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$2,529,990
4 Beds ⋅ 5 Baths ⋅ W13158044 MLS
Brand new home under construction by Menkes. Prestigious "Bronte West" neighborhood in South Oakville. Exceptional opportunity to purchase directly through the builder's Sales Office. Projected closing date January 2027. Purchaser has opportunity to customize home. All offers on builder standard forms. Minimum 24 hour notice for showings. Listing agent must be on site for all showings. Showing must be confirmed with listing agent. No confirmation needed for Saturday and Sunday from 12pm-5pm.

166 Charles Bray Crescent, Oakville
$2,500,000
3 Beds ⋅ 2 Baths ⋅ W13154690 MLS
Prime Morrison location on a quiet, tree lined street just off Chartwell Road. Easy walk to St Mildred's and Linbrook Schools. Large .31 acre lot with rare 135' lot frontage to allow for maximum design flexibility. Spacious 3 Bedroom bungalow with double garage requires significant updating. Ideal location close to Downtown Oakville, parks, waterfront trails, top rated Public and Private Schools, Whole Foods Market, Longo's, Starbucks and GO Train.

1118 Melvin Avenue, Oakville
$2,999,900
4 Beds ⋅ 5 Baths ⋅ W13133516 MLS
Beautifully updated executive residence showcasing exceptional pride of ownership, thoughtful design, & a functional Upgrades ideal for family living and entertaining. Renovated kitchen, powder room, laundry room & garage entrance (2022), professionally painted throughout, new LED lighting on main & lower levels, new TOTO washlet toilets & Thermador appliances. Elegant main floor features maple hardwood flooring, crown moulding, pot lights, California shutters, custom built-ins, travertine foyer with medallion detail, bay window & pocket doors. Updated kitchen & breakfast area with quartz counters, oversized island, built-in microwave, 6-burner gas Stove with grill, b/i Thermador wall coffee station, charging station drawer. Custom Pantry with Beverage fridge, B/I Wine Rack and Storage Galore. Family feature cast stone fireplace and 21" ceiling, decorative columns, oversized windows & Swarovski chandelier in Dining Rm. Spacious primary suite with sitting area & Cast Stone fireplace, walk-in closet w/ organizer, and spa-inspired ensuite with rain shower, soaker tub, granite counters & California shutters. Additional bedrooms feature hardwood flooring, double closets, upgraded finishes, and Jack & Jill bath with granite counters & wood-looking tile flooring. Fully finished walkout basement with above-grade windows, recreation area, wet bar with double sink, gas fireplace with Wood mantle, built-in shelving, additional storage, cold cellar with automatic lighting, 3-piece bath. Mature landscaped backyard with private setting, outdoor bar seating, BBQ area, backyard WiFi router & shed added in 2022. Pool upgrades include new heater & Pentair Prowler (2022), liner (2023), filters & Intellichlor IC40 cell (2024). Additional updates include furnace & humidifier (2023), duct cleaning, serviced tankless hot water system, garage door hardware replaced, plus power washing, joint replacement & professional tree pruning completed in 2024.

203 Burloak Drive, Oakville
$3,299,000
3 Beds ⋅ 4 Baths ⋅ W13131034 MLS
This bespoke architecturally designed single-storey residence, created in the Contemporary Shed Style, combines refined architecture with exceptional functionality and craftsmanship. Designed for sophisticated entertaining and comfortable family living, the home features dramatic interior rooms, clean lines, and seamless indoor-outdoor connections. Principal living spaces and bedrooms are positioned to maximize privacy and natural light through expansive floor-to-ceiling windows overlooking landscaped gardens. A generous foyer introduces over 3,100 sq. ft. of refined single-level living. At the heart of the home, a striking four-sided wood-burning fireplace connects the formal living and dining areas. The gourmet kitchen is equipped with premium appliances, sky-lighting, custom cabinetry, walk-in pantry storage, and built-in serving functions, while oversized glass doors open directly to the gardens and outdoor entertaining spaces. The adjoining family room is filled with natural light from extensive glazing and skylights, complemented by wide plank white oak flooring, custom millwork, and cathedral tongue-and-groove willow ceilings. The private primary suite includes a spa-inspired ensuite, walk-in closet, and direct garden access. Two additional bedrooms feature oversized windows and double closets. The lower level offers excellent versatility with a recreation room, oversized laundry and craft area, workshop, cedar storage room, and wine storage. Completing the property are a cedar shake roof, cobblestone driveway, double carport, and oversized double garage with parking capacity for up to seven vehicles, delivering a rare blend of luxury, comfort, and practicality.

1168 Carey Road, Oakville
$2,949,000
5 Beds ⋅ 6 Baths ⋅ W13126692 MLS
An exceptional custom residence set on a commanding 150 x 75 ft lot in one of Southwest Oakville's most established and coveted neighbourhoods.Boasting over 6,300 square feet of total living space, this home offers 5 bedrooms and 6 bathrooms across three beautifully finished levels. This home showcases a rare and highly desirable layout with two primary suites - one on the main floor and a second grand retreat upstairs. Designed for elevated living and effortless entertaining, the home features refined principal rooms including formal living and dining areas, a private office, two powder rooms, and a full laundry suite. At its heart, the chef's kitchen impresses with rich cabinetry, granite countertops, marble flooring, a large centre island with seating, built-in stainless steel double wall ovens, gas cooktop, beverage fridge, and seamless flow into the family room with gas fireplace and custom built-ins. The main-floor primary suite offers privacy, an ensuite bath, and walk-in closet - ideal for multigenerational living or main-level convenience. Upstairs, the second primary retreat feels like a private sanctuary with its own fireplace, spa-inspired ensuite, and generous dressing space. Two additional bedrooms share a spacious 5-piece Jack & Jill bath, creating a functional family wing. The fully finished lower level enhances the lifestyle appeal with a large recreation lounge, wet bar, gym area, fifth bedroom, and full bath - perfect for guests or extended family. Outdoors, a private backyard oasis framed by mature landscaping features an inground pool, pergola-covered lounge, multiple hardscape entertaining areas, and a detached shed. A double garage with upgraded tiled flooring and private driveway complete this distinguished offering. Five bedrooms. Two primary suites. Three finished levels. A rare estate-sized lot in Southwest Oakville. 390 Seaton Drive - a home of scale, versatility, and enduring elegance.

390 Seaton Drive, Oakville
$3,800,000
5 Beds ⋅ 6 Baths ⋅ W13125176 MLS
Be the first to live in this custom built upgraded 5-bedroom, 6-washroom home in the sought-after Glen Abbey Encore community. Situated on a ravine-backed corner lot overlooking the Fourteen Mile Creek, this home offers over 4,440 sq ft above grade plus over 2,160 sq ft of unfinished basement space with walk-up access to a fully fenced backyard. Enjoy access to one of the area's largest parks featuring tennis & pickleball courts, basketball, soccer field, splash pad, playground, and trails. Featuring 11 ft ceilings on the main floor and 9 ft ceilings on the second floor and basement, upgraded 90" solid-core interior doors, hardwood flooring, coffered ceilings with crown moulding, pot lights, oversized windows, skylight above the staircase, open-riser staircase with stainless steel square spindles, elevated deck, dual furnaces & A/C systems, central vacuum including garage connection, smart lighting, exterior cameras, motorized blinds, and smart garage door openers with integrated cameras. All five bedrooms feature direct bathroom access, including three ensuites and a Jack & Jill bath. The primary suite offers ravine views, dual walk-in closets, and a spa-inspired ensuite with heated floors. The home also features two exterior entrances with covered porches, plus a main-floor office/den connected to a full bathroom. The custom Downsview Kitchen (one of Canada's premier luxury kitchen brands) features premium appliances including Sub-Zero column fridge/freezer and undercounter refrigerator, Wolf built-in oven, microwave & gas range, Miele built-in coffee system, and two Bosch dishwashers. Finished with quartz slab backsplash, double waterfall quartz island, large-format porcelain slab flooring, designer apron-front workstation sink, custom pull-out organizers, deep soft-close cabinetry, under-sink retractable central vacuum hose system, and a fully equipped servery with additional sink and second dishwasher connected to the breakfast area overlooking the ravine.

1283 Meadowside Path, Oakville
$3,400,000
6 Beds ⋅ 5 Baths ⋅ W13112236 MLS
Beautifully custom-built home showcasing luxury finishes throughout in one of the area's most prestigious and highly sought-after neighbourhoods. Boasting stunning curb appeal with a timeless stone exterior and an oversized driveway accommodating up to 6 vehicles, this exceptional residence blends elegance, comfort, and functionality. Designed with impeccable attention to detail, the home features elegant herringbone white oak flooring, soaring floor-to-ceiling windows in the family room, and a skylight that fills the main floor with an abundance of natural light. The chef-inspired kitchen offers quartz countertops, premium finishes, and ample space for both entertaining and everyday living. Beautiful custom drapery throughout the home adds warmth and sophistication to every space. The fully finished entertainer's basement is a true showstopper featuring a massive custom bar, rough-in completed for heated flooring, and a convenient separate entrance from the backyard offering endless possibilities for hosting, extended family, or future potential. The garage is thoughtfully designed with an additional rear garage door providing easy backyard access, perfect for storage, lawn equipment, and added convenience. Located in a prestigious and highly desirable neighbourhood close to top-rated schools, parks, shopping, and major amenities. Too many upgrades and features to mention - this is a must-see home that truly stands apart. Book your private viewing today!

431 Seaton Drive, Oakville
$4,999,000
5 Beds ⋅ 6 Baths ⋅ W13109494 MLS
Introducing a truly exceptional property that redefines luxury living, elegance, and comfort! Nestled in the best location of South East Oakville, this magnificent house is a testament to sophisticated design and meticulous attention to detail. As you step into the grand foyer, you're immediately greeted by an open floor plan that seamlessly blends spaciousness and intimacy. The sprawling 7000+ square feet of living space showcases a harmonious blend of modern architecture and timeless craftsmanship, creating an atmosphere of refined opulence. The heart of this home is undoubtedly the state-of-the-art German kitchen. Equipped with the latest appliances, custom cabinetry, and high-end finishes, it's a culinary haven for the gourmet enthusiast. Whether you're entertaining guests or preparing a family meal, this kitchen is designed to elevate your culinary experience to new heights.

1286 Cambridge Drive, Oakville
$3,980,000
4 Beds ⋅ 4 Baths ⋅ W13109474 MLS
Set on a beautiful 100' x 136' lot in Prestigious Olde Oakville, this exceptional family home offers 4,752 sq ft of total living space of refined timeless design & impeccable craftsmanship all just a short stroll to Downtown Oakville, the lake, and some of Oakville's most sought-after schools. classic brick exterior, solid wood front door, and towering mature trees create a warm and elegant first impression. This home exudes an inviting aesthetic that feels made for family living and effortless entertaining.The kitchen features top-of-the-line appliances, two Miele dishwashers, dual walk-in pantries, water filtration system, three sinks including a coffee station/wet bar, and an oversized island that comfortably gathers family and friends for everything from casual breakfasts to holiday celebrations. The adjoining dining room is anchored by a charming wood-burning fireplace, while the spacious family room, also with a wood-burning fireplace, opens seamlessly to the private backyard, creating an ideal indoor-outdoor connection. Enjoy sunny south exposure, a sparkling saltwater swimming pool(liner/pump/heater 2024), Maibec deck with sleek glass railings, and a beautiful stone patio ideal for summer dining and lounging. Despite the impressive outdoor amenities, there remains abundant green space for children to play and the whole family to gather. The functional mudroom and sophisticated main floor den complete the thoughtfully designed main level. The second floor is equally impressive, highlighted by a luxurious primary retreat with its own gas fireplace, walk-in closet, custom built-in storage, and five-piece ensuite with heated flooring. Three additional generously sized bedrooms and a beautifully appointed full bathroom provide ample space for a growing family. Finished to the highest standards, this extraordinary residence offers the rare combination of timeless style, family-focused functionality, and an unbeatable Olde Oakville location. Welcome Home.

528 Michael Terrace, Oakville
$3,388,500
5 Beds ⋅ 7 Baths ⋅ W13107546 MLS
Situated On An Impressive 62' X 156' Lot In Prestigious West Oakville, This Exceptional Custom-Built Smart Home Offers Approx. 5,280 Sq Ft Of Luxurious Finished Living Space (3,400 Sq Ft Above Ground) With 5 Bedrooms, 5 Full Bathrooms And 2 Powder Rooms. Expertly Crafted With Premium Finishes And Impeccable Attention To Detail, This Residence Features 10' Main Floor Ceilings, 9' Upper & Lower Levels, Massive Velux Skylight, Oversized Windows, Crown Moulding, Wainscoting, Heated Floors, Built-In Speakers, Smart Home Automation And Multiple Gas Fireplaces. Designer Perola Kitchen With Custom Cabinetry, Glass Display Cabinets, Leathered Calcutta Granite Island, Caesarstone Counters, JennAir Built-In Appliances, 6-Burner Gas Cooktop With Pot Filler, Wine Fridge, Pantry And Designer Lighting. Stunning Great Room With Custom Built-Ins, Accent Lighting, Gas Fireplace And Expansive Rear Yard Views. Elegant Living & Dining Rooms With Imported Crystal Chandeliers, Hardwood Flooring And Custom Millwork. Main Floor Office Features Solid Wood French Doors, Built-In Shelving And CAT6 Wiring. Luxurious Primary Retreat With Vaulted Ceilings, Built-In Speakers, Large Picture Windows And Spa-Inspired Heated 5-Piece Ensuite Featuring Quartz Counters, Seamless Glass Shower, Soaker Tub, Makeup Vanity And Custom Walk-In Closet. All Additional Bedrooms Include Heated Ensuite Bathrooms And Custom Built-Ins. Professionally Finished Walk-Up Lower Level Includes Home Theatre, Games Room, Recreation Area, Wine Bar Rough-In, Heated Floors, Gas Fireplace, Additional Bedroom With Ensuite And Extensive LED Lighting. Exterior Features Include Natural Indiana Limestone Accents, Stucco Finish, Mahogany Doors, 6 Car Driveway, Pattern Concrete Walkways, Irrigation System, Security Cameras And Parking For 6 Vehicles. Integrated Smart Home Controls For Lighting, Security, Cameras, HVAC, Audio Complete This Truly One-Of-A-Kind Luxury Residence.

436 WILLIS Drive, Oakville
$3,599,999
5 Beds ⋅ 6 Baths ⋅ W13068536 MLS
Welcome to an exceptional custom-built luxury residence, where inspired architecture, (thoughtful design, and superior craftsmanship come together to create a home that is both elegant and functional. The grand foyer sets the tone, offering an impressive welcome into this truly distinguished home. Light, and architectural impact, the interior features a dramatic skylight that fills the home with natural light. The show-stopping 20 familyroom is highlighted by a stunning floor-to-ceiling porcelain fireplace, sophisticated yetinvitingatmosphere. The formal living room features 14' ceilings and expansive front-facing windows. The open-concept main level is enhanced by 10' ceilings, modern pot lighting, and |floor-to-ceiling windows, allowing sunlight to pour into every corner. Elegant wainscoting and custom wall panellin throughout the foyer, living room, family room, and staircase showcase the exceptional detail and craftsmanship found throughout the home. At the heart is a chef-inspired kitchen, designed for both everyday living. It features panel-ready Miele appliances, including ja refrigerator & appliances offering a seamless, built-in aesthetic. This well-planned kitchen providesanoutstanding layout, premium finishes, and a functional flow that opens directly to the backyard through sliding doors. Step outside to a covered rear patio, accessed from the kitchen, creating the perfect space for outdoor enjoyment. The fully fenced backyard ensures privacy, while the beautifully designed interlocked driveway and wrap-around hardscaping enhance curb appeal and durability, Car enthusiasts and active families will appreciate the extra-wide garage, designed to comfortably accommodate larger vehicles. A secondary rear garage door allows convenient access to the backyard-ideal for motorcycles or pets. The fully finished (basement continues the luxurious living experience, featuring large window wells for enhanced natural light, a stylish wet bar & full bath. You'll love it!

507 Wildwood Drive, Oakville
$3,888,000
4 Beds ⋅ 5 Baths ⋅ W13086416 MLS
Crafted by renowned architect Gren Weis and built by Hallmark Homes, this distinguished Morrison residence showcases timeless architecture and exceptional craftsmanship. Set on a beautifully landscaped 0.216 acre lot, the home offers approximately 5,500 sq.ft. of finished living space across three well-appointed levels. The main floor features quarter-sawn oak flooring, solid core doors, substantial millwork, 9" baseboards, and 9' ceilings, all enhanced by refined architectural detailing. A dramatic 13.5' coffered ceiling defines the family room, where a classic woodburning fireplace and rich cherry built-ins create an inviting setting. Expansive Kolbe windows flood the interior with natural light. The kitchen balances form and function, showcasing custom Andrew Moseley cabinetry, multi-toned granite countertops, tumbled marble backsplash, and premium appliances, including a Viking six-burner gas range. A generous 9' island with prep sink anchors the space, while the adjoining pantry and mudroom with built-ins and direct garage access enhance everyday living. Upstairs, the primary suite offers a private retreat with a walkout to sun deck, walk-in closet, and a luxurious limestone ensuite featuring heated flooring, Bain Ultra air tub, and oversized rain shower. Two additional bedrooms enjoy ensuite access, providing comfort and privacy for family or guests. The fully finished lower level features 9' ceilings and hydronic radiant heated floors, complete with a spacious recreation area, custom bar, fitness room with durable marmoleum flooring, and a guest bedroom. Exterior details include cedar shake siding, copper accents, UV-protected Kolbe windows, irrigation system, and a heated tandem garage. Located in one of Oakville's most established Morrison neighbourhoods, surrounded by matures trees and distinguished homes, this property presents a refined living experience in a coveted setting. (certain images have been digitally enhanced and virtually staged)

1049 Cedar Grove Boulevard, Oakville
$3,099,000
4 Beds ⋅ 3 Baths ⋅ W13082524 MLS
WONDERFUL FAMILY HOME IN A COVETED NEIGHBOURHOOD IN MORRISON WALKING DISTANCE TO GAIRLOCH GARDENS, THE LAKE AND SOME OF THE BEST SCHOOLS IN SOUTHEAST OAKVILLE. THIS LOVELY 2 STORY RED BRICK HOME WITH ALMOST 5000 SQ FEET OF LIVING SPACE OFFERS A CENTRE HALL PLAN WHICH IS FABULOUS FOR FAMILY LIVING AND ENTERTAINING. THE SEPARATE LIVING AND DINING ROOM ARE PERFECT FOR FORMAL ENTERTAINING. THE LIGHT FILLED OPEN CONCEPT KITCHEN HAS A TEN FOOT ISLAND WHICH IS A GREAT GATHERING SPOT FOR CASUAL GET TOGETHERS. THE FAMILY ROOM WITH A VAULTED CEILING AND FIREPLACE OFFERS A WALKOUT TO THE STUNNING LANDSCAPED GARDENS WITH A NEWLY RENOVATED IN-GROUND POOL. A MAIN FLOOR OFFICE WITH A WALL OF WINDOWS LOOKING OUT TO THE GARDENS MAKES WORKING AT HOME ENJOYABLE. THE BASEMENT IS VERY SPACIOUS WITH BOTH A REC ROOM, HOBBY ROOM/OFFICE AND SPECTACULAR WORKROOM. THIS MATURE PROPERTY WITH SOUTHERN EXPOSURE OFFERS PRIVACY WITH MATURE TREES AND PLENTY OF GREEN SPACE FOR THE KIDS TO PLAY. JUST MINUTES TO ALL THE MAIN HIGHWAYS AND THE GO FOR AN EASY COMMUTE.

1284 Cleaver Drive, Oakville
$3,116,125
2 Baths ⋅ W13081996 MLS
Industrail Space Available For Sale In Desirable Location Off North Service Road. Located At The West Side Of The Building, Plenty Of Free Unreserved Parking.Perfect For A Wide Range Of warehouse , storage , light industrial , Professional Uses Including Medical Office, Dental Clinic, Med Spa, Law Firm, Accounting Practice, Educational/Training Academy, And More.Flexible Purchase Options Available - Multiple Units Can Be Combined To Suit Your Needs, Ranging From 3,995 Sqft Up To 9,263 Sqft Strategically Located With Excellent Highway Access, This Is A Rare Opportunity To Establish Or Expand Your Business Presence In A High-Exposure, High-Traffic Location.Current drop ceiling height is 9 ft, with a clear ceiling height of 18 ft.

1075 North Service Road W Unit 5-9, Oakville
$2,698,000
5 Beds ⋅ 5 Baths ⋅ W13066506 MLS
This Architecturally Designed Home Comes Complete With 5 Bedrooms 3 Full Baths And 2 Half Baths A Custom Kitchen With Built In Appliances, Located In A Highly Sought After Tree Lined Quiet Street In South West Oakville This Quality Custom Built Home Offers Exceptional Decor High End Features And Over 5000 Sq Feet Of Finished Living Space. Great Room Open To Above, Fully Finished Basement, In-Ground 24X32 Salt Water Pool With Extensive Landscaping & Mature Gardens.

531 Jeanette Drive, Oakville
$4,750,000
6 Beds ⋅ 8 Baths ⋅ W13023762 MLS
Welcome to 417 Union Street, an exceptional modern home nestled in the heart of prestigious Old Oakville. Completed in 2023, this one-of-a-kind residence blends modern farmhouse inspiration with refined contemporary and traditional design elements, creating a home that is both striking and timeless. The modern farmhouse exterior showcases clean lines, black-framed windows, and a harmonious mix of materials, complemented by a covered porch, professionally landscaped front and back yards, and a stone six-car driveway. The backyard offers a private retreat with a deck, stone patio, and custom garden shed. Inside, the home is filled with natural light and defined by a modern, sleek interior. Wide-plank engineered hardwood flooring, custom ceilings with integrated LED lighting, and large-format matte tiles elevate the main living areas. The chef-inspired kitchen features quartz countertops and backsplash, an oversized centre island, built-in Bosch appliances, and a convenient adjoining servery. A tiered maple staircase with glass railings leads to the upper level, where skylights continue the home's bright and airy feel. The expansive primary suite spans over 700 square feet and offers two walk-in closets and a luxurious five-piece ensuite with double vanity, freestanding tub, and glass-enclosed rainfall shower. Three additional bedrooms each include their own custom three-piece ensuite with modern walk-in showers. The fully finished lower level adds outstanding versatility with a second kitchen, large recreation room, two additional bedrooms with ensuites, and a powder room. Additional highlights include an elevator servicing all three levels, 10-ft ceilings on the main and lower levels, pot lights, blackout blinds, built-in speakers, and a security system. Ideally located minutes from Lake Ontario, parks, trails, Oakville GO, the QEW, and top-ranked schools including Appleby College, this home delivers modern luxury, thoughtful design, and an exceptional lifestyle.

417 Union Street, Oakville
$4,500,000
5 Beds ⋅ 7 Baths ⋅ W13019360 MLS
Beautiful Custom Built Home In Fabulous Southeast Oakville Location. 4,140 Sq Ft. Very Private And Bright Corner Lot. Spacious Side Centre Hall Plan With Expansive Kitchen, Family Room And Walk-Out To 335 Sq Ft Of Covered Deck. Gas Line On The Deck And Walk Out To Backyard Oasis. Still Room To Add A Pool. Main Floor Has Separate Formal Living Room, Dining Room And Home Office. 24 X 21 Double Garage Will Hold Two Cars Easily. ALL 4 Bedrooms On The Second Floor Have Ensuites. Second Floor Also Has Laundry Room With Side By Side Machines. Lower Level Has 2 Potential Extra Bedrooms, Screening Room, Wet Bar, Wine Cellar, Gym. Winding Streets And Mature Trees Characterize This Prime Eastwood Neighbourhood. Established, Family Community With Excellent Schools. Walk To Maple Grove Public, St. Vincent, Oakville Trafalgar High School & Ej James. QEW And Lakeshore Blvd Equidistant. Trails To The Lake Are Close By.

302 Pinehurst Drive W, Oakville
$3,850,000
4 Beds ⋅ 4 Baths ⋅ W13018186 MLS
It is rare to find a home that respects its history while boldly defining its future. Set within Oakville's prestigious West Harbour neighbourhood, 55 Chisholm Street is a study in modern heritage, where a century-old stone foundation anchors a home defined by thoughtful design and sustainable innovation. Superior craftsmanship and comfortable, functional spaces create a residence that is both considered and effortlessly livable. Every detail reflects a singular vision. The architecture bridges past and present with quiet confidence, pairing natural plaster walls and custom ironwork with a sculptural three-dimensional stairwell and a professional Valcucine kitchen outfitted with integrated Miele appliances. A striking soapstone fireplace grounds the main living area, while open-concept spaces extend toward landscaped gardens, creating a seamless connection between indoors and out. Its intelligence is expressed through restraint. Geothermal heating, energy-recovery ventilation, and rainwater harvesting are fully integrated, supporting a high level of performance without compromising design integrity. Upstairs, three well-appointed bedrooms and two bathrooms offer calm and privacy. The primary suite opens to a private terrace, while a treetop lookout captures elevated views across the neighbourhood canopy. The lower level includes a modern gym, cedar-lined wine cellar, and guest suite. Outside, the grounds continue the experience with a cedar sauna, outdoor shower, fire pit, and full outdoor kitchen. Steps from the lake and Downtown Oakville, this is a legacy property reimagined for the next century, offering a rare balance of architectural integrity, modern performance, and quiet, enduring livability.

55 Chisholm Street, Oakville
$3,998,900
4 Beds ⋅ 4 Baths ⋅ W12992608 MLS
Incredible offering in the Harbour district of Old Oakville one block from the lake and harbour and a short stroll to beautiful downtown Oakville. Over 3500SF of luxury living space. Beautiful custom build with open concept floor plan featuring soaring 10' ceilings and filled with light via wall-to wall windows and dramatic skylights. 3-floor elevator. Exceptionally high-end quality construction and attention to detail. Living Room with fireplace open to Kitchen with built-in SubZero & Wolf appliances, quartz counters, Butler's pantry with full height SubZero freezer and exceptional storage. Walk-out to a beautiful fully covered porch 27' x 11' with low maintenance composite decking. Beautiful Primary suite with south-facing lake view from Juliette Balcony, luxury Ensuite with heated floors, dual sinks, soaker tub and glass shower; Walk-in closet with built-in cabinetry. 2 further bedrooms with Juliette balconies with lake views. Main bath with heated floors and glass shower. Second floor Laundry. The ultimate lower level features high ceilings, radiant heated floors throughout, patio door walk-out to covered patio and access to the garden, large open concept Recreation Rm, full second Kitchen with high-end appliances, 4th Bedroom & guest bathroom; Cedar lined sauna with easy access to get outside to the hot tub. Triple Glazed windows throughout. Wired Security System. Irrigation System. The fenced garden features lush landscaping, large patio and gazebo for hot tub. Inside entry from oversized, 2-car garage with 12 ceilings can accommodate a car-lift.

36 Anderson Street, Oakville
$3,950,000
4 Beds ⋅ 4 Baths ⋅ W12991350 MLS
Private, elevated, and unlike anything else in Old Oakville - A true four-season outdoor retreat, your private playground for the outdoor enthusiast-where each day invites skating, paddling, kayaking, hiking, fishing, boating and cross-country skiing, alongside wildlife watching and refined al fresco dining, embracing nature in all its seasons. This lofted waterfront residence commands breathtaking views and unmatched privacy along the tranquil 16 Mile Creek. A testament to craftsmanship and design, this waterfront retreat boasts exclusive riparian rights and a private dock, inviting you to embrace the beauty of Oakville's scenic waterways year-round. .A meticulous 2016 renovation elevated this residence with rich hand-scraped oak floors, solid wood doors, custom millwork, and elegant tray ceilings. The sprawling 1,700 sq. ft. premium Wolf PVC deck includes a hot tub oasis, integrated fire table, and motorized awnings, leading to a dock with a kayak launch, swim ladder, and floating dock. Glass-encased staircases on helical piers deliver striking architectural presence and unbroken sight lines to the creek. Inside, sophistication defines every detail. Floor-to-ceiling windows in the living room frame stunning ravine views and dramatic sunsets, while a gas fireplace with a live-edge mantel adds warmth. The chef's kitchen impresses with a leathered Taj Mahal quartzite island, Wolf and Miele appliances, and an integrated Sub-Zero fridge. Heated floors run throughout, including in the spa-like primary ensuite with marble floors, a rain shower, and double vanity. The lower level offers a linear fireplace, built-in bar, and walkout to the deck. A concrete-lined storage room playfully known as the Bomb Shelter provides additional functionality. Blending natural beauty, refined design, and year-round outdoor living, this one-of-a-kind property is just steps to downtown Oakville and the GO Train offering luxury, serenity, and convenience in equal measure.

382 Trafalgar Road, Oakville
$3,000,000
5 Beds ⋅ 5 Baths ⋅ W12990848 MLS
Step into the pinnacle of modern elegance with this stunning custom-built executive home, nestled in the highly sought-after heart of Southeast Oakville. Offering a seamless blend of sophisticated design, premium finishes, and an abundance of natural light. From the moment you enter, you'll be captivated by the open and intelligently configured interior layout, soaring 10' floating ceilings with cove lighting, and floor-to-ceiling windows that fill the space with sunlight. Every detail has been meticulously crafted, from the European white oak engineered hardwood floors to the 8' solid core doors, flush trim, and hidden anchored glass railings that exude contemporary sophistication. The heart of the home is the designer kitchen, featuring an oversized island, 10' cabinetry, and top-of-the-line appliances, perfect for entertaining or enjoying quiet family moments. The main floor flows effortlessly into a spacious living area, complete with a gas fireplace, built-in surround sound, and motorized blinds for ultimate convenience. Upstairs, natural light continues to shine through skylights and oversized windows, illuminating four generously sized bedrooms, each with its own ensuite bathroom and custom-built walk-in closets. The bespoke laundry room, with floor-to-ceiling cabinetry, adds a touch of practicality and style. The finished basement offers additional living space, ideal for a home theatre, gym, or playroom, while the mono-stringer staircase and glass railings create a striking visual statement from top to bottom. This home is more than just a residence; it's a lifestyle. With its unparalleled craftsmanship, high-end finishes, and prime location in one of Oakville's most desirable neighbourhoods, this property is truly Luxury at Its Finest. Don't miss the opportunity to experience the intricate quality and modern elegance of this exceptional home.

1337 Waverly Avenue, Oakville
$2,698,000
5 Beds ⋅ 5 Baths ⋅ W12980110 MLS
Discover a lifestyle of refined comfort in the highly coveted Royal Oakville Club. This exquisite Fernbrook-built residence in South Oakville seamlessly blends grand architectural scale with the warmth of a true family home. Over 5000 finished square feet -every inch of this 4+1 bedroom home has been curated with an eye for detail.The heart of the home is a chef's dream: a gourmet upgraded Downsview kitchen featuring a sprawling centre island for five and a professional-grade Wolf and Sub-Zero appliance suite. Whether you are hosting formal gatherings under the coffered ceilings of the dining room or enjoying a quiet evening by the fire in the family room, the 10-foot ceilings and bespoke millwork create an atmosphere of airy sophistication.Retreat upstairs to find two magnificent primary suites, each serving as a private sanctuary with spa-inspired ensuites and custom wardrobe styling. Recently upgraded and landscaped rear yard with Unilock stone landscaping and a meticulous and thoughtfully designed garden. From the white-to-pink transition of the hydrangeas to the year-round privacy of the Norwegian Spruce, the backyard is an enchanting private oasis. Situated moments from Appleby College and the charming boutiques of downtown Oakville, this is more than a home-it is your retreat by the lake in a spectacularly convenient location.

343 Tudor Avenue, Oakville
$3,980,000
W12924914 MLS
ATTN: INVESTORS / DEVELOPERS... Extremely Rare Building Lot in Downtown Oakville That Is Site-Plan & Building permit ready!!! For 3 X 2600 Sq. Ft. Private Elevators To Each Suite, Private Expansive Terraces Of Approximately 450 Sq. Ft. For Outdoor Enjoyment. Owner And Guest Parking Available.

110 Chisholm Street, Oakville
$3,150,000
4 Beds ⋅ 3 Baths ⋅ W12922924 MLS
Spectacular opportunity in Southeast Oakville's prestigious Morrison Road district. Premium0.346-acre lot (102 x 148 ft) with desirable south exposure-ideal to move in, renovate,or build a custom home among multi-million dollar estates.Well-maintained 2-storey home offering approx. 2,549 sq ft with 4 bedrooms, 3 bathrooms, and adouble car garage. Updated throughout and suitable for immediate occupancy with futurepotential.Renovated kitchen features quartz countertops, subway tile backsplash, updated fixtures (2024),LG fridge (2024), and Samsung induction stove (2022), Heated Floors (Hot Water) in main floor family room and finished basement. Bright family room addition includes, skylight, and premium windows and doors. Muskoka room provides a peacefulspace overlooking the mature lot.Hardwood flooring and Napoleon fireplace (2024) in principal rooms. Finished basementincludes fireplace, pot lights, and large above-grade windows.Major updates: roof (2010-11), windows (2010-11), electrical panel (2010-11), furnace (2022),boiler (2022). Exterior features include Muskoka room, additional west facing side deck, Hardie board siding, composite deck (2022), irrigation system,landscaping, and exterior pot lights.Steps to Gairloch Gardens and Lake Ontario. Close to top-ranked schools and minutes toDowntown Oakville, highways, and GO.RL1-0 zoning permits approx. 30% lot coverage (~4,520 sq ft) and 29% residential floor area(~4,370 sq ft).

1268 Hillhurst Road, Oakville
$3,790,000
4 Beds ⋅ 4 Baths ⋅ W12899458 MLS
Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. Impressive detached w/47-foot frontage, 2836 sqft of finished space w/an additional 1,000+ sqft(approx) in the lower level left untouched. Curated:4 beds + 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry, expansive breakfast+great room. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

338 MACDONALD Road, Oakville
$3,195,000
3 Beds ⋅ 5 Baths ⋅ W12899190 MLS
Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct models, each magnificently crafted, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and contemporary gathering spaces. A true exhibit of flawless design and impeccable taste. The Arlington; 3,677 sqft of finished space, 3 beds, 3 full baths + 2 half baths, this model includes 622 FIN sqft in the LL. A few optional layouts ground + upper. Garage w/interior access to mudroom, ground floor laundry, walk-in closet, full bath + family room w/French door to rear yard. A private elevator services all levels. Quality finishes are evident; with 10 ceilings on the main, 9 on the ground & upper levels. Large glazing throughout, glass sliders to both rear terraces & front terrace. Quality millwork & flooring choices. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Chefs kitchen w/top appliances, dedicated breakfast, overlooking great room. Primary retreat impresses with large dressing, private terrace & spa bath. No detail or comfort will be overlooked, with high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Expansive outdoor spaces; three terraces & a full rear yard. Perfectly positioned within a canopy of century old trees, a stones throw to the state-of-the-art Oakville Trafalgar Community Centre and a short walk to Oakvilles downtown core, harbour and lakeside parks. This is a landmark exclusive development in one of Canadas most exclusive communities. Only a handful of townhomes left. Full Tarion warranty. Occupation estimated summer 2026.

321 Helen Lawson Lane, Oakville
$4,290,000
4 Beds ⋅ 4 Baths ⋅ W12899014 MLS
Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. The Douglas Collection is an extension of the inaugural development with an exclusive collection of seven homes located on Douglas Avenue. Distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. "The Chatsworth"; detached home with 48-foot frontage, between 3,188-3,204sf finished space w/an additional 1,000+sf (approx)in the lower level & 4beds & 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry+ generous breakfast, expansive great room overlooking LL walk-up. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

Lot 101 Douglas Avenue, Oakville
$2,900,000
W12888082 MLS
Free Standing Commercial Building For Sale in historic and vibrant Bronte Village, within walking distance of Bronte Harbour. Ground level drive-up retail, with four parking spaces in front and 10 additional spaces in rear. Wide range of permitted uses. Zoning is H1-MU1 with 55' frontage on Lakeshore Rd W. Lot depth is 197'. Second floor contains 4 residential apartment units with parking for each in rear.

2307 - 2309 Lakeshore Road W, Oakville
$3,399,999
4 Beds ⋅ 5 Baths ⋅ W12878342 MLS
Warm, serene, and inviting, this English farmhouse-inspired residence sits on an expansive 0.42-acre corner lot, offering a rare blend of character, privacy, and natural beauty. The impressive frontage and side yard create a true estate-like presence, with generous outdoor space on all sides of the home. Inside, a double-height foyer, gleaming hardwood floors, and an airy sense of volume set the tone for the rest of the residence. To one side, an intimate living room provides a refined setting for quiet conversation or reading, while on the other, a substantial main-floor study with rich architectural details is ideal as a home office, library, or music room. Beyond these formal spaces, the home opens into a relaxed, open-concept layout designed for modern living and effortless entertaining. A sunken family room anchors the informal wing and flows into a welcoming dining room highlighted by a wood-burning fireplace that adds warmth and ambiance to gatherings with family and friends. At the heart of the home, the kitchen is bathed in natural light from overhead skylights. Stainless steel appliances, sleek countertops, generous cabinetry, and warm accents create a space that is both highly functional and inviting. Thoughtfully designed with cozy elegance, the home offers four bedrooms, three full bathrooms, and two half bathrooms. Large windows frame views of manicured corner-lot gardens and offer peek-a-boo glimpses of the lake, giving the property a tranquil, retreat-like feel. Outside, beautifully landscaped grounds wrap the home with multiple outdoor zones, including a hot tub, Scandinavian-style sauna, and enclosed swimming pool, creating a resort-like experience in your own backyard. This exceptional property offers convenient access to major highways, lakeside walking trails, and a highly regarded school catchment area, delivering an elevated lifestyle in one of Oakville's most sought-after neighbourhoods.

24 Birkbank Drive, Oakville
$4,595,000
6 Beds ⋅ 6 Baths ⋅ W12867114 MLS
Beautifully built and impeccably finished, this custom residence offers more than 6,700 square feet of living space in one of Oakville's most sought-after neighbourhoods. Stone construction, a solid wood entry door, heated garage floors, and timeless architectural detailing set the tone for the quality found throughout the home. Inside, the foyer features heated marble tile, plaster crown mouldings, poplar baseboards, and sightlines that lead into bright, open spaces. A dramatic dining room anchors the main level with a soaring skylight, custom wall panelling, integrated speakers, and carefully curated lighting. The chef's kitchen is designed with extensive custom cabinetry, quartz countertops, a large island, and easy flow to the family room. The servery and mudroom connect seamlessly; each finished with thoughtful storage and heated floors. Upstairs, all four bedrooms are generously scaled and feature private ensuite baths. The primary suite includes a fireplace, custom walk-in closet, and a beautifully coordinated ensuite with heated floors, a freestanding tub, glass shower, and frosted-glass water closet. A full-size laundry room with cabinetry and folding space completes this level. The lower level offers exceptional versatility with radiant in-floor heating, two additional bedrooms, a three-piece bath with sauna, a recreation room with fireplace, a wet bar/kitchen setup, and a dedicated theatre room beneath the back porch. Wide walk-up access brings in natural light and creates an ideal in-law or extended-family space. Outdoors, the large stone terrace features a gas fireplace and outdoor kitchen with built-in BBQ, extending the home's entertaining potential. Motorized blinds, CAT-6 wiring, solid core doors, and an oak staircase with glass panels highlight the home's elevated craftsmanship. With top-ranked schools, shopping, GO access, and major highways nearby, this is a quality home in a prime location.

481 Chartwell Road, Oakville