437 Cairncroft Road

FOR SALE
$4,250,000
437 Cairncroft Road, Oakville
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
437 Cairncroft Road
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4
BEDROOMS
6
BATHROOMS
1
KITCHENS
10 + 1
ROOMS
W13733644
MLSID
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Property Description
Positioned on a rare 0.8-acre ravine lot in one of Southeast Oakville's most coveted neighbourhoods, this exceptional residence makes an immediate impression with its stately curb appeal and beautifully landscaped grounds. Framed by mature trees and offering exceptional privacy, the home presents a refined presence that blends seamlessly with its lush, natural surroundings. Inside, 7,000 sq. ft. of elegantly finished living space unfolds. A grand foyer sets the tone, complemented by rich hardwood flooring and soaring ceilings throughout. The home offers four spacious bedrooms, each with its own private ensuite, along with premium appliances and a custom wine cellar. A separate side entrance adds flexibility, providing a private access point with direct entry to the lower level. Designed for both elegant entertaining and relaxed everyday living, the backyard is a private resort-style retreat. A saltwater inground pool, expansive stone patio, and uninterrupted ravine views create a setting that feels more Muskoka than city. Ideally located within walking distance of Oakville's top-ranked schools and minutes from premier amenities, this home offers a rare combination of estate-scale land, striking curb appeal, and unmatched privacy in a prime urban location. Well maintained with extensive upgrades, it reflects true pride of ownership throughout.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2016-01-12 2016-01-18 6 $2,398,000 $2,315,000
2008-07-08 2008-07-08 0 $2,098,000 $1,850,000
2006-05-02 2006-05-02 0 $1,949,000 $1,775,000
2006-03-11 2006-05-02 52 $1,949,000 $1,775,000
2003-06-06 2003-06-06 0 $1,798,000 $1,750,000
1999-05-26 1999-05-26 0 $1,375,000 $1,300,000
Property Features
Central Vacuum, Auto Garage Door Remote, Water Heater Owned, Sump Pump, Private Double
Property Details
Address
437 Cairncroft Road
Postal Code
L6J 4N1
Property Type
Detached, Detached
Zoning
RL1-0
Lot Size
165' x 169'
Taxes
$19,019 (2026
Basement
Full
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Pool
Inground
Parking Spaces
6
Garage Type
Attached
Listing contracted with Re/Max Aboutowne Realty Corp.
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$3,450,000
FOR SALE
Exceptional contemporary family home on a premium 87x 179 southwest lot on one of Southeast Oakville's most sought-after streets, just steps to top-ranked public schools and prestigious private schools including Linbrook School & St. Mildred's-Lightbourn School. Offering over 5,000 sq. ft. of beautifully finished living space, this impressive residence offers modern design and exceptional family functionality. A generous foyer creates a stunning first impression, with sightlines extending through the home to the beautifully landscaped rear gardens. Professionally designed outdoor living features extensive hardscaping, an inground pool, hot tub, covered gazebo, fire pit zone, and landscape lighting, creating a private resort-like setting for entertaining and family enjoyment. The thoughtfully designed layout offers 4+2 bedrooms and 3+2 bathrooms. All bedrooms feature built-in closets, while the primary generous suite boasts dual walk-in closets and a spa-inspired ensuite with double vanity, soaker tub, and separate shower. The heart of the home is a stunning contemporary kitchen overlooking the spacious family room with a gas fireplace and wall of sliding glass doors opening to the private backyard oasis. Elegant principal rooms include a formal living room with fireplace and oversized windows, a separate dining room, a dedicated main floor office, and a well-appointed mudroom with inside access to the attached two-car garage.The fully finished lower level includes a spacious rec room with gas fireplace, adjoining billiards area, two additional bedrooms, a sauna, laundry room with second refrigerator, direct access to the side yard-ideal for guests, extended family, or recreation. Nestled on one of Southeast Oakville's most desirable streets, this exceptional property offers the charm and tranquility of an established neighbourhood with mature trees, beautiful parks, and convenient access to lakeside parks and Downtown Oakville.
2160 Aintree Terrace, Oakville
4+1
BEDS
6
BATHS
$3,325,000
FOR SALE
Welcome to this exceptional family residence in prime Southeast Oakville, just steps to the lake and within the coveted catchments of Maple Grove Public School and Oakville Trafalgar High School, as well as close to some of Canada's finest private schools. Set on a premium 100' x 150' professionally landscaped lot, this impressive home offers over 5,000 sq. ft. of luxurious living space designed for comfortable family living and elegant entertaining.A welcoming front porch leads into a thoughtfully designed interior featuring hardwood floors throughout, generous principal rooms, and quality finishes. Designed with families in mind, the home offers 4+1 bedrooms, each with its own ensuite bathroom and walk-in closet. The luxurious primary suite is a private retreat, complete with a gas fireplace, Juliet balcony overlooking the beautifully landscaped backyard, and a newly renovated spa-inspired ensuite with dual vanities, a glass shower, and a soaker tub. The heart of the home is the spectacular open-concept kitchen and great room with soaring vaulted ceilings and a gas fireplace. This space provides an incredible opportunity to create your future dream kitchen. The main floor also features a spacious dining room, private office, den/games room, and convenient mudroom.The professionally finished lower level provides a large recreation room and bar, theatre room with projection screen, fifth bedroom, and a beautifully finished laundry room.The private backyard is a true oasis with mature landscaping, a heated in-ground pool, hot tub, expansive composite deck, stone patios, and landscape lighting, creating the perfect setting for outdoor living and entertaining. Completing this remarkable property is a triple-car garage equipped plus a car lift, offering exceptional space for collectors, hobbyists, or additional storage. An outstanding opportunity to own a luxurious family home in one of Oakville's most prestigious lakeside neighbourhoods.
56 Birch Hill Lane, Oakville
5
BEDS
5
BATHS
$3,999,000
FOR SALE
Elegant 5-bedroom family home sitting on 0.346 acres on coveted Birch Hill Lane. This quiet and exclusive cul-de-sac south of Lakeshore is just steps to the Lake and Appleby College. Thoughtfully designed with a West Coast flare, this home offers 4336 sf above grade plus a fully finished 2400 sf lower level with separate entrance. Designed for entertaining, the main level features a formal living room with gas fireplace, separate dining room, and a secluded main floor office. The open concept kitchen offers a large centre island, built-in appliances and a rounded breakfast nook overlooking the back gardens. An inviting sunken family room with gas fireplace and custom cabinetry is the perfect end-of-day retreat. A main floor laundry room and powder room complete the main level. Direct access to the 2-car garage. Separate entrance to the lower level from the garage. Upstairs hosts a luxurious primary suite with separate sitting area, walk-in closet and a 5-pc ensuite. 4 additional bedrooms and 2 bathrooms complete the upper floor. The lower level is vast and offers large recreation room, lounge with wet bar, wine cellar, and an exercise room with adjoining spa. A true zen getaway, the 6-pc spa features a freestanding tub, double vanities and a separate steam shower perfect for post workout recovery. The professionally landscaped grounds offer multiple lounging and entertaining areas and is exceptionally private with the green space behind. Ideally located next to top-ranked schools, the lake and a short stroll to all that downtown Oakville has to offer. The perfect enclave for your family to call home.
321 Morden Road, Oakville
4+1
BEDS
7
BATHS
$3,995,000
FOR SALE
There Are Homes That Impress, & Others That Linger Long After You've Left. This Newly Built Oakville Estate, Inspired By Classic European Manor Design, Is Unmistakably The Latter. From Arrival, The Facade Sets A Tone Of Quiet Grandeur, Where Symmetry Is Defined By Stately Columns, Arched Windows, & Intricate Stonework, Blending Timeless Craftsmanship W/ Modern Refinement. A Striking Dbl Glass-Door Entry Welcomes You Inside, Where Nearly 6,000 Sqft Unfold W/Intention & Ease. The Marble Foyer Introduces A Refined Palette That Carries Through Rich Hrdwd & Granite Finishes. Beyond, The Living & Great Rms Feature Soaring 23' Ceilings & Expansive Walls Of Glass, Filling The Home W/Natural Light & Creating A Seamless Sense Of Openness. Coffered Ceilings W/LED Cove Lighting, Built-In Speakers, & Recessed Illumination Add A Sophisticated Contemporary Layer Throughout. At The Heart Of The Home, The Kitchen Balances Beauty & Function W/ Built-In Appliances, Quartz Countertops, Custom Cabinetry, & An Oversized Isl& Designed For Gathering & Entertaining. The Upper Lvl Is Anchored By A Skylit Hall & Seamless Glass Railings Leading To The Serene Primary Suite. Here, A Curved Sitting Area Enhances The Sense Of Space, While The Spa-Inspired Ensuite Offers Marble Flrs & Walls, A Freestanding Tub, Rainfall Shower, & Dbl Vanity. A Custom W/I Closet Completes The Retreat. Bdrms Two, Three, & Four Each Feature Their Own Ensuite & Custom Storage. The Finished Lwr Lvl Extends The Living Space With A Bdrm, Full Bath, Living Area, Second Kitchen, & Walk-Up Access, Ideal For Multi-Generational Living Or Extended Stays. Outdoors, A Stone Patio, Lush Green Space, & Fireplace Create An Inviting Setting, W/ Permit Already In Place For A Future Pool. Perfectly Located Mins From The 403, Top Schools, Shopping, & Dining, This Residence Offers Both Convenience & Prestige. A Rare Blend Of Timeless Elegance & Modern Luxury, Crafted For Elevated Everyday Living.
203 Weybourne Road, Oakville
4+1
BEDS
5
BATHS
$3,758,000
FOR SALE
Set On A Coveted Street In SW Oakville, 203 Weybourne Road Is A Rare Architectural Statement Where Old World Craftsmanship Meets New World Sophistication. Built By Heights Custom Homes And Designed By Heights Studio, This Custom-Built Home Spans Over 4,900 SqFt Of Refined Space, Seamlessly Blending Natural Imported Materials Like Honed Marbles, Venetian Plaster, And White Oak With The Latest In Smart Home Innovation.Every Inch Of This Residence Reflects A Commitment To Top-Tier Materials And Timeless Design. Enter Through 10-Foot Triple-Pane French Doors Into A Soaring 11-Foot Main Floor Where Light Streams Through 8-Foot Tall Fiberglass Windows, Framing The Open-Concept Living, Dining, And Kitchen. Anchored By A Venetian Plaster Ortal Fireplace And Samsung Frame TV, The Great Room Flows Into A Chefs Kitchen Outfitted With Perla Venata Quartzite, Wolf/Sub-Zero/Miele Appliances, Integrated Lighting, And Hidden Coffee Station. A Private Prep Kitchen Connects Effortlessly To A Fully Integrated Outdoor Kitchen And Limestone Patio - Ideal For Intimate Evenings Or Grand Entertaining.This Home Features Control4 Automation for Lighting and Audio/Video, Surveillance, And Climate Control. The Lower Level Offers A Dolby Atmos Theatre, 120 Bottle Wine Cellar, Gym, Bar, Home Theatre And Spa Steam Room - All Beneath 9-10 Ft Ceilings With Radiant In-Floor Heating.Upstairs, The Serene Primary Suite Offers Remote Blinds, Dual Custom Closets, And A Magazine-Worthy Ensuite In Calacatta Green Marble. Additional Bedrooms Feature Vaulted Ceilings, Designer Finishes, And Private Or Semi-Private Baths.Exterior Highlights Include A Heated Front Porch, Custom Lighting, Holiday Integration, Lift-Ready Garage With 22 Ft Ceilings, Radiant Slab Heating-4 car potential . Walking Distance to Lakeshore Dr, Dt Oakville, Lake Ont., Kerr Village. Close Prox to Appleby College, St. T Aquinas. Completed In 2023, This Is Not Just A Home - Its A Curated Experience Of Enduring Beauty And Relaxed Luxury.
518 Sherin Drive, Oakville
4+1
BEDS
7
BATHS
$3,298,000
FOR SALE
A rare opportunity to own a striking custom-built contemporary home in one of Oakville's most desirable communities. Ideally located in central Oakville, just minutes from Coronation Park, the waterfront, top-rated schools, restaurants, shopping, and everyday amenities. Convenient access to the QEW, public transit, and Bronte GO Station makes commuting easy.Thoughtfully designed with modern architecture, clean lines, upscale finishes, and an abundance of natural light. Floor-to-ceiling windows and 10-foot ceilings with integrated pot lights create a bright, spacious, and inviting atmosphere. The well-planned layout offers seamless flow between the principal rooms, ideal for both everyday living and entertaining.The home features three kitchens: a main kitchen and a chef's kitchen on the main floor, plus a third kitchen in the basement. Each bedroom is generously sized and features its own ensuite bathroom and walk-in closet, offering exceptional privacy and convenience.The fully finished lower level expands the living space with a wet bar, powder room, additional bedroom with ensuite, and a large recreation area, perfect for entertaining or relaxing.The garage has been expanded by approximately 20% with City approval. The garage can accommodate 2 vehicles, with additional parking for 4 more vehicles in the driveway. A sophisticated home offering exceptional space, thoughtful design, and modern comfort in a highly sought-after Oakville location.
487 Orchard Drive, Oakville
4+1
BEDS
5
BATHS
$3,295,000
FOR SALE
Set on a beautifully landscaped property in a quiet pocket of SW Oakville, this exceptional custom residence offers 5,104 sq ft of thoughtfully designed living space w/4+1 beds + 4.5 baths. Ideally positioned just a short walk to internationally recognized Appleby College, YMCA, downtown Oakville + an array of local amenities, the location is as compelling as the home itself. Built with an uncompromising commitment to quality w/refined finishes +exceptional craftsmanship.A striking streetscape, framed by manicured gardens+ curated plantings, creates an unforgettable first impression, while the interior balances elevated living w/everyday comfort. Extended ceiling heights + expansive glazing fill the home with natural light. A private office provides a quiet retreat, while the chef-inspired kitchen serves as the heart of the home, complete with server + walk-in pantry.Open to the great room, it is perfectly suited to family life+entertaining alike. Double French doors extend the living space outdoors. An expansive mudroom keeps daily life organized. Curated millwork continues upstairs. The primary suite is a serene retreat w/expansive glazing, outfitted dressing room + spa-inspired ensuite. Three additional bedrooms offer generous proportions. One enjoys a private ensuite, while two share a well-appointed bath. A dedicated laundry room w/extensive storage adds everyday convenience. Designed as the ultimate entertaining retreat, the LL features a striking wine cellar, terrazzo-inspired spa bath, fifth bedroom, sophisticated lounge, wet bar and dedicated theatre area. Outside, mature beech trees + hornbeam hedging create exceptional privacy + a lush, low-maintenance setting. Rear portico w/stone-wrapped fireplace + a central stone courtyard lounge provide inviting spaces for gathering, relaxing + entertaining from day to night. Exquisitely built + impeccably maintained, this is an elevated lifestyle offering in one of Oakville's most desirable neighbourhoods.
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