High Park
About High Park
If there were ever a testament to the power of green space, the community around High Park would be it. With Bloor West Village to the west and glorious High Park right in the middle, this in-demand neighbourhood attracts an eclectic and respectful mix of families, couples, and empty-nesters. Quieter than Bloor West Village and considerably more central, High Park is in the enviable position of feeling like somewhere else while still being incredibly central. Broad lawns and distinct brick houses line the winding roads that surround the park. There are some great schools in the area as well, a huge plus for families.
Who Lives Here
There’s a little bit of everything in this leafy locale. From double income families with kids, to empty-nesters, to single or coupled professionals who just want to live near the park.
What's Great About It?
Beautiful walks, steps from the park, and respectful, friendly neighbours. You’re also steps to the TTC, and in an ideally central location.
Schools
There are a ton of great schools to choose from in this neighbourhood including:
Homes for sale in High Park
Looking for listings in High Park for sale? You’re only seeing some of the listings available here. To see them all, just click the ‘Signup’ or ‘Login’ links below.
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270 Indian Road in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13566182
270 Indian Road Toronto M6R 2X2 
$6,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13566182
- Bedrooms:
- 5
- Bathrooms:
- 7
Is this the largest residential lot in High Park? Welcome home to 270 Indian Road, an exceptional estate property set on an extraordinary 0.56-acre (24,000 sq. ft.) L-shaped lot in one of Toronto's most sought-after neighbourhoods. The home offers 4 Bedrooms, 7 Bathrooms and 5,968 sq. ft. of living space. Originally built in 1924 for William G. Harris, founder of Canada Metal Co., and designed by the esteemed F.S. Mallory. The exterior boasts a timeless slate roof, copper downspouts, decorative patterned glass, and distinctive brick chimneys, culminating in an iconic façade that embodies enduring elegance and architectural distinction. A comprehensive, no-expense-spared renovation of the highest calibre was completed preserving the home's character while elevating it for modern living. Step inside where a grand reception hall welcomes you with handcrafted millwork, a soaring barrel-vaulted ceiling and quarter sawn oak floors throughout all levels. An exquisite chef's kitchen with bespoke cabinetry, an oversized center island, and an inviting family room overlooking the estate grounds. A collection of elegant rooms including a richly paneled formal dining room, sophisticated living room, distinguished library, executive office and designer powder room. On the upper floor the serene primary bedroom offers two ensuite bathrooms and two luxurious walk-in closets for the ultimate comfort. The additional three bedrooms are generously sized, each complete with their own private ensuite. The lower level is designed as an extension of the home's living space, featuring 8-foot ceilings, a games area, hobby room, wine cellar and a private guest suite with a full bathroom. The backyard is a private garden estate with mature trees, an art studio, a 3-bay heated garage that doubles as an entertainment lounge complete with a bar, projector and nightclub lighting. The backyard offers remarkable privacy, truly a property that must be seen to be believed. Furniture Negotiable. More detailsListed by VALERY REAL ESTATE INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
62 Indian Grove in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13753446
62 Indian Grove Toronto M6R 2Y4 OPEN HOUSE: Sep 20, 202601:00 PM - 03:00 PM EDTOpen House on Sunday, September 20, 2026 1:00PM - 3:00PM
$4,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13753446
- Bedrooms:
- 6
- Bathrooms:
- 6
A rare architectural crown jewel in coveted High Park-Swansea! This magnificent Century Estate (circa 1920) seamlessly pairs historic elegance with unrivalled modern versatility. Boasting an impressive 4,636 sq ft of above-ground living space in the main home and a 1590sqft self contained finished basement apartment. Adding incredible value is a separate, 958 sq ft 1-bedroom coach house-perfect as a premium guest house, legal rental, or creative studio. The main residence showcases master craftsmanship with original wood wainscoting, dramatic coffered ceilings, 5 gas fireplaces, and exquisite leaded glass windows. Situated on a deep, premium 52 x 156 ft lot, the property features a double private driveway and a detached 2-car garage. Designed with an adaptable footprint, this estate offers limitless potential: use it as a grand single-family home, an expansive multi-generational compound, a luxurious triplex, or a high-end investment asset. Complete with multi-tiered terraces, professional landscaping, and unmatched scale steps from the gates of High Park. Don't miss this amazing opportunity. More detailsListed by REMAX YOUR COMMUNITY REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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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
$4,999,000Residential 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- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
188-190 Westminster Avenue in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13758820
188-190 Westminster Avenue Toronto M6R 1P1
$3,950,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13758820
- Bedrooms:
- 7
- Bathrooms:
- 7
Welcome to luxury legal duplex at 188 & 190 Westminster Avenue, ideally located in High Park-Swansea, directly across from access to beautiful High Park. Conveniently located close to the shops, restaurants, cafés, excellent schools, the lake, downtown Toronto, subway, Gardiner Expressway, QEW and Lakeshore Boulevard. Completely rebuilt in 2019 with high-quality construction and luxury finishes. Both units feature rift-cut oak hardwood floors, custom solid-wood doors, pot lights throughout, custom-built kitchens with quartz countertops and backsplash, center islands, built-in cabinetry, and high-end Wolf and Sub-Zero appliances. Spray foam insulation and enhanced soundproofing provide added comfort and privacy.188 Westminster Avenue features a private entrance on the main floor and extends across the second and third floors, offering 3 bedrooms plus a den. A private elevator serves the main unit. The luxurious primary bedroom features a custom-made closet and 5-piece ensuite. The den features: French doors, a high ceiling, large window. The third floor offers 2 bright bedrooms, a separate laundry room, skylights, and access to two private terraces, front and rear, with a BBQ.190 Westminster Avenue offers a bright main-floor unit with 2 bedrooms and 2 washrooms, an open-concept living and dining area with a walkout to the deck. The primary bedroom features a custom-made closet and 4-piece ensuite. The finished basement guest suite offers 2 additional bedrooms, 2 washrooms, a recreation area and ductless air conditioning .Additional features include heated floors, three separate laundry areas, a two-car garage, private fenced backyard, rear patio with BBQ, outdoor seating areas with fire pit, separate hydro and gas meters, tankless water heaters and independent air-circulation systems. A rare opportunity to own a completely rebuilt luxury legal duplex with exceptional indoor and outdoor living spaces. More detailsListed by THE DIAMOND REALTY INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
260 Indian Road in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13782378
260 Indian Road Toronto M6R 2X2 OPEN HOUSE: Sep 19, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, September 19, 2026 2:00PM - 4:00PMOPEN HOUSE: Sep 20, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 20, 2026 2:00PM - 4:00PM
$2,998,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13782378
- Bedrooms:
- 6
- Bathrooms:
- 5
Stately fully renovated 3-storey home on coveted Indian Rd in prime High Park, set on an exceptionally rare 198-ft professionally landscaped lot. Offering 5+1 bedrms & 5 bathrms, this distinguished home seamlessly blends timeless 1900s character w/luxurious modern upgrades.Recently renovated main & second levels showcase original leaded glass windows,rich wainscoting,hardwood flrs,pot lights & elegant architectural detailing throughout.A grand foyer welcomes you into the formal living rm with wood-burning fireplace,bay window & classic millwork. Expansive open-concept dining, family & gourmet kitchen is designed for exceptional entertaining,highlighted by a spectacular custom leaded & stained-glass feature window.The chef's kitchen features premium quartzite countertops, oversized island w/breakfast bar, designer cabinetry, stainless steel appl,, Wolf gas range w/ grill & multiple walk-outs to the spectacular backyrd.The professionally landscaped west-facing oasis features an irrigation system,multi-level composite deck, mature hydrangeas, manicured boxwoods, drainage-designed turf, elegant fountains, one-third basketball court, and winter skating rink.Outstanding curb appeal is complemented by a private driveway & legal front pad parking.2nd flr offers three spacious bedrms, 2 bathrms & convenient laundry. The luxurious primary retreat includes a walk-in closet w/custom built-ins & a spa-inspired ensuite w/heated marble flrs,marble walls & an oversized glass shower. beautifully appointed family bath features heated marble flrs & an air-jet soaker tub.The versatile 3rd flr is fully self-contained w/2 bedrms, an office/living area,separate entrance, kitchen w/laundry, 4-piece bath & oversized sliding doors opening to rooftop & treetop views-ideal as a nanny or in-law suite or future primary retreat.Finished bsmnt w/separate entrance includes a recreation rm/gym,office,bedrm, 4-piece bath & utility/laundry rm. A rare offering on one of High Park's most iconic streets. More detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
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491 PARKSIDE Drive in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13529384
491 PARKSIDE Drive Toronto M6R 2Z9
$2,949,000Residential 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. More detailsListed by CENTURY 21 FINE LIVING REALTY INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
244 Indian Road in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13790890
244 Indian Road Toronto M6R 2W9
$2,540,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13790890
- Bedrooms:
- 10
- Bathrooms:
- 8
Exceptional investment opportunity! Legal detached 4-plex plus a legal non-conforming basement apartment offering over 6,700 sq. ft. of living space in the heart of High Park. Fully tenanted with separate hydro meters and an outstanding tenant community. Each unit features its own private walkout deck overlooking mature greenery. Lifetime slate roof, two private driveways (Indian Rd. & Howard Park Ave.), legal parking for 3 with space for 10+ vehicles. Minutes to High Park, Sunnyside Beach, the Martin Goodman Trail, Bloor West Village, TTC, and major highways. Ideal for investors, owner-occupiers, or future single-family conversion. More detailsListed by ROYAL LEPAGE URBAN REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
173 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13751152
173 High Park Avenue Toronto M6P 2S3 OPEN HOUSE: Sep 20, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 20, 2026 2:00PM - 4:00PM
$2,449,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13751152
- Bedrooms:
- 5
- Bathrooms:
- 5
Executive Living on One of High Park's Most Coveted Streets-High Park Avenue truly stands apart. This exceptional home perfectly blends timeless old-world character with the modern space and functionality of a substantial rear addition-creating the best of both worlds. Beautiful wood details lead you through the formal living/dining rooms and into an expansive rear family room, thoughtfully designed for everyday living and effortless entertaining. The layout is as practical as it is impressive. An elevated eat-in breakfast area surrounded by windows brings in an abundance of natural light, creating the perfect spot for morning coffee or casual family meals. The renovated kitchen offers an abundance of cabinetry and storage, along with a clever separate working area tucked away from guests. Then there's the space-two, three or even four children? No problem.The upper floors have been designed with a growing family in mind, offering bedrooms and flexible spaces that can evolve as your needs change. Have a smaller family-the additional rooms make wonderful home offices, guest bedrooms or creative spaces. The possibilities are endless. When it's time to escape, retreat to your private primary suite, a true sanctuary complete with a cozy fireplace, walk-in closet, built-in makeup station and luxurious spa-inspired bathroom. Multiple bathrooms throughout the home add convenience, while the top-level room offers an abundance of natural light and endless potential as a home office, studio, reading room or private retreat.The finished basement adds another incredible layer of versatility. With its separate side entrance, kitchen, three-piece bathroom and generous living space, it is ready to become an in-law or nanny suite or additional family space.The detached garage provides even more flexibility-ideal for storage, workshop or perhaps the opportunity to create a future garden suite.Outside, the deep lot offers plenty of room for kids to play and summer BBQs to unfold! More detailsListed by RE/MAX HALLMARK REALTY LTD.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
376 Sunnyside Avenue in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13773546
376 Sunnyside Avenue Toronto M6R 2R8
$2,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13773546
- 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 detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
505 Parkside Drive in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13751916
505 Parkside Drive Toronto M6R 2Z9
$1,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13751916
- Bedrooms:
- 5
- Bathrooms:
- 4
Discover an exceptional investment opportunity in one of Toronto's most desirable west-end locations. 505 Parkside Dr is a turnkey, upgraded property with 4 self-contained units, situated directly across from High Park and steps away from Keele TTC station. This property has been meticulously maintained by an experienced owner, ensuring operational efficiency and long-term stability. Recent upgrades include newer roofing, eavestroughs, downspouts and fascia, windows and blinds, vinyl flooring, 200 Amp electrical panel, tankless water heater, sump pumps (2), radiators, interior doors, and most appliances. Current rents are at market level and investors benefit from a **strong cap rate of 4.98%**, with minimal need for repositioning.Tenants benefit from efficient floorplans, outstanding convenience, and lifestyle appeal. The property is just a 3-minute walk to Keele Subway Station and only 15 minutes to the UP Express, ensuring seamless access to downtown and beyond. Steps from the lively Roncesvalles Village, residents have access to some of the city's best cafes, restaurants, and local shops, further enhancing tenant appeal and retention.A rare opportunity to acquire a turn-key asset in a premier west-end location with stable income, strong fundamentals, and enduring demand. More detailsListed by ROYAL LEPAGE TERREQUITY BESPOKE REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
186 Grenadier Road in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13794534
186 Grenadier Road Toronto M6R 1R7
$1,799,999Residential Freehold- Status:
- Active
- MLS® Num:
- W13794534
- Bedrooms:
- 7
- Bathrooms:
- 5
Calling All Investors! Have You Thought Of Owning Your Own Multiplex? Now Is The Time! Phenomenal Location Nestled Within This Sought-After Neighbourhood. This Amazing Property Consists Of 5 Units. So Many Options With This Property For Those Who Are Seeking Investment Properties Or For Families Who Want To Convert This Property Into An Amazing Home. Metal Roof. 4 Parking Spots. Opportunity Awaits. Come See It Today. More detailsListed by CENTURY 21 REGAL REALTY INC.- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
-
355 Parkside Drive in Toronto: High Park-Swansea House for sale (Toronto W01) : MLS®# W13768692
355 Parkside Drive Toronto M6R 2Z4
$1,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13768692
- 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 story's, 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 detailsListed by CORCORAN HORIZON REALTY- Tanya Crepulja
- Keller Williams Real Estate Associates, Brokerage
- 647-293-3785
- tanya@tcteam.ca
- Steven Fontes
- Keller Williams Real Estate Associates, Brokerage
- 416-831-2161
- steve@tcteam.ca
Data was last updated September 18, 2026 at 04:15 AM (UTC)
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