High Park Homes For Sale
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3 Glen Gordon Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12248572
3 Glen Gordon Road Toronto M6P 1B7 
$1,249,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12248572
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 3 Glen Gordon Rd, a beautifully renovated home nestled on a quiet street in the sought after High Park neighbourhood. What a great location, just steps away from the gorgeous High Park and close to the shops and restaurants on the popular Bloor West Village, Junction and Roncesvalles strips. Its in the catchment for top rated Keele Public School and Humberside Collegiate, and the Subway, Go and UP stations are right at your doorstep! The large, private covered porch welcomes you into a spacious and stylish main floor featuring a bright open plan with a feature fireplace, hardwood floors and numerous pot lights. The expansive renovated kitchen has stainless steel appliances, granite counters, plenty of storage and a large breakfast bar - perfect for entertaining with family and friends. There is also a convenient main floor powder room tucked away. The second floor features 4 generous bedrooms and 2 renovated full bathrooms including a 3 piece primary ensuite and a 5 piece main bathroom with double sinks. You can also enjoy the added convenience of a second floor laundry room which can serve as additional closet space. The lower level is finished as an apartment with a separate entrance and its own laundry. It's accessible from the main floor, which offers excellent flexibility for guests, rental income or a home office. The large fenced yard extends across multiple levels, providing private outdoor living space ideal for entertaining, gardening, or playing with the family. What a great opportunity to own a renovated family home in one of west Toronto's best neighbourhoods! More detailsListed by RE/MAX WEST REALTY INC.- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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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.- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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61 Hillsview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12223146
61 Hillsview Avenue Toronto M6P 1J4
$1,599,800Residential Freehold- Status:
- Active
- MLS® Num:
- W12223146
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 61 Hillsview Ave! Timeless Charm in the Heart of North High Park. Nestled in one of Toronto's most coveted enclaves, this beautifully re-imagined home blends classic High Park character with contemporary updates. Located on the serene, tree-lined street, this beautiful home offers 1379.24 sq ft of above-grade living space, and was thoughtfully renovated throughout. Behind its cozy, classic facade lies a light-filled main floor featuring a formal living room with Victorian fireplace, centrally positioned dining room, and a designer kitchen equipped with Wolf range with SS hood, Meile combi oven and dishwasher and Kitchen Aid fridge. The open-concept layout flows seamlessly into a private, fenced backyard oasis complete with mature trees, and a calming water feature, and a dedicated lounge and dining area ideal for entertaining or relaxing. Upstairs, the second floor includes a bright primary suite with a cathedral ceiling plus two more spacious Bedrooms, complemented by a luxurious 3-piece bath boasting a large shower, "waterworks faucets" & mosaic heated flooring. The home also comes with a private parking pad with space for two full sized vehicles. An old school porch is the perfect spot to enjoy the lush Front landscaping during those great summer nights. Finished basement with a 4 pc bathroom with heated floors completes the ideal layout for a growing family! Perfectly positioned just steps from the shops, restaurants, and vibrant communities of High Park, the Junction, Bloor West Village, and Roncesvalles. Walking distance to top-rated schools, TTC, Union-Pearson Express, GO Trains and the expansive greenery of High Park itself. This turnkey home is the complete package in one of the city's most desirable neighbourhoods. More detailsListed by MCCANN REALTY GROUP LTD.- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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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.- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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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.- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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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, And Numerous Renovations And Improvements Over The Years, This Turnkey Property Is A Rare Opportunity With Limitless Potential! More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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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 EXP REALTY- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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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- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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49 Evelyn Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12163752
49 Evelyn Avenue Toronto M6P 2Z2
$2,189,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12163752
- Bedrooms:
- 5
- Bathrooms:
- 3
Renovated & Redesigned Mid-Century High Park Home. Traditional 2-Storey Brick Detached on a Rare 49' X 78' Pie-Shaped Lot. 49 Evelyn Ave Offers a Remarkable Private Backyard Oasis with Manicured Tiered Gardens, 3 Large Walk-Outs, Gas BBQ & Hot Tub. Both the Interior & Exterior of the Home Have Been Thoughtfully Designed with Top-Drawer Finishes & Craftsmanship. The Main Floor Basks in Light from the Bay Window in the Living Room to the Large Picture Windows in the Kitchen. The Custom Kitchen & Dining Room Open to a Large Composite Deck which Extends the Entertainment Footprint of the Home; the Natural Light is Unparalleled. Just Shy of 2,000sq.ft finished with 4+1 Bedrooms (2 Bedroom/Offices Tandem), 3 Renovated Spa-Like Bathrooms, Low Sheen Restored Oak Hardwood Floors on the Main & 2nd Floor, Two Gas Fireplaces, Custom Built-ins, Massive Pella Windows, Loads of Storage & Closet Space. The Lower 'Garden' Suite is Completely Segregated & Offers Ample Space For Potential Multi Gen Applications, Nanny Suite or Otherwise. Large Above Grade Windows, Renovated Kitchen & Bathroom, In-Floor Radiant Heat, Unobstructed Views of the Tiered Gardens. Professionally Landscaped Front to Back; This Property Exudes Next Level Pride of Ownership & Meticulous Maintenance. Just A Short Stroll to High Park & Bloor West Village Shopping/Entertainment, A+ Local Schooling: Runnymede JR/SR & Humberside Collegiate Catchment, Public Transit Steps Away. More detailsListed by ROYAL LEPAGE CONNECT REALTY- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12160754
24 Indian Road Crescent Toronto M6P 2G1
$2,249,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12160754
- 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- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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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.- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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23 Kenneth Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12090212
23 Kenneth Avenue Toronto M6P 1J1
$1,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12090212
- 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 community23 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- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
Data was last updated July 1, 2025 at 01:15 PM (UTC)
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