High Park Homes For Sale
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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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45 Kennedy Park Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12096844
45 Kennedy Park Road Toronto M6P 3H2 OPEN HOUSE: Apr 26, 202502:00 PM - 04:00 PM EDTOpen House on Saturday, April 26, 2025 2:00PM - 4:00PMOPEN HOUSE: Apr 27, 202502:00 PM - 04:00 PM EDTOpen House on Sunday, April 27, 2025 2:00PM - 4:00PM
$2,299,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12096844
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to 45 Kennedy Park Rd, a beautifully updated 1929 brick home tucked away on one of the most desirable streets in Bloor West / High Park. Set on a wide 34-ft lot with private parking and a garage, this timeless residence backs onto a forested ravine, offering peaceful, east-facing views and year-round natural beauty just steps from the vibrant energy of Bloor West Village and the trails of High Park. From the moment you arrive, the homes storybook curb appeal invites you in. The arched front door opens to a generous foyer that leads into elegant, light-filled reception rooms rich with character featuring leaded glass windows, original high baseboards, coffered ceilings, and a cozy fireplace. The spacious dining room, with its picture window framing lush ravine views, flows effortlessly into a modern, shaker-style kitchen with a center island and breakfast nook perfect for everyday living and entertaining. Step outside to a large private deck, ideal for hosting or unwinding in nature. A main floor powder room adds convenience. Upstairs, the thoughtfully redesigned layout offers three spacious bedrooms, including a serene primary suite with a luxurious 5-piece ensuite and soaker tub. The second bedroom is generous and bright, while the third features a charming surprise a private balcony nestled in the treetops. A stylish family bath completes this level. The lower level provides incredible bonus space, including a bright recreation room perfect for a home office or media space, an oversized laundry and pantry area, a wine cellar, and a 3-piece bathroom. Enjoy boutique shopping, European bakeries, and cozy cafés just a stroll away on Bloor Street. With top-rated schools, strong community spirit, and unbeatable transit access, this home offers the perfect blend of tradition, comfort, and connected urban living all in one of Torontos most sought-after neighbourhoods. No Survey. 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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192 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12093005
192 Indian Road Crescent Toronto M6P 2G3 OPEN HOUSE: Apr 26, 202502:00 PM - 04:00 PM EDTOpen House on Saturday, April 26, 2025 2:00PM - 4:00PMOPEN HOUSE: Apr 27, 202502:00 PM - 04:00 PM EDTOpen House on Sunday, April 27, 2025 2:00PM - 4:00PM
$1,875,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12093005
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 192 Indian Road Crescent! Timeless Elegance in the Heart of North High Park. Nestled in one of Toronto's most coveted enclaves, this beautifully reimagined home blends classic High Park charm with contemporary sophistication. Located on a serene, tree-lined street, this beautiful home offers over 2,400 sqft of above-grade living space, and was thoughtfully renovated by the previous owner - a skilled builder. Behind its charming, classic facade lies a light-filled main floor featuring a formal living room with gas fireplace, centrally positioned dining room, and a designer kitchen equipped with a large island, stunning quartz countertops, and high-end appliances. The open-concept layout flows seamlessly into a private, fenced backyard oasis complete with mature trees, a lush garden, and dedicated lounge and dining area ideal for entertaining or relaxing. Upstairs, the second floor includes a bright east-facing second bedroom and a spacious third bedroom, complemented by a luxurious 5-piece bath boasting a large soaker tub, limestone flooring, travertine-tiled shower, and double vanity. The third level boasts a sun-soaked west-facing opulent primary bedroom retreat (addition 2011), with a fourth bedroom/home office and a modern, light-filled ensuite bathroom complete with double sink and glass shower surround. The updated and finished lower level (2010) provides additional living space with a cozy recreation room featuring a modern gas fireplace, recessed lighting, and broadloom, plus a stylish 3-piece bath. A large laundry room with custom cabinetry also adds great function. 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 SUTTON GROUP OLD MILL REALTY 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®# W12089234
12 1968 Bloor Street W Toronto M6P 3K9
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12089234
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 1974 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. Status certificate is available upon request. 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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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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58 Gilmour Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12083296
58 Gilmour Avenue Toronto M6P 3A9
$1,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12083296
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to this beautifully renovated semi-detached home on a 25-foot-wide lot in one of High Parks most coveted and family-friendly neighbourhoods. Bathed in natural light, this charming home seamlessly combines thoughtful upgrades with timeless appeal and modern functionality. The east-facing living room is warm and inviting, while the fully renovated kitchen and dining area (2024) feature custom shaker-style cabinetry, quartz countertops, stainless steel appliances, and generous storage. Sliding doors open to a new rear deck and a fully fenced backyard ideal for enjoying a coffee, entertaining, gardening, or quiet evenings outdoors. A charming shed and rear parking via a mutual drive complete this private outdoor retreat. Upstairs, you'll find three bright bedrooms and a spa-inspired 5-piece bath with a double vanity, shower & tub, and elegant finishes. Hardwood flooring and a classic staircase add to the homes character. The versatile basement is set up as a home office, guest suite, and cozy rec/TV area. This location is a standout for families, nestled within highly sought-after school catchments: Runnymede Jr & Sr PS, St. Cecilia, Western Tech, and Humberside CI. Walk to Bloor West Village, Baby Point, and The Junction all offering vibrant local shops, cafes, and dining. Whether you're picking up fresh pastries, browsing boutiques, or meeting friends for dinner, its all just steps from your door. Transit is seamless with the Runnymede bus connecting to the Bloor subway in minutes, and the UP Express nearby for easy access downtown or to Pearson. Outdoor lovers will appreciate proximity to High Parks 400 acres, plus nearby Humber River trails and the lakeshore with its boardwalk, Sunnyside pool, and scenic paths. Move-in ready and thoughtfully designed, this home offers the perfect blend of location, lifestyle, and community. A true gem in the heart of the west end. 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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2555 Dundas Street W in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12080352
2555 Dundas Street W Toronto M6P 1X6 OPEN HOUSE: Apr 26, 202501:00 PM - 03:00 PM EDTOpen House on Saturday, April 26, 2025 1:00PM - 3:00PM
$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. Flanked by a boutique luxury condo and an owner-occupied home - not rental properties. 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, and a cherry blossom tree that promises a stunning display soon. 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
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3 Glen Gordon Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12027124
3 Glen Gordon Road Toronto M6P 1B7
$1,580,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12027124
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 3 Glen Gordon Rd. This spectacular two story home, located in desirable High Park North, offers large, sunny, living spaces and incredible curb appeal. The main floor features an open concept layout. It also features an open living room with fireplace and pot lights, an open dining room combined with a family room and fabulous modern eat-in kitchen with stainless steel appliances. There is a bathroom conveniently located in this area. On the second floor there are four bedrooms with two gorgeous renovated washrooms and a laundry room for everyone's convenience. Engineered wood floors throughout the house. The basement is also fully finished with a fabulous second kitchen, second laundry room, one bedroom and a 3 pc washroom. Its separate entrance makes it appealing for potential extra income. Private, fully fenced backyard with a huge deck and an extra space for gardening. This is an amazing neighborhood, a short walk to High Park, Bloor West Village, The Junction and its many shops, cafes and restaurants. Just minutes from the subway. 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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39 Humberside Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W11995606
39 Humberside Avenue Toronto M6P 1J6
$1,896,000Residential Freehold- Status:
- Active
- MLS® Num:
- W11995606
- Bedrooms:
- 5
- Bathrooms:
- 2
Discover this wonderful Detached, 2.5 storey. 5 bedrooms 2 bathrooms. 9 ft ceilings. Perfect Opportunity for a large family, or a possible builders dream reno, 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 on a tree-lined street in the Junction & 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
Data was last updated April 25, 2025 at 10:15 PM (UTC)
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