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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164 Owen Boulevard in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C13721642
164 Owen Boulevard Toronto M2P 1G7 
$4,380,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13721642
- Bedrooms:
- 5
- Bathrooms:
- 5
Welcome to this exceptional residence in the prestigious St. Andrew-Windfields community, nestled on a quiet, tree-lined street surrounded by luxury homes. Boasting approximately 4,600 sq. ft. above grade, this stately home features 10 ft ceilings on the main floor, grand principal rooms, and a soaring cathedral foyer. The panelled main-floor library and chef-inspired kitchen with granite centre island and breakfast area offer both elegance and functionality.Refined details such as vaulted ceilings, rich architectural finishes, and bright, open spaces enhance everyday living. The expansive primary suite boasts his-and-hers walk-in closets and a luxurious 6-piece ensuite. The walk-out lower level is ideal for entertaining, offering multiple recreation zones, a wet bar, a nanny/in-law suite, and direct access to a lush, park-like backyard with a rare 190 ft depth.Located in one of Toronto's most sought-after school districts - York Mills Collegiate Institute, Owen Public School, and St. Andrew's Middle School - this home is perfect for families seeking luxury, comfort, and top-tier education. More detailsListed by HOMELIFE GOLCONDA REALTY INC.- JARROD ARMSTRONG
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77 Mossgrove Trail in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C13720872
77 Mossgrove Trail Toronto M2L 2W2
$2,088,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13720872
- Bedrooms:
- 6
- Bathrooms:
- 5
Superb 5+1 Bedroom, 5-Bathroom Executive Residence With Walk-Out Basement In Prestigious St. Andrew-Windfields! Situated On A Premium 54.14 x120 Ft Lot On A Quiet, Family-Friendly Street, This Impressive Home Offers Approximately 3,200sf Above Grade Plus 1,327 sf Of Finished Lower-Level Space - Over 4,500 sf Of Total Living Area. Extensively Renovated In 2026 With Approx. $150K In Improvements, Featuring Updated Bathrooms, New Pot Lights & Lighting Fixtures, Smooth Ceilings, Fresh Interior Paint, Upgraded Basement Flooring And Baseboards, Enhanced Attic Insulation, A New Garage Door, Exterior Siding/Gutter Improvements & More. The Elegant Main Level Features A Grand Marble Foyer, Formal Living And Dining Spaces, A Spacious Family Room & A Well-Appointed Kitchen With Granite Countertops, Centre Island, Porcelain Backsplash And Gas Stove. Upstairs Offers Five Generous Bedrooms & Beautifully Updated Bathrooms, Including 2 Ensuite Bedrooms!! The Finished Walk-Out Basement Adds Exceptional Flexibility With An Additional Bedroom, Recreation Room, 3-Piece Bathroom And Private Sauna - Ideal For Extended Family, Guests, Home Office, Gym Or Recreation. Additional Highlights Include 400-Amp Electrical Service, Two Separate A/C Systems For Enhanced Comfort, Central Vacuum, Ring Security System & Many Windows Replaced In 2016. Enjoy A Beautifully Treed Lot With Perennial Gardens, A Large Wood Deck And Excellent Outdoor Space. Exceptional Bayview / Leslie / York Mills Location, Steps To Highly Regarded Dunlace P.S., Windfields J.H.S., York Mills C.I. & French Immersion Programs, With Convenient Access To TTC, GO Transit, Highway 401, Parks, Shopping & Everyday Amenities. A Rare Combination Of Space, Location, Flexibility And Recent Improvements In One Of North York's Most Sought-After Neighbourhoods. Furnaces (2013), A/Cs (2013), Water Heater (2018). Slope Roof (2017), Flat Roof (2026). Most Windows (2017). Move In And Enjoy! Floor Tour Available! More detailsListed by RE/MAX REALTRON REALTY INC.- JARROD ARMSTRONG
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50 27 Proudbank Millway in Toronto: St. Andrew-Windfields Condo Townhouse for sale (Toronto C12) : MLS®# C13720824
50 27 Proudbank Millway Toronto M2L 1P3
$1,028,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13720824
- Bedrooms:
- 4
- Bathrooms:
- 3
Well Maintained and Rarely Offered 4 Bedroom Townhome in Bayview Mills, Upgraded Kitchen, potlights, paint and floors. South View with Living and Dining, Bright and Open Concept Space, Walked Out to Garden. Kitchen Offers Loads of Storage Spaces, Pantry & Granite Counter Tops. Walking Distance to Harrison Public School, Secondary School, York Mills Shopping Centre, Minutes to HWY401, Bayview Village Shopping Centre, Hospital and Parks. More detailsListed by HOME STANDARDS BRICKSTONE REALTY- JARROD ARMSTRONG
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808 18 William Carson Crescent in Toronto: St. Andrew-Windfields Condo Apartment for sale (Toronto C12) : MLS®# C13718484
808 18 William Carson Crescent Toronto M2P 2G6
$1,899,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13718484
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to this masterfully upgraded, dual-exposure north-east sub-penthouse corner end unit, meticulously designed for enhanced privacy, refreshing cross-airflow, and panoramic views. Exquisite architectural details meet soaring 9-foot ceilings and an abundance of natural light throughout. Enjoy total peace of mind with an in-suite security system and premium building amenities including a 24-hour concierge in a gated community, indoor swimming pool, fitness gym, and plenty of visitor parking. All windows are equipped with premium electric remote-control custom blinds for effortless privacy and shade. Step through grand double doors into a foyer distinguished by elegant tray ceilings and crystal chandelier and custom perimeter pot lighting wrapping around the den and side windows. Step out into two private balconies overlooking serene, lush treetops. The chef's eat-in kitchen is a masterpiece of functionality, boasting premium integrated appliances, stone counters, abundant custom cabinetry, and a dedicated breakfast nook window. Classic glass French doors open to a versatile den with custom built-ins. The split-bedroom layout features an exceptionally spacious second bedroom utilizing its own full 4-piece bathroom, and a primary suite retreat complete with a private walk-out balcony, custom ceilings, integrated pot lights, a walk-in closet, and floor-to-ceiling built-in wardrobes. The 5-piece primary ensuite offers a spa experience with a double sink vanity, deep corner tub, and separate glass shower. Complete with an additional guest powder room and dedicated laundry room with sink. A locker and 2 side-by-side parking space conveniently located across the condo entrance. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- JARROD ARMSTRONG
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300 Upper Highland Crescent in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C13716590
300 Upper Highland Crescent Toronto M2P 1V5
$4,390,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13716590
- Bedrooms:
- 7
- Bathrooms:
- 8
Overlooking Tournament Park, offering privacy, space, and an abundance of natural light throughout. 4,645 sq ft above grade plus ~2,000 sq ft of professionally finished basement, this residence showcases refined craftsmanship and a thoughtfully designed layout ideal for both family living and elegant entertaining. The main level features 10' ceilings, a grand open-concept layout with formal living and dining rooms, a private home office, and a stunning gourmet chef's kitchen seamlessly connected to a sun-filled family room. A well-appointed mudroom and powder room complete the space. Upstairs offers 9' ceilings and 5 spacious bedrooms, each with access to beautifully designed bathrooms, delivering both comfort and privacy. The bright 9' basement is an entertainer's retreat, featuring a second kitchen/bar, expansive recreation space, 2 bedroom and a sauna, perfect for relaxation and hosting. Step outside to a professionally upgraded backyard, where hundreds of thousands have been invested to create a private outdoor oasis. Minutes to Rosedale Golf Club, Don Valley Golf Course, and the prestigious Granite Club, Convenient access to major routes, shopping, and amenities. Top-Ranked Schools: Owen Public School, St. Andrew's Middle School, York Mills Collegiate Institute. Nearby Private Schools: Crescent School - One of Toronto's top all-boys private schools (Grades 3-12), Toronto French School (TFS) - Leading bilingual IB school (Pre-K to Grade 12), The York School- Renowned IB private school with strong academic reputation, Bayview Glen School - Prestigious co-ed private school (JK-Grade 12), A rare opportunity to own a luxury custom home on an oversized lot in one of Toronto's most prestigious communities. Perfect for discerning buyers seeking space, quality, and top-tier education. More detailsListed by ROYAL ELITE JERRY WEN REALTY INC.- JARROD ARMSTRONG
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95 Lord Seaton Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C13715438
95 Lord Seaton Road Toronto M2P 1K7
$4,888,888Residential Freehold- Status:
- Active
- MLS® Num:
- C13715438
- Bedrooms:
- 6
- Bathrooms:
- 7
This extraordinary custom residence-over 6,300 sq ft-redefines refined living with impeccable finishes and intelligent systems throughout. Enter a masterpiece of design: dramatic high ceilings on the main and second floors, expansive custom windows, sculpted dropped ceilings with bespoke lighting, and continuous oak staircases and millwork. Every surface has been thoughtfully selected, from limestone at the façade and glass railings to leather waterfall marble counters and quartz-clad cabinetry in the gourmet kitchen-complete with Wolf appliances and Sub-Zero refrigeration. Designed for effortless entertaining and quiet retreat alike, the home features a show-stopping lower level with an 11' basement ceiling, a glass-fronted car elevator and three-car garage, a private movie theater, fully finished gym, curated wine/vine display, two laundry rooms, and abundant built-in storage. Comfort and convenience are uncompromised: heated floors, central vacuum, state-of-the-art HVAC, integrated smart home controls, and elegant finishes at every turn. Outside, the property backs onto parkland for serene privacy, while interior vistas and high-end details create an immersive living experience. This is an invitation to entertain effortlessly and live luxuriously. More detailsListed by RE/MAX REALTY SPECIALISTS INC.- JARROD ARMSTRONG
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148 Munro Boulevard in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C13714370
148 Munro Boulevard Toronto M2P 1C8
$5,998,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13714370
- Bedrooms:
- 5
- Bathrooms:
- 8
An Exceptional Recently Built Custom Residence By Casa Unique Homes, Set On A Quiet Dead-End Street In Prestigious York Mills. Offering Approximately 6,300 Sq. Ft. Of Impeccably Crafted Living Space, This Remarkable Home Is A Showcase Of Timeless Architecture, Bespoke Detailing, And Sophisticated Contemporary Design. A Striking Limestone Facade And Handcrafted Mahogany Entry Introduce Interiors Defined By Soaring Ceilings, Wide-Plank Oak Floors, And A Private Elevator Connecting All Levels. Extraordinary Finishes Include A Sculptural Custom Staircase With 14K Gold Accents, Marble Foyer With Brass Inlay, And Exquisite Stonework Throughout. Grand Principal Rooms Flow Effortlessly For Both Elegant Entertaining And Refined Everyday Living, Highlighted By A Marble-Surround Fireplace And Dramatic Glass-Enclosed Wine Display. The Designer Kitchen Is A Statement In Luxury, Featuring Italian Marble, An Oversized Centre Island, Wolf And Sub-Zero Appliances, And Custom ArtHaus Cabinetry. An Inviting Family Room With Book-Matched Panda Marble Fireplace Opens To The Breakfast Area And Beautifully Landscaped Grounds. The Upper Level Is Anchored By A Sumptuous Primary Retreat With Marble Fireplace, Dual Custom Walk-In Closets, Private Terrace, And Spa-Inspired Ensuite With Heated Floors And Steam Shower. Additional Suites Are Equally Refined With Custom Di Lusso Closets And Private Ensuites. The Walkout Lower Level Elevates At-Home Entertaining With Radiant Heated Floors, A Recreation Lounge, Wet Bar, Sauna, Jetted Tub, Spa Area, Gym, Theatre, And Additional Guest Accommodations. Outdoors, Professionally Landscaped Gardens Surround A Fire Pit Lounge And Smart Heated Swimming Pool, Creating A Private Urban Oasis And An Exceptional Expression Of Luxury In One Of Toronto's Most Distinguished Neighbourhoods. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- JARROD ARMSTRONG
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317 38 William Carson Crescent in Toronto: St. Andrew-Windfields Condo Apartment for sale (Toronto C12) : MLS®# C13712970
317 38 William Carson Crescent Toronto M2P 2H2
$1,188,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13712970
- Bedrooms:
- 3
- Bathrooms:
- 2
The one you've been waiting for! Perfectly nestled among the mature, lush forests of Yonge & York Mills, this beautifully appointed two-bedroom plus den at the prestigious "Hillside Ravines" condominiums offers an exceptional blend of refined living, natural beauty, and tranquility. Thoughtfully designed and bathed in natural light, this elegant split floor plan offers two generously sized bedrooms, both overlooking the peaceful ravine. The spacious primary retreat features a walk-in closet and a luxurious five-piece ensuite. This suite also features a renovated kitchen with granite countertops and stainless steel appliances, brand-new flooring throughout, and an expansive private balcony surrounded by lush trees and nature. The extensive amenities include a 24-hour concierge, party room, fitness centre, indoor pool, sauna, guest suites, meeting room, outdoor putting green, and visitor parking. Beautifully manicured grounds and gardens are ideally located just steps from transit and minutes to York Mills subway station, Highway 401, parks, and some of Toronto's top schools. Parking and locker included. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- JARROD ARMSTRONG
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30 Medalist Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C13708282
30 Medalist Road Toronto M2P 1Y5
$3,400,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13708282
- Bedrooms:
- 6
- Bathrooms:
- 4
A Rare Opportunity In One Of St. Andrew-Windfields' Most Desirable And Quiet Pockets. Set On An Impressive Lot Backing Onto A Beautiful Treed Green Space, This Home Offers Exceptional Privacy, Peaceful Views And A Wonderful Sense Of Seclusion.Located In The Highly Sought-After York Mills/Bayview Community, Close To Excellent Schools, Parks, Transit, Highway 401, Bayview Village, Shops, Restaurants And Everyday Amenities.Offering 5+1 Bedrooms And 4 Bathrooms, The Home Features Generous Principal Rooms, Multiple Living Spaces Overlooking The Greenery, A Spacious Kitchen And Family Room, And A Primary Suite With Peaceful Rear Views. The Finished Walk-Out Lower Level Provides A Large Recreation Area, Additional Bedroom And Bathroom, And Direct Access To The Backyard And Above-Ground Pool.Quiet, Private And Surrounded By Mature Trees, This Is An Exceptional Opportunity To Renovate, Reimagine Or Create A Long-Term Family Home In One Of North York's Most Established Neighbourhoods. More detailsListed by RE/MAX HALLMARK REALTY LTD.- JARROD ARMSTRONG
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21 Don Ridge Drive in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C13708342
21 Don Ridge Drive Toronto M2P 1H3
$7,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13708342
- Bedrooms:
- 7
- Bathrooms:
- 7
Set On A Spectacular Ravine Lot, 21 Don Ridge Is A Remarkable Custom Residence Designed And Built By Renowned Architect Lorne Rose. A Refined Expression Of Timeless Architecture, Pairing An Elegant Palette With Elevated Interiors, 10ft Ceilings And Impressive Wainscotting And Millwork Throughout, Plus Generously Proportioned Principal Rooms For Everyday Living And Entertaining. A Sun-Filled Main Floor Office/Study Offers The Perfect Work-From-Home Retreat. The Kitchen Anchors The Home With Custom Cabinetry, Sub-Zero And Wolf Appliances And A Large Centre Island With Butler's Pantry. The Primary Retreat Overlooks The Rear Grounds, With A Statement Gas Fireplace, Custom Built-Ins, His-And-Hers Walk-In Closets And A Spa-Like Ensuite. Heated Floors Run Throughout, And The Lower Level Features A Temperature-Controlled Wine Cellar. 5 Bedrooms, 7 Bathrooms & A 3-Car Heated Garage. Mature Landscaping Surrounds A Private Heated Pool. Moments To Top Private Schools, TTC And Rosedale Golf Club. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- JARROD ARMSTRONG
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180 Woodsworth Road in Toronto: St. Andrew-Windfields House for sale (Toronto C12) : MLS®# C13698060
180 Woodsworth Road Toronto M2L 2T1
$1,248,000Residential Freehold- Status:
- Active
- MLS® Num:
- C13698060
- Bedrooms:
- 4
- Bathrooms:
- 2
Rare Opportunity To Own A Detached Home In The Prestigious **St. Andrew's-Windfields **Community! This Bright And Spacious *4-Bedroom, Two-Storey Home Offers A Functional Layout Filled With Natural Light, Featuring Separate Living And Family Rooms, A Bright Eat-In Kitchen, Main-Floor Powder Room And Sun-Filled Sunroom. With A Little TLC And Your Personal Touch, This Home Has Incredible Potential To Become Something Truly Special. Located In One Of Toronto's Most Sought-After School Districts, Close To Dunlace P.S., Windfields M.S. And York Mills C.I. Enjoy Exceptional Convenience With The GO Station Just Few Minute Walk Away, Easy Access To TTC, York Mills Centre, Shops, Restaurants, Major Highways And A Quick Commute Downtown. An Excellent Opportunity To Live, Renovate And Create Your Dream Home In Prestigious St. Andrew's! More detailsListed by RE/MAX REALTRON ELI BAKHTIARI TEAM REALTY- JARROD ARMSTRONG
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51 Sugar Mill Way in Toronto: St. Andrew-Windfields Condo Townhouse for sale (Toronto C12) : MLS®# C13680542
51 Sugar Mill Way Toronto M2L 1R5
$849,800Residential Condo & Other- Status:
- Active
- MLS® Num:
- C13680542
- Bedrooms:
- 4
- Bathrooms:
- 3
Nestled Within The Highly Sought-After Bayview Mills Community, For Best School Zones! A Renovated 3 Bedroom, Rarely Available Layout With Living rm Walk Out To Private/ Park-Like Garden For Seamless Indoor/Outdoor Living Backyard. Hardwood Throughout! A Hidden Laundry Chute from Top floor to Basement, Small Complex of Homes With a Community Feel & an Outdoor Pool Park, Walk to Top Rated York Mills Collegiate, Harrison Public With 'Intl. Bac', Windfields Public & French Immersion, Walk to Metro, Royal Bank, Nortown and Dineen's Coffee, Easy Access To Highway 401. More detailsListed by PAUL THAPAR REAL ESTATE INC.- JARROD ARMSTRONG
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Data was last updated August 31, 2026 at 06:15 AM (UTC)
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