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$3,300,000
6 Beds 5 Baths W13496464 MLS® #
Welcome to this exceptional custom-built home in the heart of South Oakville, where timeless design meets modern luxury. Offering 3,387 sq. ft. above grade (MPAC) and approximately 5,400 sq. ft. of beautifully finished living space, this residence was thoughtfully designed for comfortable family living and elegant entertaining.The sun-filled open-concept layout features dramatic floor-to-ceiling windows, 10-foot ceilings on the main floor, and premium finishes throughout. The gourmet kitchen is the centerpiece of the home, complete with custom white cabinetry, quartz countertops, high-end appliances, and a large centre island overlooking the spacious family and dining areas.This home offers 4+2 generously sized bedrooms, a private main-floor office, and 5 beautifully finished bathrooms, providing plenty of space for growing families. The professionally finished walk-up basement with 9-foot ceilings includes an oversized recreation room, wet bar, exercise area, and two additional bedrooms, making it ideal for entertaining or extended family living.Step outside to a professionally landscaped backyard featuring a covered cedar-ceiling patio, creating the perfect setting for relaxing or hosting family and friends.Situated in one of South Oakville's most desirable neighbourhoods, this home is within walking distance to parks, shopping, Appleby College, Queen Elizabeth Park Community and Cultural Centre, and is just minutes from the lake. It is also surrounded by some of the area's top-rated public, Catholic, and private schools.Proudly built by the owner for personal use-not as a speculative build-this home reflects exceptional craftsmanship, quality materials, and meticulous attention to detail throughout. This is a rare opportunity to own a truly remarkable custom home in one of Oakville's most sought-after communities.

442 Sherin Drive, Oakville

Listing courtesy of HOME AND BUSINESS REALTY.

$3,588,000
5 Beds 5 Baths W13494196 MLS® #
Welcome to 403 Willis Dr, where luxury is defined by thoughtful design, exceptional craftsmanship & spaces that are as functional as they are beautiful. Offering over 5,200 SF of impeccably finished living space, this custom-built residence is nestled among Oakville's finest estates, just minutes from the waterfront, blending smart home innovation w/ everyday comfort. A distinguished interior showcases hardwood floors, soaring ceilings & oversized windows that flood the home w/ natural light. Designed for effortless entertaining & comfortable living, the main level offers a formal living room, elegant dining room & inviting family room anchored by a gas fireplace. The gourmet kitchen is the heart of the home, featuring quartz countertops, premium Wolf appliances, a large centre island, W/I servery & bright breakfast area w/ seamless access to the covered outdoor living space. Above, a skylight brightens the upper level. Four spacious bedrooms include a luxurious primary retreat w/ W/I closet & spa-inspired 5-pc ensuite, while a second bedroom enjoys its own ensuite & the remaining bedrooms share a beautifully appointed bath. Below, the finished lower level offers exceptional flexibility w/ expansive rec space, 5th bedroom, full bath & dedicated office/flex room-perfect for multi-generational living, home theatre, gym, games lounge or private guest retreat. Step outside to a private backyard designed to extend your living space, featuring a covered patio for alfresco dining, summer entertaining or quiet evenings overlooking the landscaped grounds. Additional highlights include Russound whole-home audio, Hunter Wi-Fi irrigation (4 zones), YoLink leak detection, Ring alarm compatibility, smart locks, garage door openers/remotes & more! Ideally located minutes to Downtown Oakville, Lake Ontario, Bronte Harbour, Coronation Park, Glen Abbey Golf Club, reputable schools, boutique shopping, fine dining, Oakville GO, Hwys 403, QEW & 407.

403 Willis Drive, Oakville

Listing courtesy of SAM MCDADI REAL ESTATE INC..

$3,188,000
7 Beds 5 Baths W13488172 MLS® #
REIMAGINED CUSTOM RESIDENCE IN PRESTIGIOUS CORONATION PARK! Situated on a premium 90' x 125' mature lot in one of S/W Oakville's most sought-after neighbourhoods, this exceptional family home offers over 4,500 SF of finished living space. Featuring 6 bedrooms and 4.5 bathrooms, this residence combines refined finishes, spacious principal rooms, and a highly functional layout. A dramatic double-height living room with a soaring 17' ceiling, architectural windows, gas fireplace, and automated drapery creates an impressive focal point. The gourmet kitchen is equipped with quartz countertops, peninsula seating, a farmhouse sink, prep island with sink, and a 36" Thermador gas range, opening to the dining area with walkout to a composite deck with glass panels. The upper levels offer exceptional privacy and flexibility. The second level features two spacious bedrooms, including one with a four-piece ensuite, powder room, and a vaulted-ceiling lounge. Occupying its own level, the primary retreat boasts dual walk-in closets, including a laundry rough-in, and a spa-inspired five-piece ensuite with a freestanding tub, oversized glass shower, and heated floor. Two additional bedrooms and a five-piece bathroom complete this level. The finished lower level includes a media room with built-in shelving, plus a sixth bedroom/office. The basement offers a recreation area with walkout access, gym, full bath, laundry room, extensive built-in storage, and direct garage access. Additional highlights include engineered hardwood flooring, dual HVAC systems, Ecobee smart thermostats, exterior soffit lighting, and parking for six vehicles. The private backyard is designed for entertaining, featuring a saltwater pool, outdoor wet bar, pergola, and multiple seating areas. Within walking distance of Coronation Park, the lake, and top-ranked schools. Rarely does a home of this calibre become available in such a coveted location. (certain images have been digitally enhanced and virtually staged)

1601 Venetia Drive, Oakville

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD..

$3,598,000
5 Beds 6 Baths W13481348 MLS® #
Welcome to 369 Wade Street. This custom-built masterpiece spans over 5,500 square feet of immaculate living space, leaving absolutely no detail overlooked. It effortlessly checks every box for the modern luxury buyer: a turnkey build, a fully landscaped backyard with a pristine pool, a main-floor executive office, and an upper level where every bedroom features a private, dedicated ensuite with heated floors. The main floor makes an immediate impression with soaring 10-foot ceilings, a 16-foot formal living room, and a dramatic 21-foot grand great room that floods the principal spaces with natural light. Designed for both grand-scale entertaining and daily function, the main level features a commanding foyer, a private office, formal living and dining areas, and a chef's kitchen showcasing premium cabinetry, top-of-the-line Wolf and Sub-Zero appliances, and a dedicated breakfast area overlooking the pool oasis. Upstairs, four spacious bedrooms boast 10-foot ceilings, private ensuites, abundant natural light, and custom built-ins-led by a primary retreat with bespoke closets featuring integrated LED inlays, a spa-like ensuite with heated flooring, and a spacious upper-level laundry. The lower level offers exceptional versatility via an open-concept walk-up basement, complete with a sleek secondary kitchenette, two additional bedrooms, a full washroom, and a separate entrance. Located minutes from the QEW, 407, Appleby College, and Downtown Oakville, this home represents the pinnacle of modern luxury.

369 Wade Street, Oakville

Listing courtesy of RE/MAX ESCARPMENT REALTY INC..

$3,598,000
40841970 MLS® #
An exceptional development opportunity in the heart of Downtown Oakville. Situated within the coveted CBD zoning district, this prime approximately 47.16 x 104.4 ft parcel offers outstanding potential for investors, developers, and end users seeking to capitalize on one of Oakville’s most prestigious and walkable neighbourhoods. CBD zoning permits a wide range of residential, commercial, and mixed-use possibilities, including apartment, semi-detached, townhouse, and live-work dwellings, as well as business offices, retail stores, restaurants, hotels, medical offices, service commercial uses, and more. Surrounded by luxury residences, boutique commercial spaces, and established mixed-use developments, the property is just steps from the Oakville Marina, Lake Ontario, acclaimed restaurants, cafés, boutique shopping, and the vibrant downtown core. This highly desirable location offers a unique blend of waterfront living, urban convenience, and timeless charm. Extensive due diligence has already been completed, including previous site plan approval and a building permit for a proposed 4-storey condominium development. A rare opportunity to secure a premier Downtown Oakville parcel with exceptional long-term development potential in one of the GTA’s most sought-after luxury markets. (id:5764)

132 DUNN Street, Oakville

Listing courtesy of Royal LePage Burloak Real Estate Services.

$3,799,000
5 Beds 6 Baths W13476990 MLS® #
Welcome to 246 Nyla Court, a stunning 4-bedroom, 5.5-bathroom home by the renowned Fernbrook Homes in the highly sought-after Bronte area. Located in an exclusive 14-lot community surrounding the beautiful Hixon Park, this home offers approximately 4,200 sq. ft. of above-ground living space, providing exceptional comfort, privacy, and versatility, with two furnaces, two air conditioning units, a whole-house water softener, humidifier, smart locks, and comprehensive security cameras. On the main floor, enjoy a chef-ready kitchen with custom Downsview cabinets and high-end Sub-Zero and Wolf appliances, complemented by a private Cambridge elevator providing easy access to all levels. Upstairs, all four bedrooms feature ensuite bathrooms, offering privacy and comfort for the whole family. The finished basement includes a 7.1 home theatre system and open space ready to be transformed into a gym, guest room, or entertainment area, while the garage is equipped with a Tesla charging station. Outdoor living has been extensively upgraded with a premium paved backyard, a Fiberglass Inground Swimming Pool with spa and lighting, and sprinkler systems for both front and rear yards. Ideally located, the home is just a 15-minute walk to the lakefront park, close to top private schools such as Appleby College, and near newly opened shopping including Walmart, making this property the perfect blend of luxury, modern amenities, and convenience - ideal for families seeking privacy, comfort, and an entertainer's dream home.

246 Nyla Court, Oakville

Listing courtesy of RE/MAX ATRIUM HOME REALTY.

$3,598,000
W13476786 MLS® #
An exceptional development opportunity in the heart of Downtown Oakville. Situated within the coveted CBD zoning district, this prime approximately 47.16 x 104.4 ft parcel offers outstanding potential for investors, developers, and end users seeking to capitalize on one of Oakville's most prestigious and walkable neighbourhoods. CBD zoning permits a wide range of residential, commercial, and mixed-use possibilities, including apartment, semi-detached, townhouse, and live-work dwellings, as well as business offices, retail stores, restaurants, hotels, medical offices, service commercial uses, and more. Surrounded by luxury residences, boutique commercial spaces, and established mixed-use developments, the property is just steps from the Oakville Marina, Lake Ontario, acclaimed restaurants, cafés, boutique shopping, and the vibrant downtown core. This highly desirable location offers a unique blend of waterfront living, urban convenience, and timeless charm. Extensive due diligence has already been completed, including previous site plan approval and a building permit for a proposed 4-storey condominium development. A rare opportunity to secure a premier Downtown Oakville parcel with exceptional long-term development potential in one of the GTA's most sought-after luxury markets.

132 Dunn Street, Oakville

Listing courtesy of ROYAL LEPAGE BURLOAK REAL ESTATE SERVICES.

$3,199,900
5 Beds 5 Baths W13467146 MLS® #
Welcome to 433 Jeanette Drive, an exceptional custom-built family home in one of West Oakville's most sought-after neighbourhoods. Designed by renowned architect Bill Hicks, this residence offers over 5,000 sq. ft. of beautifully finished living space, blending timeless architecture with modern family functionality. Set on a professionally landscaped lot with mature trees, the home features a fully fenced backyard, expansive entertaining deck, and covered porch, creating the perfect outdoor living space for family gatherings and summer entertaining. Inside, soaring vaulted ceilings, 10-foot main floor ceilings, oversized 8.5-foot doors, and dramatic floor-to-ceiling windows fill the home with natural light. The chef-inspired kitchen serves as the heart of the home, featuring built-in appliances, a large centre island, butler's pantry, and separate walk-in pantry, offering exceptional storage and entertaining space. Designed for today's lifestyle, the main floor includes a private home office with custom built-ins, a spacious laundry/mudroom, and generous principal rooms ideal for both everyday living and entertaining. The upper level offers four spacious bedrooms and three full bathrooms. Bedrooms 2 and 3 share a Jack-and-Jill bathroom, while Bedroom 4 enjoys its own private ensuite. The luxurious primary retreat features a spa-inspired ensuite complete with a six-foot soaking tub, oversized glass shower, double vanities, and walk-in closet. The professionally finished lower level provides incredible additional living space with a large recreation room, games area, fitness zone, and expansive entertainment space perfect for movie nights, teenagers, and family gatherings. Located in prestigious West Oakville and just minutes from Appleby College, Lake Ontario, parks, trails, shopping, restaurants, GO Transit, and major highways, this home offers the ideal combination of luxury, location, and lifestyle. A rare opportunity to own a luxury custom home in south Oakville.

433 Jeanette Drive, Oakville

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD..

$3,995,000
5 Beds 6 Baths 40841183 MLS® #
Tucked away on a quiet court in one of Southwest Oakville’s most coveted enclaves, 122 Lisonally Court presents an exceptional opportunity to enjoy 4,250 square feet of elegant living space on a spectacular ravine lot. A stately presence from the moment of arrival, the home is distinguished by its timeless stone and stucco façade, circular driveway, and cedar shake roof. Surrounded by mature trees and established luxury residences, the setting offers an unmatched sense of privacy and prestige. Inside, generously proportioned principal rooms provide the perfect balance of scale and comfortable family living. Thoughtfully designed over three finished levels, this home offers expansive living and dining rooms, a spacious family room, dedicated main-floor office, and a well-appointed kitchen and breakfast area overlooking the remarkable backyard. The second level features four spacious bedrooms, including an impressive primary retreat, while the fully finished lower level adds exceptional versatility with a fifth bedroom, recreation room, games room, gym, and abundant storage. The true highlight of the property lies beyond the rear doors. Backing directly onto a picturesque ravine, the backyard is a private oasis rarely found in South Oakville. Mature landscaping creates complete seclusion around the saltwater pool, offering a tranquil resort-inspired setting for relaxation and entertaining. With no rear neighbours and breathtaking natural surroundings, the property delivers a level of privacy that is increasingly difficult to replicate. Located within walking distance of Appleby College and close to the lake, parks, trails, and Oakville’s finest amenities, this is a rare opportunity to own a distinguished family home on one of Southwest Oakville’s most desirable courts. (id:5764)

122 LISONALLY Court, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$3,995,000
5 Beds 5 Baths W13463774 MLS® #
Tucked away on a quiet court in one of Southwest Oakville's most coveted enclaves, 122 Lisonally Court presents an exceptional opportunity to enjoy 4,250 square feet of elegant living space on a spectacular ravine lot. A stately presence from the moment of arrival, the home is distinguished by its timeless stone and stucco façade, circular driveway, and cedar shake roof. Surrounded by mature trees and established luxury residences, the setting offers an unmatched sense of privacy and prestige. Inside, generously proportioned principal rooms provide the perfect balance of scale and comfortable family living. Thoughtfully designed over three finished levels, this home offers expansive living and dining rooms, a spacious family room, dedicated main-floor office, and a well-appointed kitchen and breakfast area overlooking the remarkable backyard. The second level features four spacious bedrooms, including an impressive primary retreat, while the fully finished lower level adds exceptional versatility with a fifth bedroom, recreation room, games room, gym, and abundant storage. The true highlight of the property lies beyond the rear doors. Backing directly onto a picturesque ravine, the backyard is a private oasis rarely found in South Oakville. Mature landscaping creates complete seclusion around the saltwater pool, offering a tranquil resort-inspired setting for relaxation and entertaining. With no rear neighbours and breathtaking natural surroundings, the property delivers a level of privacy that is increasingly difficult to replicate. Located within walking distance of Appleby College and close to the lake, parks, trails, and Oakville's finest amenities, this is a rare opportunity to own a distinguished family home on one of Southwest Oakville's most desirable courts.

122 Lisonally Court, Oakville

Listing courtesy of CENTURY 21 MILLER REAL ESTATE LTD..

$3,995,000
5 Beds 7 Baths W13463264 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

Listing courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC..

$3,549,000
4 Beds 4 Baths W13460798 MLS® #
Tucked away on a quiet cul-de-sac in one of Oakville's most sought-after neighbourhoods, this custom-built (2018) home sits on a rare 66 x 188 ft lot, offering exceptional depth and privacy. With over 4,000 sq. ft. above grade, the residence showcases quality craftsmanship and thoughtful design throughout. The striking exterior blends natural stone, stucco, and modern wood-look aluminum cladding. Expansive, sound-reducing windows fill the home with natural light. A double garage with tandem space and an extended driveway accommodates up to six vehicles. The professionally landscaped, fully fenced backyard is framed by mature cedar hedging and features a 400 sq. ft. covered outdoor living area with 11-ft ceilings, skylights, built-in TV, and wood-burning fireplace. Oversized 9-ft sliding glass doors create seamless indoor-outdoor living.Inside, 10-ft ceilings on the main and second levels, hardwood flooring, and well-proportioned principal rooms define the space. Formal living and dining rooms, a private office, and a spacious family room with gas fireplace offer comfort and functionality. The custom kitchen features an oversized island and premium Dacor appliances, ideal for everyday living and entertaining.Upstairs offers four generous bedrooms. The primary suite includes a fireplace, sitting area, and a custom walk-in dressing room with built-in sink, mini fridge, and coffee bar. The spa-inspired ensuite features a glass shower, soaker tub, and double vanity. Three additional bedrooms and two full baths complete the level.The unspoiled lower level offers approx. 3,000 sq. ft. with 9-ft ceilings, heated floors, and a walkout-ready to customize. A rare opportunity to own a stylish custom home on an oversized lot in prime Oakville.

1099 Truman Avenue, Oakville

Listing courtesy of VANGUARD REALTY BROKERAGE CORP..

$3,225,000
5 Beds 4 Baths 40840785 MLS® #
Tucked away in prestigious Southeast Oakville, this extraordinary custom-built bungalow tells a story of timeless elegance and effortless family living. Offering 4,356 sq. ft. of beautifully crafted 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 deck create the perfect setting for quiet mornings, lively gatherings, and evenings under the stars. Inside, soaring 10-foot ceilings and rich hickory hardwood floors guide you through sun-filled formal living 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, featuring granite countertops, a Bertazzoni gas stove, a charming Belfast sink, and a bright breakfast area opening seamlessly to the deck for indoor-outdoor living. The main-floor primary suite is a peaceful retreat with French doors to the deck, a walk-in closet, and a spa-inspired five-piece ensuite with a clawfoot soaker tub. Two additional bedrooms on the main level offer flexibility for family or guests. Downstairs, the finished lower level extends the story with a recreation room, second gas fireplace, games area, wet bar, laundry, and two additional bedrooms ideal for extended family, guests, or a home office. Car enthusiasts will appreciate the double garage with soaring ceilings ready for a lift, wiring for an EV charger, and a double-wide driveway accommodating up to six vehicles. Designed for seamless one-level living, this home offers the perfect balance of luxury and practicality for families, professionals, and downsizers alike. Just moments from Oakville Trafalgar High School, Deer Run Park, and Sobeys Maple Grove, this move-in ready residence captures the best of Southeast Oakville living where sophistication, warmth, and memories come together. Luxury Certified. (id:5764)

2073 DERAMORE Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,225,000
5 Beds 4 Baths W13459010 MLS® #
Tucked away in prestigious Southeast Oakville, this extraordinary custom-built bungalow tells a story of timeless elegance and effortless family living. Offering 4,356 sq. ft. of beautifully crafted 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 deck create the perfect setting for quiet mornings, lively gatherings, and evenings under the stars. Inside, soaring 10-foot ceilings and rich hickory hardwood floors guide you through sun-filled formal living 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, featuring granite countertops, a Bertazzoni gas stove, a charming Belfast sink, and a bright breakfast area opening seamlessly to the deck for indoor-outdoor living. The main-floor primary suite is a peaceful retreat with French doors to the deck, a walk-in closet, and a spa-inspired five-piece ensuite with a clawfoot soaker tub. Two additional bedrooms on the main level offer flexibility for family or guests. Downstairs, the finished lower level extends the story with a recreation room, second gas fireplace, games area, wet bar, laundry, and two additional bedrooms ideal for extended family, guests, or a home office. Car enthusiasts will appreciate the double garage with soaring ceilings ready for a lift, wiring for an EV charger, and a double-wide driveway accommodating up to six vehicles. Designed for seamless one-level living, this home offers the perfect balance of luxury and practicality for families, professionals, and downsizers alike. Just moments from Oakville Trafalgar High School, Deer Run Park, and Sobeys Maple Grove, this move-in ready residence captures the best of Southeast Oakville living where sophistication, warmth, and memories come together. Luxury Certified.

2073 Deramore Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc., Brokerage.

$3,779,000
4 Beds 5 Baths 40839973 MLS® #
Welcome to an extraordinary custom-built contemporary residence in South East Oakville. Expertly designed by renowned architect David Small and built by Bachly Homes, this remarkable home offers over 5600 sq. ft. of finished living space on a 78'x146' lot, blending striking West Coast architecture with modern luxury. A dramatic two-storey foyer with soaring ceilings, expansive windows, an open-riser wood staircase, and private elevator sets the tone as you enter. The main level is designed for everyday living and entertaining, featuring a stunning great room with 13'+ ceilings, a linear gas fireplace with reclaimed wood feature wall, and floor-to-ceiling windows that flood the home with natural light. The chef-inspired kitchen showcases premium built-in appliances, custom cabinetry, quartz surfaces, and an oversized island, seamlessly connecting to the dining area with a striking double-sided fireplace and full wet bar. A private office with custom built-ins and an oversized laundry/mudroom with garage access complete the main level. Upstairs, the luxurious primary retreat features a spa-inspired ensuite with Toto Washlet, custom walk-in closet, double-sided fireplace, and private balcony overlooking the backyard. Two additional bedrooms each offer walk-in closets and ensuite access. The fully finished lower level is ideal for entertaining, complete with a recreation room, projector and oversized screen, glass-enclosed gym, fourth bedroom, full bathroom, and large sauna. Rough-ins for future heated floors add value. Step outside to enjoy the covered patio, hot tub, greenhouse, mature landscaping and backyard oasis. Features include a Tesla EV charger, sprinkler system, alarm system, new water heater (2025), and parking for six vehicles including a double garage. Located close to top-rated schools, parks, shopping, downtown Oakville, and the lake, this exceptional residence offers an opportunity to own a luxury home where timeless design meets modern living. (id:5764)

2104 DEVON Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,779,000
4 Beds 5 Baths W13456410 MLS® #
Welcome to an extraordinary custom-built contemporary residence in South East Oakville. Expertly designed by renowned architect David Small and built by Bachly Homes, this remarkable home offers over 5600 sq.ft of finished living space on a 78x146 lot, blending striking West Coast architecture with modern luxury. A dramatic two-storey foyer with soaring ceilings, expansive windows, an open-riser wood staircase, and private elevator sets the tone as you enter. The main level is designed for everyday living and entertaining, featuring a stunning great room with 13+ ceilings, a linear gas fireplace with reclaimed wood feature wall, and floor-to-ceiling windows that flood the home with natural light. The chef-inspired kitchen showcases premium built-in appliances, custom cabinetry, quartz surfaces, and an oversized island, seamlessly connecting to the dining area with a striking double-sided fireplace and full wet bar. A private office with custom built-ins and oversized laundry/mudroom with garage access complete the main level. Upstairs, the luxurious primary retreat features a spa-inspired ensuite with Toto Washlet, custom walk-in closet, double-sided fireplace, and private balcony overlooking the backyard. Two additional bedrooms each offer walk-in closets and ensuite access. The fully finished lower level is ideal for entertaining, complete with a recreation room, projector and oversized screen, glass-enclosed gym, fourth bedroom, full bathroom, and large sauna.Rough-ins for future heated floors add value.Step outside to enjoy a covered patio, hot tub, greenhouse, mature landscaping and backyard oasis.Features include a Tesla EV charger, sprinkler system, alarm system, new water heater (2025), and parking for 6 vehicles including a double garage.Located close to top-rated schools, parks, shopping, downtown Oakville, and the lake, this exceptional residence offers an opportunity to own a luxury home where timeless design meets modern living. Luxury Certified

2104 DEVON Road, Oakville

Listing courtesy of RE/MAX ESCARPMENT REALTY INC..

$3,995,000
5 Beds 6 Baths 40840327 MLS® #
Stunning home upgraded and finished to the highest level, with French Chateau–inspired curb appeal and landscaped grounds. Luxurious finishes and attention to detail throughout. Big, bright windows, custom cabinetry, wall paneling and mouldings, curated stone and tile selections, hardwood herringbone flooring, integrated vents, and a skylight over the central staircase. Interior design by Mia Coroza. Landscaping by Kanawi Landscaping, with top trades from across the GTA. Mirage engineered oak flooring in herringbone. Red oak stairs with wrought iron railings by Deluxe Stairs. A beautifully appointed kitchen features leathered Taj Mahal natural stone quartzite countertops and island. Walk through the servery with walk-in pantry to the dining room with a built-in wine rack. The two-storey great room offers massive windows, a matte porcelain fireplace surround, and a custom ethanol fireplace. A stylish office includes French door entry, built-in wall unit, and sconces. All four bedrooms feature private ensuites. The primary suite includes a fireplace, walk-in closet with custom organizers, and an ensuite with heated floors, designer plumbing fixtures, stand-alone tub, and dual sinks. A laundry room is equipped with LG front-load washer and dryer. Each additional bedroom offers its own design, with closets featuring sensor lighting. Nine-foot ceilings and large window wells enhance the lower level. A bar area features leathered Titanium Gold natural stone quartzite countertops. The home theatre is positioned beneath the garage. Additional spaces include a home gym with custom mats, fifth bedroom, three-piece bath with curbless shower, and rec room. White cedar sauna completes the level. Walk out from the kitchen to a covered porch overlooking grounds inspired by a European garden, with fountains finished in exterior porcelain, landscape lighting, and a cabana with water and gas roughed-in. Aluminum composite fencing and a walk-up from the basement complete this setting. (id:5764)

517 STAFFORD Drive, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$3,995,000
5 Beds 6 Baths W13451360 MLS® #
Stunning home upgraded and finished to the highest level, with French Chateau-inspired curb appeal and landscaped grounds. Luxurious finishes and attention to detail throughout. Big, bright windows, custom cabinetry, wall paneling and mouldings, curated stone and tile selections, hardwood herringbone flooring, integrated vents, and a skylight over the central staircase. Interior design by Mia Coroza. Landscaping by Kanawi Landscaping, with top trades from across the GTA. Mirage engineered oak flooring in herringbone. Red oak stairs with wrought iron railings by Deluxe Stairs. A beautifully appointed kitchen features leathered Taj Mahal natural stone quartzite countertops and island. Walk through the servery with walk-in pantry to the dining room with a built-in wine rack. The two-storey great room offers massive windows, a matte porcelain fireplace surround, and a custom ethanol fireplace. A stylish office includes French door entry, built-in wall unit, and sconces. All four bedrooms feature private ensuites. The primary suite includes a fireplace, walk-in closet with custom organizers, and an ensuite with heated floors, designer plumbing fixtures, stand-alone tub, and dual sinks. A laundry room is equipped with LG front-load washer and dryer. Each additional bedroom offers its own design, with closets featuring sensor lighting. Nine-foot ceilings and large window wells enhance the lower level. A bar area features leathered Titanium Gold natural stone quartzite countertops. The home theatre is positioned beneath the garage. Additional spaces include a home gym with custom mats, fifth bedroom, three-piece bath with curbless shower, and rec room. White cedar sauna completes the level. Walk out from the kitchen to a covered porch overlooking grounds inspired by a European garden, with fountains finished in exterior porcelain, landscape lighting, and a cabana with water and gas roughed-in. Aluminum composite fencing and a walk-up from the basement complete this setting.

517 Stafford Drive, Oakville

Listing courtesy of CENTURY 21 MILLER REAL ESTATE LTD..

$3,999,999
5 Beds 4 Baths W13445818 MLS® #
Step into timeless coastal charm at 74 West Street, a meticulously designed residence nestled in one of Bronte's most coveted enclaves. This stunning home blends relaxed lakeside elegance with upscale modern living, offering the perfect family home just steps from the lakefront, marina, and charming Bronte Village. On an 213 foot deep lot with over 5000 square feet of living space and thoughtfully curated interiors, this home is a masterclass in light, space, and natural textures. It has been completely redone with white oak flooring, shiplap accents, new kitchen, baths, windows and new interior throughout with soft neutral tones that echo the tranquility of the nearby shoreline, while expansive windows flood the home with sunlight and invite in calming lake breezes. The heart of the home is the gourmet kitchen, featuring custom cabinetry, quartz countertops, and premium appliances, ideal for both casual family meals and elegant entertaining. The open-concept living and dining areas flow seamlessly to a beautifully private landscaped backyard oasis with pool, hot tub and lush gardens perfect for summer evenings and al fresco gatherings. The primary suite is a serene retreat, complete with a spa-inspired ensuite and private balcony. Additional bedrooms are spacious and light-filled, with flexible options for home offices or guest accommodations. The lower level features an additional bedroom and full bath, family room, laundry, home office, gym and storage. Just moments from Bronte Harbour, local shops, cafes, waterfront trails, and top-rated schools, 74 West Street offers an unmatched lifestyle in one of Oakville's most picturesque settings.

74 West Street, Oakville

Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage.

$3,739,000
5 Beds 6 Baths W13444624 MLS® #
Nestled in the heart of highly sought-after Morrison, this exceptional custom-built executive home offers 4,464sf above grade or nearly 6,000 sf of refined luxury living space, set on a rare 100 x 150 ft south-facing premium lot. Thoughtfully designed with a contemporary aesthetic and impeccable craftsmanship, this residence seamlessly blends elegance with modern functionality.Featuring a versatile layout with 2 bedrooms on the main level and 2 on the upper level, all spacious and boasts its own private ensuites and spacious walk-in closets, offering ultimate comfort and privacy. The home showcases rich hardwood flooring throughout, complemented by custom slatted wood accent walls, extensive millwork, crown mouldings, and soaring ceilings that elevate the sense of space and sophistication.The heart of the home is the breathtaking double-height family room, highlighted by floor-to-ceiling windows, and a dramatic walnut slatted feature wall-creating a true architectural statement. Walk out to a 650 sq.ft. oversized deck, perfect for seamless indoor-outdoor entertaining.The designer kitchen is a chef's dream, featuring premium cabinetry, granite countertops, and top-of-the-line appliances, flowing effortlessly into the principal living spaces. A dedicated main floor office adds convenience for modern living.The professionally finished lower level offers expansive recreation and entertainment areas, ideal for family gatherings or hosting guests.Outdoors, enjoy beautifully landscaped front and rear gardens with a full sprinkler system, interlocking stonework, and a private backyard retreat bathed in southern sunlight.Located just steps to top-ranked schools (Oakville Trafalgar High School, Maple Grove Public School) and the lake, parks, and downtown Oakville, this home represents a rare opportunity in one of Oakville's most prestigious enclaves.

1508 Oakhill Drive, Oakville

Listing courtesy of Re/Max Hallmark Realty Ltd..

$3,148,000
5 Beds 5 Baths W13440404 MLS® #
A Rare Offering of Uncompromising Luxury.Exceptional homes are seldom built to this standard. Designed and executed with an unwavering commitment to quality, sophistication, and timeless design, this custom residence offers a level of craftsmanship rarely seen in today's market.From the moment you enter, the home's clean architectural lines, expansive windows, and seamless designer millwork create an atmosphere of refined elegance. Every detail has been thoughtfully curated-from flush baseboards/integrated wall moldings to custom built-ins and solid-core doors-resulting in a residence that feels both luxurious and effortlessly modern.Spanning over multiple levels of beautifully finished living space,the home features 5 spacious bedrooms,5 spa-inspired bathrooms,a private executive office,a professionally designed home theatre, a magical Harry Potter-inspired retreat, and an expansive lower-level family room designed for entertaining and relaxing. At the heart of the home is a stunning chef's kitchen, equipped with premium Wolf, Bosch, and JennAir appliances, abundant workspace, and a generous walk-in pantry. Whether hosting large gatherings or enjoying everyday family life, this space delivers both beauty and functionality.Comfort is elevated throughout with radiant heated floors in the primary ensuite and lower level, spray-foam insulation, advanced energy-efficient construction, three fireplaces, integrated smart-home technology, whole-home audio, a 4K security system, and intelligent lighting designed for modern living.Step outside and discover an outdoor living space that extends the home's luxurious lifestyle. The covered porch features recessed lighting, a fireplace, wall-mounted television, and dedicated dining area-creating the perfect setting for year-round entertaining. A fully fenced side yard provides privacy, space for children and pets, and room to relax and unwind.Built for those who appreciate exceptional attention to detail and refuse to compromise!

1403 Wren Avenue, Oakville

Listing courtesy of RE/MAX HALLMARK REALTY LTD..

$3,098,000
2 Beds 3 Baths W13439412 MLS® # The Coventry BLDG.
Welcome to The Coventry Penthouse-one of downtown Oakville's most distinguished luxury residences. This architecturally significant suite, designed by acclaimed architect Bill Hicks, offers an unparalleled lifestyle just steps from the lake, waterfront parks, shopping, and dining. Occupying a premier position within this exclusive boutique building, with only two residences sharing the elevator, the penthouse delivers exceptional privacy and sophistication. Expansive living spaces are highlighted by soaring ceilings, a dramatic skylight, custom Downsview kitchen, walk-in pantry, formal dining room, integrated Sonos sound system, and elegant indoor-outdoor living. Two sets of French doors open to a covered terrace featuring a striking two-sided fireplace, while a spectacular private rooftop terrace creates the perfect setting for entertaining and relaxation. The luxurious primary retreat includes terrace access, a spacious walk-in closet, and spa-inspired five-piece ensuite. Complete with a second bedroom, den, 2.5 bathrooms, two premium parking spaces, and a locker, this exceptional residence offers the comfort of a custom home with the ease and convenience of luxury condominium living. A rare opportunity to own a truly unique penthouse in the heart of downtown Oakville. *Some photos may be virtually staged

253 Church Street Unit 402, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp., Brokerage.

$3,188,000
4 Beds 4 Baths W13415046 MLS® #
Experience exclusive lakefront luxury living at The Gardens of Edgemere, one of South East Oakville's most prestigious private enclaves. This rare "lock-and-leave" Ivy TownManor blends the timeless character of Oakville's historic lakefront estates with refined contemporary design, offering approximately 2,318 sq ft above grade and nearly 2,800 sq ft of total luxury living space.Surrounded by professionally landscaped grounds, residents enjoy access to a lakefront promenade, historic Japanese Teahouse, pergola, rose garden, greenhouse, conservatory, and beautifully maintained gardens-all in a serene estate-like setting.Inside, soaring 10-foot main-floor ceilings, floor-to-ceiling windows, and two bright skylights fill the home with natural light. Enjoy lake views from all bedrooms, plus lush ravine views from the private rear terrace and primary ensuite. The showpiece kitchen features upgraded full-height cabinetry and premium Wolf, Sub-Zero, and Miele appliances, while built-in speakers and two gas fireplaces add warmth and comfort.The upper level offers three spacious bedrooms, all with LED pot lights and custom closet organizers. Heated floors in all bathrooms enhance the spa-like feel, while the primary retreat captures breathtaking lake and ravine views from both the bedroom and luxurious ensuite. Convenient upper-level laundry adds everyday ease.The lower level features a luxurious den or guest bedroom, plus direct access to a private two-car underground garage via a heated driveway, complete with upgraded lighting and shelving.Relax or entertain on the private 391 sq ft rear terrace overlooking tranquil ravine views. Ideally located near top public and private schools, downtown Oakville, the lake, shops, restaurants, parks, and transit, this exceptional residence offers rare lakefront luxury, privacy, and convenience in the heart of South East Oakville.

10 MAPLE GROVE Drive Unit 14, Oakville

Listing courtesy of Re/Max Hallmark Realty Ltd..

$3,998,000
5 Beds 5 Baths W13215448 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 sqftof 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 8 vehicle parking, 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

Listing courtesy of SOTHEBY'S INTERNATIONAL REALTY CANADA.

$3,649,000
5 Beds 5 Baths 40832810 MLS® #
Step into this newly constructed custom residence which showcases bespoke built-in cabinetry fine craftsmanship. Stately nine-foot ceilings on the first and second floors from the wood flooring to the large scale windows you will sense refinement. Cozy in floor heating throughout the basement and all stone floors on the main and second floor includes a decadent heated garage floor, meaning no need to bundle up to access the garage making it a functional space of the home. The property is consistent with creature comforts featuring dedicated upper and lower hvac systems, circulating instant hot water throughout, and three gas fireplaces. Included is a comprehensive security system with cameras. The exterior façade combines elegant stone elements with stunning composite wood features, oversized front landing, 4 season inviting back deck with it’s own gas fireplace. Landscaping includes lighting with the addition of integrated driveway lighting to guide your way home. Luxury certified. (id:5764)

540 PATRICIA Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,649,000
5 Beds 5 Baths W13163910 MLS® #
Step into this newly constructed custom residence which showcases bespoke built-in cabinetry fine craftsmanship. Stately nine-foot ceilings on the first and second floors from the wood flooring to the large scale windows you will sense refinement. Cozy in floor heating throughout the basement and all stone floors on the main and second floor includes a decadent heated garage floor, meaning no need to bundle up to access the garage making it a functional space of the home. The property is consistent with creature comforts featuring dedicated upper and lower hvac systems, circulating instant hot water throughout, and three gas fireplaces. Included is a comprehensive security system with cameras. The exterior façade combines elegant stone elements with stunning composite wood features, oversized front landing, 4 season inviting back deck with it's own gas fireplace. Landscaping includes lighting with the addition of integrated driveway lighting to guide your way home. Luxury Certified.

540 Patricia Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc., Brokerage.

$3,199,000
2 Beds 2 Baths W13158074 MLS® # The Randall Residences BLDG.
Welcome to one of Downtown Oakville's most celebrated residential addresses, imagined and brought to life by an exceptional local team, the internationally acclaimed luxury designer whose signature detailing elevates this landmark building into a work of art. Together, they crafted a boutique residence that seamlessly blends sophistication, exclusivity, and enduring elegance. This expansive suite features grand principal rooms, soaring ceiling heights, and refined architectural proportions throughout. The Great Room and adjoining Kitchen/Dining Room provide an impressive setting for both relaxed living and elegant entertaining, while the formal Foyer and circular entry gallery create a memorable sense of arrival. The private primary wing offers a gracious Master Bedroom with Juliet balcony, ensuite bathroom, with walk through dressing room, delivering a true luxury retreat. A second bedroom is perfect for guests or extended family and is thoughtfully preceded by its own private vestibule, enhancing comfort and privacy. Additional conveniences include a separate Laundry Room, dedicated Storage Room, and a Powder Room that complements the home's generous flow. The building also features the renowned Sotto Sotto restaurant on the main level - a testament to the calibre of the address and a unique lifestyle benefit for residents. Steps to the lake, marina, shops, cafés, and cultural venues, this residence offers a rare blend of boutique luxury and walkable urban convenience. A distinguished opportunity to live in one of Oakville's landmark buildings.

300 Randall Street Unit 211, Oakville

Listing courtesy of RE/MAX ESCARPMENT REALTY INC..

$3,299,000
3 Beds 4 Baths 40830519 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. (id:5764)

1168 CAREY Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

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

1168 Carey Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc., Brokerage.

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

1283 Meadowside Path, Oakville

Listing courtesy of AKARAT GROUP INC..