Oakville Real Estate Search

Oakville Properties between $2,500,000 and $5,000,000 for Sale

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Newest Oakville Properties between $2,500,000 and $5,000,000 for Sale

$3,799,000
5 Beds 5 Baths W13790688 MLS
Tucked into the bend of a quiet crescent, south of the QEW, this extraordinary home unfolds across an oversized lot with more than 5,800 sq. ft. of living space. From the moment you arrive, it feels warm, elegant and effortlessly inviting, a home designed as much for everyday moments as it is for unforgettable gatherings.The main floor begins with a gracious living room and expansive dining room, flowing into a butler's pantry and chef's kitchen outfitted with high-end appliances and generous workspace. A private, enclosed office offers a quiet place to work, while the eat-in kitchen and family room open naturally to the backyard. And then, the real magic begins outside. A covered lanai creates an extension of the living space, with ample seating, fireplace and TV hookup, all overlooking a sparkling saltwater pool and beautifully landscaped gardens, the perfect backdrop for entertaining family and friends. A custom mudroom adds exceptional storage and connects directly to the oversized garage, with room for two vehicles plus tandem parking for a small car or motorcycle. Upstairs, a dramatic skylight bathes the hallway in natural light and leads to four generous bedrooms. The primary suite is a private retreat, complete with gas fireplace, custom walk-in closet and spa-like ensuite featuring heated floors, dual vanities, freestanding tub, glass shower and private water closet. Two bedrooms share a Jack-and-Jill bath, while the fourth enjoys its own ensuite. A spacious laundry room completes the level. Downstairs, the fully finished lower level adds even more room to live and play, with 9-foot ceilings, a large recreation room, glass-walled gym, fifth bedroom and abundant storage. Come for the space and setting. Stay for the feeling. This is more than a beautiful home, it's a place to live beautifully.

412 Saville Crescent, Oakville

$4,595,000
6 Beds 6 Baths W13789884 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

$2,590,000
5 Beds 4 Baths W13783910 MLS
Fabulous fully renovated 4+1 bedrooms family home, ideally situated on an impressive, large and private lot in prestigious Morrison, South East Oakville. Offering approximately 4,100 sq. ft. of finished living space, this beautifully updated residence combines generous family living, modern comfort and a spectacular resort-style backyard-all just steps from some of Oakville's most highly regarded schools, including Oakville Trafalgar High School, Maple Grove Public School and E.J. James Public School.The bright, open-concept main floor is designed for both everyday family living and entertaining, featuring hardwood flooring throughout and excellent natural light. A generous living room flows seamlessly into the spacious kitchen, highlighted by an oversized centre island with granite countertops, stainless-steel appliances and abundant workspace. The inviting family room features a gas fireplace and walkout to the expansive rear deck, creating an effortless connection between indoor and outdoor living. A dedicated main-floor office provides the perfect setting for working from home. Upstairs, the home offers spacious and comfortable bedrooms for the entire family. The professionally finished lower level significantly expands the living space with a large recreation room, second gas fireplace and additional guest bedroom-ideal for extended family, teenagers, visitors, a home gym or flexible work space. Step outside and discover a truly exceptional private backyard retreat. A large deck overlooks the oversized in-ground saltwater pool, while the generous lot and mature surroundings create a peaceful setting reminiscent of a Muskoka getaway-bringing resort-style living home to the heart of Oakville. Thoughtful upgrades further enhance comfort and efficiency, including energy-efficient upgraded windows with energy certification, smart lock system, Nest remote temperature control and detectors, water purification and softening systems, and an air purification system.

1485 Devon Road, Oakville

$3,449,530
4 Beds 5 Baths W13782460 MLS
Welcome to 606 Stephens Crescent, an exceptional custom-designed luxury residence in desirable Bronte East, Oakville. Set on an impressive approximately 80 x 115 ft lot, this 2023-builthome offers approximately 5,500 sq. ft. of combined space, including approximately 4,000 sq.ft. above grade and an additional approximately 1,500 sq. ft. lower level. From the moment you enter the dramatic grand foyer, the home makes a striking impression with soaring 20-ft ceilings in the foyer, living room and family room. Designed for both elegant entertaining and comfortable family living, the main level features generously proportioned principal rooms, abundant natural light and exceptional architectural scale.The upper level offers four spacious bedrooms, generous closets, ensuite accommodations and acentral hallway overlooking the open-to-below areas. The lower level provides outstanding flexibility for a recreation room, home theatre, gym, office, storage or future customization. Additional features include four full bathrooms, one powder room, tandem garage parking and approximately seven total parking spaces. Appliances and heating/cooling systems are approximately three years old. Enjoy a prime location close to Pine Grove Public School, W.H. Morden Public School, T.A.Blakelock High School, parks, trails, Bronte Village, Bronte Harbour and Lake Ontario waterfront amenities, with convenient access to Oakville Transit, Bronte GO, the QEW and major GTA routes. A rare opportunity to own a distinctive luxury home offering remarkable space, architectural presence and an enviable Oakville lifestyle.

606 Stephens Crescent, Oakville

$3,148,000
5 Beds 5 Baths W13781538 MLS
Welcome to a truly extraordinary custom residence where architectural sophistication, exceptional craftsmanship, and luxurious everyday living come together in remarkable harmony. Created for those who recognize the difference between a beautiful house and an exceptional home, this residence is a rare offering in today's market.From the moment you enter, the attention to detail is unmistakable. Clean architectural lines, expansive windows, refined designer millwork, and an abundance of natural light create a sophisticated yet inviting atmosphere. Flush baseboards, integrated wall mouldings, custom built-ins, solid-core doors, and carefully selected finishes showcase a level of craftsmanship rarely found in contemporary construction.Spread across multiple beautifully finished levels, this remarkable home offers 5 spacious bedrooms and 5 spa-inspired bathrooms, along with an impressive collection of spaces designed for both elevated entertaining and unforgettable family living.Work from home in the private executive office, escape to the professionally designed home theatre, or discover the home's truly magical Harry Potter-inspired retreat-a one-of-a-kind space sure to captivate both children and adults alike. The expansive lower-level family room provides yet another destination to gather, relax, watch a movie, or entertain friends.At the heart of the home is a spectacular chef's kitchen, designed to be as beautiful as it is functional. Premium Wolf, Bosch, and JennAir appliances, extensive cabinetry, generous workspace, and a large walk-in pantry make this a kitchen worthy of both intimate family dinners and impressive celebrations. Radiant heated floors in the primary ensuite and lower level, spray-foam insulation, energy-efficient construction and intelligent lighting have all been incorporated to create a home designed for modern living. This is a residence created for people who appreciate exceptional design and the luxury of having every detail considered.

1403 Wren Avenue, Oakville

$2,928,888
5 Beds 5 Baths W13780972 MLS
Set on a 65.22 by 115.86 ft. lot in Oakville, 504 Sandmere Place is a contemporary residence offering 3,505 sq. ft. above grade, with 4+1 bedrooms, five bathrooms, and a finished lower level. Generous proportions, high ceilings, expansive windows, and considered architectural details create a composed interior, with stone flooring across the main level and hardwood throughout the upper floor.The main level pairs open living spaces with a separate office. At its centre, the kitchen features a large island, quartz counters, stainless steel appliances, a built-in pantry, and dedicated coffee station, opening naturally to the breakfast area and family room. Here, a natural gas fireplace, built-in shelving, and garden walkout are complemented by the dramatic two-storey ceiling. Custom doors, panelled walls, and a floating glass and stainless steel staircase bring further definition to the interior.Upstairs, the primary bedroom includes a walk-in closet and five-piece ensuite. Three additional bedrooms have ensuite or semi-ensuite access, with heated floors in all three upper-level bathrooms and laundry on the same floor.The finished lower level offers an open recreation area, above-grade windows, a three-piece bathroom, and separate walk-up entrance with smart lock. A tankless water heater, Ring exterior cameras, select smart light switches, central vac, and front and rear in-ground sprinklers add practical functionality.Outside, the fenced garden is framed by mature trees and perennials. A two-car drive-through garage with three doors, openers, and smart functionality is paired with driveway parking for six. Positioned near parks, schools, public transit, and the lake.

504 Sandmere Place, Oakville

$2,979,000
5 Beds 5 Baths W13779562 MLS
Set on approx. 0.29 acres and backing directly onto Bronte Creek Provincial Park, this fully renovated family home offers exceptional privacy and over 5,500 sq. ft. of upgraded living space in Oakville's sought-after Bronte Creek community. Tucked away on a quiet crescent on one of the neighbourhood's largest lots, the property features professional landscaping, stamped concrete walkway, porch and French curbs, plus a 3-door, 2.5-car garage with epoxy floors, Garaga cabinetry/storage systems and EV charger. The backyard oasis features a covered patio, pool, cabana with bar and change room, and plenty of green space. Inside, the open-concept design showcases hardwood flooring, crown moulding, wainscoting, pot lights and designer lighting throughout. The main level offers formal living and dining rooms with coffered ceilings, private office, hall skylight and family room with custom built-ins and gas fireplace. The chef-inspired kitchen features quartz counters and backsplash, large island, Wolf stove, Sub-Zero fridge and breakfast area with walk-out. Main-floor laundry includes custom built-ins and sink. Upstairs are 4 spacious bedrooms, including a primary retreat with custom TV built-ins, W/I closet with organizers and spa-inspired ensuite. Bedrooms 2 & 3 share semi-ensuite access, while bedroom 4 has a W/I closet and private ensuite. The finished lower level features 9' ceilings, rec/living area with custom built-ins, wet bar, gym, 5th bedroom and full bath. Updates: renovation (2020), roof (2023), front windows (2025), pool pump (2023) & liner (2025). Walk to top-rated schools, parks & amenities; minutes to highways & transit.

3348 Skipton Lane, Oakville

$2,999,000
5 Beds 7 Baths W13779300 MLS
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.

321 Morden Road, Oakville

$3,999,990
6 Beds 6 Baths W13776572 MLS
Welcome to 2115 Rebecca Street, a masterfully crafted custom luxury estate nestled in one of South Oakville's most coveted and prestigious neighborhoods. This extraordinary natural stone residence is a showcase of timeless architecture, impeccable craftsmanship, and uncompromising attention to detail. From its striking curb appeal to its thoughtfully curated interiors, every element has been designed to deliver an elevated living experience. Offering 4+2 bedrooms, 6 spa-inspired bathrooms, a private executive office, and five fireplaces, this exceptional home seamlessly blends sophistication with modern family living. At the heart of the residence lies a breathtaking chef's kitchen, exquisitely appointed with Quartz Calcutta countertops, custom millwork, premium Wolf and Sub-Zero appliances, an oversized island, and a walk-in pantry worthy of a luxury magazine feature. Sun-drenched principal rooms, soaring ceilings, extensive custom finishes, and integrated surround sound throughout create an atmosphere of effortless elegance, ideal for both grand-scale entertaining and intimate family gatherings. The fully finished walk-out lower level offers unparalleled versatility, featuring two additional bedrooms, a second kitchen, home theatre, and space perfectly suited for multi-generational living, guests, or a private retreat. Outside, professionally landscaped grounds provide a serene backyard sanctuary complete with an outdoor fireplace and endless possibilities for a resort-inspired pool oasis. A spacious two-car garage and parking for up to eight vehicles complete this remarkable offering. Perfectly positioned just minutes from downtown Oakville and the waterfront, this distinguished residence presents a rare opportunity to own a truly exceptional luxury home where refined design, elevated comfort, and an enviable lifestyle converge. View the attached floor plan to see the excellent flow of this home.

2115 Rebecca Street, Oakville

$2,797,000
5 Beds 5 Baths W13775446 MLS
Exceptional value in one of South West Oakville's coveted enclaves. Tucked away at the end of a quiet exclusive court just off Lakeshore Road, this custom-built residence sits on a rare, private pie-shaped lot surrounded by mature trees-offering a sense of calm and exclusivity that is increasingly hard to find.Perfectly positioned between the charm of downtown Oakville and the vibrancy of Bronte Village, this location delivers the best of lakefront living-just moments to waterfront parks, beaches, marinas, Appleby College, and convenient access to the QEW and GO.A striking stone façade and refined architectural details set the tone, while the stone-lined driveway and covered entry create a strong and elegant first impression. Inside, approx 3444 sq ft of above grade plus a beautifully finished basement, (approx 1659 sq ft) the home unfolds with a sense of scale and craftsmanship-10-foot ceilings, rich hardwood flooring, custom millwork, and elegant ceiling details that elevate each space.The kitchen is designed as the heart of the home-featuring custom cabinetry, stone surfaces, premium appliances, and a bright breakfast area that opens seamlessly to the private backyard. Newly landscaped with a stone patio and framed by mature trees, this outdoor setting is both peaceful and perfect for entertaining. Upstairs, all bedrooms offer ensuite access, including a luxurious primary retreat with two walk-in closets and a spa-inspired ensuite designed for true relaxation.The finished lower level extends the living space with a large recreation area, additional bedroom, and full bath-ideal for guests, teens, or extended family. Rare opportunity to own a custom home on premium lot.

125 Paliser Court, Oakville

$3,175,000
3 Beds 4 Baths W13775010 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

$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

$3,999,000
6 Beds 7 Baths W13772104 MLS
Brand new, never lived in, and exceptionally located within walking distance of Downtown Oakville, this home offers a rare opportunity to enjoy a newly built luxury residence in one of the town's most established neighbourhoods. Designed by Keeren Design with interiors by Kate + Co, the home sits on a generous 70' wide property and offers over 3,600 square feet above grade. Thoughtfully designed across three finished levels, it pairs transitional architecture with warm, sophisticated interiors defined by soaring ceilings, expansive windows, custom millwork and a refined palette of natural wood, stone and plaster. The main level balances formal and casual living with an elegant dining room and an open-concept kitchen and family room. The custom kitchen features extensive cabinetry, integrated top-of-the-line appliances, a large island and separate servery with walk-in pantry. Beyond, the dramatic two-storey family room is filled with natural light and anchored by a beautiful plaster fireplace. A covered rear terrace extends the living space outdoors with separate dining and lounging areas centred around a two-sided gas fireplace, overlooking the backyard. Upstairs, the primary suite features a luxurious ensuite and extensively fitted dressing room. Each additional bedroom enjoys its own ensuite, while laundry is conveniently located on this level. The finished lower level offers a large recreation area with fireplace, wet bar, two additional bedrooms and bathrooms, gym, large windows and a walk-up to the rear yard. Downtown Oakville is an easy walk from your front door, with shops, restaurants, cafes and the waterfront close by. Kerr Village, parks and lakefront trails are also nearby, offering an exceptional walkable lifestyle and the ease of a brand-new home in an established Oakville neighbourhood.

61 Highland Road, Oakville

$3,250,000
5 Beds 6 Baths W13771750 MLS
EXCEPTIONAL RIVER OAKS RETREAT WITH A PRIVATE BACKYARD OASIS BACKING ONTO LIONS VALLEY PARK AND SIXTEEN MILE CREEK! RARE THREE CAR GARAGE! Situated on a quiet cul-de-sac, this impressive residence delivers an exceptional lifestyle where everyday living feels like a private resort. The professionally landscaped backyard is the showpiece, featuring an inground pool framed by a natural stone surround, raised TimberTech composite deck (2020), lush gardens, mature trees, and towering cedars creating an extraordinary sense of privacy. With direct access to Lions Valley Park and Sixteen Mile Creek, this is a spectacular setting for summer entertaining, poolside gatherings, outdoor dining, and relaxed family living. Inside, the main level offers a living room with soaring 18' decorative ceiling and gas fireplace, elegant dining room, den with vaulted ceiling, and a dedicated home office. The stunning gourmet kitchen features refinished maple cabinetry (2019), granite countertops, stainless steel appliances, pantry, centre island, and bright breakfast area with built-in dining table and walkout to deck. The primary bedroom offers two walk-in closets and a five-piece ensuite renovated in 2025 with a glass shower, dual sinks, and dual toilets. The professionally finished walkout lower level offers excellent potential for an in-law or nanny suite. Highlights include 9' ceilings throughout all three levels, hardwood staircase (2025), windows (2019), front and back doors (2015), furnace and central air (2020), roof replacement with an outdoor heating element on lower roof (2015), inground sprinkler, and incredible curb appeal with an attractive stone and brick exterior. Close to trails, Sixteen Mile Sports Complex, private schools, shopping, restaurants, Glen Abbey Golf Club, transit, highways, and GO Train. A rare opportunity to enjoy exceptional family living, a resort-inspired backyard, and a remarkable sense of privacy in one of River Oaks' most coveted settings.

1036 Valley Crest Circle, Oakville

$3,250,000
5 Beds 5 Baths W13765332 MLS
Simply stunning. Modern farmhouse inspired, with high end European finishes from head-to-toe! Some of the features of this stylish & functional home include: top of the line chefs kitchen, 4+1 large bedrooms (2 with ensuites), 4.5 bath, main floor office, expansive walk-out basement & pool sized 72 wide lot on a quiet street. High ceilings on all floors(10 main floor, 10 second, 9 basement) wide plank engineered hardwood, thermal break aluminum triple pane windows & doors, high end plumbing hardware & solid wood interior doors. Light filled dining room with double french door walkout to back deck, modern chandelier & custom built cabinets. Jaw dropping kitchen features quartz backsplash & quartz counters & wood island with bar seating & waterfall edge. Integrated appliances including Gaggenau fridge, Bosch dishwasher, Sharpe microwave, F. Bertazzoni gas range & hood (with pot filler). Bright living room with built-in storage cupboards with slat wood feature wall & window bench. Refined glass-walled office space with custom cabinetry & shelving. Floating white oak staircase with overhead skylight leads to second level. Primary bedroom boasts hidden walk-in closet with built-in organizers, Juliet balcony, walkthrough closet to 6pc ensuite bath. Luxurious ensuite with heated porcelain tile floors, imported Italian soaker tub, glass shower with double rainhead & double vanity. 2nd bedroom (can be 2nd primary), with walk-in closet, Juliet balcony, electric fireplace feature wall with custom surround and ensuite. Ensuite bath features skylight and glass shower with rain shower head with light features. 2nd floor also includes spacious 3rd & 4th bedrooms, high end main bath and laundry room. Basement is bathed in natural light from above grade windows & walkout. Basement features a 5th bedroom, gym, rec room (with fireplace), full bathroom, storage (with rough-in for sauna), laundry room, and expansive bar area. Incredible home that impresses from start to finish!

480 Scarsdale Crescent, Oakville

$3,795,000
4 Beds 4 Baths W13763614 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

$4,150,000
4 Beds 6 Baths W13761512 MLS
A reimagined historic farmhouse that blends timeless architectural charm with warm natural finishes and a soft colour palette. This heritage home offers over 7,000 square feet of luxury living space, where timeless character and sophisticated modern design come together seamlessly. Every detail, from the craftsmanship to the carefully curated finishes, has been completed to an exceptional standard. Elegant design elements include wide oak plank flooring, black accent hardware, shiplap detailing, and a striking open staircase with tempered glass railings. The chef-inspired kitchen is designed for both everyday living and entertaining, featuring professional-grade appliances, a large centre island, custom cabinetry, and quartz countertops. The kitchen flows seamlessly into the oversized great room highlighted by expansive architectural Kolbe windows, a coffered ceiling, and a dramatic five-foot gas linear fireplace with a steel surround. Automated blinds and lighting enhance the main floor living ares. A separate living room offers inlaid herringbone oak flooring and access to the wraparound covered verandah. Upstairs, the impressive hallway showcases 14-foot ceilings and oversized skylights, leading to four spacious bedrooms, each with a private ensuite featuring heated floors. The primary retreat includes a generous walk-in dressing room and a spa-inspired five-piece ensuite complete with a freestanding tub, double vanity, heated porcelain floors, heated towel rack, and glass enclosed walk-in shower. The fully finished lower level offers a spacious recreation area with 9-foot ceilings, home gym area, wet bar, 3-piece bathroom, and roughed-in theatre room. Additional highlights include a centrally heated garage equipped with two EV chargers. Outside, the beautifully landscaped property features perennial gardens, a covered terrace, and a circular driveway. Ideally located across from Appleby College, a short walk to the lake and moments from downtown Oakville.

489 Lakeshore Road W, Oakville

$3,850,000
4 Beds 4 Baths W13761476 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

$2,790,000
5 Beds 6 Baths W13761278 MLS
On rare occasion, a truly exceptional residence becomes available in Oakville.Situated mere steps from two of the provinces most respected elementary and secondary schools, and minutes from Appleby College, one of the worlds most distinguished private institutions, 370 Christina Drive is nestled on a serene, tree-lined street in a coveted postal code once defined by Environics as Wealthy and Wise. Just moments from the shimmering shores of Lake Ontario, the boutique allure of Kerr Street Village, and one of the most picturesque and desirable downtowns in all of Ontario, this is more than a home, it is a lifestyle reserved for the discerning few. Designed by award-winning architect, Neil MacDonald, this custom-built 4+1 bedroom home offers 4,922 of liveable sqft and is the perfect blend of sophistication and low-maintenance luxury. Ideal for families seeking room to grow or downsizers looking for elegance without compromise. A rare and highly desirable main floor primary suite with walk-out access to the professionally landscaped backyard offers a sense of tranquility and privacy rarely found, making it ideal for both families and down-sizers. The heart of the home is a sun-drenched open concept kitchen and family room, anchored by a cozy gas fireplace - perfect for everyday living and entertaining. A spacious formal dining room adds elegance for special gatherings, while a dedicated main floor office offers the perfect work-from-home solution. Upstairs are three generously sized bedrooms and two full bathrooms, providing ample space for children or guests. Each room is thoughtfully appointed to offer both comfort and function. Step outside to a meticulously landscaped backyard oasis designed for effortless enjoyment. Featuring "Tuff Turf" artificial grass, low-maintenance foliage, and a state-of-the-art outdoor kitchen complete with a built-in barbecue, breakfast griddle, and stone countertop - this space is the premiere backyard to host this summer! Welcome home.

370 Christina Drive, Oakville

$2,999,000
5 Beds 5 Baths W13758398 MLS
Welcome to 168 Walby Drive, a rare offering in prestigious Coronation Park. This custom-built natural stone bungaloft, built in 2012, offers over 6,300 sq. ft. of finished living space on a premium 102.8' x 121.2' lot, including nearly 4,000 sq. ft. above grade and a fully finished lower level with a separate entrance. A dramatic two-storey foyer welcomes you into an elegant interior featuring site-finished 4" quarter-sawn white oak floors, 9' ceilings, 8" baseboards, 9" plaster crown mouldings, extensive pot lighting, and a solid oak staircase with wrought iron pickets.The flexible floor plan offers both a main-floor primary suite and a second-floor primary suite option, each with a luxurious 5-piece ensuite and walk-in closet, making the home ideal for main-floor living, multi-generational families, or traditional family living. The gourmet eat-in kitchen features a large centre island, granite countertops, under-cabinet lighting, a glass tile backsplash, a built-in computer niche, premium JennAir stainless steel appliances, and a bright breakfast area, flowing seamlessly into the adjoining family room and formal dining room.The second floor offers three bedrooms and two full bathrooms, with vaulted and sloped ceilings that add warmth and architectural character throughout, as well as the convenience of a second laundry area. The fully finished lower level, with its own separate entrance, includes a spacious entertainment room, recreation room, fifth bedroom, and full bathroom, offering exceptional flexibility for extended family, an in-law suite, or future income potential.Complete with an attached double garage, parking for six vehicles, main-floor and second-floor laundry, central vacuum, central air conditioning, and a quiet street location just steps to the lake, top-rated schools, parks, and downtown Oakville, this exceptional home combines timeless craftsmanship, outstanding flexibility, and an unbeatable South Oakville location.

168 Walby Drive, Oakville

$4,695,000
W13756534 MLS
183 Maurice Drive, Oakville. 12-Suite Apartment Building. Exceptional Oakville Multi-Residential Investment Opportunity. Well-maintained and extensively renovated 12-suite apartment building situated on a large 118.5' x 90.29' lot in Oakville. The property offers an attractive combination of renovated suites, strong in-place income, ample parking and significant recent capital improvements. Property Highlights: *12 Residential Suites *6 x Two-Bedroom Suites *6 x One-Bedroom Suites *Approximately $215,000 Net Income *16 Surface Parking Spaces * Comprehensive Renovations and Upgrades Throughout *Numerous custom kitchens featuring quartz countertops and stainless-steel appliances *Numerous Modernized bathrooms *3/4-inch solid oak hardwood flooring in many living areas and bedrooms *Extensive Suite and Building-System Improvements - providing a substantially upgraded asset with reduced anticipated near-term maintenance and capital-expenditure requirements * High-Efficiency Viessmann Boiler - 2024 * Large 118.5' x 90.29' Lot * Recent Phase One and Phase Two Environmental Reports Available. Investment Highlights: This property presents an excellent opportunity to acquire a substantially upgraded multi-residential asset in the established Oakville market. The suites and major building systems have been extensively updated, providing a turnkey investment with significantly reduced anticipated maintenance requirements for the foreseeable future. Combined with efficient building systems, generous parking, a large lot and strong in-place income, the property provides a strong foundation for long-term ownership and continued income growth.

183 Maurice Drive, Oakville

$3,050,000
5 Beds 4 Baths W13756496 MLS
Tucked away in prestigious Southeast Oakville, this extraordinary custom-built bungalow tells astory of timeless elegance and effortless family living. Offering 4,356 sq. ft. of beautifullycrafted space on a premium lot, every corner of this home was designed for comfort, connection,and refined everyday living. Beyond the doors, a private backyard retreat and expansive deckcreate the perfect setting for quiet mornings, lively gatherings, and evenings under the stars.Inside, soaring 10 foot ceilings and rich hardwood floors guide you through sun-filled formalliving and dining spaces, warmed by a gas fireplace and framed by grand 8-foot sliding doors.At the heart of the home, the chef-inspired kitchen invites everyone to gather, featuringgranite countertops, a Bertazzoni gas stove, a charming Belfast sink, and a bright breakfastarea that opens seamlessly to the deck for easy indoor outdoor living. The main-floor primarysuite is a peaceful retreat of its own, complete with French doors to the deck, a spaciouswalk-in closet, and a spa-inspired five-piece ensuite with a clawfoot soaker tub. Twoadditional bedrooms on the main level offer comfort and flexibility for family or guests.Downstairs, the finished lower level extends the story with a welcoming recreation room, secondgas fireplace, games area, wet bar, laundry, and two additional bedrooms ideal for extendedfamily, guests, or a private home office setup. Car enthusiasts will appreciate the double cargarage with soaring ceilings ready for a lift, along with a double-wide driveway accommodatingup to six vehicles. Designed for seamless one level living, this home offers the perfectbalance of luxury and practicality for families, professionals, and downsizers alike. Justmoments from Oakville Trafalgar High School, Deer Run Park, and Sobeys Maple Grove, this movein-ready residence captures the best of Southeast Oakville living where sophistication, warmthand memories come together. Luxury Certified.

2073 Deramore Drive, Oakville

$2,999,000
2 Beds 5 Baths W13755706 MLS
Luxury, 2 bedroom, 5 bathroom EXECUTIVE FREEHOLD townhome in DOWNTOWN OAKVILLE! Location. Location. Location. Elegant, upscale & timeless, completely redesigned by Rockcliffe Homes, no detail overlooked, this architectural show stopper has a traditional-meets-contemporary exterior that fits beautifully into the established Oakville streetscape, framed at front by a black wrought-iron fenced courtyard with brick-and-stone pillars. The interior features 10' ceilings, walls of windows, custom built-ins, & heated bathroom floors. Entry level offers versatile, sophisticated flex space, formal enough for entertaining but could function beautifully as either a home office, family room or sitting room, 2 piece powder room, double closet, interior garage entry, & 3 level barrier-free access with ELEVATOR. Open riser staircases with illuminated floating wood treads create a dramatic architectural focal point throughout. The second floor is long, open & is generously proportioned, oak floors, large windows wrap around entire living area & flood the space with natural light. Open concept kitchen & dining area with sleek full-height cabinetry & 10 integrated Miele appliances. Striking oversized ceasarstone centre island with gas cooktop provides an extensive preparation & entertaining space. Private deck for enjoying morning coffee or evening cocktails. Emphasizing the home's spacious connected layout , the living room with linear fireplace & striking coffered ceiling with recessed lighting & illuminated panels contribute to the architectural & upscale character of this home. Rise to the King-Sized Primary Retreat with gas fireplace, spa-like ensuite, w/i closet, floor to ceiling windows, stunning views. The second bedroom has a beautiful 3 pce ensuite. A bright spacious laundry room completes this level with access to the 40' x 17' roof deck constructed of IPE wood. Finished lower level with built ins, 2 pce powder, & abundance of storage. Garage (1) & Covered Carport (2)

125 George Street, Oakville

$2,799,000
4 Beds 4 Baths W13755078 MLS
Welcome to this exceptional upscale residence set on a sprawling 75 x 150 ft lot in prestigious Coronation Park. A 10-minute walk to Coronation Park on Lake Ontario and minutes to Bronte Harbour and Village, Oakville Harbour and downtown Oakville, for upscale shopping and restaurants. A 5-minute drive to the QEW and Bronte GO Station for commuters. Showcasing outstanding curb appeal with a stucco and stone façade, deluxe mouldings, professional landscaping, a stone walkway, covered flagstone porch and an extra-long driveway to a triple (tandem) garage, the home transitions seamlessly to a private backyard oasis-an entertainer's dream with upgraded stone patios, a custom saltwater pool with armour stone waterfall, lush gardens, multiple seating areas and ultimate privacy with mature trees. Offering 4 spacious bedrooms, 3.5 bathrooms and a professionally finished walk-up basement, the interior exudes refined craftsmanship with exotic hardwood floors, smooth ceilings, rounded drywall corners, crown mouldings, custom cabinetry, an impressive floating staircase, and abundant natural light. Highlights include a grand dining room, a dramatic family room with a cathedral ceiling, a gas fireplace and walkout, a private office, and a chef's kitchen with custom cabinetry, granite counters, an oversized island and premium Viking appliances. Upstairs features four generous bedrooms and two lavish bathrooms, including the primary retreat with a spa-inspired ensuite offering a jetted tub and a glass shower. The walk-up basement impresses with a large recreation room, a games room with a fireplace, a media lounge, and a 3-piece bath-perfect for family living and entertaining.

1387 Willowdown Road, Oakville

$4,898,000
5 Beds 7 Baths W13754410 MLS
Tucked away on a private road, south of Lakeshore, neighbouring distinguished Appleby College, The Enclave offers a blend of luxury, privacy, & timeless design in one of Oakville's most coveted neighbourhoods. Situated on the largest of only 5 lots of unparallelled privacy. Flanked to the west is Appleby College's soccer fields, and putting green to the south. Showcasing over 6,800sqft of exquisitely finished living space w 10' ceilings on all levels. Extensive custom millwork, & intricate wall panelling create an atmosphere of sophistication throughout. Custom 'Top Notch' Cabinetry features a 13ft island w walnut base, 2 dishwashers, 6 burner gas range with 2 ovens, & built-in work space for studies. 2nd lvl is anchored by an impressive primary retreat featuring a spacious walk-in dressing room and a luxurious spa-inspired ensuite. Three additional generously proportioned bedrooms, each appointed with their own private ensuite bathroom, provide exceptional comfort & privacy for family and guests alike. fully finished lwr lvl is the perfect extension of the home's luxurious living space & features in-floor heating, a spacious 5th bdrm/office w custom built-in shelving w/a private ensuite, a dedicated theatre room, an expansive games and entertainment area with pool table and wet bar, & a striking glass-enclosed fitness studio. Outside, a resort-inspired backyard oasis awaits. Professionally landscaped gardens surround a Gibsan swimming pool, while multiple outdoor living spaces provide the perfect setting for relaxation and entertaining. Enjoy summer evenings beneath the covered flagstone terrace featuring an outdoor television, gas BBQ, and elegant dining area. Perfectly enveloped by one of Canada's most prestigious educational institutions, the lake, downtown Oakville, renowned dining, boutique shopping, and waterfront trails, this exceptional residence offers a rare opportunity to experience luxury living at its finest. This is a home that truly stands apart.

456 Lakeshore Road W, Oakville

$3,998,900
4 Beds 4 Baths W13736840 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

$2,649,000
5 Beds 6 Baths W13732358 MLS
Welcome to 455 Samford Place, a remarkable custom-built luxury home in one of Southwest Oakville's most sought-after neighbourhoods.Setona premium 65' x 115' lot, this stunning residence blends sophisticated design, exceptional craftsmanship, and modern family living. Itslimestoneand stucco exterior, expansive driveway, double-car garage, and rare rear-access garage door create an impressive first impression.Step insideto bright, open-concept living with 10-foot ceilings, oversized windows, and elegant custom millwork throughout. Designed foreveryday livingand entertaining, the chef's kitchen features a large quartz island, designer lighting, premium Thermador appliances, and aconvenient spicekitchen. The family room is a true gathering space, highlighted by a dramatic floor-to-ceiling porcelain fireplace feature wall andFrench doorsopening to the private backyard for seamless indoor-outdoor living. A grand wood staircase with skylight and custom panelingleads to the upperlevel, where four spacious bedrooms each offer an ensuite and walk-in or built-in closet. The primary suite is a private retreatwith a beautifulfeature wall and spa-inspired ensuite showcasing double walnut vanities and luxurious porcelain finishes. The professionallyfinished lower leveloffers endless flexibility for entertaining, recreation, or multi-generational living, featuring a spacious rec room, secondlaundry area, stylish wetbar with sink, dishwasher, fridge, wine storage, and space for a beverage cooler. A separate walk-up to the backyardadds exceptionalconvenience and versatility. With refined finishes, premium upgrades, and an unbeatable Oakville location close to schools,parks, shopping, andthe lake, this exceptional home offers the perfect blend of luxury, comfort, and timeless elegance.

455 Samford Place, Oakville

$3,198,000
6 Beds 6 Baths W13732172 MLS
Experience uncompromising luxury in this newly built, architecturally striking residence where every detail has been meticulously curated and no expense has been spared. Designed and built by its owner-an architect-as his primary residence, this 5000 + sqfts of living space custom home reflects exceptional attention to detail and uncompromising quality throughout. From the moment you enter, the level of craftsmanship is immediately evident-featuring a sun- filled main floor office, soaring cathedral ceilings, and dramatic floor-to-ceiling triple- glazed windows and doors that flood the home with natural light. Designed for both elegance and functionality, the heart of the home is a bespoke chef's kitchen showcasing premium Miele appliances, custom cabinetry, and refined finishes, seamlessly complemented by a secondary kitchen and a fully finished lower level with matching attention to detail. The grand two-storey living space is anchored by a statement fireplace, while smart home integration enhances everyday living with built-in sound, security, and climate systems. This home is rich with high-end features, including heated flooring at the main entrance and in the primary ensuite with Wi-Fi control, an electric vehicle charger in the garage, and thoughtfully designed systems throughout. All bedrooms offer private ensuites with custom glass showers and premium fixtures, while the primary retreat provides a spa-like experience with elevated finishes and comfort. The lower level continues to impress with oversized windows allowing abundant daylight, along with a custom bar, home theatre, gym, and additional living space. It also includes a convenient secondary (backup) laundry and provisions for a full cooking kitchen, offering excellent flexibility for extended family or future use. A second-floor laundry adds everyday convenience and functionality.***

1404 Waverly Avenue SW, Oakville

$3,499,999
5 Beds 6 Baths W13727274 MLS
Welcome to 369 Wade Street, a true luxury custom family residence offering more than 5,500 square feet of refined living space, exceptional craftsmanship and an extraordinarily functional layout. Thoughtfully executed from top to bottom, the home combines impressive scale with the comfort and practicality of true family living. A massive concrete driveway creates a striking sense of arrival, while the private backyard is anchored by a pristine pool and an inviting setting for summer entertaining. Inside, the main level makes an immediate statement with soaring 10-foot ceilings, a dramatic 16-foot formal living room and a spectacular 21-foot great room that fills the principal spaces with natural light. Striking designer lighting fixtures and thoughtfully selected statement pieces throughout further elevate the home's custom aesthetic. Designed to transition effortlessly between everyday living and grand-scale entertaining, the floor plan continues with a commanding foyer, private executive office, formal dining room and an outstanding chef's kitchen showcasing extensive custom cabinetry, top-of-the-line Wolf and Sub-Zero appliances, and a bright breakfast area overlooking the pool. Upstairs, four generously sized bedrooms each enjoy 10-foot ceilings, abundant natural light, custom built-ins and their own private ensuite with heated flooring. The primary suite is elevated by beautifully executed bespoke closets with integrated LED detailing and luxurious spa-inspired ensuite, complemented by a spacious second-floor laundry room. The finished lower level adds exceptional flexibility with an expansive open-concept layout, walk-up access, a sleek bar, two additional bedrooms, a full bathroom and a separate entrance. Ideally located minutes from the QEW, Highway 407, Appleby College and downtown Oakville, 369 Wade brings together dramatic architecture, distinctive custom millwork, exceptional scale and one of the most thoughtfully designed family layouts in the area.

369 Wade Street, Oakville

$2,680,000
6 Beds 5 Baths W13726842 MLS
Prestigious Morrison character home with a resort-style pool garden. A Colonial Revival home on a quiet, tree-lined stretch of Devon Road in Oakville's exclusive Morrison neighbourhood. The premium 75 x 150 ft lot offers a private, fenced, south-facing backyard oasis and 3,816 sq ft of total living space (2,847 sq ft above grade + 969 sq ft finished lower level) with 4+2 bedrooms and 5 bathrooms. Oversized windows illuminate a spectacular double-height living room beneath an open gallery, and the formal dining room features a wall of windows framing picturesque pool and garden views. The updated chef's kitchen is equipped with granite countertops and custom cabinetry, opening to a breakfast area with built-in shelving, a desk and sliding doors to a large deck. Adjoining the kitchen, the cozy family room features a gas fireplace, custom built-ins, and substantial millwork and door casings. Upstairs hosts four bedrooms, three full bathrooms and a dedicated second-floor laundry room. The primary suite forms a private wing, with an 18'2" x 16'8" bedroom, a walk-in closet and a vaulted, skylit ensuite featuring dual vanities, a freestanding tub and a walk-in shower. The second bedroom enjoys a brand-new private ensuite, while the remaining two bedrooms share another newly completed full bath. Three upper bedrooms overlook the pool and gardens. A solid wood staircase leads to a finished lower level with a separate entrance, new laminate floors, a recreation room with a fireplace, two bright bedrooms with large windows and a full bath. Outside, the inground pool features integrated entry steps, a slide and a diving board, surrounded by hardscaped lounging areas, mature trees and a lush lawn. An extra-deep 27-ft garage opens into the finished lower level and has a rear overhead door to the yard. Walk to top-rated schools; minutes to Downtown Oakville, the lake, Oakville GO and the QEW.

1304 Devon Road, Oakville

$2,599,000
4 Beds 3 Baths W13724754 MLS
Welcome to this exceptional two-storey family residence nestled on one of South East Oakville's most desirable, tree-lined streets. Combining traditional charm with an ideal functional layout. There are generous spaces for entertaining and everyday family life. Step into the inviting living room, featuring a cozy fireplace and elegant California shutters that fill the space with warm, natural light. The updated eat-in kitchen serves as the heart of the home, complete with built-in appliances, ample cabinetry, and a spacious eat in area. For formal gatherings, the spacious dedicated dining room easily accommodates large family dinners and holiday celebrations. The dramatic main-floor family room steals the show with its soaring vaulted ceilings, second fireplace, and expansive windows. Slide open the doors to step directly onto the private back deck, overlooking a beautifully landscaped, west-facing rear garden-the ultimate setting for enjoying golden-hour sunsets, outdoor dining, and summer entertaining. Conveniently located on the main level, the spacious primary bedroom serves as a peaceful retreat, complete with a private 4-piece ensuite bath. Upstairs, you will find two additional bright bedrooms, fantastic storage solutions, and a second full 4-piece bathroom, making it ideal for kids, guests, or a dedicated home office. The fully finished basement significantly extends your living space, offering endless possibilities for a media room, play area, or home gym, along with a third 4-piece bathroom for added convenience.Located in a premier school district close to top-rated public and private schools, downtown Oakville's boutique shopping and dining, parks, and the lakefront, this South East Oakville gem perfectly blends main-floor comfort with long-term versatility. A rare opportunity on a prime street!

380 Watson Avenue, Oakville

$3,895,000
5 Beds 5 Baths W13717050 MLS
A home that effortlessly commands attention, defined by bold contemporary architecture and refined curb appeal. Set within South-East Oakville's Morrison neighbourhood, the striking exterior blends natural cedar and stone-creating a sophisticated façade that feels both modern and timeless, offering over 5,700 sqft of total living space. The dramatic 21ft foyer with floating glass staircase sets the tone, leading into an open-concept main level with 10-foot ceilings. With its prized southern exposure, the main living spaces are framed by a wall of floor-to-ceiling glass sliding doors with phantom screens-introducing remarkable scale while seamlessly inviting the outdoors in. The chef's kitchen is anchored by a 12ft island and features premium Wolf and SubZero appliances, along with a walk-through servery complete with wine fridge and access to the dining room. The great room impresses with custom built-ins, a gas fireplace, and a statement walnut feature wall. Also on the main level, a quiet office, powder room, convenient laundry room and mudroom entry from the double car garage. Upstairs, four spacious bedrooms offer ensuite access, including a luxurious principal retreat with double walk-in closets and a spa-like ensuite. The fully finished lower level with 9ft ceilings, adds exceptional versatility with a large recreation space, built-ins, electric fireplace, fifth bedroom or gym, and a 3-piece bathroom with a steam shower. The backyard, enveloped by a lush canopy of trees, where the gentle sights and sounds of the nearby creek create a serene retreat immersed in nature. Privacy, serenity and beautifully landscaped, the deck and stone patio are perfectly designed for entertaining. Additional highlights include an 8-vehicle driveway, irrigation system, and a fully integrated smart home with built-in speakers, Lutron lighting, and motorized blinds throughout. Positioned just moments to top-rated schools, parks, and downtown.

1388 Acton Crescent, Oakville

$2,599,000
5 Beds 3 Baths W13716436 MLS
South East Oakville Home Dream. Nestled on a premium, light-filled south-facing lot on Palmer Avenue, this beautifully updated heritage home seamlessly blends timeless architectural character with modern comforts. Every space has been thoughtfully updated to maximize natural light and highlight effortless flow throughout the residence. The main level showcases rich plank flooring, expansive formal living and dining spaces, and a welcoming great room anchored by a stunning Rumford fireplace. The kitchen features clean line sand timeless craftsmanship for a busy family featuring an additional dishwasher and luxurious heated floors paired with a highly functional rear galley pantry for exceptional storage. A main-floor fifth bedroom serves as an ideal guest suite or private home office. Upstairs, the expansive primary suite acts as a private sanctuary with its own Rumford fireplace, walk-in closet and private 5 piece ensuite. A second floor laundry, and three additional spacious bedrooms complete the upper level. Downstairs, the finished lower level offers versatile space perfectly suited for a media room, home gym, or play area along with ample storage. The backyard settles in with old world charm enjoying a south-facing private retreat featuring two oversized decks, one covered, designed for entertaining amidst mature, lush grounds. Complete with major mechanical updates-including a newer furnace, central A/C, and an owned hot water tank-this distinguished home offers total peace of mind. Located just steps from downtown Oakville, the lake, top-ranked schools, and scenic parks, this is a rare opportunity to own a turnkey heritage property in one of Oakville's most coveted neighborhoods.

332 Palmer Avenue, Oakville

$3,758,000
5 Beds 5 Baths W13715632 MLS
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.

203 Weybourne Road, Oakville

$3,299,000
6 Beds 5 Baths W13709816 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

$2,549,999
6 Beds 6 Baths W13706274 MLS
Set on a coveted street in Bronte West, this 5-bedroom, 6-bathroom home is built for family life, entertaining, and complete privacy, backing directly onto greenspace with no rear neighbours in sight. For families who want room to grow without sacrificing the little details that make a house feel like home, this one delivers on every front. Inside, the open-concept kitchen anchors the main level, designed for the everyday rhythm of a busy household as much as it is for hosting, a natural gathering point for morning routines, homework at the island, and dinners with friends. The main floor also features a fully custom in-law suite, complete with its own living room, bedroom, and bathroom that opens directly to the backyard, a rare and thoughtful layout that's ideal for extended family, live-in support, or guests who deserve their own private space. Upstairs, the primary suite is a genuine retreat, offering a spa-inspired 5-piece en suite and a separate custom walk-in closet built for real storage, not just show. The remaining bedrooms give a growing family the flexibility it needs, whether that's space for kids, a home office, or a dedicated guestroom. The fully finished basement extends the living space even further, with a wet bar, fridge, dedicated laundry room, and additional crawl space for storage; every practical need is considered. Step outside, and the backyard becomes its own destination. A saltwater pool and hot tub sit alongside a separate barcabana, a custom four-season canopy for year-round enjoyment, and a custom stream that ties the whole space together. Backing onto greenspace, the setting is completely private, a rare find this close to everything Bronte has to offer. Every inch here has been designed for entertaining, unwinding, and the everyday moments that make family life good. This is a home built for families who want space, flexibility, and a backyard unlike anything else in Bronte West.

493 Tipperton Crescent, Oakville

$3,298,000
6 Beds 4 Baths W13706220 MLS
Set on a remarkable estate-sized lot in coveted Morrison, this traditional family home offers an exceptional opportunity in one of SE Oakville's most established + sought-after neighbourhoods. Surrounded by towering mature trees + an enclave of beautiful homes, the setting offers privacy, character + permanence. Walk to elementary + secondary schools, Lake Ontario, Gairloch Gardens, waterfront trails + parks, while enjoying the rare scale of a 100'x150' lot. The immaculate grounds + private rear yard create a wonderful setting for family life through every season. With 5+1 beds, 3.5 baths + triple car garage, it's poised to welcome a large family. Expansive principal spaces create a sense of scale across the main level. Beautifully appointed kitchen offers abundant cabinetry, ample workspace + picturesque views of the yard, w/a separate breakfast area connecting easily to the living + dining rooms. Tucked away, the main floor laundry + mudroom add everyday convenience. Bright solarium-style family room w/fireplace provides a warm space to gather, surrounded by generous glazing. Upstairs, five bright bedrooms offer generous proportions + natural light. Refined main bath serves the family bedroom wing, while the expansive primary suite features a very large ensuite + comfortable retreat-like proportions. LL is designed for family life w/a spacious recreation room, wet bar, gym area, 6th bed + full bath. There is room for movie nights, guests, older children + everything in between. Masterfully landscaped + incredibly private, the rear yard is anchored by a linear pool, stone lounges + layered gardens. A cedar-thatched gazebo w/fireplace creates a cozy gathering spot, while the stone patio is ideal for al-fresco dining. Flat grassy areas provide plenty of space for summer games + even a winter rink. Cherished neighbourhood known for its natural beauty, community + enduring appeal, Morrison offers an exceptional place to set down roots + truly enjoy the neighbourhood.

240 Colchester Drive, Oakville

$4,999,000
5 Beds 7 Baths W13706006 MLS
POWER OF SALE: Welcome to a true entertainer's residence - a 2023 build by Ambassador Fine Custom Homes, set on a 0.36-acre lot in one of Southwest Oakville's most coveted enclaves. Spanning 7,276 square feet across three finished levels, this estate home pairs architectural drama with impeccable craftsmanship. A 22-foot grand foyer draws you in, opening to a soaring 24-foot atrium crowned by a skylight and anchored by a sculptural circular staircase - a showpiece bathed in natural light. Radiant heated porcelain floors and near 11-foot ceilings carry that same sense of scale across the main level, complemented by a private home office, an elevator servicing all three floors, and a temperature-controlled wine cellar built for 180+ bottles. At the heart of the home, the kitchen commands attention: a 10-foot waterfall island, quartz slab backsplash, and two-toned custom cabinetry, outfitted with Wolf, Sub-Zero, and Miele appliances. It flows seamlessly into the great room and dining room - an open-concept design made for large-scale entertaining - while a tucked-away mud room, walk-in closet with custom shelving, and an elegant powder room keep daily life organized with direct access to the garage and rear yard. Upstairs, a vaulted, skylit hallway leads to a primary suite spanning the rear of the home, framed by backyard views and anchored by a spa-inspired ensuite and a skylit walk-in closet. Three additional bedrooms - each with its own ensuite - a library, and a laundry room complete the level, every space individually finished with its own character. Refined, light-filled, and built without compromise. 150 Wolfdale Avenue is a rare offering for the discerning buyer.

150 Wolfdale Avenue, Oakville

$2,699,000
6 Beds 5 Baths W13699476 MLS
Luxury. Quality. Value. Experience exceptional craftsmanship and timeless elegance in this custom-built home, thoughtfully designed with luxury, comfort, and functionality in mind. From soaring ceilings and oversized principal rooms to exquisite custom cabinetry and solid custom doors, every detail has been carefully selected to create a home of uncompromising quality.The heart of the home is a stunning chef-inspired kitchen featuring an extra-large island, perfect for entertaining family and friends. The spacious layout flows effortlessly throughout, offering generous living spaces and an abundance of natural light.Step outside to your private backyard retreat, complete with a beautifully tiered deck, inground sprinkler system, and mature landscaping-ideal for relaxing or hosting unforgettable gatherings.This is a home where quality is evident at every turn and value is impossible to ignore. Dare to compare this exceptional property with others priced significantly higher-you'll quickly discover that this home delivers luxury, space, craftsmanship, and features that are truly in a class of their own.Everything You Want! Custom Build In Sw Oakville.Over 4500 Sq Ft Living Space. High Ceilings On Main & 2nd Level. Prim Bed Retreat, Spa Like Ensuite. Sep Ent/Walk Out From LL. S/S Appl, Superior Quality Finishes/Craftmanship, Trims/Moldings/Doors. Wider Lot At Back 74 Ft. Lots Of Room For Pool, Priv Tree Lined, No One Behind. Ext Pot Lights. RI for EVC, BBQ Stone oven...list goes on!

1211 Pinegrove Road, Oakville

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