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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22 Kenneth Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12995316
22 Kenneth Avenue Toronto M6P 1H9 OPEN HOUSE: Apr 18, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, April 18, 2026 2:00PM - 4:00PMOPEN HOUSE: Apr 19, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, April 19, 2026 2:00PM - 4:00PM
$879,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12995316
- Bedrooms:
- 5
- Bathrooms:
- 2
Where High Park, Roncy and The Junction meet - welcome to West Bend! 22 Kenneth Ave is a grand home that offers over 2,000ft of living space (plus the basement) that houses 5 bedrooms, offers spacious living & dining rooms with a large eat-in kitchen, a main floor bathroom, a cute sunroom off the back bedroom, an unspoiled 7ft tall basement and 2 car parking off a rear lane. She's looked after the same family since 1959, has great bones and is looking for the next family to re-imagine her for 2026 living! Perhaps a 3rd floor primary suite that extends overtop the second floor to the rear? Or a rooftop deck like the neighbours have done? A finished basement would be to-die-for and with an existing separate entrance, you could consider creating a legal basement apartment (ask the city)! Feeding Indian Road Cres Jr PS, Annette Street Jr & Sr PS and Humberside Collegiate, and less than a 15 walk to Dundas West Station & the Bloor GO (next stop - Union!), the entire city is at your doorstep! Come on our to our Open Houses Saturday & Sunday from 2-4pm and see if you can picture your family growing up under her roof! More detailsListed by RE/MAX HALLMARK REALTY LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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562 Indian Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12996288
562 Indian Road Toronto M6P 2C2
$1,849,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12996288
- Bedrooms:
- 4
- Bathrooms:
- 3
Turn-key detached home in prime High Park North, blending timeless character with thoughtful modern upgrades. Offering approximately 1,928 sq ft across three levels, including the finished lower level,this 3-bedroom, 3-bathroom home delivers exceptional space and flexibility.The main floor offers a classic yet functional layout, anchored by a renovated kitchen designed for entertaining and everyday living,seamlessly connecting to the principal living and dining spaces.Heated radiant floors in the kitchen, main bathroom, and main floor powder room provide exceptional comfort on a separate system.Upstairs, well-proportioned bedrooms offer bright, comfortable living,complemented by an updated bath.The finished lower level, with separate entrance, adds outstanding versatility with a kitchenette, additional bathroom, and flexible living space suited to extended family, guests, home office use, orother personal needs.Step outside to a private landscaped backyard retreat featuring a terrace, garden lighting, and gas line for BBQ, ideal for summer dining and entertaining. Additional features include central air, a super quiet split heating and cooling system with ceiling vents, fire and CO detectors, and tandem parking for 2 cars.Located just steps to Keele Station, High Park, and the shops, cafés,and restaurants along Bloor West and the nearby Junction, and close to sought-after schools including Humberside C.I., this home offers an exceptional blend of urban convenience and neighbourhood charm. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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75 Evelyn Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12994854
75 Evelyn Avenue Toronto M6P 2Z2 OPEN HOUSE: Apr 16, 202605:00 PM - 07:00 PM EDTOpen House on Thursday, April 16, 2026 5:00PM - 7:00PMOPEN HOUSE: Apr 18, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, April 18, 2026 2:00PM - 4:00PMOPEN HOUSE: Apr 19, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, April 19, 2026 2:00PM - 4:00PM
$1,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12994854
- Bedrooms:
- 3
- Bathrooms:
- 2
Set on a quiet, tree-lined street in High Park North, this wider-than-average semi offers a functional layout, original character, and a fully rebuilt lower level that significantly expands the home's usable space. The main floor features defined principal rooms with good flow and natural light, while the upper level provides three well-proportioned bedrooms suited to family living. The standout is the underpinned basement with 8' ceilings, radiant in-floor heating, and a 12-foot wide window span overlooking the ravine-like backyard. With a walkout to a second deck, 3-piece bath, separate laundry room, and built-in storage, it functions as true living space rather than a typical lower level. Extensive upgrades include basement underpinning and waterproofing, new sewage lines, sump pump, backwater valve, updated electrical panel, HVAC ductwork, tankless water heater (owned), roof (2023), AC (2025-owned), windows and front door (2021), and furnace (2018- owned). The outdoor space offers a different approach: two decks set into a mature tree canopy, providing privacy and low-maintenance outdoor living in place of a traditional backyard. Located within the Runnymede Jr & Sr PS and Humberside CI catchments, and walkable to High Park, Bloor West Village, the Junction, and multiple transit options, this is a strategic entry into one of the west end's most consistently in-demand neighbourhoods. A+++++ Carson Dunlop home inspection available. More detailsListed by BSPOKE REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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125 Glendonwynne Road in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W12991726
125 Glendonwynne Road Toronto M6P 3E7 OPEN HOUSE: Apr 16, 202605:00 PM - 07:00 PM EDTOpen House on Thursday, April 16, 2026 5:00PM - 7:00PMOPEN HOUSE: Apr 18, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, April 18, 2026 2:00PM - 4:00PMOPEN HOUSE: Apr 19, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, April 19, 2026 2:00PM - 4:00PM
$2,298,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12991726
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to this beautiful detached 2-storey home w/3 floor extension(2012), perfectly situated on a picturesque ravine lot in a highly desirable, family-friendly neighbourhood Bloor West Village. This all-brick home offers exceptional space, thoughtful design, and elegant finishes throughout-ideal for modern family living. The main floor features rich hardwood flooring & refined details, including crown moulding and a welcoming living room with a cozy fireplace. A convenient powder room completes the level. The open-concept dining area seamlessly connects to the heart of the home-a spacious gourmet kitchen showcasing a large island, granite countertops, stainless steel appliances, vaulted ceiling, and pot lights. The kitchen flows effortlessly into a grand family room highlighted by a coffered ceiling, fireplace, and abundant natural light, with a walk-out to the deck and expansive backyard-perfect for entertaining or relaxing. The detached garage and private driveway fit for up to 3 cars. Upstairs, the luxurious primary retreat offers hardwood floors, a coffered ceiling with pot lights, sitting area with fireplace, walk-in closet, spa-like 4-piece ensuite and a private balcony overlooking the serene ravine. 2 additional sun-filled bedrooms offer generous closet space and a beautifully finished 4-piece main bath. The finished basement extends the living space with a large recreation room, spacious laundry area, and a 3-piece bathroom-ideal for family living or guests. Located in a vibrant, family-oriented community, just steps to the charming shops, cafés, and restaurants of Bloor West Village, and moments from the natural beauty of High Park with its trails, playgrounds, and green space. Enjoy easy access to transit, subway and downtown. Runnymede Jr & Sr P.S & Humberside C.I. This exceptional home offers the perfect blend of comfort, style, and location! More detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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92 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12972792
92 Indian Road Crescent Toronto M6P 2G3
$1,098,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12972792
- Bedrooms:
- 3
- Bathrooms:
- 2
Charming 2-storey rowhouse on a quiet, tree-lined crescent in the heart of High Park, offering over 2,000 sq ft of total living space. This move-in ready home blends original character with thoughtful updates and features 3 beds, 2 baths, high ceilings, and hardwood floors throughout the main & upper levels. The main floor offers a bright, functional layout with spacious living & dining areas, enhanced by floor-to-ceiling b/i shelving. The updated eat-in kitchen incl. new appliances, ample prep space, and a breakfast nook overlooking the backyard. Upstairs, the primary features cathedral ceilings, bay window & skylight, and a versatile loft space ideal for a home office/reading nook. Two additional bedrooms and a 3-piece bathroom complete this level. The finished lower level adds valuable living space and flexibility, with 2 separate entrances, making it well-suited for an in-law suite or future income potential. Includes a rec room, 3-piece bath, laundry, storage, and a bonus 5' sub-basement gives you opportunity to build out the basement further or use it for extra storage. Enjoy a private west-facing backyard with a two-level deck perfect for BBQs, entertaining, or unwinding on warm evenings. Out front, the covered porch offers a welcoming spot to relax and enjoy your morning coffee. Recent updates include a new roof, rebuilt front porch, some newer windows, updated electrical & plumbing, replacement of the cast iron drain, and updated kitchen and fixtures. Set in one of High Park's most convenient & connected pockets, this friendly west-end neighbourhood has everything nearby. You're just a short walk to Lithuania Park, High Park and the shops, cafés/restaurants of Bloor St W, Roncesvalles, and the Junction. Excellent school catchments - Humberside CI, Charles-Sauriol, and more. Getting around is easy with Keele & Dundas West TTC stations, along with the UP Express a short walk away for quick trips downtown or to YYZ, plus access to bike lanes & nearby trails. More detailsListed by BABIAK TEAM REAL ESTATE BROKERAGE LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12966696
24 Indian Road Crescent Toronto M6P 2G1
$1,649,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12966696
- 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 detailsListed by KELLER WILLIAMS ADVANTAGE REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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326 Indian Grove in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12965582
326 Indian Grove Toronto M6P 2H5
$1,599,999Residential Freehold- Status:
- Active
- MLS® Num:
- W12965582
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 326 Indian Grove, a rare, oversized semi with over 3,000 sq ft of living space that feels like a detached in one of Toronto's most coveted, family-friendly neighbourhoods in the Humberside C.I. high school catchment. Set on an extra-wide 31'x 134' lot, with 4 car parking including a garage, this expansive property offers exceptional space, privacy, and functionality. The main floor is perfect for family living and entertaining, with a formal living room, a separate family room, and a dining room for family dinners and fancy dinner parties. A main floor powder room is an added bonus. The generous width of the home is immediately apparent, creating a bright, comfortable flow that's hard to find even in a detached home. Upstairs, a huge primary suite serves as a true retreat, with ample closet space, room for a king bed and separate sitting area and a 4 piece ensuite bathroom. A walk-out balcony extends the living space outdoors, offering a private spot for morning coffee or evening unwinding. The basement has been extended and underpinned with almost 8 ft ceilings in the extension. It's ideal for a rec room, gym, home office or guest suite. A kitchen rough in, separate entrance and walk out to the back yard also makes it perfect as a basement apartment for additional income. Outside, the extra-wide and deep lot has a two tiered deck area and large backyard with plenty of room for entertaining, gardening, kids' play, and pets. Parking is exceptional for the neighbourhood, with space for four cars including a large garage and a rare and coveted private drive. Located on picturesque Indian Grove, you're a short walk to High Park, top schools, the Junction, Bloor West Village, the subway and UP Express, and the many amenities that define this prime west-end community. 326 Indian Grove is a standout opportunity for buyers who want the scale, comfort, and presence of a detached home-without the detached price tag. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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256 Keele Street in Toronto: Junction Area House for sale (Toronto W02) : MLS®# W12967470
256 Keele Street Toronto M6P 2K3
$1,599,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12967470
- Bedrooms:
- 4
- Bathrooms:
- 4
A rare and compelling investment opportunity in Toronto's vibrant and highly coveted Junction neighbourhood. This legal fourplex presents four beautifully maintained, self-contained residences, each occupied by long-term, trusted tenants-offering exceptional stability and immediate, predictable income. Thoughtfully positioned with rare four-car parking via laneway access, this property delivers a level of convenience seldom found in the city. An effortless income stream awaits, making this a standout opportunity for investors seeking strong positive cash flow today, with enduring value and long-term appreciation for years to come. Surrounded by the Junction's celebrated cafes, boutiques, and acclaimed dining, and just moments to the Keele Subway Station, High Park, Bloor West Village, and Roncesvalles, this address offers the perfect blend of urban vibrancy and community charm. A distinguished addition to any real estate portfolio. More detailsListed by CORCORAN HORIZON REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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57 Humberside Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12960934
57 Humberside Avenue Toronto M6P 1J6
$1,579,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12960934
- Bedrooms:
- 6
- Bathrooms:
- 3
LOCATION! LOCATION! LOCATION! Perfect opportunity for investors or first time homebuyers wanting to enter the highly sought after Toronto Market and collecting rent to help with mortgage payments! Highly sought after neighbourhood opportunity with 3 unit Semi in The Junction, minutes away from Dundas or Keele TTC stations, UP express, Bloor Go Station, great schools, many stores, cafes, restaurants, beautiful High Park, Bloor West Village and Roncesvalles. 1 x 3 bedroom, 1 x 1+1 bedroom and 1x1 bedroom units create an ideal opportunity for home buyers who are looking for help with mortgage payments, or an investor looking for multi unit property where rents could help carry the mortgage payments. Separate hydro meters for each unit, separate entrances and a unique, rare private 4 car parking pad via laneway. Bright Basement apartment features large windows allowing lots of natural light and has an incredible amount of storage. Basement is currently vacant and ready for you to move in and start collecting rent immediately from ideal tenants who have been living at this house for multiple years with no issues. ***Extras***3 Fridges, 3 Stoves, 2 Washing machines, 2 Dryers, 1 Dishwasher, ELFs & Window blinds not belonging to tenants. House Sold 'As Is'. Rent for 3 units: $73,464/Year; 2025 Expenses were $15,000. More detailsListed by CENTURY 21 RED STAR REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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102 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12948566
102 Gothic Avenue Toronto M6P 2V9
$1,989,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12948566
- Bedrooms:
- 6
- Bathrooms:
- 3
Nestled on one of the most coveted historic streets in Toronto's west end, 102 Gothic Avenue is a masterclass in blending timeless character with contemporary luxury. This stunning 2 1/2 storey residence has been meticulously renovated and restored, offering an expansive floor plan that features 5+1 bedrooms, a dedicated home office, and an open family room. From the moment you step inside, the soaring ceilings, original stained glass accents, and gleaming hardwood floors create an atmosphere of refined elegance. The open-concept main floor is a host's dream, flowing seamlessly from the spacious living areas to a convenient main floor powder room, making it the perfect backdrop for grand entertaining or intimate family gatherings. At the heart of the home lies a renovated kitchen, designed for both style and function. It boasts a sleek breakfast bar, quartz countertops, and a sophisticated tumbled marble backsplash. The upper levels continue to impress with a spa-like family bathroom and a sun-drenched office featuring a skylight and offering breathtaking views of the treetops and vibrant sunsets. Outdoors, the lifestyle is equally impressive, with two walk-outs to private decks and terraces, providing serene spaces for morning coffee or evening relaxation. The versatility of this property extends to the fully developed lower level, which functions as a complete secondary living space. Featuring its own kitchen, living room, bedroom, washroom, and a separate entrance, it serves as an ideal nanny or in-law suite. Situated on a quiet, child-friendly cul-de-sac, you are just steps away from the lush trails of High Park, the ambiance and shops of Bloor West Village and the convenience of the subway station. This is a rare opportunity to own a turnkey historic gem in one of Toronto's most vibrant and walkable neighborhoods. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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54 Maher Avenue in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W12899564
54 Maher Avenue Toronto M6P 1G6
$1,157,000Residential 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 detailsListed by ROYAL TEAM REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12872866
387 Kennedy Avenue Toronto M6P 3C5
$2,489,000Residential 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 detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated April 14, 2026 at 09:15 PM (UTC)
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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.
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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.
Get The Royal Treatment
When it comes to buying a home, you deserve real estate guidance from a team that truly cares about your long-term investment and client experience. Find out what it’s like to get the Royal Treatment by booking a buying consultation today.