High Park Homes For Sale

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  • 225 Oakmount Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13482800

    225 Oakmount Road High Park North Toronto M6P 3K3
    OPEN HOUSE: Jun 28, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, June 28, 2026 2:00PM - 4:00PM
    Main Photo: 225 Oakmount Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13482800

    225 Oakmount Road Toronto M6P 3K3 High Park North

    $1,595,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13482800
    Bedrooms:
    3
    Bathrooms:
    4
    Homes of this calibre seldom become available. Coveted, extensively renovated High Park beauty with garage and lower level separate entrance! An incredible offering, this detached home masterfully blends timeless character with contemporary luxury. Featuring 3 spacious beds and 4 perfectly appointed baths, this architecturally distinctive home showcases thoughtful design, soaring ceilings, and an abundance of natural light throughout. Thoughtfully curated and extensively renovated, every detail reflects intentional design, from the stunning collection of repurposed heritage windows and doors to the bespoke finishes that create warmth, texture, and personality in every space. The open-concept main floor is designed for modern living and effortless entertaining, seamlessly connecting elegant living and dining areas with a chef-inspired kitchen that serves as the heart of the home. The expansive primary retreat offers a private sanctuary complete with custom millwork, generous storage, a Victorian-inspired dressing room, and an ensuite with dramatic vaulted ceilings. Two additional bedrooms provide ample space for family, guests, or a dedicated home office space. Rich in architectural detail and craftsmanship, this one-of-a-kind property offers the perfect balance of sophistication and comfort. Outside, the private, large, fully fenced, professionally landscaped grounds with multiple seating areas create a peaceful urban oasis just moments from High Park, boutique shops, acclaimed cafés, schools, and transit. Close to Lithuania Park, complete with a tobogganing hill, baseball diamond, and playground for added recreation. With Bloor West Village, Roncesvalles Avenue, and The Junction just minutes away, residents enjoy an exceptional lifestyle defined by vibrant local shops, acclaimed dining, and a strong sense of community. This is a rare opportunity to secure your place in one of Toronto's most sought-after neighbourhoods. More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 38 Kenneth Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13482172

    38 Kenneth Avenue High Park North Toronto M6P 1H9
    Main Photo: 38 Kenneth Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13482172

    38 Kenneth Avenue Toronto M6P 1H9 High Park North

    $1,568,800
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13482172
    Bedrooms:
    4
    Bathrooms:
    3
    A rare opportunity to own a highly flexible property in one of Toronto's most beloved west-end neighbourhoods. Quietly positioned on a tree-lined street just moments from High Park, The Junction, excellent schools, parks, cafés, transit, and some of the city's best local restaurants and shops. Currently configured as a triplex, this spacious semi-detached home offers a wide range of possibilities for today's evolving Toronto market. Continue operating as an income-generating investment property (recently rented for over $7500/month), create an ideal multigenerational living setup, explore co-ownership opportunities, or easily adapt the space over time to suit your long-term needs. The upper two-storey owner's suite is filled with natural light and features multiple living spaces, an updated bathroom, ensuite laundry, and walkout access to a stunning rooftop terrace. The main floor one bedroom suite also includes ensuite laundry, while the lower level offers additional flexibility with existing infrastructure that could easily support a future kitchen installation if desired.The property has undergone extensive improvements over time, including a newer furnace, flat roof and rooftop deck all in 2022 and offers clean, functional, move-in ready spaces with exceptional long-term potential for both end users and investors alike. Generous lot depth, a welcoming front porch, shared backyard space, and parking further contribute to the property's long-term appeal. Whether you are an investor, extended family, co-purchaser, or buyer searching for a more creative approach to Toronto home ownership, opportunities offering this level of flexibility in neighbourhoods of this calibre are becoming increasingly difficult to find. Flexible west-end living with endless potential in one of Toronto's most beloved neighbourhoods. Some pictures virtually staged. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 44 Gilmour Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13479072

    44 Gilmour Avenue High Park North Toronto M6P 3A9
    OPEN HOUSE: Jun 27, 2026
    01:00 PM - 04:00 PM EDT
    Open House on Saturday, June 27, 2026 1:00PM - 4:00PM
    OPEN HOUSE: Jun 28, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, June 28, 2026 2:00PM - 4:00PM
    Main Photo: 44 Gilmour Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13479072

    44 Gilmour Avenue Toronto M6P 3A9 High Park North

    $1,379,000
    Residential 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 details
    Listed by REALOSOPHY REALTY INC.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 63 Hillsview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13472818

    63 Hillsview Avenue High Park North Toronto M6P 1J4
    OPEN HOUSE: Jun 27, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, June 27, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Jun 28, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, June 28, 2026 2:00PM - 4:00PM
    Main Photo: 63 Hillsview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13472818

    63 Hillsview Avenue Toronto M6P 1J4 High Park North

    $1,499,000
    Residential 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 details
    Listed by RE/MAX HALLMARK REALTY LTD.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 607 1638 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W13469094

    607 1638 Bloor Street W High Park North Toronto M6P 0A6
    Main Photo: 607 1638 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W13469094

    607 1638 Bloor Street W Toronto M6P 0A6 High Park North

    $449,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13469094
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to one of the most sought-after addresses along Bloor West, 1638 Bloor St W. This beautifully updated 1+1 bedroom suite offers a smart, functional layout that effortlessly balances everyday living and entertaining. The spacious den provides the perfect opportunity for a private home office or flexible second space, with enough separation to truly make it your own. Inside, you'll find contemporary finishes, floor-to-ceiling windows, and a charming double-door Juliet balcony that fills the space with natural light and fresh air. Just steps from High Park, enjoy easy access to expansive green space, scenic trails, and beautifully maintained gardens, ideal for those who love the outdoors. Before you even leave the neighbourhood, you're surrounded by a vibrant mix of cafes, restaurants, and boutique grocers, all within walking distance. The building itself offers an impressive selection of amenities, including a fitness centre, party room, and a rooftop terrace with BBQs. With Keele subway station just steps away, commuting across the city is seamless. A perfect opportunity to own in a dynamic, well-connected community that blends urban living with nature. More details
    Listed by RARE REAL ESTATE
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 503 70 High Park Avenue in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W13466280

    503 70 High Park Avenue High Park North Toronto M6P 1A1
    Main Photo: 503 70 High Park Avenue in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W13466280

    503 70 High Park Avenue Toronto M6P 1A1 High Park North

    $719,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13466280
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to this bright and spacious 2-bedroom corner suite in the highly sought-after High Park Condominiums. Offering approximately 765 sq. ft. of well designed living space, this freshly painted apartment features hardwood floors throughout, a functional kitchen with granite countertops and stainless steel appliances, and an abundance of natural light from oversized windows. The open concept living and dining area walks out to a private balcony with beautiful unobstructed North/East views - perfect for outdoor relaxation. Recent upgrades include; fresh new tiles in the bathroom shower, fans with lights in principal rooms & a Murphy bed and desk in the 2nd bedroom. A rare blend of historic charm and contemporary living, High Park Condominiums was thoughtfully developed by Daniels, incorporating the stunning Art Deco façade and lobby of the original 1928 church. Residents enjoy exceptional amenities including a fitness centre, media/theatre room, party room, and beautifully landscaped courtyard with shared BBQ area. Ideally located just steps to High Park, Bloor West Village, The Junction, Roncesvalles, shops, cafés, restaurants, schools, High Park Subway Station, TTC, and the UP Express with direct service to Union Station and Pearson Airport. Includes one parking space and one locker. A truly special opportunity to own in one of Toronto's most distinctive and desirable boutique condominium communities. More details
    Listed by ROYAL LEPAGE/J & D DIVISION
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 910 1660 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W13463952

    910 1660 Bloor Street W High Park North Toronto M6P 0C6
    Main Photo: 910 1660 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W13463952

    910 1660 Bloor Street W Toronto M6P 0C6 High Park North

    $849,990
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13463952
    Bedrooms:
    2
    Bathrooms:
    2
    Nestled between The Junction and Roncy, this 678 sq. ft. southwest facing boutique condo overlooks High Park with balcony CN Tower views. Developed by the industry-leading Mattamy Homes, modern living can't get any easier in this 1 bed + den, 2 bath condo. Enjoy tons of natural light courtesy of floor-to-ceiling windows lining 9" high ceilings, or enjoy added privacy via upgraded remote controlled automatic blinds and additional den door. Contemporary kitchen filled with indulgent upgrades: matching quartz counter-top, backsplash and centre island for a curated aesthetic, extended kitchen cabinetry for extra storage, integrated high-end luxury Fulgor Milano kitchen appliances, and a designated wine/cool beverage fridge. Cohesive, spa-like feel bathrooms feature shower and floor tiling continuity and upgraded sleek bathtub with glass shower screen. State-of-the-art living features include in-suite laundry, a smart thermostat, valet smart entry system, valet resident app with smart home technology and smart suite entry door lock. Steps to fine dining, trendy + cozy cafes, top educational institutions, ground-level retail shops, Bloor Subway Station, Dundas GO and UP Express. Richness in amenities awaits: panoramic roof top views from BBQ terraces, yoga studio, meditation deck, fitness centre, bike share room, party rooms, co-working lounge, social lounge, and pet spa. Includes 1 locker unit and upgraded underground EV parking spot with direct elevator access. Get ready to call Westbend Residences home! More details
    Listed by UNION CAPITAL REALTY
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 307 2495 Dundas Street West Street in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W13458806

    307 2495 Dundas Street West Street High Park North Toronto M6P 1X4
    Main Photo: 307 2495 Dundas Street West Street in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W13458806

    307 2495 Dundas Street West Street Toronto M6P 1X4 High Park North

    $518,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13458806
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome to Glenlake Condominiums, an exceptional, well-managed boutique building with a friendly community and prime location in High Park North. This sunfilled unit has much to offer - an airy open concept living space, spacious bedroom with large walk-in closet, parking, a locker, and a cheerful balcony with east exposure! The kitchen boasts a sizeable breakfast bar, granite counters, double sink, ample cabinet space, and stylish tile backsplash. Adjoining the kitchen is the open living/dining room with a lovely layout, oodles of natural light, and terrific balcony walkout, expanding the living space. The bedroom is bright and welcoming, with a walk-in closet much larger than many in the building. Rounding out this offering is a chic 4-piece bath, ensuite laundry, and a double coat closet. Building amenities include an outstanding newly renovated party room, gym, underground parking, visitor parking, and a terrace with barbecues. Pets permitted! Located in the wonderful West Bend neighbourhood with tree-lined streets, steps to the UP Express, Dundas West subway station, the amazing restaurants and shops of The Junction and Roncesvalles, and several parks including High Park. Impressive Walk Score of 95, Transit Score of 96, and Bike Score of 98! More details
    Listed by BABIAK TEAM REAL ESTATE BROKERAGE LTD.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 25 Wanda Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13458072

    25 Wanda Road High Park North Toronto M6P 1C4
    Main Photo: 25 Wanda Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13458072

    25 Wanda Road Toronto M6P 1C4 High Park North

    $1,499,000
    Residential 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 details
    Listed by FOX MARIN ASSOCIATES LTD.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 5 1730 Bloor Street W in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W13457866

    5 1730 Bloor Street W High Park North Toronto M6P 1B3
    Main Photo: 5 1730 Bloor Street W in Toronto: High Park North Commercial for sale (Toronto W02) : MLS®# W13457866

    5 1730 Bloor Street W Toronto M6P 1B3 High Park North

    $319,900 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    W13457866
    Major Bus.:
    Pizzeria
    Total Area:
    770 sq. ft.
    Don't miss this opportunity Profitable, Excellent, Successfully Run Pizzaville Franchise EstablishBusiness with Lots of walk. Near to Keele Subway Station With low Rent and long lease. More details
    Listed by CENTURY 21 PEOPLE`S CHOICE REALTY INC.
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 71 Gilmour Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13455866

    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®# W13455866

    71 Gilmour Avenue Toronto M6P 3A8 High Park North

    $2,350,000
    Residential 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 details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    LISTING DETAILS
    Smith Proulx Real Estate Team

  • 709 2118 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W13451210

    709 2118 Bloor Street W High Park North Toronto M6S 0A6
    Main Photo: 709 2118 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W13451210

    709 2118 Bloor Street W Toronto M6S 0A6 High Park North

    $824,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13451210
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to 2118 Bloor St West suite 709, a bright and stylish 2 bedroom, 2 bathroom condo in one of the area's most desirable buildings and neighbourhoods. Offering 800 square feet of well-planned living space, this suite features extra-high 10 foot ceilings, treetop views, and beautiful sunsets. The open-concept kitchen includes quartz counters, full-size stainless steel appliances, generous counter space, and a practical island that also works well as a dining table. The private balcony spans the full length of the suite and features a gas BBQ hookup. The primary bedroom is a comfortable size and includes two closets and a spacious 5-piece ensuite bathroom with double sinks and separate shower. The second bedroom has a built in murphy bed and offers flexibility for guests, a home office, or every day living, with a second 3-piece bathroom nearby. The building has the added appeal of a smaller, more community-minded feel, with social events and a welcoming atmosphere. Amenities include a concierge, gym, party/meeting room, and rooftop deck featuring lounge seating. There is also a gourmet BBQ station for entertaining while taking in sweeping views of High Park and Lake Ontario. The location is exceptional, directly across from High Park, and just steps to both High Park and Runnymede subway stations. Bloor West Village shops, cafés, restaurants, and everyday conveniences are also close by. This is a rare opportunity to enjoy a prestigious building in one of Toronto's most loved neighbourhoods. More details
    Listed by RE/MAX WEST REALTY INC.
    LISTING DETAILS
    Smith Proulx Real Estate Team
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Data was last updated June 25, 2026 at 06:15 AM (UTC)
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