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$3,995,000
4 Beds 4 Baths W13774358 MLS
An exceptional opportunity on one of Southeast Oakville's most prestigious streets. Set on a nearly half-acre lot, 16 Colonial Crescent offers approximately 100 feet of frontage and more than 210 feet of depth, with outstanding proportions for a substantial custom build. The lot's generous dimensions and mature setting allow for an impressive new residence while maintaining exceptional privacy and meaningful outdoor space. Surrounded by mature trees and distinguished homes, the property offers a sense of scale and seclusion rarely found this close to the lake. RL1-0 zoning provides the potential for more than 6,000 square feet of above-grade living space, while still allowing for generous outdoor living, a pool and landscaped gardens, subject to applicable approvals. The property is currently a spacious four-bedroom residence offering approximately 3,700 square feet above grade, plus a finished lower level, attached double garage and inground pool-providing the flexibility to lease the home while planning a future build. Colonial Crescent is a quiet, established enclave known for its large properties, mature tree canopy, and impressive custom homes. Just steps from the lake and Gairloch Gardens, the location also offers convenient access to Downtown Oakville, excellent public and private schools, parks and the waterfront. A rare opportunity to secure a significant building lot on one of Southeast Oakville's premier streets and create an exceptional custom home in an highly sought-after location.

16 Colonial Crescent, Oakville

$10,950,000
5 Beds 7 Baths W13754954 MLS
Experience breathtaking, panoramic views from this stately lakefront estate, a true sanctuary of elegance and tranquility. Nestled on an expansive 3/4 acre lot, this rare gem boasts an impressive 100 feet of private lake frontage with riparian rights, ensuring unobstructed access to the shimmering waters of Lake Ontario. Spanning 5,800 sq. ft. (excluding the basement), this residence is designed for those who appreciate refined living and timeless sophistication. Step through the grand foyer into an atmosphere of classic luxury, where generous principal rooms flow effortlessly, highlighted by exquisite hardwood flooring and elegant finishes. Two stunning solariums maximize the lake's mesmerizing vistas, creating sun-drenched spaces perfect for relaxation and entertaining. The gourmet kitchen is a chef's dream, featuring a sprawling marble-topped island and an open layout designed for both functionality and style. Upstairs, five spacious bedrooms await, including the lavish primary suite, a private retreat with His & Hers walk-in closets and a spa-like 6pc ensuite bath. A versatile bonus room above the garage offers the perfect hideaway for a teen retreat, nanny suite, or home office. Outdoors, the beautifully landscaped backyard is an entertainer's paradise, complete with a sparkling inground pool, a picturesque patio, and the lake's serene backdrop enhancing every moment. A private gate leads directly to the lush surroundings of Gairloch Gardens, adding to the home's enchanting setting. Located in one of Oakville's most prestigious neighbourhoods, this exceptional property is just minutes from top-rated schools, fine dining, and the boutique shopping of Downtown Oakville. A rare opportunity to own a piece of lakeside luxury.

16 Ennisclare Drive W, Oakville

$4,250,000
4 Beds 6 Baths W13733644 MLS
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.

437 Cairncroft Road, Oakville

$2,399,000
5 Beds 4 Baths W13713494 MLS
Nestled on a quiet, tree-lined street in Morrison, one of Southeast Oakville's most prestigious neighbourhoods, this family residence is being offered for sale for the first time in nearly 50 years. Lovingly maintained by the same family, the home presents a rare opportunity to own a premium property surrounded by luxury estates and custom-built homes. Set on an impressive 100' x 140' lot, this traditional two-storey home offers over 2,400 sq. ft. above grade with a functional layout designed for family living. The main floor features spacious principal rooms including a formal living room, dining room, private office, family room with fireplace, and a bright kitchen with breakfast area overlooking the backyard. Large windows throughout fill the home with natural light. The second level offers five generous bedrooms, while the finished lower level provides a recreation room, workshop, and abundant storage. Meticulously cared for over the years, this home offers exceptional flexibility for its next owner. Move in and enjoy, renovate to suit your vision, or explore the redevelopment potential of this outstanding 14,000 sq. ft. property. The 100-foot frontage and RL1 zoning make this a compelling opportunity in a neighbourhood known for exceptional custom homes. Additional features include a three-car garage with professionally finished epoxy floors, lawn sprinkler system, mature landscaping, and a private backyard. Ideally located near Oakville Trafalgar High School, EJ James Public School, and St. Vincent Catholic Elementary School, and just minutes to Lake Ontario, downtown Oakville, parks, shopping, and major commuter routes. An extraordinary opportunity in one of Southeast Oakville's most sought-after communities. Home is being sold as is, where is.

1482 Caulder Drive, Oakville

$6,788,999
4 Beds 7 Baths W13549918 MLS
A Rare Executive gated 1.39-acre ravine estate in Morrison sought after community timeless elegance meets modern luxury this residence provides unmatched privacy, lush landscaping, & refined outdoor living. Through the custom 8-foot beveled glass entry doors, the soaring foyer sets the tone with emerald pearl granite floors, a handcrafted Austrian crystal chandelier on motorized lift, & a sweeping French Provincial staircase with wool Victorian Tapestry runner. The main floor boasts elegant formal living & dining rooms with hand-carved marble fireplaces, cathedral ceilings, plaster mouldings, & Palladian windows framing ravine views. A richly appointed library & office feature maple plank flooring, crown moulding, & custom draperies. The family room offers panoramic vistas & a mahogany fireplace, while the chefs Hawthorne kitchen impresses with cherry cabinetry, granite surfaces, premium appliances, & a walkout to the terrace. Upstairs, the luxurious primary suite includes a two-way fireplace, custom lighting, & a walk-in closet with attic access. The spa-inspired ensuite offers heated floors, Jacuzzi air tub, granite shower, & Strass crystal lighting. Three additional bedrooms each enjoy private ensuites, cathedral ceilings, & custom finishes. A versatile great room with terrace access & a full laundry suite complete this level. The lower level is an entertainers dream with a billiards & games room, full walnut bar, gym, media lounge, & spa retreat with sauna & steam shower. Radiant heated floors, & abundant storage enhance the space. Outdoors, the property is equally breathtaking with two stone gazebos joined by a large pergola, extensive walking paths, & a serene koi pond and a Japanese-inspired garden creating a private resort-like escape. With 4+1 bedrooms, 7 bathrooms, elevator access to all levels, multiple terraces, & a gated circular driveway, this estate offers over 10,000 sq. ft. of refined living in one of Oakville's most coveted neighbourhoods.

1024 Linbrook Road, Oakville

$3,450,000
5 Beds 5 Baths W13548392 MLS
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.

1179 Carey Road, Oakville