St. Andrew-Windfields Homes with 51-99 Approx Age

St. Andrew-Windfields Homes with 51-99 Approx Age

Welcome to St. Andrew-Windfields, one of Toronto’s most coveted neighborhoods, where elegance meets suburban charm. Nestled in the heart of North York, this picturesque community is renowned for its lush greenery, family-friendly atmosphere, and a rich tapestry of amenities that cater to every lifestyle.

St. Andrew-Windfields boasts a diverse array of homes, particularly those built between 51 to 99 years ago, offering a unique blend of architectural styles that reflect the history and character of the area. From classic mid-century designs to more contemporary renovations, these residences provide a warm and inviting atmosphere for families and individuals alike. Many homes feature spacious lots, mature trees, and beautifully landscaped gardens, creating a serene retreat right in the city.

The neighborhood is also home to some of Toronto’s top-rated schools, making it an ideal choice for families. Parks and recreational facilities abound, with the stunning Edwards Gardens and the picturesque Windfields Park offering ample opportunities for outdoor activities, picnics, and leisurely strolls.

For those who appreciate convenience, St. Andrew-Windfields provides easy access to major highways, ensuring a seamless commute to downtown Toronto. The nearby Bayview Village Shopping Centre is a local gem, featuring an array of shops, restaurants, and services.

Whether you’re seeking a peaceful suburban lifestyle or the vibrancy of city living, St. Andrew-Windfields offers the best of both worlds. Discover your dream home in this enchanting neighborhood today!

Newest St. Andrew-Windfields Homes with 51-99 Approx Age

40 Snowshoe Mill Way, Toronto
$988,888
4 Beds ⋅ 3 Baths ⋅ C13999076 MLS ⋅ Bayview Mills BLDG.
Tucked Away In The Exclusive Community Of Bayview Mills, You Will Find This Beauty! An Elegant and Updated 2 Storey, 3 + 1 Bedroom Townhouse Situated On A Quiet One Way Street. Spacious and Bright 2,229 Square Feet (Including Basement), This Is The Perfect Property For Downsizers Looking For A Pied-A-Terre In The City Or Families Searching For Their Forever Home. This Primary Bedroom Is A SHOWSTOPPER!!! Originally 2 Bedrooms, The Extraordinarily Large Primary Suite Has A Walk-In Closet, Cozy Reading Nook and Luxurious 4 Piece Ensuite. The Remaining Upstairs Bedrooms Are Generously Sized. Living Room Floor To Ceiling Windows and A Walk Out To Your Private Garden Create A Space Flooded With Natural Light. Finished Basement Can Be Used As A Recreation Room Or Fourth Bedroom. Located South Of The 401 and Just Minutes Away From The Yonge Street Subway Line. Excellent Schools Nearby. Short Walk To Restaurants and Shopping At Bayview/York Mills. An Easy Commute To Downtown. Close To The Granite Club, Cricket Club and Donalda Club. Maintenance Fees Include Snow Removal, Front Landscaping, Water, Parking, Building Insurance and Common Elements. Recent Upgrades Include Furnace (2018), A/C (2019), Washer/Dryer (2019), New Windows (2019) & Electric Light Fixtures (2019). In The Summer, You Have Your Very Own Outdoor Pool. Private and Secluded, This Is An Oasis In The Heart Of Midtown.

40 Snowshoe Mill Way, Toronto
150 Upper Canada Drive, Toronto
$1,698,000
3 Beds ⋅ 2 Baths ⋅ C13830824 MLS
Welcome to 150 Upper Canada Drive, a beautifully renovated home in one of North Yorks most desirable neighbourhoods. Set on a rare 60 by 150 foot lot and surrounded by multi-million dollar homes, this property is move-in ready and offers outstanding long-term potential. The house has been completely updated from top to bottom with a brand new kitchen featuring stone counters & brand new stainless steel appliances, stylish new bathrooms including an added full bath in the basement, new flooring, pot lights, and updated windows with new window coverings. A detached garage provides parking and storage, and the large private backyard offers plenty of outdoor living space with the option to build a garden suite (assessment report available). Families will love the school district with Owen Public School, St. Andrews Middle School, and York Mills Collegiate all close by. York Mills Collegiate is one of Torontos top-ranked high schools with a 10 out of 10 rating from the Fraser Institute. Some of the city's most prestigious private schools are also within easy reach, including Crescent School, Toronto French School, Bayview Glen, Havergal College, St. Clements, Upper Canada College, and The York School. Enjoy a prime location just minutes from Bayview Village and York Mills Shopping Centre, with easy access to parks, transit, and major highways. This is a rare opportunity to own a fully updated home on a large lot in a blue-chip North York neighbourhood.

150 Upper Canada Drive, Toronto
69 Montressor Drive, Toronto
$1,998,000
6 Beds ⋅ 3 Baths ⋅ C13830178 MLS
Rare bungalow retreat in St. Andrew-Windfields. Surrounded by mature trees and exceptional privacy, this beautifully maintained and thoughtfully updated bungalow offers six bedrooms, 3 bathrooms, and 3000 square feet plus of bright, finished living space, all in a peaceful, cottage-inspired setting in the city.An exceptionally versatile walkout design offers a main floor bright kitchen with abundant storage and quality appliances, a dining room with a walkout to the multi-level upper deck, and a spacious living room with fireplace and expansive picture, and casement windows overlooking the lush, treed backyard. Three bedrooms and two bathrooms complete this sun-filled level.The fully finished, above-grade lower level, with its own entrance and walkout to the backyard, offers remarkable versatility for family living. A welcoming family room provides a comfortable gathering space, while a large built-in desk, bookshelves and cabinetry create an ideal office or homework area. Three additional bedrooms including one with a charming window seat and another with a bay window and fireplace offer abundant possibilities for family, guests, home offices, fitness space or multi-generational living.Retreat to your private sauna, enjoy coffee in the garden beneath the gorgeous maple trees, or entertain and BBQ on one of the spacious decks. A 9' x 7' garden studio in the backyard provides additional flexibility as a home office, play space or quiet reading retreat.Located in one of Toronto's most coveted neighbourhoods, with convenient access to excellent schools, transit, shopping and Highway 401, this distinctive property offers a rare combination of space, greenery, privacy and tranquility without leaving the city.Buy with added confidence: Carson Dunlop Home Inspection Report (September 2026) available.

69 Montressor Drive, Toronto
135 Scenic Mill Way Unit 102, Toronto
$1,059,000
3 Beds ⋅ 3 Baths ⋅ C13778850 MLS ⋅ Bayview Mills Townhomes BLDG.
Fully Renovated Top To Bottom Is A Rare Turnkey Offering In The Prestigious Bayview Mills Community At Bayview & York Mills. Every Surface Inside This 3-Bedroom, 3-Bathroom Townhouse Is Brand New. The Custom White Shaker Kitchen Features Quartz Counters, Full-Height Marble-Look Backsplash, Designer Gold Hardware, And Brand New Stainless Steel Appliances. Wide-Plank Light Oak Hardwood Flows Through The Main And Upper Levels, Paired With Smooth Ceilings, Pot Lights Throughout, Fresh Designer Paint, And Elegant Light Fixtures. The Main Floor Is Bright And Open, With Oversized Newer Windows, A Walkout To A Private Exclusive Garden, And Seamless Flow Between Living, Dining, And Kitchen - Perfect For Both Daily Life And Entertaining. Upstairs, Three Generous Bedrooms Enjoy The Same Hardwood, Fresh Finishes, And Abundant Natural Light. Two Fully Renovated Bathrooms Feature Floor-To-Ceiling Porcelain Tile, Matte Black Fixtures, Frameless Glass Showers With Rain Heads, Deep Soaker Tub, And Quartz Vanities - True Spa-Quality Finishes. The Professionally Finished Lower Level Adds Exceptional Flexibility With An Oversized Recreation Area, Additional Storage and Large Utility Room. Set In One Of Toronto's Most Coveted School Catchments - Harrison PS, Windfields MS, And York Mills CI (Ranked #1 In Ontario, 2023-2024). Top Tier Private Schools Include: Toronto French School, Crescent School, Bayview Glen School And Havergal Are All Nearby. A 3-Minute Walk To Dineen Coffee, 4-Min To Metro, With York Mills Shopping Centre, Bayview Village, The Granite Club, And Donalda Club All Minutes Away. TTC At The Door, Bayview Subway Close, And Hwy 401 A Quick Four-Minute Drive. Maintenance Fees Include Water, Parking, Building Insurance, Snow Removal, Landscaping, Exterior Upkeep, And The Outdoor Pool - True Lock-And-Leave Living In An Enclave With Multi-Million Homes. Move In And Enjoy.

135 Scenic Mill Way Unit 102, Toronto
2 Chieftain Crescent, Toronto
$3,595,000
5 Beds ⋅ 5 Baths ⋅ C13768906 MLS
In the elite St. Andrews neighbourhood you could be living in a sanctuary of luxury. Build your dream mansion in the heart of Fifeshire, one of Toronto's most desirable communities. This spectacular showcase corner lot within a coveted Toronto district awaits a new home and a visionary's creation. This appealing property is a true gem . You will be ideally located close to top-rated schools with easy transportation all while being surrounded by exquisite homes. Some room photos show virtually staged furnishings. There are also renderings of conceptual homes. The proposed concepts labeled with Sharf Architecture Inc. have site plan, floor plans, and area calculations. Also a schematic zoning-ready proposal is done for 3 floors with 8,500+ Sq.Ft. of above ground living space. Now is the time to move on this exceptional opportunity.

2 Chieftain Crescent, Toronto
30 Medalist Road, Toronto
$3,400,000
6 Beds ⋅ 4 Baths ⋅ C13708282 MLS
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. --- check Out Virtual Tour --

30 Medalist Road, Toronto
62 Northdale Road, Toronto
$1,968,800
4 Beds ⋅ 5 Baths ⋅ C13673548 MLS
California-Style Bungalow Amongst Multi-Million dolor Homes.You Build Your Own Dream Home On A Gorgeous Lot. Main Floor Family & Sunroom, Crown Moulding. On Premium & Oversized Lot In A High-Demand Location. Close To Bayview Village Mall.

62 Northdale Road, Toronto
45 Sugar Mill Way Unit 259, Toronto
$799,000
3 Beds ⋅ 3 Baths ⋅ C13593988 MLS
Beautiful 3 Bedroom, 3 Bath, 2 Parking Townhome In Very Desirable York Mills And Bayview Location. 1470 Sq Ft Comfortable, Elegant And Cozy. Perfect Work From Home Environ. Gorgeous Garden Views. Renovated Kitchen, Updated Bathrooms. Wood Burning Fireplace And W/O To Backyard From 2 Story Room. Park One Car In The Garage And One On The Driveway. Walking Distance To York Mills/Bayview Shops, Wilket Creek Trails, Bayview Village close. Top Schools: Harrison, Windfields, York Mills C.I. Steps To Shops, Parks, TTC. Lots Of Visitor Parking.401 East/West/DVP five minute drive. Flexible closing.

45 Sugar Mill Way Unit 259, Toronto
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