Homes For Sale In Leaside + Bennington Heights
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303 33 Frederick Todd Way in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13099964
303 33 Frederick Todd Way Toronto M4G 0C9 OPEN HOUSE: May 09, 202602:00 PM - 05:00 PM EDTOpen House on Saturday, May 9, 2026 2:00PM - 5:00PMOPEN HOUSE: May 10, 202602:00 PM - 05:00 PM EDTOpen House on Sunday, May 10, 2026 2:00PM - 5:00PM
$500,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13099964
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome To 303 Upper East Village, MOST VALUED 2 bedrooms suite in the area! Fantastic Location In The Heart Of The City - Where Modern Luxury Meets Effortless Convenience & Sophisticated Urban Living In One Of Leaside's Most Sought-After Communities. Perfectly Positioned In The Central Core With Everything At Your Doorstep, This Is The Ideal Home For Those Who Love A Connected, Stylish & Luxurious Lifestyle. This Beautifully Designed 2 Bed Suite Offers A Bright, Spacious & Highly Functional Layout Perfect For Young Professionals, Couples, Or Anyone Who Appreciates Modern Elegant Living. Featuring Sleek Contemporary Finishes, Integrated Kitchen Appliances, Ensuite Laundry & An Open-Concept Space Made For Cozy Nights In Or Entertaining Friends. Overlooking The Peaceful Courtyard & Lush Greenery, This Suite Offers A Rare Sense Of Calm & Privacy In The City - The Perfect Setting To Enjoy Your Morning Coffee Or Unwind After A Long Day. Wake Up Steps From The LRT, Trendy Cafés, Restaurants, Boutique Shopping, Parks & Everyday Essentials Including Homesense, Marshalls & Canadian Tire. Enjoy Morning Walks Through Sunnybrook Park, Romantic Evenings By The Outdoor Fire Pit, Or Relaxing Weekends By The Indoor Pool. Experience Resort-Style Amenities Including 24 Hr Concierge, Fitness Centre, Private Dining Spaces, Outdoor BBQ Lounge & More. Minutes To DVP, Sunnybrook Hospital, Aga Khan Museum & Edwards Gardens. This Is More Than A Condo - It's A Lifestyle Designed For Those Who Want To Live, Connect, Relax & Enjoy The Best Of City Living. More detailsListed by RE/MAX EXCEL REALTY LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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109 Southvale Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13094494
109 Southvale Drive Toronto M4G 1G4 OPEN HOUSE: May 09, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 9, 2026 2:00PM - 4:00PMOPEN HOUSE: May 10, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 10, 2026 2:00PM - 4:00PM
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13094494
- Bedrooms:
- 3
- Bathrooms:
- 2
South Leaside Detached 3-Bedroom Gem! Welcome to this bright and inviting family home, perfectly situated in coveted South Leaside. Featuring a private drive, attached garage, and a fully fenced yard, this property blends comfort, charm and convenience. As you enter, sunlight pours through this open concept living dining highlighting the beautiful hardwood flrs. The welcoming living rm centers around a cozy gas fireplace and charming leaded-glass bay window, perfect for relaxing evenings in. The open concept dining room offers a touch of elegance while remaining warm and functional for everyday living. The galley kitchen is thoughtfully designed with ample storage, functionality and a window above the sink. Upstairs, three well-proportioned bedrooms used to be 4. Look where the wall used to be separating the sitting room from the primary and see how easy it would be to turn it back into a 4th bdrm with it's own window and separate doorway (this is not tandem). The finished basement (renovated in 2017) offers a versatile family/recreation room perfect for movie nights or a teen's game rm and don't miss the 16 X 26 ft deck off the side entrance on the way to the fully fenced backyard for playtime. Updates include the boiler (2010), the roof (2015) renovated laundry room (2017). The entire house has been recently painted. Located in highly sought-after Rolph Rd & Bessborough Middle school & Leaside High School district. Just a 2-min walk to Rolph Rd Elementary, around the corner from Trace Manes Park, the public library, the ravine and Loblaws. Walking distance to the Leaside Memorial Arena for ice skating, organized hockey leagues, a large public swimming pool and a curling rink. In addition to all the shops & restos on Bayview, you're around the corner from Longo's and Shoppers Drug Mart at Leaside Village. And Costco is around the corner from Leaside Village. A rare opportunity to own a charming, move-in ready home in one of Toronto's most desirable neighbourhoods! More detailsListed by BOSLEY REAL ESTATE LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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414 25 Malcolm Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13092242
414 25 Malcolm Road Toronto M4G 0C1
$925,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13092242
- Bedrooms:
- 3
- Bathrooms:
- 2
Perfectly positioned in the heart of prestigious Leaside, this sophisticated residence at The Upper House offers an exceptional blend of boutique luxury, thoughtful design, and enduring neighbourhood appeal. Beautifully appointed with refined finishes, spacious interiors, and an elegant, functional layout, this suite delivers elevated urban living with timeless style. This impeccably maintained building is celebrated for its strong sense of community, attentive concierge, premium amenities, fitness facilities, rooftop terrace, guest suite, and pet-friendly conveniences such as a dog spa/washing area. Just steps to Bayview and Laird's vibrant shops, cafés, dining, parks, and LRT line, this coveted address places you within one of Toronto's most established and desirable communities, known for its charm, convenience, and exceptional quality of life. A rare opportunity to enjoy polished condominium living in a truly distinguished neighbourhood. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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343 Laird Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13092006
343 Laird Drive Toronto M4G 3Y1
$2,695,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13092006
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to 343 Laird Drive, a beautifully maintained family home in the heart of North Leaside. Offering three bedrooms and four bathrooms, this residence combines comfort, functionality, and thoughtful updates throughout. A welcoming foyer with a double closet leads into a bright and spacious main floor. The open-concept living and dining areas are perfect for both everyday living and entertaining, while the well-appointed kitchen with high-end appliances and a centre island, overlooks the breakfast area and family room with gas fireplace, creating a warm and connected space for family life. Walk-out from both the kitchen and family room to a private, landscaped backyard designed for easy enjoyment. A tucked away two piece powder room completes the main level. Upstairs, the primary bedroom offers a peaceful retreat with a double door entrance, renovated ensuite and walk-in closet with custom built-ins and a combo washer dryer for added convenience. Two well-appointed additional bedrooms with double closets and easy access to a four-piece bathroom, and a linen closet provide plenty of space for a growing family. The lower level adds incredible flexibility, with high ceilings throughout, a large recreation room that could easily be converted to a fourth bedroom with a custom Murphy bed in place, full bathroom, secondary laundry, and ample storage. The lower level walk-out to the professional landscaped backyard featuring a large Trex deck, artificial turf, and mature trees. This outdoor space is both beautiful and low-maintenance, with irrigation systems in the back for added convenience. Built-in 1-car garage has direct access to the lower level. Ideally located close to top-rated schools and in school district for Northlea Elementary, steps to the Eglinton LRT and the shops and restaurants along Bayview Avenue and Eglinton, and nearby parks and greenspaces, including Serena Gundy and Sunnybrook Park. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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96 Southvale Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13088176
96 Southvale Drive Toronto M4G 1G5 OPEN HOUSE: May 09, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 9, 2026 2:00PM - 4:00PM
$2,699,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13088176
- Bedrooms:
- 4
- Bathrooms:
- 5
Welcome to 96 Southvale Dr a stunning, 8-year-new detached home in the heart of highly sought-after South Leaside. This custom executive residence offers over 3,200 sq ft of thoughtfully designed living space, blending timeless sophistication with exceptional family functionality. Sun-filled and south-facing, the home is enhanced by oversized windows and skylights, creating a bright, airy atmosphere throughout. The open-concept main floor features elegant living and dining spaces, a chef-inspired kitchen with premium appliances and centre island, and a spacious family room with walk-out to the backyard-perfect for everyday living and entertaining. Upstairs, retreat to a luxurious primary suite with a spa-like 5-piece ensuite, heated floors, and a designer walk-in closet. Generously sized secondary bedrooms each offer designated bathroom access, ideal for growing families. The finished lower level adds incredible versatility with a large recreation room, additional bedroom, and walk-up access. Located in one of Toronto's top-ranked school districts, with unbeatable proximity to downtown and just minutes to the newly opened Eglinton LRT, this is a rare opportunity to own a turnkey home in one of the city's most desirable 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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606 25 Malcolm Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13085596
606 25 Malcolm Road Toronto M4G 0C1
$769,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13085596
- Bedrooms:
- 2
- Bathrooms:
- 2
Client RemarksChic 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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138 Airdrie Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13083616
138 Airdrie Road Toronto M4G 1M5 OPEN HOUSE: May 09, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 9, 2026 2:00PM - 4:00PMOPEN HOUSE: May 10, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 10, 2026 2:00PM - 4:00PM
$2,795,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13083616
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to this impeccably finished, turn-key family home in prime South Leaside. This exceptional 3-bedroom, 4-bathroom residence offers a rare sense of refinement, where every detail has been carefully considered to create a seamless blend of elevated design & effortless living. The main floor is anchored by a warm, inviting living room framed by a charming bay window & a gas fireplace. At its centre, the chef-inspired kitchen stands out with custom Porcelanosa cabinetry imported from Spain & premium Thermador appliances. Overlooking the dining area, the space is designed to bring people together with ease, whether for quiet evenings or larger gatherings. At the rear, a sun-filled family room extends to a large deck & an expansive, beautifully landscaped backyard. Upstairs, the primary bedroom is a calm retreat, complete with a walk-in closet featuring custom Porcelanosa cabinetry & a spa-like 5-piece ensuite finished entirely in Porcelanosa tile. A private walkout to an upper deck overlooks the backyard, offering a quiet moment above it all. Two additional bedrooms are bright & well-proportioned, each with generous closet space, & share a polished 4-piece bathroom. A 2nd-floor laundry room adds ease to daily routines. The lower level features high ceilings & a spacious rec room with a dedicated home office area, a well-appointed 3-piece bathroom & ample storage, making it well-suited to flexible living needs. Outdoors, the backyard unfolds as a series of thoughtfully designed spaces- an expansive deck with a gas BBQ hookup, multiple lounge areas & beautifully layered landscaping that offers both beauty & privacy. At the front of the home, a large front yard includes a parking pad for one vehicle, equally well landscaped to complement the home's curb appeal. Set within one of Toronto's most sought-after school districts & just moments from the everyday conveniences of Bayview Avenue & Leaside Village, this home sits at the centre of a truly exceptional lifestyle. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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405 211 Randolph Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13079180
405 211 Randolph Road Toronto M4G 4H1 OPEN HOUSE: May 09, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, May 9, 2026 2:00PM - 4:00PMOPEN HOUSE: May 10, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, May 10, 2026 2:00PM - 4:00PM
$645,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13079180
- Bedrooms:
- 2
- Bathrooms:
- 2
Beautifully bright two-bedroom condo with abundant natural light throughout the day, located in the heart of South Leaside and facing west. Its incredible location offers the best of both worlds-peaceful residential living with convenient urban access. Featuring a split bedroom layout, a wide living room, 9-foot ceilings, and a cozy gas fireplace. Includes one parking space and one locker. Steps to LRT, shopping, grocery stores, and top-rated schools including Bessborough Elementary School and Leaside High School. Close to Trace Manes Community Centre, parks, tennis courts, and just minutes to Sunnybrook Hospital and Holland Bloorview. This well-maintained building offers excellent amenities, including a gym and party room, along with a strong sense of community. A wonderful, family-friendly neighbourhood with easy access to downtown. Don't miss this incredible opportunity. More detailsListed by CENTURY 21 HERITAGE GROUP LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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222 955 Millwood Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13076426
222 955 Millwood Road Toronto M4G 4E3
$549,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13076426
- Bedrooms:
- 1
- Bathrooms:
- 1
Beautifully renovated 1-bedroom suite offering 770 sq ft with peaceful second-floor views over the treetops of South Leaside. Thoughtfully updated and move-in ready, the suite features a tastefully renovated open-concept kitchen that flows seamlessly into the dining and living areas, creating a bright and comfortable space for everyday living. The well-proportioned bedroom offers ample storage, and the 4-piece bathroom has been recently renovated with porcelain tile and quality finishes. Leaside Gate is a well-maintained, community-oriented building offering a full suite of amenities including an exercise room, sauna, games and billiards rooms, workshop, and a party room with patio. Residents enjoy a strong sense of community with regular social activities such as bridge, yoga, shuffleboard, and movie nights, plus visitor parking. Ideally located with TTC at your doorstep, and within walking distance to the Leaside Curling Club, Memorial Gardens, Trace Manes Park, and the public library. Enjoy convenient access to shops and restaurants along Millwood and Bayview, as well as nearby Loblaws, Longo's, and Leaside Village, with Costco just a short drive away. Close to nearby ravine trails, including the Thomas Hauser Trailhead with access to Crothers Woods and the Lower Don River. More detailsListed by HELEN MCINTYRE- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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316 1 Leaside Park Drive in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13066248
316 1 Leaside Park Drive Toronto M4H 1R1
$359,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13066248
- Bedrooms:
- 1
- Bathrooms:
- 1
Spacious Sun-Filled Suite In Mid-rise Boutique Leaside Bldg On The Park. This SOUTH FACING 1 Bedroom Unit Offers 767 Square Feet With Unobstructed South Views Overlooking The Park! Freshly Painted. Open Concept Entertainers Delight With 9' Ceilings. Floor To Ceiling Windows. Large Master Bedroom W/Walk In Closet & Closet Organizers, Large Ensuite Laundry Room W/Loads Of Storage Space, Breakfast Bar In The Kitchen & Walk Out To Balcony Off Living Room. Easy Access To Leaside Park & Pool, TTC, Schools, Highways, Shopping ( Costco, Longo's, Farm Boy, Sobeys, Food Basics) & Restaurants. Ideal For 1st-Timers, Downsizers, Professionals & Creatives Alike. A Very Big Locker On The Same Floor, Great Closets & Lrg Pkg Spot. More detailsListed by KELLER WILLIAMS EMPOWERED REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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32 Evergreen Gardens in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13065370
32 Evergreen Gardens Toronto M4G 1C5
$3,098,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13065370
- Bedrooms:
- 5
- Bathrooms:
- 4
Bennington Heights - incomparable value for 4,000+ Sq. ft. of thoughtfully designed luxuryliving space. Highest quality workmanship by a reputable, award-winning team of architects, interior designers, and builders. Enjoy private elevator access to all five levels and the peace of mind of a full Tarion warranty. This exceptional residence offers a seamless blend of modern elegance and timeless design. Distinctive features include soaring ceilings and floor to-ceiling windows that flood the home with natural light, spacious principal rooms, and a modern custom chef's kitchen with centre island and integrated breakfast table. White oak and painted cabinetry, veined marble counters, and high-quality appliances throughout. The kitchen walks out to a balcony with a BBQ gas line - perfect for indoor-outdoor living. Additional highlights include white oak engineered hardwood floors, custom millwork and doors, a linear fireplace, and spa-inspired bathrooms finished in marble and porcelain. Ample built-in storage and thoughtfully designed cabinetry are found throughout every level. The home also offers two-car parking with a built-in single garage and private front driveway, along with a landscaped backyard and patio, plus an approximately 800 sq ft south-facing rooftop terrace featuring a built-in pergola and garden beds - ideal for sunbathing, entertaining, or relaxing under the stars. Immediate access to the Kay Gardner Belt-line Trail, Don River Valley trails, Evergreen Brick Works. Close to Bayview shops, Evergreen Gardens Park, with quick downtown access via the Bayview Extension and Don Valley Parkway. Open house Saturday May 9th 2 to 4 PM. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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3 Donegall Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13056560
3 Donegall Drive Toronto M4G 3G6
$1,649,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13056560
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 3 Donegall Drive - a charming Tudor home in the heart of South Leaside.Perfect for a young family ready for more space and a true sense of community, this beautifully renovated home offers a practical, comfortable place to grow in one of Toronto's most desirable neighbourhoods - and within one of the city's most coveted school districts.Warm, inviting, and full of character, this home blends timeless charm with thoughtful modern updates. The stunning chef's kitchen features custom cabinetry, granite counters, and a breakfast bar that opens seamlessly to the dining area - ideal for busy mornings, family dinners, and easy entertaining. Hardwood floors run throughout the main and second levels, while pot lights create a bright, welcoming atmosphere.Upstairs offers space for growing families, while the fully finished lower level provides the flexibility today's lifestyle demands - a spacious recreation room, full bathroom, laundry room, and plenty of storage to keep everything organized.Set on a charming lot, the home also features a detached garage plus additional drive parking - a rare and valuable convenience.Step outside and enjoy everything Leaside has to offer. Just moments to Cumbrae's, Maker's Pizza, Loblaws, No Frills, parks, shops, restaurants, and coffee spots. With easy access to the Eglinton LRT and just a quick 10-minute drive to downtown and the Financial District, commuting is simple while home life feels worlds away.A practical family home with charm, space, and an unbeatable location - ready to be enjoyed for many years to come. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
Data was last updated May 8, 2026 at 02:15 PM (UTC)
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