Leaside is one of Toronto’s most established and desirable neighbourhoods, known for its tree-lined streets, top-ranked schools, beautiful family homes, and strong community feel. From luxury custom homes and renovated detached properties to boutique condos and family-friendly streets near Bayview Avenue, Leaside offers a highly sought-after lifestyle in Midtown Toronto. The Chantel Crisp Real Estate Team provides strategic real estate guidance throughout Leaside, helping buyers and sellers navigate the market with thoughtful preparation, local expertise, data-driven pricing strategies, and concierge-style support.
Homes For Sale In Leaside + Bennington Heights
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2 Randolph Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13686708
2 Randolph Road Toronto M4G 3R7 OPEN HOUSE: Aug 22, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, August 22, 2026 2:00PM - 4:00PMOPEN HOUSE: Aug 23, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, August 23, 2026 2:00PM - 4:00PM
$1,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13686708
- Bedrooms:
- 4
- Bathrooms:
- 3
Positioned directly across from the wonderful greenspace and playgrounds of Rolph Road Public School, this impressive fully detached 2-storey home on a premium corner-lot fills with continuous natural light while placing you right in the heart of coveted Leaside. Offering 2,256 sq ft of living space above grade plus an additional 993 sq ft in the finished lower level, the interior seamlessly merges classic Leaside 1940's original charm with expansive modern comfort. The main floor showcases original architectural character throughout, including hardwood flooring, elegant interior French doors, a bright bay window with leaded glass accents, and timeless wainscoting in the formal dining room. The large eat-in kitchen, equipped with stainless-steel appliances, overlooks the roomy, sunken open-concept family room. Defined by a soaring vaulted ceiling and two bright skylights, the family room has French doors that open out to a fully fenced backyard with a large patio, mature plantings, and a grass area for kids to play. Upstairs, warm hardwood flooring runs throughout three generous bedrooms, a dedicated dream home private office complete with its own bright skylight and an updated five-piece family bathroom. The primary suite offers a spacious layout that comfortably accommodates a sitting area alongside a recently updated two-piece ensuite bathroom. Downstairs, the finished lower level provides excellent additional living space, featuring warm pine plank flooring and a cozy decorative fireplace in the versatile exercise room or 4th bedroom. The oversized laundry area has ample space, ideally used as a recreation room or children's play area. Families will appreciate the immediate access to top-rated public schools, community parks, the local library, tennis courts, and the Leaside Memorial Arena and pool complex. Furthermore, quick access to the new Eglinton Crosstown LRT offers smooth, modern transit connections across the city. 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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7 Lumley Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13669542
7 Lumley Avenue Toronto M4G 2X3
$6,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13669542
- Bedrooms:
- 5
- Bathrooms:
- 7
A stunning, brand new modern home in Bennington Heights, thoughtfully designed with a focus on light, proportion, and practical family living. Set on an impressive 59 ft frontage with a rare circular drive, this home offers a commanding presence from the street. Clean lines and a neutral palette with gorgeous white oak herringbone floors define the aesthetic. This well-executed home offers over 6,200 sq ft of finished living space with impressive design details throughout. A dramatic 21-ft skylit entry introduces the home, anchored by a sculptural open riser staircase. The main floor offers 11 ft ceilings with defined principal rooms through a connected, open flow. Expansive rear windows bring in natural light and create a seamless connection to the backyard. The kitchen is beautifully appointed, centred on a large marble island with integrated appliances and refined finishes, opening to bright breakfast area and pool-sized garden. The adjoining family room features a wood-burning fireplace and oversized windows, creating a warm and comfortable gathering space. Private main floor office and well-designed mudroom with custom cabinetry and side entry add everyday practicality. Street-facing windows are smart windows with automated privacy shading. Upstairs, an open gallery overlooks the level below. All four bedrooms include walk-in closets and private ensuites. The primary suite is set apart with treetop views, a private balcony, a walk-in dressing room, and a spa-inspired ensuite with freestanding tub, glass shower, and dual vanities. A second floor laundry room adds convenience. Lower level offers a walk-up with a separate entrance to a self-contained in-law/nanny suite, along with a large recreation area, home gym, sauna, and glass-enclosed wine room, along with a second laundry room. This is a wonderful and rare opportunity to own a thoughtfully designed home that delivers on scale, quality, and long-term livability. 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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606 25 Malcolm Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13667746
606 25 Malcolm Road Toronto M4G 0C1
$754,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13667746
- 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. See attached feature sheet for list of upgrades and inclusions. More detailsListed by REAL BROKER ONTARIO LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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128 Leacrest Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13665052
128 Leacrest Road Toronto M4G 1E8
$1,599,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13665052
- Bedrooms:
- 5
- Bathrooms:
- 2
* Rarely Offered* Beautifully Updated 3+2 Bedroom Detached Home Nestled On A Fabulous Family Friendly Street W/Local Traffic Only* Enjoy A Serene & Peaceful Setting On A 38x100 Ft Lot, Offering The Opportunity To Move In, Renovate, Or Build Your Dream Home* Freshly Painted T/O W/Brand New Laminated Flooring In The Family Rm/Bsmt Bedrms* Detached Garage, Private, Lovely Fenced Backyard W/Beautiful Garden and Plenty of Privacy* Home Shows A+++ More detailsListed by RE/MAX CROSSROADS REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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354 Bessborough Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13660624
354 Bessborough Drive Toronto M4G 3L2
$3,099,999Residential Freehold- Status:
- Active
- MLS® Num:
- C13660624
- Bedrooms:
- 6
- Bathrooms:
- 5
Welcome home to this beautifully renovated 2-storey residence in the heart of Leaside - one of Toronto's most sought-after family neighborhoods. This 4+2 bedroom, 5 bathroom home blends modern style with everyday function, offering the perfect move-in-ready package for growing families. Completely renovated in 2025, the property boasts premium updates including a modern kitchen equipped with top-of-the-line KitchenAid and Miele appliances. Enjoy beautiful hardwood floors throughout, enhanced by the warmth of four gas fireplaces creating cozy living spaces. The home features two convenient laundry rooms, a new roof 2025, ensuring comfort and peace of mind. Step inside to find sun-filled principal rooms, sleek contemporary finishes, and thoughtful upgrades throughout, creating a space that feels both polished and welcoming. Upstairs, four generous bedrooms and beautifully appointed bathrooms provide comfortable, private space for the whole family. Basement creates the perfect space for extended family, in-laws or nanny quaters - whatever your family needs. Then you can Relax, unwind, and get lost in your backyard oasis where everyday feels like a getaway.Perfectly positioned just steps to Leaside's charming shops and cafés, with easy access to TTC transit, this home is also close to top-rated schools and Sunnybrook, plus nearby parks and green space for outdoor enthusiasts. A rare opportunity to own a fully renovated home in one of Leaside's best pockets - luxury, location, and lifestyle all in one. More detailsListed by REMAX YOUR COMMUNITY REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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201 10 Brian Peck Crescent in Toronto: Leaside Condo Townhouse for sale (Toronto C11) : MLS®# C13655610
201 10 Brian Peck Crescent Toronto M4G 4K4
$759,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13655610
- Bedrooms:
- 2
- Bathrooms:
- 2
This Beautifully Modernized upper level 2-bedroom, 2 bathroom Stacked Town House is in prestigious Leaside. This unit was just painted profressionally throughout including the kitchen cabinet. Well maintained by the original owner. It offers the quick access to the Bus stop, Eglinton LRT, vibrant shops nearby and top-rated schools plus a lot more to expect. One minute walk to the bus stop where takes you to the St. Clair subway station. Original owner and well-maintained property (e.g. duct cleaning 2025) in addition to many newer appliances (e.g. dryer 2025). Hardwood floor throughout with upgraded washroom (2023 fall), and two private balconies. The expansive, open-concept Living and Dining area flows seamlessly onto a private balcony. 2nd balcony has beautiful view of greenery area. The chef-inspired kitchen is equipped with newer stainless-steel appliances and ample cabinetry, A king-sized primary bedroom (4.78m x 3.10m) featuring a large window, ample closet space, and a private 4-piece ensuite. Across from Leonard Linton Park where has plenty of playground for the childern, and steps away from the scenic Sunnybrook Park. Perfect for first-time buyers or downsizers seeking a prime property in a top-tier school district. One underground parking is included. More detailsListed by NU STREAM REALTY (TORONTO) INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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272 Rumsey Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13649042
272 Rumsey Road Toronto M4G 1P9
$1,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13649042
- Bedrooms:
- 4
- Bathrooms:
- 2
Beautifully renovated and move-in ready, 272 Rumsey Road delivers the space, quality, and location that make Leaside one of Toronto's most coveted family neighbourhoods. A hexagonal-tiled entry flows into warm light-oak hardwood, where the living room's oversized leaded-glass windows wrap the open main level in natural light around a refinished wood-burning fireplace.The all-white chef's kitchen is finished with quartz counters, stainless steel appliances, a tiled backsplash, and generous cabinetry with a pantry, opening seamlessly to the dining room for effortless entertaining. Upstairs, a spacious primary with added closet space and two well-proportioned bedrooms share a spa-inspired, white-marble four-piece bath.The finished lower level, with its own separate side entrance, adds true flexibility: a large open rec/media area, a dedicated office, a bright walk-out fourth bedroom, and a spa-style three-piece bath with floating vanity and glass shower, plus laundry. Ideal for extended family, ananny suite, or working from home.Thoughtfully upgraded throughout: new triple-pane Nordik windows (2025), added attic insulation, a fully levelled, waterproofed and refinished basement, new interior doors, hardware, outlets and lighting, radiant heat plus three ductless units for year-round comfort, and a freshly restored, fully fenced backyard with new sod and flower beds. A private drive with a new roll-updoor offers rare two-car parking. Zoned for sought-after Bessborough Elementary & Middle and Leaside High, and just steps to parks, shops, dining, and transit along the Eglinton corridor. A rare offering that lives far larger than its footprint. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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181 Rumsey Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13644604
181 Rumsey Road Toronto M4G 1P4
$2,750,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13644604
- Bedrooms:
- 5
- Bathrooms:
- 4
Custom built and well-designed home that captures timeless contemporary architecture and a floor plan designed for versatile family living. Situated on a prime 33' x 134' lot in the heart of Leaside. Modern interiors, 9 foot ceilings and hardwood floors on main & second floor, clean architectural lines, and minimalist trim. Spacious living & dining room are anchored by a wood burning fireplace. Designed for everyday family living & entertaining, the kitchen has shaker style maple cabinetry, oversized island topped in Quartz that seats 6, breakfast area, spacious built-in desk functions as an office nook/homework station. Family room with a wall of windows, gas fireplace, custom built-ins, powder room and walk out to the garden. Second floor is highlighted by a large skylight, a custom wood staircase with adonized aluminum detailing. Spacious primary suite features a wall of windows, sitting area, and a 4 piece ensuite, separate shower and soaker tub. Three additional well-proportioned bedrooms with excellent closet space & a large 4 piece bathroom. Lower level was designed to provide exceptional versatility with changing family dynamics in mind. Currently used as an extension of the family's living space, it can function as a fully self-contained suite; ideal for extended family, a young adult transitioning toward independent living while remaining home, live-in nanny, or income producing suite. Features: living/dining, full kitchen, separate entrance, bedroom with large windows, and three piece bath; or use the space as the current owner does-recreation room with kitchen for entertaining. Fully fenced garden with flagstone patio, perennial plantings, & garden shed with brick detailing/contemporary horizontal wood. Exceptional walkability to Bayview and Laird amenities, Leaside LRT stop, school catchment area of Bessborough Elemen & Middle, Leaside High, St. Anselm Catholic. A home that combines exceptional design, generous living space, and an enviable location. More detailsListed by ROYAL LEPAGE/J & D DIVISION- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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45 Mcrae Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13635354
45 Mcrae Drive Toronto M4G 1S2
$2,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13635354
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome To This Exceptional Detached 2-Story Home On A Premium 30.58 x 120 Ft South-Facing Lot In Highly Coveted South Leaside! Steps To Top-Tier Schools Including Rolph Road Elementary, Bessborough Drive & Leaside High School. Enjoy Seamless Transit, Easy Commuting & The Beautiful, Vibrant Vibe of Bayview Avenue's Renowned Shops & Restaurants. Professionally Landscaped Grounds Feature Multi-Zone Irrigation & A Resort-Style Backyard W/ Inground Pool, Waterfall Accent & Custom Poolside Cabana. Double Side-Yard Sheds + Private 2-Car Drive.Sophisticated Open-Concept Main Level Features Hardwood Floors, Crown Moulding, LED Lighting & California Shutters. Cozy Wood-Burning Fireplace In Living Room Flows Into Seamless Dining Space. Chef's Kitchen Boasts Updated Cabinetry, Quartz Surfaces, 3-Seat Peninsula & Dedicated Built-In Beverage Centre.Upper Level Offers 3 Bright Bedrooms W/ Hardwood & Primary Retreat W/ Double Closet. Fully Renovated 5-Pc Spa-Like Washroom Features Dual Vanities, Frameless Glass Shower & Luxury Heated Floors. Fully Finished Lower Level Adds Massive Footprint W/ Sprawling Rec Room, Quiet Dedicated Home Office, Functional Laundry, 3-Pc Bath & Tons of Storage!We Appreciate Your Interest In This Spectacular Property and Warmly Welcome You to Experience the Perfect Blend of Luxury, Comfort, and Neighborhood Charm. Come Tour This Exceptional South Leaside Masterpiece and Discover Your Next Dream Home! Don't miss the virtual tour. More detailsListed by HOMELIFE/VISION REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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663 Eglinton Avenue E in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13603582
663 Eglinton Avenue E Toronto M4G 2K3
$1,525,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13603582
- Bedrooms:
- 4
- Bathrooms:
- 2
Terrific opportunity to own a well-priced, detached home in prestigious Leaside. 3+1 bedrooms, 2 full baths. Generous-sized living & dining rooms. Beautifully renovated kitchen. Main floor family room addition with walkout to large deck, spacious backyard with interlocking patio and mature trees. 2nd floor bath features an extra-large, glass enclosed shower, modern designer-look vessel sink. Spacious finished basement offers more living space. Features wainscoting, French doors, built-in shelves. 4th bedroom. Updated 4-pc bath with vessel sink. Walk up from basement to backyard. Wide, interlocking private driveway. Property backs onto highly ranked Leaside High School and Howard Talbot Park. Short walk to new Leaside-Eglinton LRT station at Bayview, 5-minute ride to Yonge St. This high demand neighbourhood offers great shops, cafes, schools in a well-established central Toronto location. More detailsListed by RE/MAX ULTIMATE REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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817 33 Frederick Todd Way in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13601788
817 33 Frederick Todd Way Toronto M4G 0C9
$509,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13601788
- Bedrooms:
- 1
- Bathrooms:
- 1
Immaculately kept and move-in ready. Sunrise views and floor-to-ceiling windows fill this open-concept suite with natural light. Modern kitchen with integrated appliances, spacious bedroom with walk-in closet, full-size washer and dryer, and a private balcony. Owned locker included. Full amenities including indoor pool, gym, party room, co-working space, and 24-hour concierge. Steps to the Eglinton Crosstown LRT, Sunnybrook Park, and Leaside shops - with quick DVP access.Perfect for first-time buyers, professionals, or investors. More detailsListed by HOMETON INC- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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17 Noel Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13599786
17 Noel Avenue Toronto M4G 1B2
$4,195,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- C13599786
- Bedrooms:
- 6
- Bathrooms:
- 5
Beautiful Georgian residence on one of Bennington Heights most coveted streets, offering timeless architecture, elegant interiors and an exceptional backyard oasis to relax in all summer! Set behind a handsome brick facade with professionally landscaped gardens, this five-plus-one bedroom home features a centre hall plan with generous principal rooms with solid oak hardwood floors. The formal living room overlooks the front gardens, while the dining room, complete with a marble wood-burning fireplace, custom built-ins and French doors, flows seamlessly into the family room. A beautifully appointed Chef's kitchen offers custom cabinetry, marble backsplash, centre island, panelled Sub-Zero fridge, Wolf gas range, walk-through pantry and bright breakfast area overlooking the private south-facing backyard. The spacious family room features custom built-ins, a gas fireplace and a stunning walkout to the backyard lounge and pool area. The second level is outstanding, offering five generous bedrooms, including a luxurious primary retreat with Juliette balcony, sitting area, walk-in closet and spa-inspired five-piece ensuite with heated floors. Four additional bedrooms include a freshly renovated Jack & Jill bath, another family bath for the other two bedrooms and second-floor laundry. The finished lower level adds outstanding flexibility with two oversized recreation spaces (gym+media), an additional bedroom, three-piece bath, second laundry and abundant storage. Outside, enjoy a spectacular south-facing backyard with a 15 x 30 ft. saltwater pool, multiple entertaining areas, mature trees, expansive lawn, irrigation, landscape lighting and exceptional privacy. Ideally located just moments from Bayview Avenue, Leaside's shops and restaurants, Moore Park Ravine, Evergreen Brick Works, top-ranked public and private schools, and with convenient access to the DVP and downtown, this is an exceptional family home in one of Toronto's most sought-after 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 August 19, 2026 at 04:15 AM (UTC)
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