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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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1-12/15

  • 44 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13611528

    44 Indian Road Crescent High Park North Toronto M6P 2G1
    OPEN HOUSE: Aug 01, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, August 1, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Aug 02, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, August 2, 2026 2:00PM - 4:00PM
    Main Photo: 44 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13611528

    44 Indian Road Crescent Toronto M6P 2G1 High Park North

    $1,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13611528
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to 44 Indian Rd Cres, a character-filled sanctuary on a rare, private ravine lot extending to the bottom of the hill in coveted High Park N. Blending timeless architectural charm with thoughtful modern updates, this residence showcases exquisite craftsmanship throughout. A flagstone walkway, majestic birch tree, & perennial gardens frame stunning curb appeal, while the private rear oasis features a covered deck (23') with skylights & privacy screens, plus a shady, secluded deck hidden at the bottom of the garden-surrounded by blooming flora & access to the 1-car garage.The main level is built for effortless entertaining. A formal dining room boasts rich hardwood, a turn-of-the-century chandelier, & slab radiator covers. The light-filled living room features an original wood-burning fireplace & double doors to the deck. The renovated chef's kitchen (07') offers cork flooring, quartz counters, a farmhouse sink, glass backsplash, & premium appliances with an upgraded dishwasher (24'). Accentuated by solid front & back doors (08') & custom windows (13'), comfort is guaranteed year-round with an updated furnace, chimney liner, & water heater (24-25'), plus central AC (10') & roof replaced (19').Upstairs, the primary retreat includes hardwood floors & a W/I closet. A 2nd bedroom with a W/I closet connects via French doors to a flexible 3rd room-ideal as a nursery, study, or standard bedroom. All upstairs rooms feature custom blinds (25'). The fully renovated 4-pc bath (19') offers a deep soaker tub, rain showerhead, niche, & subway tile.The finished lower level (13') maximizes space with a cozy rec room, plush broadloom, pot lights, 3 above-grade windows with custom blinds (22'), extensive custom built-ins, cedar closet, & utility room workbench. A spa-inspired 3-pc bath features heated floors & rain shower beside a stacked LG laundry suite (washer 24').Steps from top schools (Indian Road Crescent Jr PS, Humberside CI), High Park, BWV, & Keele station. More details
    Listed by RE/MAX ULTIMATE REALTY INC.
    LISTING DETAILS
    DARYL KING

  • 9 Fairview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13606320

    9 Fairview Avenue High Park North Toronto M6P 3A2
    Main Photo: 9 Fairview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13606320

    9 Fairview Avenue Toronto M6P 3A2 High Park North

    $2,199,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13606320
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome to 9 Fairview Ave - An Exceptional Opportunity In The Heart Of High Park North! This Beautiful Detached Home On A 30 Ft x 120 Ft Lot, Offers The Perfect Blend Of Lifestyle And Investment Potential. Currently Configured As Three Self-Contained Units, The Property Features A Spacious Updated Owner-Occupied Main Floor Suite, Along With Well-Appointed Tenanted Second/Third Floor And Basement Apartments Providing Immediate And Stable Rental Income. Whether You Are An Investor Seeking A Turnkey Asset, Or An End User Looking For The Perfect Family Home, This Property Delivers Outstanding Versatility And Option To Convert Back To A Single Family Residence. Pride Of Ownership Is Evident Throughout, With Bright, Modern / Updated Living Spaces With Original Details (Stained Glass, Wood Trim, Exposed Brick) And A Manicured Exterior With Abundant Curb Appeal. At The Rear Of The Property, A Double Detached Garage With One Bay Being A Rare Bonus Finished Space, Ideal For A Home Office, Studio, Gym, Or Entertainment Retreat That Connects To A Private Patio / Seating Area Equipped With A Secret Garden Wall Fountain. Situated On A Desirable Tree-Lined Street Close To Highly Desirable Humberside Collegiate, Ursula Franklin Academy, and Runnymede Public School. Only A Short Walk To High Park, TTC Subway Access, Everyday Amenities and The Best Shops, Cafes And Restaurants In Bloor West Village And The Junction. This Is A Rare Chance To Own A High-Performing/Well Maintained Income Property In One Of Toronto's Most Coveted Neighbourhoods. A Truly Unique Offering Combining Character, Flexibility, Strong Income Potential, And Exceptional Long-Term Value. More details
    Listed by PROPERTY.CA INC.
    LISTING DETAILS
    DARYL KING

  • 45 Glendonwynne Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13540276

    45 Glendonwynne Road High Park North Toronto M6P 3E5
    Main Photo: 45 Glendonwynne Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13540276

    45 Glendonwynne Road Toronto M6P 3E5 High Park North

    $1,738,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13540276
    Bedrooms:
    4
    Bathrooms:
    2
    Welcome to 45 Glendonwynne Road, a rare opportunity to own a timeless character home in the heart of Bloor West Village/High Park North. Set on a wide 30 x 100 lot on a family-friendly street just steps to Bloor Street and Runnymede Subway Station, this well-maintained solid brick 2 storey home offers 1,676 sf above grade, 4 spacious bedrooms, 2 full bathrooms and the flexibility to customize to suit. Pristine original architectural details include leaded glass windows, gum wood wainscoting, rich wood trim, crown moulding and French doors, showcasing the home's craftsmanship and character. The main level features an enclosed front porch, welcoming foyer, a grand living room with a wood-burning fireplace with a handsome brick surround and solid wood mantel, a beautiful bay window and hardwood floors, a formal dining room with original gum wood wainscoting, crown moulding and French doors, a generous eat-in kitchen awaiting your dream design, as well as a versatile family room/office/den that provides valuable extra living space. Second level with four generously sized bedrooms, a 4-piece bathroom and a large linen closet. Lower level with separate entrance currently includes a laundry area, full bathroom and abundant storage while offering excellent potential for additional an in-law suite, income unit or added living space. Inviting backyard with mature gardens. Detached single garage and mutual drive provide parking for two cars. Exceptional school catchment- Runnymede PS with French Immersion, Humberside Collegiate, St. Cecilia & Ursula Franklin. Walk to Bloor West Village shops, cafés and restaurants, Runnymede Subway, Runnymede Library, Kennedy-Margion Parkette and High Park with its renown trails, gardens and sports facilities. Easy access to Lake Ontario waterfront parks and trails, Lake Shore Blvd, Gardiner Expressway and downtown Toronto. Walk Score 97, Transit Score 82! A superb opportunity to create your forever home in desirable Bloor West Village! More details
    Listed by RE/MAX PROFESSIONALS INC.
    LISTING DETAILS
    DARYL KING

  • 408 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13528328

    408 Glenlake Avenue High Park North Toronto M6P 1G7
    Main Photo: 408 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13528328

    408 Glenlake Avenue Toronto M6P 1G7 High Park North

    $1,390,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13528328
    Bedrooms:
    3
    Bathrooms:
    2
    Detached family home in High Park - One of Toronto's most coveted west-end locations. This is the kind of neighbourhood buyers wait years to get into. Welcome to 408 Glenlake Avenue. Set on a beautiful residential street in the heart of the High Park/Bloor West, this three-bedroom, two-bathroom home offers the perfect blend of lifestyle and convenience. The main floor features a large, bright living and dining room space with updated flooring throughout, a renovated kitchen, and a functional layout with a seamless walkout to the backyard - ideal for everyday living and summer entertaining.Upstairs, you'll find three spacious bedrooms and a practical family layout designed for end users looking to establish themselves in one of the city's most sought-after communities.The location truly speaks for itself. Just steps from the one and only High Park, High Park TTC Station, Bloor West Village, the Junction, incredible local cafés, restaurants, breweries, shops, and some of Toronto's best green space and walking trails. Whether you're grabbing coffee on Bloor, spending weekends in the park, or commuting downtown with ease, this is west-end Toronto living at its absolute best. Rare opportunities like this in prime High Park locations don't come around often. More details
    Listed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY
    LISTING DETAILS
    DARYL KING

  • 24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13529286

    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®# W13529286

    24 Indian Road Crescent Toronto M6P 2G1 High Park North

    $1,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13529286
    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

  • 13 Evelyn Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13492998

    13 Evelyn Crescent High Park North Toronto M6P 3C8
    Main Photo: 13 Evelyn Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13492998

    13 Evelyn Crescent Toronto M6P 3C8 High Park North

    $1,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13492998
    Bedrooms:
    5
    Bathrooms:
    5
    This Remarkable Updated & Restored Large 2.5 Storey Brick Detached Home Is Nestled On A Tree Lined Picturesque Crescent In The Heart Of High Park North & Bloor West Village. It's Preserved Original Features Combined W/ All The Modern Conveniences. Fabulous Professionally Landscaped Front Lawn Leads To The Inviting Porch & Formal Airy Foyer W/Over 9.5 Ft Ceiling With Medallion & Pot Lights.Original French Doors Open To The Living Rm With Bay Window W/Restored Leaded & Stained Glass,High Ceilings W/Crown Moulding & Plaster Casts, Pot Lights, Wood Trim & Parquet Flrs. Original Pocket Doors Open To Dining Room W/Parquet Flrs & Restored Wood Trim. Main Level Has 3pc Washrm.Updated Eat-In Kitchen Has Ceramic Flrs, Pot Lights, Stainless Steel Appl. & Custom Cabinets & Walk Thru To Sun Rm & Sundeck, Large Patio & Fully Fenced Private Oasis Professionally Landscaped Garden.Great For Entertaining. 2nd Flr Includes The Primary Bedrm W/ 4 Pc Ensuite, Hardwood Flrs & Pot Lights.It Is Combined W/An Office Area.Separate Totally Gutted Family Rm W/3 Loewen Heat Smart Large Windows,Pot Lights & Hardwood Flrs.Spacious 2nd Bedrm Has 3pc Ensuite,Newer Bay Window W/Stained Glass,Hardwood Flrs,Pot Lights & Closet. Separate Study/Office Has Huge Window W/Leaded Glass. 3rd Flr Has 2 Large Bedrms With Cathedral Beamed Ceilings & Skylights, W/Out To Large Terrace, 3 Pc Bathrm W/Laundry, Bay Window & Hardwood Flrs. 3rd Flr Has A Second Ac System With Ductless Mitsubishi Unit That Keeps Comfortable Temperatures During The Hot Summer. This Home Has Reno & Underpinned 1 Bedrm Basement In-law Suite With Separate Entrance & Updated Kitchen W/Arborite Counters & Above Grade Windows, Many Pot Lights, Ensuite Laundry, Updated Spa Like 4 Pc Bathrm W/Marble & Jacuzzi. It Has Newer Drain, Plumbing, Electrical 200 Amp Service All Newer Windows And Skylights. More details
    Listed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY
    LISTING DETAILS
    DARYL KING

  • 17 Kennedy Park Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13238948

    17 Kennedy Park Road High Park North Toronto M6P 3H2
    Main Photo: 17 Kennedy Park Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13238948

    17 Kennedy Park Road Toronto M6P 3H2 High Park North

    $1,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13238948
    Bedrooms:
    4
    Bathrooms:
    4
    An excellent opportunity to acquire a detached property in Toronto's desired and established High Park North area. Situated in a mature, well-connected west-end neighbourhood, this property offers long-term potential with convenient access to parks, transit, schools, local shops, Bloor West Village, High Park, Lake Ontario, and major routes. Well-suited for buyers seeking a long-term ownership opportunity in a desirable Toronto pocket. More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS
    DARYL KING

  • 256 Keele Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13213168

    256 Keele Street High Park North Toronto M6P 2K3
    Main Photo: 256 Keele Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13213168

    256 Keele Street Toronto M6P 2K3 High Park North

    $1,449,000
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    W13213168
    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 details
    Listed by CORCORAN HORIZON REALTY
    LISTING DETAILS
    DARYL KING
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  • 407 Annette Street in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W13209274

    407 Annette Street Runnymede-Bloor West Village Toronto M6P 1R7
    Main Photo: 407 Annette Street in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W13209274

    407 Annette Street Toronto M6P 1R7 Runnymede-Bloor West Village

    $1,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13209274
    Bedrooms:
    4
    Bathrooms:
    2
    You'll love this home and neighbourhood! Amazing proximity to schools, great restaurants, parks, transit and so much more. Recently renovated in 2019 and carefully maintained by the current owners. Step into a pristine chef's kitchen, open concept living dining/living room, step up to to a comfortable breakfast bar. On the second, a spacious primary bedroom with room to breathe & relax. Two more bedrooms and a bathroom, make this floor complete. Basement has a lovely family space, a 4th bedroom. second full bath and laundry. Teenager, nanny or guest suite - you decide. A mutual drive has a garage with a car parking pad. More potential to add a front parking pad. This is a bright and airy home with views to a lovely south exposure, and a deep garden space. More details
    Listed by ROYAL LEPAGE TERREQUITY REALTY
    LISTING DETAILS
    DARYL KING

  • 62 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13187552

    62 Indian Road Crescent High Park North Toronto M6P 2G1
    Main Photo: 62 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13187552

    62 Indian Road Crescent Toronto M6P 2G1 High Park North

    $1,500,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13187552
    Bedrooms:
    4
    Bathrooms:
    4
    Exceptional investment opportunity in Toronto's west end! This detached 4-unit fourplex offers strong income potential with existing leases providing stable rental revenue from day one. Well-suited for investors seeking a multi-unit asset with reliable cash flow and long-term growth potential in a high-demand rental market. Excellent location close to transit, parks, shopping, restaurants, and everyday amenities. Also available for commercial sale. Legal Description: PCL 143-4 SEC M41; PT LT 143 W/S INDIAN RD CRES PL M41 TORONTO; PT LT 144 W/S INDIAN RD CRES PLM41 TORONTO COMM AT A POINT IN THE WLY LIMIT OF WESTERN AV DISTANT 5 FT NLY FROM THE SE ANGLEOF LT 143; THENCE SLY ALONG THE WLY LIMIT OF WESTERN AV 35 FT MORE OR LESS TO A POINT DISTANT20 FT NLY FROM THE SE ANGLE OF LT 144; THENCE WLY PARALLEL TO THE SLY LIMIT OF LT 144, 125 FT;THENCE NLY PARALLEL TO THE WLY LIMIT OF WESTERN AV, 35 FT MORE OR LESS TO A POINT DISTANT 5 FTNLY FROM THE SLY LIMIT OF LT 143; THENCE ELY PARALLEL TO THE SLY LIMIT OF LT 143, 125 FT TO THEWLY LIMIT OF WESTERN AV TO THE POB; EXCEPT PT 2, R888; TORONTO , CITY OF TORONTO. More details
    Listed by KW Living Realty
    LISTING DETAILS
    DARYL KING

  • 2480 Dundas Street W in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13153412

    2480 Dundas Street W High Park North Toronto M6P 1W9
    Main Photo: 2480 Dundas Street W in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13153412

    2480 Dundas Street W Toronto M6P 1W9 High Park North

    $5,985,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13153412
    Bedrooms:
    18
    Bathrooms:
    15
    14 Live/Work Unit Investment Property in High Park North. Prime High Park North location. Offered at $5,985,000, 2480 Dundas Street West is a substantially renovated income-generating property featuring 14 unique live/work hard loft studios plus rooftop signage income. The property offers a 6.15% cap rate, gross income of $447,112.56, and net income of $368,120. Renovated throughout with strong character, the building includes exposed brick, large wood beams, approximately 12-foot ceilings, triple-glazed windows, wood flooring, a high-efficiency furnace, separate hydro meters, and individual hot water tanks. Most units include en-suite laundry. Ideally located near Bloor & Dundas, Union Pearson Express, Dundas West Subway Station, Bloor GO Station, Bloor West Village, The Junction, and High Park. Strong tenant profile, high-demand location, and easy-to-manage building. More details
    Listed by EXP REALTY
    LISTING DETAILS
    DARYL KING

  • 36 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13152994

    36 Gothic Avenue High Park North Toronto M6P 2V9
    Main Photo: 36 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13152994

    36 Gothic Avenue Toronto M6P 2V9 High Park North

    $1,658,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13152994
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome home to 36 Gothic Avenue, a rare opportunity to own a fully detached brick residence directly across from iconic High Park in one of Toronto's most sought-after west-end neighbourhoods. Offering an exceptional combination of space, functionality, and location, this spacious 4+1 bedroom, 3 bathroom home also features parking for 4 vehicles - an incredibly rare offering in this coveted High Park/Bloor West setting. Lovingly maintained and updated over the years, the home offers generous principal rooms filled with natural light, multiple living areas, and a versatile layout ideal for families, those looking with homes with income potential, multi-generational living and more. Set on a quiet, tree-lined street across from High Park, enjoy year-round access to one of Toronto's most beloved parks featuring walking trails, gardens, playgrounds, sports facilities, Grenadier Pond, an off-leash dog park, and endless green space right at your doorstep. Commuters will appreciate being just steps to High Park Station, offering convenient subway access to downtown Toronto and beyond. Enjoy a highly walkable lifestyle just moments to the boutiques, cafés, bakeries, restaurants, and everyday conveniences of Bloor West Village - one of Toronto's most beloved neighbourhood shopping districts known for its charming main street atmosphere and strong sense of community. Families will appreciate the home's location within the catchment for the highly sought-after Runnymede Junior and Senior Public School and Humberside Collegiate Institute, two of Toronto's most recognized and desirable west-end schools. This is the rare opportunity to own a detached home with generous living space, exceptional parking, and an unbeatable High Park location in one of Toronto's most established and desirable communities More details
    Listed by RE/MAX PROFESSIONALS INC.
    LISTING DETAILS
    DARYL KING
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Data was last updated July 29, 2026 at 06:15 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.

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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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.

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