Homes For Sale In Leaside + Bennington Heights
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101 1801 Bayview Avenue in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12681238
101 1801 Bayview Avenue Toronto M4G 4K2 
$729,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12681238
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to Suite 101 at The Bayview - a rare ground-floor gem in the heart of Leaside. This spacious 2-bedroom, 2-bathroom corner suite offers 1,201 sq ft of thoughtfully designed interior living, plus a massive 450 sq ft private terrace - perfect for outdoor entertaining, gardening, or simply relaxing in your own peaceful oasis. Tucked away at the end of a private hallway with no neighbours on either side, this unit provides an exceptional level of privacy not often found in condo living. Inside, you'll find a functional open-concept layout with a bright living and dining area, a modern kitchen with breakfast bar, generous bedrooms, and convenient in-suite laundry. The maintenance fee includes all your utilities - heat, hydro, water, building insurance, and common elements - offering additional convenience. The building itself is thoughtfully designed with a boutique feel and features concierge service, a fitness centre, party/meeting room, guest suite, bike storage, and ample visitor parking. For added value, Suite 101 comes with two premium underground parking spaces and a spacious storage locker. Located just steps from Bayview's charming shops, cafés, restaurants, and Metro/Whole Foods, and minutes to TTC, the future Eglinton LRT, and top-rated schools, this home delivers comfort, convenience, and community in one of Toronto's most sought-after neighbourhoods. Don't miss your chance to own this truly unique residence with the rare combination of space, privacy, and outdoor living - all in an unbeatable location. More detailsListed by PROPERTY.CA 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®# C12676528
290 Laird Drive Toronto M4G 3X5
$1,525,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12676528
- 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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408 955 Millwood Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12670910
408 955 Millwood Road Toronto M4G 4E3
$795,500Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12670910
- Bedrooms:
- 2
- Bathrooms:
- 2
Remarkable suite at Leaside Gate! Beautifully renovated (refer to attached Features & Upgrades) 2 bdrm 2 bathroom 1,171 SF suite with great East facing view over the rooftops of South Leaside homes. Everything is done to perfection and is move-in ready! The all white kitchen now opens onto the dining room. The open concept dining and living room with a walk-out to the balcony ensures an easy flow and optimal entertaining. The primary bedroom walk-in closet has lots of new storage features and baskets for additional storage. The en-suite bathroom now provides the security of shower grab bars, new modern shower tiles and a new custom vanity with stone countertop. The 2nd bathroom has a new custom vanity with stone countertop, new lighting, new glass shower door & a new shower system plus so much more. The amenities here include an exercise room, sauna, games room, billiards room, workshop, conservatory/party room (with patio) and also provides 20+ visitor parking. Examples of current activities at Leaside Gate include bridge, yoga, line dancing and movie nights (as per their website). TTC is at your door, the Leaside Curling Club & Memorial Gardens Pool is a walk away. Walk to shopping plazas with services & restaurants on Millwood. Loblaws is nearby on Redway Rd and Longos & Shoppers Drug Mart are at Leaside Village nearby too. The public library & Trace Manes Park are a few mins walk away. Walk to Bayview Ave for all kinds of service providers & a great selection of restaurants. And it's a short car ride to Costco on Overlea Blvd. This condo is ideal for mature, quiet individuals seeking a peaceful living environment while enjoying the vibrant community and convenience of South Leaside and all it has to offer. This property includes 1 parking & an extra large locker on the same floor. More detailsListed by BOSLEY REAL ESTATE LTD.- 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®# C12666206
606 25 Malcolm Road Toronto M4G 0C1
$799,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12666206
- 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. More detailsListed by REAL BROKER ONTARIO LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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165 Leacrest Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12665532
165 Leacrest Road Toronto M4G 1E7
$5,399,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12665532
- 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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167 Parkhurst Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12664976
167 Parkhurst Boulevard Toronto M4G 2E9
$4,188,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12664976
- Bedrooms:
- 7
- Bathrooms:
- 5
This exceptional custom-built residence offers of 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 steam sauna. 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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127 Glenvale Boulevard in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12629674
127 Glenvale Boulevard Toronto M4G 2W1
$2,299,888Residential Freehold- Status:
- Active
- MLS® Num:
- C12629674
- Bedrooms:
- 4
- Bathrooms:
- 4
Welcome to a home ( Legal Duplex)_where thoughtful design meets elevated living. a beautifully transformed three-bedroom semi that blends luxury, functionality, and investment potential. Completely renovated from top to bottom, this home showcases sleek contemporary design, high-end materials, and a layout crafted for modern living. The '' SEPERATE METERED legal basement suite'' is finished to the same high standard, making it perfect for extended family, guests, or a strong income stream. With refined styling, efficient use of space, and premium upgrades throughout, this property is the perfect balance between personal comfort and smart real estate investing. hybrid Hvac furnace+ heat pump, foam insulation e including attic ,sound proof insulations on wall with adjacent neighbor, Concrete in ground pool w/safety enclosure , wall to wall storage in all three second upper floor bedrooms, hidden prep kitchen and pantry, Artificial turf backyard, over 120 sq/ft of attic storage, too many upgrades and features to list. a pleasure to show. More detailsListed by HOMELIFE FRONTIER REALTY INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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133 Airdrie Road in Toronto: Leaside House for sale (Toronto C11) : MLS®# C12616608
133 Airdrie Road Toronto M4G 1M6
$1,900,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12616608
- Bedrooms:
- 2
- Bathrooms:
- 2
Vacant Detached Bungalow On Premium 30X130 Ft . Lot In Desirable High Demand Leaside Area. Surrounded By Million Dollars Custom Built Houses. Permit-Ready Project. This Is Your Chance To Create Your Dream Home In One Of The Most Sought-After Neighborhoods. The Project Is Permit-Ready, And Here's The Best Part: The Seller Secured A Permit For The High Building Height, A Process That Took Over A Year To Achieve. This Gives You A Unique Advantage To Maximize Your Investment And Create An Extraordinary Home. Talk with your clients with confidence to build a new house!! More detailsListed by CENTURY 21 PERCY FULTON LTD.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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303 33 Frederick Todd Way in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12614380
303 33 Frederick Todd Way Toronto M4G 0C9
$619,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12614380
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome To Sought-After Upper East Village, Leaside's Newest Luxury Condo Building. Gorgeous & Spacious 2 Bed 2 Bath Unit with extremely Functional layout. Enjoy Integrated Kitchen Appliances,Sleek Modern Finishes, Ensuite Laundry. Steps To Lrt Laird Station, Transit, Sunnybrook Park, Top-Rated Schools, Numerous Restaurants, Homesense, Canadian Tire, Marshalls & More! Enjoy Amazing Amenities: 24 Hr Concierge, Indoor Pool, Cardio/Weight Room, Outdoor Lounge With Fire Pit & Bbq And Private Dining. Close To Don Valley Parkway, Sunnybrook Hospital, Aga Khan Museum & Edwards Gardens. THIS Is Condo Living At It's Finest. Upper East Village is the premier choice for those who desire to have it all and enjoy the best of life in the heart of Leaside. More detailsListed by PROPERTY.CA INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
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316 211 Randolph Road in Toronto: Leaside Condo Apartment for sale (Toronto C11) : MLS®# C12582014
316 211 Randolph Road Toronto M4G 4H1
$625,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12582014
- Bedrooms:
- 2
- Bathrooms:
- 2
Light-filled 2 bedroom, 2 baths Family Condo in Prime Leaside. Renovated and Well-Kept East-Facing Unit with Custom Built-in Wall-Shelving Systems, Hardwood Floors and Pot Lights in All the Rooms. Close to Great Schools, Biking Trails, Shopping, Steps from the New LRT; a Pet-Friendly Building. Status Certificate Available. Fridge, Stove, D/W, Washer, Dryer, a Wall-Mounted Television, California Shutters. The Hot Water Tank is a Rental. *For Additional Property Details Click The Brochure Icon Below* More detailsListed by ICI SOURCE REAL ASSET SERVICES INC.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.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.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.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.- Chantel Crisp
- Royal LePage Signature Realty, Brokerage
- 647-967-9677
- info@chantelcrispteam.com
Data was last updated January 12, 2026 at 06:15 PM (UTC)
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