High Park

High Park is a very sought-after neighbourhood located in Toronto’s west end. Tree-lined streets are dotted with stately Victorian, Edwardian and Tudor style homes. More recently, new condo developments have risen offering stunning views of Toronto’s largest park (High Park) to the south. The park is known for it’s Cherry Blossom’s in springtime (not to be missed), Shakespeare in the Park in the summer, beautiful gardens, walking trails, bird watching, vistas of Grenadier Pond, an off-leash dog park, a mini zoo and sports and picnic areas. There is easy access to High Park by either subway, bus or car and it’s approximately 20 minutes to downtown Toronto.

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  • 23 Riverside Crescent, Toronto

    23 Riverside Crescent High Park-Swansea Toronto M6S 1B5
    Main Photo: 23 Riverside Crescent, Toronto
    $13,800,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13096690
    Bedrooms:
    5
    Bathrooms:
    7
    Welcome to 23 Riverside Crescent, An Extraordinary Private Estate on The Humber River. This Magnificent Stone, and Tudor Residence Overlooks The Humber River And Is Located On One Of Toronto's Most Private And Coveted Streets. Set On A Rare South- And West-Facing Pie-Shaped Lot (Approx. 100 x 230 Ft) The Property Offers Exceptional Table Land And Approximately 150 Feet Of Direct River Access. Built Between 2016-2018 With Top-Tier Materials, The Residence Offers ~10,000 Sq Ft Of Luxurious Living Space Surrounded By Nature. Expansive West-Facing Windows and Cathedral Ceilings Fill The Main Floor With Natural Light And Capture Breathtaking Views. The Upper Level Features Five Spacious Bedrooms, Each With Its Own Ensuite, Including A Serene Primary Retreat With a Walk-In Closet, Fireplace And Spa-Like Bath. The Walk-Out Lower Level Is Designed For Recreation, With a Large Entertainment Area, Gym, Sauna, Indoor Hockey Rink, And Access To Terraces, Pool, And Pool House With Bath And Mini Kitchen Area. Spectacular Landscaped Grounds Include A Pool, Multiple Terraces, Fire Pit, And Pool House With Bath And Mini Kitchen. Enjoy Sunsets, River Access, Nearby Trails, And Walkability To Bloor West Village And Subway. Minutes To Downtown And The Airport. An Exceptional Property Offering Rare Privacy, Extraordinary Natural Beauty, And Unparalleled Convenience Just Minutes From The City. Perfect For Family Living And Spectacular Entertaining. Truly A Once-In-A-Lifetime Opportunity More details
    Listed by RE/MAX PROFESSIONALS INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 7 Riverside Trail, Toronto

    7 Riverside Trail High Park-Swansea Toronto M6S 1G6
    Main Photo: 7 Riverside Trail, Toronto
    $9,000,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13577952
    Bedrooms:
    6
    Bathrooms:
    5
    A magnificent stone residence, poised above the Humber - Toronto's only Canadian Heritage River - on one of the city's most coveted and private streets. On nearly an acre of ravine land at the end of a quiet Swansea court, this is a true country estate within the city: rare, secluded, and irreplaceable. Settings of this calibre are no longer created. They are simply passed, with privilege, from one steward to the next. Inside, approx. 8,000 sq ft of living space unfolds from a full-height panelled centre hall with parquet inlay. Each update has been curated with intention. Modern touches introduced seamlessly, space added thoughtfully, and not a single decision made at the expense of the home's original charm. Stately principal rooms include a board-and-batten original quarter-sawn oak fireplace room with cut-stone surround and iron strap-hinged built-ins, beamed ceilings, panelled window seats, and terracotta mosaic floors. The kitchen pairs a Viking Professional 6 burner range and twin dishwasher drawers with a wall of wood-framed windows opening into the tree canopy. The formal dining room comfortably seats ten beside French doors to a private balcony; the vaulted third floor is a retreat of its own, with gas fireplace and twin west-facing Juliet balconies framing sunsets over the river valley. Five bedrooms, 4.5 baths, multiple fireplaces, walk-out lower level. Outside: level table land with room for a pool, a curved stone lookout terrace, stone staircase entry, built-in garage, and full-home generator. Swansea - once its own village - offers a walk to Bloor West Village, High Park, top-rated schools, and two subway stations, with downtown and the airport minutes away. Nature at your doorstep, the city at your convenience - a once-in-a-lifetime offering. More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 270 Indian Road, Toronto

    270 Indian Road High Park-Swansea Toronto M6R 2X2
    Main Photo: 270 Indian Road, Toronto
    $6,750,000
    Residential 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 details
    Listed by VALERY REAL ESTATE INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 246 Riverside Drive, Toronto

    246 Riverside Drive High Park-Swansea Toronto M6S 4A9
    Main Photo: 246 Riverside Drive, Toronto
    $6,398,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13569642
    Bedrooms:
    6
    Bathrooms:
    6
    European elegance & quality collide at one of the most prestigious addresses in Toronto, Behind the gated circular drive, 246 Riverside Dr. delivers over 9,000 sq.ft. of function & sophistication, ideal for large families, blended families, or multi generational living, there is an abundance of space for everyone to live, work, entertain, relax, as well as health & wellness, all set in the most majestic setting, the 100' x 327 lot with south west views majestically perched above the Humber River, ultra rare 250 sq.ft. Boat House & dock, a nature lovers paradise, for anyone who enjoys, rowing, kayak or paddling, hard to imagine you have all of this, with the downtown core just 15 min away, as well as all the wonderful shops & restaurants of Bloor West Village, & the Subway is just a 10 min walk away, possibly the best lifestyle & location in the entire city. The expansive main floor offers an abundance of living space, whether it be for day to day living, or entertaining on a grand scale, there is enough space for even the most ambitious of needs. Formal living & dining rooms beautifully adorned with tall skirt rails & crown mouldings, magnificent great room overlooking the rear gardens & ravine, a full laundry room & ample storage complete this incredible space. The lower level is a world of its own, with multiple walkouts to the rear gardens, it doesn't feel like a basement. Grand recreation area, world class wine cellar, & your own wellness centre with home Gym, Sauna & Steam Room, all overlooking the rear gardens. A full laundry room & ample storage complete this incredible space. 246 Riverside Dr. is the most comprehensive property currently on the market, delivering on all the key factors, prestigious address, frontage, privacy, scale & luxury. More details
    Listed by HAZELTON REAL ESTATE INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 30 Dacre Crescent, Toronto

    30 Dacre Crescent High Park-Swansea Toronto M6S 2W1
    Main Photo: 30 Dacre Crescent, Toronto
    $5,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13450588
    Bedrooms:
    4
    Bathrooms:
    5
    Nestled on a quiet cul-de-sac and a rare, beautiful ravine setting, this stunning estate offers over 5,000 sq ft of luxurious living across three impeccably finished levels. Architecturally refined by Hausworks, built by Atelier Custom Homes and designed & styled by Rizo Lola Interior Design, this French inspired chateau was built with the finest curated luxurious materials. The expansive main floor offers a formal dining room, an elegant library/office and a stunning open-concept kitchen and family room at the rear. The chef's kitchen boasts Miele, Wolf & Subzero appliances, premium honed quartzite and marble countertops, stunning custom fine cabinetry, a generously sized center island, a servery and a beautiful breakfast nook surrounded by large windows overlooking the ravine. The family room is anchored by a striking fireplace with limestone mantel, expanding to an elegant sunroom with beautiful ravine views. Upstairs offers four spacious bedrooms, including a serene primary retreat with a grand walk-in closet and spa-like ensuite featuring an oversized glass shower with stunning ravine views. All bathrooms are finished with designer fixtures, elegantly selected ceramic tiling and heated floors. The lower level offers an impressive wine room, a gorgeous wet bar, a cozy rec room with an elegant fireplace and custom built-ins, oversized windows and radiant heating. a gorgeous custom wet bar with wood-detailed backsplash, built-in cabinetry, and a walk-up to the yard. A fifth bedroom or office, a full bath with steam shower and a gym area complete the space. The exterior of this stunning estate showcases custom selected aged brick combined with the timeless beauty and elegance of limestone. The outdoors have been professionally landscaped featuring cobble stone driveway with snowmelt system, custom stone patio and walkway, and an in-ground irrigation system. Close to top schools, parks, and major commuter routes, this residence offers privacy, luxury and lifestyle. More details
    Listed by RE/MAX PROFESSIONALS INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 2480 Dundas Street W, Toronto

    2480 Dundas Street W High Park North Toronto M6P 1W9
    Main Photo: 2480 Dundas Street W, Toronto
    $5,985,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    W13153376
    Major Bus.:
    Apts - 13 To 20 Units
    Total Area:
    11,937 sq. ft.
    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. More details
    Listed by EXP REALTY
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 2480 Dundas Street W, Toronto

    2480 Dundas Street W High Park North Toronto M6P 1W9
    Main Photo: 2480 Dundas Street W, Toronto
    $5,985,000
    Residential 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. More details
    Listed by EXP REALTY
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 166 High Park Avenue, Toronto

    166 High Park Avenue High Park North Toronto M6P 2S4
    Main Photo: 166 High Park Avenue, Toronto
    $4,999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13084450
    Bedrooms:
    6
    Bathrooms:
    5
    We are saying good-bye to 166 High Park Avenue. The stunning 1891 home of the Heintzman piano makers featured in the book Old Toronto Houses. This residence is now fully restored to surpass its former glory. With carved oak trims, exotic kitchen granite, luxury marble washrooms, slate/solar roof, 360 tower, copper troughs, decks, rare stained-glass windows, chandeliers, 7 fireplaces, solarium, theatre, bar, gym, wine cellar and heated herringbone hardwood floors, its 7-car parking & coach house sit on a 60 X 200 forested lot. Top floor features one of a kind nanny suite with a private entrance and spacious deck. Walking distance to subway station, High Park and Bloor West Village to enjoy all the entertainment and fine dining. Coach House is fully equipped with an alley kitchen and one 3pc bathroom. More details
    Listed by KINGSWAY REAL ESTATE
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 187 Ellis Avenue, Toronto

    187 Ellis Avenue High Park-Swansea Toronto M6S 2X4
    Main Photo: 187 Ellis Avenue, Toronto
    $4,988,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13233364
    Bedrooms:
    5
    Bathrooms:
    4
    A spectacular and seldom-offered ravine property, 187 Ellis Avenue presents a once-in-a-generation opportunity to own one of Toronto's most coveted and private parcels of land. Located on the shores of Grenadier Pond with sweeping views of High Park's ancient canopy, this extraordinary property offers the rare sensation of a wooded countryside retreat - mere minutes from the very heart of the city.The exceptional lot spans 70 feet in width and an impressive 512.5 feet in depth, encompassing 0.82 acres of lush ravine land. Whether envisioned as the site of a masterfully designed bespoke residence or a lovingly restored character home, the potential here is unparalleled.The existing home unfolds across three levels totalling 4,215 square feet, offering four generously proportioned bedrooms and three-and-a-half bathrooms. A two-car garage with attached workshop adds exceptional utility, complemented by two additional driveway spaces. The ravine setting ensures a degree of seclusion rarely achieved on a Toronto residential lot, with mature trees providing a natural privacy screen.Situated in the prestigious Swansea neighbourhood, this address places residents within walking distance of the Bloor West Village's celebrated shops and restaurants and top-rated schools including Swansea PS and Humberside Collegiate. Convenient access to the Gardiner and Bloor subway line ensures effortless connectivity to downtown, the airport and beyond. Renovate to your exacting standards or build the residence you have always envisioned. Properties of this magnitude, in this location, simply do not come to market. 187 Ellis Avenue is not merely a listing - it is a legacy. More details
    Listed by BABIAK TEAM REAL ESTATE BROKERAGE LTD.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 59 High Park Boulevard, Toronto

    59 High Park Boulevard High Park-Swansea Toronto M6R 1M9
    Main Photo: 59 High Park Boulevard, Toronto
    $4,695,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13503632
    Bedrooms:
    10
    Bathrooms:
    8
    A rare and versatile century home offering exceptional flexibility for both end users and investors. This impressive 3-storey residence offers over 5,000 sq. ft. of living space, with 9 bedrooms and 7 bathrooms in the main house, plus a detached 1-bedroom pool house. Currently configured as 4 separate apartments plus the pool house, the property can also be easily converted back into one expansive single-family home by reopening access to the original main staircase. For buyers seeking income potential, the home may function as 4 or 5 apartments depending on configuration. The detached pool house can remain as its own self-contained unit, or it can be incorporated into the main floor apartment to create a larger 3-bedroom main-level suite, resulting in a total of 4 separate apartments. This makes the property ideal for multi-generational living, live-in owners seeking rental income, or investors looking for a flexible asset in a highly desirable location. The home combines timeless character with thoughtful modern upgrades. Features include natural stone walkways with snow-melt heating, a high-efficiency Viessmann boiler, heat pump air conditioning in all apartments, new fencing, and a detached pool house with independent in-floor heating and gas fireplace. The backyard retreat includes a 15-foot swim spa hot tub with a 250,000 BTU pool heater, creating a unique urban oasis rarely found in homes of this scale. Wonderful Single family home, or Premium Rental Property. *For Additional Property Details Click The Brochure Icon Below* More details
    Listed by ICI SOURCE REAL ASSET SERVICES INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 59 High Park Boulevard, Toronto

    59 High Park Boulevard High Park-Swansea Toronto M6R 1M9
    Main Photo: 59 High Park Boulevard, Toronto
    $4,695,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    W13557724
    Total Area:
    5,000 sq. ft.
    59 High Park Blvd presents a rare opportunity to acquire a substantial century home with exceptional rental-income potential in one of Toronto's most desirable neighbourhoods.This impressive three-storey residence offers over 5,000 sq. ft. of living space and currently functions as a multi-unit income property. The main house is presently divided into four self-contained apartments, with a total of 9 bedrooms and 7 bathrooms, plus a detached one-bedroom pool house. The property also offers flexibility for an owner-operator or investor. The home can be maintained as a multi-unit rental property, partially owner-occupied with rental income from the remaining suites, or converted back to a single-family residence by reopening a small wall on the main floor to restore access to the original central staircase. Current Rental Configuration. Loft apartment: 1 bedroom Second-floor apartment: 2 bedrooms Main-floor apartment: 2 bedrooms Basement apartment: rented as 2 bedrooms, with 3 bedrooms available Detached pool house: 1 bedroom with exclusive hot tub access. *For Additional Property Details Click The Brochure Icon Below* More details
    Listed by ICI SOURCE REAL ASSET SERVICES INC.
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
  • 2393 Dundas Street W, Toronto

    2393 Dundas Street W High Park North Toronto M6P 1X2
    Main Photo: 2393 Dundas Street W, Toronto
    $4,600,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    W12822580
    Major Bus.:
    Church
    Total Area:
    6,773 sq. ft.
    Colliers is pleased to present the opportunity for retail/office users to acquire a vacant building within one block of Dundas West station and Bloor GO Station. Located within 200 meters of the Bloor St W/Dundas St W intersection the property is strategically located on 0.14 acres of land, providing prospective purchasers the opportunity to capitalize on the long-term land value of the location. The property comes equipped with a built-in sound system and contains 2 auditoriums with a capacity of 170 people More details
    Listed by COLLIERS
    NANCY  PIERCE  (Sales Representative)
    DAVE DUNCAN  (Sales Representative)
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Data was last updated July 27, 2026 at 02:15 PM (UTC)

High Park Schools

  • Swansea Junior & Senior Public School (JK-8)
  • Annette Street Junior & Senior Public School (JK-8)
  • High Park Alternative Junior School (JK-8)
  • Humberside Collegiate Institute (9-12)
  • Ursula Franklin Academy (9-12)
  • St. Cecilia (Catholic Elementary)
  • James Culnan (Catholic Elementary)
  • Bishop Marrocco/Thomas Merton (Catholic Secondary)
  • St. Mary’s Secondary (Catholic Secondary)

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