St. Andrew-Windfields Real Estate

St. Andrew-Windfields Real Estate

Welcome to St. Andrew-Windfields, one of Toronto's most prestigious neighborhoods, where elegance meets tranquility in a vibrant urban setting. Nestled in the heart of North York, this charming enclave boasts a rich tapestry of lush landscapes, upscale residences, and an inviting community atmosphere that makes it a sought-after destination for families and professionals alike.

St. Andrew-Windfields is renowned for its stunning tree-lined streets and beautifully maintained parks, providing residents with ample opportunities for outdoor recreation and relaxation. The area is home to several well-regarded schools, making it an ideal location for families looking to provide their children with quality education. The proximity to top-tier amenities such as luxury shopping at Yorkdale Mall, fine dining options, and recreational facilities ensures that residents enjoy a lifestyle of convenience and sophistication.

For those who appreciate culture and the arts, the neighborhood is just a short drive away from the vibrant downtown Toronto scene, offering an array of galleries, theaters, and museums. The nearby Don Valley Parkway and major public transit routes provide easy access to the rest of the city, making it a breeze to explore everything Toronto has to offer.

St. Andrew-Windfields is not just a place to live; it’s a community where neighbors become friends, and every day feels like a retreat. Whether you’re enjoying a leisurely stroll through the picturesque parks or hosting gatherings in your beautiful home, you’ll find that this neighborhood embodies the perfect blend of luxury, comfort, and community spirit. Discover your dream home in St. Andrew-Windfields, where life is truly elevated.

Newest Listings in St. Andrew-Windfields

108 Yorkminster Road, Toronto
$4,650,000
6 Beds ⋅ 6 Baths ⋅ C14096276 MLS
Stunning Custom-Built Family Home In The Prestigious St. Andrew-Windfields neiboorhood. Offering over 7,200 Sq. Ft. Of Luxury Living Space. Sun Filled Living room oversees the front yard garden, connected to the spacious Dining room surrounded professional millwork and coffered ceiling. Featured Family room equipped with a fireplace and B/I Shelves, and overlooks the backyard Oasis. Chef inspired kitchen includes a large centre island, beautiful granite countertops and backsplash, top of the line appliances, Custom Kitchen Cabinetry, and a Built-in Pantry. The private office with Mahogany panelled wood walls. Classic Wrought iron Staircase with a skylight leads to the upper floor, which features a luxurious primary bedroom with a fireplace, sitting area, walk in dressing room and 6pc ensuite with heated floors. Four other bedrooms all with access to ensuites. The lower level Boasts an entertainment and relaxation paradise, Large Rec Room with Wet Bar, Exercise Rm, Red Wood Rack Wine Cellar, Home Cinema and Cedar Closet. Also an extra bedroom with 3pc Bath. Walk up to the backyard. Radiant Heated Floors on Main Floor & Basement. Minutes To Golf, Highway and Public Transit. Top tier Private & Public Schools, branding Shopping & Dining. An exceptional family home offering timeless craftsmanship, refined living, and an enviable address in one of Toronto's most prestigious neighbourhoods.

108 Yorkminster Road, Toronto
50 Owen Boulevard, Toronto
$3,960,000
5 Beds ⋅ 5 Baths ⋅ C14095920 MLS
**Motivated Sellers!!! **Gorgeous New Roof with snow melt system,Brand new bathroom and basement-Just Completed!! Newly renovated kitchen(2025)*Spacious Mod Art Deco (Aprox 6518Sf-Liv'g/Space ).**Hi Demand Owen Blvd & **Heart of the neighbourhood**Hi Demand School Area, Clse To T.T.C& Hwy. Spectac Uniq Details & Finishes. This Property Boasts 60X180 Lot In Deep B/Yard Oasis! Lush Gardens, Inground Concrete Pool (2025)+ Cabana, Chnge Rm,3 Pce. Huge Safe Space For Childrens Play,***Definite Must See!!

50 Owen Boulevard, Toronto
110 Munro Boulevard, Toronto
$4,099,000
5 Beds ⋅ 7 Baths ⋅ C14093442 MLS
An elegant custom residence in prestigious St. Andrews, offering approximately 5,800 sq. ft. of total living space, including the finished lower level, on a beautifully landscaped 50 136 ft lot. A striking stone and brick exterior introduces spacious interiors featuring hardwood floors, crown mouldings, detailed millwork and multiple fireplaces. Designed for comfortable family living and entertaining, the main level offers formal living and dining rooms, a dedicated office and an expansive chef's kitchen featuring a Sub-Zero refrigerator, six-burner Wolf range, wall oven, microwave and large centre island. The adjoining family room overlooks the backyard, with walkout access to the deck for outdoor gatherings. Four generous upper-level bedrooms each feature a private ensuite and walk-in closet, including a spacious primary retreat with vaulted ceiling and six-piece ensuite. The finished walk-up lower level provides an expansive recreation room, guest bedroom with ensuite, exercise area and sauna. Recent updates include furnaces and air-conditioning systems installed in 2022,new skylights in 2026 with a transferable warranty. A double garage and private driveway complete the property. Enjoy an exceptional location, minutes from leading public and private schools, fine dining and upscale shopping, with convenient access to the Granite Club, Rosedale Golf Club and Toronto Cricket Club.

110 Munro Boulevard, Toronto
11 William Carson Crescent Unit 102, Toronto
$1,989,000
2 Beds ⋅ 3 Baths ⋅ C14088918 MLS
Welcome to Suite 102 at 11 William Carson Crescent, The Antiquary. Nestled in a highly sought-after enclave, this beautifully appointed condominium with newly renovated common areas, party rooms, and elevators offers a rare blend of luxury and convenience. This oversized suite-the result of combining two units-spans an impressive 2,525 sq. ft. and features 5 walkouts to an expansive 1,000 sq. ft. terrace that looks onto a garden oasis overlooking a private ravine, the perfect setting for morning coffee or afternoon relaxation. A thoughtful split-bedroom plan offers two bedrooms, each with its own ensuite, plus a third washroom, providing privacy and comfort for all. The Private Dining Room, Den, and full Living Room round out the principal rooms, creating a refined living experience. Custom upgrades throughout include herringbone hardwood flooring, a custom fireplace mantle, and two separate walk-in closets in the Primary Bedroom. Also included are two parking spots (conveniently located nearest the elevator) and an oversized private locker (13' 6"). Residents enjoy exceptional building amenities, including 24-hour concierge, visitor parking, a guest suite, indoor swimming pool, fitness centre, party room, and sauna. With easy access to York Mills Subway and Highway 401, this is a rare opportunity in a truly prime location.

11 William Carson Crescent Unit 102, Toronto
20 Mossgrove Trail, Toronto
$2,030,000
4 Beds ⋅ 4 Baths ⋅ C14087978 MLS
Beautifully maintained home nestled on a quiet, family-friendly street in one of Toronto's most desirable neighbourhoods. Bright, functional layout with spacious principal rooms, abundant natural light, and thoughtful updates throughout. The well-appointed kitchen flows seamlessly into the dining and living areas, creating an ideal space for everyday living and entertaining. Generous-sized bedrooms provide comfort and flexibility for growing families, professionals, or guests. Step outside to a private backyard perfect for relaxing, gardening, or hosting summer gatherings. Conveniently located close to top-rated schools, parks, walking trails, shopping, restaurants, transit, and major highways.

20 Mossgrove Trail, Toronto
28 William Carson Crescent Unit 317, Toronto
$845,000
3 Beds ⋅ 2 Baths ⋅ C14085494 MLS
Welcome to Hillside at York Mills II, offering refined condominium living in the prestigious Yonge & York Mills neighbourhood. Surrounded bymulti-million-dollar homes and beautifully landscaped grounds, this sought-after residence offers easy access to TTC, Highway 401, Don ValleyGolf Course, premier shopping, dining, and everyday amenities.This spacious 1,054 sq. ft. suite features a desirable split-bedroom layout with 2generously sized bedrooms plus a versatile den, ideal as a third bedroom, home office, or guest suite. The bright, open-concept living and diningarea extends to a private balcony overlooking a tranquil tree-lined ravine. The spacious eat-in kitchen features granite countertops, breakfast bar,ample cabinetry, and excellent storage.Enjoy an impressive array of resort-style amenities, including 24-hour concierge, indoor pool, fitnesscentre, sauna, party and games rooms, outdoor terrace with mini golf, landscaped gardens, and ample visitor parking. Maintenance fees includeall utilities, cable TV, and high-speed Internet.A rare opportunity to enjoy comfort, privacy, convenience, and exceptional value in one of NorthYork's most desirable condominium communities.

28 William Carson Crescent Unit 317, Toronto
1 Silvergrove Road, Toronto
$5,499,000
5 Beds ⋅ 8 Baths ⋅ C14084488 MLS
Welcome to Your Dream Home! This stunning, newly built 6,000+ square foot home is the epitome of luxury and sophistication, boasting high-end finishes throughout. Nestled in the heart of a friendly and vibrant neighborhood, this exquisite residence offers both comfort and style. As you step inside, you'll be greeted by an open-concept layout featuring beautiful high ceilings from the main entrance, hardwood floors, and abundant natural light. The chef's kitchen is a culinary masterpiece, with contemporary finishes, a large island with a butler's pantry, and a spacious family room perfect for gatherings and relaxation. The living area flows seamlessly into the dining room, creating an inviting space for hosting guests or enjoying family meals. The beautifully landscaped, south-facing backyard includes an in-ground saltwater pool and a large deck-ideal for summer barbecues and outdoor relaxation. The upper levels boast a private office on its own level and four bedrooms on the second floor. The luxurious primary suite offers a serene retreat with a seven-piece ensuite and a walk-in closet dressing room. Three additional bedrooms each have their own private ensuites, ensuring comfort and privacy for everyone. The lower level is an entertainer's dream, featuring a large rec room, a theatre, two guest suites, a sauna, and a gym. Additional features include a heated driveway, walkway, and porch, an elevator to all levels, high-end appliances, heated floors in all bathrooms, home automation, and so much more. Conveniently located minutes away from top-rated schools, shopping centers, parks, trails, golf courses, hospitals, and more, this home is a rare find in today's market. Don't miss your chance to make this incredible property your own!

1 Silvergrove Road, Toronto
255 Duncan Mill Road Unit 506, Toronto
$319,000
C14084204 MLS
Move-in-ready Office Suite In North York's Prestigious Don Mills & York Mills Business District. Ideal For Lawyers, Accountants, Consultants And Other Professional Uses. Thoughtfully Designed Layout Features 2 Spacious Private Offices, A Large Boardroom And A Versatile Open-concept Area That Can Be Configured For Reception, Additional Workstations Or Collaborative Space. Exceptionally Maintained Building With Updated Common Areas, Renovated Washrooms And Upgraded Elevators. Convenient Access To Highways 401, 404 And DVP, With TTC At The Doorstep. Ample Visitor Parking Onsite, Plus 2 Underground Parking Spaces [P2 - 97 & 98]. An Exceptional Opportunity To Establish Or Expand Your Business In A Prime North York Commercial Location.

255 Duncan Mill Road Unit 506, Toronto
13 Legacy Court, Toronto
$6,390,000
6 Beds ⋅ 8 Baths ⋅ C14032204 MLS
Welcome to 13 Legacy Court, a European-inspired estate on a quiet, prestigious cul-de-sac in St. Andrew-Windfields. Offering approximately 5,394 sq. ft. above grade and 3,111 sq. ft. of finished lower-level space, this residence features over 8,500 sq. ft. of total living space, 5+1 bedrooms and 8 bathrooms. Fully renovated on the main and upper floors, the home showcases premium materials and outstanding craftsmanship. The grand foyer features book-matched stone slabs, custom wainscoting and a sweeping curved staircase beneath a domed skylight. Engineered hardwood, coffered ceilings and finely crafted millwork enhance the formal living and dining rooms, private office and family room. The new gourmet kitchen offers custom cabinetry, an oversized waterfall island, two sinks, a generous pantry and brand-new Miele appliances: six-burner gas cooktop with griddle, built-in oven and speed oven, coffee maker, side-by-side refrigerator and freezer, and two dishwashers. The breakfast area overlooks the private backyard oasis. Five upper-level bedrooms offer comfort and privacy. The primary suite features a sitting area with fireplace, private balcony overlooking the pool, expansive custom walk-in closet and newly renovated spa-inspired ensuite with premium stone finishes, freestanding bathtub and designer fixtures. The lower level includes a recreation room, fireplace, custom bar, home theatre, fitness area, sauna, secondary kitchen and additional bedroom with ensuite. Walk-up access connects to the backyard. Mature trees, lush gardens and privacy hedges frame a resort-inspired oasis with an in-ground pool, integrated Jacuzzi, stone terraces, outdoor entertainment bar and poolside pavilion.A natural stone and brick exterior, grand circular driveway and three-car garage with a vehicle lift accommodating a fourth vehicle complete this estate.

13 Legacy Court, Toronto
334 Woodsworth Road, Toronto
$1,047,000
4 Beds ⋅ 3 Baths ⋅ C14030994 MLS
Located in the highly sought-after St. Andrew's neighbourhood of North York, this well-maintained home is nestled within a top-ranked school district and offers exceptional convenience with easy access to the GO Train, TTC, major highways, shopping, parks, and everyday amenities. Situated on a generous lot, this home features one of the largest floor plans of its type in the neighbourhood, offering a spacious and functional layout with separate living and family rooms, a main-floor powder room, and a bright eat-in kitchen. The finished basement provides excellent additional living space, complete with a large recreation room, an extra bedroom, and a full washroom-ideal for extended family, guests, or a home office. Meticulously maintained and move-in ready, this home has been thoughtfully updated throughout and offers outstanding comfort, space, and value!!

334 Woodsworth Road, Toronto
63 Gordon Road, Toronto
$4,800,000
6 Beds ⋅ 7 Baths ⋅ C14030588 MLS
Stunningly Renovated '25 Luxe Residence Nestled On A Coveted Corner Lot In One Of St. Andrews Most Desirable Enclaves With A Rare 3 Door Garage. This Extraordinary Residence Offers Exceptional Design, Soaring Ceilings, And Modern Finishes Throughout. A Grand Foyer Welcomes You With A Sweeping Staircase Cascading In Natural Light From A Skylight Above. Designed For Both Elegance And Functionality. The Gourmet Kitchen Is A Chefs Dream, Complete With A Breakfast Area And Walkout To A Deck That Overlooks Beautifully Landscaped Rear Gardens. A Sophisticated Main Floor Library Showcases Custom Wall-To-Wall Built-Ins And Rich Paneling. The Luxurious Primary Suite Is A Private Retreat With A Lavish Dressing Room Offering Both Open And Closed Storage, A Decadent 6-Piece Ensuite, And A Secluded Deck With Serene Garden Views. Four Additional Bedrooms And Three Well-Appointed Bathrooms Complete The Upper Level. The Expansive Lower Level Is Designed For Relaxation And Versatility, Featuring A Nanny Suite, Recreation Room With Gas Fireplace, An Exercise Room, Cedar Sauna, And A Bright Walk-Up. Outdoor Living Is Enhanced By A Stone Patio And An Inground Pool With Waterfall, All Surrounded By Mature Landscaping For Ultimate Privacy. Just Steps To Renowned Schools, Shops And Eateries.

63 Gordon Road, Toronto
69 Upper Canada Drive Unit 3, Toronto
$748,000
4 Beds ⋅ 4 Baths ⋅ C14029042 MLS
Extensively Updated 3+1 Bed 4 Bath Townhome in the Prestigious St. Andrews Neighbourhood! This Spacious and Highly Functional Home Offers 3 Beds & 2 Full Baths Upstairs, Including a Primary Ensuite, Plus a Flexible Main Floor Den Perfect for a Home Office, Bedroom or Additional Living Space. Modern Kitchen is CUSTOM BUILT from Top to Bottom Featuring: Stainless Steel Appl, Custom Cabinetry With Ample Storage, Tiled Backsplash, Deep Sink & More! The Finished Basement Boasts a Full Bathroom w/ Shower and a Versatile Space Large Enough to Create a Separate Bedroom, Living Area & Kitchenette for Future Rental Potential or Even for Extended Family/Guests. Entire Home is Upgraded Throughout and Thoughtfully Improved Over the Years, Including But Not Limited to the Renovated Main Floor Powder Room (One of the Only Units in the Complex w/ a Powder), Basement Bathroom w/ Shower, Smooth Ceilings & Pot lights Throughout, Custom Imported Blinds, Upgraded Baseboards & Crown Moulding, New Front Door & Much More! No Rental Items - All Mechanical Items Owned. Enjoy the Comfort of a Quiet, Well-Established Complex Surrounded by Greenery, While Still Being in an Incredibly Convenient Location for Both Commuters & Families. Literally a 30-Second Drive to Hwy 401, Yet Tucked Far Enough Away to Enjoy the Convenience Without the Highway Noise and Mere Minutes from DVP/404, & All Major Highways. TTC Bus Stop at Your Doorstep and Approximately a 9-Minute Walk to Sheppard-Yonge Subway Station, Providing Easy Access Across the City. Minutes to Yonge St, Yorkdale Shopping Centre, CF Fairview Mall, Shops at Don Mills, Bayview Village Shopping Centre, Parks, Golf Courses, Restaurants & Everyday Amenities. Located in a Highly Sought-After School Zone With Owen Public School, St. Andrew's Middle School & Highly Ranked York Mills Collegiate Institute Nearby. A Rare Opportunity to Own a Spacious, Extensively Updated Townhome in One of North York's Most Desirable Neighbourhoods

69 Upper Canada Drive Unit 3, Toronto
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