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Homes for Sale High Park Toronto – Urban Living Near Nature

Looking for homes for sale in High Park Toronto? This west-end neighbourhood blends tree-lined streets, charming architecture, and unmatched proximity to nature, transit, and downtown convenience.

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  • 54 Maher Avenue in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W12899564

    54 Maher Avenue Runnymede-Bloor West Village Toronto M6P 1G6
    Main Photo: 54 Maher Avenue in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W12899564

    54 Maher Avenue Toronto M6P 1G6 Runnymede-Bloor West Village

    $899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12899564
    Bedrooms:
    5
    Bathrooms:
    3
    Introducing this bright and spacious semi-detached home walking distance to Bloor West Village and High Park! The property features an addition at the back and two parking spaces located off the laneway. Thoughtfully designed open concept layout with skylights that fill the home with natural light, high ceilings, crown moulding on the first and second floors, pot lights on the main floor and freshly painted throughout! The main floor offers a functional three bedroom layout, while the basement features a separate two bedroom unit. Exceptional income potential with two self-contained units featuring separate meters, two kitchens and two laundry areas. Walk-up basement offers added living space and versatility! Enjoy a private fenced backyard with covered patio-perfect for entertaining-along with a generous sized yard situated on a quiet street! Unbeatable location just steps to Runnymede subway station, Bloor West Village shops, schools, parks and transit. Recently replaced roof shingles and ample storage throughout! More details
    Listed by ROYAL TEAM REALTY INC.
    LISTING DETAILS
    DARYL KING

  • 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12872866

    387 Kennedy Avenue High Park North Toronto M6P 3C5
    OPEN HOUSE: Mar 29, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, March 29, 2026 2:00PM - 4:00PM
    Main Photo: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12872866

    387 Kennedy Avenue Toronto M6P 3C5 High Park North

    $2,489,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12872866
    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
    DARYL KING

  • 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
    DARYL KING

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

    317 Runnymede Road High Park North Toronto M6S 2Y5
    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
    DARYL KING

  • 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
    DARYL KING

  • 215 Keele Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12717054

    215 Keele Street High Park North Toronto M6P 2K1
    Main Photo: 215 Keele Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12717054

    215 Keele Street Toronto M6P 2K1 High Park North

    $1,199,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12717054
    Bedrooms:
    6
    Bathrooms:
    3
    Fantastic Opportunity For Investors And End-Users Alike! Just One Block From Bloor St West And The Subway!!! Whether For Personal Use, Multi-Generational Living, Or Investment, This Property Delivers Location, Functionality, And Income Potential In One Complete Package. This Well-Maintained Originally Four Bedroom Home Features Extra Kitchen On Upper Level Now Which Can Be Easily Converted Back, Three Wrms And A Legal Basement Apartment. Recent Improvements Include All New Windows, A Renovated Main-Floor Kitchen, Two Renovated Bathrooms, And A New 200-amp Electrical Panel. Excellent Transit With Nearby TTC Subway Connections. Enjoy Countless Restaurants, Bars, & Shops Along Bloor St. Close Proximity To Majestic High Park With Many Beautiful Trails. More details
    Listed by CENTURY 21 HERITAGE GROUP LTD.
    LISTING DETAILS
    DARYL KING

  • 24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12629618

    24 Indian Road Crescent High Park North Toronto M6P 2G1
    Main Photo: 24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12629618

    24 Indian Road Crescent Toronto M6P 2G1 High Park North

    $1,749,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12629618
    Bedrooms:
    4
    Bathrooms:
    4
    Incredible investment opportunity!!! Fabulous two-storey fourplex available for sale on a quiet tree-lined family-friendly street just north of High Park. Four bright, charming, well-maintained 1 bedroom units, each with a large, sunny eat-in kitchen, separate light-filled living area, and 4-piece bath. Enviable, ultra-convenient west-end neighbourhood steps from subway station, TTC bus routes, and the countless shops and services of Bloor West Village and The Junction. Three units rented to long-term, stable tenants. 1 vacant unit is renovated and ready to be leased at current market value. Great opportunity for a new operator to buy and hold in a truly A+ location. More details
    Listed by KELLER WILLIAMS ADVANTAGE REALTY
    LISTING DETAILS
    DARYL KING
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Data was last updated March 28, 2026 at 02:15 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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Why Buyers Love the High Park Toronto Real Estate Market

• Steps from High Park’s 400 acres of green space and walking trails
• Quick access to Line 2 subway, UP Express, and major bike lanes
• Diverse architecture: Victorian, Edwardian, and modern infill
• Top-rated schools and walkable to Roncesvalles or The Junction
• Quiet, family-friendly atmosphere close to downtown

What to Expect in High Park Toronto Homes

Explore the variety of High Park homes for sale, with standout features like:

• Detached or semi-detached homes with 3+ bedrooms
• Hardwood flooring, original fireplaces, and stained glass accents
• Renovated kitchens, updated electrical, and HVAC systems
• Private yards, laneway access, and finished basement suites

Neighbourhood Highlights Around High Park

High Park offers a rare blend of nature and city life. The park itself spans over 400 acres with trails, sports facilities, gardens, and even a small zoo. Steps away, Bloor West Village and The Junction offer local cafés, bookstores, restaurants, and independent boutiques. With three nearby subway stations, Keele, High Park, and Dundas West, plus access to the UP Express, commuting is effortless. Seasonal festivals, farmers’ markets, and highly rated schools round out the family-friendly, community-driven vibe.

Explore More GTA Homes:

Each link provides updated listings and expert insights.

FAQs – Homes for Sale High Park Toronto

1. What’s the average price of a home in High Park?
Prices typically start at $1.5M for semis and $2M+ for detached homes, depending on lot size and updates.

2. Are there any new builds or modern homes in High Park?
Yes. While much of the housing stock is historic, newer custom homes and modern infill properties are available.

3. Is High Park a good area for families?
Absolutely. The area is known for its safety, top schools, parks, and sense of community.

4. What’s the commute like from High Park to downtown Toronto?
Riding the subway from Keele or High Park Station gets you downtown in under 20 minutes.

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