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

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

Welcome to St. Andrew-Windfields, a hidden gem nestled in the heart of Toronto, Ontario. This charming neighborhood is known for its lush greenery, tranquil streets, and a strong sense of community. With its picturesque parks and elegant homes, St. Andrew-Windfields offers an idyllic suburban lifestyle while still being conveniently close to the vibrant city life of Toronto.

The neighborhood boasts a rich tapestry of residential architecture, with homes primarily built between 1950 and 1970. This period of construction lends a unique character to the area, with many properties showcasing mid-century designs and spacious layouts that cater to modern living. Whether you’re searching for a cozy bungalow or a sprawling family home, the options here are as diverse as the residents themselves.

Families will find St. Andrew-Windfields particularly appealing, thanks to its proximity to some of Toronto’s top-rated schools and recreational facilities. The area is dotted with parks, including the expansive Windfields Park, perfect for weekend picnics or leisurely strolls. The community is also well-served by public transit, making it easy to access downtown Toronto’s shopping, dining, and cultural attractions.

In addition to its beautiful homes and family-friendly atmosphere, St. Andrew-Windfields is known for its vibrant community spirit. Residents often come together for local events and gatherings, fostering a welcoming environment that makes newcomers feel right at home. Experience the charm and convenience of St. Andrew-Windfields—where community, comfort, and character come together beautifully!

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

40 Snowshoe Mill Way, Toronto
$1,068,888
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 5 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. 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
$2,198,000
6 Beds ⋅ 3 Baths ⋅ C13830178 MLS
Nature and Tranquility in the City! Rarely does an opportunity arise to own a premium property offering an abundance of mature trees, exceptional privacy and a peaceful, cottage-inspired setting, all within the city. This lovingly maintained and thoughtfully updated family home is filled with natural light and offers over 3,000 sq. ft. of beautifully finished living space across the upper and walk out lower levels.The bright eat-in kitchen features a Frigidaire Professional refrigerator and quality built-in appliances, including a KitchenAid dishwasher, Maytag cooktop, Whirlpool oven and built-in microwave. The dining room offers a beautiful walkout to the upper deck, while the spacious living room features a fireplace and large picture and casement windows overlooking the backyard.The above-ground lower level features a separate entrance and walkout to the backyard, as well as wonderful flexibility for family living with a cozy den, office space with large built-in desk, bookshelves and cabinets, 3 bedrooms, one with a window seat, another with a bay window and fireplace, and abundant storage throughout. Unwind in your private sauna, sip coffee in the garden, relax beneath the gorgeous maple trees, or entertain and BBQ on one of the spacious decks. A 9' x 7' "s/he shed" provides additional flexible space for an office, reading nook, or whatever your heart desires.Located in the coveted St. Andrew's School District with French Immersion, within walking distance of parks and playgrounds, and just minutes from prestigious private schools, Bayview Village Shopping Centre, York Mills & Bayview subway stations, the Granite Club, Cricket Club, YMCA and Hwy 401. Buy with confidence - Carson Dunlop Home Inspection Report (Sept. 2026) available.

69 Montressor Drive, Toronto
11 Mead Court, Toronto
$3,895,000
4 Beds ⋅ 5 Baths ⋅ C13790060 MLS
Tucked away on a quiet cul-de-sac, 11 Mead Court offers the perfect blend of privacy, and convenience, set on a beautifully treed lot that feels like your own personal retreat. This inviting ranch-style bungalow is filled with natural light from its many large windows and showcases cathedral ceilings in both the family room and primary bedroom, creating an airy, elegant atmosphere. Thoughtfully updated and meticulously maintained, the home features a striking stone front exterior, spacious bright open kitchen/ living area, huge master bedroom retreat, fully renovated basement, newer roof, two cozy wood-burning fireplaces, a Tesla car charger, and an irrigation system. Step outside to enjoy a serene slate patio, ideal for relaxing or entertaining. Located in the prestigious St.Andrew-Windfields neighbourhood near Bayview & York Mills, and just moments from the Granite Club, Post Road, and Edwards Gardens, this home combines luxurious living with Toronto's natural beauty. You're minutes to top-rated schools, shops, dining, golf, and have easy highway access, all complemented by a two-car attached garage and ample driveway parking. Wonderful Opportunity to renovate or create your own Luxurious custom home in this idyllic location.Lot Area is over 16,000 sq. feet and pies to over 200 feet at rear.No contractors/work permitted without owner authorization.

11 Mead Court, 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
25 Vernham Court, Toronto
$2,950,000
5 Beds ⋅ 3 Baths ⋅ C13586588 MLS
An Incredibly Rare Offering In St. Andrew-Windfield, Located In One Of The Very Few Courts In The Area, Offering Utmost Privacy And Quietness. This Large Pie Shaped Lot Offers Over 15,000 S.F. Of Land. The Almost 2,600 S.F. Property Has Also Been Updated With Rich Wood Panelling, Updated Kitchen, Updated Bathrooms And 4 Super Spacious Bedrooms (W/ One Of The Bedroom Can Be Easily Split To Make A 5th Bedroom). The Living Room Offers A Soaring 11' Smooth Ceiling And A Gas Fireplace Overlooking The Landscaped Front Yard. Formal Dining Room Sits Next To The Updated Kitchen With A Spacious Breakfast Area With Built In Pantry And Work Desk. The Primary Bedroom Offers A Walk-In Closet & 4 Pc-Ensuite. The Finished Basement With A Heated Floor Offers A Recreation Area And A Wet Bar Plus A 3 Pc Bathroom. Enjoy Cottage Like Living With The Huge Outdoor Space Offering 150' In The Back, With Lots Of Greenery And A Fully Enclosed Gazebo. Backyard also Features A Pond. Move In Now And Build Later. This Amazing Lot Can Also Be Your Blank Canvas For Your Dream Custom Home! Enjoy Top Rated Schools Such As Harrison Public School, Windfields Middle School, York Mills Collegiate Institute. Nearby Top Private School Include: Toronto French School, Crescent School, Bayview Glen School...etc. Easy Access to 401, 404 And Great Amenities Nearby. Don't Miss This Golden Opportunity. Property Sold As-Is.

25 Vernham Court, Toronto
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