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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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 strong in-place income 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
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368 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13049598
368 Glenlake Avenue Toronto M6P 1G4
$1,570,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13049598
- Bedrooms:
- 4
- Bathrooms:
- 3
Absolutely stunning, professionally gutted and rebuilt with premium materials, this expansive 3-storey semi-detached home sits on a large corner lot in prime High Park North. A beautifully landscaped entrance welcomes you into a spacious foyer with ceramic floors and a large closet. The open-concept main level showcases designer finishes throughout, including high ceilings, pot lights, and rich hardwood flooring. The inviting living room features a marble tile fireplace and custom built-in bookcases, flowing seamlessly into a generous dining area and a spectacular chef's kitchen. The kitchen is equipped with quartz countertops, an oversized centre island with breakfast bar and wine fridge, stainless steel appliances, built-in microwave, and custom cabinetry. A walkout leads to a large patio and a private, fully fenced perennial garden-perfect for entertaining. A lane drive provides access to a one-car garage (as is).The 2nd floor offers a luxurious primary retreat combined with a sitting area, complete with a fireplace and walkout to a private terrace. It includes a walk-in closet and a spa-inspired 5-piece ensuite featuring a soaker tub, glass shower, double sinks, heated floors, and pot lights. A separate office/sunroom-ideal as a nursery-adds flexibility, along with a convenient second-floor laundry room with shelving and sink.The third floor features two spacious bedrooms and a 3-piece bathroom. The finished basement adds even more living space with laminate floors, pot lights, and above-grade windows, and includes a family room, gym area, and an additional 3-piece bathroom with heated floors.Ideally located just one block from Bloor Street West subway, shops, and restaurants, and moments to High Park with its trails, zoo, and cherry blossoms. Steps to Humberside CI, Western Tech, and Ursula Franklin Academy. 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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179 Glendonwynne Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13029014
179 Glendonwynne Road Toronto M6P 3E8
$2,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13029014
- Bedrooms:
- 6
- Bathrooms:
- 4
A rare offering on a coveted, tree-lined street in sought-after High Park North, this grand yet welcomingfamily home offers exceptional space and meticulous upkeep. With 2,365 sq ft above grade plus a 1,045sq ft lower level, it provides 3,410 sq ft of total living space.This well-maintained 2-storey home features 4+2 bedrooms and 4 bathrooms, including a coveted mainfloor family room and main floor powder room-rare in the neighbourhood. The additional storey allows fora private third-floor primary retreat. A generous and well-appointed 1-bedroom apartment on the lowerlevel offers flexibility for extended family or income potential, plus a separate lower-level room offeringflexibility as an additional bedroom or hobby space.The open-concept main floor features a custom kitchen with quartz countertops, peninsula seating,stainless steel appliances, and a greenhouse window. The sun-filled living room with wood-burningfireplace flows into a dining area ideal for entertaining. The family room with gas fireplace offers a walkoutto the garden, while a mudroom with built-in storage and heated floors adds convenience.The second floor includes three well-proportioned bedrooms and a renovated spa-inspired bathroom withsoaker tub, glass shower, and double vanity. The third floor is a private primary retreat with a 3-pieceensuite and large closet.Additional highlights include hardwood floors, crown moulding, excellent ceiling height including thebasement, 200-amp service, and updated Bell fibre optics. The 43 x 120 ft lot offers a mutual drive withaccess to a 2-car garage plus one parking space. Landscaped gardens with mature trees provide aprivate, low-maintenance outdoor setting.Ideally located near Runnymede PS, Humberside CI, Ravina Gardens, High Park, Grenadier Pond, BloorWest shops, and transit including the UP Express and Bloor subway More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13020526
387 Kennedy Avenue Toronto M6P 3C5
$2,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13020526
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to a home that truly has it all, an unbeatable location, private drive, exceptional design, and 2,600 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 2nd level offers 3 generously sized bedrooms, a family bathroom, and an office area, providing flexibility for family living or working from home.The 3rd floor addition is dedicated to a fabulous private primary retreat with soaring ceilings, ample space for a king sized bed and sitting area, 2 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 with a new foundation. Enjoy the high ceilings and radiant heated floors, above-grade windows which bring in natural light, a spacious rec room with wall-to-wall storage, a three piece bathroom, a modern laundry room, and a functional mudroom which complete this beautifully finished space. Perfectly situated in HighPark/BloorWest , with tree-lined streets, charming boutiques & cafés along Bloor St W and the Junction, and easy access to High Park. Steps to subway with convenient connections to downtown, major highways, and Pearson Airport, this vibrant neighbourhood offers Runnymede Jr/Sr & Humberside CI catchments & a strong sense of community. 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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36 Gothic Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13009630
36 Gothic Avenue Toronto M6P 2V9
$1,668,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13009630
- Bedrooms:
- 5
- Bathrooms:
- 3
Visit REALTOR website for additional information. Discover a rare gem situated on a quiet cul-de-sac across from the beloved High Park and leisure walk to Bloor West Village shops and restaurants. A brick fully detached residence with 3 car parking that combines flexibility, charm and investment potential. New roof - September/2025 and updated furnace January 2024. Whether you're seeking rental income or a single-family home, this property offers the best of both worlds. Easily converted to a single-family dwelling with a completely separate 1-bedroom basement apartment for potential income! More detailsListed by PG DIRECT REALTY LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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562 Indian Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12996288
562 Indian Road Toronto M6P 2C2
$1,849,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12996288
- Bedrooms:
- 4
- Bathrooms:
- 3
Turn-key detached home in prime High Park North, blending timeless character with thoughtful modern upgrades. Offering approximately 1,928 sq ft across three levels, including the finished lower level,this 3-bedroom, 3-bathroom home delivers exceptional space and flexibility.The main floor offers a classic yet functional layout, anchored by a renovated kitchen designed for entertaining and everyday living,seamlessly connecting to the principal living and dining spaces.Heated radiant floors in the kitchen, main bathroom, and main floor powder room provide exceptional comfort on a separate system.Upstairs, well-proportioned bedrooms offer bright, comfortable living,complemented by an updated bath.The finished lower level, with separate entrance, adds outstanding versatility with a kitchenette, additional bathroom, and flexible living space suited to extended family, guests, home office use, orother personal needs.Step outside to a private landscaped backyard retreat featuring a terrace, garden lighting, and gas line for BBQ, ideal for summer dining and entertaining. Additional features include central air, a super quiet split heating and cooling system with ceiling vents, fire and CO detectors, and tandem parking for 2 cars.Located just steps to Keele Station, High Park, and the shops, cafés,and restaurants along Bloor West and the nearby Junction, and close to sought-after schools including Humberside C.I., this home offers an exceptional blend of urban convenience and neighbourhood charm. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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256 Keele Street in Toronto: Junction Area House for sale (Toronto W02) : MLS®# W12967470
256 Keele Street Toronto M6P 2K3
$1,599,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12967470
- 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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24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W12966696
24 Indian Road Crescent Toronto M6P 2G1
$1,649,900Residential Freehold- Status:
- Active
- MLS® Num:
- W12966696
- 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- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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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
$1,470,000Residential 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.- 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®# 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.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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54 Maher Avenue in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W12899564
54 Maher Avenue Toronto M6P 1G6
$1,157,000Residential Freehold- Status:
- Active
- MLS® Num:
- W12899564
- Bedrooms:
- 5
- Bathrooms:
- 3
Introducing this bright and spacious semi-detached home walking distance to Bloor West Village and High Park! The property features an addition at the back and two parking spaces located off the laneway. Thoughtfully designed open concept layout with skylights that fill the home with natural light, high ceilings, crown moulding on the first and second floors, pot lights on the main floor and freshly painted throughout! The main floor offers a functional three bedroom layout, while the basement features a separate two bedroom unit. Exceptional income potential with two self-contained units featuring separate meters, two kitchens and two laundry areas. Walk-up basement offers added living space and versatility! Enjoy a private fenced backyard with covered patio-perfect for entertaining-along with a generous sized yard situated on a quiet street! Unbeatable location just steps to Runnymede subway station, Bloor West Village shops, schools, parks and transit. Recently replaced roof shingles and ample storage throughout! More detailsListed by ROYAL TEAM REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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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- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated April 28, 2026 at 03:15 AM (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
When it comes to buying a home, you deserve real estate guidance from a team that truly cares about your long-term investment and client experience. Find out what it’s like to get the Royal Treatment by booking a buying consultation today.