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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11 1968 Bloor Street W in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12275238
11 1968 Bloor Street W Toronto M6P 3K9 
$899,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12275238
- Bedrooms:
- 3
- Bathrooms:
- 3
A High Park Treasure, here's a rare opportunity to own a piece of Toronto's most beloved west-end neighbourhood. Welcome to this exceptionally spacious 3-storey freehold townhome tucked into a private enclave directly facing High Park. With 2+1 bedrooms, 3 bathrooms, and underground parking, this home offers the ultimate in city living paired with the serenity of nature at your doorstep. Step inside and be greeted by an open-concept main floor, complete with high ceilings, pot lights, and a 2-piece powder room. The kitchen is smart and functional, offering generous cabinetry and perfect flow for cooking, hosting, or family life. A beautiful oak circular staircase spirals upward - a signature design detail that carries you through the home with elegance and ease. The second level features a luxurious primary retreat complete with a spa-like 5-piece ensuite. On the top floor a second bedroom plus a sunlit den/family space that could easily serve as a third bedroom, home office, or cozy lounge. But the crown jewel? The private rooftop terrace. Bathed in sunlight, fitted with a gas line for BBQs, and made for lounging, entertaining, or quiet evenings under the stars. Its your own urban escape high above the city and surrounded by trees. Steps to the subway, Bloor West Village, Roncesvalles, shops, cafés, schools, and all the trails, gardens, and beauty of High Park. These rarely come up and when they do, they don't last. Run, don't walk. 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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24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12270676
24 Indian Road Crescent Toronto M6P 2G1
$1,990,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12270676
- 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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164 Quebec Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12262367
164 Quebec Avenue Toronto M6P 2T8
$1,875,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12262367
- Bedrooms:
- 6
- Bathrooms:
- 4
Located in the highly sought-after High Park neighbourhood, this spacious purpose-built Triplex offers incredible value with three well-appointed units, each featuring private ensuite laundry and access to outdoor space. Lower Level: 1-bedroom unit (currently month-to-month $1,691.). Main Floor: 2-bedroom unit (currently month-to-month 2700.00).Upper Unit: Two-storey 3-bedroom unit leased until October 2025, then month-to-month %3995. Includes exclusive access to a rooftop deck. Each unit has access to the shared backyard, and the Main and Upper units share a two-car garage. Tenants are responsible for their own heat and hydro. All current tenants are willing to stay on, making this an ideal turnkey investment opportunity. More detailsListed by RE/MAX PROFESSIONALS INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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23 Kenneth Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12256333
23 Kenneth Avenue Toronto M6P 1J1
$1,700,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12256333
- Bedrooms:
- 6
- Bathrooms:
- 2
Looking for space, character, and a location you'll never want to leave? Welcome to 23 Kenneth Ave-a 5+1 bedroom, 2-bathroom detached home in the heart of the always-loved West Bend. With four expansive levels of living, there's plenty of room to spread out, get creative, and make this home truly yours. Inside, you'll find charm in all the right places: a welcoming open fireplace for cozy nights in, and a rare indoor hot tub on the top floor with city views-yes, really. The finished basement offers flexibility galore, whether you need a spot for guests, a quiet home office, or space for the in-laws. A big bonus? The not-so-glamorous (but very important) stuff-like many mechanical updates-has already been taken care of, so you can focus on the fun part: bringing your own style to the space. Step outside and enjoy a peaceful backyard that's just begging for summer BBQs, morning coffees, or a bit of urban gardening. Families will love the proximity to excellent schools, and everyone will appreciate being just a short walk to the subway, High Park, and the shops and restaurants along Bloor. What really sets this home apart is the community-23 Kenneth sits on a street where neighbours wave, kids play, and the annual summer block party is a local highlight. Its warm, its welcoming, and its ready for its next chapter. More detailsListed by ROYAL LEPAGE TERREQUITY KEVIN YU REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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93 Medland Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12256184
93 Medland Crescent Toronto M6P 2N3
$2,000,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12256184
- Bedrooms:
- 4
- Bathrooms:
- 4
Exceptional Multi-Unit Property in High Park North! Welcome to 93 Medland Crescent, a beautifully maintained and thoughtfully updated property in the heart of High Park North, one of Torontos most sought-after neighbourhoods. This elegant home offers a rare investment or end-user opportunity with three fully renovated units and charming curb appeal behind a classic wrought iron fence. Zoned as a legal duplex, the property includes: Main floor/2nd floor unit - a spacious and stylish bi-level suite with a main floor powder room, Juliette balcony off the upper bedroom and a private outdoor patio and garden perfect for entertaining or quiet relaxation. The 2nd/3rd floor unit - this bright and airy renovated open concept bi-level 2 bedroom suite features hardwood floors, skylights and a gas fireplace. The updated kitchen opens onto a large treetop deck, and one of the bedrooms doubles perfectly as a home office or studio space. On the lower level you will find a one bedroom suite with a modern and efficient layout boasting high ceilings, luxury vinyl flooring and a separate sleeping area. Additional highlights include shared laundry facilities, a rear parking space, and a welcoming community feel, supported by wonderful, respectful tenants. This versatile and beautifully situated property is perfect for investors seeking solid income potential, or for end-users looking to live in one unit while enjoying rental income from the others. Just steps to the subway, High Park, the Junction, top-rated schools, shops, cafes, and restaurants - 93 Medland Crescent is an exceptional opportunity in a truly unbeatable location. 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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218 Glendonwynne Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12234495
218 Glendonwynne Road Toronto M6P 3G3
$3,675,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12234495
- Bedrooms:
- 7
- Bathrooms:
- 4
Welcome To This Rarely Offered And Truly Remarkable Residence! A Bright, Elegant Home Nestled In The Coveted High Park North Neighborhood. Steps To Some Of The Citys Top-Ranked Schools (Runnymede PS, Ursula Franklin Academy, Humberside C.I.). A Short Stroll To Bloor West Village, The Junction, High Park, Boutique Shops, Dining, Banking, Libraries, TTC, Buses, And More. This Exquisite 3-Storey Detached Brick Home Has Been Thoughtfully Renovated With An Award-Winning Landscaped Garden, All While Preserving Its Architectural Grace & Original Character. Featuring 5 Bedrooms, 4 Bathrooms, And A Private Saltwater In-Ground Pool, This Home Was Designed For Sophisticated Living & Entertaining! The Open Concept Main Floor Offers A Spacious Foyer, Hardwood Floor Throughout, Fireplace In Living Area, Chefs Kitchen That Opens To Large Dining Area With Wainscotting Around, And An Office With Built-In Shelves & French Doors; A Second-Floor Boosts A Family Room W/Built-In Cabinets And 3 Spacious Bedrooms; A Third-Floor Has A Primary Retreat W/Skylights And Private Terrace Plus A Good Size Bedroom. Built-In Wardrobes & Drawers Throughout For Plenty of Storage! Additional Upgrades: New Roof, Ethernet Wiring Throughout, Newly Finished 3rd Floor Flooring, Custom Wall Finishes & Decor By French Interior Designer Anna Duval, Custom-Made Silk Drapery & Rods, 2nd Floor Laundry, Toto Washlet Toilets, Centralized Water Filtration System, And CVAC; Dedicated Power Generator. The Professionally Landscaped Garden Offers Year-Round Beauty, Complete With A Fully Insulated Poolside 350SqF Cabana (Can Be Converted To Guest House And Features A Shower, Powder Room, Entertaining Bar & Storage), Outdoor Dining And Lounge Areas, And A Charming Treehouse. The Finished Basement Has A Separate Entrance With Custom Cabinetry, Custom Pet Wash Station And A Beautiful Exposed Brick Wall. Rare Two-Car Parking & A Plug-In EV Charger. A Seamless Fusion Of Luxury, Timeless Design, And Urban Serenity Awaits. More detailsListed by SUTTON GROUP REALTY SYSTEMS INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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427 Annette Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12205371
427 Annette Street Toronto M6P 1R8
$2,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12205371
- Bedrooms:
- 5
- Bathrooms:
- 3
Striking Two And Half Storey Edwardian Residence, In The PrestigiousHigh Park North Area, Designed By Daniel Karpinski Architect Who Received A Number of International Awards. This Home Has Been Exquisitely Designed And Fully Renovated, And Will Leave You Speechless. Offering A Modern Open Concept Main Level With A Walkout To The Elegantly Landscaped Rear Garden. Gorgeous Modern Kitchen By Bulthaup Kitchens, Equipped With Gaggenau Appliances. Second And Third Floor Offers Four Sizeable Bedrooms With Chevron Hardwood Floors Including Large Two Beautifully Designed Themed Large Bathrooms. Third Floor Bedroom Offers AWalkout To Private Balcony Overlooking Backyard For Those Tranquil Escapes! UniqueJapanese Shou Sugi Ban Cladding On The Garden Side. Lower Level Offers SpaciousRec Room And A Separate Entrance With Unlimited Possibilities To Make It Your Own! Steps To Summerhill Market, Shops, Trendy Restaurants, Incredible Parks, And SoMuch More. This Remarkable Residence Is Truly Worthy Of Your Consideration! More detailsListed by SUTTON GROUP-ADMIRAL REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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39 Humberside Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12199448
39 Humberside Avenue Toronto M6P 1J6
$1,650,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12199448
- Bedrooms:
- 5
- Bathrooms:
- 2
Discover this wonderful Detached, 2.5-storey (legal triplex). 5 bedrooms 2 bathrooms. 9 ft ceilings. Perfect Opportunity for a large family or a potential builder's dream renovation, great for an investor looking to add to their portfolio. Large laneway at the back with the onsite convenience of 2 parking spaces. The home is located on a tree-lined street in the Junction and High Park, with amazing neighbours. Easy stroll to many stores & restaurants, great schools, TTC. This prime location offers the ideal setting for families seeking a vibrant community with many amenities within walking distance. The property may require renovations and is "SOLD AS IS CONDITION" with no Warranties or Guarantees. More detailsListed by IPRO REALTY LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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232 Pacific Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12195112
232 Pacific Avenue Toronto M6P 2P5
$1,789,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12195112
- Bedrooms:
- 7
- Bathrooms:
- 4
Attention Value Seekers! This Rare And Spacious Property Is Located Just A Couple Of Blocks From High Park, The Bloor Subway Line & The Vibrant Dundas West Area. Set On A Coveted, Extra-Deep Lot On Pacific Avenue, This Wide Semi-Detached Brick Home Features A Main-Floor Brick Addition, A Double Car Garage, And Parking For Three Additional Vehicles. Currently Configured As A Well-Maintained Triplex With Basement Suites. This Solid Income-Producing Property Offers Incredible Versatility And Potential For Multi-Generational Living Or Further Development, Including The Possibility Of A Garden Suite. The Layout Includes A Bright Main-Floor Unit With High Ceilings, Three Bedrooms Plus A Den, And A Walkout To The Backyard; A Second-Floor One-Bedroom Plus Den With A Large Balcony; A Third-Floor Studio With Skylight And Private Walkout, A Lower Front One-Bedroom Suite With Good Ceiling Height & A Spacious Lower Rear Unit That Can Serve As A Studio, One-Bedroom, Office, Or Storage. With Fantastic Tenants In Place, Multiple Walkouts, & Numerous Renovations And Improvements Over The Years, This Turnkey Property Is A Rare Opportunity With Limitless Potential! More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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187 Clendenan Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12173310
187 Clendenan Avenue Toronto M6P 2W9
$2,199,999Residential Freehold- Status:
- Active
- MLS® Num:
- W12173310
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 187 Clendenan Ave. This Stunning 2 Story Detached, Fully Renovated Home on an Extra Deep Lot in Highly Sought After High Park Location. This Property Has Undergone a Complete Renovation in 2019/2020 Back to The Studs, Including New Roof & Framing, All New Electrical, Hvac, Plumbing, Waterline, Insulation, Windows & The List Goes On. This Property Offers Amazing Flexibility in Layout and Use. Currently Used As A Fabulous Duplex, Or With Some Minor Adjustment Can Be A Truly Magnificent Single-Family Home. The Main Level Features A Beautiful One- or Two-Bedroom Apartment, Open Concept Modern Kitchen with Island, Walkout to Private Patio, Stunning Oak Flooring Though-out, 3pc Washroom, Private Washer/dryer, Large Living Room Overlooking Backyard. The Second and Third Level Features a Stunning Three-bedroom Apartment with a Large Open Concept Kitchen/Dining/Living Room, Oak Hardwood Floors Throughout, Modern Kitchen with Lots of Storage and Peninsula Design, Sunken Dining/Living Room with Additional Built-ins For Storage, Stunning 4pc Washroom, Private Washer/Dryer, Large Third Level Bedroom, All New Stairs Throughout, Walkout From Living Room to Deck with Stairs Leading to Backyard Playground and Basketball Court, and a Large Garage/Shed. This Home in Setup Perfect as a Multigenerational Home. You Won't Feel Like you're in the City with this Large 31.5 by 198.33 Lot and all the Beautiful Trees for Privacy. All Renos Professionally Done with Permits. Located Walking Distance to Both High Park and Bloor West Village, Runnymede PS, Ursula Franklin, Humberside CI, Short Walk to Subway, TTC, Up Express Train for access to Airport or downtown, Bloor Boutiques, Shops and Restaurants. More detailsListed by RIGHT AT HOME REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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36 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12168024
36 Gothic Avenue Toronto M6P 2V9
$1,759,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12168024
- Bedrooms:
- 5
- Bathrooms:
- 3
Unlock the potential of 36 Gothic Ave, a unique gem right across from vibrant High Park! With 3 vacant units, each with a private entrance and parking, this home offers flexibility for end-users and investors alike. Live in one unit and let the other two be your mortgage helpers! Or convert back to a 4-bedroom single-family home by removing the upper kitchen. It's easy - ask me how. Sitting on a deeper lot than most in the area means more breathing room and privacy, unlike other houses tightly packed together. And it qualifies for a garden suite! Flanked by a luxury boutique condo and home owners - no rental buildings.A huge sun-filled rear deck offers the perfect spot for relaxing or entertaining. The low maintenance landscaping features $80K in interlock and a large 1,000 sq ft rear patio. Imagine adding a firepit and seating area to create your own private outdoor retreat. Want even more green space? The carport can be removed to expand the backyard. Come see why 36 Gothic Ave is such a smart investment! More detailsListed by ROYAL LEPAGE SIGNATURE 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®# W12157206
57 Humberside Avenue Toronto M6P 1J6
$1,585,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12157206
- Bedrooms:
- 5
- Bathrooms:
- 3
LOCATION! LOCATION! LOCATION! Perfect opportunity for investors or first time homebuyers wanting to enter the highly sought after Toronto Market! 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, 3 Washing machines, 2 Dryers, 1 Dishwasher, ELFs & Window blinds not belonging to tenants. House Sold 'As Is'. Rent for 3 units: $73,464/Year; 2024 Expenses were $12,056. More detailsListed by CENTURY 21 RED STAR REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated July 14, 2025 at 04:15 AM (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:
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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.