High Park Homes For Sale
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209 Clendenan Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W14098736
209 Clendenan Avenue Toronto M6P 2W9 OPEN HOUSE: Oct 24, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 24, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 25, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 25, 2026 2:00PM - 4:00PM
$1,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14098736
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 209 Clendenan Avenue, a beautifully updated 3-bedroom, 2-bathroom family home with private 2 car parking in the heart of the sought-after High Park neighbourhood. A professionally landscaped front yard and covered front porch welcome you into a spacious open plan living and dining area featuring updated hardwood floors and a cozy gas fireplace. The updated kitchen has a large breakfast bar, and offers a stainless fridge, oven, gas cooktop, and combination microwave, convection & steam oven, together with a Bosch dishwasher, updated hardwood flooring, and plenty of cabinet space. At the back of the home, a bright family room addition features wall-to-wall windows, updated hardwood floors, and a walk-out to a private patio and extra-deep, professionally landscaped private garden - a wonderful setting for relaxing, entertaining and family gatherings. Upstairs, dramatic vaulted ceilings and three skylights create a bright, airy feel. All three bedrooms offer exceptionally generous closet space, including wall-to-wall closets in the primary bedroom. The spacious 5-piece bathroom features double sinks and glass doors enclosing the tub and shower. The lower level has been excavated an additional 1 1/2 feet to provide comfortable ceiling heights and features a large recreation room, a 3-piece bathroom, separate laundry room and plenty of storage. The location is hard to beat, just a short walk away from the shops, cafés and restaurants of Bloor West Village, the subway and the beautiful High Park. There is easy access to the lively Junction and Roncesvalles shopping strips, as well as lakefront parks and scenic walking and cycling trails. Plus, it's located within the sought-after Runnymede Public School and Humberside Collegiate catchment areas. What a wonderful opportunity to enjoy an updated, move-in-ready family home in one of West Toronto's most desirable neighbourhoods! More detailsListed by RE/MAX WEST REALTY INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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34 Elora Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W14095066
34 Elora Road Toronto M6P 3H6
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14095066
- Bedrooms:
- 5
- Bathrooms:
- 2
Rarely offered, this detached four-bedroom home pairs timeless character with exceptional potential in a special High Park neighbourhood. Set on a quiet and family-friendly street, 34 Elora retains its classic period woodwork, French doors and a handsome fireplace that anchors the living room. Spacious principal rooms offer plenty of room to gather, while four well-proportioned bedrooms share a five-piece second-floor bath. A second bathroom and walk-out access on the lower level offer excellent potential for a nanny or in-law suite.The kitchen and bathrooms are ready for your personal touch, presenting an opportunity to create a home that reflects your own style while preserving its original charm. Garage parking adds convenience, and the location is hard to beat: within the top-rated Runnymede PS and Humberside CI school catchments, and an easy walk to the subway, High Park and the shops, cafés, restaurants and services of Bloor West Village.With its sought-after High Park location, distinctive original character and room to make it your own, this home has all the makings of a beautiful forever home. More detailsListed by BABIAK TEAM REAL ESTATE BROKERAGE LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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81 Chelsea Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W14028154
81 Chelsea Avenue Toronto M6P 1B9
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14028154
- Bedrooms:
- 4
- Bathrooms:
- 3
81 Chelsea Avenue | Timeless Character, Modern Comfort. Beautifully updated with its original character intact, this 2-storey semi blends thoughtful renovations, premium finishes & exceptional convenience. Original stained-glass windows, oak trim & doors bring warmth and charm, while hardwood floors & a wood-burning fireplace framed by exposed brick anchor the inviting, open-concept main floor.The living, dining and kitchen spaces flow together effortlessly, creating a welcoming setting for everyday life entertaining. The updated kitchen features ample cabinetry, quartz countertops and backsplash, a separate wine fridge premium appliances, including a Fisher & Paykel induction range, Liebherr fridge/freezer, Miele dishwasher & Miele washer/dryer. A two-piece powder room and walkout to the low-maintenance backyard complete the main floor. Upstairs, three bedrooms include a bright, generous primary with double closets and a rear bedroom with a balcony overlooking the garden. A renovated four-piece family bathroom serves the second floor. The finished lower level adds valuable flexibility, with high ceilings, a separate entrance and its own laundry. Currently arranged as a one-bedroom suite, it offers options for extended family, a nanny, additional living space or potential rental income. Updated mechanicals, 200-amp electrical service, an upgraded water supply and a metal roof add practical appeal. Artificial turf (2025) keeps upkeep simple, leaving more time to enjoy the neighbourhood. Just steps from Bloor Street, everyday essentials, cafés and independent shops are close at hand. Unbeatable transit connections. Dundas West subway, UP Express, GO Transit & streetcars are all within a 5-minute walk, making downtown Toronto only mins away. While High Park, Roncesvalles & the Junction put some of Toronto's favourite destinations within easy reach. Highly desirable school catchment, & nearby Chelsea park a location that makes daily life wonderfully convenient. More detailsListed by RE/MAX WEST REALTY INC.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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137 Evelyn Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W14028520
137 Evelyn Avenue Toronto M6P 2Z6
$1,598,000Residential Freehold- Status:
- Active
- MLS® Num:
- W14028520
- Bedrooms:
- 4
- Bathrooms:
- 3
One of High Park's most beloved streets.An exceptional 140 ft lot.Endless possibilities.Set on picturesque Evelyn Ave,this solid brick detached 3-bedroom, 3-bathroom home offers a rare combination of space,character,and versatility in one of Toronto's most coveted west-end neighbourhoods.Situated on an impressive 25x140 ft lot,the property features a wide mutual drive with convenient vehicle access to a detached double-car garage.Tucked behind the garage,discover a surprisingly spacious,almost secret garden;a charming retreat offering endless possibilities for gardening enthusiasts or anyone dreaming of a peaceful outdoor oasis.Inside, you'll find a spacious living room,a generous dining room perfect for entertaining,and a kitchen brimming with potential to be transformed into a stunning culinary space tailored to your taste.Beautiful hardwood floors and a timeless solid oak staircase add warmth and character throughout,while an upper-level outdoor deck provides a wonderful space to enjoy your morning coffee or unwind at the end of the day.The spacious lower level, complete with 7ft ceilings,two separate walkouts,and a full 4-piece bath,offers incredible flexibility for extended family,a potential income-generating suite,or additional living space.Additional highlights include 200-amp electrical service and a fully automatic sprinkler system.Beyond the property itself, the lifestyle is hard to beat.Enjoy tree-lined streets,the natural beauty of High Park,and easy access to Bloor West Village & The Junction's fantastic restaurants,independent shops,cafés,and everyday conveniences.Families will appreciate being in the highly sought-after Annette Street Public School & Humberside Collegiate Institute school catchments.Whether you're looking to settle into an incredible neighbourhood,create your dream family home,or take advantage of the property's future possibilities,137 Evelyn Ave delivers the space, location, and opportunity that rarely come together in High Park. More detailsListed by RE/MAX PROFESSIONALS SIDOROVA INWOOD REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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725 Indian Road in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13884804
725 Indian Road Toronto M6P 2E2
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13884804
- Bedrooms:
- 5
- Bathrooms:
- 3
** CHARMING! Exceptional Investment Opportunity in High Park North! ** High-Cash-Flow (5.2% Cap) Triplex in One of Toronto's Most Desirable Neighbourhoods! Featuring 3 Well-Designed Legal Apartments with unique character, cozy vibes, and spacious private decks: 1 Two-Bedroom Unit + 2 One-Bedroom Units. A Rare Bonus: One-of-a-Kind Garden Cabin-Perfect for a Home Office, Creative Studio, Hobby Room, or Guest Retreat! Live in One Unit and Let the Other Two Help Pay Your Mortgage! Each unit is currently tenanted on a month-to-month basis with wonderful tenants at excellent market rents, while the lower-level two-bedroom unit including the garden cabin will be vacant as of December 1-offering exceptional flexibility for owner-occupiers, investors, or multi-generational living. Shared coin-operated laundry provides an additional income stream. Enjoy an unbeatable location just a short walk to the vibrant shops and restaurants of The Junction and Bloor Street, Dundas West and Keele subway stations, UP Express and GO Transit, and the beautiful trails and green spaces of High Park. Set on a lovely, tree-lined street in a welcoming community, this distinctive property combines income potential, lifestyle appeal, and urban convenience. ** A Rare Opportunity to Own a Versatile, Turn-key Income Property in a Prime Toronto Neighbourhood! A Must-See! ** More detailsListed by RIGHT AT HOME REALTY- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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137 High Park Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13865812
137 High Park Avenue Toronto M6P 2S3
$3,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13865812
- Bedrooms:
- 7
- Bathrooms:
- 4
Exquisite triplex residence that has been completely renovated back to the studs and meticulously crafted for the discerning buyer, who appreciates superior workmanship and sophisticated styling. Each luxurious unit including the 2 bedroom lower level is of magazine quality and with their own furnace, hydro, central air, tankless hot water, security systems and ensuite laundry's. Located on a200 ft lot with heated double car garage. Landscape has identified that the property does comply with the current zoning by-laws and likely eligible for a garden suite. This could add to the current total income of $149,000/year. Cap Rate is 3% after expenses. This property is a one of a kind, trophy investment property or an ideal multi generational home. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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389 Glenlake Avenue in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13836334
389 Glenlake Avenue Toronto M6P 1G5
$1,425,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13836334
- Bedrooms:
- 4
- Bathrooms:
- 2
A wonderful High Park family home with space to grow, a sunny south-facing backyard and one of West Toronto's most coveted locations. Set on a quiet, tree-lined street, this charming 4-bedroom home offers 1,520 sq. ft. above grade, bright and beautifully proportioned rooms, and the kind of warmth and flexibility that makes a house feel like home. A charming covered front porch welcomes you in, while the main floor features a spacious living room with fireplace, generous dining room, bright kitchen and adjoining breakfast room. Walk-outs from both the kitchen and dining room lead to a large south-facing deck, creating an inviting setting for sunny days and summer evenings. Upstairs, four spacious bedrooms offer plenty of room for family, guests or a home office, along with a 4-piece family bathroom. The lower level adds wonderful flexibility with a separate side entrance, laundry room, 2-piece bathroom, cozy recreation room and home office with walk-up access to the backyard.Outside, enjoy a gated backyard with lane access and private parking, along with a south-facing garden and deck perfect for outdoor living. Just steps from High Park and the subway, with the shops, cafés and restaurants of the Junction and Bloor West Village close by. Families will appreciate the highly-rated Runnymede Public School and Humberside Collegiate catchments.A special High Park setting, generous space and plenty of room to make it your own - now officially on the market! More detailsListed by BABIAK TEAM REAL ESTATE BROKERAGE LTD.- Sidorova Inwood Real Estate Team
- 1 (416) 7693437
- Contact by Email
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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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13 Evelyn Crescent in Toronto: High Park North House for sale (Toronto W02) : MLS®# W13782394
13 Evelyn Crescent Toronto M6P 3C8 OPEN HOUSE: Oct 24, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 24, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 25, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 25, 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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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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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
Data was last updated October 21, 2026 at 04:15 AM (UTC)
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