St. Andrew-Windfields Homes for Sale

St. Andrew-Windfields Homes for Sale

Welcome to St. Andrew-Windfields, one of Toronto's most prestigious neighborhoods, where luxury living meets suburban charm. Nestled in the heart of North York, this vibrant community is known for its lush green spaces, top-tier schools, and a strong sense of community. With its tree-lined streets and beautifully manicured lawns, St. Andrew-Windfields offers an idyllic setting for families, professionals, and retirees alike.

The neighborhood boasts an array of amenities that cater to all lifestyles. Residents can enjoy the tranquility of nearby parks, such as the stunning Edwards Gardens, where you can stroll through breathtaking botanical displays or enjoy a peaceful picnic. For those who crave a bit more activity, the Don Valley Golf Course is just around the corner, providing a perfect retreat for golf enthusiasts.

St. Andrew-Windfields is also renowned for its excellent educational institutions, including top public and private schools, making it a desirable location for families seeking a nurturing environment for their children. The community is well-connected, with easy access to major highways and public transit, ensuring that downtown Toronto is just a short commute away.

For those looking to make St. Andrew-Windfields their home, there are a variety of stunning properties available for sale. From elegant single-family homes to luxurious estates, the real estate offerings here cater to diverse tastes and preferences. Each home is a testament to quality craftsmanship and design, providing the perfect backdrop for creating lasting memories.

Discover the charm and sophistication of St. Andrew-Windfields—where your dream home awaits!

Newest St. Andrew-Windfields Homes for Sale

$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
$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
$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
$3,988,000
6 Beds ⋅ 5 Baths ⋅ C13741672 MLS
This remarkable turnkey luxury residence is situated on one of the quietest streets in St. Andrew-Windfields. From the moment you step inside, soaring nine-foot ceilings and exquisite herringbone hardwood floors set a tone of refined elegance. The exceptional scale, natural light, and premium architectural finishes photograph so beautifully that the home has been featured in national TV commercials. This location offers unparalleled transit convenience within walking distance to TTC and the GO Station, alongside top-tier neighbourhood 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 centers around a true chef's kitchen featuring an oversized island with seating for seven, a Wolf range, Bosch dishwasher, and a walk-in pantry equipped with a second refrigerator. A wall of windows floods the space with light, framing a warm family room anchored by a cozy gas fireplace. Step outside to a entertainer's dream backyard boasting custom landscaping, natural stonework, and a covered rear porch complete with TV outlet, 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 room. Designed with outstanding flexibility, the home offers a separate side entrance off the main landing as well as 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. Ample parking includes a two-car garage and a four-vehicle interlocking driveway. Situated within the coveted school catchments. See full list of upgrades and features.

20 Ealing Drive, Toronto
$4,990,000
5 Beds ⋅ 7 Baths ⋅ C13740356 MLS
This spectacular, custom-crafted, architecturally designed 24-year-new residence is nestled on a quiet cul-de-sac in the prestigious St. Andrew-Windfields family-friendly neighborhood. Situated on a 270 ft wide private treed lot (15,750 sqft) with park-like yards, it offers over 6,500 square feet of luxurious living space, including a 1,670 sqft separate-entrance basement. This home features a striking four sides stone exterior and soaring ceilings. A circular iron staircase anchors the elegant interior, where every bedroom includes its own ensuite bathroom. The spacious primary suite offers a large sitting area and a 6-piece ensuite, while the second-floor laundry room adds daily convenience. The unique third-floor loft showcases a vaulted ceiling, open-concept office, bedroom with 4-piece semi-ensuite, and a huge home entertainment area, adding architectural flair. The open-concept lower level, with a separate entrance, includes a nanny room with 4-piece ensuite, an extra powder room, and plenty of storage-providing the perfect setting for family gatherings and entertainment. The circular driveway with Brussels block edging enhances curb appeal and provides ample parking. The home is impeccably maintained and in immaculate condition, features two central air conditioners, two newer furnaces, sump pumps, a double weeping tile system, and an HRV. This one-of-a-kind home is ideally located close to highways, parks, within the catchment of top schools including Owen PS, St. Andrew's MS and York Mills CI, and close to prestigious private schools such as Havergal College and Crescent School - offering the perfect blend of sophistication, comfort, and convenience.

7 Legacy Court, Toronto
$6,995,000
7 Beds ⋅ 9 Baths ⋅ C13735810 MLS
Welcome Home to 48 Wimpole Drive, a breathtaking, freshly renovated home nestled on a gated, estate-sized lot in the prestigious St. Andrews neighborhood. ***VTB Option Available Offered By Seller*** Surrounded by mature trees and lush landscaping, this remarkable home offers true resort-style living in the heart of the city. A 15-meter infinity pool, hot tub, cabana, and two outdoor fireplaces are framed by Brazilian Ipe wood decks, creating an outdoor oasis that rivals the finest retreats. Relax in the Finnish and infrared saunas or entertain effortlessly in this private paradise. Inside, the grand foyer stuns with a dramatic two-storey leaded glass skylight and twin Scarlet O'Hara staircases, setting the tone for the opulence throughout. The formal living and dining rooms feature soaring ceilings and intricate crown mouldings that elevate every gathering. At the heart of the home is a handcrafted Falcon kitchen with leather-finished granite, copper accents, built-in appliances, and a servery designed for both beauty and function. A richly paneled main-floor office offers a quiet escape with its own separate walk-out. The primary ensuite is pure indulgence: wrapped in Calacatta marble, featuring dual rain showers, and a solid wood double vanity. Additional highlights include an elevator shaft, butlers kitchenette, and exquisite custom detailing throughout.48 Wimpole is more than a home its a statement of grace, comfort, and elegant design.

48 Wimpole Drive, Toronto
$4,490,000
5 Beds ⋅ 5 Baths ⋅ C13734748 MLS
Nestled On Coveted Carnwath Crescent In Prestigious St. Andrews-Windfields, Custom Home Delivers 4,001 Sq.Ft. Of Thoughtfully Designed Living On A Quiet Street. Over 5,000 Sf Of Liv. Hwd T/Out.9'/10'/9' Ceilgs 3Fps.Custom Chef's Gourmet Kitchen W/Natual Stone Island.Grand/ Bright Kit/Fam Rm, Brkfst Area W/O To Garden. Wine Fridge, Priv. Main Flr Office. Master Retreat W/5 Pc Ens & Lavish Boudoir. Walk-Up L/L Offers Gym, Fifth Bdr & Rec.Rm. RO filter, Water Softener , Cvac, Sec Cams sys& Auto Sprinklers sys F/B . Close To Shops, Renowned Schools, Steps To Owen Ps; Minutes To York Mills CI (IB), TFS & Crescent School.

28 Carnwath Crescent, Toronto
$4,888,000
6 Beds ⋅ 5 Baths ⋅ C13731758 MLS
Perfectly situated on one of St.Andrew-Windfield's most coveted Streets-Welcome to 44 Cotswold Crescent-A Distinguished Custom Built Residence Offering Over 4000 Square Feet of Beautifully Appointed Living Space. Grand Principal Rooms, 3 Prestigious Fireplaces, A perfect blend of refined finishes and thought out floorplan. The Main Floor Features Distinctive Architectural Details-Greeted by a grand foyer with Columns framing the entrances to two principal rooms at both sides- An impressive library featuring solid wood built-in bookcases and on the other, a guest room with intricate detailed mouldings and grandeur wooden fireplace mantle. Step into the grand formal foyer with a soaring masterpiece staircase with a distinguished white turned balusters with detailed craftsmanship. Graciously sized- kitchen handcrafted and custom designed by the renowned Falcon Kitchen with a generous sized island perfect for entertaining and breakfast area surrounded by green lush backyard view and plenty of sunlight. Walk alongside the sun filled oak doors and oak framed windows of the backyard, you will be greeted to a wonderfully curated family room with oakwood ceiling beams and built-in shelves. The floorplan flows beautifully upstairs: Four well-proportioned bedrooms, including a spacious Primary bedroom with a formal ensuite retreat & A walk-in closet. Oversized recreation room, a private sauna and plenty of storage space in the basement level. A rare architectural masterpiece rarely available In The Heart Of St.Andrew-Windfield's, steps from Top-Ranked Public and Private Schools. Beautiful South East Exposure, Well-Landscaped Backyard Creates A Private Outdoor Retreat Perfect for Effortless Summer Entertaining. Lot is surrounded by mature trees offering private sanctuary in the heart of the city and backing onto the park for even more privacy. A gated two car garage allows for added security.

44 Cotswold Crescent, Toronto
$4,198,000
6 Beds ⋅ 7 Baths ⋅ C13730586 MLS
Located Toronto's Most Coveted Neighbourhoods--An Exceptional Custom-Built Residence Timeless Curb Appeal, Striking Architectural Presence & Refined Luxury Thruout. Sun-Filled South-Facing Hm W/Designer-Inspired Impressive Craftsmanship &Meticulous Attention To Detail. Beautifully Appointed Principal Rms Feat. Soaring Proportions, Ambient Rope Lighting, Elegant Chandeliers & Sophisticated Detailing. Expansive Flr-To-Ceiling Windows Flood Hm W/Natural Light & Framing Serene Views Of Surround Greenery. Stunning Chef's Kitchen Is True Showpiece, Feat. Heated Flr, Full-Height Custom Cabinetry W/Refined Brass Accents, Oversized Centre Island & Premium Appliance Package Include Custom-Panelled Sub-Zero Refrigerator & Miele Dishwasher, B/I Bosch Coffeemaker, Wolf 6-Burner Range, Wolf Wall Oven & Wolf Drop-Down-Dr Microwave. Magnificent Sweeping Staircase Creates Architectural Statement, Rising Thru Upper Foyer To Striking Domed Ceiling. Grand Primary Bdrm Is Private Sanctuary, Feat. Expansive Sliding Glass Doors Opening To Private Balcony O/looking Lush Greenery. Spa-Inspired Primary Ensuite Offers Steam Shower, Freestanding Soaker Tub, Smart Toilet & Luxurious Contemporary Finishes. Thoughtfully Designed 2ndLevel Feat. Generously Proportioned Bedrooms, Each Offering Excellent Functionality W/Ensuites. Immaculate Lower Level Is Designed For Elevated Entertaining, Feat. Theatre Room W/ Surround-Sound Sys, Generously Sized Custom Bar & Striking Glass-Enclosed Wine Display W/Beautifully Detailed Custom Surrounds. Outdoors, A Private Oasis Awaits W/ A Large Entertaining Deck, Contemporary Glass Railings, Expansive Interlock Patio Surrounded By Mature Greenery-Ideal For Both Large-Scale Entertaining & Everyday Family Enjoyment. Exceptional Construction Behind The Walls W/ Double-Layer Soundproof Insulation & Soundproof Drywall. Additional Premium Feat. A Grand Double-Car Garage, Car Lift & Electric Vehicle Charger-Completing A Residence Designed For Sophisticated Modern Living.

130 Upper Canada Drive, Toronto
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