High Park Homes For Sale

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

    387 Kennedy Avenue High Park North Toronto M6P 3C5
    OPEN HOUSE: Mar 05, 2026
    05:50 PM - 07:00 PM EST
    Open House on Thursday, March 5, 2026 5:50PM - 7:00PM
    OPEN HOUSE: Mar 07, 2026
    02:00 PM - 04:00 PM EST
    Open House on Saturday, March 7, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Mar 08, 2026
    02:00 PM - 04:00 PM EST
    Open House on Sunday, March 8, 2026 2:00PM - 4:00PM
    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

  • 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

  • 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

  • 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

  • 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

  • 2393 Dundas Street W in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W12822348

    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®# W12822348

    2393 Dundas Street W Toronto M6P 1X2 High Park North

    $5,100,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    W12822348
    Major Bus.:
    Professional Office
    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 WS/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

  • 308 1660 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W12820968

    308 1660 Bloor Street W High Park North Toronto M6P 1A8
    Main Photo: 308 1660 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W12820968

    308 1660 Bloor Street W Toronto M6P 1A8 High Park North

    $573,990
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12820968
    Bedrooms:
    2
    Bathrooms:
    1
    Move in This Spring into a Brand New Mattamy Condo with ONLY 5% Deposit, $0 Developer Closing Costs & No Occupancy Fees!!! Introducing High Park's newest luxury address, where elevated living meets ultimate convenience! Nestled among Toronto's most prestigious neighborhoods, 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, DiningRoom, & Rooftop Entertainment Lounge set against panoramic views of Lake Ontario and Downtown Toronto Skyline! More details
    Listed by MILBORNE REAL ESTATE INC.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 124 Evelyn Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12811998

    124 Evelyn Avenue High Park North Toronto M6P 2Z5
    Main Photo: 124 Evelyn Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12811998

    124 Evelyn Avenue Toronto M6P 2Z5 High Park North

    $1,698,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12811998
    Bedrooms:
    3
    Bathrooms:
    2
    Located on a prime corner lot in sought-after High Park North, this centre hall plan is full of warmth, charm, and great curb appeal Surrounded by beautiful landscaping, This 3 bedrooms and 2 bathroom home is designed for comfortable family living in one of Toronto's most loved neighbourhoods. The main floor features hardwood flooring throughout. The living room is bright and cozy, complete with a fireplace perfect for unwinding at the end of the day. The spacious dining room overlooks the updated kitchen with granite countertops, stainless steel appliances and pot lights. Upstairs, the spacious primary bedroom offers two separate closets and many windows that fill the room with natural light. The second and third bedrooms are well-sized, each with their own closet and windows overlooking the back & front yard.The finished basement adds extra living space with a family room featuring a fireplace and built-in shelves, a generous laundry room, and a 3-piece bathroom. Step outside to your private backyard oasis - a beautifully landscaped and spacious retreat ideal for summer entertaining or gardening along with a garage and private driveway. Just a short walk to High Park, the subway, TTC, and the shops and restaurants of Bloor West Village and The Junction. Located in a close-knit, family-oriented community with great schools and green space nearby, this home offers the perfect balance of city living and neighbourhood charm! **Humberside Collegiate & Annette Street Jr & Sr P.S** More details
    Listed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 412 2495 Dundas Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W12798514

    412 2495 Dundas Street W High Park North Toronto M6P 1X4
    Main Photo: 412 2495 Dundas Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W12798514

    412 2495 Dundas Street W Toronto M6P 1X4 High Park North

    $549,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W12798514
    Bedrooms:
    2
    Bathrooms:
    1
    Opportunity knocks at 2495 Dundas St. W.! This spacious one-bedroom plus den offers incredible potential for both first time buyers and investors. Featuring an open concept layout with generous principal rooms, a separate den ideal for a home office or guest space, and large windows that fill the unit with natural light, this suite is the perfect canvas for your vision. With over 600 square feet of living space, the space offers a functional layout for both working from home and entertaining in a highly desirable location close to several amenities. Renovate to your taste or move in and enjoy as is.Situated near The Junction, you'll enjoy one of Toronto's most vibrant and walkable neighbourhoods. Steps to trendy cafés, craft breweries, local boutiques, and everyday essentials, this dynamic community blends historic charm with modern convenience. Easy access to TTC, UP Express, parks, bike trails, and nearby High Park makes commuting and weekend outings effortless. This is a rare chance to transform a well-located unit into a stylish urban retreat. Bring your creativity and unlock the full potential of this Dundas West address. More details
    Listed by REAL ESTATE HOMEWARD
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 192 Pacific Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12796890

    192 Pacific Avenue High Park North Toronto M6P 2P5
    Main Photo: 192 Pacific Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12796890

    192 Pacific Avenue Toronto M6P 2P5 High Park North

    $1,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12796890
    Bedrooms:
    6
    Bathrooms:
    3
    Welcome to 192 Pacific Avenue - a beautiful 4-bedroom home with 2,400 sq ft of above-ground living space, plus a self-contained 2-bedroom basement apartment. Situated in one of West Toronto's most desirable neighbourhoods, this home is just steps from High Park and its scenic trails, playgrounds & sports fields. It's also close to 3 lively shopping districts - The Junction, Roncesvalles, and Bloor West Village - each offering a great mix of shops, cafés, and restaurants. Families benefit from access to top-rated schools, Humberside CI & Keele Street PS. Commuters will appreciate the easy walk to the subway, GO Train, and UP Express stations. Inside, the main floor is bright and open, with 10-foot ceilings at the front and a stunning living room at the back with 17-foot cathedral ceilings, 2 skylights, and a cozy fireplace. Two walkouts lead to a large deck and a very deep, fully fenced backyard. You can also access a flexible lower-level space, separate from the apartment, that works well as a gym, TV room, or home office. The kitchen is designed for both everyday living and entertaining. It offers granite countertops, stainless steel appliances, a gas stove with a pot filler, plenty of cabinetry, and a large breakfast bar with seating for six. The main floor also includes a spacious primary bedroom with a spa-inspired bathroom, a separate laundry room, and rich hardwood floors throughout. Upstairs, you'll find 3 generously sized bedrooms, each with wall-to-wall closets. A 4-piece bathroom includes a separate soaker tub and walk-in shower. An open loft overlooks the living room and creates the perfect space for a home office, library, or reading nook. The lower-level apartment features high ceilings, 2 bedrooms, its own laundry, and a private front entrance. Use it for rental income, extended family, or in-laws. This move-in ready home offers space, flexibility, and an unbeatable location in one of Toronto's most sought-after West End communities. More details
    Listed by RE/MAX WEST REALTY INC.
    LISTING DETAILS
    Smith Proulx Real Estate Team
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Data was last updated March 4, 2026 at 04:15 AM (UTC)
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