High Park Homes For Sale
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44 Gilmour Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13479072
44 Gilmour Avenue Toronto M6P 3A9 OPEN HOUSE: Jun 27, 202601:00 PM - 04:00 PM EDTOpen House on Saturday, June 27, 2026 1:00PM - 4:00PMOPEN HOUSE: Jun 28, 202601:00 PM - 04:00 PM EDTOpen House on Sunday, June 28, 2026 1:00PM - 4:00PM
$1,379,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13479072
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to this charming to the core family home nestled on a quiet corner in High Park. Balancing its beautifully intact original floor plan with a long list of cosmetic, convenience, and mechanical upgrades, this three-bedroom, two-bathroom semi offers 1,800+ square feet of functional living space. Adorned with natural light thanks to its coveted southern exposure, the main floor boasts a newly renovated kitchen from tip-to-tail, a classic dining room, and a living area completed with a brick mantle. Upstairs the primary bed is king-sized with his + hers wardrobes w/ additional closet and large windows. Beds two + three are sized very well and include closets with bright south-facing light. The lower level features a great clearance height, space to live + work, potlights, and a renovated bathroom with steam shower. Outside is a newly fenced (and permitted!) rear yard featuring a brand-new deck, BBQ patio, grassy play area, mature trees, and raised pines....idyllic for feeling like you are getting away. One must NOT overlook the rare 2-car exclusive parking setup, including a private driveway and a newly built detached, heated garage wired w/ 240v for charging, and a direct-drive opener. Finally, behind the scenes, enjoy new windows (basement, kitchen, and second floor), a high-efficiency American Standard furnace, newer Trane AC, new duct runs to main and second floor, an upgraded 3/4-inch copper city water service line + sanitary line, new gas lines, a newly poured + painted 4-inch concrete basement floor, and a backwater valve. Located in an elite school district (Runnymede Jr/Sr, St. Cecilia, and Humberside Collegiate) and an easy walk to bakeries, cafes, and restaurants at Runnymede+Annette, Runnymede Station, Bloor West Village, The Junction, and High Park, this home absolutely delivers. More detailsListed by REALOSOPHY REALTY INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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63 Hillsview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13472818
63 Hillsview Avenue Toronto M6P 1J4 OPEN HOUSE: Jun 27, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, June 27, 2026 2:00PM - 4:00PMOPEN HOUSE: Jun 28, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, June 28, 2026 2:00PM - 4:00PM
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13472818
- Bedrooms:
- 3
- Bathrooms:
- 2
Rarely offered on one of High Park North's most coveted streets, this beautifully updated 3-bedroom, 2-bathroom semi-detached home combines timeless charm with extensive modern upgrades. Exceptional curb appeal welcomes you with a composite front porch, interlocking walkway, newer front door, and updated roofline. The private professionally landscaped backyard is a true urban retreat, featuring interlocking stone, lush perennial gardens, a stone garden bench, and pristine green space for entertaining and family enjoyment. Inside, the thoughtfully renovated main floor offers bright open-concept living and dining spaces with hardwood floors, custom built-ins, pot lights, and a beautifully designed eat-in kitchen featuring custom cabinetry, quartz countertops, premium stainless-steel appliances, abundant storage, and a breakfast bar. The second floor boasts three well-appointed bedrooms with custom built-in cabinetry and closets, new hardwood flooring, a skylight, a renovated bathroom.The professionally finished lower level provides exceptional additional living space with a recreation room, home office area, 4-piece bathroom W/rain shower, custom laundry area, and outstanding storage. Meticulously maintained and extensively improved over the years, upgrades include a custom kitchen renovation, renovated bathrooms, new windows, hardwood flooring, custom millwork and built-ins, a fully finished basement with backwater valve, professional landscaping, updated roof and skylight, new gutters and soffits, fencing, drainage improvements, retaining wall, Ideally located just steps to High Park, top-rated schools, the subway, the Junction with its shops & cafés, and Bloor West. More detailsListed by RE/MAX HALLMARK REALTY LTD.- 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®# W13455866
71 Gilmour Avenue Toronto M6P 3A8
$2,350,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13455866
- Bedrooms:
- 6
- 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 cafes, 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
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25 Wanda Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13458072
25 Wanda Road Toronto M6P 1C4
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13458072
- Bedrooms:
- 4
- Bathrooms:
- 2
On a short, quiet, & charming street in an amazing community this large & graceful historical gem seeks the next talented visionary to restore her magnitude, her grandeur, and her significance. Steeped in history, and in the same family for 70 years, now is the time to seize the opportunity before she's gone again for another generation. The strength and weightiness of these bones cannot be overstated: she is a grand dame that commands respect and demands to be brought back to prominence through special treatment, love, and care. Standing tall, level, true and proud since 1912, the stories she could tell you of the events she's been through, and the times that she has seen, would simply take your breath away. Spacious, airy, bright and gorgeous are just the beginning of the descriptors. 5 generous bedrooms over the top two floors, grand living and dining spaces, and a large private backyard all beckon for your updates and personal touches. A private drive with a garage offers the current option of 2 car parking, or the ability to reimagine that space for various options including the potential of a garden suite. Bring forth only your finest, for this property deserves only the very best for her makeover and reimagining, before she boldly steps in the future and her next chapter of life. Step forward, brave souls, and see if you feel that you are worthy to the task. If you are, you shall be rewarded greatly. More detailsListed by FOX MARIN ASSOCIATES LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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217 Humberside Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13420752
217 Humberside Avenue Toronto M6P 1K9
$2,549,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13420752
- Bedrooms:
- 5
- Bathrooms:
- 4
Stop your search-this is the one.Welcome to a truly exceptional family home where style,space and thoughtful upgrades come together in perfect harmony.This stunning three-storey residence offers 5 Bed/4 Baths and an impressive list of premium features that make it stand out from the rest.Step inside and be captivated by the spectacular living room,anchored by a striking stone feature fireplace and enhanced by elegant pocket beveled-glass doors.The formal dining room is perfect for entertaining and opens to a charming deck ideal for summer BBQs.The heart of the home is the show-stopping chef's kitchen-Featuring quartz countertops,an oversized breakfast bar, abundant cabinetry, a built-in pantry, and two dedicated workstations-perfect for homework, remote work, or family organization-this space truly has it all. Bathed in natural southern light, the kitchen overlooks the private, country-like backyard and offers a walkout to multiple decks designed for outdoor living. Retreat to the entire third floor, dedicated exclusively to a luxurious primary suite. This sanctuary features a spa-inspired 4-piece ensuite, walk-in closet, cozy reading nook/home office space-your own peaceful escape at the end of the day.The second floor is perfectly designed for family living, offering four generous bedrooms, a beautifully updated bathroom, and the convenience of second-floor laundry. Whether you need space for a growing family, guests, home offices- this home delivers flexibility and room to spare.The finished basement offers excellent potential as an in-law suite, nanny suite,recreation room, or income-generating space. With major upgrades already completed-including a newer furnace, hot water on demand,air conditioner,heated floors and premium JennAir appliances-you can move in with confidence and simply enjoy.Nestled between High Park/Bloor West/Junction-you'll enjoy easy access to top-rated schools, vibrant cafés,restaurants,shopping, parks, and excellent transit options. More detailsListed by RE/MAX HALLMARK REALTY LTD.- 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®# W13417402
24 Indian Road Crescent Toronto M6P 2G1
$1,549,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13417402
- 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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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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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
$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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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
Data was last updated June 24, 2026 at 12:15 AM (UTC)
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