St Andrew-Windfields is a Toronto neighbourhood in North York. It includes York Mills community, and is located south of Highway 401. The central intersection in the area is Bayview Avenue and York Mills Road. There are many single family homes in the area, along with apartments and North York condos along Yonge Street.
Welcome to St Andrew-Windfields-York Mills
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4 Silvergrove Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12824588
4 Silvergrove Road Toronto M2L 2N6 
$2,588,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12824588
- Bedrooms:
- 4
- Bathrooms:
- 4
* in the prestigious St Andrew Area On Oversized Lot among multi million dollars homes* Totally Comfortable Floor Plan W/Oversized newer Windows Inviting, Unlimited Natural Light--Cozy/Delightful-Overlooking Green/Meticulously Cared Garden-Immaculate Condition. Oak Hardwood Floor, Granit countertops, Newer Windows, new Heat Pump Hvac system(2023).Hi-End Gas Fireplace(Valance Lit, Gas) Upgrade Attic W/Improved Insulation, Refinished Stucco/Brick exterior, Best Yorkmils schools Harrison P.S., Windfields JHS, York Mills C.I. as well as The Granite Club, Donalda Club, Bayview Village, golf courses, and scenic trails, this is a rare chance to own a bespoke residence in one of the city's most distinguished neighborhoods and major highways. More detailsListed by RE/MAX REALTRON REALTY INC.- JARROD ARMSTRONG
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10 Brassbell Mill Way in Toronto: St. Andrew-Windfields Condo Townhouse for sale (Toronto C12) : MLS®# C12823336
10 Brassbell Mill Way Toronto M2L 1P7
$996,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C12823336
- Bedrooms:
- 3
- Bathrooms:
- 3
Just Move in and enjoy a brand new beautifully renovated 3-bedroom home in the highly sought-after Bayview Mills community. Well located in Bayview and York Mills areas with one of the best school zone in Toronto. Harrison Public School, Windfields Middle School and York Mills CI. Northern SS (Gifted Program), St. Gabriel Elmentary, Loretto Abbey Catholic Secondary School. Private school: Crescent School and Toronto French School. Walk to York Mills Shopping Centre with supermarket, coffee shop, shoppers drug mart and banks. Mins drive to Bayview Village Shopping Centre and Highway. TTC at your door step and Transit mins to Yonge and York Mills subway line. More detailsListed by LANDPOWER REAL ESTATE LTD.- JARROD ARMSTRONG
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84 Truman Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12822288
84 Truman Road Toronto M2L 2L6
$3,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12822288
- Bedrooms:
- 6
- Bathrooms:
- 5
Nestled in one of Toronto's most exclusive enclaves, this residence perfectly blends timeless elegance with modern comfort. A breathtaking backyard oasis of a scale rarely found in the city offers endless possibilities, from a full tennis court to a private guest house! Main floor opens to dramatic entrance hall with double-height skylight ceilings, clerestory windows & french doors to elegant principal spaces. Formal Living Room soars with 20-foot ceilings, oversized windows, and a gas fireplace framed by a stately colonial mantel. Library with floor-to-ceiling bookcase & custom millwork. Expansive Dining Room with chandelier. Family Room features gas fireplace with marble surround & Juliet balcony overlooking vast rear gardens. Eat-in Kitchen with breakfast area, walk-out to backyard, oversized centre island, stainless steel appliances & servery. Primary Suite overlooks full expanse of rear grounds, with His & Hers walk-in closet & spa-like ensuite. 4 additional bedrooms and two shared baths provide exceptional family accommodations. Basement features entertainment room with gas fireplace, exercise room, recreation area, nanny's room, 3-piece bathroom with cedar sauna & abundant Storage. Backyard Retreat offers tree-lined seclusion with outdoor pool, poolside lounge & barbecue-ready terrace made for entertaining. Refined street presence with circular driveway, anchored by mature maple & flanked by soaring hedges. Impeccably situated in prestigious St. Andrew-Windfields, minutes to highway 401, premier private schools, top-ranking public schools, ravines, parks & public transit. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- JARROD ARMSTRONG
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204 York Mills Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12821364
204 York Mills Road Toronto M2L 1K9
$1,899,999Residential Freehold- Status:
- Active
- MLS® Num:
- C12821364
- Bedrooms:
- 5
- Bathrooms:
- 3
Solid, income-producing detached home in the prestigious St. Andrew-Windfields community. This well-maintained two-storey residence offers a flexible 3+2 bedroom, 3 bathroom layout with generous living space and excellent functionality for both investors and end users. The main level features bright principal rooms with large windows, a practical kitchen, and a seamless flow ideal for everyday living. The upper level offers comfortable bedrooms, while the finished lower level provides additional living space and bedrooms-ideal for extended family use, a home office, or added rental flexibility. Situated on York Mills Road with convenient access to major routes, transit, top-ranked schools, and nearby amenities. Currently tenanted with strong rental income, making this an attractive opportunity for investors seeking immediate cash flow, or for end users looking to secure a property in a highly sought-after neighbourhood with long-term upside. Surrounded by multi-million-dollar homes and close to parks, ravines, shopping, and dining. A rare opportunity to own a detached property in one of Toronto's most desirable enclaves at a compelling value point. More detailsListed by EXP REALTY- JARROD ARMSTRONG
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35 Elliotwood Court in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12819784
35 Elliotwood Court Toronto M2L 2P8
$1,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12819784
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to a rare offering in the heart of prestigious Silver Hills. Tucked away on the highly desirable and family-friendly cul-de-sac of Elliotwood Court, this impeccably maintained 4+1 bedroom, 4 bathroom home showcases true pride of ownership throughout. Set on a quiet, low-traffic street, this spacious residence offers a thoughtfully designed layout with generous principal rooms, abundant natural light, and timeless finishes. The well-appointed kitchen flows seamlessly into inviting living and dining spaces, perfect for both everyday living and entertaining. Upstairs, four large bedrooms provide comfortable retreats for the whole family, including a primary suite with its own ensuite bath. Meticulously cared for and move-in ready, this home presents an exceptional opportunity to update or personalize while enjoying the solid craftsmanship and warmth that only a long-loved home can offer. The private setting, mature surroundings, and unbeatable location place you steps to top-rated schools, parks, transit, and all the amenities that make Silver Hills such a sought-after community. A truly special home on one of the neighbourhood's most coveted courts, ready for its next chapter. More detailsListed by RE/MAX HALLMARK REALTY LTD.- JARROD ARMSTRONG
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38 Fifeshire Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12818298
38 Fifeshire Road Toronto M2L 2G6
$5,195,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12818298
- Bedrooms:
- 5
- Bathrooms:
- 5
Nestled on one of Toronto's most coveted streets, 38 Fifeshire Road offers an unparalleled opportunity to craft a bespoke masterpiece in the heart of the illustrious Bayview and York Mills enclave. Spanning nearly 1/2 an acre, this expansive ravine lot is a canvas of serenity and prestige, framed by lush greenery, mature trees, and the tranquil beauty of its natural surroundings.With exceptional frontage, depth, and breathtaking ravine vistas, this property is a dream for visionary architects and discerning homeowners. The existing residence, boasting nearly 5,000 square feet of well-appointed living space, provides a foundation of grandeur, yet the true allure lies in the lands potential. Imagine a custom-designed estate with sweeping outdoor terraces, infinity pools, or private gardens all tailored to your unique vision of luxury. Located just moments from Toronto's finest offerings, including Bayview Villages upscale shopping, elite private and public schools, gourmet dining, exclusive clubs, and seamless access to Highway 401 & DVP, this address marries tranquility with connectivity.38 Fifeshire Road is not merely a home its a legacy in the making, a rare chance to define timeless elegance on one of Toronto's most iconic streets. Seize this moment to build your dream. A rare legacy estate awaits! More detailsListed by HARVEY KALLES REAL ESTATE LTD.- JARROD ARMSTRONG
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2 Chieftain Crescent in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12812110
2 Chieftain Crescent Toronto M2L 2H4
$4,050,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12812110
- Bedrooms:
- 5
- Bathrooms:
- 5
A Spectacular Showcase Oversized Corner Lot For Your Own Creation, OR, Regenerate This Sprawling Custom-Built 4 Bedroom To Be Once Again A Real Gem. A Majestic Property In The Heart Of Fifeshire. A Prominent Toronto Builder's Family Home Since 1966 With Over 5,000 Sq.Ft. Of Living Space. The Main Floor Rooms Have Abundant Daylight In An Intelligently Designed Floor Plan. A Central Family Room Features Heritage Wood Moldings Taken From The Old Chorley Park Mansion Of Toronto. Walkout To The Pool. Large Living and Dining Rooms Are Accessed From The Stately Grand Hall Entrance. Upstairs Are 4 Bedrooms. The Corner Lot With Picturesque And Appealing Landscaping Is An Above Average Size Of 107' x 150' **EXTRAS** Extra Carved Wooden Mouldings in the Basement From The Demolition Old Chorley Park Mansion. More detailsListed by ROYAL LEPAGE TERREQUITY REALTY- JARROD ARMSTRONG
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15 Silvergrove Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12811824
15 Silvergrove Road Toronto M5L 2N5
$3,498,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12811824
- Bedrooms:
- 6
- Bathrooms:
- 5
Luxury Living Meets Ravine Serenity in Prestigious St. Andrew-Windfields. A masterfully reimagined residence blending nearly 5,000 sq ft of refined living space with sweeping ravine views - where nature, elegance, and modern design converge. Tucked in the heart of one of Toronto's most prestigious enclaves, this home welcomes you with sun-drenched interiors, a statement staircase, and a seamless open-concept layout. A richly panelled office sets the tone for sophistication, while the chef's kitchen - appointed with premium Miele appliances -flows effortlessly into the dining and family room that opens onto a private deck overlooking the treetops. Upstairs, four spacious bedrooms include a luxurious primary retreat featuring a spa-inspired ensuite and custom walk-in dressing room. The walkout lower level is an entertainer's dream, with a grand rec room, fireplace, full bar, two additional bedrooms, and direct access to the resort-style backyard. Step into your urban oasis - complete with a saltwater pool, oversized deck, dedicated lounge and dining zones, and lush landscaping designed for unforgettable outdoor living. Located minutes from elite schools, fine shopping, golf courses, and scenic trails, this is a rare chance to own a bespoke residence in one of the city's most distinguished neighborhoods. Timeless luxury. Unmatched tranquility. Schedule your private viewing today. More detailsListed by ENGEL & VOLKERS TORONTO CITY and FOREST HILL REAL ESTATE INC.- JARROD ARMSTRONG
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80 Owen Boulevard in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12803668
80 Owen Boulevard Toronto M2P 1G3
$5,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12803668
- Bedrooms:
- 5
- Bathrooms:
- 7
Timeless Elegance At Its Finest In Highly Desirable St. Andrews Enclave. No Details Overlooked With Over 7,000 Square Feet of Living Space. Grand Foyer Features Soaring Ceilings Leading To An Atrium At The Centre Of The ResidenceThat Fills The Main Level and 2nd Floor With Natural Light. A Chef-Inspired Gourmet Kitchen With Breakfast Area, Living and Dining Room, Family Room and Office With 2-Sided Fireplace Complete The Main Level. Primary Retreat Includes A Sitting Room With Fireplace, Private Balcony Overlooking The Rear Gardens, Lavish Dressing Room and Spa-Like 12-Piece Ensuite For The Ultimate Escape. Laundry Room And 3 Additional Bedrooms With Ensuites Complete The 2nd Floor. Sprawling Lower Level With Recreation Room Featuring Walk-Up To The Rear Gardens, Games Room, Wine Cellar, Nanny Suite, And Gym With Steam Shower Plus 4-Pc Bathroom. Professionally Landscaped With Fully Fenced Rear Gardens That Await Your Custom Landscape Design. Conveniently Located Close To Renowned Schools, Shops And Eateries. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- JARROD ARMSTRONG
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23 Didrickson Drive in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12801200
23 Didrickson Drive Toronto M2P 1J7
$4,988,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12801200
- Bedrooms:
- 6
- Bathrooms:
- 8
**SPECTACULAR**This luxurious/stunning C/B 5+bedrms-8washrms residence blends contemporary elegance w/modern luxury, offering an exceptional living experience in a fabulous, and one of the most affluent neighbourhood of Toronto. This residence is a true masterpiece, seamlessly blending striking design with opulent interiors that reflect and harmonize luxury and functionality. Every detail is crafted to captivate the sense of sophistication & comfort and style, offering total of approx 6500 sq.ft living spaces including a lower level-, providing abundant natural light and airy-happy atmosphere. The main floor welcomes you with a grand entry featuring intricate flooring and accent wall, soaring ceilings draw your eye upward. A refined formal living & dining space boast a 11'8" tray ceilings with rope lightings, and floor to ceiling windows, and a cozy gas fireplace, elegant built-in cabinetry, ideal for entertaining. The dream eat-in kitchen offers exquisite marble countertop and backsplash, top-of-the-line appliances(subzero & wolf brand), and a spacious breakfast area ideal for large family meals. Step outside into an oversized terrace with roof - perfect for summer or all seasons entertaining. Seamlessly flowing, the sun-filled family room with a gas fireplace and south exposure welcomes endless natural sunlight, perfect place to relax or gather. The thoughtfully designed upper flr features a practical layout, the home versatility for a senior suite with an own ensuite and closet or an ideal work-from-hm office retreat. Upstairs, the primary suite is a true sanctuary, featuring a sitting area, a spa-inspired 6-pieces heated flr ensuite with exquisite detail, and a large his/hers generous walk-in closets. The additional spacious bedrms have own ensuite, ideal for privacy and comfort. The heated bsmt flr offers endless possibilities, versatility for an extended your family's living space, including an extra large recreation rm, a hm gym, and an additional bedrm!!! More detailsListed by FOREST HILL REAL ESTATE INC.- JARROD ARMSTRONG
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106 Yorkminster Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12801790
106 Yorkminster Road Toronto M2P 1M6
$6,800,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12801790
- Bedrooms:
- 5
- Bathrooms:
- 7
For The Bespoke Buyer. 1 Year New! Builder Own - Designer Palette. St. Andrew-Windfields Most Desirable Neighborhoods! Modern Home Over 8,000 SqFt Of Luxurious Living Space. Spacious Layout And Impeccable Design With Coffered Ceilings and Custom Fluted Moulding, French Panelling, White Oak Hardwood And Marble Tile Throughout. The Chef's Kitchen Plus Separate Prep Kitchen, Porcelain Counters and Backsplash, Custom Cabinetry With Brass Hardware, Large Centre Island and Top-Of-The-Line Appliances, Open Design Breakfast Area and Family Room Overlooking the Rear Gardens with Gas Fireplace And Striking Book-Matched Marble Surround. Generously Sized Dining Room, Living Room, and Office Complete The Main Floor. The Primary Suite Invites You To A Spacious Sitting Room Overlooking the Rear Gardens Featuring 2-Sided Gas Fireplace With Custom Marble Surround, Illuminated Porcelain Arches Leading To The Bedroom Suite, Indulgent His And Hers Dressing Rooms, and Spa-Inspired 7pc Ensuite Retreat. The 2nd Floor Also Features A Laundry Room And 3 Additional Bedrooms With Their Own Walk-In Closets Plus Ensuites. The Lower Level Features A Nanny Suite, Rec Room with Walk-Up to Rear Garden Plus Fitness Room Complete with Sauna and Separate Shower, Well-Appointed Custom Onyx Stone Bar With Displays and Built-In Seating, Lounge Area, Built-In 150+ Bottle Wine Storage, 3-Tier Theatre Room, And Lower Level Laundry. The Rear Garden Features Terrace With Walkout From the Chef's Kitchen, Fully Fenced and Surrounded By Mature Trees Ready For Your Custom Landscape Design. Central Vac, Alarm System, Elevator Service To All Floors, Integrated Speakers And Pot Lights Throughout. Easy Access To 401, Yonge St, Restaurants, Parks, Shopping Centres, Public And Private Schools In The Area. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- JARROD ARMSTRONG
- RIGHT AT HOME
- 1 (416) 457-1722
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48 Silvergrove Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C12803436
48 Silvergrove Road Toronto M2L 2N6
$4,988,000Residential Freehold- Status:
- Active
- MLS® Num:
- C12803436
- Bedrooms:
- 12
- Bathrooms:
- 6
MAGNIFICANT LARGE LOT in highly sought after prestigious neighbourhood. Almost HALF-ACRE lot (125' x 184') of 23,000 sq ft in Bayview St. Andrew-Windfields quiet, luxury area of North York, offering lots of future expansion and possible severance opportunities. HOUSE SURROUNDED BY RAVINES ON 3 SIDES - offering you a countryside-like retreat in the middle of the city. A unique blend of modern architecture, impressive curb appeal, total privacy with lush green natural surroundings, nestled in pristine parklike setting with cherry blossom and mature trees bordering the back of house, side and front of house with no neigbours. CUSTOM BUILT 8-inch concrete house with 7077 sq ft of living space. The home boasts a striking contemporary design with clean lines and large windows, maximizing natural light and picturesque views. 8 additional walkouts to side patios, balcony, rooftop patios wrapping around the house offering 360 degree tranquil view. A generously sized yard provides ample space for outdoor activities and relaxation. Ready to live in and is perfect for growing/expanding multi-generational or large family with private apartments for in-laws, or/and adult offsprings who value privacy yet can easily gather with families. Rare find feature: 6+6 Bedrooms & 6 bathrooms offers flexible options, 3 Separate Self-Contained Units (Easy conversion back To Single Family Home By Removing just 1 non-structural wall), Each unit has it Own Entrance & Walkouts To Balcony/Yard/Ravine offering privacy indoor and outdoor relaxation. SMART BUYERS would appreciate the great upside opportunity with endless possibilities for FUTURE HOUSE EXPANSION leveraging strong foundation and /or SEVERANCE possibility into minimum 2 lots /houses, making this property a great investment now to maximize future returns and is ideal not only for a expanding/growing multi-generation family, but also for investor, who intends to move in/rent first and to develop later, tons of potentials waiting for you! More detailsListed by REAL BROKER ONTARIO LTD.- JARROD ARMSTRONG
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- 1 (416) 457-1722
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Data was last updated March 2, 2026 at 03:15 PM (UTC)
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