High Park Homes For Sale

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  • 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

    93 Glendonwynne Road Toronto M6P 3E7 High Park North

    $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.
    LISTING DETAILS
    Sidorova Inwood Real Estate Team

  • 220 Medland Street W in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13716042

    220 Medland Street W High Park North Toronto M6P 2N7
    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 - 05:00 PM EDT
    Open House on Saturday, August 29, 2026 2:00PM - 5:00PM
    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: 220 Medland Street W in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13716042

    220 Medland Street W Toronto M6P 2N7 High Park North

    $1,395,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13716042
    Bedrooms:
    4
    Bathrooms:
    2
    Smart design in The Junction! Set on a quiet, tree-lined street, this beautifully renovated 3 bedroom home is moments from excellent restaurants, cafés, bakeries & organic grocers, with High Park and the UP Express close at hand. The interiors are defined by curated, high end modern finishes. The oak floors have been sanded & finished in a soft Bona whitewash. The bright living rm is framed by crown moulding, while a separate dining rm provides an elegant setting for entertaining. At the heart of the home, the refined kitchen pairs a minimalist tile backsplash w/ Caesarstone counters, porcelain flooring & a west-facing glass door opening to the backyard. B/I oven, AEG induction cooktop, Fisher & Paykel refrigerator & Bosch dishwasher bring performance to the space. Upstairs, 3 generously proportioned bdrms share a newly appointed family bath. Throughout the main & 2nd floors, Legrand Adorne light switches add a tailored finish. The lower level is bright & welcoming, w/ excellent ceiling height, a sep side entry & a new egress window in the family room. An office/bdrm, 3-pc bath, spacious laundry rm & Electrolux equipped laundry, make the space exceptionally functional. A custom-made sliding barn door separates the lower level from the main floor, while a steel insulated door w/ keypad entry provides an extra layer of security & direct access to the garage. Triple-glazed windows, insulated steel doors, solid brass front-door hardware, real marble tiles in bathrooms, a new black aluminum-and-glass front railing, forced-air gas heating & central air complete this highly considered renovation. A west-facing covered porch overlooks a fenced garden & shed. Indian sandstone - was an inspired choice for the front walk & backyard. The private drive & B/I garage are complemented by a quiet, belt-driven WI-FI, smartphone-enabled opener. With potential for a 2-storey, a1,267 SF garden suite, 220 Medland Street offers both immediate beauty & exceptional future possibility. More details
    Listed by BABIAK TEAM REAL ESTATE BROKERAGE LTD.
    LISTING DETAILS
    Sidorova Inwood Real Estate Team

  • 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

    127 Glenlake Avenue Toronto M6P 1E6 High Park North

    $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
    LISTING DETAILS
    Sidorova Inwood Real Estate Team

  • 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

    9 Fairview Avenue Toronto M6P 3A2 High Park North

    $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.
    LISTING DETAILS
    Sidorova Inwood Real Estate Team

  • 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

    24 Indian Road Crescent Toronto M6P 2G1 High Park North

    $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
    LISTING DETAILS
    Sidorova Inwood Real Estate Team

  • 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

    13 Evelyn Crescent Toronto M6P 3C8 High Park North

    $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
    LISTING DETAILS
    Sidorova Inwood Real Estate Team

  • 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

    62 Indian Road Crescent Toronto M6P 2G1 High Park North

    $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
    LISTING DETAILS
    Sidorova Inwood Real Estate Team

  • 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

    166 High Park Avenue Toronto M6P 2S4 High Park North

    $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
    LISTING DETAILS
    Sidorova Inwood Real Estate Team

  • 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

    61 Chelsea Avenue Toronto M6P 1B9 High Park North

    $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
    LISTING DETAILS
    Sidorova Inwood Real Estate Team
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Data was last updated August 27, 2026 at 04:15 AM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
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