High Park Real Estate Homes & Condos in Toronto’s Green Oasis

High Park is Toronto’s largest public park and one of the city’s most desirable neighbourhoods. Known for its lush greenery, historic homes, and family-friendly vibe, High Park offers a rare balance of nature and urban living.

Residents enjoy year-round activities—picnics, playgrounds, tennis, and the famous cherry blossoms in spring. With Bloor West Village and The Junction nearby, you’ll find artisanal bakeries, boutique shops, and some of the city’s best dining.

Real Estate in High Park

  • Detached and semi-detached homes with character and charm

  • Spacious condos and townhomes near Bloor Street

  • Premium properties with direct park access

Why Buy Here?

  • Perfect mix of tranquility and convenience

  • Strong schools and family-oriented amenities

  • Easy subway access via High Park & Keele stations

👉 Ready to explore High Park real estate? Book a consultation with our Toronto experts today.

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  • 576 Gladstone Avenue in Toronto: Dovercourt-Wallace Emerson-Junction House for sale (Toronto W02) : MLS®# W13027028

    576 Gladstone Avenue Dovercourt-Wallace Emerson-Junction Toronto M6H 3J2
    Main Photo: 576 Gladstone Avenue in Toronto: Dovercourt-Wallace Emerson-Junction House for sale (Toronto W02) : MLS®# W13027028

    576 Gladstone Avenue Toronto M6H 3J2 Dovercourt-Wallace Emerson-Junction

    $699,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13027028
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to Gladstone Ave - ideally situated on a quiet, tree-lined one-way street in the heart of Toronto's vibrant west end. From the inviting covered front porch to the functional interior layout and deep backyard, this home offers a warm living environment with exceptional potential.This charming end-unit townhouse is currently configured as three self-contained units, yet can be easily converted back into a single-family residence. It presents a fantastic opportunity for first-time buyers, investors, or end-users looking to expand and customize over time.The main level features a bright and airy living space with a large front-facing window overlooking the porch. The kitchen offers a practical eat-in layout with ample cabinetry and workspace, seamlessly connecting to a sun-filled dining area with a walk-out to the rear deck. The deep backyard offering abundant outdoor space, greenery, and a storage shed-ideal for entertaining, gardening, or future expansion. Three bathrooms including that ever rare downtown main floor 4PC bathroom. The second floor includes well-proportioned bedrooms with natural light, a family bathroom, and additional storage space. The primary bedroom is spacious and functional, offering generous closet capacity.The lower level provides a self-contained living space complete with a kitchen, bedroom, bathroom, and a separate walk-out to the backyard-ideal for multi-generational living or potential rental income.9 feet ceilings on the main floor. Unbeatable location just steps to Dufferin subway station, and within walking distance to the shops, cafés, and restaurants along Bloor Street and Geary Avenue. Surrounded by excellent amenities including Gladstone Public Library, Dufferin Mall, Bloor Collegiate Institute, Dufferin Grove Park, and the Wallace-Emerson Community Centre with pool.A rare opportunity offering character, flexibility, and tremendous upside in a highly desirable neighbourhood - not to be missed! More details
    Listed by RE/MAX EXCEL REALTY LTD.
    LISTING DETAILS

  • 703 Willard Avenue in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W12767680

    703 Willard Avenue Runnymede-Bloor West Village Toronto M6S 3S7
    Main Photo: 703 Willard Avenue in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W12767680

    703 Willard Avenue Toronto M6S 3S7 Runnymede-Bloor West Village

    $749,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12767680
    Bedrooms:
    1
    Bathrooms:
    1
    ***ATTENTION ALL BUILDERS***This house Comes With DRAWINGS for a 2 Stories, 3+1 Bedrooms with 4 Bathrooms. Building PERMITS have been submitted. Terrific opportunity For Renovators, Investors, Contractors. This Detached Bungalow is located In the highly saught after neighborhood of Bloor West Village, comes with a shared driveway and lots of potentials! Build Or Renovate To Suit Your Needs. Property To Be Sold In 'As Is, Where is'. Very Convenient Location Near Ttc, Many Shops And Restaurants On Dundas.Just South Of Tim Hortons. Surrounded By Many Good Schools And Parks. Easy Stroll To Vibrant And Hip Junctions. More details
    Listed by SUTTON GROUP OLD MILL REALTY INC.
    LISTING DETAILS

  • 95 1/2 Fuller Avenue in Toronto: Roncesvalles House for sale (Toronto W01) : MLS®# W13026906

    95 1/2 Fuller Avenue Roncesvalles Toronto M6R 2C4
    Main Photo: 95 1/2 Fuller Avenue in Toronto: Roncesvalles House for sale (Toronto W01) : MLS®# W13026906

    95 1/2 Fuller Avenue Toronto M6R 2C4 Roncesvalles

    $795,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13026906
    Bedrooms:
    1
    Bathrooms:
    1
    Welcome to 95 1/2 Fuller Avenue, a cozy, one-of-a-kind detached home quietly tucked away in the heart of Roncesvalles, the perfect condo alternative. Beaming with charm and character, this thoughtfully designed one-bedroom residence features a versatile loft, ideal for guests or a quiet retreat. Step inside to a welcoming foyer leading to the open-concept living room with vaulted ceilings, creating an airy, light-filled space, beautifully anchored by a fireplace. The combined kitchen and dining is both stylish and functional, fitted with premium stainless steel appliances, ample cabinetry, and a convenient side entrance to the rear. A well-appointed bedroom features hardwood floors and views of the front gardens.The four-piece bathroom includes a spa tub. A convenient laundry and utility room with generous storage at the rear of the home. Set on a lot that widens to 19 feet at the home, there is opportunity to expand-add a second level and basement to significantly increase living space. In the meantime, enjoy your own urban oasis with front and side yards, perfect for lounging, gardening, or entertaining. Just steps to the TTC, you're moments from downtown core. Enjoy all that Roncesvalles and Parkdale has to offer, from trendy cafés and boutique shops to some of Toronto's best dining. For outdoor enthusiasts, nearby High Park and the scenic Lakeshore trails offer endless opportunities to explore. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    LISTING DETAILS

  • 328 Weston Road in Toronto: Junction Area House for sale (Toronto W02) : MLS®# W12966564

    328 Weston Road Junction Area Toronto M6N 3P6
    Main Photo: 328 Weston Road in Toronto: Junction Area House for sale (Toronto W02) : MLS®# W12966564

    328 Weston Road Toronto M6N 3P6 Junction Area

    $849,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12966564
    Bedrooms:
    4
    Bathrooms:
    2
    Welcome to this beautiful 2-storey, brick home featuring 3+1 Bedrooms, 2 Baths, and Parking for up to 3 cars! This home is in great, move-in condition and perfect for a growing family. The convenient, central location offers easy access to Hwys 400 & 401, public transit at your doorstep, and The Stockyards and other retail within walking distance or a short drive! This freshly painted home features recently refinished hardwood flooring throughout, 2 baths, a finished basement with direct access from the garage, and a cozy, private backyard for summer BBQs with patio area. Many recent updates include roof shingles (2 yrs ago), Newer furnace and HWT, concrete walkway, new stainless steel appliances and light fixtures throughout. More details
    Listed by KELLER WILLIAMS REFERRED URBAN REALTY
    LISTING DETAILS

  • 392 Westmoreland Avenue N in Toronto: Dovercourt-Wallace Emerson-Junction House for sale (Toronto W02) : MLS®# W13046366

    392 Westmoreland Avenue N Dovercourt-Wallace Emerson-Junction Toronto M6H 3A7
    OPEN HOUSE: May 02, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, May 2, 2026 2:00PM - 4:00PM
    OPEN HOUSE: May 03, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, May 3, 2026 2:00PM - 4:00PM
    Main Photo: 392 Westmoreland Avenue N in Toronto: Dovercourt-Wallace Emerson-Junction House for sale (Toronto W02) : MLS®# W13046366

    392 Westmoreland Avenue N Toronto M6H 3A7 Dovercourt-Wallace Emerson-Junction

    $899,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13046366
    Bedrooms:
    3
    Bathrooms:
    2
    A must-see gem in the vibrant Geary Avenue neighbourhood. This charming home makes a striking first impression, with curb appeal that invites you to slow down, settle into the front porch, and instantly feel at home. Inside, the layout flows with ease - dedicated living and dining rooms lead to an open kitchen with bonus storage tucked just beyond. The primary bedroom is anchored by a bay window that pours in natural light and frames a serene view of the flowering trees. Two additional bedrooms offer flexibility - perfect for children, guests, or a work-from-home setup. The basement, with its separate entrance, brings versatility to the home. Its flexible layout and generous storage makes it ideal for a workshop, hobby zone, or fitness area. For those thinking ahead, the space also opens the door to exciting possibilities: a studio-style suite, a rental for passive income, or a private retreat for extended family. The potential is yours to shape. This 3-bedroom, 2-bathroom home also includes one parking space, accessed from the laneway. Out back, the private, sun-filled yard becomes an extension of your living space - a spacious deck, built-in benches, and a storage shed ready for bikes, outdoor furniture, or tools. And when you're ready to explore, the neighbourhood delivers. Just steps away, you'll find an eclectic mix of bakery-cafés, creative studios, intimate pubs, restaurants, a local brewery, and a pizzeria celebrated across Toronto for its standout slices. It's urban living with character, energy, and endless convenience. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS

  • 712 Willard Avenue in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W13030882

    712 Willard Avenue Runnymede-Bloor West Village Toronto M6S 3S5
    Main Photo: 712 Willard Avenue in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W13030882

    712 Willard Avenue Toronto M6S 3S5 Runnymede-Bloor West Village

    $949,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13030882
    Bedrooms:
    3
    Bathrooms:
    1
    Great Things Come in Small Packages Discover this unique, detached 3-bedroom gem in the Upper Bloor West Village. Offering 1,030 sq. ft. of thoughtfully designed living space, this home proves you don't need massive footprint to have massive style. The main floor features a spacious living and dining area flooded with natural light from sliding doors that lead to your private deck and fenced-in garden. Beautiful hardwood floors give the home a crisp, modern energy. The kitchen provides a dedicated workspace that keeps the mess out of sight while you entertain. Upstairs, you'll find three bedrooms and a full bathroom. The unfinished basement is perfect for those looking to add value to a solid well located home. Outside, the 25-foot wide lot features a wide mutual drive, making garage access effortless every night. Located steps from the Junction, High Park, local library, and the TTC, this is the perfect entry into one of Toronto's most sought after neighbourhoods. More details
    Listed by SOTHEBY'S INTERNATIONAL REALTY CANADA
    LISTING DETAILS

  • 325 Westmoreland Avenue N in Toronto: Dovercourt-Wallace Emerson-Junction House for sale (Toronto W02) : MLS®# W12835734

    325 Westmoreland Avenue N Dovercourt-Wallace Emerson-Junction Toronto M6H 3A6
    Main Photo: 325 Westmoreland Avenue N in Toronto: Dovercourt-Wallace Emerson-Junction House for sale (Toronto W02) : MLS®# W12835734

    325 Westmoreland Avenue N Toronto M6H 3A6 Dovercourt-Wallace Emerson-Junction

    $969,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12835734
    Bedrooms:
    3
    Bathrooms:
    3
    Legal Triplex - Turnkey Investment or Multi-Generational Living Opportunity! Welcome to this bright and spacious legal triplex featuring 3 self-contained one-bedroom units, each with its own private entrance. Thoughtfully designed for comfort and functionality, all units feature laminate flooring throughout and are filled with natural light. Ideal for investors or families, this property is currently operating as a successful Airbnb, but also offers incredible potential for long-term tenants or extended family living together. Additional features include: Shared washer and dryer in a common area, 1 pad parking space, Private workshop at the rear of the property - perfect for hobbies, storage, or additional workspace. Steps to TTC transit and the vibrant restaurants on Toronto's coolest Street - Geary Ave. All furniture included - move in or rent out immediately! Don't miss this fantastic opportunity to own a versatile and fully furnished triplex in a highly convenient location. More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS

  • 28 Silver Avenue in Toronto: Roncesvalles House for sale (Toronto W01) : MLS®# W13022018

    28 Silver Avenue Roncesvalles Toronto M6R 1X8
    Main Photo: 28 Silver Avenue in Toronto: Roncesvalles House for sale (Toronto W01) : MLS®# W13022018

    28 Silver Avenue Toronto M6R 1X8 Roncesvalles

    $995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13022018
    Bedrooms:
    3
    Bathrooms:
    1
    Solid semi-detached in one of Toronto's most sought-after neighbourhoods - Roncesvalles and High Park! Located on a quiet, family-friendly street just steps from Dundas St. West, this home offers unbeatable convenience with TTC transit, trendy restaurants, bars, shopping, top-rated schools, and safe play areas for children all within reach, plus a short drive to Little Italy - truly LOCATION, LOCATION, LOCATION. The main floor features high ceilings, a large kitchen with room for a centre island, and a great room perfect for family time. Upstairs, you'll find three bedrooms (one used before as a kitchenette). The unfinished basement has fantastic potential for a family rec room, and the furnace has been updated for peace of mind. This home is solid but requires updates and is being sold AS IS. Perfect for a young family or investor looking to unlock huge potential. Easy to show - don't wait. A home inspection report available. Summary as attachment. Offers will be held until April 28, 2026. More details
    Listed by SUTTON GROUP QUANTUM REALTY INC.
    LISTING DETAILS

  • 444 Maybank Avenue in Toronto: Junction Area House for sale (Toronto W02) : MLS®# W12975632

    444 Maybank Avenue Junction Area Toronto M6N 3S8
    Main Photo: 444 Maybank Avenue in Toronto: Junction Area House for sale (Toronto W02) : MLS®# W12975632

    444 Maybank Avenue Toronto M6N 3S8 Junction Area

    $998,800
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W12975632
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome To 444 Maybank Ave - An Exceptionally Spacious 2-Storey Home Sitting On A 31 Foot Wide Lot. Featuring A Large Private Driveway With Ample Parking Plus Bonus Laneway Access To A Super Rare 3-Car Garage (630 Sq Ft). This Property Offers Outstanding Functionality And Future Potential-Including The Possibility Of A Laneway House (See Report). Boasting A Generous And Versatile Layout With A Bathroom On Every Floor, Ideal For Growing Families Or Multi-Generational Living. A Bright And Expansive Sunroom Off The Kitchen Provides The Perfect Space For Relaxing Or Entertaining. The Separate Entrance To The Basement Leads To A Fully Self-Contained Suite Complete With Its Own Kitchen, Bedroom, And Bathroom-Perfect For In-Law Living Or Potential Rental Income. Newer Furnace & AC. Amazing Location! Just Steps To Stockyards Village Which Features Every Amenity You Can Imagine. Transit Is A Breeze With A Short Bus Ride To The Bloor Subway Line, And Commuters Will Appreciate Quick Connections To Black Creek Drive And Nearby Highways. Spend Your Weekends Exploring Nearby Vibrant Neighbourhoods Like Bloor West Village, High Park, The Junction, Dundas West & Much More. Set Within A Neighbourhood In Transition, This Is An Excellent Opportunity To Invest In An Area Experiencing Ongoing Growth And Revitalization. More details
    Listed by EXP REALTY
    LISTING DETAILS

  • 1297 Davenport Road in Toronto: Dovercourt-Wallace Emerson-Junction House for sale (Toronto W02) : MLS®# W13024234

    1297 Davenport Road Dovercourt-Wallace Emerson-Junction Toronto M6H 2H3
    Main Photo: 1297 Davenport Road in Toronto: Dovercourt-Wallace Emerson-Junction House for sale (Toronto W02) : MLS®# W13024234

    1297 Davenport Road Toronto M6H 2H3 Dovercourt-Wallace Emerson-Junction

    $999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13024234
    Bedrooms:
    4
    Bathrooms:
    3
    This fully renovated semi offers layered income potential in a transit-connected location investors actively pursue. The thoughtfully designed 3-bedroom main and upper level features a modern kitchen with quartz counters and clean contemporary finishes, while the self-contained lower-level suite includes a separate entrance, full kitchen, and bath - ideal for dual rental streams or owner-occupancy with income support. The layout is configured for maximum flexibility, allowing you to lease both units for optimized cash flow, live in one while offsetting your mortgage, or hold as a scalable long-term portfolio addition. Laneway housing potential introduces a compelling value-add component - an opportunity to increase density and future returns in a city actively embracing gentle intensification. Strong rental demand supported by proximity to TTC, major routes, and everyday amenities drives stable occupancy and long-term appreciation. With performance metrics competitive within the area, this asset positions strategically from both a cap-rate and equity-growth perspectives. Location. Income. Expansion potential. An intelligent acquisition in today's Toronto market - appealing to first-time buyers, seasoned investors, and forward-thinking developers alike. More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS

  • 138 Lappin Avenue in Toronto: Dovercourt-Wallace Emerson-Junction House for sale (Toronto W02) : MLS®# W13048568

    138 Lappin Avenue Dovercourt-Wallace Emerson-Junction Toronto M6H 1Y5
    Main Photo: 138 Lappin Avenue in Toronto: Dovercourt-Wallace Emerson-Junction House for sale (Toronto W02) : MLS®# W13048568

    138 Lappin Avenue Toronto M6H 1Y5 Dovercourt-Wallace Emerson-Junction

    $999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13048568
    Bedrooms:
    4
    Bathrooms:
    2
    This is what happens when someone with real taste starts from scratch. A Victorian home transformed. Professionally redesigned on the main and second floors in 2023, with the kind of finish that sets a new standard. Renovations like this one don't come up often. Every surface, every finish, every detail chosen with deliberate intention. High ceilings, herringbone white oak floors, a sculptural staircase with marble landing step and curved plaster newel post. South-facing throughout with remarkable natural light. The living room anchors around a black marble fireplace and picture-frame wainscoting. Kitchen features dramatically veined quartz countertops & backsplash, solid brass hardware, and direct backyard access through a large mudroom. Two beautifully proportioned bedrooms, a flex space, and a bathroom with terrazzo floors, soaker tub, and hand-painted tile surround. Updated Mechanics: electrical, plumbing, new heat pump, and central air. Private fenced backyard with large laneway garage. (*Virtual Rendering Of Backyard Potential Included*) Steps to the best of Wallace- Emerson, Geary Avenue, Up Express, Transit. More details
    Listed by SAGE REAL ESTATE LIMITED
    LISTING DETAILS

  • 38 Viella Street in Toronto: Junction Area House for sale (Toronto W02) : MLS®# W13051970

    38 Viella Street Junction Area Toronto M6N 5C8
    Main Photo: 38 Viella Street in Toronto: Junction Area House for sale (Toronto W02) : MLS®# W13051970

    38 Viella Street Toronto M6N 5C8 Junction Area

    $999,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13051970
    Bedrooms:
    4
    Bathrooms:
    4
    Great Opportunity To Own A Well Maintained Semi-Detached Home Located in the highly desirable Stockyards neighbourhood of Junction area. 38 Viella St offers an exceptional balance of lifestyle, flexibility, and long-term livability in one of the west end's most dynamic pockets. This charming property features fresh paint throughout, Modern and Open Concept Kitchen, quartz countertops, and stylish pot lights that enhance the bright and welcoming living spaces. Enjoy bright and spacious living areas filled with natural light, fronting onto a beautiful park and playground & water park-perfect for families and outdoor enjoyment. Direct access to the deck and garage from the kitchen, master bedroom with 4Pcs Ensuite, basement unit can be use as a In Law Suit or Income Potential. Ideal for families or investors, this home offers comfort, functionality, and a prime location close to parks, schools, shopping, restaurants, and public transit. A detached garage and additional parking elevate everyday convenience - an increasingly rare and sought-after feature in this vibrant west-end community. Surrounded by parks, schools, independent cafes, breweries, shops, and transit connections, the location delivers both creative neighbourhood energy and practical accessibility. Enjoy the amenities of Stockyards Village while remaining just minutes from the culture and character of the Junction. Just Move In And Enjoy More details
    Listed by CENTURY 21 LEADING EDGE REALTY INC.
    LISTING DETAILS
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Data was last updated April 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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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.