Homes for Sale High Park Toronto – Urban Living Near Nature
Looking for homes for sale in High Park Toronto? This west-end neighbourhood blends tree-lined streets, charming architecture, and unmatched proximity to nature, transit, and downtown convenience.
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256 Keele Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13213168
256 Keele Street Toronto M6P 2K3 
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13213168
- Bedrooms:
- 4
- Bathrooms:
- 4
A rare and compelling investment opportunity in Toronto's vibrant and highly coveted Junction neighbourhood. This legal fourplex presents four beautifully maintained, self-contained residences, each occupied by long-term, trusted tenants-offering exceptional stability and immediate, predictable income. Thoughtfully positioned with rare four-car parking via laneway access, this property delivers a level of convenience seldom found in the city. An effortless income stream awaits, making this a standout opportunity for investors seeking strong positive cash flow today, with enduring value and long-term appreciation for years to come. Surrounded by the Junction's celebrated cafes, boutiques, and acclaimed dining, and just moments to the Keele Subway Station, High Park, Bloor West Village, and Roncesvalles, this address offers the perfect blend of urban vibrancy and community charm. A distinguished addition to any real estate portfolio. More detailsListed by CORCORAN HORIZON REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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407 Annette Street in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W13209274
407 Annette Street Toronto M6P 1R7 OPEN HOUSE: May 30, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 30, 2026 2:00PM - 4:00PMOPEN HOUSE: May 31, 202601:00 PM - 03:00 PM EDTOpen House on Sunday, May 31, 2026 1:00PM - 3:00PM
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13209274
- Bedrooms:
- 4
- Bathrooms:
- 2
You'll love this home and neighbourhood! Amazing proximity to schools, great restaurants, parks, transit and so much more. Recently renovated in 2019 and carefully maintained by the current owners. Step into a pristine chef's kitchen, open concept living dining/living room, step up to to a comfortable breakfast bar. On the second, a spacious primary bedroom with room to breathe & relax. Two more bedrooms and a bathroom, make this floor complete. Basement has a lovely family space, a 4th bedroom. second full bath and laundry. Teenager, nanny or guest suite - you decide. A mutual drive has a garage with a two car parking pad. More potential to add a front parking pad. This is a bright and airy home with views to a lovely south exposure, and a deep garden space. More detailsListed by ROYAL LEPAGE TERREQUITY REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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62 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13187552
62 Indian Road Crescent Toronto M6P 2G1
$1,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13187552
- Bedrooms:
- 4
- Bathrooms:
- 4
Exceptional investment opportunity in Toronto's west end! This detached 4-unit fourplex offers strong income potential with existing leases providing stable rental revenue from day one. Well-suited for investors seeking a multi-unit asset with reliable cash flow and long-term growth potential in a high-demand rental market. Excellent location close to transit, parks, shopping, restaurants, and everyday amenities. Also available for commercial sale. Legal Description: PCL 143-4 SEC M41; PT LT 143 W/S INDIAN RD CRES PL M41 TORONTO; PT LT 144 W/S INDIAN RD CRES PLM41 TORONTO COMM AT A POINT IN THE WLY LIMIT OF WESTERN AV DISTANT 5 FT NLY FROM THE SE ANGLEOF LT 143; THENCE SLY ALONG THE WLY LIMIT OF WESTERN AV 35 FT MORE OR LESS TO A POINT DISTANT20 FT NLY FROM THE SE ANGLE OF LT 144; THENCE WLY PARALLEL TO THE SLY LIMIT OF LT 144, 125 FT;THENCE NLY PARALLEL TO THE WLY LIMIT OF WESTERN AV, 35 FT MORE OR LESS TO A POINT DISTANT 5 FTNLY FROM THE SLY LIMIT OF LT 143; THENCE ELY PARALLEL TO THE SLY LIMIT OF LT 143, 125 FT TO THEWLY LIMIT OF WESTERN AV TO THE POB; EXCEPT PT 2, R888; TORONTO , CITY OF TORONTO. More detailsListed by KW Living Realty- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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408 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13175236
408 Glenlake Avenue Toronto M6P 1G7 OPEN HOUSE: May 30, 202611:00 AM - 01:00 PM EDTOpen House on Saturday, May 30, 2026 11:00AM - 1:00PMOPEN HOUSE: May 31, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 31, 2026 2:00PM - 4:00PM
$1,348,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13175236
- Bedrooms:
- 3
- Bathrooms:
- 2
Detached family home in High Park - One of Toronto's most coveted west-end locations. This is the kind of neighbourhood buyers wait years to get into. Welcome to 408 Glenlake Avenue. Set on a beautiful residential street in the heart of the High Park/Bloor West, this three-bedroom, two-bathroom home offers the perfect blend of lifestyle and convenience. The main floor features a large, bright living and dining room space with updated flooring throughout, a renovated kitchen, and a functional layout with a seamless walkout to the backyard - ideal for everyday living and summer entertaining.Upstairs, you'll find three spacious bedrooms and a practical family layout designed for end users looking to establish themselves in one of the city's most sought-after communities.The location truly speaks for itself. Just steps from the one and only High Park, High Park TTC Station, Bloor West Village, the Junction, incredible local cafés, restaurants, breweries, shops, and some of Toronto's best green space and walking trails. Whether you're grabbing coffee on Bloor, spending weekends in the park, or commuting downtown with ease, this is west-end Toronto living at its absolute best. Rare opportunities like this in prime High Park locations don't come around often. More detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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2480 Dundas Street W in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13153412
2480 Dundas Street W Toronto M6P 1W9
$5,985,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13153412
- Bedrooms:
- 18
- Bathrooms:
- 15
Live Where the City Meets the Park - Urban Loft Investment Opportunity in High Park North. Step into timeless charm and urban convenience at 2480 Dundas Street West, a beautifully situated 14 hard loft-style studios in one of Toronto's most coveted west-end neighborhoods. Each unit features exposed brick, 12-foot ceilings, triple-glazed windows, wood flooring, and most include in-suite laundry, separate hydro meters, and hot water tanks. Nestled just steps from the lush trails of High Park and moments from the vibrant energy of Bloor West Village, this property offers the perfect blend of nature, transit, and community. Steps to GO Transit, UP Express, Dundas West Subway, and High Park, this property offers unbeatable walkability and connectivity. With excellent upside potential for condo conversion or future development, this is a rare opportunity for investors and developers alike. Lifestyle Perks: - Morning jogs in High Park, weekend brunch at local cafés, and a 10-minute subway ride to downtown. - Walk Score of 92 and Transit Score of 95, ditch the car and embrace the city. - A tight-knit, welcoming community with year-round events and green spaces. Why This Home? Whether you're a young family seeking great schools and parks, a professional craving a peaceful retreat with city access, or a downsizer looking for charm and walkability, this home delivers. More detailsListed by EXP REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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36 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13152994
36 Gothic Avenue Toronto M6P 2V9 OPEN HOUSE: May 31, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 31, 2026 2:00PM - 4:00PM
$1,658,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13152994
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome home to 36 Gothic Avenue, a rare opportunity to own a fully detached brick residence directly across from iconic High Park in one of Toronto's most sought-after west-end neighbourhoods. Offering an exceptional combination of space, functionality, and location, this spacious 4+1 bedroom, 3 bathroom home also features parking for 4 vehicles - an incredibly rare offering in this coveted High Park/Bloor West setting. Lovingly maintained and updated over the years, the home offers generous principal rooms filled with natural light, multiple living areas, and a versatile layout ideal for families, those looking with homes with income potential, multi-generational living and more. Set on a quiet, tree-lined street across from High Park, enjoy year-round access to one of Toronto's most beloved parks featuring walking trails, gardens, playgrounds, sports facilities, Grenadier Pond, an off-leash dog park, and endless green space right at your doorstep. Commuters will appreciate being just steps to High Park Station, offering convenient subway access to downtown Toronto and beyond. Enjoy a highly walkable lifestyle just moments to the boutiques, cafés, bakeries, restaurants, and everyday conveniences of Bloor West Village - one of Toronto's most beloved neighbourhood shopping districts known for its charming main street atmosphere and strong sense of community. Families will appreciate the home's location within the catchment for the highly sought-after Runnymede Junior and Senior Public School and Humberside Collegiate Institute, two of Toronto's most recognized and desirable west-end schools. This is the rare opportunity to own a detached home with generous living space, exceptional parking, and an unbeatable High Park location in one of Toronto's most established and desirable communities More detailsListed by RE/MAX PROFESSIONALS INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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93 Medland Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13130912
93 Medland Crescent Toronto M6P 2N3
$1,798,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- W13130912
- Bedrooms:
- 4
- Bathrooms:
- 4
Live in luxury in the spectacularly renovated owner's suite while rental income from two additional units significantly offsets your mortgage! This rare, sophisticated, and meticulously maintained turnkey property represents an exceptional opportunity for savvy investors and end-users seeking a high-end "condo alternative" in one of Toronto's most coveted areas. The freshly renovated owner's suite is a true showstopper, having just undergone a stylish transformation. It features a new kitchen designed for the modern chef, complete with elegant quartz countertops, a matching backsplash, a functional pantry, and a brand-new stainless steel LG appliance suite. The open-concept living space is grounded by new engineered hardwood floors and anchored by a sleek electric fireplace, creating an atmosphere of contemporary warmth. With two beautifully renovated washrooms and high-end finishes throughout, this suite offers a level of comfort and aesthetic appeal rarely found in multi-unit dwellings. The attention to detail extends throughout the entire property, which consists of two spacious bi-level suites and a bright, fully renovated lower-level unit. Every inch of this home has been exceedingly well-maintained, ensuring a truly "plug-and-play" experience for the next owner. Outside, the property impresses with classic curb appeal framed by a timeless wrought iron fence. Outdoor living is a dream here, featuring 2 private decks and a secluded patio that provide a peaceful sanctuary for relaxing or entertaining. Functionality meets lifestyle with the inclusion of two rare parking spaces and a location that is second to none. You are just steps away from the subway, the trendy shops of Bloor Street, and the eclectic vibe of the Junction. For nature lovers, enjoy High Park's lush trails and expansive greenspace. Combining elegance and exceptional value, 93 Medland Crescent is a special opportunity to own a piece of High Park North and start generating income right away! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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579 Indian Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13128270
579 Indian Road Toronto M6P 2C3
$2,699,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13128270
- Bedrooms:
- 8
- Bathrooms:
- 5
A rare and incredibly versatile opportunity in the heart of High Park North. Set on an exceptional 50 x 150 feet lot, this substantial property offers nearly 5,000 square feet of interior living space, making it one of the larger homes in the neighbourhood. Originally built in 1914, the property was expanded with a separate rear residence constructed directly off the back of the original home - creating a unique scale and layout rarely found in Toronto's west end. Now completely gutted to the studs, the property is a true blank canvas ready for its next chapter. Whether envisioned as an extraordinary single-family residence, a multi-unit income property, multi-generational living arrangement, or a creative live/work conversion, the possibilities here are endless. Additional standout features include an oversized 2 car garage, a private driveway with parking for up to 6 additional vehicles, a separate entrance to the expansive lower level, and outstanding potential for further intensification including a garden suite or coach house configuration. The generous lot size may also offer potential for severance, subject to the buyer's own due diligence and all necessary municipal approvals. The size, flexibility, and configuration of this property create a truly unique opportunity for end users, investors, builders, and developers alike. Located in one of Toronto's most sought-after neighbourhoods, just steps to High Park, Bloor Street, subway access, UP Express, GO Transit, cafés, restaurants, and local shops. A once-in-a-generation opportunity to reimagine and create something truly exceptional in High Park North. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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102 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13113268
102 Gothic Avenue Toronto M6P 2V9
$1,889,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13113268
- 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.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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215 Keele Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13108252
215 Keele Street Toronto M6P 2K1
$1,120,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13108252
- Bedrooms:
- 7
- 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.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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166 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13084450
166 High Park Avenue Toronto M6P 2S4
$5,250,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13084450
- 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- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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61 Chelsea Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13050756
61 Chelsea Avenue Toronto M6P 1B9
$1,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13050756
- 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 4.54%**, 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 cafés, 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- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated May 29, 2026 at 02:15 PM (UTC)
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Why Buyers Love the High Park Toronto Real Estate Market
• Steps from High Park’s 400 acres of green space and walking trails
• Quick access to Line 2 subway, UP Express, and major bike lanes
• Diverse architecture: Victorian, Edwardian, and modern infill
• Top-rated schools and walkable to Roncesvalles or The Junction
• Quiet, family-friendly atmosphere close to downtown
What to Expect in High Park Toronto Homes
Explore the variety of High Park homes for sale, with standout features like:
• Detached or semi-detached homes with 3+ bedrooms
• Hardwood flooring, original fireplaces, and stained glass accents
• Renovated kitchens, updated electrical, and HVAC systems
• Private yards, laneway access, and finished basement suites
Neighbourhood Highlights Around High Park
High Park offers a rare blend of nature and city life. The park itself spans over 400 acres with trails, sports facilities, gardens, and even a small zoo. Steps away, Bloor West Village and The Junction offer local cafés, bookstores, restaurants, and independent boutiques. With three nearby subway stations, Keele, High Park, and Dundas West, plus access to the UP Express, commuting is effortless. Seasonal festivals, farmers’ markets, and highly rated schools round out the family-friendly, community-driven vibe.
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Each link provides updated listings and expert insights.
FAQs – Homes for Sale High Park Toronto
1. What’s the average price of a home in High Park?
Prices typically start at $1.5M for semis and $2M+ for detached homes, depending on lot size and updates.
2. Are there any new builds or modern homes in High Park?
Yes. While much of the housing stock is historic, newer custom homes and modern infill properties are available.
3. Is High Park a good area for families?
Absolutely. The area is known for its safety, top schools, parks, and sense of community.
4. What’s the commute like from High Park to downtown Toronto?
Riding the subway from Keele or High Park Station gets you downtown in under 20 minutes.
Get The Royal Treatment
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