Find Homes for Sale in Leaside, Toronto, Canada
Welcome to the premier resource for finding homes in Leaside, one of Toronto’s most desirable neighborhoods. Our extensive listings feature a diverse selection of properties, perfect for families, professionals, and investors looking for a vibrant and upscale community. Discover the charm and elegance of Leaside and find your ideal home with our curated selection, detailed information, and expert guidance.
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252 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12603502
252 Sutherland Drive Toronto M4G 1J3 
$3,150,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12603502
- Bedrooms:
- 5
- Bathrooms:
- 4
This sophisticated and luxurious custom built 4+1 bedroom residence in coveted South Leaside has it all! Designed by renowned architect Lorne Rose, this meticulous home has grand principal rooms, a renovated gourmet kitchen with eat-in dining, adjoining family room with fireplace and walk-out to stunning rear gardens. The spacious second storey with custom skylight has 4 bedrooms including a sumptuous and private primary retreat with walk-in closet and 5-piece ensuite. The expansive lower level features a large recreation room plus a children's play area, 5th bedroom, 3-piece bath, laundry room, cedar closet (potential for wine cellar) and storage. Located on a quiet family friendly street in prime South Leaside with curb appeal galore, it has an all brick exterior with custom Indiana limestone detailing and custom designed elevated landscaping. The superb layout offers 3,300+ square feet of functional family space. Front drive parking plus custom built 1 1/2 car garage accessed via laneway provides ample parking. (Please note that built-in desk in living room can remain or be removed if preferred *refer to photos of prior living room set-up). Pristine landscaping with in ground irrigation system and outdoor lighting. "Other" room is a cedar closet with potential for wine cellar. More detailsListed by CHESTNUT PARK REAL ESTATE LIMITED- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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349 Laird Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12597714
349 Laird Drive Toronto M4G 3Y1
$1,655,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12597714
- Bedrooms:
- 4
- Bathrooms:
- 3
Incredible location in the quiet residential section of Laird. This bright, spacious, and sun-filled two-storey home features a tasteful addition and is situated in the highly desirableNorth Leaside area. Offering 3+1 bedrooms and 3 bathrooms, the primary bedroom includes a4-piece ensuite and walk-in closet. Additional highlights include a gas burning fireplace, stainless steel appliances, a private backyard, gas furnace, and central A/C. A private driveway provides parking for up to 3 cars. The property is also conveniently close to Northlea Elementary & Middle School, shopping centres, parks, and the TTC. More detailsListed by GATE REAL ESTATE INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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775 Millwood Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12595610
775 Millwood Road Toronto M4G 1V7
$1,699,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12595610
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 775 Millwood Road, Toronto (South Leaside) steps from Bayview Ave restaurants and shops. Discover this charming and versatile legal duplex, offering the flexibility to enjoy as a single-family home or as two separate units. The upper level features two spacious bedrooms plus a family room, a beautifully renovated kitchen with a dining room, and a 4-piece bathroom. The main floor boasts two bedrooms, including a primary suite with a walkout to a large private deck. The open-concept renovated kitchen overlooks the dining area and flows into the inviting living family room. Step outside to your own backyard oasis, complete with a hot tub and separate lap pool/endless pool perfect for relaxing or entertaining. Additional highlights include a single-car garage. Two staircases and separate entrance to lower level. Short walk to all amenities including local library, parks, TTC, Ice Arena and great schools plus much more. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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35 Fleming Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12580830
35 Fleming Crescent Toronto M4G 2A9
$3,288,000Residential 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 detailsListed by RE/MAX ULTIMATE REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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317 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12558266
317 Sutherland Drive Toronto M4G 1J6
$3,495,000Residential 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 detailsListed by YOUNG REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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333 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12550222
333 Sutherland Drive Toronto M4G 1J7
$1,425,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12550222
- 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, and contractors will all see value here. 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 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. More detailsListed by BOSLEY REAL ESTATE LTD.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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165 Leacrest Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12550606
165 Leacrest Road Toronto M4G 1E7
$5,490,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12550606
- 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.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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10 Heather Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12545646
10 Heather Road Toronto M4G 3G3
$2,075,000Residential 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 detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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0 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12523356
0 Sutherland Drive Toronto M4G 2L1
$1,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12523356
Vacant Land In Leaside. Steps form Eglinton Crosstown LRT. More detailsListed by HOMELIFE/VISION REALTY INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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102 Parklea Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12515968
102 Parklea Drive Toronto M4G 2J8
$3,688,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12515968
- 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- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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22 Divadale Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12513372
22 Divadale Drive Toronto M4G 2N9
$4,488,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12513372
- Bedrooms:
- 6
- Bathrooms:
- 6
Welcome to 22 Divadale, located in the most desirable, quite, highly accessible and private pockets of North Leaside! This is by far one of the most uniquely designed homes in Leaside, featuring a layout that blends flow, function, and style across over 4,800 sqft of luxurious living space and checking every box. The main floor features soaring 12 foot ceilings, a chef inspired kitchen with an oversized island that seats eight, top of the line Miele & Wolfe appliances, with walkout to a large deck perfect for entertaining featuring exterior sound system, exterior lighting and gas line BBQ. White oak hardwood floors and stairs and sleek glass railings run throughout. Second floor features primary bedroom with stunning 7 piece ensuite, with heated floors and a large walk in closet with a skyslight. Three oversized bedrooms each with direct access to a bathroom and large closets. A rarely offered two floor basement with tons of features including a theatre room, nanny suite, 5 and 4 piece bathrooms, radiant heated flooring, wine display, built in speakers, separate entrance, large windows with walk out and 12 foot ceilings. A rare double car garage, hard to find in Leaside, is complemented by a full snow melt system/radiant floor heating covering the driveway, front porch, steps, side path, backyard, and basement walkout and landing. Additional features include a Control4 smart home system, electric blinds, designer lighting with dimmers, exterior lighting, a sprinkler system, gas fireplaces, skylights, and laundry on two levels. Just steps from Bayview Avenue and Eglinton Avenue. Located minutes from the top schools in Toronto including Northlea Elementary and Middle School, Bessborough Drive Elementary and Middle School, Park Lane Public School and Leaside High School. More detailsListed by RE/MAX HALLMARK REALTY LTD. and FOREST HILL REAL ESTATE INC.- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
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96 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12502856
96 Glenvale Boulevard Toronto M4G 2V9
$2,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12502856
- Bedrooms:
- 4
- Bathrooms:
- 4
Renovated, detached home with rare double car garage and driveway in Leaside? Park 4 cars total! Or build a garden/lane suite and maintain the surface parking. Tesla EV charger. 3+1 beds, 4 baths with extremely large back/side yards. Spray-foam insulated third garage used as a heated/cooled private gym. Corner lot gives plenty of natural light and rare extra yard space, not much traffic on dead-end street as only Holland-Bloorview staff have access (no emergency ward, means no ambulance). No homes behind the house for ultimate privacy. In-ground sprinklers with wi-fi capability. Access to Sunnybrook Park in backyard. LRT station already built and will be functioning eventually. Lot line is officially 25 ft wide, but measures 44 ft due to fence permit with the city, which effectively becomes a massive back and side yards. Extra blown-in insulation (R-80). Top rated Northlea Public School with dual-track English and French immersion, Leaside High school districts. More detailsListed by KELLER WILLIAMS REFERRED URBAN REALTY- DARYL KING
- RE/MAX HALLMARK REALTY LIMITED
- 1 (905) 9075464
- homes@darylking.com
Data was last updated December 8, 2025 at 06:15 AM (UTC)
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