Homes For Sale In Leaside + Bennington Heights

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1-12/31
  • 216 33 Frederick Todd Way N in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12635942

    216 33 Frederick Todd Way N Leaside Toronto M4G 0C9
    Main Photo: 216 33 Frederick Todd Way N in Toronto: Leaside Condo Apartment for sale (Toronto C11)  : MLS®# C12635942
    $597,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12635942
    Bedrooms:
    1
    Bathrooms:
    2
    Welcome to Upper East Village on Leaside, where modern luxury meets prime Toronto living. This exceptional 1-bedroom / 2 washroom loft-style suite offers sophisticated urban living with soaring 10-foot ceilings and a private terrace, customized closets, lots of storage, and seamless design with no bulkheads. Locker and high-speed internet Included. Experience walkable luxury just one block from the highly anticipated LRT Laird Station (opening early 2026). Enjoy immediate access to excellent transit connections, the serene Sunnybrook Park, top-rated schools, restaurants, and premier shopping destinations. The DVP is minutes away for easy commuting, with Sunnybrook Hospital, the Aga Khan Museum, and the stunning Edwards Gardens all nearby. Residents enjoy 24-hour concierge service, an indoor heated pool, steam room, a fully equipped cardio and weight room, a vibrant outdoor lounge with fire pit and BBQ, and an elegant private dining room-perfect for entertaining. More details
    Listed by TFN REALTY INC.
    Chantel Crisp
  • 127 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12629674

    127 Glenvale Boulevard Leaside Toronto M4G 2W1
    Main Photo: 127 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C12629674
    $2,299,888
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12629674
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to a home ( Legal Duplex)_where thoughtful design meets elevated living. a beautifully transformed three-bedroom semi that blends luxury, functionality, and investment potential. Completely renovated from top to bottom, this home showcases sleek contemporary design, high-end materials, and a layout crafted for modern living. The '' SEPERATE METERED legal basement suite'' is finished to the same high standard, making it perfect for extended family, guests, or a strong income stream. With refined styling, efficient use of space, and premium upgrades throughout, this property is the perfect balance between personal comfort and smart real estate investing. hybrid Hvac furnace+ heat pump, foam insulation e including attic ,sound proof insulations on wall with adjacent neighbor, Concrete in ground pool w/safety enclosure , wall to wall storage in all three second upper floor bedrooms, hidden prep kitchen and pantry, Artificial turf backyard, over 120 sq/ft of attic storage, too many upgrades and features to list. a pleasure to show. More details
    Listed by HOMELIFE FRONTIER REALTY INC.
    Chantel Crisp
  • 133 Airdrie Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12616608

    133 Airdrie Road Leaside Toronto M4G 1M6
    Main Photo: 133 Airdrie Road in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C12616608
    $1,900,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12616608
    Bedrooms:
    2
    Bathrooms:
    2
    Vacant Detached Bungalow On Premium 30X130 Ft . Lot In Desirable High Demand Leaside Area. Surrounded By Million Dollars Custom Built Houses. Permit-Ready Project. This Is Your Chance To Create Your Dream Home In One Of The Most Sought-After Neighborhoods. The Project Is Permit-Ready, And Here's The Best Part: The Seller Secured A Permit For The High Building Height, A Process That Took Over A Year To Achieve. This Gives You A Unique Advantage To Maximize Your Investment And Create An Extraordinary Home. Talk with your clients with confidence to build a new house!! More details
    Listed by CENTURY 21 PERCY FULTON LTD.
    Chantel Crisp
  • 303 33 Frederick Todd Way in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12614380

    303 33 Frederick Todd Way Leaside Toronto M4G 0C9
    Main Photo: 303 33 Frederick Todd Way in Toronto: Leaside Condo Apartment for sale (Toronto C11)  : MLS®# C12614380
    $619,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12614380
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome To Sought-After Upper East Village, Leaside's Newest Luxury Condo Building. Gorgeous & Spacious 2 Bed 2 Bath Unit with extremely Functional layout. Enjoy Integrated Kitchen Appliances,Sleek Modern Finishes, Ensuite Laundry. Steps To Lrt Laird Station, Transit, Sunnybrook Park, Top-Rated Schools, Numerous Restaurants, Homesense, Canadian Tire, Marshalls & More! Enjoy Amazing Amenities: 24 Hr Concierge, Indoor Pool, Cardio/Weight Room, Outdoor Lounge With Fire Pit & Bbq And Private Dining. Close To Don Valley Parkway, Sunnybrook Hospital, Aga Khan Museum & Edwards Gardens. THIS Is Condo Living At It's Finest. Upper East Village is the premier choice for those who desire to have it all and enjoy the best of life in the heart of Leaside. More details
    Listed by PROPERTY.CA INC.
    Chantel Crisp
  • 316 211 Randolph Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12582014

    316 211 Randolph Road Leaside Toronto M4G 4H1
    Main Photo: 316 211 Randolph Road in Toronto: Leaside Condo Apartment for sale (Toronto C11)  : MLS®# C12582014
    $625,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12582014
    Bedrooms:
    2
    Bathrooms:
    2
    Light-filled 2 bedroom, 2 baths Family Condo in Prime Leaside. Renovated and Well-Kept East-Facing Unit with Custom Built-in Wall-Shelving Systems, Hardwood Floors and Pot Lights in All the Rooms. Close to Great Schools, Biking Trails, Shopping, Steps from the New LRT; a Pet-Friendly Building. Status Certificate Available. Fridge, Stove, D/W, Washer, Dryer, a Wall-Mounted Television, California Shutters. The Hot Water Tank is a Rental. *For Additional Property Details Click The Brochure Icon Below* More details
    Listed by ICI SOURCE REAL ASSET SERVICES INC.
    Chantel Crisp
  • 35 Fleming Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12580830

    35 Fleming Crescent Leaside Toronto M4G 2A9
    Main Photo: 35 Fleming Crescent in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C12580830
    $3,288,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12580830
    Bedrooms:
    5
    Bathrooms:
    5
    A Striking Blend of Classic and Contemporary on One of Leaside's Most Prominent Streets. Perfectly positioned on sought-after Fleming Cres, this stunning red-brick Transitional/Neo-Georgian inspired residence offers approximately 3,695 sq. ft. of luxury living space. Blending timeless elegance with modern design, it delivers the best of both worlds in one of Toronto's most coveted neighbourhoods. Inside, wood floors flow throughout, while a dramatic skylight staircase bathes the interior in natural light. The main level is anchored by a chef's kitchen - a true culinary dream - featuring a Thermador 6-burner gas range with grill, Thermador fridge & built-in oven, a large stone waterfall island, and butler's pantry with a 2nd dishwasher. The kitchen opens seamlessly to a sunlit family room, where custom built-ins and a sleek linear gas fireplace create a warm and sophisticated ambiance. Sliding doors extend the living space to a private backyard oasis. Impressive 10' ceilings enhance the main floor w/coffered ceilings in the living/dining adding architectural elegance, perfect for hosting memorable gatherings. Upper level boasts four generous bedrooms, including a primary retreat designed for luxury living. The spa-inspired ensuite is finished in Italian marble and offers heated floors, a soaker tub, glass shower with bench and body jets, plus a custom walk-in closet with additional laundry hookup for convenience. Three additional bedrooms and two full baths complete this level. The fully finished lower level offers radiant heated floors, a spacious rec room, laundry, 4-piece bath, and an additional 5th bedroom or guest/nanny room, providing versatility for guests or extended family. The private drive and built-in garage w/direct home access provide everyday convenience and additional storage, perfectly complementing the thoughtful design of this family home. Steps to top-rated schools, parks, shops, TTC, library, Sunnybrook Hospital. Walk Score 97! More details
    Listed by RE/MAX ULTIMATE REALTY INC.
    Chantel Crisp
  • 317 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12558266

    317 Sutherland Drive Leaside Toronto M4G 1J6
    Main Photo: 317 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C12558266
    $3,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12558266
    Bedrooms:
    5
    Bathrooms:
    5
    Impeccably designed and custom-built Leaside home. This stunning 4+1 bedroom, 5-bathroom home offers nearly 3,700 sq.ft. of meticulously crafted living space in the heart of Leaside. Designed with timeless elegance and modern functionality, the home features soaring ceilings, refined millwork, premium hardwood floors, and a spacious open-concept layout ideal for both everyday living and sophisticated entertaining. The chef's kitchen showcases high-end appliances, custom cabinetry, an oversized island, and seamless flow to a sun-filled family room with walkout to a beautifully landscaped backyard. The upper level offers generous bedrooms including a luxurious primary retreat with walk-in closet and spa-inspired ensuite. The fully finished lower level includes a large recreation room, additional bedroom, full bathroom, and ample storage. With exceptional attention to detail and finishes that rival a model home, this property delivers turnkey luxury in one of Toronto's most sought-after neighbourhoods, steps to top-rated schools, parks, shopping, and transit. Intangibles that you wouldn't know unless you lived here: the neighbours are incredible, ultra quiet, the dead end laneway means no through traffic, gives an additional 600sq.ft. of backyard space ideal for kids play area. Permitted laneway usage, you can build an additional 1600sq.ft. in the backyard, or scale it down to a 450sq.ft office/flex space, plans have been approved and are transferrable. More details
    Listed by YOUNG REALTY INC.
    Chantel Crisp
  • 807 35 Brian Peck Crescent in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12555360

    807 35 Brian Peck Crescent Leaside Toronto M4G 0A5
    Main Photo: 807 35 Brian Peck Crescent in Toronto: Leaside Condo Apartment for sale (Toronto C11)  : MLS®# C12555360
    $1,095,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12555360
    Bedrooms:
    3
    Bathrooms:
    2
    Scenic On Eglinton! Exceptionally spacious 1,341 sq ft corner unit. 2 bedrooms plus large separate den, 2 full baths. 2 parking spaces, 2 lockers. This contemporary suite offers a generous open concept plan with floor-to-ceiling windows and two balconies. Unit entry has hallway, with double closet, that provides privacy before leading to impressive principal areas and spectacular view. Large living and dining room is perfect for entertaining, with a walkout to 1st balcony. Kitchen features granite counter & island with breakfast bar. Oversize, bright corner den has floor-to-ceiling windows on 2 sides. Primary bedroom has modern 3-pc ensuite bath, walk-in closet and walkout to private 2nd balcony! Split bedroom plan features 2nd bedroom with a walk-in closet and a walkout to the main balcony. 4-pc bath and laundry. Enjoy an unobstructed expansive view of natural greenery and nearby ravine. Great amenities include 24-hour concierge, gym, indoor pool, party/meeting room and more! Terrific Leaside location, easy access to Hwy 404 & 401, new Eglinton LRT. Wilket Creek & Sunnybrook Parks, Sunnybrook Hospital, short drive to Shops At Don Mills. Don't miss this rare, fabulous suite. More details
    Listed by RE/MAX ULTIMATE REALTY INC.
    Chantel Crisp
  • 306 928 Millwood Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12550168

    306 928 Millwood Road Leaside Toronto M4G 1X3
    Main Photo: 306 928 Millwood Road in Toronto: Leaside Condo Apartment for sale (Toronto C11)  : MLS®# C12550168
    $489,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12550168
    Bedrooms:
    1
    Bathrooms:
    1
    You will enjoy this spacious one bedroom unit offering comfort, privacy, and convenience in this much sought-after South Leaside low-rise condo building. Designed with mature residents in mind, this quiet, well-established building boasts a low turnover and a welcoming community. The unit has been painted throughout in 2025, it is carpet-free and filled with sunshine with it's southern exposure. And it's in excellent condition. The definition of Move-In Ready! A very large bedroom with room enough for a desk for an at home office or a lounge chaise for reading by the large window. A separate laundry room with organizational shelving and ample storage space. This unit boasts a separate large linen closet which is not always available in condos. The oversized open-concept living and dining area has a walk-out to the south facing balcony for tons of natural light throughout the unit. A renovated all-white kitchen boasts loads of countertop space & cupboards with an eat-in peninsula. TTC is at your door, the Leaside Curling Club & Memorial Gardens Pool is a walk away. Walk to shopping plazas with services & restaurants on Millwood. Loblaws is nearby on Redway Rd and Longos & Shoppers Drug Mart are at Leaside Village nearby too. The public library & Trace Manes Park are a few mins walk away. Walk to Bayview Ave for all kinds of service providers & a great selection of restaurants. And it's a short car ride to Costco on Overlea Blvd. This condo is ideal for mature, quiet individuals seeking a peaceful living environment while enjoying the vibrant community and convenience of South Leaside and all it has to offer. Includes parking & locker. Bell Fibe basic cable is included in the condo fees. Pet Policy: upto 2 domestic pets are allowed each under 30 lbs. This is a No Smoking building. And finally, this is an Estate Sale and as such is sold in "As Is" condition. More details
    Listed by BOSLEY REAL ESTATE LTD.
    Chantel Crisp
  • 10 Heather Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12545646

    10 Heather Road Leaside Toronto M4G 3G3
    Main Photo: 10 Heather Road in Toronto: Leaside House for sale (Toronto C11)  : MLS®# C12545646
    $2,075,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12545646
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to 10 Heather Road, a rare opportunity to own an impeccably maintained detached home on one of South Leaside's most sought-after streets. The main floor features generously proportioned principal rooms, including a very large and inviting living room with a dramatic bay window, fireplace, and crown moulding. The dining room is open to the living room, providing a seamless flow and an excellent space for entertaining, complete with beautiful stained-glass windows and custom built-in shelves. The kitchen offers ample cabinetry, pot lights, a cozy eat-in area, and overlooks the serene rear gardens with a walkout to the deck, along with a convenient side entry for added access. Upstairs, you'll find three well-appointed bedrooms and a four-piece bathroom. The oversized primary suite is a standout feature, offering abundant closet space and plenty of room for a seating area or workspace. The finished lower level provides additional living space with a great recreational room, a modern bathroom, laminate floors, pot lights, and excellent storage. The fully fenced private backyard is beautifully framed by mature trees and plenty of green space, with a spacious wood walkout deck for outdoor entertaining. Complete with a private driveway for 3 vehicles, a detached garage, and a deep lot. This home is located within the highly sought-after Rolph Road Elementary, Bessborough Middle, and Leaside High School districts, with easy access to top private schools, TTC, and the shops and amenities along Bayview Avenue. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM
    Chantel Crisp
  • 314 25 Malcolm Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12540792

    314 25 Malcolm Road Leaside Toronto M4G 0C1
    Main Photo: 314 25 Malcolm Road in Toronto: Leaside Condo Apartment for sale (Toronto C11)  : MLS®# C12540792
    $790,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12540792
    Bedrooms:
    2
    Bathrooms:
    2
    Where Leaside meets Luxury. Welcome to The Upper House Condos. This bright and spacious 2-bedroom, 2-bathroom suite offers 842 sq ft of thoughtfully designed, open-concept living, plus a 63 sq ft balcony perfect for morning coffee or sunset lounging. Inside, you will find soaring 9' ceilings, wide-plank floors, and beautiful natural light from the sunny northwest exposure. The sleek, clean kitchen is equipped with custom cabinetry, beautiful countertops, premium appliances and an island perfect for entertaining. The space flows seamlessly into the main living area, ideal for relaxing at home or entertaining. The primary bdrm is a true retreat with a double closet and a spa-inspired ensuite featuring a soaker tub and separate glass shower. This boutique mid-rise building offers a refined living experience with only 66+ units spread across 7 floors. With some of the friendliest neighbours in the city and a full-time cleaner on site, this building is exceptionally well-maintained, with a great community vibe. Residents enjoy access to a range of upscale amenities, including: Concierge Service, Fitness Centre, Rooftop Terrace, Party Room, Pet Spa, Guest Suite and Plenty of Guest Parking.The building's design emphasizes privacy and luxury, with thoughtfully curated common areas and secure underground parking. 25 Malcolm Road offers Situated in the heart of Toronto's coveted Leaside neighbourhood. Unmatched convenience to top-rated schools, parks, cafes, shops and the new LRT. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    Chantel Crisp
  • 101 1801 Bayview Avenue in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12535068

    101 1801 Bayview Avenue Leaside Toronto M4G 4K2
    Main Photo: 101 1801 Bayview Avenue in Toronto: Leaside Condo Apartment for sale (Toronto C11)  : MLS®# C12535068
    $729,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    C12535068
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to Suite 101 at The Bayview a rare ground-floor gem in the heart of Leaside. This spacious 2-bedroom, 2-bathroom corner suite offers 1,201 sq ft of thoughtfully designed interior living, plus a massive 450 sq ft private terrace perfect for outdoor entertaining, gardening, or simply relaxing in your own peaceful oasis. Tucked away at the end of a private hallway with no neighbours on either side, this unit provides an exceptional level of privacy not often found in condo living. Inside, you'll find a functional open-concept layout with a bright living and dining area, a modern kitchen with breakfast bar, generous bedrooms, and convenient in-suite laundry. The maintenance fee includes all your utilities heat, hydro, water, building insurance, and common elements offering additional convenience. The building itself is thoughtfully designed with a boutique feel and features concierge service, a fitness centre, party/meeting room, guest suite, bike storage, and ample visitor parking. For added value, Suite 101 comes with two premium underground parking spaces and a spacious storage locker. Located just steps from Bayview's charming shops, cafés, restaurants, and Metro/Whole Foods, and minutes to TTC, the future Eglinton LRT, and top-rated schools, this home delivers comfort, convenience, and community in one of Toronto's most sought-after neighbourhoods. Don't miss your chance to own this truly unique residence with the rare combination of space, privacy, and outdoor living all in an unbeatable location. More details
    Listed by PROPERTY.CA INC.
    Chantel Crisp
1-12/31
Data was last updated December 27, 2025 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.