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

$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
$10,880,000
8 Beds ⋅ 11 Baths ⋅ C13771198 MLS
Designed & Built By Its Owner. Stunning. Designer Palette. Exquisite Custom Residence On A Premium South Lush Ravine-Like Lot W/ Almost 300' Deep. Built W/ The Highest Standard Of Luxury Appointments, This Is An Exceptional Custom-Built Estate. Located Within One Of Toronto's Most Sought-After & Prestigious Enclaves. Offering Over 12,000 Sq. Ft. Of Exquisitely Designed Living Space, Blending Grand Architectural Proportions W/ Refined Contemporary Luxury. A Striking Foyer Introduces Sophisticated Principal Rooms Defined By Soaring Ceilings, Rich Hardwood Flooring, & Expansive Windows Framing Views Of The Magnificent Grounds. Sauna, Spa Room, Surround System On All 3 Levels. The Gourmet Kitchen Is Beautifully Appointed W/ Premium Appliances, Marble Countertops, Oversized Centre Island, & Seamless Walk-Out To The Terrace For Alfresco Dining & Entertaining. A Separate L/L Service Kitchen Further Enhances The Home's Exceptional Entertaining Capabilities. The Main-Floor Primary Suite Is A Serene Private Retreat Featuring A Spa-Inspired Ensuite, Bespoke Dressing Room, & Direct Garden Walk-Out. Impressive Upper-Level Primary Suite Offers A Fireplace, Private Sitting Area, Luxurious Ensuite & Walk-In Closet, & A Private Terrace Overlooking The Grounds. 8 Generously Sized Bedrooms, Each W/ Ensuite Access, Provide Exceptional Comfort & Flexibility For Family & Multi-Generational Living. Featuring 2 Laundry Rooms, A Main-Floor Office W/ A Separate Side Entrance & Private Hallway, A L/L Library, & A Custom Elevator Servicing All Levels. Expansive L/L Complete W/ A Rec Room, Surround Sound System, Gym, Wet Bar, & Direct Walk-Out To The Professionally Landscaped Grounds. Ambient Exterior Lighting Enhances The Property's Impressive Setting. Exceptional Space For Outdoor Entertaining, A Future Pool, Or A Private Garden Retreat. A Circular Driveway & 4-Car Garage Complete This Exceptional Estate. Ideally Positioned Near Bayview Avenue, York Mills, & The Rosedale Golf Club.

101 Forest Heights Boulevard, 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
$1,148,000
4 Beds ⋅ 3 Baths ⋅ C13766956 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
$949,000
3 Beds ⋅ 2 Baths ⋅ C13760654 MLS ⋅ Hillside At York Mills BLDG.
A designer's eye. A surprisingly spacious floor plan. And a treetop view that makes the city feel a world away. This 1,245 sq. ft. Hillside suite is a designer's own home, thoughtfully finished with style and function in mind. The split-wing layout offers two genuinely generous bedrooms, both large enough to serve as a primary, plus two full bathrooms. The separate den comfortably fits a queen-size bed, making an ideal third bedroom, guest room or home office. The updated kitchen is equally clever, with loads of granite counter space, breakfast bar seating, stainless steel appliances and custom open shelving. A tucked-away prep zone keeps the kitchen beautifully connected to the generous living and dining spaces. Exactly how an open-concept kitchen should work. Light oak hardwood floors, large bright windows and black-painted interior trim add a crisp, contemporary feel. Step onto the private, wonderfully green balcony with a gorgeous mature tree at eye level. Parking and locker included. Hillside offers 24-hour concierge, indoor pool, sauna, hot tub, gym, renovated party room and guest suites, with all utilities, cable and high-speed internet included in the maintenance fees. Steps to York Mills Subway and GO Bus, with the 401, sought-after schools, Don Valley Golf Course, trails, dog park and favourites including Auberge du Pommier and The Miller Tavern nearby. There's a reason the owners fell in love with this quiet little enclave. A wonderfully connected community and a hidden-gem in one of North Toronto's most desirable neighbourhoods.

18 William Carson Crescent Unit 612, Toronto
$2,500,000
6 Beds ⋅ 5 Baths ⋅ C13755708 MLS
An Incredible Opportunity In North York's Prestigious St. Andrews Enclave! This Expansive 6+1 Bedroom, 5-Bathroom Residence Offers An Exceptional Combination Of Scale, Comfort, And Functionality, Perfectly Suited For Growing Families And Effortless Entertaining. The Beautifully Updated Kitchen Overlooks The Private, Landscaped Backyard And Flows Seamlessly Into Bright Principal Living Spaces Anchored By A Warm Gas Fireplace. A Rare Main Floor In-Law Suite Adds Outstanding Versatility For Multi-Generational Living, Guests, Or A Dedicated Home Office. Upstairs, Soaring Ceilings Enhance The Spacious Second Level, While The Sun-Filled, South-Facing Primary Suite Offers A Walk-In Closet And A Well-Appointed 4-Piece Ensuite. Outside, Discover A Private Backyard Retreat Complete With Your Own Basketball Court and Plenty Of Space To Relax, Play, Or Entertain. Ideally Located In One Of North York's Most Coveted Neighbourhoods, Just Moments From Top-Ranked Schools, Parks, TTC, Fine Dining, And Everyday Amenities. A Rare Offering In One Of Toronto's Most Established And Desirable Family Communities.

110 Upper Canada Drive, Toronto
$4,180,000
7 Beds ⋅ 7 Baths ⋅ C13752614 MLS
Welcome to 35 Normandale Cres- a Chateau-inspired custom estate showcasing the finest luxury finishes and exceptional craftsmanship on a prestigious corner lot. This extraordinary residence offers an unparalleled blend of elegance, comfort, and state-of-the-art design. Designed with uncompromising attention to detail, this home is finished top to bottom with premium materials and refined architectural elements, including a grand wrought-iron staircase, extensive crown molding, designer light fixtures, multiple fireplaces, and a stunning skylight that fills the home with natural light. A sophisticated main-floor office provides the perfect work-from-home space, while custom closet organizers throughout offer exceptional functionality. Heated floors extend throughout most of the main level, basement, bathrooms, driveway, and walkways, complemented by integrated smart home technology. The gourmet chef's kitchen is designed for both everyday living and entertaining, complete with a walk-in pantry, breakfast area walking out to backyard retreat, and oversized centre island. The opulent primary retreat is a private sanctuary, highlighted by a rare sunken lounge and a lavish 7-piece spa-inspired ensuite. The expansive lower level is thoughtfully designed with a professional gym, wine cellar, kitchenette, recreation room, and private nanny/in-law quarters. Step outside to a spectacular backyard oasis featuring a pool, waterfall, multiple terraces, and exceptional outdoor living and cooking areas. Complete with a triple-car garage, this remarkable estate offers luxury living at its finest. Located Minutes From Hwy's, Top Schools, Groceries, Nature Trails & More!

35 Normandale Crescent, Toronto
$20
2 Baths ⋅ C13752356 MLS
This well-located North York office address with strong visibility on Yonge Street, easy access to Highway 401 and TTC, and major north-south corridor with a professional office profile. Nearby amenities include GoodLife Fitness, Metro, Starbucks, and Shoppers Drug Mart, while restaurants such as Miller Tavern, Auberge du Pommier, RH Courtyard Restaurant and Swiss Chalet support client meetings and staff lunches. Top floor office space is available for shared use up to 7,705 sq ft, or a smaller portion. It is an ideal fit for professional services, office users, and businesses seeking a flexible, convenient North York office location. *** 2-17 mins to Bayview Village/Yorkdale/Fairview/Shops on Don Mills Shopping Centres, Don Valley/Rosedale Golf Clubs, Sunnybrook Hospital, North York Civic Centre, Rogers Stadium/Downsview Park, Hotels, BMO/CIBC/RBC/TD and other Banks, Restaurants and shops on Yonge from Sheppard to Finch, Parks. ** Existing lease ends April 30, 2030

4211 Yonge Street Unit 601, Toronto
$4,298,000
8 Beds ⋅ 9 Baths ⋅ C13751792 MLS
A landmark residence of exceptional scale, The Bayview Estate stands behind private gates on an extraordinary 100 by 220-foot property in prestigious St. Andrew-Windfields. Offering over 8,200 square feet of beautifully appointed living space, this custom-built estate brings together timeless architecture, grand proportions and remarkable versatility.A dramatic two-storey foyer crowned by a skylight introduces soaring ceilings, Brazilian cherry hardwood and heated marble floors. Formal living and dining rooms are complemented by a richly panelled library, while the heart of the home unfolds through a chef-inspired kitchen, expansive breakfast area and inviting family room with custom built-ins and fireplace. A private elevator connects every level with ease.With seven bedrooms and nine bathrooms, this is an exceptionally rare offering for large or multigenerational families. Two luxurious primary retreats, a main-floor bedroom suite and private guest or nanny accommodations provide distinct spaces for parents, adult children, extended family and overnight guests, all while preserving comfort and privacy. Multiple living and entertaining areas allow generations to gather together or enjoy their own space.The finished walkout lower level features a recreation room, gym, guest suite and roughed-in home theatre. Outdoors, expansive terraces overlook manicured gardens, a saltwater pool and waterfall Jacuzzi, creating a private resort-like setting.Moments from celebrated schools, parks, Bayview Village, York Mills Plaza and Highway 401, The Bayview Estate presents a truly distinctive opportunity for sophisticated, multigenerational living in Toronto.

2706 Bayview Avenue, Toronto
$2,299,000
5 Beds ⋅ 3 Baths ⋅ C13750924 MLS
Welcome to this exceptional family home in the highly sought-after York Mills/St. Andrew's community. This well-maintained residence features 3+2 bedrooms, 2+1 bathrooms, 1+1 kitchens, and 1+1 laundry areas, providing versatile living arrangements for a growing or extended family. The walkout lower level offers excellent flexibility and direct access to the private backyard, while the main level opens onto a spacious deck overlooking the beautifully landscaped outdoor space. Ideally positioned close to TTC transit, subway access, golf, tennis, parks, Highway 401, fitness facilities, shopping, and a variety of restaurants. Conveniently located near St. Andrew's and Owen Public Schools, making this an excellent choice for families seeking comfort, convenience, and a desirable neighbourhood setting.INCLUSIONS2 refrigerators, 2 stoves, 1 dishwasher, 2 washers and 2 dryers, all existing window coverings, and all existing light fixtures.RENTAL ITEMS/UNDER CONTRACT furnace and Water Heater.

7 The Links Road, Toronto
$875,000
3 Beds ⋅ 2 Baths ⋅ C13744326 MLS
Welcome to Hillside at York Mills II, where refined condominium living meets one of Toronto's most prestigious neighbourhoods. Ideally situated in the heart of Yonge & York Mills, this sought-after residence is surrounded by elegant multi-million-dollar homes and offers exceptional convenience with easy access to TTC, Highway 401, Don Valley Golf Course, premier shopping, fine dining, and every daily essential. Set amidst beautifully landscaped grounds with an exclusive gated green space, Hillside at York Mills II offers a peaceful retreat while remaining connected to the city's finest amenities.This spacious 1,054 sq. ft. suite features a highly desirable split-bedroom layout, thoughtfully designed for both privacy and functionality. Offering 2 generously sized bedrooms plus a versatile den that can easily serve as a third bedroom, executive home office, or guest suite, the home adapts effortlessly to today's lifestyle.The large eat-in kitchen is designed for everyday living and entertaining, featuring granite countertops, a breakfast bar, abundant cabinetry, and exceptional storage. The expansive open-concept living and dining area is filled with natural light and extends to a private balcony overlooking a tranquil, tree-line dravine-an inviting setting for morning coffee, evening relaxation, or entertaining guests. Residents enjoy an impressive collection of resort-style amenities, including a 24-hour concierge, indoor swimming pool, fully equipped fitness centre, sauna, party room, games room , outdoor terrace with mini golf, beautifully maintained gardens, and ample underground visitor parking. Even more exceptional, the maintenance fees include all utilities, cable TV, and high-speed Internet, providing outstanding value and worry-free living. Experience the perfect blend of luxury, comfort, privacy, and convenience in one of North York's most desirable condominium communities. Welcome home.

28 William Carson Crescent Unit 317, Toronto
$3,988,000
6 Beds ⋅ 5 Baths ⋅ C13741672 MLS
This home was rebuilt from the ground up, offering soaring nine-foot ceilings and exquisite herringbone hardwood floors, all set on one of Saint Andrew-Windfields' most beautiful, tree-lined streets. The exceptional scale, natural light, and premium architectural features photograph so beautifully that the home has been featured in TV commercials. This location offers unparalleled transit convenience, within walking distance to the TTC and the GO station, alongside top-tier neighbourhood schools, parks and tennis courts. Inside, a welcoming entry hall with floor-to-ceiling custom paneling leads to sophisticated living and dining spaces accented with custom molding, plus a private main floor office. The open-concept heart of the home centres around a chef's kitchen featuring an oversized island with seating for seven, a Wolf range, Bosch dishwasher, and a walk-in pantry with a second refrigerator. A wall of windows frames a warm family room anchored by a cozy gas fireplace.Step outside to an entertainer's dream backyard boasting custom landscaping, natural stonework, and a covered rear porch complete with a TV, outdoor speakers, and ceiling fans. Upstairs, the primary retreat features a gas fireplace, walk-in closet, custom shoe cabinet, and a spa-like ensuite with heated floors, a freestanding tub, and a statement tile shower. Four additional spacious bedrooms and a dedicated upper-level laundry roomDesigned with outstanding flexibility, the home offers a separate private entrance to the lower level. This fully finished lower level features a massive games room, wine closet, an additional bedroom, and a full bathroom with heated flooring throughout. This rebuild was constructed on the home's original foundation, giving today's owner the systems and craftsmanship of ground-up construction within an established, mature setting. Ample parking includes a two-car garage and a four-vehicle interlocking driveway. See full list of upgrades and features.

20 Ealing Drive, Toronto
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