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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1-11/11
  • 93 Glendonwynne Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13714808

    93 Glendonwynne Road High Park North Toronto M6P 3E7
    OPEN HOUSE: Aug 27, 2026
    05:00 PM - 07:00 PM EDT
    Open House on Thursday, August 27, 2026 5:00PM - 7:00PM
    OPEN HOUSE: Aug 29, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, August 29, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Aug 30, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, August 30, 2026 2:00PM - 4:00PM
    Main Photo: 93 Glendonwynne Road in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13714808
    $1,895,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13714808
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome to this exceptional legal duplex with a lower-level apartment, ideally situated on one of the most desirable tree-lined streets in Bloor West Village. Blending thoughtful updates with timeless character and charm, this versatile property offers an exceptional opportunity for investors, buyers exploring a live/rent arrangement, co-owners, or families seeking a flexible multi-generational living solution.Offering approximately 3,680 sq ft of living space across three self-contained units on a generous 35' x 105' lot (irregular at rear), the property features a private drive, an exceptionally long driveway and a garage. Adding further potential is the possibility of a laneway suite, creating an exciting opportunity for a fourth income stream or additional living space.The two above-grade units each offer two bedrooms, inviting living rooms with fireplaces, separate dining areas and dedicated office spaces, complemented by hardwood flooring in the upper unit and new luxury vinyl flooring in the main unit. The lower level offers a one-bedroom apartment as well as shared laundry.Perfectly positioned just a short stroll from High Park, the subway and the vibrant shops, boutiques, bakeries, specialty food stores, cafés and restaurants that make Bloor West Village so beloved. Located within an excellent school catchment, including Runnymede PS and Humberside CI, this is a rare combination of income potential, flexibility, space and an enviable West Toronto lifestyle. More details
    Listed by BABIAK TEAM REAL ESTATE BROKERAGE LTD.
    DARYL  KING
  • 127 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13707346

    127 Glenlake Avenue High Park North Toronto M6P 1E6
    OPEN HOUSE: Aug 29, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, August 29, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Aug 30, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, August 30, 2026 2:00PM - 4:00PM
    Main Photo: 127 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13707346
    $1,895,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13707346
    Bedrooms:
    4
    Bathrooms:
    3
    Bespoke Residence Designed by Acclaimed Architectural Firm Offering a Perfect Blend of Modern Style, Comfort, and Functionality! Very Bright, Thoughtfully Planned InteriorFeatures Clean Contemporary Finishes, Generous Living Spaces & Excellent Amount of Storage.The Kitchen and Living Areas Provide an InvitingSetting for Both Everyday Living and Entertaining, While the Well-Appointed Bedrooms Offer Comfortable Private Retreats. Located just minutesfrom High Park, Bloor West Village, Shops, Cafés, Restaurants, Schools and TTC/subway access. Enjoy the Charm of a Quiet ResidentialCommunity while Staying Conveniently Connected to Dtn Toronto.With its Smart Layout, Modern Finishes, Ample Storage, and FantasticLocation, This Home Offers Comfortable City Living in one of Toronto's Most Sought-After Neighbourhoods! **Some Photos Are Virtually StagedFor Presentation Purposes** More details
    Listed by RIGHT AT HOME REALTY
    DARYL  KING
  • 16 1970 Bloor Street W in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13689818

    16 1970 Bloor Street W High Park North Toronto M6P 3K9
    Main Photo: 16 1970 Bloor Street W in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13689818
    $999,900
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    W13689818
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to 1970 Bloor Street West, an end-unit freehold townhome in one of High Park's most established neighbourhoods. Behind its classic red-brick façade and dormered mansard roof, this three-storey, 1,207-square-foot residence has been thoughtfully updated while retaining the character rarely found in newer construction.Natural light defines the interior. A spiral staircase rises through all three floors beneath a central skylight, drawing sunlight into the heart of the home. As an end unit, additional windows keep the space bright throughout the day.Two bedrooms plus a den and three bathrooms provide flexible living space. The primary ensuite offers a deep soaker tub and dual shower heads, while custom built-in closets deliver tailored storage throughout. The generous den serves comfortably as a home office or nursery.The home has been extensively upgraded. Popcorn ceilings have been removed and all ceilings, walls, trim, and doors freshly painted. New solid-core interior doors by Brenlo are paired with new hinges and handles from Barcres, and custom organizers by TailoredClosets appear in every closet. A new wool runner dresses the spiral staircase, with full wool carpet across the third floor. Lutron dimmer switches and screwless wall plates run throughout, alongside new interior and exterior sconces.The rooftop terrace is a standout, with two sections finished in Trex composite decking and repainted from red to white. A gas hookup makes entertaining effortless, with open neighbourhood views. A separate ground-level terrace offers a second outdoor space.Complete with underground parking and less than a one-minute walk from High Park Station, this residence places the subway, High Park, and Bloor Street's shops and restaurants at your door. A rare offering not to be missed. More details
    Listed by INTERNATIONAL REALTY FIRM, INC.
    DARYL  KING
  • 9 Fairview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13606320

    9 Fairview Avenue High Park North Toronto M6P 3A2
    Main Photo: 9 Fairview Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13606320
    $2,199,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13606320
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome to 9 Fairview Ave - An Exceptional Opportunity In The Heart Of High Park North! This Beautiful Detached Home On A 30 Ft x 120 Ft Lot, Offers The Perfect Blend Of Lifestyle And Investment Potential. Currently Configured As Three Self-Contained Units, The Property Features A Spacious Updated Owner-Occupied Main Floor Suite, Along With Well-Appointed Tenanted Second/Third Floor And Basement Apartments Providing Immediate And Stable Rental Income. Whether You Are An Investor Seeking A Turnkey Asset, Or An End User Looking For The Perfect Family Home, This Property Delivers Outstanding Versatility And Option To Convert Back To A Single Family Residence. Pride Of Ownership Is Evident Throughout, With Bright, Modern / Updated Living Spaces With Original Details (Stained Glass, Wood Trim, Exposed Brick) And A Manicured Exterior With Abundant Curb Appeal. At The Rear Of The Property, A Double Detached Garage With One Bay Being A Rare Bonus Finished Space, Ideal For A Home Office, Studio, Gym, Or Entertainment Retreat That Connects To A Private Patio / Seating Area Equipped With A Secret Garden Wall Fountain. Situated On A Desirable Tree-Lined Street Close To Highly Desirable Humberside Collegiate, Ursula Franklin Academy, and Runnymede Public School. Only A Short Walk To High Park, TTC Subway Access, Everyday Amenities and The Best Shops, Cafes And Restaurants In Bloor West Village And The Junction. This Is A Rare Chance To Own A High-Performing/Well Maintained Income Property In One Of Toronto's Most Coveted Neighbourhoods. A Truly Unique Offering Combining Character, Flexibility, Strong Income Potential, And Exceptional Long-Term Value. More details
    Listed by PROPERTY.CA INC.
    DARYL  KING
  • 24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13529286

    24 Indian Road Crescent High Park North Toronto M6P 2G1
    Main Photo: 24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13529286
    $1,499,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13529286
    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 details
    Listed by KELLER WILLIAMS ADVANTAGE REALTY
    DARYL  KING
  • 13 Evelyn Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13492998

    13 Evelyn Crescent High Park North Toronto M6P 3C8
    Main Photo: 13 Evelyn Crescent in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13492998
    $1,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13492998
    Bedrooms:
    5
    Bathrooms:
    5
    This Remarkable Updated & Restored Large 2.5 Storey Brick Detached Home Is Nestled On A Tree Lined Picturesque Crescent In The Heart Of High Park North & Bloor West Village. It's Preserved Original Features Combined W/ All The Modern Conveniences. Fabulous Professionally Landscaped Front Lawn Leads To The Inviting Porch & Formal Airy Foyer W/Over 9.5 Ft Ceiling With Medallion & Pot Lights.Original French Doors Open To The Living Rm With Bay Window W/Restored Leaded & Stained Glass,High Ceilings W/Crown Moulding & Plaster Casts, Pot Lights, Wood Trim & Parquet Flrs. Original Pocket Doors Open To Dining Room W/Parquet Flrs & Restored Wood Trim. Main Level Has 3pc Washrm.Updated Eat-In Kitchen Has Ceramic Flrs, Pot Lights, Stainless Steel Appl. & Custom Cabinets & Walk Thru To Sun Rm & Sundeck, Large Patio & Fully Fenced Private Oasis Professionally Landscaped Garden.Great For Entertaining. 2nd Flr Includes The Primary Bedrm W/ 4 Pc Ensuite, Hardwood Flrs & Pot Lights.It Is Combined W/An Office Area.Separate Totally Gutted Family Rm W/3 Loewen Heat Smart Large Windows,Pot Lights & Hardwood Flrs.Spacious 2nd Bedrm Has 3pc Ensuite,Newer Bay Window W/Stained Glass,Hardwood Flrs,Pot Lights & Closet. Separate Study/Office Has Huge Window W/Leaded Glass. 3rd Flr Has 2 Large Bedrms With Cathedral Beamed Ceilings & Skylights, W/Out To Large Terrace, 3 Pc Bathrm W/Laundry, Bay Window & Hardwood Flrs. 3rd Flr Has A Second Ac System With Ductless Mitsubishi Unit That Keeps Comfortable Temperatures During The Hot Summer. This Home Has Reno & Underpinned 1 Bedrm Basement In-law Suite With Separate Entrance & Updated Kitchen W/Arborite Counters & Above Grade Windows, Many Pot Lights, Ensuite Laundry, Updated Spa Like 4 Pc Bathrm W/Marble & Jacuzzi. It Has Newer Drain, Plumbing, Electrical 200 Amp Service All Newer Windows And Skylights. More details
    Listed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY
    DARYL  KING
  • 407 Annette Street in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W13209274

    407 Annette Street Runnymede-Bloor West Village Toronto M6P 1R7
    Main Photo: 407 Annette Street in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02)  : MLS®# W13209274
    $1,499,000
    Residential 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 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 details
    Listed by ROYAL LEPAGE TERREQUITY REALTY
    DARYL  KING
  • 62 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13187552

    62 Indian Road Crescent High Park North Toronto M6P 2G1
    Main Photo: 62 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13187552
    $1,500,000
    Residential 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 details
    Listed by KW Living Realty
    DARYL  KING
  • 166 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13084450

    166 High Park Avenue High Park North Toronto M6P 2S4
    Main Photo: 166 High Park Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13084450
    $4,999,000
    Residential 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 details
    Listed by KINGSWAY REAL ESTATE
    DARYL  KING
  • 61 Chelsea Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13050756

    61 Chelsea Avenue High Park North Toronto M6P 1B9
    Main Photo: 61 Chelsea Avenue in Toronto: High Park North House for sale (Toronto W02)  : MLS®# W13050756
    $1,849,000
    Residential 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 4.92%**, 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 details
    Listed by ROYAL LEPAGE TERREQUITY BESPOKE REALTY
    DARYL  KING
  • 54 Maher Avenue in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02) : MLS®# W12899564

    54 Maher Avenue Runnymede-Bloor West Village Toronto M6P 1G6
    Main Photo: 54 Maher Avenue in Toronto: Runnymede-Bloor West Village House for sale (Toronto W02)  : MLS®# W12899564
    $1,097,000
    Residential 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 details
    Listed by ROYAL TEAM REALTY INC.
    DARYL  KING
1-11/11
Data was last updated August 27, 2026 at 04:15 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.

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.

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.