6, 2026 2:00PM - 4:00PMOPEN HOUSE: Jun 07, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, June 7, 2026 2:00PM - 4:00PM
$2,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13227922
- Bedrooms:
- 4
- Bathrooms:
- 4
Rarely does a property of this calibre come to market in one of Toronto's most sought-after west end communities. 178 Oakmount Road is an impressive detached residence - two full storeys with a private loft retreat off the primary bedroom- set on a generous 25x150 foot lot in the heart of High Park North, a neighbourhood celebrated for its walkability, exceptional schools, and unparalleled access to green space and urban amenities. The home offers a well-appointed interior across three levels, featuring 3 bedrooms, 3 full bathrooms, and a main floor powder room, wood-burning fireplace, sauna, central vacuum, central air conditioning, EV service line, all-new kitchen appliances and more. The finished lower level - currently configured for recreation and entertaining- offers a private walk-out and separate entrance, presenting equally compelling potential for multigenerational living or supplementary rental income. The backyard has been thoughtfully developed to include a large private deck, in-ground pool, and gazebo, composing an outdoor environment of genuine distinction. Positioned directly across from Lithuania Park - affording residents the rare luxury of an expansive secondary green space complete with a tobogganing hill, baseball diamond & playground - and within walking distance of both Keele and High Park subway stations, the property offers effortless connectivity across the city. Keele Street Public School and Humberside Collegiate Institute serve the area's families with distinction, while Bloor West Village, Roncesvalles Avenue, and the Junction collectively deliver an exceptional standard of daily living. More detailsListed by RE/MAX PROFESSIONALS INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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62 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13187552
62 Indian Road Crescent Toronto M6P 2G1
$1,500,000Residential 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 detailsListed by KW Living Realty- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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36 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13152994
36 Gothic Avenue Toronto M6P 2V9
$1,658,000Residential 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 detailsListed by RE/MAX PROFESSIONALS INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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2480 Dundas Street W in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13153412
2480 Dundas Street W Toronto M6P 1W9
$5,985,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13153412
- Bedrooms:
- 18
- Bathrooms:
- 15
14 Live/Work Unit Investment Property in High Park North. Prime High Park North location. Offered at $5,985,000, 2480 Dundas Street West is a substantially renovated income-generating property featuring 14 unique live/work hard loft studios plus rooftop signage income. The property offers a 6.15% cap rate, gross income of $447,112.56, and net income of $368,120. Renovated throughout with strong character, the building includes exposed brick, large wood beams, approximately 12-foot ceilings, triple-glazed windows, wood flooring, a high-efficiency furnace, separate hydro meters, and individual hot water tanks. Most units include en-suite laundry. Ideally located near Bloor & Dundas, Union Pearson Express, Dundas West Subway Station, Bloor GO Station, Bloor West Village, The Junction, and High Park. Strong tenant profile, high-demand location, and easy-to-manage building. Full financial and property information package available upon request. More detailsListed by EXP REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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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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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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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
Data was last updated June 5, 2026 at 09:15 PM (UTC)
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