High Park Homes For Sale

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  • 178 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12864750

    178 High Park Avenue High Park North Toronto M6P 2S4
    Main Photo: 178 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12864750

    178 High Park Avenue Toronto M6P 2S4 High Park North

    $4,795,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12864750
    Bedrooms:
    10
    Bathrooms:
    6
    Want to own a piece of Toronto history? This High Park Avenue Masterpiece is your once-in-a-lifetime opportunity. Spectacular, meticulously renovated/restored late 1800s Queen Anne Victorian mansion on an oversized 55 x 200-foot lot with nearly 6500 sqft of finished space! This magnificent High Park home has been divided into six separate luxury suites, each having been thoughtfully and expertly designed. This stately property is perfect for investors, multi-family living, or both. The main-level owner's suite spans over 1,600 square feet and is straight out of a magazine with four family-sized bedrooms, a designer kitchen with wood-finished cabinetry, quartzite countertops, and high-end appliances. The above-grade units feature a medley of exceptional features including soaring ceiling heights, herringbone hardwood floors, Parisian-inspired wall panels, stunning crown mouldings, a striking winding staircase adorned with William Morris wallpaper, arches, and three exquisite period fireplaces mantels and inserts. The basement features two lofty units with high ceilings, above-grade windows, and gorgeous exposed flagstone walls. A massive 4-car garage and huge front and rear gardens boasting ample parking and outdoor space. This location is unmatched with High Park Station on TTC Line 2 and Toronto's most famous park and this street's namesake High Park both only one block away. Not to mention countless restaurants, bars, & shops along Bloor St. W. & in the nearby Junction within walking distance. Your opportunity to acquire this four bedroom owner's suite with 5 fully-rented apartments and AAA tenants. Current rents including owner's suite at a projected $240k gross annually. Property currently being sold at approx 4.5% cap rate. Impressive upside development opportunity. Must see to appreciate! Truly a RARE OFFERING! More details
    Listed by REMAX CONNECT REALTY
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 178 High Park Avenue in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W12864746

    178 High Park Avenue High Park North Toronto M6P 2S4
    Main Photo: 178 High Park Avenue in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W12864746

    178 High Park Avenue Toronto M6P 2S4 High Park North

    $4,795,000 /Other
    Commercial
    Status:
    Active
    MLS® Num:
    W12864746
    Major Bus.:
    Apts - 6 To 12 Units
    Total Area:
    6,487 sq. ft.
    Want to own a piece of Toronto history? This High Park Avenue Masterpiece is your once-in-a-lifetime opportunity. Spectacular, meticulously renovated/restored late 1800s Queen Anne Victorian mansion on an oversized 55 x 200-foot lot with nearly 6500 sqft of finished space! This magnificent High Park home has been divided into six separate luxury suites, each having been thoughtfully and expertly designed. This stately property is perfect for investors, multi-family living, or both. The main-level owner's suite spans over 1,600 square feet and is straight out of a magazine with four family-sized bedrooms, a designer kitchen with wood-finished cabinetry, quartzite countertops, and high-end appliances. The above-grade units feature a medley of exceptional features including soaring ceiling heights, herringbone hardwood floors, Parisian-inspired wall panels, stunning crown mouldings, a striking winding staircase adorned with William Morris wallpaper, arches, and three exquisite period fireplaces mantels and inserts. The basement features two lofty units with high ceilings, above-grade windows, and gorgeous exposed flagstone walls. A massive 4-car garage and huge front and rear gardens boasting ample parking and outdoor space. This location is unmatched with High Park Station on TTC Line 2 and Toronto's most famous park and this street's namesake High Park both only one block away. Not to mention countless restaurants, bars, & shops along Bloor St. W. & in the nearby Junction within walking distance. Your opportunity to acquire this four bedroom owner's suite with 5 fully-rented apartments and AAA tenants. Current rents including owner's suite at a projected $240k gross annually. Property currently being sold at approx 4.5% cap rate. Impressive upside development opportunity. Must see to appreciate! Truly a RARE OFFERING! More details
    Listed by REMAX CONNECT REALTY
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 811 1660 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W12851812

    811 1660 Bloor Street W High Park North Toronto M6P 1A8
    Main Photo: 811 1660 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W12851812

    811 1660 Bloor Street W Toronto M6P 1A8 High Park North

    $785,990
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12851812
    Bedrooms:
    2
    Bathrooms:
    2
    MOVE IN THIS SPRING! Buy a Brand New Mattamy Condo with ONLY 5% Deposit & $0 Developer Closing Costs!!! This Sun-filled N/W corner overlooks the mature tree-lined residential neighborhood, Etobicoke skyline and High Park. Nestled among Toronto's most prestigious communities, this stunning boutique residence offers the perfect blend of tranquility and connectivity. Steps-to High Park, fine dining, and top educational institutions, within a 10-minute commute to downtown and walking distance to Bloor Subway Station and Dundas GO! Amenities Include: Lobby with Executive Concierge, Co-working Space, Fireplace Lounge, Fitness Centre with Yoga Studio, Rooftop Terrace with BBQ Stations, Dining Room & Entertainment Lounge. More details
    Listed by MILBORNE REAL ESTATE INC.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 502 1660 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W12851594

    502 1660 Bloor Street W High Park North Toronto M6P 1A8
    Main Photo: 502 1660 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W12851594

    502 1660 Bloor Street W Toronto M6P 1A8 High Park North

    $1,055,990
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12851594
    Bedrooms:
    3
    Bathrooms:
    2
    Rare 3 Bedroom Corner Suite at Westbend Residences by Mattamy Homes. Own a true 3-bedroom suite with a sprawling 1092sf outdoor terrace in a highly walkable and transit-connected west Toronto location. Offering northeast-facing views over the charming High Park residential pocket, this efficient corner layout includes generous storage space and a flexible split-bedroom design. The open-concept kitchen, dining, and living area allows for relaxed entertaining, with sleek finishes and natural flow. The study nook is ideal for work-from home, and each bedroom offers privacy and versatility for families, guests, or creative use. The primary bedroom is set apart for added comfort. Enjoy elevated living with 1Valet Smart Entry, smart thermostats, Tarion Warranty protection, and individually metered hydro and water. Amenities include a rooftop yoga terrace, BBQ lounge, party rooms, co-working space, fitness centre, and retail at street level. Located just minutes to TTC Subway, UP Express & GO, and walkable to High Park, The Junction, and Roncesvalles. Own a rare 3-bedroom residence in this vibrant and evolving community, built by Canada's most trusted builder. More details
    Listed by MILBORNE REAL ESTATE INC.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 317 Runnymede Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12850956

    317 Runnymede Road High Park North Toronto M6S 2Y5
    OPEN HOUSE: Mar 14, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, March 14, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Mar 15, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, March 15, 2026 2:00PM - 4:00PM
    Main Photo: 317 Runnymede Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12850956

    317 Runnymede Road Toronto M6S 2Y5 High Park North

    $1,669,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12850956
    Bedrooms:
    4
    Bathrooms:
    2
    Well Loved By The Same Family For 48 Years! You Too May Thrive Here Longterm-3 Levels Of Bright Airy Living Space Awaiting Your Creative Input-Ideal For Those Seeking Their 'Forever' Home! Perfectly Located In The Hub Of A Family-Friendly Community, On The 'School' Side Of A Popular Street Amongst Other Beautifully Crafted Century Homes. Enjoy The Private Backyard Where Rear Neighbours Are Not Readily Noticeable-A Serene Space With Ample Room For Kids, Pets & Entertaining. Front Entrance Foyer Has A Rare Large Closet-Store Your Outdoor Gear Out Of Sight! Original Character Embodies Traditional Elegance-Classic Decorative Glass Doors Separate The Entrance Foyer & Dining Room From The Grand Over-Sized Living Room. Original Leaded Glass Accent Windows (3), Crown Molding In The Living & Dining Room, Fireplace, Exposed Wood, Dinner-Party Sized Dining Room (Ideal For Family Gatherings & Entertainment Ease!), Recently Refinished Oak Hardwood Floors. Functional Kitchen Has Added Storage Space In The Cold Room. Door To Yard Facilitates Access To BBQ! King-Size Primary, Closets In Bedrooms, Linen Storage. Sunlight Streams Thru Over-Sized Windows-A Breath Of Fresh Air! Separate Side Door Enables Entry To Basement Loaded With Potential-Note Two Storage Rooms - Wine Cellar Anyone? Ez Parking & Wide Shared Drive For Effortless Entry To The Rare Double Garage.Pleasant 5 Minute Walk To Runnymede Subway Station, 5-10 Mins To Top School Catchments Including Runnymede Jr & Sr PS, Humberside CI & More! Stroll To 400 Acre High Park, Excellent Transit Options-Up Express & GO Provide A Quick Commute To Downtown/Pearson Airport-Such A Breeze! Ensures Fast Leisure & Downtown Accessibility! Delightful Walk To All Three: The Junction, Bloor West Village & Roncy. This Spacious Cherished Home Is Perfect For A Growing Family & Checks All The Right Boxes-CreateYour Masterpiece Now Or Down The Road. This Attractive Home Brimming W/Pride-Of-Ownership Will Put A Smile On Your Face! More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12841080

    387 Kennedy Avenue High Park North Toronto M6P 3C5
    Main Photo: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12841080

    387 Kennedy Avenue Toronto M6P 3C5 High Park North

    $2,279,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12841080
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to a home that truly has it all, an unbeatable location, private drive, exceptional design, and nearly 2600 square feet of thoughtfully finished living space. Professionally designed with attention to detail, this residence showcases timeless style, modern luxury, and quality craftsmanship throughout. Situated on Kennedy Avenue within a close knit community, this home offers both presence and warmth.The main floor features bright open concept living with wide plank engineered hardwood floors throughout. A bay window fills the living room with natural light, while a fireplace creates a cozy focal point. The adjoining spacious dining room is ideal for entertaining, and the updated kitchen blends function and sophistication with in floor heating, modern appliances, and direct access to the landscaped & turf backyard.The second level offers three generously sized bedrooms, a family bathroom, and an open office area, providing flexibility for family living or working from home.The third floor addition is dedicated to a fabulous private primary retreat with soaring ceilings, ample space for a king sized bed and sitting area, two double door closets, built in cabinetry, a private balcony, and a spa inspired ensuite featuring a deep soaker tub, double vanities, and a glass shower. The lower level was completely rebuilt and underpinned to provide high ceilings and radiant heated floors. Above grade windows bring in natural light, while a spacious recreation room with wall to wall storage, three piece bathroom, modern laundry room, and functional mudroom complete this beautifully finished space. Perfectly situated in HighPark / BloorWest , enjoy tree lined streets, charming boutiques & cafés along Bloor Street W and the Junction, and easy access to High Park. Steps to the subway line with convenient connections to downtown, major highways, and Pearson Airport, this vibrant neighbourhood offers Runnymede Jnr/Snr & Humberside CI catchments & a strong sense of community. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 1664 Bloor Street in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W12836408

    1664 Bloor Street High Park North Toronto M6P 1A8
    Main Photo: 1664 Bloor Street in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W12836408

    1664 Bloor Street Toronto M6P 1A8 High Park North

    $650 /Per Sq Ft
    Commercial
    Status:
    Active
    MLS® Num:
    W12836408
    Major Bus.:
    Service Related
    Total Area:
    1,007 sq. ft.
    Westbend Condos retail units for sale. Tired of leasing, now is the time to purchase your ownunit as an investor or end user. Various sizes available, can combine 1, 2, 3 or all 4 unitsfor a total of 3200 sf. Area is gentrifying. Convenient access to High Park, nearby subwaystations, major roads. Space can be used for retail, services or office space. Be your boss andown today! More details
    Listed by THE BEHAR GROUP REALTY INC.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 1662 Bloor Street in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W12836374

    1662 Bloor Street High Park North Toronto M6P 1A8
    Main Photo: 1662 Bloor Street in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W12836374

    1662 Bloor Street Toronto M6P 1A8 High Park North

    $650 /Per Sq Ft
    Commercial
    Status:
    Active
    MLS® Num:
    W12836374
    Major Bus.:
    Service Related
    Total Area:
    802 sq. ft.
    Westbend Condos retail units for sale. Tired of leasing, now is the time to purchase your ownunit as an investor or end user. Various sizes available, can combine 1, 2, 3 or all 4 unitsfor a total of 3200 sf. Area is gentrifying. Convenient access to High Park, nearby subwaystations, major roads. Space can be used for retail, services or office space. Be your boss andown today! More details
    Listed by THE BEHAR GROUP REALTY INC.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 1666 Bloor Street in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W12836428

    1666 Bloor Street High Park North Toronto M6P 1A8
    Main Photo: 1666 Bloor Street in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W12836428

    1666 Bloor Street Toronto M6P 1A8 High Park North

    $650 /Per Sq Ft
    Commercial
    Status:
    Active
    MLS® Num:
    W12836428
    Major Bus.:
    Service Related
    Total Area:
    765 sq. ft.
    Westbend Condos retail units for sale. Tired of leasing, now is the time to purchase your ownunit as an investor or end user. Various sizes available, can combine 1, 2, 3 or all 4 unitsfor a total of 3200 sf. Area is gentrifying. Convenient access to High Park, nearby subwaystations, major roads. Space can be used for retail, services or office space. Be your boss andown today! More details
    Listed by THE BEHAR GROUP REALTY INC.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 1668 Bloor Street in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W12836448

    1668 Bloor Street High Park North Toronto M6P 1A8
    Main Photo: 1668 Bloor Street in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W12836448

    1668 Bloor Street Toronto M6P 1A8 High Park North

    $650 /Per Sq Ft
    Commercial
    Status:
    Active
    MLS® Num:
    W12836448
    Major Bus.:
    Service Related
    Total Area:
    823 sq. ft.
    Westbend Condos retail units for sale. Tired of leasing, now is the time to purchase your own unit as an investor or end user. Various sizes available, can combine 1, 2, 3 or all 4 units for a total of 3200 sf. Area is gentrifying. Convenient access to High Park, nearby subway stations, major roads. Space can be used for retail, services or office space. Be your boss andown today! More details
    Listed by THE BEHAR GROUP REALTY INC.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 71 Gilmour Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12824034

    71 Gilmour Avenue High Park North Toronto M6P 3A8
    Main Photo: 71 Gilmour Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12824034

    71 Gilmour Avenue Toronto M6P 3A8 High Park North

    $2,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12824034
    Bedrooms:
    7
    Bathrooms:
    2
    Welcome to an elegant & distinguished 2.5-storey detached residence nestled on a quiet, tree-lined street in the heart of highly coveted High Park North. This exceptional home masterfully blends timeless character with modern versatility, offering a rare opportunity in one of Toronto's most established & cherished west-end neighbourhoods. Thoughtfully designed for both refined entertaining and comfortable family living, the home features 5 bedrooms, 2 full baths across. Sunlight pours into the principal rooms, enhancing the warmth and architectural charm. Ideal for growing families, dedicated home offices, or private retreats. A notable highlight is the separate entrance to a self-contained 1 bedroom basement suite. Whether utilized for rental income, multigenerational living, or an elegant guest quarters, this space adds functionality & long-term investment appeal. The laneway access presents an increasingly rare & compelling opportunity: the potential to construct an approx. 1,600 sq. ft. laneway residence (subject to municipal approvals). Envision a sophisticated detached dwelling, a premium income-generating property, or a custom-built space designed to elevate overall estate value. Just moments from the 400+ acres of High Park's scenic trails, gardens, sports facilities, & year-round recreation, residents enjoy an extraordinary balance of urban energy & natural serenity. Bloor West Village and The Junction are nearby, offering boutique shops, charming cafés, acclaimed dining, & everyday conveniences. Seamless transit connections, including subway access, UP Express, provide efficient travel throughout the city and direct access to Pearson International Airport.Surrounded by respected schools & a strong sense of community. This long-term investment in lifestyle, flexibility & future potential is a rare offering that delivers comfort, income opportunities & expansion possibilities, all within one of Toronto's most enduring and prestigious neighbourhoods. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 2393 Dundas Street W in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W12822580

    2393 Dundas Street W High Park North Toronto M6P 1X2
    Main Photo: 2393 Dundas Street W in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W12822580

    2393 Dundas Street W Toronto M6P 1X2 High Park North

    $5,100,000 /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
    LISTING DETAILS
    Smith Proulx Real Estate Team
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Data was last updated March 11, 2026 at 01:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
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