High Park Homes For Sale
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178 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12864750
178 High Park Avenue Toronto M6P 2S4 
$4,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12864750
- Bedrooms:
- 10
- Bathrooms:
- 6
Want to own a piece of Toronto history? This High Park Avenue Masterpiece is your once-in-a-lifetime opportunity. Spectacular, meticulously renovated/restored late 1800s Queen Anne Victorian mansion on an oversized 55 x 200-foot lot with nearly 6500 sqft of finished space! This magnificent High Park home has been divided into six separate luxury suites, each having been thoughtfully and expertly designed. This stately property is perfect for investors, multi-family living, or both. The main-level owner's suite spans over 1,600 square feet and is straight out of a magazine with four family-sized bedrooms, a designer kitchen with wood-finished cabinetry, quartzite countertops, and high-end appliances. The above-grade units feature a medley of exceptional features including soaring ceiling heights, herringbone hardwood floors, Parisian-inspired wall panels, stunning crown mouldings, a striking winding staircase adorned with William Morris wallpaper, arches, and three exquisite period fireplaces mantels and inserts. The basement features two lofty units with high ceilings, above-grade windows, and gorgeous exposed flagstone walls. A massive 4-car garage and huge front and rear gardens boasting ample parking and outdoor space. This location is unmatched with High Park Station on TTC Line 2 and Toronto's most famous park and this street's namesake High Park both only one block away. Not to mention countless restaurants, bars, & shops along Bloor St. W. & in the nearby Junction within walking distance. Your opportunity to acquire this four bedroom owner's suite with 5 fully-rented apartments and AAA tenants. Current rents including owner's suite at a projected $240k gross annually. Property currently being sold at approx 4.5% cap rate. Impressive upside development opportunity. Must see to appreciate! Truly a RARE OFFERING! More detailsListed by REMAX CONNECT REALTY- KIM KEHOE
- BOSLEY REAL ESTATE
- 1 (416) 7881823
- Contact by Email
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71 Gilmour Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12824034
71 Gilmour Avenue Toronto M6P 3A8
$2,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12824034
- Bedrooms:
- 7
- Bathrooms:
- 2
Welcome to an elegant & distinguished 2.5-storey detached residence nestled on a quiet, tree-lined street in the heart of highly coveted High Park North. This exceptional home masterfully blends timeless character with modern versatility, offering a rare opportunity in one of Toronto's most established & cherished west-end neighbourhoods. Thoughtfully designed for both refined entertaining and comfortable family living, the home features 5 bedrooms, 2 full baths across. Sunlight pours into the principal rooms, enhancing the warmth and architectural charm. Ideal for growing families, dedicated home offices, or private retreats. A notable highlight is the separate entrance to a self-contained 1 bedroom basement suite. Whether utilized for rental income, multigenerational living, or an elegant guest quarters, this space adds functionality & long-term investment appeal. The laneway access presents an increasingly rare & compelling opportunity: the potential to construct an approx. 1,600 sq. ft. laneway residence (subject to municipal approvals). Envision a sophisticated detached dwelling, a premium income-generating property, or a custom-built space designed to elevate overall estate value. Just moments from the 400+ acres of High Park's scenic trails, gardens, sports facilities, & year-round recreation, residents enjoy an extraordinary balance of urban energy & natural serenity. Bloor West Village and The Junction are nearby, offering boutique shops, charming cafés, acclaimed dining, & everyday conveniences. Seamless transit connections, including subway access, UP Express, provide efficient travel throughout the city and direct access to Pearson International Airport.Surrounded by respected schools & a strong sense of community. This long-term investment in lifestyle, flexibility & future potential is a rare offering that delivers comfort, income opportunities & expansion possibilities, all within one of Toronto's most enduring and prestigious neighbourhoods. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- KIM KEHOE
- BOSLEY REAL ESTATE
- 1 (416) 7881823
- Contact by Email
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387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12872866
387 Kennedy Avenue Toronto M6P 3C5
$2,489,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12872866
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to a home that truly has it all, an unbeatable location, private drive, exceptional design, and nearly 2600 square feet of thoughtfully finished living space. Professionally designed with attention to detail, this residence showcases timeless style, modern luxury, and quality craftsmanship throughout. Situated on Kennedy Avenue within a close knit community, this home offers both presence and warmth.The main floor features bright open concept living with wide plank engineered hardwood floors throughout. A bay window fills the living room with natural light, while a fireplace creates a cozy focal point. The adjoining spacious dining room is ideal for entertaining, and the updated kitchen blends function and sophistication with in floor heating, modern appliances, and direct access to the landscaped & turf backyard.The second level offers three generously sized bedrooms, a family bathroom, and an open office area, providing flexibility for family living or working from home.The third floor addition is dedicated to a fabulous private primary retreat with soaring ceilings, ample space for a king sized bed and sitting area, two double door closets, built in cabinetry, a private balcony, and a spa inspired ensuite featuring a deep soaker tub, double vanities, and a glass shower. The lower level was completely rebuilt and underpinned to provide high ceilings and radiant heated floors. Above grade windows bring in natural light, while a spacious recreation room with wall to wall storage, three piece bathroom, modern laundry room, and functional mudroom complete this beautifully finished space. Perfectly situated in HighPark / BloorWest , enjoy tree lined streets, charming boutiques & cafés along Bloor Street W and the Junction, and easy access to High Park. Steps to the subway line with convenient connections to downtown, major highways, and Pearson Airport, this vibrant neighbourhood offers Runnymede Jnr/Snr & Humberside CI catchments & a strong sense of community. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- KIM KEHOE
- BOSLEY REAL ESTATE
- 1 (416) 7881823
- Contact by Email
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19 Rowland Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12934654
19 Rowland Street Toronto M6P 1M2
$2,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12934654
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to this Stunning Edwardian tucked on a quiet cul-de-sac in High Park, set on an exceptional south-facing 27' x 150' lot with a rare ravine-like feel overlooking Ravina Gardens Park. The main floor is designed for everyday ease and entertaining, with an open layout and a seamless flow from living and dining rooms into the heart of the home: a standout Marcon kitchen with a centre island and concrete and butcher block counters. Multiple walkouts bring the outdoors in and lead to an expansive cedar deck, perfect for dining outside, relaxing, and taking in the view. The backyard is truly a showstopper. Enjoy a built-in hot tub with a surrounding deck and pergola, creating a private outdoor retreat you'll use year-round! A flagstone patio adds another destination for lounging, hosting, or outdoor meals, while an oversized double-door garden shed that offers convenient storage for bikes, tools, and seasonal items, including a generator (2024) and GenerLink home connection (2022), all wrapped in a beautifully upgraded outdoor setting that feels like an escape...topped with a metal roof (2022). Upstairs, the second level offers three well-sized bedrooms, plus a sunroom which makes the perfect office with a sunny south view over the trees. The main bath has been updated with newer marble finishes for a clean, timeless look. The third floor is a true retreat, featuring a bright primary suite with double built-in closets, a 3-piece ensuite, and a sitting area that opens to a Juliette balcony. The lower level offers a large living room, an additional 3-piece bath, and a separate entrance. Close to transit, shopping, parks, and everyday amenities-this is one you'll want to see in person. More detailsListed by RIGHT AT HOME REALTY- KIM KEHOE
- BOSLEY REAL ESTATE
- 1 (416) 7881823
- Contact by Email
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102 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12948566
102 Gothic Avenue Toronto M6P 2V9
$1,989,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12948566
- Bedrooms:
- 6
- Bathrooms:
- 3
Nestled on one of the most coveted historic streets in Toronto's west end, 102 Gothic Avenue is a masterclass in blending timeless character with contemporary luxury. This stunning 2 1/2 storey residence has been meticulously renovated and restored, offering an expansive floor plan that features 5+1 bedrooms, a dedicated home office, and an open family room. From the moment you step inside, the soaring ceilings, original stained glass accents, and gleaming hardwood floors create an atmosphere of refined elegance. The open-concept main floor is a host's dream, flowing seamlessly from the spacious living areas to a convenient main floor powder room, making it the perfect backdrop for grand entertaining or intimate family gatherings. At the heart of the home lies a renovated kitchen, designed for both style and function. It boasts a sleek breakfast bar, quartz countertops, and a sophisticated tumbled marble backsplash. The upper levels continue to impress with a spa-like family bathroom and a sun-drenched office featuring a skylight and offering breathtaking views of the treetops and vibrant sunsets. Outdoors, the lifestyle is equally impressive, with two walk-outs to private decks and terraces, providing serene spaces for morning coffee or evening relaxation. The versatility of this property extends to the fully developed lower level, which functions as a complete secondary living space. Featuring its own kitchen, living room, bedroom, washroom, and a separate entrance, it serves as an ideal nanny or in-law suite. Situated on a quiet, child-friendly cul-de-sac, you are just steps away from the lush trails of High Park, the ambiance and shops of Bloor West Village and the convenience of the subway station. This is a rare opportunity to own a turnkey historic gem in one of Toronto's most vibrant and walkable neighborhoods. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- KIM KEHOE
- BOSLEY REAL ESTATE
- 1 (416) 7881823
- Contact by Email
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24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12629618
24 Indian Road Crescent Toronto M6P 2G1
$1,749,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12629618
- 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- KIM KEHOE
- BOSLEY REAL ESTATE
- 1 (416) 7881823
- Contact by Email
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317 Runnymede Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12850956
317 Runnymede Road Toronto M6S 2Y5
$1,599,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12850956
- Bedrooms:
- 4
- Bathrooms:
- 2
Well Loved By The Same Family For 48 Years! You Too May Thrive Here Longterm-3 Levels Of Bright Airy Living Space Awaiting Your Creative Input-Ideal For Those Seeking Their 'Forever' Home! Perfectly Located In The Hub Of A Family-Friendly Community, On The 'School' Side Of A Popular Street Amongst Other Beautifully Crafted Century Homes. Enjoy The Private Backyard Where Rear Neighbours Are Not Readily Noticeable-A Serene Space With Ample Room For Kids, Pets & Entertaining. Front Entrance Foyer Has A Rare Large Closet-Store Your Outdoor Gear Out Of Sight! Original Character Embodies Traditional Elegance-Classic Decorative Glass Doors Separate The Entrance Foyer & Dining Room From The Grand Over-Sized Living Room. Original Leaded Glass Accent Windows (3), Crown Molding In The Living & Dining Room, Fireplace, Exposed Wood, Dinner-Party Sized Dining Room (Ideal For Family Gatherings & Entertainment Ease!), Recently Refinished Oak Hardwood Floors. Functional Kitchen Has Added Storage Space In The Cold Room. Door To Yard Facilitates Access To BBQ! King-Size Primary, Closets In Bedrooms, Linen Storage. Sunlight Streams Thru Over-Sized Windows-A Breath Of Fresh Air! Separate Side Door Enables Entry To Basement Loaded With Potential-Note Two Storage Rooms - Wine Cellar Anyone? Ez Parking & Wide Shared Drive For Effortless Entry To The Rare Double Garage.Pleasant 5 Minute Walk To Runnymede Subway Station, 5-10 Mins To Top School Catchments Including Runnymede Jr & Sr PS, Humberside CI & More! Stroll To 400 Acre High Park, Excellent Transit Options-Up Express & GO Provide A Quick Commute To Downtown/Pearson Airport-Such A Breeze! Ensures Fast Leisure & Downtown Accessibility! Delightful Walk To All Three: The Junction, Bloor West Village & Roncy. This Spacious Cherished Home Is Perfect For A Growing Family & Checks All The Right Boxes-CreateYour Masterpiece Now Or Down The Road. This Attractive Home Brimming W/Pride-Of-Ownership Will Put A Smile On Your Face! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- KIM KEHOE
- BOSLEY REAL ESTATE
- 1 (416) 7881823
- Contact by Email
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57 Humberside Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12960934
57 Humberside Avenue Toronto M6P 1J6
$1,579,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12960934
- Bedrooms:
- 6
- Bathrooms:
- 3
LOCATION! LOCATION! LOCATION! Perfect opportunity for investors or first time homebuyers wanting to enter the highly sought after Toronto Market and collecting rent to help with mortgage payments! 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, 2 Washing machines, 2 Dryers, 1 Dishwasher, ELFs & Window blinds not belonging to tenants. House Sold 'As Is'. Rent for 3 units: $73,464/Year; 2025 Expenses were $15,000. More detailsListed by CENTURY 21 RED STAR REALTY INC.- KIM KEHOE
- BOSLEY REAL ESTATE
- 1 (416) 7881823
- Contact by Email
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402 1660 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W12891572
402 1660 Bloor Street W Toronto M6P 0C6
$1,399,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W12891572
- Bedrooms:
- 3
- Bathrooms:
- 2
Largest floorplan in the building! Brand new never lived in! This spacious & sunny 3-bedroom 2-bath suite at Westbend Condos offers an exceptional layout and functionality in one of West Toronto's most desirable neighbourhoods, steps from High Park. Featuring over $15,000 in upgrades, this well-appointed unit includes parking and locker (next to eachother for convenience) and is ideal for end-users or investors alike. Located at Bloor & Keele, Westbend Residences by Mattamy Homes combines modern design with the charm of an established community. Enjoy convenient access to transit with Keele Subway Station, Bloor GO, and the UP Express nearby, providing quick connectivity to downtown Toronto. The property is surrounded by the vibrant amenities of Bloor West Village and Roncesvalles, including shops, restaurants, cafés, and everyday conveniences.Residents are just moments from High Park, offering year-round outdoor enjoyment with trails, green space, and recreational amenities. Easy access to major highways including the Gardiner Expressway further enhances connectivity across the city.A rare opportunity to own a large, upgraded 3-bedroom unit in a highly sought-after location. *Re-Sale NOT an assignment* More detailsListed by RIGHT AT HOME REALTY- KIM KEHOE
- BOSLEY REAL ESTATE
- 1 (416) 7881823
- Contact by Email
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215 Keele Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12717054
215 Keele Street Toronto M6P 2K1
$1,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12717054
- Bedrooms:
- 6
- Bathrooms:
- 3
Fantastic Opportunity For Investors And End-Users Alike! Just One Block From Bloor St West And The Subway!!! Whether For Personal Use, Multi-Generational Living, Or Investment, This Property Delivers Location, Functionality, And Income Potential In One Complete Package. This Well-Maintained Originally Four Bedroom Home Features Extra Kitchen On Upper Level Now Which Can Be Easily Converted Back, Three Wrms And A Legal Basement Apartment. Recent Improvements Include All New Windows, A Renovated Main-Floor Kitchen, Two Renovated Bathrooms, And A New 200-amp Electrical Panel. Excellent Transit With Nearby TTC Subway Connections. Enjoy Countless Restaurants, Bars, & Shops Along Bloor St. Close Proximity To Majestic High Park With Many Beautiful Trails. More detailsListed by CENTURY 21 HERITAGE GROUP LTD.- KIM KEHOE
- BOSLEY REAL ESTATE
- 1 (416) 7881823
- Contact by Email
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503 1660 Bloor Street W in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W12929882
503 1660 Bloor Street W Toronto M6P 1A8
$1,026,990Residential Condo & Other- Status:
- Active
- MLS® Num:
- W12929882
- Bedrooms:
- 4
- Bathrooms:
- 2
Rare 3 Bedroom Corner Suite at Westbend Residences by Mattamy Homes. Brand New Boutique Condo Overlooking the High Park Neighbourhood. Own a true 3-bedroom suite with a private wrap-around terrace in a highly walkable and transit-connected west Toronto location. Offering northeast-facing views over the charming High Park residential pocket, this efficient corner layout includes generous storage space and a flexible split-bedroom design. The open-concept kitchen, dining, and living area allows for relaxed entertaining, with sleek finishes and natural flow. The den is ideal for work-from home, and each bedroom offers privacy and versatility for families, guests, or creative use. The primary bedroom is set apart for added comfort. Enjoy elevated living with 1Valet Smart Entry, smart thermostats, Tarion Warranty protection, and individually metered hydro and water. Amenities include a rooftop yoga terrace, BBQ lounge, party rooms, co-working space, fitness centre, and retail at street level. Located just minutes to TTC Subway, UP Express & GO, and walkable to High Park, The Junction, and Roncesvalles. Own a rare 3-bedroom residence in this vibrant and evolving community, built by Canada's most trusted builder. More detailsListed by MILBORNE REAL ESTATE INC.- KIM KEHOE
- BOSLEY REAL ESTATE
- 1 (416) 7881823
- Contact by Email
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607 80 Quebec Avenue in Toronto: High Park North Condo Apartment for sale (Toronto W02) : MLS®# W12921992
607 80 Quebec Avenue Toronto M6P 4B7
$878,800Residential Condo & Other- Status:
- Active
- MLS® Num:
- W12921992
- Bedrooms:
- 2
- Bathrooms:
- 2
**Welcome to High Park** Enjoy the spacious +/- 300sf terrace in this +/-1000 sf, 2 bedrm, 2 bath suite. Engineered hardwood flooring thru'out! Subway is only steps away, along with shopping, coffee shops, etc. Enjoy your walks/biking through High Park! Maintenance is all inclusive with cable tv/internet. Cats allowed but no dogs as per condo corp. Extras: s/s fridge, s/s stove, s/s b/i dishwasher, washer, dryer. **Note: Sellers giving preference to Buyers/Investors who will lease back to Sellers for a minimum 1 year term. **Offers Anytime** More detailsListed by RIGHT AT HOME REALTY- KIM KEHOE
- BOSLEY REAL ESTATE
- 1 (416) 7881823
- Contact by Email
Data was last updated April 6, 2026 at 06:15 PM (UTC)
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