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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NEXT Open House + more
Apr 23, 2026 05:30 PM - 07:00 PM EDT

387 Kennedy Avenue
High Park North Toronto M6P 3C5

$2,099,000
Residential Freehold beds: 4 baths: 3.0

Main Photo: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 1: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 2: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 3: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 4: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 5: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 6: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 7: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 8: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 9: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 10: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 11: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 12: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 13: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 14: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 15: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 16: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 17: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 18: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 19: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 20: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 21: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 22: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 23: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 24: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 25: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 26: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 27: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 28: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 29: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 30: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 31: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 32: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 33: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 34: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 35: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 36: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 37: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 38: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 39: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 40: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 41: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 42: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 43: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 44: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 45: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 46: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 47: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 48: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Photo 49: 387 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13020526
Open House - Apr 23, 2026
05:30 PM - 07:00 PM EDT
NOTES: Open House on Thursday, April 23, 2026 5:30PM - 7:00PM
Open House - Apr 25, 2026
02:00 PM - 04:00 PM EDT
NOTES: Open House on Saturday, April 25, 2026 2:00PM - 4:00PM
Show all 3 events
Status:
Active
Prop. Type:
Residential Freehold
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.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
3-Storey
Total Approx Floor Area:
1500-2000
Lot Depth:
88'
Lot Frontage:
34'5"
Direction Faces:
East
Bedrooms:
4
Bathrooms:
3.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
4
Kitchens Above Grade:
1
Rooms Above Grade:
8
Rooms Below Grade:
1
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
1
Foundation:
Stone
Roof:
Asphalt Shingle
Basement:
Separate Entrance, Finished
Fireplace/Stove:
Yes
Garage:
None
Garage Spaces:
0.0
Parking Features:
Private
Parking Spaces:
1
Total Parking Spaces:
1.0
Family Room:
No
Possession Details:
TBA
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$9,916.25 / 2025
Assessment:
$- / -
Toronto
Toronto W02
High Park North
Other
All appliances: New LG fridge, New Frigidaire stove, over range LG microwave, Bosch dishwasher, Kenmore washer &dryer. All light fixtures. All mechanics. All curtain poles. Shed and garden tools. Basement TV Wall Bracket. 2 Sets of double french doors (in shed).All appliances: New LG fridge, New Frigidaire stove, over range LG microwave, Bosch dishwasher, Kenmore washer & dryer. All light fixtures. All mechanics. All curtain poles. Shed and garden tools. Basement TV Wall Bracket. 2 Sets of double french doors (in shed).
Staging curtains
Brick
Floor
Type
Size
Other
Main
Living Room
17'9" × 12'6"
Hardwood Floor, Crown Moulding, Fireplace
Main
Dining Room
13'11" × 12'6"
Hardwood Floor, Crown Moulding, Combined w/Dining
Main
Kitchen
11'11" × 7'3"
Stainless Steel Appl, Breakfast Bar, Modern Kitchen
Second
Bedroom
11'7" × 10'6"
Hardwood Floor, Closet, Overlooks Frontyard
Second
Bedroom 2
10'2" × 7'7"
Hardwood Floor, Closet, Overlooks Backyard
Second
Bedroom 3
10'7" × 9'7"
Hardwood Floor, Closet, Overlooks Backyard
Second
Office
12'2" × 6'5"
Hardwood Floor, B/I Desk, Overlooks Frontyard
Third
Primary Bedroom
21'3" × 16'11"
Double Closet, 5 Pc Ensuite, Juliette Balcony
Lower
Recreation
18'3" × 11'10"
B/I Closet, 3 Pc Bath, Above Grade Window
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Level:
Lower Level
Date Listed:
Apr 20, 2026
Original Price:
Previous Price:
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Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
Data was last updated April 23, 2026 at 02:15 PM (UTC)
Area Statistics
Listings on market:
52
Avg list price:
$1,634,000
Min list price:
$749,000
Max list price:
$10,399,000
Avg days on market:
27
Min days on market:
1
Max days on market:
538
These statistics are generated based on the current listing's property type and located in Toronto W02. Average values are derived using median calculations. This data is not produced by the MLS® system.
DARYL  KING
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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.

Explore More GTA Homes:

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.