Rockcliffe-Smythe is a scenic neighbourhood in Toronto's west end, north of The Junction. It is bordered by the Humber River to the west and Weston Road to the east. On Weston Road you'll find shops and restaurants, while the Humber River offers beautiful parkland.
Welcome to Rockcliffe-Smythe
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75 Cynthia Road in Toronto: Rockcliffe-Smythe House for sale (Toronto W03) : MLS®# W13541666
75 Cynthia Road Toronto M6N 2P8 
$959,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13541666
- Bedrooms:
- 4
- Bathrooms:
- 2
Tucked away in a quiet pocket of Rockcliffe-Smythe, this is one of those rare communities where people don't just move in - they put down roots. Surrounded by multi-million-dollar homes where owners have chosen to rebuild, renovate, and invest for the future, this neighbourhood reflects the long-term value, pride of ownership, and sense of community that make Toronto living so desirable.From the moment you arrive, this home offers a sense of privacy and ease. A private driveway and newly built detached double garage (2018) provide exceptional convenience, while the backyard extends the living space outdoors with a generous deck, concrete patio, and beautifully layered green space - perfect for entertaining, relaxing, and enjoying every season.Inside, this beautifully maintained 2+2 bedroom bungalow offers the flexibility today's buyers are looking for. The main level features a bright and inviting living space with a large bay window that fills the home with natural light, complemented by rich hardwood floors and a functional layout designed for everyday living.The lower level expands the possibilities with two additional bedrooms, a spacious recreation area, and a full kitchen - ideal for multi-generational living, extended family, a private guest space, or a flexible setup that adapts to your lifestyle.Beyond the home, the location truly shines. Nestled on a quiet cul-de-sac yet minutes from the upcoming Eglinton Crosstown LRT, this neighbourhood offers the perfect balance of peaceful residential living and city connectivity. Enjoy Scarlett Woods Golf Course, Humber River trails, parks, local amenities, and easy access to Downtown Toronto, major highways, and Pearson Airport.More than a home, this is an opportunity to become part of a neighbourhood that continues to grow in value and appeal - a place where you can settle in, make memories, and truly feel at home. More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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76 Hilldale Road in Toronto: Rockcliffe-Smythe House for sale (Toronto W03) : MLS®# W13539412
76 Hilldale Road Toronto M6N 3Y2
$1,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13539412
- Bedrooms:
- 7
- Bathrooms:
- 6
Exceptional Multiplex Investment Opportunity -Featuring 5 Renovated Units in a Solid Detached Brick Building - With Concrete Floors and Both Front and Rear Interior Staircases. Ideal for Investors as Well as Owner-Occupants Seeking Rental Income. - All Units Have Been Upgraded - All Separately Metered for Hydro - All Occupied by Great Tenants. Additional Features Include a Coin-Operated Laundry Room, Private Driveway, and Detached Garage with Potential for a Garden Suite (buyer to verify). Well Maintained, Shows Beautifully, and Currently Configured as a 5-unit Income Property. More detailsListed by RE/MAX ULTIMATE REALTY INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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12 Porter Avenue in Toronto: Rockcliffe-Smythe House for sale (Toronto W03) : MLS®# W13526148
12 Porter Avenue Toronto M6N 2G9
$799,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13526148
- Bedrooms:
- 3
- Bathrooms:
- 3
Pride Of Ownership. Beautifully Renovated 3-Bedroom Family Home! Spacious Living And Dining Area W/ Gleaming Hardwood Flooring Throughout. Recently Updated Kitchen Boasts Marble Countertops, Marble Backsplash, Breakfast Island, Stainless Steel Appliances, And Lots Of Cabinetry. Three Spacious Bedrooms And Updated Bathroom Upstairs. Finished Basement With Separate Entrance Offers Income Potential. Large 30' x 119' Lot, Private Driveway With Plenty Of Parking Spaces. Unique Four-Level Backyard Offering Multiple Layers Of Outdoor Spaces. Updated Electrical (2022), Furnace (2023), Newer Roof(2020)Walk To Schools, Parks, Shopping, Restaurants, Close To Public Transit And Major Highways. More detailsListed by HOMELIFE FRONTIER REALTY INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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2 Ellins Avenue in Toronto: Rockcliffe-Smythe House for sale (Toronto W03) : MLS®# W13524350
2 Ellins Avenue Toronto M6N 2A1
$984,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13524350
- Bedrooms:
- 5
- Bathrooms:
- 2
Prime Investment Opportunity perfectly suited for savvy investors, end-users, multi-generational families or for co-ownership enthusiasts. This unique property is packed with incredible value featuring two separate entrances,two kitchens, and two private driveways. Park with ease using the large detached 1 car-garage with private driveway parking accessible via Jane Street, or utilize the private driveway directly off Ellins Avenue, complete with an active City of Toronto Front-Yard Parking Permit ($374.18/year). Recent survey and conceptual plans readily available.This property boasts massive potential to be transformed into a lucrative 4-plex with a garden suite with tremendous upside in one of Toronto's most dynamic communities. Close to Bloor West Village, The Junction, The Stockyards Mall, TTC, Jane Station, schools, parks, golf, shopping & restaurants. More detailsListed by FOREST HILL REAL ESTATE INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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67 Northland Avenue in Toronto: Rockcliffe-Smythe House for sale (Toronto W03) : MLS®# W13524236
67 Northland Avenue Toronto M6N 2C9 OPEN HOUSE: Jul 12, 202601:00 PM - 03:00 PM EDTOpen House on Sunday, July 12, 2026 1:00PM - 3:00PM
$1,100,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13524236
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 67 Northland Avenue, an absolutely stunning semi-detached home in the heart of Rockcliffe-Smythe, where timeless charm meets thoughtful modern upgrades. Beautifully maintained and tastefully updated, this residence offers an exceptional blend of style, comfort, and versatility. The main level showcases a bright and inviting layout featuring a spacious kitchen, dining area, and living room-perfectly designed for both everyday living and entertaining. Complemented by elegant finishes and new flooring (2020) on both the main and second floors, the space is both functional and refined. At the heart of the home is a beautifully renovated kitchen (2020), designed with both form and function in mind. Upstairs, you'll find three well-proportioned bedrooms, each offering a comfortable and private retreat. Step outside to your own backyard oasis-an inviting outdoor space perfect for summer BBQs, relaxing evenings, and hosting family and friends. The fully finished basement, complete with a separate entrance, adds incredible flexibility-ideal for extended family living or potential income opportunities. With the added convenience of two laundry rooms, this home is perfectly suited for multi-generational living or savvy investors. Major mechanical updates provide peace of mind, including updated windows and doors (2013), furnace (2013), air conditioning (2020), and a brand-new roof (2025).Set in a vibrant and growing community, close to parks, transit, and local amenities, this is a rare opportunity to own a truly turnkey home in one of Toronto's most charming west-end neighborhoods. More detailsListed by Royal LePage Security Real Estate- JARROD ARMSTRONG
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- 1 (416) 457-1722
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2 Beechwood Avenue in Toronto: Rockcliffe-Smythe House for sale (Toronto W03) : MLS®# W13515422
2 Beechwood Avenue Toronto M6N 4T1
$1,100,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13515422
- Bedrooms:
- 4
- Bathrooms:
- 2
Rare opportunity to own on one of the area's most sought-after streets where homes rarely come available and neighbours stay for years, creating a true sense of community. Perfectly a few steps from a park, this beautifully updated 3-bedroom, 2-bath detached home offers the perfect blend of comfort, style, and convenience. Over 2100 sq ft of combined Living space! The stunning kitchen features quartz countertops, gas range, and quality finishes that make everyday living and entertaining a pleasure. Thoughtful upgrades throughout include a new roof (2025), updated windows (2024 & 2026), custom built-in dresser, desk, and shelving in the primary bedroom, finished basement with new flooring, and an upgraded water line with future basement bathroom potential. Step outside to a private, fully fenced backyard with a storage shed and plenty of space to relax, EV charger, garden, or entertain family and friends. Enjoy an active lifestyle with Topham Pond, the Humber River Trail, parks, playgrounds, and endless green space. More detailsListed by IRISE- JARROD ARMSTRONG
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- 1 (416) 457-1722
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16 Cliff Street in Toronto: Rockcliffe-Smythe House for sale (Toronto W03) : MLS®# W13506194
16 Cliff Street Toronto M6N 4L6
$850,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13506194
- Bedrooms:
- 3
- Bathrooms:
- 1
THOUSANDS SPENT $$ - a new electrical panel has been installed, and new wiring has been updated throughout. The original lead pipe in the home was removed. Discover a truly exceptional opportunity at 16 Cliff Street, a one-of-a-kind property cherished by the same family since 1970's. Set on an incredibly rare 90 x 120 ft lot, this this expansive, expansive, parcel offers a blend of privacy, elevation, and inspiring sight lines, including leafy park views and glimpses of the Toronto skyline. Its unique topography creates architectural possibilities rarely found in the city---whether you envision renovating the existing family home, designing and building a custom dream residence, or unlocking a compelling investment opportunity. Zoned RM (f12.0; u4; d0.8)(x252), the property provides notable flexibility and accommodates accommodates a variety variety of residential forms, supporting long-term potential in a neighbourhood poised for significant growth. The area is rapidly transforming with the arrival of the Eglinton Crosstown LRT, the new Mount Dennis Station, modernized streetscapes, and ongoing community investment. Residents enjoy unbeatable access to numerous parks, pools, playgrounds, skating rinks, recreation centres, libraries, and schools, creating a family-friendly and future-forward environment. With its size, zoning, location, and tremendous versatility, 16 Cliff Street presents presents a rare chance to secure an oversized property in one of Toronto's most promising and up-and-coming pockets--an opportunity not to be missed by end-users, builders, and investors alike! More detailsListed by RE/MAX PROFESSIONALS INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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132 Spears Street in Toronto: Rockcliffe-Smythe House for sale (Toronto W03) : MLS®# W13496410
132 Spears Street Toronto M6N 3X7
$649,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13496410
- Bedrooms:
- 3
- Bathrooms:
- 2
Charming detached bungalow on a quiet residential street in Toronto's sought-after Rockcliffe-Smythe neighbourhood. This bright and functional home features an open-concept living and dining area, spacious kitchen, generous-sized bedrooms, and a deep 15 x 150 ft lot with backyard space perfect for relaxing or entertaining. Currently set up as a 2 family property with a basement apartment with separate entrance from the front, ideal for income or in-law suite. Stairs to basement currently blocked but easily opened if single family is desired. Long backyard. Resident has been parking in front of the home on the boulevard for many years but does not have a parking permit (Buyer to do due diligence). Very bright with east/west exposure. Conveniently located close to parks, schools, shopping, transit, and everyday amenities, offering comfortable urban living in an established family-friendly community. Ideal for professionals, couples, or small families seeking a well-connected west-end location. Small concrete floor section on side of the house to be repaired once the weather improves and before closing. Offers anytime. Don't miss this opportunity! More detailsListed by RE/MAX ULTIMATE REALTY INC.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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150 Spears Street in Toronto: Rockcliffe-Smythe House for sale (Toronto W03) : MLS®# W13482040
150 Spears Street Toronto M6N 3X7
$749,888Residential Freehold- Status:
- Active
- MLS® Num:
- W13482040
- Bedrooms:
- 4
- Bathrooms:
- 2
Prime opportunity near Weston Rd & south of Rogers Rd! Solid bungalow on a rare 146 ft deep lot in a quiet, family-oriented neighbourhood. Ideal for first-time buyers, investors, or multi-generational living. Main floor features 2 bedrooms, bright living area, full bath, and functional kitchen. Separate entrance to finished basement with 2 bedrooms-potential for in-law suite or income. Detached garage plus parking for 3 cars. Close to schools, parks, trails, and transit with convenient access to downtown Toronto and major routes. Upgrades include kitchen countertop with new sink & pull-out faucet, updated basement shower, and 50 AMP EV Charging plug (Nema 14-50) for Level 2 charger installed in garage (2023).Potential for laneway suite (buyer to verify). More detailsListed by CENTURY 21 PEOPLE`S CHOICE REALTY INC.- JARROD ARMSTRONG
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59 Cynthia Road in Toronto: Rockcliffe-Smythe House for sale (Toronto W03) : MLS®# W13476376
59 Cynthia Road Toronto M6N 2P8
$2,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13476376
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to 59 Cynthia Road, an extraordinary custom-built luxury residence offering over 3200 sq. ft. of meticulously designed living Space on a premium ravine lot. showcasing exceptional craftsmanship and upscale finishes throughout, this home seamlessly blends elegance, comfort, and functionality. The main floor features soaring 10-foot ceilings, heated foyer flooring, a private office, and an expansive open-concept layout designed for both everyday living and entertaining. The chef-inspired kitchen is equipped with premium built-in appliances, quartz surfaces, a large centre island, and a spacious breakfast area overlooking the backyard. The sun-filled family room features custom built-ins, designer finishes, a gas fireplace, and walkout to an oversized deck with ravine views. Upstairs, the luxurious primary retreat offers a skylit walk-in closet, private balcony, and a spa-inspired ensuite complete with heated floors, jacuzzi tub, glass shower, and steam shower. Each secondary bedroom is generously sized and features ensuite access and premium finishes. The professionally finished lower level offers a large recreation area, additional bedroom, full bathroom, home gym, custom steam sauna, laundry room, and pet washing station. The resort-inspired backyard is further enhanced by a custom outdoor kitchen with built-in BBQ, creating the perfect space for entertaining. A rare opportunity to own a truly exceptional luxury home where no detail has been overlooked. More detailsListed by REMAX YOUR COMMUNITY REALTY- JARROD ARMSTRONG
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750 Jane Street in Toronto: Rockcliffe-Smythe House for sale (Toronto W03) : MLS®# W13472308
750 Jane Street Toronto M6N 4B2
$849,990Residential Freehold- Status:
- Active
- MLS® Num:
- W13472308
- Bedrooms:
- 5
- Bathrooms:
- 3
Detached 2 Storey Home - 3 + 2 Bedrooms & 3 Full Bathrooms - Total 3 Car Parking - Appx 1,250 Sq Ft Main Level + up to 747 Sq Ft of Basement Area, Garden Shed, Backyard Space Ideal for Gardening & Entertaining - 2 Kitchens - Finished Basement with Separate Side Entrance - Covered Porch - Hardwood Floors on Main Level and Upper Level - Living Room & Dining Room finished with Crown Molding, Kitchen and Breakfast Area on Main Level with 3 Pc Main Level Bath - 2nd Level Has 3 Generous Sized Rooms and 4 Pc Bath, Basement Has 2 Bedrooms, Laundry Room, 3 Pc Bath, Kitchen & Separate Entrance - Easily Convert This Home into a Duplex The Way it is - Rent Out The Basement & Generate Rental Income to Pay Down Your Mortgage - Good Property for the End User to Live in or Investor looking for Dual Income - Convenient Location - 82 Walk Score - 79 Bikeable Score - Walking Distance to Public Transit Available - Steps to Parks - Local Amenities - Backyard Features Enclosed Built Patio More detailsListed by CENTURY 21 PEOPLE`S CHOICE REALTY INC.- JARROD ARMSTRONG
- RIGHT AT HOME
- 1 (416) 457-1722
- Contact by Email
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5 Homeview Avenue in Toronto: Rockcliffe-Smythe House for sale (Toronto W03) : MLS®# W13466604
5 Homeview Avenue Toronto M6N 1S9 OPEN HOUSE: Jul 12, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, July 12, 2026 2:00PM - 4:00PM
$829,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13466604
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 5 Homeview Ave, a charming owner-occupied detached home offering comfort, space, and endless possibilities. This 3-bedroom, 1.5-bathroom home presents a wonderful opportunity for first-time buyers, families, investors, or anyone looking to make a home their own. Situated on a desirable lot, the home features a spacious backyard perfect for entertaining, gardening, relaxing, or enjoying outdoor activities with family and friends. Conveniently located close to schools, parks, public transit, shopping, and everyday amenities, this home combines value, location, and potential in one attractive package. Don't miss this opportunity to own a detached home in a well-established neighborhood and create lasting memories for years to come. More detailsListed by Royal LePage Real Estate Associates- JARROD ARMSTRONG
- RIGHT AT HOME
- 1 (416) 457-1722
- Contact by Email
Data was last updated July 9, 2026 at 12:15 PM (UTC)
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