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481 Chartwell Road, 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

528 Wellington Crescent, Oakville
$3,289,900
6 Beds ⋅ 7 Baths ⋅ W13779762 MLS
Experience exceptional West Oakville living in this custom-built residence designed by renowned local architect Joris Keeren. Set on a rare pie-shaped lot widening to 97 feet at the rear, the home offers more than 6,000 sq. ft. of thoughtfully designed, light-filled living space.A dramatic 20-foot foyer introduces the main level, where the chef's kitchen features a striking T-shaped island, professional-grade appliances, and a walk-in pantry with a dedicated servery. The spectacular Great Room boasts 18-foot ceilings and opens to a cedar-lined covered porch-an inviting four-season retreat complete with a built-in BBQ, task sink, and double-sided gas fireplace.Upstairs are four generous bedrooms, including a luxurious primary suite with a custom walk-in closet and spa-inspired five-piece ensuite. A well-appointed laundry room with a steam styler adds everyday convenience.The lower level is designed for entertaining, featuring radiant in-floor heating, a wet bar with wine display, and a fully equipped home theatre with Control4 automation, projector, and included seating. Ideally located minutes from Appleby College, excellent schools, and the lake, this remarkable residence pairs architectural distinction with refined family living.

528 Wellington Crescent, Oakville

231 Wedgewood Drive, Oakville
$6,399,998
6 Beds ⋅ 8 Baths ⋅ W13777260 MLS
Welcome to an approx. 7,500 sq ft of exceptional living in Southeast Oakville! Set on a professionally landscaped almost half-acre lot in the prestigious Eastlake, this custom Hightower-built estate offers thoughtfully designed, luxurious space. The crown jewel of the home is a newly upgraded, million-dollar backyard oasis. Including a 600 sq ft covered patio with a built-in kitchen with a Napoleon BBQ, a gas fireplace, a saltwater pool with spillover spa, a dedicated play area, and lush perennial gardens. Retreat to an 800 sq ft primary retreat, delivering privacy and true wow factor with vaulted ceilings, two-sided fireplace, wet bar, sitting area, boutique walk-in closet, and a spa-like ensuite featuring heated floors, a soaker tub, and a glass shower. The main floor is designed for both grand entertaining and everyday comfort with natural light pouring through oversized windows. Interior features include 10-foot ceilings, chevron-patterned wide plank hardwood, LED pot lights, built-in speakers, and designer chandeliers. The chef's kitchen is finished in dual-tone lacquered cabinetry with Caesarstone counters, premium Dacor appliances, a bright breakfast area, and a butlers server that connects to the sophisticated dining room. A sleek linear fireplace anchors the family room. The home office stands out with 15-foot cathedral ceilings, a fireplace, custom built-ins, and a walkout to the gardens. Above, you'll find three generously sized bedrooms, each with radiant heated ensuite baths and custom closets. Downstairs, the walk-up lower level is built to impress with a full wet bar, wine cellar, large rec room, two guest bedrooms, a gym with cushioned flooring, cedar infrared sauna, and a new two-tiered home theatre. Additional features include a Control4 smart home system, a two-car garage with car lift potential, and a location just minutes from top-rated public and private schools, lakefront parks, downtown Oakville, and QEW access for a seamless Toronto commute.

231 Wedgewood Drive, Oakville

1081 Argyle Drive, Oakville
$7,188,000
5 Beds ⋅ 7 Baths ⋅ W13776348 MLS
Crafted by the celebrated designer Gren Weis, this extraordinary estate stands as a testament to architectural brilliance, delivering more than 10,000 square feet of refined living across an expansive half-acre property in one of Oakville's premier lakeside enclaves. Every detail reflects master-level craftsmanship, highlighted by dramatic soaring ceilings, rich custom millwork, and an effortless layout designed to host grand gatherings or intimate family moments with equal grace. The main living areas transition smoothly into generously proportioned rooms filled with natural light. On the upper level, the home features private suites for all bedrooms, each accompanied by its own dedicated luxury ensuite bath. The lower level serves as an elite entertainment retreat, thoughtfully appointed with a climate-controlled wine cellar and a private cinematic theatre room that provides an immersive movie-going experience right at home. Outdoors, the resort-style grounds unfold into a breathtaking private sanctuary. Covered stone terraces provide space for year-round alfresco dining, complete with a fully equipped built-in outdoor kitchen and a resort-inspired luxury cabana. Meandering through the lushly planted mature gardens, a picturesque bridge crosses a natural stream, all beautifully illuminated in the evenings by custom accent landscape lighting. At the front of the property, a classic tier-inspired fountain and meticulous stonework set a commanding tone, bestowing the residence with an unmistakable and distinguished street presence on a prominent Oakville avenue. Located just moments from the region's highest-ranked public and private academies, this landmark residence seamlessly harmonizes timeless architectural prestige, modern everyday comfort, and sheer sophistication in an unrivaled setting. Luxury Certified

1081 Argyle Drive, Oakville

61 Highland Road, 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

1477 Duncan Road, Oakville
$5,190,000
6 Beds ⋅ 8 Baths ⋅ W13770700 MLS
SPECTACULAR CUSTOM-BUILT MODERN FARMHOUSE BY RICHCO DEVELOPMENT IN PRESTIGIOUS SOUTH-EAST OAKVILLE! Situated on an exceptional 79' x 151' mature lot, this newly constructed residence offers approximately 7,000 sq.ft. of exquisitely designed living space across all levels, including an impressive walkout lower level. Thoughtfully designed for both refined everyday living and grand-scale entertaining, this extraordinary home features elevator access to all three levels, soaring ceiling heights, extensive natural stone finishes, and expansive walls of glass throughout.The breathtaking family room showcases a dramatic 23-foot feature wall, heated flooring, a remarkable custom crystal chandelier inspired by the iconic Waldorf Astoria lobby, and a stunning floor-to-ceiling glass curtain wall. The designer kitchen is anchored by two oversized islands, premium Sub-Zero and Wolf appliances, and a fully equipped chef's kitchen, creating the perfect setting for everyday living and entertaining.The upper level is highlighted by a spectacular skylight and luxurious bedroom suites, while the walkout lower level offers exceptional additional living space complete with a sauna, steam room, jacuzzi, and a dedicated theatre room.Bi-fold doors open seamlessly to a covered porch overlooking the expansive backyard with pool potential. Surrounded by mature trees and located moments from top-rated schools, parks, and the lake, this extraordinary residence offers a rare combination of scale, craftsmanship, architectural sophistication, and timeless elegance in the heart of South-East Oakville.

1477 Duncan Road, Oakville

1189 Tisdale Street, Oakville
$3,359,000
5 Beds ⋅ 6 Baths ⋅ W13765006 MLS
Welcome to this exceptional custom-built residence where luxury, comfort, and thoughtful design come together. Offering 4+1 spacious bedrooms, 5 full bathrooms, and a convenient main-floor powder room, this home is perfectly suited for both family living and entertaining. The heart of the home features a stunning chef's kitchen equipped with premium JennAir appliances, including a sleek induction cooktop, blending style and performance for everyday cooking and special occasions alike. Designed for year-round comfort, the home includes forced-air heating, central air conditioning, a tankless water heater, and a central vacuum system. The primary ensuite provides a spa-like retreat with a luxurious heated bathroom floor, while the fully finished basement features radiant heated floors for added warmth and comfort. Step outside to your own private backyard oasis featuring a heated saltwater pool, underground sprinkler system, and a covered rear porch-perfect for relaxing or entertaining throughout the seasons.Additional premium features include vinyl windows, custom remote-controlled blinds, and a double-car custom-finished garage complete with built-in storage and remote door openers. A rare combination of elegance, efficiency, and modern convenience, this outstanding property offers an elevated lifestyle in every detail.

1189 Tisdale Street, Oakville

370 Christina Drive, 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

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

16 Ennisclare Drive W, Oakville

84 Pebbleridge Place, Oakville
$7,250,000
7 Beds ⋅ 9 Baths ⋅ W13749712 MLS
Set within one of Oakville's most distinguished enclaves, 84 Pebbleridge Place is a newly built modern estate that epitomizes architectural artistry and offers over 7,000 SF of refined living space. Poised on a private lot, this residence showcases a brick and limestone exterior, full-height glass walls a curated palette of luxurious finishes for the most discerning buyer. A grand double-height foyer introduces the home w/ polished marble-style porcelain and bespoke detailing. Beyond, herringbone hardwood floors flow through expansive principal rooms to a family room defined by a sleek wood feature wall, gas fireplace, and integrated Control4 automation for effortless entertaining. The designer kitchen is both statement and function, featuring an oversized island, full-height custom cabinetry, and Calacatta-style quartz counters w/ a custom backsplash. It opens directly to a covered deck w/ a gas fireplace, perfect for al fresco dining and evenings. An elevator and striking skylit staircase lead to the upper level, where four bedrooms each feature walk-in closets, tray ceilings, and private ensuites finished to spa-like standards. The primary suite is a serene retreat w/ a boutique-style dressing room and five-piece ensuite boasting a freestanding tub, oversized glass shower, full-height stone surrounds, and heated flooring. The lower level continues the theme of luxury and versatility, offering a heated basement w/ large-format porcelain slab flooring throughout. Designed for both relaxation and entertainment, this level includes a secondary kitchen, dining area, expansive living space, fitness room w/ cushioned flooring, an acoustically designed theatre, and three additional ensuite bedrooms, all enhanced by full-size windows and a separate entrance. Additional highlights include: a rough-in sauna, built-in speakers, and recessed lighting elevate comfort and ambiance, while upper-level laundry & a tandem garage w/ epoxy flooring complete this modern masterpiece.

84 Pebbleridge Place, Oakville

482 Morrison Road, Oakville
$5,900,000
6 Beds ⋅ 8 Baths ⋅ W13735244 MLS
Extraordinary custom smart home offering over 8700sqft luxury living space (5711 sqft above grade as per MPAC) on one of Oakville's most prestigious and sought-after streets. Situated on a rare 100 x 200 west-facing premium lot, with soaring 10ft high ceilings, 4bedrooms/8 bathrooms/3 car garage, this home has been thoughtfully designed with exceptional attention to detail, blending timeless elegance with modern convenience.Step inside the grand 2-storey foyer, leading to a sophisticated coffered living room with gas fireplace and custom built-ins, and a formal dining room with panelled walls. The open-concept chefs kitchen is a showpiece, featuring a massive centre island, quartz and granite countertops, stainless Thermador appliances, a butler's servery, and walkout to the covered terrace. A panelled office, main floor laundry, and exquisite finishes throughout complete the main level.The upper level hosts 4 spacious bedrooms, each with private ensuites, including a primary retreat with a sitting area, fireplace, opulent dressing room, and a spa-inspired 6-piece marble ensuite with standalone tub and double sinks.The finished lower level is designed for entertainment and relaxation, offering an expansive recreation room with linear fireplace, wet bar, wine cellar, theatre, exercise room, sauna, 4-piece bath with jacuzzi tub, and radiant heated floors, a walk-up leads to the private backyard oasis.Outdoors, enjoy a beautifully landscaped west-facing backyard with a covered terrace, glass railing, stone fireplace, built-in Napoleon barbecue, and speakers, perfect for hosting. The lot provides ample potential for a large pool, tennis court, or basketball court at your choice. A 3-car tandem garage with radiant heat, mudroom access, and lower-level entry.This rare offering is a true masterpiece combining Control4 smart home features, refined craftsmanship, and resort-style amenities.

482 Morrison Road, Oakville

1286 Cambridge Drive, Oakville
$4,995,000
5 Beds ⋅ 6 Baths ⋅ W13730146 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

6 Ennisclare Drive W, Oakville
$13,500,000
5 Beds ⋅ 6 Baths ⋅ W13723478 MLS
Designed by architect Gren Weis and built by Lakehurst Construction, this exceptional custom estate is beautifully positioned on the shores of Lake Ontario in one of South-East Oakville's most prestigious waterfront enclaves. Set on a remarkable property with coveted riparian rights, the residence offers breathtaking lake views, exceptional privacy, and a seamless blend of timeless architecture and modern luxury.Classical proportions and outstanding craftsmanship are showcased throughout, with intricate millwork, detailed ceilings, radiant heated floors, and upgraded lighting. Generous principal rooms are thoughtfully positioned to maximize sweeping water views. The main level features a magnificent living room with double French doors opening to the lake breeze, a light-filled solarium overlooking landscaped gardens, an elegant dining room, and a gourmet kitchen with professional-grade appliances and dedicated prep kitchen. A sun-filled family room with striking waffle ceilings completes the space. Upstairs, the serene primary retreat offers spectacular views, a spa-inspired ensuite, and beautifully appointed dressing room. Three additional bedrooms, two elegant bathrooms, and a sophisticated lake-view library complete the level.The lower level offers full-size windows, radiant heated floors, a recreation room with wet bar, fitness studio with full bathroom, private guest suite with ensuite, and extensive storage. Outside, manicured gardens flow naturally toward the shoreline, creating a private waterfront setting designed to be enjoyed throughout the seasons. Multiple walkouts provide effortless access to the grounds and lake, where morning paddleboarding, or an evening canoe launch can become part of everyday life. Steps from Gairloch Gardens and minutes from Downtown Oakville's boutiques, restaurants, cultural amenities, and highly regarded schools, this extraordinary estate offers the very best of South-East Oakville waterfront living

6 Ennisclare Drive W, Oakville

15 Chartwell Road, Oakville
$9,995,000
5 Beds ⋅ 6 Baths ⋅ W13707486 MLS
15 Chartwell Rd offers a lifestyle of unparalleled luxury. Drive through the gates & discover the grandeur of this palatial estate. South of Lakeshore,1 door from the lake on a HALF ACRE LOT. Painstakingly curated, the contemporary limestone masterpiece you've been waiting for. Solid iron doors lead to a grand foyer revealing the opulent book matched marble floors. Floor to ceiling wdws & French doors flood the house with light. Cascading waterfalls fank the hall.The Dining Room has statement lighting & servery making hosting a breeze. Soaring 18-ft ceilings & a grand gas f/p are focal points of the Great Room,w/captivating views of the resort style yard. Experience culinary excellence in the black lacquer& glass kitchen by NEFF that features top of the line appliances & a B/I coffee machine & butlers pantry. The intimate Living Room with f/p is the ideal retreat. A main floor office w/built-in cabinetry.2 powder & 2 laundry rooms. The backyard oasis has a gunite pool, waterfalls, fire bowls, covered terrace & outdoor kitchen & f/p.The pool house has a change room,3-pc bath & servery. Towering trees surround the home & are positioned to create privacy. A stone driveway,circular fountain & lush gardens create a breathtaking landscape.Floating marble stairs divide the 3 levels of this home or, you can take the elevator. Skylights make the upstairs airy & bright.The principal suite has nearly 13-ft ceilings, an exquisite 6-piece ensuite & 2 W/I closets. A private balcony overlooks the yard.3 add'l bdrms have 10-ft ceilings,private ensuites & W/I closets. The LL caters to all family members. A 5th bdrm/ensuite makes an ideal guest suite.Gym,R/I Golf Simulator,home theatre,Wine Cellar& doggie Spa. The Games & Rec Rooms have a 2nd kitchen & W/O.Heated garage,baths &LL flrs.Automation. Designed by Bill Hicks & features the artistic creativity of the KT Design Group. Located on Oakville's Street of Dreams, this is an iconic living space designed to impress! LUXURY CERTIFIED

15 Chartwell Road, Oakville

150 Wolfdale Avenue, 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

518 Sherin Drive, Oakville
$3,000,000
5 Beds ⋅ 7 Baths ⋅ W13695240 MLS
A rare opportunity to own a striking custom-built contemporary home in one of Oakville's most desirable communities. Ideally located in central Oakville, just minutes from Coronation Park, the waterfront, top-rated schools, restaurants, shopping, and everyday amenities. Convenient access to the QEW, public transit, and Bronte GO Station makes commuting easy.Thoughtfully designed with modern architecture, clean lines, upscale finishes, and an abundance of natural light. Floor-to-ceiling windows and 10-foot ceilings with integrated pot lights create a bright, spacious, and inviting atmosphere. The well-planned layout offers seamless flow between the principal rooms, ideal for both everyday living and entertaining.The home features three kitchens: a main kitchen and a chef's kitchen on the main floor, plus a third kitchen in the basement. Each bedroom is generously sized and features its own ensuite bathroom and walk-in closet, offering exceptional privacy and convenience.The fully finished lower level expands the living space with a wet bar, powder room, additional bedroom with ensuite, and a large recreation area, perfect for entertaining or relaxing.The garage has been expanded by approximately 20% with City approval. The garage can accommodate 2 vehicles, with additional parking for 4 more vehicles in the driveway. A sophisticated home offering exceptional space, thoughtful design, and modern comfort in a highly sought-after Oakville location.

518 Sherin Drive, Oakville

46 Second Street, Oakville
$7,599,000
5 Beds ⋅ 7 Baths ⋅ W13694012 MLS
Walk to downtown Oakville from this 2024 custom-built residence, just three houses from Lake Ontario on a 65' x 158' lot south of Lakeshore. A rare new-construction opportunity in Old Oakville's most walkable pocket-minutes from the harbour, the Oakville Club, Lakeshore Road dining, and waterfront trails. Offers 4,362 sq. ft. above grade plus a 2,468 sq. ft. finished lower level (6,830 sq. ft. total). Net Zero Ready with a Tarion warranty, crafted by Chatsworth Fine Homes alongside architect John Willmott and designer Jane Lockhart. Main floor features herringbone white oak floors, panel mouldings, a private office, custom mudroom, and a formal dining room. The chef's kitchen boasts Miele appliances (plumbed coffee system, dual steam/standard ovens), SubZero refrigeration, and a wine column. It opens to a great room with a linear fireplace, custom built-ins, and floor-to-ceiling garden views. The primary suite serves as a spa-inspired retreat with a freestanding tub, oversized shower, double vanity, and a dressing-island walk-in closet. Secondary bedrooms each feature private ensuites. Includes heated floors, curbless showers, and upper-level laundry with two washer/dryer sets. The lower level (10' ceilings) is built to entertain: rec room with custom bar/kitchenette, gym, theatre, full bath, additional bedroom, and walk-up access to the yard. The west-facing rear yard catches optimal afternoon sun, complete with a covered heated lounge, in-ground pool with waterfall, and a hot tub. Extras include partial lake views, a heated driveway, radiant floor heating, Crestron automation, Tesla charger rough-in, and a standby generator. A turn-key luxury home in prime Old Oakville where inventory like this rarely comes to market. LUXURY CERTIFIED.

46 Second Street, Oakville

2378 Rebecca Street, Oakville
$2,989,000
5 Beds ⋅ 7 Baths ⋅ W13692950 MLS
Custom contemporary masterpiece set on a rare, deep 150-foot lot in prime South Oakville, surrounded by prestigious multi-million-dollar estates. Spanning over 5,000 square feet of meticulously crafted total living space, this architectural home seamlessly blends European sophistication with cutting-edge modern luxury.Step inside to an breathtaking open-concept layout defined by soaring 20-foot ceilings in the grand foyer and main living room. The entire main floor features imported Italian Versace tile with integrated radiant floor heating, creating an ambiance of absolute refinement. The heart of the home is a chef-inspired gourmet kitchen equipped with dual marble islands, an extended breakfast bar, premium cabinetry, and an adjoining double-sided marble stone Dimplex fireplace with dual-mounted TV setups. A dramatic floor-to-ceiling marble waterfall feature wall serves as a stunning visual centerpiece.Ascend the architectural floating glass staircase to the second level, where you will find 4 spacious bedroom suites. Every bedroom boasts its own private heated-floor ensuite bathroom and tailored custom closet built-ins. The primary retreat offers a tranquil sanctuary featuring a private walk-out balcony and a lavish spa-like ensuite with a deep standalone soaking tub.The bright, sun-filled walk-out lower level expands your living options with 9-foot ceilings and oversized windows throughout. It includes a spacious open-concept recreation room, a 5th bedroom ideal for a nanny or guest suite, 2 additional bathrooms, and pre-plumbed rough-ins ready for a future second kitchen or custom wet bar.Located minutes from elite private schools, Oakville Harbour, downtown boutiques, fine dining, parks, and major transit routes. Uncompromising quality, world-class finishes, and an unbeatable South Oakville address!

2378 Rebecca Street, Oakville

491 Fourth Line, Oakville
$3,389,000
6 Beds ⋅ 7 Baths ⋅ W13690642 MLS
Welcome to 491 Fourth Line, an Exceptional Custom-Built Home in one of West Oakville's most sought-after neighborhoods. This residence offers over 6,152 sq. ft. of Magnificent Modern Finishes Living Space, blending timeless architecture with modern family functionality. Set on a professionally landscaped lot with circled driveway for luxury life style! the home features a fully fenced backyard, expansive fully covered patio with gas fireplace and natural Indiana-Lime Stone, and covered porch, creating the perfect outdoor living space for family gatherings and summer entertaining. Inside, soaring ceilings, 12-foot at the main floor, oversized 10-foot interior doors, and dramatic floor-to-ceiling windows fill the home with natural light. The chef-inspired kitchen with wood veneer cabinets serves as the heart of the home, featuring built-in appliances, a large centre island, double corner Bi-Folding doors to blend the exterior with the interior! butler's pantry, and separate walk-in pantry, offering exceptional storage and entertaining space. Spacious size living, dinning and family rooms wrapped by state of the art modern wall panels! The family room has16 ft ceiling height with three sided modern gas fire place, floor to ceiling window with the most fancy chandelier! As well as spacious mudroom with custom veneer closets for today's family needs. The upper level with 10 ft height ceiling offers four spacious bedrooms with their full ensuite bathrooms! As well as laundry, second furnace room and skylights for optimum level of comfort! The luxurious primary retreat features a spa-inspired ensuite complete with a free stand tub, oversized glass shower, double vanities, and walk-in closet. The professionally finished basement provides incredible additional living space with full kitchen, Gym, Theatre/Game room, two bedrooms, laundry, two washrooms, living room with gas fireplace and Bi-Folding doors at the Walk-out Basement! This is Your Dream Home!

491 Fourth Line, Oakville

319 Beechfield Road, Oakville
$4,689,000
8 Beds ⋅ 9 Baths ⋅ W13673406 MLS
This exceptional property presents a unique opportunity for multi-generational living or income-generating potential with its fully self-contained in-law suite.Situated on a quiet tree-lined street in the highly sought-after Ford area,this impressive residence offers over 5,600 square feet of total living space,thoughtfully designed to accommodate a variety of modern lifestyles. The main house features 4+1 bedrooms and 5 baths.Step into the double-height foyer, where a statement chandelier sets the tone for the sophisticated interiors and open concept main living area with separate office area.The heart of the home is a custom-designed chef's kitchen,outfitted with premium Wolf and Sub-Zero built-in appliances,incl a beverage fridge. An oversized island,wide plank oak hardwood flooring,high-end lighting, and a spacious main floor laundry/mudroom with abundant storage complete the refined main level. Floating stairs lead you to the 2nd level.The principal bedroom features a walk in closet and 5pc spa like ensuite.3 additional bedrooms and 2x4 pc bathrooms offer comfort and privacy.The finished lower level includes an additional 5th bedroom,recreation space, a 4pc bathroom, & rough-in home theatre area. Connected via the mudroom but also offering a private separate entrance,the second dwelling home offers 2,056+ square feet of thoughtfully appointed living space.The main floor features living/dining & kitchen area with stainless steel appliances.The 2nd level with principal bedroom,walk in closet and 5 pc ensuite.2 additional bedrooms with shared ensuite access and conventiently located laundry room completes this level.Fully finished basement with wet bar and 4-piece bath.This home is perfect for extended family or tenants. Set on a large,pool-sized lot,the backyard awaits your personal touch-ideal for creating a private outdoor retreat. Don't miss the opportunity to live in one of Oakville's great neighbourhoods! Luxury Certified.

319 Beechfield Road, Oakville

1387 WAVERLY Avenue, Oakville
$4,349,000
5 Beds ⋅ 6 Baths ⋅ W13670214 MLS
Set on a premium 60-foot lot in one of Oakville's most coveted pockets, this extraordinary custom residence offers over 5,800 square feet of meticulously crafted living space that redefines modern luxury through uncompromising engineering and timeless European-inspired design. Built with insulated concrete forms (ICF) extending through the second floor, the home features high-performance European windows, extensive microcement finishes, radiant heated floors throughout-including the basement and garage-and a striking architectural cantilever staircase. Highlights include a stunning main kitchen with a separate butler's pantry, an exceptional lower-level entertainment zone complete with a custom microcement bar, walk-in wine display, and private home theatre, plus a car-enthusiast garage and a backyard featuring an approved pool permit. With an estimated completion of October 2026, the purchaser still has a rare opportunity to select and customize final finishes. A masterclass in contemporary craftsmanship, delivering an unmatched standard of refined, energy-efficient living.

1387 WAVERLY Avenue, Oakville

564 Stonecliffe Road, Oakville
$3,199,000
6 Beds ⋅ 6 Baths ⋅ W13668526 MLS
Remarkable custom-built (2023) contemporary residence on an expansive irregular 76' x 143' lot in sought-after West Oakville, offering 4+2 bedrooms, 6 bathrooms and a professionally finished walk-up basement. Ideally located within walking distance to Brookdale Park & outdoor pool, St. Nicholas Catholic Elementary School, Kinoak Arena, library and Thomas A. Blakelock High School, with Coronation Park, Lake Ontario, YMCA, Appleby College and major highways minutes away. Bold stone, wood & glass exterior, stone-edged double driveway with parking for 6, attached double garage with inside entry and beautifully landscaped private rear yard with large deck, stone patio, glass railings, soffit lighting and side golf green. Exceptional construction standards and designer finishes throughout include European white oak engineered hardwood, imported Italian tiles, custom cabinetry, wall mouldings, wood-slat feature walls, designer lighting, premium plumbing fixtures and ceilings ranging from 9' to 20'. Advanced smart-home technology includes Alexa HVAC, lighting & sprinkler controls, smart locks, MyQ garage remotes, DMSS security system, built-in speakers and some automated blinds/curtains. The sophisticated open-concept main floor features an expansive living room, dining room, custom chef's kitchen, family room and office. Upstairs offers four bright bedrooms, three luxurious bathrooms and laundry, including a spectacular primary suite with custom organizer and 5-piecehotel-like ensuite; one of the additional bedrooms features its own 3-piece ensuite, ideal as a second primary suite. The walk-up lower level delivers exceptional versatility with a large recreation room, two bedrooms, two full bathrooms, second kitchen, second laundry and abundant storage. A distinctive West Oakville residence where innovative architecture, luxury finishes and cutting-edge technology unite.

564 Stonecliffe Road, Oakville

197 Polly Drive, Oakville
$3,258,000
6 Beds ⋅ 6 Baths ⋅ W13663186 MLS
Some homes make a statement the moment you arrive. Others reveal themselves gradually, each space uncovering another layer. This remarkable residence does both. Set on a premium ravine lot backing onto mature woodland and walking trails, extensive custom stone landscaping frames both the front and rear gardens, creating an arrival that offers little hint of what awaits within. Step inside and the experience begins. A sculptural floating staircase, soaring 10-foot ceilings and expansive European windows draw your attention to the wooded ravine beyond. Scandinavian-inspired interiors, wide-plank white oak floors, dramatic slab feature walls and bespoke millwork create a calm contemporary aesthetic where architecture, craftsmanship and nature exist in perfect balance. At the heart of the home, an exceptional chef's kitchen is anchored by a dramatic natural quartzite waterfall island, beautifully crafted cabinetry, integrated appliances and thoughtful design that brings everyday living and effortless entertaining together. Upstairs, generous family accommodation gives way to a private primary retreat. A dramatic three-sided fireplace, bespoke walk-in dressing room with custom Italian cabinetry and a beautifully appointed spa-inspired ensuite create a peaceful sanctuary at the end of each day. The finished lower level expands the home's possibilities with a private theatre and recreation lounge, together with a beautifully finished legal two-bedroom secondary suite featuring its own entrance, full kitchen, separate laundry and oversized windows. Ideal for multigenerational living, extended family, guests or supplementary income, it offers exceptional flexibility without compromise. Beautifully conceived inside and out, this is a home where exceptional design serves everyday living rather than demanding attention. Some homes are admired for their finishes. Rare ones, like this, are remembered for how they make you feel.

197 Polly Drive, Oakville

1472 Oakhill Drive, Oakville
$7,998,000
5 Beds ⋅ 6 Baths ⋅ W13643716 MLS
Welcome to 1472 Oakhill Drive, a newly built contemporary residence in the heart of prestigious South East Oakville, where timeless sophistication meets exceptional craftsmanship. Offering nearly 7,800 sq.ft. of exquisitely finished living space across three levels, this custom designed home delivers an elevated lifestyle defined by refined architecture, luxurious finishes and effortless indoor-outdoor living. A striking façade with a metal roof, heated driveway and walkways, professional landscaping and a triple tandem garage creates an unforgettable first impression. Inside, soaring 10-foot ceilings, a dramatic two-storey foyer, solid mahogany entry door and bespoke millwork throughout set the tone for the home's impeccable attention to detail. Designed for both elegant entertaining and everyday living, the open concept main floor features a stunning chef's kitchen appointed with premium Gaggenau integrated appliances, custom cabinetry, and seamless access to the spectacular outdoor living spaces. The covered rear porch is a true extension of the home, complete with automated retractable screens, a built-in outdoor kitchen, cedar tongue-and-groove ceiling and generous lounge and dining areas. The resort inspired backyard is centred around a 14' x 34' saltwater Gunite pool with an integrated hot tub, waterfall feature and a custom cabana. The second level offers four spacious bedrooms, each with a private ensuite and custom closet solutions, creating a luxurious retreat for every family member. The finished lower level adds exceptional versatility with a fifth bedroom, a full bathroom, and expansive recreation and entertainment space. Set on one of South East Oakville's most desirable streets, this exceptional residence combines modern design, superior construction, and resort-calibre amenities in a location renowned for its top-ranked schools, lakefront parks, and proximity to downtown Oakville. A rare opportunity to own a truly distinguished custom home.

1472 Oakhill Drive, Oakville

1102 Crestview Street, Oakville
$5,999,000
5 Beds ⋅ 7 Baths ⋅ W13558096 MLS
This is not your average home-it's a statement.Set on a premium, near half-acre lot, this custom masterpiece brings together the vision of Gren Weis, the craftsmanship of Bachly Construction, and the landscape artistry of Mark Pettes-creating a residence that feels as elevated as it is effortless.From the moment you step inside, the energy shifts. Soaring 10-ft ceilings and a stunning 17-ft sun-drenched family room set the tone-open, airy, and designed to impress. A dedicated main floor office offers the perfect balance of productivity and privacy, ideal for today's work-from-home lifestyle. Whether it's an intimate night in or a full house of guests, the flow is seamless. A prep kitchen keeps everything behind the scenes running smoothly, while the newly added main-floor bar invites you to pour a drink and stay awhile. The glass-encased wine room? Pure drama-in the best way.Every bedroom is its own private retreat, complete with a luxe ensuite-because comfort should never be compromised.Downstairs, the vibe continues. Think late nights at the wet bar, morning workouts in your private gym, spa-level relaxation, and a fully equipped nanny suite. A walk-out lower level leads directly to the hot tub-blurring the line between indoor comfort and outdoor indulgence. This level isn't just extra space, it's a lifestyle.And then there's the backyard. Tiered, curated, and designed to be lived in. A newly added pool sets the scene, while the covered cabana lounge and outdoor kitchen make entertaining feel like a vacation. There's even a dedicated dog run-because every detail has been considered.Sleek, bold, and undeniably fun-this is a home that doesn't just look good, it lives beautifully.

1102 Crestview Street, Oakville

1356 Mapleridge Crescent, Oakville
$1,749,990
8 Beds ⋅ 6 Baths ⋅ W13530466 MLS
Welcome to 1356 Mapleridge Cresent, an exceptional opportunity in one of Oakville's most prestigious and sought-after communities, Glen Abbey. Situated on a quiet, family-friendly crescent surrounded by mature trees, this impressive home offers over 5,200 sq. ft. of finished living space, providing the perfect blend of space, comfort, and versatility for growing or multigenerational families. Offering more than 3,600 sq. ft. above grade, the home features 6 generously sized bedrooms and 4 full bathrooms, along with spacious principal rooms designed for both everyday living and entertaining. The fully finished walkout lower level adds over 1,500 sq. ft. of additional living space and includes 2 bedrooms, 2 full bathrooms, a full kitchen, a den, a customizable bar, and expansive recreation and living areas. Whether used as an in-law suite, private guest quarters, or the ultimate entertainment space, the possibilities are endless. Step outside to a private backyard with plenty of room to create your own outdoor retreat. From relaxing with family to hosting summer gatherings, the setting offers exceptional privacy and endless potential. Located within walking distance of the Glen Abbey Community Centre, Abbey Park High School, parks, playgrounds, and scenic walking trails, this home is also just minutes from Glen Abbey Golf Club, excellent schools, shopping, dining, and major commuter routes. Homes of this size and layout are rarely offered in Glen Abbey. Whether you're looking for room to accommodate a growing family, space for multiple generations under one roof, or simply a home that offers exceptional flexibility, this is a rare opportunity to own in one of Oakville's most desirable neighbourhoods.

1356 Mapleridge Crescent, Oakville

113 Maple Grove Drive, Oakville
$12,000,000
6 Beds ⋅ 10 Baths ⋅ W13475920 MLS
Gracefully positioned behind gated entry on an expansive 0.78-acre parcel in South-East Oakville, this distinguished residence offers an exceptional blend of privacy, scale, and refined living. Thoughtfully designed for both grand entertaining and comfortable family living, the home showcases timeless architecture, remarkable craftsmanship, and elegant interiors throughout. A refined material palette features heated marble flooring with decorative inlay and galaxy border, quarter-sawn white oak hardwood flooring, crown moldings with extensive ceiling detailing and custom millwork. Carefully considered architectural details, custom cabinetry, integrated technology, and seamless indoor-outdoor connections create a residence that feels both impressive and effortlessly livable. Surrounded by mature landscaping and resort- style outdoor spaces-including a spectacular ozone pool and cabana setting, covered entertaining areas, and a year-round hot tub-the property offers an exceptional lifestyle just moments from the lake, top schools, and the amenities of downtown Oakville.

113 Maple Grove Drive, Oakville

1042 Bridge Road, Oakville
$4,399,000
6 Beds ⋅ 8 Baths ⋅ W13466488 MLS
Unparalleled elegance define this exquisite luxury detached home featuring 5 + 1 bedrooms and 8 washrooms in the prestigious Bronte West community of Oakville, offering over 5,000 sq. ft. of sophisticated living space with exceptional design and premium finishes throughout. The home welcomes you with a double door entry leading into a dramatic foyer with a 22' open-to-above ceiling, 11' across and 12' in basement. Separate living and dining areas are complemented by large windows, while the impressive family room boasts a 22' open-to-above ceiling, a gas fireplace, and expansive window. The main floor also includes a mud room for added practicality, seamlessly connecting the garage entry to the living spaces.The gourmet kitchen is equipped with built-in SS appliances, a pantry, a servery, and a breakfast area combined with the kitchen, with a walk-out to a terrace ideal for entertaining large gatherings. A private elevator, connecting all levels of the home with ease and comfort.The second floor offers a luxurious primary suite featuring his-and-her closets with a skylight and a 5-piece ensuite with dual sinks, while 4 additional spacious bedrooms each include their own closets and private ensuites, along with a second-floor laundry for added functionality. The fully finished walk-out basement includes a 1-bedroom suite, 2 bathrooms, a recreation room with wet bar that can be converted into a second kitchen, a home gym and a dedicated home theatre for entertainment, along with a cold room, plus a second laundry area in the basement for added convenience. The beautifully landscaped backyard creates a resort-style setting perfect for relaxation and entertaining. Ideally located just minutes from Coronation Park, the lakeshore, top-rated schools, fine dining, boutique shopping, and cultural amenities. Taxes have not been assessed yet.

1042 Bridge Road, Oakville

2054 Lakeshore Road E, Oakville
$33,000,000
7 Beds ⋅ 13 Baths ⋅ W13453124 MLS
2054 Lakeshore Rd. East is one of Oakville's finest lakefront estates.Situated on 1.6 acres & 166 ft of pristine shoreline, complete with deck & stairway access to the water. Designed by renowned architect Gren Weis & brought to life by the exceptional craftsmanship of Coulson Fine Homes.This magnificent 7-bdrm, 13-bath home spans an impressive 19,210 sq ft living space.Step into the grand formal entrance where limestone cast walls create a dramatic first impression serving as a prelude to the extraordinary spaces beyond.The residence showcases 12 ft ceilings on the main level, Brazilian walnut flooring thru-out & custom cabinetry adorns this remarkable home.The estate features an expansive living & dining rm w/breathtaking water views, perfect for intimate gatherings or grand celebrations.Step outside to the covered terrace where you can relax to the sounds of the "Bellagio" inspired fountains & waterfall.The gourmet open-concept kit.flows effortlessly into the fam.rm where water views & fp create a relaxed & comfortable space.The lower-level transforms into an entertainer's paradise, w/a state-of-the-art home theater, gym w/direct access to the infinity edge pool,steam room, golf simulator, wine cellar, billiards area w/rec room & catering kit.A private 2-bdrm nanny suite w/sep. entrance. Two laundry rooms .An elevator gives you convenient access to all 5 levels of this thoughtfully designed home.The outdoors offers multiple entertaining areas nestled within the manicured landscaped grounds, the lakefront deck & poolside.The power screened sunroom offers 3 season enjoyment.His & Hers double car garages to accommodate 4 vehicles w/additional parking for 20 more on the circular driveway & auxiliary prkng areas-perfect for hosting memorable events.This waterfront estate represents more than just a home it's a lifestyle statement and every detail is curated to create an environment of uncompromising luxury and comfort. LUXURY CERTIFIED.

2054 Lakeshore Road E, Oakville

262 Maple Grove Drive, Oakville
$10,880,000
5 Beds ⋅ 7 Baths ⋅ W13448452 MLS
Set on one of Morrison's most coveted streets, this extraordinary custom-built estate offers over 10,800 sq ft of impeccably designed living space, complemented by a remarkable 3,400 sq ft two-level garage and showroom with accommodation for up to 10 vehicles. A striking stone façade introduces interiors defined by exceptional craftsmanship, soaring ceilings, expansive principal rooms, and walls of glass that seamlessly connect to the resort-inspired grounds. Designed for both grand-scale entertaining and refined family living, the main level features elegant formal living and dining rooms, a private executive office, and a spectacular chef's kitchen with bespoke cabinetry, premium appliances, an oversized island, walk-in pantry, and full servery. The adjoining family room and Muskoka-inspired lounge create an effortless indoor-outdoor lifestyle experience. The upper level is anchored by a luxurious primary retreat featuring a private balcony, fireplace, custom dressing rooms, and a spa-inspired ensuite. Additional bedroom suites offer exceptional comfort with custom finishes, walk-in closets, and ensuite bathrooms. The lower level is dedicated to recreation and wellness, featuring a state-of-the-art home theatre, games area, fitness studio, sauna, custom bar, wine display room, and expansive entertainment spaces. Outdoors, the estate transforms into a private resort oasis, featuring meticulously landscaped grounds, extensive entertaining terraces, and a spectacular pool setting that offers complete privacy and tranquility. Located in one of Oakville's most prestigious neighbourhoods, this exceptional residence is moments from top-ranked schools, downtown Oakville, lakefront parks, private clubs, and all the amenities that define this premier community. A truly remarkable family estate where architectural excellence, luxury, and lifestyle converge.

262 Maple Grove Drive, Oakville

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