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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16B Kenrae Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13861416
16B Kenrae Road Toronto M4G 1Y1 OPEN HOUSE: Oct 10, 202611:00 AM - 01:00 PM EDTOpen House on Saturday, October 10, 2026 11:00AM - 1:00PMOPEN HOUSE: Oct 11, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 11, 2026 2:00PM - 4:00PM
$1,980,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13861416
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to 16B Kenrae Road, an exceptional custom-built three-bedroom, four-bathroom semi-detached home in the sought-after South Leaside neighbourhood. Thoughtfully designed with an emphasis on quality, style, and functionality, this impressive residence showcases high-end finishes, soaring ceilings, expansive windows, built-in speakers throughout, and beautifully proportioned open-concept living spaces throughout. The main level is centred around a spectacular chef-style kitchen featuring a built-in island, premium Wolf and Sub-Zero appliances, abundant cabinetry, and exceptional storage. The bright and spacious principal rooms provide the perfect setting for both everyday living and entertaining, with a walkout leading to a beautiful rear deck and tranquil outdoor space. A stylish powder room completes the main floor.Upstairs, the spacious primary retreat offers a serene escape with a luxurious four-piece ensuite, while the generously sized second and third bedrooms share a well-appointed bathroom. The lower level further enhances the home's versatility, offering direct interior access to the one-car garage, a full bathroom, roughed-in kitchen, and a bright walkout to the beautifully landscaped backyard with built in irrigation, creating an ideal space for a recreation room, guest suite, or additional living area.Outside, the property is equally impressive, featuring exceptional landscaping and mature greenery, a private heated driveway and front stairway, elegant porcelain facade, and a beautifully designed backyard oasis. Located in one of Toronto's most desirable family-friendly neighbourhoods, this exceptional home combines sophisticated design with thoughtful functionality in a prime South Leaside setting. A rare opportunity not to be missed. 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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817 Millwood Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13857122
817 Millwood Road Toronto M4G 1W3 OPEN HOUSE: Oct 10, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 10, 2026 2:00PM - 4:00PM
$2,048,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13857122
- Bedrooms:
- 3
- Bathrooms:
- 3
Beautifully Renovated South Leaside Family Home! Lovingly cared for and thoughtfully renovated, this detached home offers a warm, functional layout in one of Toronto's most sought-after family neighbourhoods. The bright main floor features an elegant living room featuring a wood-burning fireplace and a completely renovated kitchen and dining area, creating an inviting space for everyday living and entertaining. Upstairs, you'll find three comfortable bedrooms and beautifully updated bathrooms. The perfect layout for everyday life. The fully finished lower level adds valuable living space with a spacious recreation room, an additional 3-piece bathroom, laundry, and plenty of storage-perfect for a kids' playroom, family room, or home office. A finished attic provides even more flexible bonus space. Outside, enjoy an incredible private backyard with plenty of room for kids to play, entertain, and relax, plus a large shed for additional storage. Freshly painted, meticulously maintained, and truly move-in ready. Complete with parking and ideally located just steps from excellent schools, parks, shops, restaurants, and TTC. A wonderful opportunity to put down roots in the heart of South Leaside. 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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63 Thursfield Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13857082
63 Thursfield Crescent Toronto M4G 2N4
$1,190,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13857082
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 63 Thursfield Crescent, a charming family home tucked away on a quiet, tree-lined street in the heart of highly sought-after North Leaside. Offering a wonderful blend of warmth, functionality, and flexibility, this inviting residence provides comfortable living spaces designed to grow with you. The main floor offers an easy flow for everyday living and entertaining, while the home's multiple bedrooms and finished lower level provide plenty of room for family, guests, a home office, or recreation space. Outdoors, enjoy a private backyard with a rear deck and space to relax, entertain, and play. A rear garage adds valuable versatility for parking, storage, or additional workspace. Ideally located within the coveted Northlea Public and Leaside Secondary School districts and surrounded by parks, shops, restaurants, transit, and the everyday conveniences that make Leaside such a beloved neighbourhood. A fantastic opportunity to settle into an established community and make this home your own. 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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103 1801 Bayview Avenue in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13855840
103 1801 Bayview Avenue Toronto M4G 4K2
$459,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13855840
- Bedrooms:
- 1
- Bathrooms:
- 1
Welcome to Suite 103 at 1801 Bayview Avenue! Situated in sought-after Leaside, this bright and well-appointed ground-floor suite offers exceptional value and convenience. The thoughtfully designed layout features full-sized appliances, a generously sized bedroom, and a walkout to your own private terrace, creating a seamless extension of the living space. Complete with a dedicated parking space and storage locker, residents also enjoy an array of shared amenities, including a fitness facility, party room, and on-site concierge.Ideally located at Bayview and Eglinton, enjoy an abundance of amenities just steps from your door, including public transit, grocery stores, restaurants, shops, parks, and more. Offering a great combination of space, convenience, and value, Suite 103 is an excellent opportunity 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
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4 Douglas Crescent in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13854620
4 Douglas Crescent Toronto M4W 2E7
$4,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13854620
- Bedrooms:
- 5
- Bathrooms:
- 5
You don't want to miss this one! Welcome to 4 Douglas Crescent, a truly exceptional architectural home on the edge of North Rosedale, offering 4+1 bedrooms, 5 bathrooms, and a remarkable blend of luxury, innovation, and functionality. Featuring hickory wide-plank flooring, heated marble floors, 9 skylights, custom lighting, Control4 automation, smart glass windows, extensive security, and 50+ surround-sound speakers, every detail has been thoughtfully designed. The backyard is pre-wired and pre-plumbed for a BBQ, hot tub, fire and water features, while the impressive garage offers a 6,000-lb. car lift, heated floors, EV charger, car-wash setup, and heated driveway with parking for four. A rare turnkey opportunity in one of Toronto's most exclusive neighborhoods. 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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125 35 Brian Peck Crescent in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13847308
125 35 Brian Peck Crescent Toronto M4G 0A5
$799,000Residential Condo & Other- Status:
- Active Under Contract
- MLS® Num:
- C13847308
- Bedrooms:
- 2
- Bathrooms:
- 2
This fabulous 2-bedroom, 2-bathroom garden suite offers something rarely found in condo living: the space, privacy & outdoor experience of a home. Overlooking a lush canopy of mature trees, this exceptional 1,086 sq ft suite feels elevated above it all, with an expansive terrace running the full length of the condo and a professionally landscaped garden creating your own private outdoor retreat. It's the perfect setting for morning coffee, al fresco dining, entertaining friends or simply relaxing surrounded by greenery. Inside, the rare square open-concept layout offers exceptional flexibility, allowing you to furnish your living and dining areas to suit your lifestyle rather than conforming to the typical long, narrow condo design. Beautiful engineered wood floors flow throughout, while the stylish kitchen features stainless steel appliances, abundant cabinetry and a large centre island. A former ensuite space has been cleverly transformed into an impressive walk-in pantry with custom shelving and room for a coffee station. Oversized windows fill every room with natural light and tranquil green views. The generous primary bedroom features picture windows, a large walk-in closet and an oversized 3-piece split ensuite with separate water closet and shower with new glass door (2025). Spacious 2nd bdrm, 4-piece bath with tub, new front hall closet door and stylish barn door for the walk-in closet. Tandem parking for two vehicles and locker included. Scenic offers exceptional amenities including a state-of-the-art fitness centre, indoor pool with outdoor lounging area, kids' playroom and party facilities. Playground across the street and Eglinton LRT nearby. This is condo living at its best-with the convenience of a condominium, the privacy of a garden and the feeling of a real home. More detailsListed by BOSLEY REAL ESTATE LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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House in Toronto
Residential Freehold- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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153 Parkhurst Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13847594
153 Parkhurst Boulevard Toronto M4G 2E8
$1,375,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13847594
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 153 Parkhurst Boulevard, a wonderful opportunity to own an updated family home in the heart of highly sought after Leaside. This charming three-bedroom, semi-detached home is situated on a large lot and offers the perfect blend of comfort, flexibility and future potential. Featuring bright and inviting principal rooms, hardwood floors, an updated kitchen with granite countertops overlooking the private backyard and a walkout from the dining room to a spacious deck, this home is ideal for everyday family living and entertaining. The finished lower level, with a separate entrance, adds exceptional versatility, offering a living area with kitchenette, a bedroom, and an ensuite bathroom. Whether you're looking for an in-law suite, nanny quarters or potential short-term rental opportunities, this space provides many possibilities. Outside, enjoy a private deck and fenced backyard, perfect for summer gatherings, children at play, or simply relaxing outdoors. A single garage and separate driveway provide convenient parking and additional storage. Move in and enjoy as-is, renovate to suit your tastes, or explore the potential to expand and create your dream home in one of Toronto's most family-friendly and desirable neighbourhoods. Just steps to top-rated schools, parks, transit, shopping, and all the amenities that make Leaside one of the city's most coveted communities. More detailsListed by Signature Elite Realty Ltd.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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4 Kenrae Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13847516
4 Kenrae Road Toronto M4G 1Y1 OPEN HOUSE: Oct 10, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 10, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 11, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 11, 2026 2:00PM - 4:00PM
$999,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13847516
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to this charming semi-detached home in the heart of Leaside, offering a wonderful combination of comfort, flexibility and location. Featuring 2 bedrooms with the option to easily convert back to 3 bedrooms, along with 2 bathrooms, this home offers over 1600 square feet of total living space and is perfectly suited to families, professionals or those looking for additional space to grow. The updated kitchen featuring a chef's gas stove, heated floor and skylight offers a bright, fresh, functional setting for everyday living and entertaining, while the home has been newly painted throughout, creating a bright and inviting atmosphere. Step outside and discover a deep, paved, low-maintenance backyard - an exceptional outdoor extension of the living space featuring mature trees for additional privacy. A tranquil pond feature adds charm and character, creating a peaceful setting for morning coffee, entertaining or simply enjoying the outdoors. Ideally situated in one of Toronto's most desirable family neighbourhoods, this home boasts a strong 92 walk score aka "Walker's Paradise", your daily errands do not require a car! Likewise, the home is conveniently located near the new TTC Line 5 Eglinton LRT (Laird Station), as well as the TTC #88 bus to St. Clair Station (Line 1) providing excellent access across the city. Families will appreciate being within the catchment areas for Rolph Road Public School, Bessborough Middle School and Leaside High School, as well as St. Anselm (Catholic JK-Gr8), all highly regarded local schools. Immediately enjoy everything Leaside has to offer, including parks, recreation, shopping, restaurants, community amenities and convenient transportation - all while being tucked into a welcoming residential Leaside neighbourhood. 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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122 Brentcliffe Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13844564
122 Brentcliffe Road Toronto M4G 3Y9 OPEN HOUSE: Oct 10, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, October 10, 2026 2:00PM - 4:00PMOPEN HOUSE: Oct 11, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, October 11, 2026 2:00PM - 4:00PM
$2,299,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13844564
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 122 Brentcliffe Road, a bright and inviting family home in the highly sought-after community of Leaside. Warm, welcoming and thoughtfully laid out, this home offers beautiful hardwood floors, generous principal rooms and a functional floor plan designed to grow with you. The sun-filled living room is anchored by a charming wood-burning fireplace, while the kitchen walks out to a spacious deck and lush, exceptionally private backyard, creating an effortless setting for everyday family life and entertaining. Upstairs, three comfortable bedrooms are joined by an open den/office with the potential flexibility to become a fourth bedroom as your family grows. The spacious primary retreat features double-door entry, a beautifully updated ensuite and a generous closet with excellent potential to customize into a walk-in. The lower level adds another layer of versatility, with a separate entrance, kitchen, bedroom, bathroom, living room with a second wood-burning fireplace, separate laundry and brand-new flooring, ideal for extended family, guests or potential rental income. All of this in an exceptional northeast Leaside location, moments from Sunnybrook Park and the Don Valley's extensive trails and green space, and close to transit, shopping, everyday amenities and highly regarded local schools including Leaside High School. A wonderfully comfortable home today, with the flexibility to evolve for years to come. 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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45 Mcrae Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13842740
45 Mcrae Drive Toronto M4G 1S2
$1,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13842740
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome To This Exceptional Detached 2-Story Home On A Premium 30.58 x 120 Ft South-Facing Lot, private Drive, 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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5 Beaufield Avenue in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13844424
5 Beaufield Avenue Toronto M4G 3R2
$1,499,900Residential Freehold- Status:
- Active
- MLS® Num:
- C13844424
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 5 Beaufield Ave! From the moment you step through the front door, an immediate sense of peace welcomes you home. Situated on a wide semi-detached lot along a quiet, highly coveted street in north Leaside with fantastic neighbours, this thoughtfully upgraded home effortlessly blends serene comfort, smart modern conveniences, and extraordinary outdoor living. This bright, fully open-concept main floor features hardwood floors, large windows, and a cozy fireplace flanked by a custom wood mantel. Soundproofing along the shared wall ensures ultimate quiet and privacy. Open concept kitchen boasts heated floors, stainless steel appliances, & a walkout to the rear deck, Upstairs, retreat to three bright bedrooms including a primary suite with custom built-in closet organization and a full bath with heated floors.The fully finished basement adds significant living space, featuring a large recreation room, a 2-piece powder room, a spacious laundry room, a mudroom area, and endless storage capacity. Outside is your private urban oasis, anchored by a custom BACKYARD OFFICE/STUDIO. Fully outfitted with its own heating/AC unit and hardwired high-speed internet for a seamless work-from-home lifestyle. The low-maintenance yard also features a freshly stained deck (July 2026) with a Rolltec motorized retractable awning, pristine artificial turf, a Gardena outdoor hose system, and lots of additional outdoor storage beside the studio with Neat Freak track organization included. Nestled in an exceptional neighbourhood offering the perfect balance of green space and city connectivity. Steps from the scenic trails of Sunnybrook Park, highly rated schools, transit via TTC and the Eglinton Crosstown LRT, a quick drive to the Bayview Extension, Downtown, DVP and 401, all while remaining moments from the premier dining, boutique shopping, and everyday amenities of Bayview & Eglinton. More detailsListed by REAL ESTATE HOMEWARD- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
Data was last updated October 9, 2026 at 02:15 AM (UTC)
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