St. Andrew-WindfieldsToronto / North YorkToronto

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We have found a total of 171 listings, but only 162 are available for public display. To get instant access to all 171 listings, please .
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  • 2 Gordon Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12442284

    2 Gordon Road St. Andrew-Windfields Toronto M2P 1E1
    Main Photo: 2 Gordon Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12442284
    $4,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12442284
    Bedrooms:
    6
    Bathrooms:
    6
    Welcome to 2 Gordon Rd, an extraordinary custom-built residence on a premium 64.98 x 180 ft lot. This elegant 5 bedroom, 6 bathroom home offers over 6,000 sq.ft. of luxurious living space, thoughtfully designed for both family comfort and grand-scale entertaining. The main level features an inviting layout with soaring ceilings, sun-filled formal living and dining rooms, a private office, and a designer kitchen with top-of-the-line appliances, oversized island, and breakfast area overlooking the grounds. The seamless flow between principal rooms creates the perfect setting for both intimate gatherings and larger celebrations. Upstairs, the serene primary retreat showcases a spa-inspired ensuite and walk-in closet, while the additional bedrooms are generously sized, each with access to beautifully appointed bathrooms. The finished walk-up basement expands the living space with a media room, fitness area, games room, nanny suite, and ample storage, offering exceptional versatility. The true showpiece of this home is the backyard oasis. Designed for resort-style living, it features a heated pool, cabana, outdoor kitchen, hot tub, and multiple lounge and dining areas, all framed by mature trees and lush landscaping for privacy. Whether hosting summer soirees or enjoying quiet evenings under the stars, this backyard is a rare retreat in the city. Ideally located on a quiet, tree-lined street close to top-rated schools, parks, and fine shops, this property combines timeless elegance with unmatched outdoor living all just steps to Yonge Street. More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES KATY TORABI
    ALEX PRASOULIS
  • 263 Upper Highland Crescent in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12442459

    263 Upper Highland Crescent St. Andrew-Windfields Toronto M2P 1V4
    OPEN HOUSE: Oct 04, 2025
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 4, 2025 2:00PM - 4:00PM
    OPEN HOUSE: Oct 05, 2025
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 5, 2025 2:00PM - 4:00PM
    Main Photo: 263 Upper Highland Crescent in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12442459
    $2,399,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12442459
    Bedrooms:
    5
    Bathrooms:
    5
    Prestigious York Mills & Yonge Location! This well-maintained family home sits on a wide frontage lot surrounded by mature trees, offering privacy, tranquility, and exceptional curb appeal. Step inside to discover a thoughtfully upgraded interior featuring hardwood flooring throughout, quartz counter-tops, built-in stainless steel appliances (5-burner Gas cook-top), backsplash, ceramic tiles, and custom cabinetry. The spacious main floor includes a bright living room with large windows overlooking the greenery, a formal dining area ideal for family gatherings, and a modern kitchen with a walk-out to the backyard. Upstairs, you'll find 4 generously sized bedrooms, each with large windows and ample closet space, including a primary suite with an ensuite 5pc bathroom. 3 Bathrooms in the second floor. The fully finished basement offers an additional bedroom, a full bathroom, and a versatile recreation area perfect for a nanny suite or home office. Outdoor living is equally impressive with a wide front yard, a landscaped backyard with an interlocking patio, and a welcoming front porch where you can enjoy sunsets or rainfall. The home also features an attached garage (epoxy floor) and private driveway, providing plenty of parking. Located within walking distance to high-ranking Owen Public School and in the highly sought-after York Mills Collegiate School Zone, Famous Tournament Park. This property offers the perfect balance of family living and top-tier education. Easy access to subway station, TTC, 401, Bayview Village, dining, and parks makes this one of Toronto's most desirable neighborhoods. More details
    Listed by RE/MAX IMPERIAL REALTY INC.
    ALEX PRASOULIS
  • 19 Chieftain Crescent in Toronto: St. Andrew-Windfields House for lease (Toronto C12) : MLS®# C12443316

    19 Chieftain Crescent St. Andrew-Windfields Toronto M2L 2H3
    Main Photo: 19 Chieftain Crescent in Toronto: St. Andrew-Windfields House for lease (Toronto C12)  : MLS®# C12443316
    $5,950
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12443316
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 19 Chieftain Crescent, a charming 2-storey family home located in St. Andrew-Windfields, one of Toronto's most prestigious neighbourhoods. This 4-bedroom, 4-bathroom residence features a bright, spacious walk-out basement, freshly painted interiors, brand new flooring throughout the second floor, and beautifully renovated primary ensuite. Home office with built in cabinetry in mail floor. Generous sized bedrooms, tons of storage. The property boasts a curved double driveway, a 2-car garage, and a massive backyard perfect for entertainment. Surrounded by multi million dollar homes; many with private security regularly patrolling the streets. This property is situated within one of Toronto's top-rated school district, with easy access to Highway 401, shopping, dining, and more. More details
    Listed by FOREST HILL REAL ESTATE INC.
    ALEX PRASOULIS
  • 42 Aldershot Crescent in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12443333

    42 Aldershot Crescent St. Andrew-Windfields Toronto M2P 1L9
    Main Photo: 42 Aldershot Crescent in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12443333
    $3,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12443333
    Bedrooms:
    4
    Bathrooms:
    5
    Welcome to this beautifully maintained 2-storey home located in one of Toronto's most prestigious neighborhoods - St. Andrews. Featuring soaring ceilings, an inviting eat-in kitchen with walk out to a private and professionally landscaped backyard (sprinkler and drip irrigation system for most of the pots)and endless pool(counter current pool system), and a spacious family room with fireplace. This home offers the perfect blend of comfort, elegance, and functionality. The main floor includes a dedicated home office/den, ideal for remote work or quiet study, and spacious principal rooms perfect for entertaining. Upstairs, you'll find four generously sized bedrooms, including a bright and private primary suite. The fully finished lower level boasts a large recreation room and a media room - ideal for family fun and movie nights. Additional highlights include a heated driveway, 3-car heated garage! and parking for 2 more vehicles on the driveway. Located close to top-ranked Public & Private Schools, parks, shops, and transit. Don't miss this incredible opportunity to live in this prestigious neighbourhood and enjoy all this residence offers you. More details
    Listed by FOREST HILL REAL ESTATE INC.
    ALEX PRASOULIS
  • 40 Fifeshire Road in Toronto: St. Andrew-Windfields House for lease (Toronto C12) : MLS®# C12438885

    40 Fifeshire Road St. Andrew-Windfields Toronto M2L 2G6
    Main Photo: 40 Fifeshire Road in Toronto: St. Andrew-Windfields House for lease (Toronto C12)  : MLS®# C12438885
    $7,980
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12438885
    Bedrooms:
    4
    Bathrooms:
    5
    Prime location in C12, Back to Ravine with walk out basement, Facing West with beautiful sunshine, Newly revovation(2 years ago) luxury Home with modern design kitchen and open concept living room and dining room and Gig Office(can be the 5th bedroom), 4 big size bedroom, approximately 6000 sqf liveable size. Double car garage with Circle parking driveway. Prestigious York Mills Location Surrounded By Multi-Million $$ Homes. Steps To Ttc, Parks, Hwy 401, Bayview Village/York Mills Shops And Restaurants. Must See! More details
    Listed by ANJIA REALTY
    ALEX PRASOULIS
  • 510 38 William Carson Crescent in Toronto: St. Andrew-Windfields Condo Apartment for lease (Toronto C12) : MLS®# C12439116

    510 38 William Carson Crescent St. Andrew-Windfields Toronto M2P 2H2
    Main Photo: 510 38 William Carson Crescent in Toronto: St. Andrew-Windfields Condo Apartment for lease (Toronto C12)  : MLS®# C12439116
    $2,750
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    C12439116
    Bedrooms:
    2
    Bathrooms:
    1
    Discover Your Dream Home in one of North York's finest Gated Complexes! Step into a bright, and well-designed open-concept condo nestled in one of North York's secluded yet well located gated community. All-Inclusive Living: Rent covers it all, including utilities (Heat, Hydro, Water, CAC), cable, high-speed internet, parking and locker. How awesome is that? This well-proportioned and modern unit offers a perfect blend of style, comfort and functionality. The versatile Large Den (with closet) easily doubles into a chic home office or a cozy guest bedroom. The Balcony Overlooks a lush ravine giving you a feeling of calm, serenity and privacy. World-Class Amenities: Including a Gym. Indoor Pool, Party/Meeting Room, Sauna, Visitor Parking, Beautifully Landscaped Grounds, and 24/7 Concierge Service. Prime Location: Just minutes from Highways 401, 404, and major arteries. A short walk to the Subway/TTC for easy city access. Neighbourhood offers vibrant shops, delectable restaurants, easy commutes, and many other amenities. Move in and experience the perfect blend of luxury, convenience, and tranquility. More details
    Listed by RE/MAX CROSSROADS REALTY INC.
    ALEX PRASOULIS
  • 8 Elliotwood Court in Toronto: St. Andrew-Windfields House for lease (Toronto C12) : MLS®# C12439146

    8 Elliotwood Court St. Andrew-Windfields Toronto M2L 2P9
    Main Photo: 8 Elliotwood Court in Toronto: St. Andrew-Windfields House for lease (Toronto C12)  : MLS®# C12439146
    $7,500
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12439146
    Bedrooms:
    8
    Bathrooms:
    5
    Do Not Miss The Opportunity To Live In One Of The Most Desirable Neighbourhoods In Toronto! Brand New Renovated, the second floor features a rare 6-bedroom layout, ideal for large or multi-generational families. The luxurious primary suite spans almost half the floor and includes a 7-piece ensuite with heated floors, private sauna, cozy fireplace, and a balcony overlooking the pool. It connects to a spacious, sunlit office with panoramic views - a perfect work-from-home retreat. Recently renovated from top to bottom with premium finishes, this home features: 1, Brand new hardwood flooring throughout the main and second floors; 2, Gourmet kitchen with high-end appliances, pot filler, and stylish new range hood; 3, Bright, open-concept living spaces with oversized bow window and soaring foyer; 4, 4 fireplaces, 3 walkouts to the beautifully landscaped backyard with pool and deep spa; 5, Long driveway with parking for 6 cars. Located in Torontos top-tier school district, including York Mills CI and elite private schools. Convenient access to TTC, Bayview Village, North York Hospital, highways, and more. More details
    Listed by RIFE REALTY and ROYAL ELITE REALTY INC.
    ALEX PRASOULIS
  • 53 Harrison Road in Toronto: St. Andrew-Windfields House for lease (Toronto C12) : MLS®# C12439629

    53 Harrison Road St. Andrew-Windfields Toronto M2L 1V7
    Main Photo: 53 Harrison Road in Toronto: St. Andrew-Windfields House for lease (Toronto C12)  : MLS®# C12439629
    $8,000
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    C12439629
    Bedrooms:
    6
    Bathrooms:
    6
    Great Opportunity to Lease Beautiful Bright & Spacious Family Home In Prestigious St. Andrew Windfields! Premium Lot W/3Car Garage &Circular Drive W/Parking For 12Cars. Upgraded W/ Luxury Finishes Inc: Hardwood Floors, Cathedral Ceilings, 3 Marble Fireplaces, Formal Rooms, 5+1 Bedrooms+ 6Baths. Sun Filled Family Sized Kitchen W/Breakfast Area & W/O To Yard. New Cushion Floors On 2nd Level(21), Curtains(21). Finished Basement W/Rec Rm & Bedroom W/5Pc Bath. Perfectly Located Steps To Fine Schools, Parks, Shopping, Restaurants, Amenities, Hwys And Transit! More details
    Listed by RE/MAX HALLMARK REALTY LTD.
    ALEX PRASOULIS
  • 56 Magpie Crescent in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12439834

    56 Magpie Crescent St. Andrew-Windfields Toronto M2L 2E5
    Main Photo: 56 Magpie Crescent in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12439834
    $2,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12439834
    Bedrooms:
    5
    Bathrooms:
    4
    Discover this exquisite residence featuring a beautifully designed open-concept kitchen, a spacious dining room, living room and a cozy family room. The basement, transformed by an award-winning designer with over $150K in renovations, is a standout feature that must be seen to be fully appreciated. Step outside to enjoy the impressive backyard, which boasts two large terraces, a playful yellow slide, and a meticulously manicured garden. Ideally located close to highly-rated schools, Hwy 401, restaurants, and parks. Brand new HVAC (2024), Complete Basement Renovations and second floor bathroom (2023), Backyard renovations (2022), Brand new drive way interlock (2021), Windows and front door replaced (2019) and many more upgrades. The main floor, second floor and both staircases have been newly renovated in July 2025 with luxurious white oak. Heated floors in the whole basement, infrared heaters in the downstairs patio to enjoy all year long, stylish and luxurious bar in the basement to amaze all your guests and so much more. Schedule your visit today to experience this exceptional home in person and see all that it has to offer! More details
    Listed by CENTURY 21 ATRIA REALTY INC.
    ALEX PRASOULIS
  • 102 Yorkminster Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12435887

    102 Yorkminster Road St. Andrew-Windfields Toronto M2P 1M6
    OPEN HOUSE: Oct 04, 2025
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 4, 2025 2:00PM - 4:00PM
    OPEN HOUSE: Oct 05, 2025
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 5, 2025 2:00PM - 4:00PM
    Main Photo: 102 Yorkminster Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12435887
    $2,780,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12435887
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to 102 Yorkminster Rd, an exceptional opportunity in one of Toronto's most sought-after family-friendly communities. This turnkey bungalow sits on a premium lot 70ft x 125ft in the prestigious York Mills & Bayview neighbourhood, surrounded by multi million dollar custom homes. The property has been recently refreshed with bright, open concept interiors, modern lighting, and updated finishes, making it ready to move in immediately. Beyond its charm as a livable family home, this property also comes with approved building permits for a brand new luxury residence (renderings available), offering buyers the rare choice between enjoying the existing bungalow or building their dream home without delay.Perfectly located near top ranked schools (York Mills Collegiate, Harrison PS, St. Andrews, Crescent, Toronto French School, Bayview Glen), as well as exclusive private clubs and golf courses (The Rosedale Golf Club, Donalda Club). A short drive to Bayview Village, York Mills Plaza, and easy access to Hwy 401, TTC, and downtown. More details
    Listed by MCCANN REALTY GROUP LTD.
    ALEX PRASOULIS
  • 30 Bobwhite Crescent in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12433811

    30 Bobwhite Crescent St. Andrew-Windfields Toronto M2L 2E1
    OPEN HOUSE: Oct 04, 2025
    01:00 PM - 04:00 PM EDT
    Open House on Saturday, October 4, 2025 1:00PM - 4:00PM
    Main Photo: 30 Bobwhite Crescent in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12433811
    $3,280,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12433811
    Bedrooms:
    6
    Bathrooms:
    5
    Stunning home on a premium ravine lot in the prestigious St. Andrew-Windfields enclave. This elegant 5+1 bedroom, 5-bathroom residence offers over 4,700 sq. ft. above grade with a layout designed for both family comfort and sophisticated entertaining. Situated on a large premium 69 x 128 ft lot and widens To 113 Ft. In The Rear. Backing onto lush ravine views , it combines space, prestige, and natural beauty. Highlights include spacious principal rooms with Sitting Room, a main floor office, direct garage access, and a sun-filled family room overlooking the ravine. The primary retreat features a sitting area and oversized spa-inspired ensuite, creating a true private sanctuary. The finished lower level adds a versatile recreation room, extra bedroom, and abundant storage perfect for in-laws, guests, or a nanny suite.Additional features include central vacuum, irrigation system, and dual furnaces for year-round comfort. With a 2-car garage plus 4-car driveway, this home is ideally located near parks, trails, York Mills & Bayview, transit, Hwy 401, and top schools including Dunlace P.S. , Windfields M.S. and York Mills C.I. A rare opportunity to secure a ravine lot in one of Toronto's most prestigious neighbourhoods. More details
    Listed by HOMELIFE LANDMARK REALTY INC.
    ALEX PRASOULIS
  • 47 Danville Drive in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12433933

    47 Danville Drive St. Andrew-Windfields Toronto M2P 1J2
    OPEN HOUSE: Oct 04, 2025
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, October 4, 2025 2:00PM - 4:00PM
    OPEN HOUSE: Oct 05, 2025
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 5, 2025 2:00PM - 4:00PM
    Main Photo: 47 Danville Drive in Toronto: St. Andrew-Windfields House for sale (Toronto C12)  : MLS®# C12433933
    $5,488,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    C12433933
    Bedrooms:
    6
    Bathrooms:
    6
    Welcome to 47 Danville Drive a one-of-a-kind custom-built luxury residence in the prestigious St. Andrew Windfields community. Situated on a rare 60-ft wide lot, this stately home showcases over 6,400 sq.ft. of exceptional living space with 4+2 bedrooms and 7 bathrooms. Designed with both elegance and functionality in mind, highlights include a main floor office, private elevator to all levels, a home gym, and an entertainer's lower level featuring a custom wet bar, heated floors, and ample recreation space. The gourmet kitchen is appointed with premium Wolf & Sub-Zero appliances, custom cabinetry, and a spacious breakfast area overlooking the sun-filled backyard. Luxurious details throughout include a heated foyer, heated floor bathrooms, and a snow-melt system for the driveway. Meticulous craftsmanship, timeless design, and modern amenities define this residence. Ideally located close to Toronto's top-ranked schools, parks, fine dining, upscale shopping, transit, and major highways, this is a rare opportunity to own an ultra-luxury home in one of the city's most coveted neighbourhoods. More details
    Listed by RE/MAX REALTRON BARRY COHEN HOMES INC.
    ALEX PRASOULIS
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Data was last updated October 3, 2025 at 06:15 PM (UTC)
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