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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112 Southvale Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13738186
112 Southvale Drive Toronto M4G 1G7 
$2,349,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13738186
- Bedrooms:
- 5
- Bathrooms:
- 3
Space for the whole family to enjoy at this well-appointed South Leaside home set on a 51 ft frontage! Beautifully renovated and well-maintained, you will enjoy the incredible layout combined with private drive and a deep, secluded backyard. A rare main-floor primary suite includes heated floors, generous wardrobe storage and a three-piece ensuite with curb-less glass shower and skylight. Over 2,600 square feet of total living space (1936 sq ft above grade). Hardwood floors, traditional millwork and classic detailing carry through generous principal rooms, including a beautiful open-concept living room with gas fireplace and dining room with wainscotting. The kitchen offers soft-close drawers and stone countertops, opening to the bright breakfast area and family room. Surrounded by windows and skylights, this inviting space features heated floors, a second gas fireplace and a walkout to the garden. Upstairs are three bedrooms and a four-piece bath, offering flexibility for family life or a home office. The finished lower level with a separate side entrance has a great recreation room with built-ins, a three-piece bath, laundry and storage, plus the additional bedroom (or work from home space or gym). The fully fenced backyard is framed by mature trees and greenery, with an interlock patio, irrigation, landscape lighting and garden shed. Steps to all that Leaside has to offer, parks and excellent schools, with Bayview and Laird amenities, transit and highway access nearby. Easy commute to downtown, or north to cottage country! More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEA- 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®# C13737624
181 Rumsey Road Toronto M4G 1P4
$2,695,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13737624
- 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 Johnston & Daniel and ROYAL LEPAGE/J & D DIVISION- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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306 1387 Bayview Avenue in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13731462
306 1387 Bayview Avenue Toronto M4G 3A5
$399,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13731462
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome to SAHIL. Stay At Home In Leaside is a unique boutique building In One Of The Most Desirable Neighbourhoods In Toronto! and a Life Lease for seniors 60 And Over, Very Well Maintained by A Professional Property Management Company And With A Healthy Reserve Fund To Pay For Future Repairs And Replacements. This Immaculate 1+1 unit, South facing with walkout to balcony. Property is vacant and Move in ready!!! Enjoy the lifestyle and amenities of beautiful Leaside at a very affordable price!!!. High walkability Score. Steps To All The shops and amenities, A Big Advantage To Life Lease Is THERE IS NO LAND TRANSFER TAX!!! Monthly Maintenance Fees And Taxes Are Considerably Lower Than Comparable Buildings In The Neighbouring Areas! Just Pay Your Own Hydro, Gas And CATV, Most Everything Else Is Included! Building Features Include Lounge, Outdoor Patio With BBQ, Workshop. Buyers Buy The Right To Occupy The Unit And Pay A Monthly Maintenance Fee Up Until The Time They Decide To Sell! (Please See Attached). Don't Miss this One!!! More detailsListed by RIGHT AT HOME REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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391 Sutherland Drive in Toronto: Leaside House for sale (Toronto C11) : MLS®# C13728200
391 Sutherland Drive Toronto M4G 1K1
$1,349,900Residential Freehold- Status:
- Active
- MLS® Num:
- C13728200
- Bedrooms:
- 3
- Bathrooms:
- 1
Leaside Detached Opportunity!! Well located detached home in Prime South/Central Leaside, just steps to the new Laird LRT station. Perfect opportunity to put your personal stamp on this property, let your imagination turn this Leaside classic into your custom creation. The home is filled with original character, including classic crown mouldings, hardwood floors and a warm wood burning fireplace in the living room. Enjoy the spacious formal living and dining rooms, ideal for entertaining and family celebrations. There's good height in the basement, and space to update and create extra living space. The furnace has been upgraded to an Indirect Hot Water Heater recently, along with drains from the house to city line. Ideally located in Central Leaside, an easy walk to numerous quality local schools.. Bessborough PS (JK-8), Northlea PS (JK-8 for French Immersion), Leaside HS, and St Anselm (JK-8, Catholic) and numerous other private options and preschools. The vibrant commercial areas of both Bayview Ave and Laird Drive just a short walk away....endless restaurants, local pubs, shops, and big box stores. A wide range of local amenities are a close by...Talbot Park, Trace Manes Park, Leaside library, Leaside Tennis Club & other public courts, Leaside Arena and Curling Club, Leaside Pool, and several access points to Serena Gundy/Sunnybrook Park and the expansive Toronto ravine system and trails. Downtown is minutes away via the TTC or Bayview Extension, the DVP just a few lights east, with quick access to both the 401 & Gardiner Expwy. Great opportunity for builders or those wanting to renovate to your personal tastes More detailsListed by ROYAL LEPAGE TERREQUITY REALTY- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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106 1901 Bayview Avenue in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C13694796
106 1901 Bayview Avenue Toronto M4G 3E4
$419,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13694796
- Bedrooms:
- 1
- Bathrooms:
- 1
**Beautifully Renovated 1-Bedroom Suite in Boutique Mid-Town Building** Welcome to this gorgeous, totally renovated 1-bedroom, 1-bathroom suite in a charming 4-storey boutique building in the heart of mid-town Toronto. The sun-filled living room features freshly painted walls and new flooring throughout, with a separate dining area that is perfect for entertaining. The beautifully updated kitchen offers quartz countertops, built-in appliances and an abundance of prep space. The spacious primary bedroom features a double closet and lovely green views. The spa-like bathroom is crisp, fresh and completely renovated. Enjoy excellent storage throughout the suite, plus the added convenience of a separate locker. Ideally located just steps to the TTC, shopping, Sunnybrook Park and its extensive trails, and some of Toronto's great schools. A truly special suite in a wonderful location - you will not be disappointed! More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- 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®# C13693184
153 Parkhurst Boulevard Toronto M4G 2E8
$1,488,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13693184
- 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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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
$3,450,000Residential 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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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
Data was last updated September 7, 2026 at 02:15 AM (UTC)
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