High Park Homes For Sale
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75 Clendenan Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12111987
75 Clendenan Avenue Toronto M6P 2W7 
$1,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12111987
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 75 Clendenan. This well cared for and loved detached four bedroom family home situated on a premium terraced and treed 30 x 120 foot lot is on the market for the first time in decades. Situated a few minute walk to the High Park Subway station and High Park itself this home is ideally located on a treed lined street to not only enjoy the best in city living but also not feel like you are right in the centre of all the hustle bustle and traffic that can come from city living. Expansive principal rooms, loads or original charm and character including a wood burning fireplace in the living room plus an outdoor fireplace on the covered patio, an elevated outdoor sitting area over the garage all combine to create a comfortable family home with separate spaces for all to enjoy. Separate side entrance to basement allows for a lower level apartment that does not intrude upon the backyard privacy of a home owner. Wide mutual drive actually fits a full sized car and with one parking space in front of the oversized garage room to park 2 cars on site. A 200 amp service is ideal for those looking to install E car charging without incurring the expense of a service upgrade. public open houses sat sun may 3/4 2-4 both days More detailsListed by SUTTON GROUP-ASSOCIATES REALTY INC.- 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®# W12112222
232 Pacific Avenue Toronto M6P 2P5
$1,849,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12112222
- Bedrooms:
- 7
- Bathrooms:
- 5
Attention Value Seekers! This Rare And Spacious Property Is Located Just A Couple Of Blocks From High Park, The Bloor Subway Line, And 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 Multigenerational 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; And 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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42 Woodside Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12112747
42 Woodside Avenue Toronto M6P 1L8
$1,698,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12112747
- Bedrooms:
- 5
- Bathrooms:
- 3
After 60 years of love and family memories, 42 Woodside Ave is ready for its next chapter. Nestled in the heart of beautiful North High Park, this charming 5-bedroom detached century home is the perfect opportunity for a growing family. Within these walls, children grew up playing in nearby parks, walking to great schools, and shopping in vibrant Bloor West Village. Step inside and you'll feel the warmth of a true family home, filled with character and history. The living room, with its cozy fireplace and sunny southern exposure. The dining room boasts stained glass windows & beamed ceiling. The spacious kitchen offers limitless possibilities, while the five generously sized bedrooms offer room to grow. Outside, the large backyard is ideal for summer barbecues. Located within walking distance to top-rated schools including Humberside Collegiate, Ursula Franklin Academy, and Runnymede Public School, this home offered the gift of a walkable childhood and a close-knit community. With a mutual drive, garage, and space to park 1 car, it's both practical and full of charm. A rare opportunity to begin your own chapter in a home where love has lived for generations. 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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35 Keele Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12107129
35 Keele Street Toronto M6P 2J8
$1,088,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12107129
- Bedrooms:
- 3
- Bathrooms:
- 4
$$$$ Newly Renovated! a rare freehold townhome offering approximately 2,000 sq ft (MPAC 1716 sf Top 3 floors + 675sf ground level) of thoughtfully designed living space across four (4) levels in the heart of Toronto's vibrant High Park neighbourhood. This beautifully renovated 3-bedroom, 4-bathroom residence features soaring 16.5-ft cathedral ceilings, a sun-filled open-concept living area with sleek engineered hardwood floors, and a stunning contemporary kitchen with quartz countertops and pot lights. The versatile loft space overlooking the living area is perfect for a home office, reading nook, or creative studio. Each spacious bedroom boasts access to its own upgraded bathroom with modern glass showers and illuminated mirrors. Enjoy seamless indoor-outdoor living with a freshly painted balcony deck. Just a 30-second walk to Keele Subway Station and minutes to Bloor-GO Station, this prime location offers effortless commuting, while being steps to the charming shops of Bloor West Village and the expansive 400-acre High Park with its scenic trails, Grenadier Pond, and year-round community events. Complete with a private garage, this exceptional home perfectly combines modern elegance with unbeatable urban convenience. Amazing property Do Not Miss your chance! More detailsListed by BAY STREET GROUP INC.- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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12 1968 Bloor Street W in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12107494
12 1968 Bloor Street W Toronto M6P 3K9
$999,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12107494
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 1968 Bloor Street West Townhouse #12, freehold, POTL fee 532.33, 2 bedrooms+ den and 2 & a half washrooms, 3-storey, Georgian-style end unit that feels like a semi-detached home, offering abundant natural light & a bright, spacious interior. Located on the quiet side of this charming complex, this home is located in the desirable North High Park area, just steps away from the Bloor Subway & all the good shopping, cafes, bakeries & restaurants of Bloor West Village. Perfectly positioned directly across from beautiful High Park, offering serene views & easy access to nature. Main Floor: A convenient 2-piece bath, open concept living & dining area, modern kitchen with granite countertops & a custom-built peninsula, complimented by SS app, creating a wonderful flow for entertaining and everyday living. Hardwood throughout main floor. Second Floor: Spacious primary bedroom featuring two double closets & custom built-in cabinetry & hardwood throughout. A luxurious ensuite bathroom with ceramic floor & a separate shower for two with two shower heads, a deep soaker tub, & double sinks for ultimate relaxation. Third Floor: Versatile space perfect for an office, den, or family room, laundry area, a spacious second bedroom with two double closets, a 3-piece newly renovated shower 2024 completes this level. Fourth Floor: Step outside to a private, two-section deck with views of High Park, equipped with a gas hookup for your BBQ, a water tap for gardening, a skylight, & an electrical outlet for convenience. This home offers the perfect blend of style, functionality, & location, making it an ideal place to call home!**EXTRAS** New deck 2023, skylight, air conditioner 2022, washer 2024, dryer, new high efficiency hot water tank owned, high efficiency furnace, California wood blinds, Miele dishwasher, custom kitchen peninsula with granite top, custom cabinetry in primary bedroom. https://www.walkscore.com/score/1968-bloor-st-w-toronto-on-canada# More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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43 Hillsview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12109092
43 Hillsview Avenue Toronto M6P 1J4 OPEN HOUSE: May 03, 202501:00 PM - 05:00 PM EDTOpen House on Saturday, May 3, 2025 1:00PM - 5:00PMOPEN HOUSE: May 04, 202501:00 PM - 05:00 PM EDTOpen House on Sunday, May 4, 2025 1:00PM - 5:00PM
$1,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12109092
- Bedrooms:
- 4
- Bathrooms:
- 3
Beautifully turnkey, 43 Hillsview offers the rare opportunity to get your family into a detached home that feels like a forever love. Quiet, private, stately, and recently fully renovated, this storybook residence needs nothing except, of course, your handpicked details and gestures of luxury to host dinner parties, barbeques, playdates, and family gatherings with effortless style and grace. Lounge, cook, and dine in your wide & spacious open concept main floor with a convenient powder room tucked off to the side (dreamy!). Step out of the dining room to the south-facing back deck where you'll find ample space for your full-size outdoor dining set and grill, complete with a built-in natural gas hookup. A few steps down, you can watch the kids play while you show off your specialty cocktail skills, relaxing on the beautiful stone patio. The greenery from the park behind the gardens provides shade and incredible privacy! Upstairs, three generous bedrooms are calling when it's time to unwind, relax, and recharge. The vaulted ceilings, sophisticated high-end wood trim, classic hardware and solid doors do not disappoint. And downstairs? The oversized family room can easily host movie nights and a recreation space while leaving room for a full-size third bathroom, additional bedroom (or office), laundry, pantry, AND storage - this gorgeous property simply keeps giving and giving. Did we mention the garage and parking for two vehicles? Or leave the cars at home and take the short walk to the subway or High Park! We're talking about all the convenience, charm, and functionality for young families or ambitious first-time buyers who want to buy their "second house first," if you know what we mean! Designed to captivate the most refined sensibilities, 43 Hillsview invites you to step inside, settle in, and begin your next chapter - no instructions required. More detailsListed by FOX MARIN ASSOCIATES LTD.- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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343 Indian Grove in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12099835
343 Indian Grove Toronto M6P 2H6
$2,298,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12099835
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to stunning 343 Indian Gr in the highly desired High Park North Neighborhood. This property has undergone a complete renovation including underpinning, new roof & framing, new addition, all new electrical, hvac, plumbing, insulation, Fiberglass windows, retaining wall & the list goes on. This magazine worthy show piece has soaring ceilings on the upper level, a peaceful upper balcony in the master rm, Japandi style master bath, the kitchen is a show stopper with a mix of high end appliances (Dacor, Fisher & Paykel, Avantgarde & Kobe), an absolute delight for a cuisine connoisseur or family gathering. The detached space in the back is multi-purpose - home office, gym, play area and has heating/ cooling with a heat pump. Relax in the private backyard with no visible back neighbors. The legal 1 bedroom basement gives you the opportunity to have guests over or drive in additional income. Short Walk to Bloor St, Close To Downtown But In A Quiet Calm Area - This Fantastic Home Has Everything You Have Been Waiting For & So Much More! Added bonus: this property is eligible for new home HST rebate. Home comes with 2 years warranty. **EXTRAS** Custom Panel Fridge, Gas Stove, Wall Oven, Microwave, Dishwasher, Wine Fridge, 2 Washers, 2 Dryers, 2 Tankless heaters, Gas Bbq Line, Closet Organizers, Office, Fiberglass windows, Elfs. 2 years warranty from builder. Please see feature list. More detailsListed by META 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
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2555 Dundas Street W in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12080352
2555 Dundas Street W Toronto M6P 1X6
$1,688,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12080352
- Bedrooms:
- 7
- Bathrooms:
- 3
Welcome to 2555 & 2555A Dundas St W Prime investment opportunity, Rarely offered Lot / Depth:115.68, A Legal Duplex/Row plus lower level Unit/ CR2 Zoned/ Well Situated on Dundas Street West ideally located in the heart of Toronto between Bloor St and Dupont St,truly the perfect Toronto location! 3 Meticulously fully renovated and self-contained suites each with Ensuite laundry (Lower: 2BDRM, Ground: 2BDRM & Upper: 3 BDRM) with significant mechanical upgrades throughout including replaced wiring, HVAC, roof, windows andplumbing! Benefit from vacant units allowing you to hand select new tenants and immediately capitalize on current market rents! Ideal multi-generational home or live/rent opportunity. 2 Parking spaces accessible via mutual drive at the rear. Potential Gross Income $111,000 over 5% Cap Rate!!!. Separate hydro monitored with Emporia energy sensors. Low property expenses due to significant property upgrades. Perfect time to take advantage of the recent interest rate cuts and secure an excellent investment property. In Sought After High Park/WestBend. Right By Bloor/Dundas Transit Hub, The Junction, Roncesvalles & High Park. Nearby GreatSchools/Steps to All Amenities/Great Community. Short Walk to Subway, Shopping, High Park,Roncesvalles Village and the UP Express/ Bloor Go Station. 99 Bike score, 94 Transit Score, 93 Walk Score. Seller offers no representations or warranties related to the legal or retrofit status of units More detailsListed by EXP REALTY- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
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109 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12074985
109 High Park Avenue Toronto M6P 2S3
$1,949,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12074985
- Bedrooms:
- 4
- Bathrooms:
- 4
GREAT LOCATION! PERFECT INVESTOR PROPERTY! Perfect for Investors or New Home Owners, this home provides the unique opportunity to live in one unit and rent out the others to help cover your mortgage. Over the years, hundreds of thousands of dollars have been spent on renovations, making this property modern and move-in ready. Just steps away from High Park, Toronto's largest park, this property offers the perfect blend of nature and convenience. With easy access to High Park Subway Station and only 15 minutes to UP Express, commuting couldn't be easier. Walk to cafes, grocery stores, and amenities in every direction. Situated in the highest-ranking school (Ursula Franklin Academy, Keele Street J&S PS & Humberside CI), it's ideal for families. EV Charging Station in front of the property. Easy to convert back to a single family. Home Inspection Report upon request: No Knob & Tube Wiring Vacant and ready to move in, this is a must-see. Don't miss out on this incredible opportunity! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- 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®# W12055640
36 Gothic Avenue Toronto M6P 2V9
$1,849,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12055640
- Bedrooms:
- 5
- Bathrooms:
- 3
Across from beloved High Park! Owned by the same family for 50 years, this gold brick home is ready for its next chapter. With just a few adjustmentslike removing the upper kitchen and reinstating the staircasethis triplex can quickly be transformed into a 4-bedroom single-family home. OR generate income from 3 units, each with a private entrance and parking.A deeper lot than most in the area means more breathing room and privacy, unlike other houses tightly packed together. This property qualifies for a garden suite. Detached garage, a double carport (2023), and a large sun-soaked rear deck. The carport could easily be removed to create even more backyard space, if desired.Low-maintenance exterior with $80K spent on interlock, a 1000 sq ft rear patio. Floor plans at end of pics. 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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43 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12030841
43 Glenlake Avenue Toronto M6P 1E2
$1,830,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12030841
- Bedrooms:
- 6
- Bathrooms:
- 4
Welcome to 43 Glenlake Avenue, a wonderful family home or income property, located in the highly desirable and family friendly enclave of High Park North. This detached, two and a half storey home is owner occupied and ideal for investors (fabulous income potential), families wanting to live in one unit and rent out the others for income, or have live-in extended family/nanny in the fully equipped 2 bedroom basement apartment. With over 2500 sq ft of living space, this property has great curb appeal, southern exposure, an attractive floor plan, and is full of character and charm, including high ceilings on the main level, hardwood floors, 3 kitchens, ample storage, 2 decks and newer efficient windows on 3 levels. It is conveniently located on a quiet, tree lined street just steps to the GO/UP Express, subway, shopping, trendy cafes, excellent schools, Lake and the fabulous High Park. There are 3 laneway parking spots in the rear as well as 2 sheds. What a great opportunity to own a very spacious home in one of the most sought after neighbourhoods in Toronto! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- MICHAEL INWOOD
- RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY INC.
- 1 (416) 7693437
- Contact by Email
Data was last updated April 30, 2025 at 06:15 PM (UTC)
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