Homes For Sale In Leaside + Bennington Heights
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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
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10 Heather Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12736654
10 Heather Road Toronto M4G 3G3 OPEN HOUSE: Feb 07, 202602:00 PM - 04:00 PM ESTOpen House on Saturday, February 7, 2026 2:00PM - 4:00PM
$1,965,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12736654
- 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 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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306 928 Millwood Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12731730
306 928 Millwood Road Toronto M4G 1X3
$449,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12731730
- Bedrooms:
- 1
- Bathrooms:
- 1
Tired of shoveling your walk & cleaning the snow off your car? Want to live your best life? Welcome to this bright, beautifully maintained one-bedroom suite in this highly sought after low rise condo in South Leaside. Offering comfort, privacy and everyday convenience, this quiet, well-established building is known for its welcoming community. Ideal for first-time buyers, single individuals, couples, empty nesters and investors seeking an income generating property. Freshly painted throughout, this carpet-free unit is filled with sunshine thanks to its desirable southern exposure and is truly move-in ready. The oversized bedroom easily accommodates a home office desk or a cozy reading chaise by the large window. A separate laundry room with built-in shelving provides additional storage and the large linen closet is an uncommon feature in condo living. The open-concept living & dining area is generously sized and features a walk-out to a south-facing balcony, bathing the space in natural light. The updated all-white kitchen offers ample cabinetry, abundant counter space and a convenient eat-in peninsula, perfect for casual dining. The open concept floor space from kitchen, dining & living room is great for entertaining. Unbeatable location with TTC at your door, steps to the Leaside Curling Club & Memorial Gardens' pool. A short walk to Millwood shopping plazas, restaurants, the public library and Trace Manes Park. Enjoy easy access to Bayview's vibrant dining and services, nearby Loblaws on Redway Rd, Longo's and Shoppers at Leaside Village and you're a quick drive to Costco on Overlea Blvd. This property includes an underground parking and a locker. Bell Fibe basic cable included in condo fees. Pet-friendly (up to two domestic pets under 30 lbs). This is a no-smoking building. A rare opportunity to own a sunny, spacious home in Leaside, one of the most desirable communities in the city at a fabulous price! More detailsListed by BOSLEY REAL ESTATE LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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408 25 Malcolm Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12728714
408 25 Malcolm Road Toronto M4G 0C1
$659,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12728714
- Bedrooms:
- 2
- Bathrooms:
- 1
Where Leaside meets Luxury. Welcome to The Upper House Condos. This bright and spacious 1 + 1 bedroom, 1 bathroom suite offers 653 sqft of thoughtfully designed, open-concept living, walk out to your private 52 sq ft balcony. With soaring 10 ceilings, wide-plank floors, potlights, 7" baseboards, plenty of closet space ( each with its own custom built-in), ensuite laundry and an abundance of natural light pouring in from the sunny south facing exposure. The sleek 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 and den, ideal for relaxing at home or entertaining. The primary bdrm is a true retreat with a full double closet. with custom built-ins and plenty of storage. 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 is situated in the heart of Toronto's coveted Leaside neighbourhood, with unmatched convenience to top-rated schools, parks, cafes, shops and the new LRT. (42017617) More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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206 356 McRae Drive in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12723574
206 356 McRae Drive Toronto M4G 4G4
$498,800Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12723574
- Bedrooms:
- 1
- Bathrooms:
- 1
Marvelous on McRae! * Flexible layout lets you choose where to place your living room and den - want to work by the window with the sun streaming in, the den is placed by the balcony. Do you prefer working closer to the kitchen for quick coffee access, relocate your office to the middle of the room and have your living room by the balcony. Browse the pictures to see the different options * Charming 1-bedroom condo in The Randolph, a well-managed, boutique building in the heart of Leaside * Thoughtfully designed layout with a kitchen and breakfast bar, perfect for casual dining * Spacious primary bedroom features large double closets and convenient semi-ensuite 4-piece bath * Open concept living and dining room with walk-out to rare sunny balcony * Includes 1 parking space and locker for added storage * Enjoy the beautifully maintained common patio with BBQ and gorgeous gardens, ideal for relaxing or entertaining * Maintenance fees include everything (except internet/phone/tv) * Located in a sought-after neighbourhood steps to shops, restaurants, grocery stores, top-rated schools, and everything Leaside has to offer * Walk to the TTC with direct access to the Yonge subway. The new Eglinton Crosstown subway, Laird station is opening soon! * A rare opportunity in a quiet, community-focused building! * Great schools: Bessborough JK-08 and Leaside 9-12 More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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930 Eglinton Avenue E in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12713782
930 Eglinton Avenue E Toronto M4G 2L3
$1,069,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12713782
- Bedrooms:
- 3
- Bathrooms:
- 2
This is truly a rare opportunity to get a foothold in highly sought after Leaside, this solid move in ready 3 bedroom semi is bursting with potential, the primary bedroom boasts exposed brick and a cool loft area, convenient walk out to rear gardens from the main floor, fully equipped basement apartment with two separate entrances is ready to go for extra income or in-law or teenager suite, Adding even more value is the ultra rare FOUR car garage, 18' x 38, this impressive outbuilding is equipped with water, drain, and separate electrical panel, the possibilities are endless, ideal for hobbyist of all kinds, workshop, autobody, car enthusiasts, or use it for rental income for cars or neighbourhood storage to your friends and neighbours, Recent upgrades include new shingles done in 2023, exterior cladding of the oversized garage, and this home also comes with the convenience of Legal Front Pad Parking, 930 Eglinton Ave E is conveniently located just steps to the new Laird Subway Station, a feature that will drive long term value for years to come, also steps to all the conveniences and shopping along Laird. Golden opportunity for a savvy buyer looking to get into a first class neighbourhood and generate tons of extra income or a savvy investor who understands the long term investment potential of being on a major transit line so close to a subway station. More detailsListed by HAZELTON REAL ESTATE INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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290 Laird Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12711318
290 Laird Drive Toronto M4G 3X5
$1,299,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12711318
- Bedrooms:
- 2
- Bathrooms:
- 2
Here's Your Opportunity to Own This Charming Tudor-Style Brick and Stone Bungalow Nestled In The Heart Of Vibrant Leaside. This Meticulously Upgraded Home Boasts a Modern Kitchen (2024) with Sleek Cabinets, Quartz Countertops, Stylish Backsplash and Tile Floors. Relax In The Spa-Inspired Washroom (2023), Enjoy The Warmth Of Hardwood Floors Throughout The Main Level, All Complemented By Two Cozy Wood-Burning Fireplaces. Other Recent Upgrades Include a New Furnace and AC Unit (2022), a Refreshed Front Exterior Concrete Porch and Front Door (2023), and New Tile Flooring In The Basement Landing. This Home is Perfectly Located Just a 2-Minute Walk (170m) to Laird LRT Station and Offering Exceptional Connectivity. Embrace Leaside's Family-Friendly Charm, with Top Schools, Parks, Trails and Shops Just Steps Away. A Rare Find for a Stunning Bungalow on a Generous 36 x 100 Ft Lot in One of Toronto's Most Sought-After Neighborhood! More detailsListed by RE/MAX HALLMARK REALTY LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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38 Evergreen Gardens in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12709458
38 Evergreen Gardens Toronto M4G 1C5
$2,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12709458
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 38 Evergreen Gardens, part of an exclusive collection of townhomes in the tree-lined community of Bennington Heights. Designed by an award-winning team, this three-story residence offers 3,495 square feet of thoughtfully planned living space, plus a finished lower level with a spacious recreation room - all connected by private elevator access. Highlights include soaring ceilings, oversized windows, and a custom chef's kitchen with top-tier appliances, abundant storage, and a walk-out to the balcony. High-end curated finishes are found throughout: white oak hardwood floors, natural stone countertops, custom millwork, a living room fireplace, and elegantly appointed bathrooms. An expansive rooftop deck with built-in pergola and garden beds offers sweeping views and an ideal setting for entertaining or quiet retreat. Additional features include a landscaped backyard terrace, built-in garage, and private drive with parking for two cars. Perfectly positioned for those who appreciate a balance of nature and convenience, this home is steps to tranquil trails, surrounding parks, and ravines, while also providing quick access to the Bayview Extension, DVP, and midtown. Nearby amenities include Evergreen Brickworks, Bennington Heights Tennis Club, Evergreen Gardens Park, and the shops and restaurants along Bayview Avenue and Mount Pleasant Road. Excellent proximity to both public and private schools further enhances the appeal. A rare opportunity for every stage of life: downsizers, professional couples, or families seeking sophisticated, modern living in one of Toronto's most desirable neighbourhoods. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
Data was last updated February 5, 2026 at 06:15 AM (UTC)
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