High Park Homes For Sale
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405 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W14030774
405 Glenlake Avenue Toronto M6P 1G5 OPEN HOUSE: Oct 17, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 17, 2026 2:00PM - 4:00PM
$979,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14030774
- Bedrooms:
- 2
- Bathrooms:
- 1
Perfect condo alternative on a quiet tree-lined street close to High park. Steps to the subway and shops, cafes and restaurants of Bloor West Village and the Junction. This inviting home is filled with a feeling of warmth and character. The main floor rooms are spacious, with hardwood floors and a fireplace that will need work to render usable, and a plate rail in the dining room, and a cute kitchen with a walk-out to the large deck and maintenance-free yard. The upper floor consists of 2 generous bedrooms with closets. The 4 -piece bathroom is huge and used to be a 3rd bedroom decades ago. The former bathroom is now a large walk-in closet. Furnace and AC from 2021. new roof this year 2026. Some knob and tube wiring. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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37 Hillsview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W14012380
37 Hillsview Avenue Toronto M6P 1J4 OPEN HOUSE: Oct 15, 202605:00 PM - 07:00 PM EDTOpen House on Thursday, October 15, 2026 5:00PM - 7:00PMOPEN HOUSE: Oct 17, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 17, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 18, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 18, 2026 2:00PM - 4:00PM
$1,549,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14012380
- Bedrooms:
- 3
- Bathrooms:
- 3
A Truly Unique Find in Prime North High Park! This detached 2.5-storey home, built in 1985 and recently updated, offers a rare combination of space, light, ravine views and incredible parking - all just steps to High Park and the subway. A welcoming foyer with two closets opens to the bright, open-concept living and dining rooms. Step down into the spacious eat-in kitchen, complete with a wood-burning fireplace and walkout to a covered deck surrounded by nature. The second floor offers two bedrooms, including a spacious bedroom with a charming Juliette balcony and a beautifully renovated 4-piece bath just steps away. The lovely primary suite is filled with natural light from its floor-to-ceiling windows and features a 3-piece ensuite and its own private loft - a cozy, tucked-away space perfect for a home office, reading nook or quiet retreat. The third floor offers another bedroom with a walkout to a private balcony overlooking the ravine. The fully above-grade lower level adds even more living space with a recreation room/guest bedroom, wood-burning fireplace and walkout to the patio and ravine setting. Skylights and multiple walkouts fill this home with natural light and connect the interior beautifully to the outdoors. The parking is exceptional - a built-in garage, private drive and rare rear parking pad provide parking for up to THREE cars! Backing directly onto a ravine and just steps to High Park, the subway, shops, cafes and everything this sought-after neighbourhood has to offer. A unique and amazing home that truly needs to be seen! More detailsListed by BOSLEY REAL ESTATE LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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81 Chelsea Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W14028154
81 Chelsea Avenue Toronto M6P 1B9 OPEN HOUSE: Oct 14, 202605:00 PM - 07:00 PM EDTOpen House on Wednesday, October 14, 2026 5:00PM - 7:00PMOPEN HOUSE: Oct 17, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 17, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 18, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 18, 2026 2:00PM - 4:00PM
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14028154
- Bedrooms:
- 4
- Bathrooms:
- 3
81 Chelsea Avenue | Timeless Character, Modern Comfort. Beautifully updated with its original character intact, this 2-storey semi blends thoughtful renovations, premium finishes & exceptional convenience. Original stained-glass windows, oak trim & doors bring warmth and charm, while hardwood floors & a wood-burning fireplace framed by exposed brick anchor the inviting, open-concept main floor.The living, dining and kitchen spaces flow together effortlessly, creating a welcoming setting for everyday life entertaining. The updated kitchen features ample cabinetry, quartz countertops and backsplash, a separate wine fridge premium appliances, including a Fisher & Paykel induction range, Liebherr fridge/freezer, Miele dishwasher & Miele washer/dryer. A two-piece powder room and walkout to the low-maintenance backyard complete the main floor. Upstairs, three bedrooms include a bright, generous primary with double closets and a rear bedroom with a balcony overlooking the garden. A renovated four-piece family bathroom serves the second floor. The finished lower level adds valuable flexibility, with high ceilings, a separate entrance and its own laundry. Currently arranged as a one-bedroom suite, it offers options for extended family, a nanny, additional living space or potential rental income. Updated mechanicals, 200-amp electrical service, an upgraded water supply and a metal roof add practical appeal. Artificial turf (2025) keeps upkeep simple, leaving more time to enjoy the neighbourhood. Just steps from Bloor Street, everyday essentials, cafés and independent shops are close at hand. Unbeatable transit connections. Dundas West subway, UP Express, GO Transit & streetcars are all within a 5-minute walk, making downtown Toronto only mins away. While High Park, Roncesvalles & the Junction put some of Toronto's favourite destinations within easy reach. Highly desirable school catchment, & nearby Chelsea park a location that makes daily life wonderfully convenient. More detailsListed by RE/MAX WEST REALTY INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
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266 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W14028258
266 Glenlake Avenue Toronto M6P 1G1 OPEN HOUSE: Oct 17, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 17, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 18, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 18, 2026 2:00PM - 4:00PM
$1,724,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14028258
- Bedrooms:
- 5
- Bathrooms:
- 2
Beautiful Renovated 2.5-Storey Detached Home With Legal Front-Yard Parking, Just One Block North Of High Park & Bloor St W! This Gorgeous 4-Bedroom Home Beautifully Blends Original Character With Spectacular Professional Renovations. The Welcoming Front Porch Leads To An Inviting Foyer With Pot Lights. Separate Living Room Features Wide-Plank Heated Tile Floors, Soaring Pot-Lit Ceilings, Brick Fireplace & Oversized Windows. The Exceptional Open-Concept Designer Kitchen & Dining Area Boasts Quartz Counters, Huge Centre Island With Breakfast Bar, Bay Window, Custom Cabinetry, Stainless-Steel Appliances, Built-In Microwave With Exhaust Vent, Wine Fridge & Walkout To A New Party-Size Composite Deck. Enjoy A Stone Patio, Fully Fenced Private Garden Oasis & Large Rear Shed.2nd Floor Features A Spacious Primary Bedroom With His/Her Closets & Organizers, Plus Walkout To A Bright Sunroom/Office. Renovated Spa-Like Main Bath Offers A Double Quartz Vanity & Large Separate Shower. 2nd Bedroom Features An Original Brick Fireplace & Walkout To A Sunny Terrace. 3rd Floor Offers 2 Additional Bedrooms, Including A 3rd Bedroom With Sliding Glass Doors Leading To A Huge Terrace With Panoramic Treetop Views.Finished Basement Features Heated Floors, High Ceilings, Above-Grade Windows, Laundry, Utility/Furnace Room & Separate In-Law/Nanny Suite. Newly Renovated Bachelor Apartment Boasts A Newer Kitchen With Quartz Counters & Stainless-Steel Appliances, Separate Washer & Walk-Up To Backyard.Additional Features Include Central Vac, Ductless A/C With 4 Units, New Windows & Exterior Doors, New Eavestroughs & Tesla EV Charger. Ideally Located In Fabulous High Park North, Just One Block To Bloor St Shops & Restaurants. Under 10 Minutes To High Park & Keele St TTC Stations. Within The Humberside CI & Keele St PS School Districts. Close To Lithuania Park, High Park Trails & Grenadier Pond! More detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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137 Evelyn Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W14028520
137 Evelyn Avenue Toronto M6P 2Z6 OPEN HOUSE: Oct 15, 202605:00 PM - 07:00 PM EDTOpen House on Thursday, October 15, 2026 5:00PM - 7:00PMOPEN HOUSE: Oct 17, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 17, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 18, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 18, 2026 2:00PM - 4:00PM
$1,598,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14028520
- Bedrooms:
- 4
- Bathrooms:
- 3
One of High Park's most beloved streets.An exceptional 140 ft lot.Endless possibilities.Set on picturesque Evelyn Ave,this solid brick detached 3-bedroom, 3-bathroom home offers a rare combination of space,character,and versatility in one of Toronto's most coveted west-end neighbourhoods.Situated on an impressive 25x140 ft lot,the property features a wide mutual drive with convenient vehicle access to a detached double-car garage.Tucked behind the garage,discover a surprisingly spacious,almost secret garden;a charming retreat offering endless possibilities for gardening enthusiasts or anyone dreaming of a peaceful outdoor oasis.Inside, you'll find a spacious living room,a generous dining room perfect for entertaining,and a kitchen brimming with potential to be transformed into a stunning culinary space tailored to your taste.Beautiful hardwood floors and a timeless solid oak staircase add warmth and character throughout,while an upper-level outdoor deck provides a wonderful space to enjoy your morning coffee or unwind at the end of the day.The spacious lower level, complete with 7ft ceilings,two separate walkouts,and a full 4-piece bath,offers incredible flexibility for extended family,a potential income-generating suite,or additional living space.Additional highlights include 200-amp electrical service and a fully automatic sprinkler system.Beyond the property itself, the lifestyle is hard to beat.Enjoy tree-lined streets,the natural beauty of High Park,and easy access to Bloor West Village & The Junction's fantastic restaurants,independent shops,cafés,and everyday conveniences.Families will appreciate being in the highly sought-after Annette Street Public School & Humberside Collegiate Institute school catchments.Whether you're looking to settle into an incredible neighbourhood,create your dream family home,or take advantage of the property's future possibilities,137 Evelyn Ave delivers the space, location, and opportunity that rarely come together in High Park. More detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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725 Indian Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13884804
725 Indian Road Toronto M6P 2E2
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13884804
- Bedrooms:
- 5
- Bathrooms:
- 3
** CHARMING! Exceptional Investment Opportunity in High Park North! ** High-Cash-Flow (5.2% Cap) Triplex in One of Toronto's Most Desirable Neighbourhoods! Featuring 3 Well-Designed Legal Apartments with unique character, cozy vibes, and spacious private decks: 1 Two-Bedroom Unit + 2 One-Bedroom Units. A Rare Bonus: One-of-a-Kind Garden Cabin-Perfect for a Home Office, Creative Studio, Hobby Room, or Guest Retreat! Live in One Unit and Let the Other Two Help Pay Your Mortgage! Each unit is currently tenanted on a month-to-month basis with wonderful tenants at excellent market rents, while the lower-level two-bedroom unit including the garden cabin will be vacant as of December 1-offering exceptional flexibility for owner-occupiers, investors, or multi-generational living. Shared coin-operated laundry provides an additional income stream. Enjoy an unbeatable location just a short walk to the vibrant shops and restaurants of The Junction and Bloor Street, Dundas West and Keele subway stations, UP Express and GO Transit, and the beautiful trails and green spaces of High Park. Set on a lovely, tree-lined street in a welcoming community, this distinctive property combines income potential, lifestyle appeal, and urban convenience. ** A Rare Opportunity to Own a Versatile, Turn-key Income Property in a Prime Toronto Neighbourhood! A Must-See! ** More detailsListed by RIGHT AT HOME REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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620 Indian Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13874780
620 Indian Road Toronto M6P 2C6
$2,335,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13874780
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 620 Indian Road, set on one of High Park's most desired streets in the highly rated Indian Road Crescent School District. Larger than it appears, with over 4,000 square feet of living space, this beautifully fully renovated 2 and a half storey detached home features 3 bedrooms, along with 2 other flexible rooms including a finished 3rd level loft space and 2nd level sunroom, 4 bathrooms and natural light throughout. The spacious open concept main floor is perfect for entertaining featuring dining, main floor family room, a spacious foyer sunroom providing an additional sitting room to enjoy the morning sun or office, powder room, fireplace, Brazilian walnut hardwood floors, large bay window, newly built mudroom and walkout to a large backyard patio. The contemporary recently renovated chef's kitchen offers stainless appliances, 8 foot granite centre island with built in wine storage, solid maple cabinetry and generous storage. The west facing fenced in backyard oasis offers privacy to enjoy BBQs with green space for kids and pets to play or watch the morning sun from the new front porch. The large primary retreat with vaulted ceilings offers an incredible ensuite bathroom, walk-in closet, built-ins throughout and access to a bonus 3rd level loft space with endless possibilities. The finished lower level offers a sauna, separate entrance, 2nd kitchen, full bathroom, 2 additional bedrooms and 2nd laundry room creating many options from self contained rental suite to home office or additional family space. The detached garage and extra large private driveway offer parking for 6 cars, additional storage, and potential for a 2-storey garden suite. Located just steps to Bloor, Junction and Roncy shops and dining, High Park, TTC, GO and UP Express with quick access to downtown and the airport. Picture your family taking a bike or walk through High Park and down to the lake. 620 Indian Road is ready for you to call home. More detailsListed by RE/MAX HALLMARK REALTY LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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137 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13865812
137 High Park Avenue Toronto M6P 2S3
$3,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13865812
- Bedrooms:
- 7
- Bathrooms:
- 4
Exquisite triplex residence that has been completely renovated back to the studs and meticulously crafted for the discerning buyer, who appreciates superior workmanship and sophisticated styling. Each luxurious unit including the 2 bedroom lower level is of magazine quality and with their own furnace, hydro, central air, tankless hot water, security systems and ensuite laundry's. Located on a200 ft lot with heated double car garage. Landscape has identified that the property does comply with the current zoning by-laws and likely eligible for a garden suite. This could add to the current total income of $149,000/year. Cap Rate is 3% after expenses. This property is a one of a kind, trophy investment property or an ideal multi generational home. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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389 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13836334
389 Glenlake Avenue Toronto M6P 1G5
$1,425,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13836334
- Bedrooms:
- 4
- Bathrooms:
- 2
A wonderful High Park family home with space to grow, a sunny south-facing backyard and one of West Toronto's most coveted locations. Set on a quiet, tree-lined street, this charming 4-bedroom home offers 1,520 sq. ft. above grade, bright and beautifully proportioned rooms, and the kind of warmth and flexibility that makes a house feel like home. A charming covered front porch welcomes you in, while the main floor features a spacious living room with fireplace, generous dining room, bright kitchen and adjoining breakfast room. Walk-outs from both the kitchen and dining room lead to a large south-facing deck, creating an inviting setting for sunny days and summer evenings. Upstairs, four spacious bedrooms offer plenty of room for family, guests or a home office, along with a 4-piece family bathroom. The lower level adds wonderful flexibility with a separate side entrance, laundry room, 2-piece bathroom, cozy recreation room and home office with walk-up access to the backyard.Outside, enjoy a gated backyard with lane access and private parking, along with a south-facing garden and deck perfect for outdoor living. Just steps from High Park and the subway, with the shops, cafés and restaurants of the Junction and Bloor West Village close by. Families will appreciate the highly-rated Runnymede Public School and Humberside Collegiate catchments.A special High Park setting, generous space and plenty of room to make it your own - now officially on the market! More detailsListed by BABIAK TEAM REAL ESTATE BROKERAGE LTD.- Sidorova Inwood Real Estate Team
- 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®# W13804606
24 Indian Road Crescent Toronto M6P 2G1
$1,399,990Residential Freehold- Status:
- Active
- MLS® Num:
- W13804606
- 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- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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13 Evelyn Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13782394
13 Evelyn Crescent Toronto M6P 3C8
$1,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13782394
- Bedrooms:
- 5
- Bathrooms:
- 5
Visit REALTOR website for additional information. A remarkable 2.5-storey brick detached home on a picturesque, tree-lined crescent in the heart of High Park North and Bloor West Village. This exceptional home blends timeless character, thoughtful updates and remarkable versatility. The welcoming foyer opens to gracious principal rooms filled with original details, including intricate plasterwork, crown moulding, original wood trim, parquet floors, French doors and beautifully restored leaded and stained glass. The updated eat-in kitchen features custom cabinetry and stainless steel appliances, with a walk-through to the sunroom, expansive deck, large patio and professionally landscaped, fully fenced private garden-ideal for entertaining or relaxing. The second floor offers a spacious primary bedroom with ensuite and office area, a separate family room with large Loewen windows, a second bedroom with ensuite and an additional study. The third floor features two large bedrooms with cathedral-style beamed ceilings and skylights, a 3-piece bath with laundry and walk-out to a large private terrace. The finished basement includes a separate entrance and 1-bedroom in-law suite with updated kitchen, above-grade windows, ensuite laundry and spa-like 4-piece bath. The flexible layout provides excellent potential for multi-generational living, rental income, or the option to close off portions of the home into separate units. Numerous updates include newer windows and skylights, updated plumbing and drainage, 200-amp electrical service and a ductless Mitsubishi system for added summer comfort. Enjoy everything this sought-after neighbourhood has to offer, from High Park's trails and green space to the cafés, restaurants, shops, transit and community charm of Bloor West Village. Also in one of the best school districts. A rare offering combining character, scale, privacy and flexibility in one of Toronto's most coveted neighbourhoods. More detailsListed by PG DIRECT REALTY LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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61 Chelsea Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13751774
61 Chelsea Avenue Toronto M6P 1B9
$1,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13751774
- Bedrooms:
- 5
- Bathrooms:
- 4
An outstanding opportunity to acquire a turnkey property with 4 self-contained units in the highly sought-after High Park North neighbourhood, just steps from Dundas West TTC Station. 61 Chelsea Ave has been lovingly maintained by an experienced owner, offering both stability and long-term investment appeal. Recent upgrades include vinyl flooring throughout, 200 Amp electrical panel, new furnace, AC and tankless water heaters (2), new bathrooms and kitchens, new composite decks (3), garbage pad, front and back walkways and patio, fencing, interior waterproofing, and most appliances. Current rents are at market level and investors benefit from a **strong cap rate of 5.03%**, with minimal need for repositioning.Tenants benefit from efficient floorplans and exceptional convenience, with Dundas West Subway Station just a 5-minute walk away and the UP Express only a 7-minute walk away, allowing for quick access to both downtown and Pearson Airport. The property is also just minutes from High Park, offering expansive green space, trails, and recreational amenities.Located near the vibrant Roncesvalles Village, residents enjoy easy access to some of the city's best cafes, restaurants, and boutique shops-enhancing the overall lifestyle appeal and supporting strong rental demand.A turnkey asset in a premier location, 61 Chelsea Ave presents a compelling opportunity for investors seeking stable income, strong fundamentals, and enduring rental demand in one of Toronto's most desirable communities. More detailsListed by ROYAL LEPAGE TERREQUITY BESPOKE REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
Data was last updated October 14, 2026 at 04:15 PM (UTC)
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