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

36 Medalist Road, Toronto
$2,700,000
7 Beds ⋅ 4 Baths ⋅ C13794274 MLS
Exceptionally rare 73 feet of frontage on a deep ravine 137 ft. lot with significant table land featuring a Classic red-brick 6 bedroom family home on a lush, private lot in coveted St. Andrews. This beautiful property is adorned with perennial gardens, mature trees, and plenty of room to grow and play. The sunny eat-in kitchen and elegant dining room offer park-like private garden views. Family-friendly features include a bright and spacious living room to accommodate your whole family and friends, fully covered front porch with access to the garage, side entrance attached to main floor laundry and mud room, finished basement with a 7th bedroom, large recreation room with high ceilings and exceptional storage and functionality throughout. Leafy Medalist Road offers wide boulevards between street and sidewalk for both safety and beauty, with close proximity to parks, top public and private schools and clubs. Within minutes you can reach Bayview Village, York Mills Subway Station, be on the highway for access to cottage country or the airport, York Mills, Tournament Park, Granite Club, Cricket Club, or walk to York Mills Plaza for Baskin-Robbins/Shoppers Drug Mart/Metro & Dineen Coffee - or simply stay home to enjoy your peaceful backyard overlooking on St. Andrews Park in this idyllic and family-friendly community.

36 Medalist Road, Toronto
23 Vernham Court, Toronto
$4,500,000
4 Beds ⋅ 7 Baths ⋅ C14132104 MLS
Set On An Impressive 157-Ft-Wide Lot At Courts End, This Sprawling, Stunning Updated Bungalow Offers The Space And Functionality Of A Two-Storey Home With The Convenience Of Main-Level Living. Thoughtfully Designed With An Emphasis On Scale, Natural Light, And Seamless Indoor-Outdoor Flow, The Residence Features Soaring 14-Ft Vaulted Ceilings, Skylights, And Dramatic Walls Of Windows Overlooking The Private Rear Gardens And Swimming Pool. Expansive Principal Rooms And An Open-Concept Layout Provide An Ideal Setting For Both Entertaining And Everyday Living, While The Beautifully Appointed Bellini Eat-In Kitchen Serves As The Heart Of The Home. Fine Craftsmanship And Carefully Considered Details Are Evident Throughout. An Elevator Connects To The Generously Sized Lower Level, Complete With Two Additional Bedrooms, A Large Recreation Room, Wet Bar, And Dedicated Office Area, Providing Versatile Space For Family, Guests, Or Extended Living. Outdoors, Mature Landscaping Creates A Private, Tranquil Setting Featuring A Swimming Pool And Spacious Deck, Perfect For Relaxing Or Entertaining. Complete With A Four-Car Garage, Heated Driveway And Access To The Renowned Harrison International Baccalaureate Program, This Distinctive Property Offers A Rare Combination Of Space, Privacy, And The Ease Of Bungalow Living.

23 Vernham Court, Toronto
2 Powderhorn Mill Way N/A, Toronto
$799,000
2 Beds ⋅ 2 Baths ⋅ C14130094 MLS
This beautifully updated red-brick end-unit townhome offers privacy, abundant natural light, and generous living space. Features include a renovated custom kitchen with stone countertops, spacious living and dining areas with balcony walkout, an oversized 200+ sq. ft. primary bedroom, renovated bathrooms, and a ground-level family room opening to a private fenced patio. Two outdoor spaces complement the home's desirable end-unit position. Conveniently located near excellent public and private school options, Bayview Village, parks, restaurants, cafes, trails, transit, and Highways 401 & 404. ***MAINTENANCE FEE INCLUDES: Water, landscaping, gardening, snow removal, exterior window cleaning, waste collection, and exterior building maintenance, including roof repairs and replacements.*** An exceptional opportunity to own in sought-after St. Andrew-Windfields.

2 Powderhorn Mill Way N/A, Toronto
67 Montressor Drive, Toronto
$4,990,000
5 Beds ⋅ 7 Baths ⋅ C14126312 MLS
An exceptional custom-built French Chateau in coveted St. Andrew-Windfields, offering approximately 7,500 sq. ft. of luxurious living space. Soaring ceilings, expansive windows, elegant millwork and sophisticated finishes create a striking first impression. The showpiece kitchen features custom cabinetry, premium appliances, a 43" La Cornue range, built in coffee machine, oversized centre island and separate spice kitchen.Four spacious bedrooms each offer a private ensuite, while the primary retreat features his-and-hers walk-in closets, a private balcony and spa-inspired ensuite. The impressive walkout lower level is designed for entertaining with heated floors, a glass-enclosed gym, home theatre, wet bar, recreation area and nanny/in-law suite. Complete with smart-home automation, built-in sound, heated driveway and garage, and three gas fireplaces. Ideally located near Toronto's top private schools, golf clubs, parks and the conveniences of Yonge & York Mills. *See feature sheet*

67 Montressor Drive, Toronto
37 Shouldice Court, Toronto
$1,890,000
5 Beds ⋅ 6 Baths ⋅ C14124534 MLS
****CITY--PERMITTED--FULL--INTERIOR--RENOVATION(SPENT $$$ -- approximately $300K in 2021-2023 as per seller)***Seeing is believing***Nestled on a quiet cul-de-sac & BACKING TO Dunlace Park! - this luxuriously renovated home offers 4 spacious bedrooms, total 6 washrooms, and a 2-car garage, with a desirable west-facing backyard providing excellent privacy & comfort. Step inside to a bright, open concept interior designed for both everyday living and effortless entertaining. The spacious & modern interior living room overlooks open-views, the frontyard and dining room overlooks the serene backyard and provides direct access to a covered-patio for hosting. The modern kitchen is both functional and inviting, featuring centre island, ample storage, under-mount lighting and stainless steeles appliances, and a window that fills the space with natural light. The spacious primary bedroom offers a beautifully updated 5-piece ensuite, large walk-in closet. The 2nd primary bedroom provides a 3-piece ensuite for privacy. The finished basement adds even more versatility, featuring an expansive family room with a fireplace and large windows. The recreation room offers versatility for a bedroom or open family gathering with a 3-piece ensuite, designed with flexibility in mind, this home is ideal for growing family or multi-generational living. Conveniently located to North York General Hospital, Highway 401/DVP and Top-Ranked Schools, Dunlace PS, Windfield MS and York Mills Ci & Close to Renowned private schools close by -- 2021-2023 Expansive-Permitted Reno'd Features:Expanded Living Space,Newer Insulation,Enlarged/Newer Windows,Newer Furance,Newer Cac,Newer Roof Shingle,Newer 200Ams Elc Breaker,Newer U/G Sprinkler,Newer EV Charger,Newer Kit W/S-S Appl,Cabinet,Newer Washrms,Newer Hardwd/Laminate Flrs,Newer Pot Lightings,Newer Drs/Main Dr/Added Interior Dr(Fm Garage to Inside) & More!-Note : Full lot size 40.47 ft x 99.72 ft x 115.93 ft x 137.43 ft as per Geowarehouse(Irreg-Shaped)

37 Shouldice Court, Toronto
24 Tullamore Drive, Toronto
$2,490,000
6 Beds ⋅ 6 Baths ⋅ C14119282 MLS
One of the bigest house and lot in the Quiet Court! *blends classic character with thoughtfully updated spaces. A striking curved staircase welcomes you inside, 2 stair lead to finished basement, generous living and dining rooms offer an elegant setting for entertaining. The renovated kitchen features white cabinetry, stainless steel appliances, ample counter space and a bright breakfast area overlooking the backyard. Enjoy the warmth of a separate family room with exposed ceiling beams and fire place, plus a wood-panelled office with built-in shelving. spacious bedrooms provide room to relax. The finished basement offers a large recreation area, saunna and jacuzi, while the backyard features a Cabana, mature trees and heated outdoor pool. An attached double garage completes this appealing North York home. Explore the photos and 3D tour to appreciate the layout and possibilities.

24 Tullamore Drive, Toronto
21 Don Ridge Drive, Toronto
$7,495,000
7 Beds ⋅ 7 Baths ⋅ C14118410 MLS
Set On A Spectacular Ravine Lot, 21 Don Ridge Is A Remarkable Custom Residence Designed And Built By Renowned Architect Lorne Rose. A Refined Expression Of Timeless Architecture, Pairing An Elegant Palette With Elevated Interiors, 10ft Ceilings And Impressive Wainscotting And Millwork Throughout, Plus Generously Proportioned Principal Rooms For Everyday Living And Entertaining. A Sun-Filled Main Floor Office/Study Offers The Perfect Work-From-Home Retreat. The Kitchen Anchors The Home With Custom Cabinetry, Sub-Zero And Wolf Appliances And A Large Centre Island With Butler's Pantry. The Primary Retreat Overlooks The Rear Grounds, With A Statement Gas Fireplace, Custom Built-Ins, His-And-Hers Walk-In Closets And A Spa-Like Ensuite. Heated Floors Run Throughout, And The Lower Level Features A Temperature-Controlled Wine Cellar. 5 Bedrooms, 7 Bathrooms & A 3-Car Heated Garage. Mature Landscaping Surrounds A Private Heated Pool. Moments To Top Private Schools, TTC And Rosedale Golf Club.

21 Don Ridge Drive, Toronto
62 Wimpole Drive, Toronto
$4,498,000
5 Beds ⋅ 6 Baths ⋅ C14114480 MLS
Architecturally Distinct Residence Situated On An Exceptional 128.75 x 159.17 Ft Treed Lot In A Prestigious And Highly Sought-After Enclave. This Remarkable Split-Level Home Presents A Rare Opportunity For Buyers Seeking Space, Privacy, And True Architectural Character.Dramatic Ceiling Heights, Expansive Skylights, And Walls Of Windows Fill The Home With Natural Light, Creating A Bright And Airy Atmosphere Throughout. Elegant White Brick Accents, Rich Hardwood Floors, And Custom Railings Define The Interior's Timeless Design. Generous Principal Rooms Offer Outstanding Flow For Both Everyday Living And Entertaining, Enhanced By Multiple Fireplaces And Inviting Gathering Spaces.The Bedroom Level Provides Comfortable And Private Accommodations, Including A Well-Appointed Primary Retreat With Walk-In Closet. Updated Bathrooms Add A Polished Contemporary Touch While Maintaining The Home's Refined Aesthetic.The Finished Lower Level Adds Exceptional Versatility Featuring A Large Recreation Area, Custom Wet Bar Ideal For Entertaining, Dedicated Fitness / Yoga Studio With Mirrored Walls, And A Bright Nanny Room With Ample Storage.Private Driveway And Expansive Backyard Setting Complete This Exceptional Property. Ideally Located Near Top-Rated Schools, Parks, And Outstanding Amenities.A Rare Offering Combining Architectural Identity, Exceptional Lot Size, And Enduring Appeal.

62 Wimpole Drive, Toronto
38 William Carson Crescent Unit 222, Toronto
$578,000
2 Beds ⋅ 1 Baths ⋅ C14114264 MLS
Welcome to Luxury Resort-style living in an exclusive, Private Gated Community! This exceptionally spacious 1-bedroom plus large DEN layout offers maximum flexibility-the oversized den easily serves as a 2nd bedroom or executive home office-complemented by abundant storage, a walk-in closet, 1 underground parking space, and 1 locker. Enjoy 5-star amenities including 24/7 gated security/concierge, an indoor saltwater pool, sauna, fitness center, party room, game room, and guest suites. Perfectly situated in a top-rated school district, steps to York Mills Subway Station, minutes to Don Valley Golf Course, and offering swift access to Highway 401.

38 William Carson Crescent Unit 222, Toronto
158 Owen Boulevard, Toronto
$3,500,000
6 Beds ⋅ 6 Baths ⋅ C14108984 MLS
***PRIDE OF OWNERSHIP ------ 3Cars Garages(1Car Built-in/Front & 2Cars Detached Garages/Back)***Welcome to 158 Owen Blvd. This elegant & owner's own custom-built residence boasts blend of sophistication and warmth with exquisite materials thru-out and beautiful home nestled in a highly sought-after, prestigious St Andrew neighbourhood. This UNIQUE architectural masterpiece offers approximately 7000 sf luxurious living space(4800 sf for 1st/2nd floors), meticulously-maintained by its, original owner, to capture tranquil-private views of backyard. The main floor offers an expansive living & dining space, ideal for entertaining or relaxing at home with airy atmosphere and grand & open-feel. The gourmet kitchen is equipped with built-in appliances, a large island, spacious eat-in area, and direct flow into an outdoor deck and patio for effortless indoor-outdoor living. This residence features five spacious bedrooms upstairs, each with an ensuite or semi-ensuite for privacy and comfort. The primary suite is an private sanctuary with generous room size with hi ceiling, lavish 7-pc ensuite and walk-in closet. The basement is an entertainer's paradise, providing an ample space, functional wet bar. The additional two-bedrooms, one with an ensuite, provide ample space for family or guests.

158 Owen Boulevard, Toronto
108 Yorkminster Road, Toronto
$4,650,000
6 Beds ⋅ 6 Baths ⋅ C14096276 MLS
Stunning Custom-Built Family Home In The Prestigious St. Andrew-Windfields neiboorhood. Offering over 7,200 Sq. Ft. Of Luxury Living Space. Sun Filled Living room oversees the front yard garden, connected to the spacious Dining room surrounded professional millwork and coffered ceiling. Featured Family room equipped with a fireplace and B/I Shelves, and overlooks the backyard Oasis. Chef inspired kitchen includes a large centre island, beautiful granite countertops and backsplash, top of the line appliances, Custom Kitchen Cabinetry, and a Built-in Pantry. The private office with Mahogany panelled wood walls. Classic Wrought iron Staircase with a skylight leads to the upper floor, which features a luxurious primary bedroom with a fireplace, sitting area, walk in dressing room and 6pc ensuite with heated floors. Four other bedrooms all with access to ensuites. The lower level Boasts an entertainment and relaxation paradise, Large Rec Room with Wet Bar, Exercise Rm, Red Wood Rack Wine Cellar, Home Cinema and Cedar Closet. Also an extra bedroom with 3pc Bath. Walk up to the backyard. Radiant Heated Floors on Main Floor & Basement. Minutes To Golf, Highway and Public Transit. Top tier Private & Public Schools, branding Shopping & Dining. An exceptional family home offering timeless craftsmanship, refined living, and an enviable address in one of Toronto's most prestigious neighbourhoods.

108 Yorkminster Road, Toronto
50 Owen Boulevard, Toronto
$3,960,000
5 Beds ⋅ 5 Baths ⋅ C14095920 MLS
**Motivated Sellers!!! )*Spacious Modern Art Deco (Aprox 6518Sf-Liv'g/Space ).**Gorgeous New Roof with snow melt system,2 Brand new 2nd floor bathroom and basement-Just Completed!! Newly renovated kitchen with Bosch & JennAir appliances!!Plus Heavy-Duty 4 Ton Lennox AC(2024)**Hi Demand Owen Blvd & **Heart of the neighbourhood**Hi Demand School Area, Clse To T.T.C& Hwy. Spectac Uniq Details & Finishes. This Property Boasts 60X180 Lot In Deep B/Yard Oasis!! Inground Concrete Pool (2024)+ Cabana(new roof 2024), New plumbing, new gas heating & filtration system, Chnge Rm,3 Pce, dedicated equipment room, Plus lush garden, Huge Safe Space For Childrens Play,***Definite Must See!!

50 Owen Boulevard, Toronto
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