Named after the stunning 400-acre park at its heart, High Park effortlessly blends peaceful green spaces with the conveniences of city life. Famous for its historic homes, lush tree-lined streets, and incredibly tight-knit community, it is the perfect destination for buyers who appreciate both nature and urban living.
A 400-Acre Backyard
Enjoy unparalleled access to Toronto's largest public park. From hiking scenic trails and relaxing by Grenadier Pond to visiting the High Park Zoo and viewing the famous spring cherry blossoms, nature is always steps away.
Historic Charm & Condos
The neighborhood boasts a diverse real estate mix, featuring beautiful, highly sought-after Victorian and Edwardian detached homes, alongside modern, high-rise condos offering sweeping park views in High Park North and Swansea.
Seamless Downtown Commute
Despite the tranquil atmosphere, downtown Toronto is incredibly accessible. With direct access to the Line 2 (Bloor-Danforth) subway stations and dedicated bike lanes, you can easily commute to the urban core in under 20 minutes.
Unmatched Community Vibe
Bordered by Bloor West Village and Roncesvalles, residents enjoy top-rated schools like Humberside Collegiate, year-round community events, local farmers' markets, and boutique shopping right at their doorstep.
Find your sanctuary in the High Park neighborhood with the RE/MAX Plus City Team.
Fantastic opportunity for first-time buyers and investors alike, this well-maintained home offers exceptional flexibility with 3 kitchens, 2 bathrooms, and strong future potential. The main floor features a combined living and dining area along with a family-sized kitchen with ceramic flooring. The second floor includes spacious bedrooms with closets, thermal windows, and an additional kitchen with newer hardwood flooring. The underpinned basement offers over 6.5 ft ceiling height, a separate entrance, full kitchen, bathroom, cold room, and excellent potential for a self-contained apartment, nanny suite, or extended family living. Recent improvements include new flooring, a refinished staircase to the second floor, and a new garage door. Ideally located within walking distance to TTC bus stops, Lansdowne Station, UP Express/GO Bloor Station, Dufferin Mall, shops, schools, and everyday conveniences. Enjoy a uniquely connected lifestyle where you can book a trip to Paris through a nearby travel agency, or simply take a short walk to the popular Paris Bakery for a taste of France close to home. Nearby community development, including a new public park, adds to the area's future appeal. Some photos are virtually stagedMore details
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
Well-maintained and full of opportunity in the Dundas & Dupont area. Set on a charming, treelined street, this spacious west-end home offers character, flexible living space, and excellent income potential. 2 kitchens and a kitchen rough-in in the basement, as well as a walkout, add to income potential. Detached garage. Natural flow between the living and dining areas, well suited to both everyday living and entertaining. The newer main kitchen offers ample cabinetry, practical workspace, and plenty of storage. Multiple levels provide comfortable bedrooms, full bathrooms, and flexible space to suit a range of needs. The lower level offers valuable additional living space with direct exterior access ideal for extended family, a home office, recreation space, or future income potential. Steps to neighbourhood cafés, shops, parks, transit, and all the energy of Toronto's west end.More details
Exceptional Value & Urban Style !!! Welcome to 1147 Dufferin St has been Fully upgraded & Renovated ### Finished Basement with Separate Entrance## Offering a perfect blend of modern upgrades and convenience . Featuring a renovated kitchen, New Flooring , New Upgraded Light Fixtures . Stylish finishes, and a bright, open-concept flow, this home is ready for you to move in and enjoy. Located steps from the Bloor Subway, Dufferin Grove Park, and the trendy Geary Ave district, it provides an unmatched lifestyle in one of the city's most vibrant hubs. Don't miss this rare opportunity to own a renovated home at an incredible price point-schedule your tour today!.Complete with a rear Car garage featuring a new garage door (2024). New A/C Jun 2026 .Unbeatable versatility and space! Whole House is freshly painted & Ready to Move in .More details
Rare Opportunity in Toronto's Desirable High Park Swansea. Welcome to 269 Windermere Avenue, a detached home, offered for the first time in years, this property is a blank canvas awaiting your vision. Situated on a desirable lot in a mature, tree-lined neighbourhood, this is your chance to invest in one of Toronto's most sought-after communities. Just minutes from the Iconic High Park, residents have access to over 400 acres of green space featuring walking and cycling trails, sports facilities, playgrounds, a zoo, beautiful gardens, and year-round community events. Spend weekends exploring nature, enjoying a picnic, or taking in the famous cherry blossoms each spring. Take in Bloor West Village, The Junction, and Roncesvalles Village and enjoy easy access to boutique shopping, cafés, restaurants, parks, recreation centres, highly rated schools, and everyday conveniences. Excellent TTC service, nearby subway stations, GO Transit, and quick access to major highways make commuting throughout the city effortless. A truly exceptional opportunity for renovators, builders, investors, or families looking to create a custom home in an outstanding location. Don't miss your chance to unlock the potential of this classic Toronto property.More details
Unveil An Incredible Investment Opportunity Or The Perfect Live-And-Rent Scenario In The Heart Of One Of Toronto's Most Vibrant Neighborhoods! This Versatile Detached Duplex At 1132 Dufferin Street Is Priced Competitively And Offers A Highly Functional Layout For Both Savvy Investors And Buyers Looking To Supplement Their Mortgage With Rental Income. The Spacious Upper Unit Is Delivered Vacant And Features A Sun-Drenched Living Room With A Stunning Bay Window, A Large Eat-In Kitchen, A Full Bathroom, And A Primary Bedroom On The Second Floor, While The Third Floor Boasts An Additional Bedroom And A Versatile Den Space Perfect For A Home Office. The Rear Unit Offers A Unique Bi-Level Layout With Two Separate Entrances Via A Main Floor Kitchen Walk-Out And A Convenient Basement Walk-Up; This Unit Includes A Living Area, Kitchen, Bedroom On Main Level, And A Full Bathroom, Bedroom & Den On Lower Level.Currently Occupied By Great Tenants Who Are Open To Staying Or Providing Flexibility For The New Owner. Set On An Impressive 120-Foot Deep Lot, This Property Provides A Massive Backyard With Tremendous Upside Potential; Take Inspiration From The Neighbouring Homes And Explore A Rear Extension Or The Addition Of A Garden Suite To Maximize The Property's Value. The Location Is Truly Unbeatable, Positioned Steps From The Dufferin Subway Station, Bloor Court Village, And The Iconic Dufferin Grove Park, Surrounded By Toronto's Best Coffee Shops, Trendy Dining, And Boutique Shopping. With The Bloor-Danforth Subway Line At Your Doorstep, Access To The Downtown Core Is Effortless. This Is A Rare Chance To Secure A Detached Multi-Unit Home In A High-Demand Transit Hub. Offers Are Welcomed Anytime, So Do Not Miss Your Chance To Own A Piece Of Dufferin Street's Bright Future!More details
Beautifully Renovated 3+2 Bedroom, 2-Bathroom Home in the Heart of the Highly Sought-After Bloor & Ossington Neighbourhood. This Bright, Sun-Filled Home Features 9-Foot Ceilings on the Main Floor and Large Windows that Flood the Living Spaces with Natural Light. Thoughtfully Renovated Throughout, It Boasts a Brand-New Kitchen, New Flooring, a New Staircase, Fresh Interior Paint, and a Beautifully Updated Bathroom (2026). Additional Upgrades Include Basement 4-piece Bathroom (2020), New A/C (2025), and a New Furnace (2025). Ideally Located just steps to Ossington Station, Bloor Street, Park, School, Trendy Cafes, Restaurants, and Dufferin Mall. A Fantastic Opportunity for Families, Professionals, or Investors to Own in one of Toronto's Most Vibrant Neighbourhoods.More details
A rare opportunity to reimagine a classic Victorian row house in one of Toronto's most vibrant neighbourhoods. This charming residence at 39 Noble St showcases soaring ceilings and timeless character, offering the perfect canvas to create a truly exceptional home. Featuring 3 bedrooms and 3 washrooms, the versatile layout lends itself beautifully to family living or conversion into multiple income-generating units. A second-floor deck provides a private outdoor retreat, while the expansive garage with laneway access presents exciting potential for a future laneway house. With additional opportunity to expand into the attic, this property is brimming with possibilities for those looking to customize, invest, or both. Located just steps from the best of Queen West, with unbeatable transit access, this is your chance to bring new life to a home in one of the city's most sought-after communities.More details
Light cascades into every corner of this gorgeous 3 bedroom, 2 bath semi situated on a quiet cul-de-sac, yet close to so many amenities! The main floor features an open concept living space, ideal for entertaining. Complete with fireplace and a bright, additional family room on the main floor, with patio for indoor-outdoor flow onto a private deck with a generous landscaped backyard. Sip wine overlooking the perennial garden, or head downstairs to unwind in the custom built Finnish cedar sauna! This beautiful spacious home with a park playground and walking/biking trails nearby, is a must see! 2 car parking with laneway access, inspiring for any future projects. A lovely neighbourbood, in the Humberside Collegiate district! Close to Stockyards, parks, shopping, restaurants and more! All whilst being tucked away, on a lovely tree-lined street.More details
Fantastic Opportunity To Own A Spacious Detached Duplex Offering Incredible Income Potential In A Prime Urban Location! Featuring 5+2 Bedrooms, 4 Bathrooms, Multiple Self-Contained Living Areas, And A Detached Double Car Garage With Rear Lane Access *Bright Sun-Filled Rooms, High Ceilings, Functional Layouts, And A Private Upper Balcony Add To The Home's Appeal *The Kitchen Features Stainless Steel Appliances, Granite Countertops, And Walk-Out Access. Ideal For Investors Or Multi-Generational Families Seeking Versatile Living Space *Conveniently Located Just Minutes To Transit, Parks, Schools, Shopping, Restaurants, Dufferin Mall, High Park, And Easy Access To Downtown And The Financial District *A Rare Investment Opportunity With Endless Potential!More details
Say good-bye to condo fees and hello to freehold living. Located right at Dupont and Symington this beautiful 2+1 freehold townhouse puts you right in the heart of Toronto's liveliest neighborhoods. Step outside your door to indie coffee shops, TTC and quick access to the Dundas West subway station. This home has great bones add your personal touches. 2 parking spots right at your back door. Basement can be a 3rd bedroom or great party room music room exercise room. Separate 3 piece washroom is in the basement. Very spacious living. Hardwood flooring main and upper floors. Vacant and ready to move in. Location Location Location!More details
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
Data was last updated August 16, 2026 at 04:15 AM (UTC)
Frequently Asked Questions about High Park
Is High Park a good place to live?
Yes, High Park is consistently ranked as one of Toronto's most desirable neighborhoods. It offers a rare, tranquil environment with a welcoming, community-focused energy while remaining incredibly close to downtown. It is the perfect retreat for professionals, retirees, and families who want immediate access to nature without sacrificing urban convenience.
How much do houses and condos cost in High Park?
As of 2026, the real estate market is robust but diverse. Beautiful, historic detached houses typically average around $1.5M to $1.6M+ depending on lot size and upgrades. If you are looking for a more accessible entry point, the condo market (largely situated in High Park North and Swansea) averages between $650,000 and $750,000, with many suites offering stunning park or lake views.
Is High Park good for families?
Absolutely. High Park is renowned for its family-friendly atmosphere. Residents enjoy access to top-tier public schools like Humberside Collegiate Institute. Weekends are often spent exploring the High Park Zoo, the Jamie Bell Adventure Playground, or the seasonal Farmers' Market, fostering a safe and deeply engaging environment for children to grow up in.
What is the transit like in High Park?
Despite its heavy tree canopy and quiet streets, High Park is highly transit-oriented. The neighborhood is serviced directly by multiple stops along the TTC Line 2 (Bloor-Danforth subway), including High Park and Keele stations. Residents can commute into the downtown core in approximately 15 to 20 minutes, making it highly attractive to urban professionals.
Can I buy a good investment property in High Park?
Yes. Due to the area's strict preservation rules and lack of sprawling over-development, inventory remains relatively tight, preserving property values remarkably well. High Park condos are excellent investments because the unbeatable quality of life draws a very stable, high-income tenant pool—ranging from young professionals to downsizers.
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