High Park Homes For Sale
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173 Glendonwynne Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12523642
173 Glendonwynne Road Toronto M6P 3E8 
$1,849,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12523642
- Bedrooms:
- 4
- Bathrooms:
- 2
Tucked away on a quiet, tree-lined street in the heart of Bloor West Village, this timeless home beautifully blends classic character with thoughtful modern updates and offers a rare luxury for the neighbourhood: front pad parking. Ideally located within walking distance to the highly regarded and top rated Runnymede & Humberside school districts, and just steps away from the subway, High Park, and the lively shops and cafes of Bloor West Village. This address captures the perfect harmony of comfort, convenience, and community. From the moment you arrive, beautifully landscaped gardens frame the facade, hinting at the care and attention found inside. Step through the front door and be welcomed by sun-filled rooms, gleaming hardwood floors and the inviting wood-burning fireplace - a space that feels instantly like home. The chefs kitchen is a blend of elegance and function, with heated marble floors, granite counters, and a double farmhouse sink. From here, the patio door opens to a lush, landscaped backyard, where mature trees and curated gardens create a private outdoor oasis - perfect for morning coffee or relaxed summer evenings spent gathering with family & friends. Upstairs, four bright and spacious bedrooms offer both charm and serenity, while the 400 sq. ft. attic presents endless potential for a dreamy studio, inspiring home office, or tranquil retreat waiting to be imagined. The fully renovated 2024 lower level extends the homes versatility, featuring luxury vinyl flooring, a stylish three-piece bath, and a separate entrance perfect for guests, in-laws, or cozy movie nights.173 Glendonwynne Avenue is more than a home - its a rare offering that embodies sophistication, warmth, and the very best of Toronto living. More detailsListed by RE/MAX REALTRON REALTY INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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178 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12514080
178 High Park Avenue Toronto M6P 2S4
$5,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12514080
- 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 a 4% cap rate. Speak to listing Brokers re: income and expenses, survey and laneway house report. Impressive upside development opportunity. Must see to appreciate! Truly a RARE OFFERING! More detailsListed by ROYAL LEPAGE CONNECT REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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96 Chelsea Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12509754
96 Chelsea Avenue Toronto M6P 1C3
$999,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12509754
- Bedrooms:
- 3
- Bathrooms:
- 1
Stylish city living with a touch of traditional charm on Chelsea Ave! Set on a quiet, tree-lined street in High Park North, this semi-detached home blends character, comfort, and an unbeatable location. Directly across from Chelsea Ave Park and just steps to Bloor, High Park, and some of Toronto's most vibrant neighbourhoods - The Junction, Roncesvalles, and Bloor West Village. Inside, find an updated kitchen, 2+1 bedrooms (originally 3, easy to convert back), 1 bath with a claw-foot tub, and a finished basement with a cozy spot to unwind & watch the game! Private yard, carport parking, and potential for a larger garage. A rare opportunity to enjoy a well-cared-for home in one of High Park North's most walkable, connected, and in-demand communities! More detailsListed by Royal Lepage Real Estate Associates, Larose Team- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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93 Medland Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12496984
93 Medland Crescent Toronto M6P 2N3
$1,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12496984
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to 93 Medland Crescent - a charming, character-filled legal duplex with a beautifully finished basement suite in the heart of High Park North. Thoughtfully updated and lovingly maintained, this multi-unit home offers incredible flexibility for live/rent buyers seeking lifestyle, location, and long-term value. Boasting nearly 2,000 square feet above grade plus a 685 sq ft lower level, this home features three distinct suites - ideal for multigenerational living or generating reliable income. The upper bi-level 2-bedroom skylit suite impresses with a cozy gas fireplace, private deck walk-out, and classic hardwood charm. A stylish 1-bedroom bi-level suite walks out to the serene backyard garden, while the lower-level apartment is bright and inviting with high ceilings and a smart layout thanks to a professionally underpinned basement. This home is turnkey! The bonus? Two parking spaces via rear lane, a rarity in this walkable west-end neighborhood. Steps to Keele Station, High Park, The Junction, and Bloor West Village, you're surrounded by top schools, indie cafés, grocers, trails, transit, and community spirit. Whether you're a savvy buyer looking to live in one unit and rent the rest, or seeking space for extended family with built-in privacy - this is the one! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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59 Abbott Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12476161
59 Abbott Avenue Toronto M6P 1H3
$999,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12476161
- Bedrooms:
- 3
- Bathrooms:
- 2
Great Opportunity in North High Park to Create your Own Personal Design on this Rarely Offered Home With a Long Private Driveway and a Detached Garage. Lovingly Cared for by the Same Family for Over Half a Century, It Offers Warmth, Character, and Well-Preserved Original Features, Including French Doors, Plate Rails, and Beautiful Wood Trims. Nestled on a Picturesque, Tree-Lined Street, this Charming Residence Presents a Wonderful Opportunity to Renovate or Restore to your Own Vision. Recent Improvements Include Roof Re-shingled (October 2024), Leaf Guard Protection Eavestroughs (2024), New Clean Out Drain. Includes 2 stair lifts and exterior lift - Seller is willing to leave or remove. Ideally Situated in a Vibrant Yet Quiet, Family-Oriented Neighbourhood, Steps to High Park, Keele Street Public School, Humberside Collegiate Institute, and Ursula Franklin Academy, as well as the Many Shops, Cafés, and Restaurants of Bloor West Village, Roncesvalles, and the Junction. Enjoy Easy Access to Keele and Dundas West Subway Stations and the UP Express, Offering Direct Connections to Union Station and Pearson International Airport. More detailsListed by ROYAL LEPAGE TERREQUITY REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12465543
387 Kennedy Avenue Toronto M6P 3C5
$2,599,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12465543
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to this remarkable, professionally designed home, featured on the TV series, "Love It or List It". Where style, quality, and thoughtful renovations come together beautifully. This standout residence showcases a full 3rd floor addition, creating a private master bedroom complete with a luxurious ensuite bathroom with heated floors throughout, and a serene balcony offering "treehouse" views-your perfect escape at the end of the day. With four bedrooms in total-three on the second level plus an open office landing-this home provides versatility for families, guests, or work-from-home professionals. Every detail has been upgraded, including three stunning full bathrooms, each finished with modern design and high-end materials. The lower level is truly exceptional, rebuilt from the ground up with a brand-new foundation dug five feet deeper for impressive ceiling height. This space now features radiant heated floors, a custom family room, a bathroom with walk-in shower, a separate laundry room, and a storage room-designed for comfort and functionality. The main floor offers a seamless open-concept layout with a renovated kitchen, granite countertops, and a breakfast bar connecting directly to the dining room-ideal for entertaining. Engineered hardwood floors run throughout, professionally landscaped front and rear gardens create inviting outdoor living space. A legal front parking pad and ample street parking add are convenience on a street where homes rarely become available. Lush natural garden view at front door. This home sits directly across from acclaimed Runnymede Elementary School with French Immersion, and within walking distance to top secondary schools including Ursula Franklin Academy, Western Tech, and Humberside. Enjoy a 10-minute stroll to the Bloor subway line and Bloor West Village, Toronto Life's #1 rated neighbourhood, and a 20-minute walk to the natural beauty of High Park. A truly exceptional home in one of Toronto's most desirable locations. More detailsListed by CENTURY 21 LEADING EDGE REALTY INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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192 Pacific Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12452583
192 Pacific Avenue Toronto M6P 2P5
$1,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12452583
- Bedrooms:
- 6
- Bathrooms:
- 3
Welcome to 192 Pacific Avenue, a stately 4 bedroom home offering 2,400 sq. ft. of above-ground living space plus a self-contained 2-bedroom basement apartment. Located in one of West Torontos best neighbourhoods, its just steps to the beauty & serenity of High Park, with its scenic trails, playgrounds & sports fields. Its also within walking distance of 3 vibrant high street districts: The Junction, Roncesvalles & Bloor West each offering a unique mix of shops, cafes & restaurants. Families will appreciate being in the catchment for top-rated Humberside CI and Keele St PS. And commuters will love the easy access to transit with the subway, GO and UP stations all just a short walk away. Inside, the main floor welcomes you with soaring 10 ft ceilings and a breathtaking living room featuring 17 ft cathedral ceilings, twin skylights, and a cozy fireplace framed by 2 walkouts to a large deck and a very deep backyard. Theres also direct access to a versatile lower-level space perfect for a gym, TV room or home office. The chef-inspired kitchen features granite countertops, stainless steel appliances including a gas stove with a pot filler, an abundance of cabinetry, and a large breakfast bar that comfortably seats six ideal for casual meals & entertaining. Also on the main floor is a spacious primary bedroom with an adjoining spa-like full bathroom, a separate laundry room, and rich hardwood flooring throughout. Upstairs, youll find 3 generously sized bedrooms, each with wall-to-wall closets, along with a 4 piece bathroom with a separate soaker tub & walk-in shower. An open loft area overlooks the living room and offers the perfect spot for a home office, library, or quiet reading nook. The lower level apartment includes 2 bedrooms, its own laundry, and a private front entrance a great option for rental income, in-laws, or extended family. The lower level can be opened up to allow access from inside the house. More detailsListed by RE/MAX WEST REALTY INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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167 Quebec Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12449672
167 Quebec Avenue Toronto M6S 3W1
$2,899,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12449672
- Bedrooms:
- 8
- Bathrooms:
- 4
TURN KEY FOURPLEX INVESTMENT-PRIME HIGH PARK LOCATION Outstanding Opportunity To Acquire A Fully Rebuilt, Turn-Key Fourplex In Toronto's Most Desirable Rental Market. Just Two Blocks North From Bloor Subway And Steps To High Park, This Property Offers Unmatched Tenant Appeal And Long-Term Value. Completely Renovated Back To The Studs, Each Unit Has Been Redesigned With Modern, Durable ,And Low-Maintenance Finishes. Features Include Open-Concept Chef's Kitchens With Quartz Counters, Centre Islands, And Stainless Steel Appliances. Spacious Layouts With Large Windows, Pot Lights, And Bright Living Areas Individual Mechanicals-Each Unit Has Its Own Furnace , A/C, Ventilation, And Ensuite Laundry. Separate Meters For Maximum Efficiency And Reduced Landlord Expenses. Set On A 36 x 136 Lot With Triple Garage, Laneway Access And Landscaped Grounds. This Property Provides Additional Flexibility For Parking Or Potential Laneway Development. With Strong Rental Demand, Premium Finishes And Minimal Maintenance Requirements. This Fourplex Is The Perfect Turn-Key Investment With Great Income In A Blue-Chip Toronto Location!!! More detailsListed by RE/MAX WEST REALTY INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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36 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12423955
36 Gothic Avenue Toronto M6P 2V9
$1,700,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12423955
- Bedrooms:
- 5
- Bathrooms:
- 3
Visit REALTOR website for additional information. Discover a rare gem across from the beloved High Park and minutes from Bloor West Village shopping and restaurants a beautifully maintained, brick residence combining flexibility, charm, and investment potential. This 2 storey detached home offers three units, each with its own private entrance and parking. Brand-new roof installed September/2025 and updated furnace installed January/2024. Whether you're seeking rental income or a family home, this property offers the best of both worlds. Easily converted into a spacious 4-bedroom family home by removing the upper kitchen and leaving a 1-bedroom basement apartment for potential income! Expansive Outdoor Spaces: A sun-soaked rear deck over 200 sq. ft., plus a rear patio, offering ample space for relaxing, entertaining, and enjoying lush greenery. Deep lot dimensions (~29.6 ft. x 120.9 ft. lot), more privacy & breathing room than typical High Park properties. Detached garage plus a recent double carport added in 2023. Additional interlocked parking pad for convenient daytime parking.4+1 bedrooms and 3 bathrooms. Finished basement with separate entrance. Brick exterior, mix of tile & laminate flooring. Prime High Park North: Near High Park, one of Toronto's largest and most beloved green spaces. Enjoy all the amenities, recreational opportunities, and beauty the park offers. Steps from High Park Subway Station, and many errands can be done on foot. Close to shops, schools, and green space. Garden Suite Potential, adding even more options for future development. More detailsListed by PG DIRECT REALTY LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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2553 Dundas Street W in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12413759
2553 Dundas Street W Toronto M6P 1X6
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12413759
- Bedrooms:
- 4
- Bathrooms:
- 3
Developers, Builders & Investors, An Opportunity To Own A Piece Of Real Estate In The Highly Desired High Park North Community | Property Sits On A Commercial/Residential Cr2 Zone Currently Divided Into Two Separate Units With The Potential For A Third | The Rear Structure Has Potential To Be Converted Into Live/Work Space | Make This Your Multigenerational Home, Income Property Or A Home Where You Live & Rent Out A Portion | Steps To Everything You Need: High Park, Subway Stn., Go/Up Express, Junction Shops & Eateries, Bloor West Village And Roncesvalles More detailsListed by HOMELIFE SUPERSTARS REAL ESTATE LIMITED- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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166 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12405410
166 High Park Avenue Toronto M6P 2S4
$4,990,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12405410
- Bedrooms:
- 6
- Bathrooms:
- 5
We are saying good-bye to 166 High Park Avenue. The stunning 1891 home of the Heintzman piano makers featured in the book Old Toronto Houses. This residence is now fully restored to surpass its former glory. With carved oak trims, exotic kitchen granite, luxury marble washrooms, slate/solar roof, 360 tower, copper troughs, decks, rare stained-glass windows, chandeliers, 7 fireplaces, solarium, theatre, bar, gym, wine cellar and heated herringbone hardwood floors, its 7-car parking & coach house sit on a 60 X 200 forested lot. Top floor features one of a kind nanny suite with a private entrance and spacious deck. Walking distance to subway station, High Park and Bloor West Village to enjoy all the entertainment and fine dining. Coach House is fully equipped with an alley kitchen and one 3pc bathroom. More detailsListed by KINGSWAY REAL ESTATE- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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427 Annette Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12390516
427 Annette Street Toronto M6P 1R8
$2,899,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12390516
- Bedrooms:
- 5
- Bathrooms:
- 3
Stunning, Understated Designer Home in Torontos High Park North / Junction. This exceptional, renovated detached two-and-a-half-storey residence is a modern architectural standout. Redesigned by internationally acclaimed ARCHITECT DANIEL KARPINSKI, the interior showcases a harmonious blend of clean lines, natural materials and refined detailing. A large, welcoming front porch sets the tone for whats inside. The main floor opens into a spacious foyer, offering sight lines through the open-concept living, dining and kitchen areas all beneath high ceilings that add volume and light. At the heart of the home is a sleek BULTHAUP KITCHEN with GAGGENAU appliances and a 10-FT LONG ISLAND and wall to wall/floor to ceiling window and doors that flow out to a meticulously landscaped rear garden - a private outdoor oasis. Upstairs; the second and third floors feature four+ generous sized bedrooms (one currently used as a family room and office), CHEVRON-PATTERNED hardwood floors and two beautifully designed bathrooms. The third-floor retreat includes walkout to private balcony with impressive views -- perfect for peaceful escapes. Architectural touches include JAPANESE SHOU SUGI BAN CLADDING cladding on the garden-facing exterior. The finished lower level with a side entrance offers endless flexibility ideal for a recreation room, guest suite or creative workspace. Off street parking via laneway for one vehicle. Ideally located near the boutiques, shops and restaurants of both Bloor West Village and The Junction. Surrounded by top-rated schools including Annette Jr/Sr Public School, Humberside Collegiate and St. Cecilia Catholic School plus steps to Ravina Gardens Park, Annette Community Recreation Centre & Pool. Enjoy easy access to Runnymede TTC Station, UP Express, bike paths, Torontos High Park, easy to major highways and more. This is a rare opportunity to own a distinctive, expertly crafted home in one of Torontos most desirable and connected neighbourhoods. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
Data was last updated November 10, 2025 at 03:15 AM (UTC)
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