St. Andrew-Windfields Real Estate

St. Andrew-Windfields Real Estate

Welcome to St. Andrew-Windfields, one of Toronto’s most prestigious neighborhoods, where suburban tranquility meets urban sophistication. Nestled in the heart of North York, this charming community is known for its lush green spaces, beautiful homes, and a strong sense of community.

St. Andrew-Windfields is characterized by its tree-lined streets and stunning residential properties, many of which boast sprawling yards and exquisite architectural designs. The area is primarily composed of single-family homes, offering a peaceful retreat from the hustle and bustle of city life while still being just a short drive away from downtown Toronto.

One of the neighborhood's standout features is its proximity to some of Toronto's finest schools, making it an ideal location for families. With a range of educational institutions, including the highly regarded St. Andrew's Junior School and Windfields Junior High School, parents can feel confident in the quality of education their children will receive.

For those who enjoy outdoor activities, St. Andrew-Windfields is home to several parks and recreational facilities. The picturesque Windfields Park, with its walking trails and playgrounds, is perfect for family outings or leisurely strolls. Additionally, the nearby Don Valley Ravine offers extensive hiking and biking trails, connecting residents to nature in a serene setting.

Shopping and dining options are just a stone’s throw away, with the upscale Bayview Village Shopping Centre providing a mix of high-end retailers and delightful eateries. Whether you’re looking for a cozy café or a gourmet restaurant, you’ll find it all within reach.

Experience the charm and elegance of St. Andrew-Windfields, where community spirit thrives and every day feels like a breath of fresh air. Discover your dream home in this enchanting neighborhood today!

Newest Listings in St. Andrew-Windfields

$2,799,000
4 Beds ⋅ 3 Baths ⋅ C13792826 MLS
Welcome to 171 Old Yonge Street, a rare detached two storey residence on a generous 75 x 150 ft lot in the prestigious St. Andrew-Windfields enclave of North York. Set in a serene, country-like ambiance on a beautiful treelined street, this exceptional property offers space, charm, and distinction in one of Toronto's most sought-after neighbourhoods. Surrounded by top-ranked schools including Owen Public School and St. Andrew's Middle School, lush parks, and convenient amenities, it provides quick access to Highway 401, upscale shopping, and fine dining. Whether you're a builder, investor, or end-user, this is a unique opportunity to create your dream home in a community where families settle for generations. Properties of this calibre are rarely offered and highly coveted. Don't miss this one!

171 Old Yonge Street, Toronto
$785,000
2 Beds ⋅ 2 Baths ⋅ C13791894 MLS
Discover 96 Fifeshire Gardens, an exceptional 1,560-square-foot suite with a spacious 120-square-foot balcony in the prestigious Bayview Village area. This sun-filled 2-bedroom, 2-bathroom residence features a rare split-bedroom layout and an open-concept living and dining area, offering an inviting sense of space and flow. Large windows and the expansive balcony provide beautiful, unobstructed views across the surrounding residential neighbourhood, rising above the treeline. Walkouts from both the living room and primary bedroom offer easy access to the balcony, perfect for relaxing or entertaining. The generous layout easily accommodates a home office, and two dedicated parking spaces and one locker are included. Upgraded common areas feature a modernized lobby, renovated corridors, fob access, a refreshed party room, and a guest room, offering the feel of an upscale boutique building. Walk to Bayview Village, YMCA sports facilities, and Bayview subway station, with frequent bus service to York Mills just steps away. Nestled among beautiful homes and mansions, 96 Fifeshire Gardens combines space, privacy, and location. Please note: the balcony and the second bedroom have been virtually staged.

96 Fifeshire Road Unit 501, Toronto
$4,990,000
5 Beds ⋅ 7 Baths ⋅ C13791646 MLS
Brand-New Custom-Built Luxury Residence In Prestigious St. Andrew-Windfields, One Of Toronto's Most Sought-After Executive Neighbourhoods. Offering Approx. 7,620 Sq.Ft. Of Total Living Space, Including 5,450 Sq.Ft. Above Grade + 2,170 Sq.Ft. Finished Walk-Up Basement. Situated On A Premium 60 X 125 Ft South-Facing Lot, This Modern Architectural Masterpiece Showcases Exceptional Craftsmanship, Sophisticated Design, And Top-Tier Finishes Throughout. Featuring 4+1 Bedrooms Above Grade, 6 Washrooms, A 3-Level Elevator, Control4 Smart Lighting System, Central Vacuum, Motorized Blinds, Surround Sound, Security Cameras, And Premium Custom Details. The Open-Concept Main Floor Offers Elegant Living, Dining And Family Rooms, Custom Kitchen Plus Secondary Kitchen, Miele Appliances, Two Dishwashers, White Oak Hardwood Flooring, Designer Lighting, Custom Millwork, Onyx Slab Hallway, And A Linear Gas Fireplace With Stunning 9 Ft Slab Feature Wall. The Upper Level Features Spacious Bedrooms, Spa-Inspired Ensuites With Heated Floors, Smart Toilets, Steam Shower, His & Hers Shower, Linear Drains, Custom Wood Paneling, And Luxury Finishes. The Finished Walk-Up Basement Is Designed For Entertaining And Family Enjoyment, Complete With Recreation Room, Media Room, Exercise Room, Cinema Projector, Sauna, Heated Floors, Surround Sound System, And Direct Walk-Up Access. Additional Highlights Include Two Low-Noise Lennox Furnaces, Two Lennox A/C Units, Smart Thermostats, Snow-Melt Driveway System, Lawn Sprinkler System, Smart Garage Opener, Mahogany Main Entrance Door, 7-Inch Selected White Oak Hardwood, And Extensive Custom Upgrades Throughout. Located In An Exclusive, Mature And Quiet Residential Community Surrounded By Multi-Million Dollar Custom Homes. Minutes To Top-Ranked Schools, Parks, Golf, York Mills, Bayview Village, Shops At Don Mills, Hwy 401/404/DVP, TTC, Fine Dining And Everyday Conveniences.

15 Aldershot Crescent, 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 a prestigious 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
$5,199,000
10 Beds ⋅ 9 Baths ⋅ C13789330 MLS
Luxurious 8+2 bedroom with 5 bedrooms on second floor and 3 additional rooms on a private third floor. Stone front, located in prestigious Bayview and York Mills area. This unique home features over 10,870 square feet of Living Area with over 7,100 Sq ft above the ground. Large lot with over 100 feet frontage, huge garage (1,300 SQFT) that fits 5+ cars. Magnificent 2 storey hallway , 3 air conditioners, Master bedroom with dream newly built walk-in closet and a fabulous private lounge with fireplace, Main kitchen with attached private prep (wok) kitchen equipped with appliances is a chef's dream, and perfect for entertaining. 3 skylights, front main and service entrance. Great house for entertainment, in finest school district and in vicinity of the City's finest private schools and the Granite club. Proximity to Hwy 401/DVP and subway lines. Third floor bedrooms can be ideal for multigenerational families or for families/guests wanting a private upper floor.

17 Heathcote Avenue, Toronto
$2,125,000
4 Beds ⋅ 4 Baths ⋅ C13787376 MLS
Welcome to this beautifully maintained and lovingly cared-for family home in the heart of the prestigious St. Andrew's neighbourhood. From its warm and welcoming curb appeal to its exceptional interior layout, this is a rare opportunity to move right in, continue to update at your own pace, or build the custom home of your dreams. A rare main floor addition provides the extra living space so often sought yet seldom found in the area, featuring both a spacious family room and a private home office-an invaluable combination for today's family. Thoughtfully designed with two side entrances, convenient mudroom, powder room, and two staircases to the lower level, this home offers outstanding functionality for everyday living. The updated kitchen walks-out to the stunning backyard. Four generous bedrooms, four bathrooms including a private primary ensuite, and abundant storage space ensure comfort for growing families. Step outside to a bright west-facing backyard with exceptional privacy and beautifully landscaped gardens. The covered patio is the perfect setting for family meals, relaxing evenings, and effortless entertaining. Location is second to none. Ideally situated just one block from both highly coveted Owen Public School and St. Andrew's Middle School, children can walk to two of the area's most sought-after schools. Enjoy Owen Park just steps away, the heart of the neighbourhood, with its playground and expansive green space, along with nearby Tournament Park and its community tennis club, and St. Andrew's Park for endless family recreation. Enjoy the convenience of Bayview and York Mills with York Mills Shopping Centre offering groceries, banking, and Shoppers Drug Mart, while York Mills Arena features a playground, baseball diamond, and walking trails. Commuting is effortless with a quick bus ride to York Mills Subway Station and excellent access to Highway 401 for travel downtown or out of town. Enjoy one of Toronto's most desirable family neighbourhoods.

122 Fenn Avenue, Toronto
$4,549,999
5 Beds ⋅ 5 Baths ⋅ C13784786 MLS
A rare legacy estate awaits! Seize the opportunity to build your dream home on one of Toronto's most prestigious streets. Nestled in the heart of the coveted Bayview and York Mills enclave, 38 Fifeshire Road presents an exceptional offering to create a bespoke masterpiece in one of the city's most distinguished neighbourhoods. 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.

38 Fifeshire Road, Toronto
$385,000
C13780398 MLS
Welcome to Suite 301, 255 Duncan Mill Road, a rarely available almos1,000 sq. ft. professionally renovated office condominium located in one of North York's most prestigious and accessible business districts Don Mills & York Mills. This move-in-ready suite offers an ideal environment for a wide range of professionals including lawyers, accountants, consultants and other uses, looking for a well-appointed, private space that makes a strong impression. Beautifully designed with functionality and flow in mind, this suite includes two private, generously sized offices, a large boardroom, a reception area with desk, and a small open workspace perfect for additional seating, collaborative work, or file/storage stations. High-quality finishes throughout give the office a polished and professional atmosphere, allowing you to welcome clients and guests with confidence. The building itself is exceptionally maintained and managed, with modernized common areas, renovated washrooms, and upgraded elevators that speak to the pride of ownership shared by occupants. A shared washroom on the same floor adds to the day-to-day convenience for staff and clients alike. Location is everything, and this property delivers on all fronts. Situated minutes from Highways 401, 404, and the DVP, commuting in and out of the city is quick and easy. A TTC bus stop at the buildings doorstep ensures great accessibility for clients and employees who rely on public transit. Two dedicated underground parking spaces and one tandem covered surface space can be rented with the unit for $200/mth, and there is ample visitor parking available onsite. Courier services such as Purolator and DHL are nearby, which is a huge bonus for businesses that rely on regular deliveries or outbound shipping. Whether you're expanding your practice, downsizing from a larger footprint, or looking for a more professional environment, this suite offers incredible value in a prime business location.

255 Duncan Mill Road Unit 301, Toronto
$6,680,000
8 Beds ⋅ 8 Baths ⋅ C13779464 MLS
A Country Estate in the Heart of the City. Hidden behind private gates and enveloped by nearly an acre of magnificent, tree-canopied grounds, 372 Old Yonge Street is a remarkable Tudor residence offering a level of privacy, character and architectural presence rarely found in Toronto. Offering **over 10,000 sq. ft. of living space across three expansive storeys plus the lower level**, this substantial residence presents an extraordinary canvas for its next chapter. Evoking the timeless character of an English country manor, the home is distinguished by its Tudor rooflines, intricate brickwork, stately chimneys, leaded windows, rich millwork, magnificent beamed ceilings and distinctive fireplaces. Grand principal rooms and impressive proportions create exceptional spaces for entertaining and family living, while **eight bedrooms and eight bathrooms** speak to the remarkable scale of the residence. Its rare three-storey configuration offers tremendous flexibility and potential to reimagine the interiors while preserving the architectural character that makes this home so distinctive. Beyond the residence, expansive lawns, towering mature trees and established gardens create a secluded sanctuary that feels worlds removed from the city. Ideally situated in prestigious **York Mills**, within easy reach of many of Toronto's renowned private schools, including **Crescent School, Toronto French School, Havergal College and The Bishop Strachan School**, along with excellent public schools, private clubs, parks, shops and restaurants. Convenient access to Yonge Street, Highway 401 and the city's major thoroughfares places the best of Toronto within easy reach. **An extraordinary estate of remarkable scale, character and possibility-ready for its next chapter.**

372 Old Yonge Street, Toronto
$2,995,000
5 Beds ⋅ 4 Baths ⋅ C13779070 MLS
Located on one of Toronto's most prestigious streets, 176 Old Yonge Street offers a rare opportunity to build a custom estate in the coveted Bayview and York Mills neighbourhood. Set on a spectacular ravine lot surrounded by mature trees and lush greenery, the property boasts exceptional frontage, depth, and picturesque views.The existing ranch-style bungalow provides comfortable living space, while the true value lies in the property's extraordinary redevelopment potential. Imagine creating a bespoke residence with expansive outdoor living areas, private gardens, and resort-inspired amenities tailored to your vision.Just minutes from the TTC subway line, top-rated schools, fine dining, private clubs, and major highways, this exceptional address combines natural tranquility with unmatched convenience. Enjoy the home as it stands today or create a legacy estate in one of Toronto's most sought-after locations.

176 Old Yonge Street, 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
$900,000
4 Beds ⋅ 3 Baths ⋅ C13771580 MLS
One of the community's most desirable and private park-side locations, backing directly onto mature green space. Enjoy the privacy, outdoor space, and lifestyle of a detached home with the convenience and low-maintenance of townhouse living. Expansive private backyard with mature trees and seamless indoor-outdoor living. Beautifully renovated, move-in ready interior filled with natural light. Renovated kitchen with timeless white cabinetry, stone countertops, and stainless steel appliances. Spacious 3-bedroom layout plus finished lower level with recreation room, 4th bedroom/home office, and abundant storage. Rare 3-car parking with attached garage and private double driveway. Walk to Bayview & York Mills shops, restaurants, parks, transit, top-ranked schools, and enjoy quick access to Highway 401. Located within Toronto's officially approved EHON designation area, offering future redevelopment potential in one of North York's most prestigious and supply-constrained neighbourhoods. Comprehensive monthly maintenance includes replacement of the roof, driveway maintenance, and access to the community swimming pool. It also included repairs of exterior walls and windows, monthly water usage, winter snow removal, professional landscaping, and common area maintenance.

115 Scenic Mill Way, Toronto
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