Homes For Sale In Leaside + Bennington Heights
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1305 33 Frederick Todd Way in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12813458
1305 33 Frederick Todd Way Toronto M4G 0C9 
$1,799,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12813458
- Bedrooms:
- 3
- Bathrooms:
- 3
Luxury condominium in prestigious Leaside, offering one of the few suites with an exceptional custom designed open concept floor plan and stunning views of Sunnybrook Park. The suite features European oak flooring throughout and a modern kitchen with upgraded, top of the line appliances. The primary bedroom includes a luxurious five piece ensuite, while the second bedroom offers its own three piece ensuite. Enjoy the convenience of a full size washer and dryer, a dedicated powder room, and two expansive wrap around balconies ideal for outdoor living and entertaining. Building amenities include an indoor pool, steam sauna, 24 hour concierge, fitness centre, yoga studio, massage room, outdoor fire pits, and a landscaped terrace with BBQ facilities. Ideally located close to the LRT, parks, top rated schools, shopping, dining, and the DVP. Experience refined luxury living in one of Leaside's most sought-after communities. More detailsListed by EXP REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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591 Broadway Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12801876
591 Broadway Avenue Toronto M4G 2S4
$1,865,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12801876
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome To Leaside! This home was totally redone in 2003. Spacious 1567 brick exterior Sq.Ft. above grade. Open Concept Kitchen/Diner or Kitchen/Family Room, Main Floor Powder Room. Luxury Features Such as Two Skylights, Two Cathedral Ceilings, 2nd Floor Laundry Rough-In and Primary Bdrm With Sitting Area. All in one of Toronto's most desirable neighbourhoods. It's a fantastic opportunity to move into a highly sought-after location in a Detached Two Storey at an entry level price. A Long-term Family Home On The Quiet End Of The Street With A Beautiful South Facing Garden. Main Floor Living Room/Dining Room W/Gas Fireplace is Open and sees throughout to the large windows at both the front (Magnolia tree) and back (Japanese Red Maple). Open Concept Kitchen Has a Large Island, Picture Window and Walks Out to the Beautifully Landscaped Backyard Ready For Gatherings. Lot size is 30 by 135. Upstairs, the primary suite feels like a boutique hotel, Walk-in Closet, vaulted ceilings, spacious sitting area currently being used as a music and art space. Two more beautifully proportioned bedrooms with ample closet space and natural light. Linen Closet Has Rough-in For 2nd floor Laundry. Offers Modern Mechanical Updates: Electrical, Forced Air Gas Heating & AC, Plumbing, Solid Maple Floors. The unfinished basement, with its side entrance, offers great potential for Children's Play Room, Gym, Recreation and has a rough-in for a third bathroom. Walking distance to shops on Laird and Bayview, nearby parks (Serena Gundy, Sunnybrook, Sherwood, Beltline). Sought after schools (Northlea, Leaside, both with French Immersion). Minutes walk to new Laird Station on Eglinton LRT. Live In This Family Friendly Neighbourhood In Mid Town Under 30 min. From The Beaches, 401, Dvp, Harbourfront, Mount Pleasant, Yonge/Eg, Costco, Home Depot, St.Lawrence Market, Multiple Grocery Stores. More detailsListed by HARBOURSIDE REALTY CORP.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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19 Thursfield Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12797194
19 Thursfield Crescent Toronto M4G 2N4
$1,469,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12797194
- Bedrooms:
- 3
- Bathrooms:
- 2
Come discover this beautifully renovated semi detached home nestled on a RARE AND SPACIOUS 28.69 by 160 foot south lot that bathes the home in natural sunlight and highlights a generous mutual driveway(like private) offering convenience and maneuverability for families and guests with hassle free and dedicated parking for 2 cars right at your doorstep! Thursfield Crescent is an enviable quiet and family friendly location minutes to the newly opened LRT. The main floor living and dining rooms feature an open plan showcasing gleaming hardwood floors, Newer windows, California shutters, potlights, crown moulding, freshly painted with french doors walking out to the expansive rear gardens and deck ideal for that morning coffee or evening bbq. Children, dogs and gardeners alike will adore the extensive green space and fully fenced yard. Chefs, families and entertainers can enjoy the stunning kitchen offering a breakfast island, granite counters, Stainless appliances, bright picture window and plenty of storage. Head upstairs to 3 generous bedrooms featuring superior storage and closet space including wall to wall primary custom bedroom cabinetry, hardwood flooring, picture windows with California shutters and a luxurious renovated 4 piece bathroom with heated flooring. Need more space???? The fully finished lower level with 3 piece bath and separate side entrance offers the opportunity for further recreation and play. Separate laundry, storage and utility rooms add to the enjoyment. Extra bonus space in this detached 9x12 ft separate shed with windows, screen and sliding door, outside tiling , lighting, electricity and heating. This gem of a property is located in a highly sought after community with excellent schools, trails, parks, LRT, shops and dining options combining modern living with ample outdoor space .DONT MISS THIS OPPORTUNITY TO CALL THIS BRIGHT AND SPACIOUS HOUSE YOUR NEW HOME! A+ Home Inspection available. ** OPEN SUN More detailsListed by BOSLEY REAL ESTATE LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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702 1801 Bayview Avenue in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12774424
702 1801 Bayview Avenue Toronto M4G 4K2
$709,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12774424
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to Suite 702 at 1801 Bayview Avenue-a bright, south-facing residence in the heart of coveted Leaside. Bathed in natural light, this well-designed suite offers an exceptional layout with a modern kitchen featuring a breakfast bar, generously sized bedrooms, and the convenience of in-suite laundry. Maintenance fees include all utilities-hydro, heat, water, building insurance, and common elements-providing outstanding value and peace of mind. This boutique condominium is highly sought after, and opportunities to own in the building are rare. Located within the prestigious Leaside school district, enjoy the ability to walk to Northlea Elementary & Middle School and Leaside High School. Metro and Tim Hortons are directly across the street for everyday ease, while the newly opened Eglinton Crosstown LRT is just steps away, offering seamless connectivity across the city. Stroll along Bayview Avenue to enjoy an array of acclaimed restaurants, cafés, and boutique shops, or take advantage of the proximity to Sunnybrook Hospital, parks, and scenic trails. This is refined urban living in a family-friendly, established neighbourhood-where convenience, community, and comfort come together. More detailsListed by RARE REAL ESTATE- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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306 1387 Bayview Avenue in Toronto: Leaside Condo for sale (Toronto C11) : MLS®# C12764882
306 1387 Bayview Avenue Toronto M4G 3A5
$425,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12764882
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome to SAHIL (Stay At Home In Leaside). Completed in 1999, this unique boutique building with only 18 units is a Life Lease (also known as a Life Tenure) for retiring seniors. Buyers must be over 60 years of age and looking for a peaceful building. Exceptional 1+1 unit, South facing with a walkout to a private terrace. Move right into this lovely unit and enjoy a quiet lifestyle surrounded by exceptional like-minded neighbours. The kitchen boasts lots of cupboard space and a large pantry. The main living area is open concept with tons of natural light throughout and access to the terrace with a view of the Leaside homes & rooftops. The laundry room is a good size and serves as a small storage room in the unit in addition to a separate locker. The primary bdrm boasts a very large double sliding door closet & a large south facing window. The den is a great at home office space or hobby room. And there's a linen closet too. The 4 PC bathroom has a walk-in shower stall separate from the tub for your convenience. The amenities include a lounge room, an outdoor patio, communal BBQ, craftroom/workshop, TV. SAHIL is a short walk to Bayview cafes, restaurants, shops and day to day services with a TTC bus stop conveniently located at the door. NOTE: Land Transfer Tax does not apply to Life Leases which is a substantial savings. Life Lease is home ownership where a corporation owns the apartment units but leases them for the lifetime of the Buyer. Buyers purchase the right to occupy the unit until they sell. Buyer pays a monthly fee (much lower than a condo) to the corporation. This unit is well below market value and is a great deal! More detailsListed by BOSLEY REAL ESTATE LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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303 3 Southvale Drive in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12762458
303 3 Southvale Drive Toronto M4G 1G2
$1,385,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12762458
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to Boutique Living at Leaside Manor. Featuring a Superb Split-Plan Layout with Zero Wasted Space, Soaring High Ceilings and High-End Finishes Throughout; Stunning Chefs Kitchen w/ Integrated Miele Appliances & Tons of Storage. Unobstructed East Views from Every Room Drench the Unit in Natural Light. Retreat to your Primary Oasis featuring a Walk-In Closet with Built Ins & a 5-Pc Spa-Like Ensuite. Spacious 2nd Bedroom with Its Own Walk-In Closet & Direct Access to 3-Pc Bathroom. 1 Parking & 1 Locker Included! Steps To Fantastic Shops And Restaurants Of Leaside Village & Bayview Ave. Fab Transit And Easy Access To Dvp & Bayview Extension. More detailsListed by BRIDLEPATH PROGRESSIVE REAL ESTATE INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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606 25 Malcolm Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12761142
606 25 Malcolm Road Toronto M4G 0C1
$789,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12761142
- Bedrooms:
- 2
- Bathrooms:
- 2
Chic Contemporary Residence in the Heart of Leaside. This bright and spacious split bedroom unit features an open-concept layout with floor-to-ceiling windows that flood the space with natural light. It has 9-foot ceilings and engineered hardwood floors. The modern kitchen is equipped with sleek cabinetry, beautiful quartz countertops, premium appliances, and a large island perfect for entertaining. The living area opens to a private 220 sq ft balcony with unobstructed south-facing views, ideal for relaxing or enjoying morning coffee. With generous bedroom space, ample storage, and high-end finishes throughout, this unit is a perfect blend of style and functionality. Located in a boutique mid-rise building that offers a refined living experience with only 60+ units spread across 7 floors. Residents enjoy access to a range of upscale amenities including a fitness centre, rooftop terrace with BBQs, concierge service, and a pet-friendly environment. The building's design emphasizes privacy and luxury, with thoughtfully curated common areas and secure underground parking. You will find amazing neighbours in the building, certainly some of the friendliest in the City. Nestled in the vibrant Leaside community, it is surrounded by an array of local conveniences and lifestyle offerings. Just steps away are charming cafes, gourmet restaurants, and boutique shops along Laird Drive and Bayview Avenue. The area boasts excellent schools, lush parks like Trace Manes Park, and easy access to public transit including the upcoming Eglinton Crosstown LRT. Whether you're looking for a peaceful residential vibe or urban connectivity, this location delivers the best of both worlds. More detailsListed by REAL BROKER ONTARIO LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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165 Leacrest Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12757164
165 Leacrest Road Toronto M4G 1E7
$5,299,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12757164
- Bedrooms:
- 5
- Bathrooms:
- 6
Newly built modern residence in the heart of South Leaside offering nearly 6,500 sq.ft. of living space! Exceptional designer-curated finishes and smart home technology throughout. Designed for the modern family and built to impress, this magazine-worthy residence perfectly blends luxury, functionality, and versatility. Oversized principal rooms, two private home offices, and a full legal in-law suite with income potential make it ideal for multigenerational living or a flexible live-work lifestyle.Showcasing engineered white oak floors, soaring ceilings, and expansive windows with motorized blinds, every detail reflects thoughtful design and quality craftsmanship. The custom kitchen is a true centerpiece - featuring a panelled fridge, trash compactor, waterfall island with hidden storage, and full-height cabinetry - flowing seamlessly into the family room with a marble gas fireplace and walkout to the backyard. Step lighting, integrated speakers, and sleek modern finishes complete the main level's sophisticated aesthetic.Upstairs, four oversized bedrooms include a magazine-worthy primary suite with a slatted wood feature wall access to His & Hers WICs, cove-lit ceiling, fireplace in stone surround, fully equipped bar, walkout to a private balcony (hot tub-ready), and a spa-inspired ensuite with steam shower, freestanding tub, heated floors, and double vanities. Secondary bedrooms are equally impressive, and a dedicated laundry room with dual washer/dryers enhances everyday ease. Upstairs office may be converted to a 5th bedroom.The lower level extends the living experience with a gym, sauna, recreation lounge, and wet bar equipped with a dishwasher and bar fridge - plus a soundproofed legal in-law suite with its own entrance, kitchen, 3-piece bath & laundry.Located in the coveted Bessborough/Rolph school district, this home delivers a rare combination of sophistication, functionality, and future income potential in one of Toronto's most sought-after neighbourhoods. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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333 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12747430
333 Sutherland Drive Toronto M4G 1J7
$1,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12747430
- Bedrooms:
- 3
- Bathrooms:
- 2
Lovely 2+1 bedroom, 2-bath bungalow on a 30 ft lot with private drive, surrounded by multi-million-dollar homes. South Leaside is known for excellent schools (Bessborough Elementary & Middle School, Leaside High) and a strong sense of community. Families, builders, contractors take notice this one has value. And investors will all see value here as a rental property. The main floor offers a classic Leaside layout: open concept living/dining area with a large front window and a functional wood-burning fireplace. The updated kitchen has a peninsula for extra prep space or a coffee station for breakfast on the go. The decorative shelves and the gas stove will be appreciated by your home chef. The primary bedroom features a deep closet and comfortably fits a king bed with space to spare. The wall between the two original bedrooms was opened to create a sitting/TV room or home office but can easily be closed to restore the second bedroom. For families with young children, it works well as a nursery now and a private bedroom later. Upgraded sliding French doors lead to a great multi-tiered deck and a fenced-in quiet & private backyard, ideal for BBQs and playtime. The lower level includes a fully functional kitchen with ample cupboard space and above-grade window, a 3rd bedroom (currently used as an office), with a 3-PC ensuite and an updated oversized family/recreation room. This versatile space works as a games room, kids playroom, or a media room for movie nights. Note: the basement is not retrofitted for rental. This is a solid home that works for today and offers potential for the future. NOTE: A Garden Suite study is attached to the listing for a possible additional 1291 SF of living space over 2-storeys. Home Inspection report also attached to listing. More detailsListed by BOSLEY REAL ESTATE LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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102 Parklea Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12744042
102 Parklea Drive Toronto M4G 2J8
$3,490,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12744042
- Bedrooms:
- 5
- Bathrooms:
- 5
Extraordinary New Contemporary Design-Build In The Superb Leaside Neighborhood. This Gorgeous Ultimate Luxury Home Has A Modern Bright Open Concept Living Dining With A Glass Wine Cabinet, Stunning Kitchen Features Wolf, Subzero, Miele Appliances, Wall To Wall Built Ins. Excellent For Entertaining In Main & Lower Level Both Walk Out To Professionally Landscaped Interlocked Garden/Driveway With Front & Rear Irrigation Systems. Larger 1.5 Size Car Garage Plus 4 Additional Driveway Spaces With Many Outdoor Lightings. The Amazing Primary Bedroom Retreat Has A 7 Piece Ensuite With Villeroy & Boch Pcs, Steam Sauna,Large Custom Walk In Closet + Fire Place. Bedrooms Have Ensuites & Closets With Organizers. Enjoy The Convenience of 2nd Floor Laundry In addition to Lower Level Laundry Setup. House Offers Heated Flooring In Entrance, Basement & PBR Ensuite, Smart System Control4, IPAD Doc. Wet Bar, Gas Fire Place & A Nany Suite In Lower Level. See Attached Feature Sheet For All Amazing Options. More detailsListed by RIGHT AT HOME REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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TH105 25 Malcolm Road in Toronto: Leaside Condo Townhouse for sale (Toronto C11) : MLS®# C12739380
TH105 25 Malcolm Road Toronto M4G 0C1
$1,319,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12739380
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to The Upper House, a luxury townhouse in this boutique condo offering exquisite style & an abundance of space in family-friendly Leaside. This 2-storey home features 1462 SF of interior living plus a 275 SF terrace with BBQ gas line, for a total of 1737 SF. The open concept main floor impresses with soaring 12-ft smooth ceilings, custom Hunter Douglas remote controlled blinds and prefinished engineered hardwood flrs. A show-stopping, wall-to-wall custom entertainment unit anchors the living room, complete with bespoke cabinetry, pot lights, decorative wood paneling, and a contemporary fireplace with mantle & wall-mounted TV with statement light fixture. The dining area sits perfectly between the living room and terrace walk-out, making it ideal for dinners by the fireplace as well as enjoying abundant natural light while at breakfast. The modern chef's kitchen is outfitted with top-of-the-line appliances, including a paneled fridge, dishwasher, and paneled pantry offering functionality while maintaining symmetry. The main floor also includes a large den/office with a double-door closet, which can easily be converted to a third bedroom by adding a wall & glazed French door for privacy. Don't miss the powder rm on the main floor. The upper level enjoys an oversized family room with a 2nd wall-mounted TV (all tvs included) for family movie nights. The principal bedroom features a walk-out to a second outdoor space, his & hers closets and a spa-like ensuite with a glassed-in shower, soaker tub, and double sinks. The 4 PC bath serves the 2 bdrm and family rm. This fabulous offering includes parking and locker. Note this is a pet-friendly building complete with a pet-spa and no size restrictions for your fur babies. A rare opportunity to own a refined townhouse with exceptional design and superior quality finishes (refer to attached Features & Upgrades) in the heart of Leaside! In the top-tier Rolph Rd ES, Bessboroug Dr MS & Leaside High School district. More detailsListed by BOSLEY REAL ESTATE LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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167 Parkhurst Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12737940
167 Parkhurst Boulevard Toronto M4G 2E9
$3,988,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12737940
- Bedrooms:
- 7
- Bathrooms:
- 5
This exceptional custom-built residence offers luxurious living space, thoughtfully designed to blend timeless elegance with modern convenience, and ideally located in sought-after South Leaside. Step inside to soaring 13-foot ceilings on the main floor and expansive floor-to-ceiling windows that flood the home with natural light. White oak flooring throughout and matching white oak stairs create a warm, contemporary aesthetic, complemented by designer wood paneling, custom millwork, and cabinetry with integrated lighting. The open-concept main level is ideal for everyday living and entertaining, featuring a walkout to the backyard and a chef-inspired kitchen with premium built-in appliances, sleek finishes, and ample storage. A custom stone sitting area with fireplace adds warmth and character, while over 50 custom exterior light fixtures enhance the home's striking presence. Enjoy year-round comfort with a full radiant heated driveway, front steps, and porch, built-in speakers throughout, limestone, and a Control4 smart home system for integrated lighting and audio. The second floor offers four spacious bedrooms, each with direct bathroom access. The primary suite is a private retreat with a luxurious 8-piece ensuite with heated flooring. Laundry on two levels adds everyday convenience. Also equipped with 2 furnace rooms with 2 steam humidifiers. The fully finished walk-out basement with a separate entrance features radiant heated floors throughout , a full kitchen, a media room with built-in speakers, and three additional bedrooms, including an ideal nanny or in-law suite. This home offers approximately 4,500 sq. ft. of living space! Located near Leaside High School and Northlea Elementary & Middle School, as well as parks, shops, and transit, this rare offering combines superior craftsmanship, thoughtful design, and an exceptional location-truly the perfect place to call home. More detailsListed by RE/MAX HALLMARK REALTY LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
Data was last updated February 25, 2026 at 01:15 PM (UTC)
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