High Park Homes For Sale
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24 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13804606
24 Indian Road Crescent Toronto M6P 2G1 
$1,399,990Residential Freehold- Status:
- Active
- MLS® Num:
- W13804606
- 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- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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15 Oakview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13787070
15 Oakview Avenue Toronto M6P 3J3 OPEN HOUSE: Sep 20, 202601:00 PM - 03:00 PM EDTOpen House on Sunday, September 20, 2026 1:00PM - 3:00PM
$1,679,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13787070
- Bedrooms:
- 4
- Bathrooms:
- 2
LOCATION, LOCATION, LOCATION! Welcome to 15 Oakview Avenue, ideally situated just steps from the shops, cafés, restaurants and everyday conveniences of Bloor West Village. High Park Subway Station is approximately a five-minute walk away, with Toronto's magnificent High Park only minutes from your front door. This solid detached two-storey brick home offers timeless character, a functional layout, four bedrooms, a partially finished basement, private backyard and garage in a highly walkable neighbourhood. The fourth bedroom was previously used as a second-floor kitchenette; the kitchen cabinetry and appliances have been removed. Outstanding potential to update, renovate or create your dream family home. Enjoy the very best of west-end living with excellent schools, transit, shopping, dining and nearly 400 acres of High Park recreation all close at hand. A wonderful home, exceptional location and opportunity not to be missed! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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13 Evelyn Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13782394
13 Evelyn Crescent Toronto M6P 3C8 OPEN HOUSE: Sep 20, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 20, 2026 2:00PM - 4:00PM
$1,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13782394
- Bedrooms:
- 5
- Bathrooms:
- 5
Visit REALTOR website for additional information.A remarkable 2.5-storey brick detached home on a picturesque, tree-lined crescent in the heart of High Park North and Bloor West Village. This exceptional home blends timeless character, thoughtful updates and remarkable versatility.The welcoming foyer opens to gracious principal rooms filled with original details, including intricate plasterwork, crown moulding, original wood trim, parquet floors, French doors and beautifully restored leaded and stained glass. The updated eat-in kitchen features custom cabinetry and stainless steel appliances, with a walk-through to the sunroom, expansive deck, large patio and professionally landscaped, fully fenced private garden-ideal for entertaining or relaxing.The second floor offers a spacious primary bedroom with ensuite and office area, a separate family room with large Loewen windows, a second bedroom with ensuite and an additional study. The third floor features two large bedrooms with cathedral-style beamed ceilings and skylights, a 3-piece bath with laundry and walk-out to a large private terrace.The finished basement includes a separate entrance and 1-bedroom in-law suite with updated kitchen, above-grade windows, ensuite laundry and spa-like 4-piece bath. The flexible layout provides excellent potential for multi-generational living, rental income, or the option to close off portions of the home into separate units.Numerous updates include newer windows and skylights, updated plumbing and drainage, 200-amp electrical service and a ductless Mitsubishi system for added summer comfort.Enjoy everything this sought-after neighbourhood has to offer, from High Park's trails and green space to the cafés, restaurants, shops, transit and community charm of Bloor West Village. Also in one of the best school districts. A rare offering combining character, scale, privacy and flexibility in one of Toronto's most coveted neighbourhoods. More detailsListed by PG DIRECT REALTY LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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282 Kennedy Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13783054
282 Kennedy Avenue Toronto M6P 3C3 OPEN HOUSE: Sep 20, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 20, 2026 2:00PM - 4:00PM
$1,548,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13783054
- Bedrooms:
- 4
- Bathrooms:
- 2
Fantastic Deal! Great Potential! Estate Sale in Prime Bloor West Village! First block north of Bloor. Rarely available! Extremely spacious two-storey detached home on a 35 ft. x 120 ft. lot, featuring a wide private driveway with easy parking for 4 cars.This home features 4 bedrooms and 2 bathrooms and is in need of renovations.The front mudroom/sun porch is surrounded by many large windows. The grand living room features a fireplace, wood trim, and plate railings, with broadloom throughout the house (possible hardwood flooring underneath).Separate formal dining room with a beamed ceiling, plate railings, and wood trim leads through French doors to the family room/sunroom/office, which overlooks the backyard and offers a walkout to the yard.The eat-in kitchen features a window and walkout to the beautiful backyard, surrounded by mature trees.The second floor presents 4 spacious bedrooms and a 4-piece bathroom.Finished basement with a separate entrance, large above-grade windows, and high ceilings. It consists of a recreation room, 4-piece bathroom, and spacious laundry room.This home is located on one of the most desirable tree-lined streets and is only half a block from Runnymede Public School and Humberside Collegiate Institute, within their respective districts. Just half a block to coveted Bloor Street West, with its many shops, restaurants, and subway access.An easy walk to majestic High Park, featuring Grenadier Pond and many walking trails. Kennedy-Margdon Parkette is located just behind the library.This home needs some work to bring it back to its glorious beauty. Home to be sold in AS-IS condition. More detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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173 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13751152
173 High Park Avenue Toronto M6P 2S3 OPEN HOUSE: Sep 20, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, September 20, 2026 2:00PM - 4:00PM
$2,449,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13751152
- Bedrooms:
- 5
- Bathrooms:
- 5
Executive Living on One of High Park's Most Coveted Streets-High Park Avenue truly stands apart. This exceptional home perfectly blends timeless old-world character with the modern space and functionality of a substantial rear addition-creating the best of both worlds. Beautiful wood details lead you through the formal living/dining rooms and into an expansive rear family room, thoughtfully designed for everyday living and effortless entertaining. The layout is as practical as it is impressive. An elevated eat-in breakfast area surrounded by windows brings in an abundance of natural light, creating the perfect spot for morning coffee or casual family meals. The renovated kitchen offers an abundance of cabinetry and storage, along with a clever separate working area tucked away from guests. Then there's the space-two, three or even four children? No problem.The upper floors have been designed with a growing family in mind, offering bedrooms and flexible spaces that can evolve as your needs change. Have a smaller family-the additional rooms make wonderful home offices, guest bedrooms or creative spaces. The possibilities are endless. When it's time to escape, retreat to your private primary suite, a true sanctuary complete with a cozy fireplace, walk-in closet, built-in makeup station and luxurious spa-inspired bathroom. Multiple bathrooms throughout the home add convenience, while the top-level room offers an abundance of natural light and endless potential as a home office, studio, reading room or private retreat.The finished basement adds another incredible layer of versatility. With its separate side entrance, kitchen, three-piece bathroom and generous living space, it is ready to become an in-law or nanny suite or additional family space.The detached garage provides even more flexibility-ideal for storage, workshop or perhaps the opportunity to create a future garden suite.Outside, the deep lot offers plenty of room for kids to play and summer BBQs to unfold! More detailsListed by RE/MAX HALLMARK REALTY LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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61 Chelsea Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13751774
61 Chelsea Avenue Toronto M6P 1B9
$1,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13751774
- 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 5.03%**, 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 cafes, 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- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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220 Medland Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13756178
220 Medland Street Toronto M6P 2N7
$1,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13756178
- 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, cafes, 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 detailsListed by BABIAK TEAM REAL ESTATE BROKERAGE LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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408 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13757096
408 Glenlake Avenue Toronto M6P 1G7
$1,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13757096
- Bedrooms:
- 3
- Bathrooms:
- 2
A detached family home just steps from High Park TTC Station & High Park in one of Toronto's most coveted west-end neighbourhoods. Welcome to 408 Glenlake Avenue, a rare opportunity to own a detached home in the heart of High Park/Bloor West, where homes like this are tightly held and buyers often wait years for the right one to come available. Set on a beautiful residential street, this three-bedroom, two-bathroom home delivers the perfect combination of space, lifestyle, and unbeatable convenience. The bright and spacious main floor features an open living and dining area, updated flooring throughout, a renovated kitchen, and a functional layout with a seamless walkout to the backyard, perfect for everyday family living, entertaining, and summer nights outside. Upstairs, you'll find three well-proportioned bedrooms and a practical family-friendly layout, offering an incredible opportunity for end users looking to put down roots in one of Toronto's most desirable communities. And then there's the location. You're just steps from High Park TTC Station and minutes from the one and only High Park, Bloor West Village, The Junction, incredible local cafés, restaurants, breweries, shops, schools, walking trails, and some of the best green space in the city. Grab a coffee on Bloor, spend the afternoon in High Park, walk to dinner in the Junction, or hop on the subway and be downtown in minutes. This is the kind of location that makes west-end Toronto living so special. Detached homes this close to High Park Station simply don't come to market often. 408 Glenlake Avenue is your opportunity to get into one of Toronto's most sought-after neighbourhoods and make it your own More detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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26 Jerome Street in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13742640
26 Jerome Street Toronto M6P 1H7
$1,578,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13742640
- Bedrooms:
- 3
- Bathrooms:
- 3
Rarely Offered in Prime High Park North! First time ever offered for sale - proudly owned by the same family since 1959! This solid 2-storey detached 3-bedroom, 2-bathroom home presents a rare opportunity to own a piece of one of Toronto's most desirable neighborhoods. Featuring a private driveway with parking for 2 cars plus a 1-car garage which is very unique in this neighborhood!! This home offers exceptional convenience and potential. The main floor features separate living and dining room, providing excellent space for family living and entertaining. A wonderful and spacious deck directly off the kitchen - perfect for outdoor dining, summer entertaining and enjoying the private backyard. Beneath the deck, the lower level addition offers a beautiful recreation room with hot tub , adding valuable living space for the family. Original hardwood floors are preserved beneath the broadloom on both the main and second floors, offering the opportunity to restore and showcase the home's original character. The good-sized private backyard provides plenty of room for children, gardening, entertaining or simply relaxing outdoors. A fantastic opportunity for first-time home buyers, renovators or a handy homeowner looking to add their personal touch and transform this well-loved home into something truly special. Located in the sought-after High Park North community, close to parks, schools, transit, shopping and all the amenities that make this one of Toronto's most desirable neighborhoods. A rare opportunity, a wonderful location and endless potential - don't miss the chance to make this long-loved family home your own! More detailsListed by KINGSWAY REAL ESTATE- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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9 Fairview Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13733594
9 Fairview Avenue Toronto M6P 3A2
$2,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13733594
- 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 detailsListed by PROPERTY.CA INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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62 Indian Road Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13726920
62 Indian Road Crescent Toronto M6P 2G1
$1,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13726920
- Bedrooms:
- 4
- Bathrooms:
- 4
Exceptional investment opportunity in Toronto's west end! This detached 4-unit fourplex offers strong income potential with existing tenants 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 PL M41 TORONTO COMM AT A POINT IN THE WLY LIMIT OF WESTERN AV DISTANT 5 FT NLY FROM THE SE ANGLE OF LT 143; THENCE SLY ALONG THE WLY LIMIT OF WESTERN AV 35 FT MORE OR LESS TO A POINT DISTANT 20 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 FT NLY FROM THE SLY LIMIT OF LT 143; THENCE ELY PARALLEL TO THE SLY LIMIT OF LT 143, 125 FT TO THE WLY LIMIT OF WESTERN AV TO THE POB; EXCEPT PT 2, R888; TORONTO , CITY OF TORONTO More detailsListed by KW Living Realty- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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93 Glendonwynne Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13714808
93 Glendonwynne Road Toronto M6P 3E7
$1,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13714808
- Bedrooms:
- 5
- Bathrooms:
- 4
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 detailsListed by BABIAK TEAM REAL ESTATE BROKERAGE LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
Data was last updated September 20, 2026 at 12:15 PM (UTC)
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