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

1404 Waverly Avenue SW, Oakville

$3,198,000
5 Beds ⋅ 6 Baths ⋅ W13550008 MLS
Welcome to this exceptional family residence in prime Southeast Oakville, just steps to the lake and within the coveted catchments of Maple Grove Public School and Oakville Trafalgar High School, as well as close to some of Canada's finest private schools. Set on a premium 100' x 150' professionally landscaped lot, this impressive home offers over 5,000 sq. ft. of luxurious living space designed for comfortable family living and elegant entertaining.A welcoming front porch leads into a thoughtfully designed interior featuring hardwood floors throughout, generous principal rooms, and quality finishes. Designed with families in mind, the home offers 4+1 bedrooms, each with its own ensuite bathroom and walk-in closet. The luxurious primary suite is a private retreat, complete with a gas fireplace, Juliet balcony overlooking the beautifully landscaped backyard, and a newly renovated spa-inspired ensuite with dual vanities, a glass shower, and a soaker tub. The heart of the home is the spectacular open-concept kitchen and great room with soaring vaulted ceilings and a gas fireplace. This space provides an incredible opportunity to create your future dream kitchen. The main floor also features a spacious dining room, private office, den/games room, and convenient mudroom.The professionally finished lower level provides a large recreation room and bar, theatre room with projection screen, fifth bedroom, and a beautifully finished laundry room.The private backyard is a true oasis with mature landscaping, a heated in-ground pool, hot tub, expansive composite deck, stone patios, and landscape lighting, creating the perfect setting for outdoor living and entertaining. Completing this remarkable property is a triple-car garage equipped plus a car lift, offering exceptional space for collectors, hobbyists, or additional storage. An outstanding opportunity to own a luxurious family home in one of Oakville's most prestigious lakeside neighbourhoods.

2160 Aintree Terrace, Oakville

$3,198,000
5 Beds ⋅ 5 Baths ⋅ W13506166 MLS
Set on a beautifully landscaped property in a quiet pocket of SW Oakville, this exceptional custom residence offers 5,104 sq ft of thoughtfully designed living space w/4+1 beds + 4.5 baths. Ideally positioned just a short walk to internationally recognized Appleby College, YMCA, downtown Oakville + an array of local amenities, the location is as compelling as the home itself. Built with an uncompromising commitment to quality w/refined finishes +exceptional craftsmanship.A striking streetscape, framed by manicured gardens+ curated plantings, creates an unforgettable first impression, while the interior balances elevated living w/everyday comfort. Extended ceiling heights + expansive glazing fill the home with natural light. A private office provides a quiet retreat, while the chef-inspired kitchen serves as the heart of the home, complete with server + walk-in pantry.Open to the great room, it is perfectly suited to family life+entertaining alike. Double French doors extend the living space outdoors. An expansive mudroom keeps daily life organized. Curated millwork continues upstairs. The primary suite is a serene retreat w/expansive glazing, outfitted dressing room + spa-inspired ensuite. Three additional bedrooms offer generous proportions. One enjoys a private ensuite, while two share a well-appointed bath. A dedicated laundry room w/extensive storage adds everyday convenience. Designed as the ultimate entertaining retreat, the LL features a striking wine cellar, terrazzo-inspired spa bath, fifth bedroom, sophisticated lounge, wet bar and dedicated theatre area. Outside, mature beech trees + hornbeam hedging create exceptional privacy + a lush, low-maintenance setting. Rear portico w/stone-wrapped fireplace + a central stone courtyard lounge provide inviting spaces for gathering, relaxing + entertaining from day to night. Exquisitely built + impeccably maintained, this is an elevated lifestyle offering in one of Oakville's most desirable neighbourhoods.

487 Orchard Drive, Oakville

$3,195,000
4 Beds ⋅ 3 Baths ⋅ W13826190 MLS
Welcome to this exceptional, completely rebuilt and renovated detached bungalow nestled in one of Southeast Oakville's most sought-after neighborhoods. Set on a rare, oversized lot, one of the largest on the street, this 3+1 bedroom, 3-bathroom home offers approximately 3,000 square feet of beautifully finished living space designed for comfort, elegance, and functionality. Step inside to discover soaring cathedral ceilings, an open-concept layout filled with natural light, and a seamless blend of luxury and warmth. The custom kitchen with high-end appliances flows effortlessly into the spacious living and dining areas, perfect for entertaining or everyday living. A private primary suite with a 150 square foot addition features a spa-inspired ensuite and serene views. The fully finished walk-out basement includes a large lower-level living area, guest bedroom with walkout, full bathroom, and generous storage, ideal for extended family, a home office, or nanny/in-law suite. Step outside to your expansive deck, ideal for summer gatherings and outdoor dining. The professionally landscaped yard is equipped with a full irrigation system, making lawn and garden maintenance a breeze. Located in prestigious Southeast Oakville, this home is surrounded by top-rated schools, mature trees, and quiet, family-friendly streets, offering a rare combination of privacy and convenience.

201 Trelawn Avenue, Oakville

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

321 Helen Lawson Lane, Oakville

$3,175,000
3 Beds ⋅ 4 Baths ⋅ W13775010 MLS
This bespoke architecturally designed single-storey residence, created in the Contemporary Shed Style, combines refined architecture with exceptional functionality and craftsmanship. Designed for sophisticated entertaining and comfortable family living, the home features dramatic interior rooms, clean lines, and seamless indoor-outdoor connections. Principal living spaces and bedrooms are positioned to maximize privacy and natural light through expansive floor-to-ceiling windows overlooking landscaped gardens. A generous foyer introduces over 3,100 sq. ft. of refined single-level living. At the heart of the home, a striking four-sided wood-burning fireplace connects the formal living and dining areas. The gourmet kitchen is equipped with premium appliances, sky-lighting, custom cabinetry, walk-in pantry storage, and built-in serving functions, while oversized glass doors open directly to the gardens and outdoor entertaining spaces. The adjoining family room is filled with natural light from extensive glazing and skylights, complemented by wide plank white oak flooring, custom millwork, and cathedral tongue-and-groove willow ceilings. The private primary suite includes a spa-inspired ensuite, walk-in closet, and direct garden access. Two additional bedrooms feature oversized windows and double closets. The lower level offers excellent versatility with a recreation room, oversized laundry and craft area, workshop, cedar storage room, and wine storage. Completing the property are a cedar shake roof, cobblestone driveway, double carport, and oversized double garage with parking capacity for up to seven vehicles, delivering a rare blend of luxury, comfort, and practicality.

1168 Carey Road, Oakville

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

1268 Hillhurst Road, Oakville

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

1403 Wren Avenue, Oakville

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

1075 North Service Road W Unit 5-9, Oakville

$3,099,000
5 Beds ⋅ 4 Baths ⋅ W13538854 MLS
Tucked away on a picturesque tree - lined street, this pride of ownership home is situated in a sought after neighborhood of East Oakville. Sprawling property of 100 x 150 ft lot size is surrounded by mature trees , professionally landscaped complete w/irrigation and shed (2020). This 5 bedroom home has elegant curb appeal and the driveway conveniently accommodates 6 vehicles with an additional double car garage. Step inside the covered veranda to an oversized foyer featuring a solid wood staircase and lots of natural light from the bay windows showcasing the front gardens. Elegant living room/dining room open concept, carpet free w/custom wood wainscoting. The eat-in kitchen is complete with island, desk area and walk out to a private deck, ideal for entertaining around the outdoor fireplace perfect for your own personal escape. The family room has a cozy wood fireplace w/ walk-out to the backyard deck. The home boasts over 3500 square ft of total liveable space, all five bedrooms on the second level are generous in size and offer comfort and connection for the family . The spacious primary has double door entry , ensuite privileges (renovated 2019) walk in closet and a balcony accommodating lounge chairs and table. The lower level is timeless w/solid wood wet bar and bar fridge and oversized recreation room w/custom wood built-in shelves and custom solid oak wood walls. An additional bathroom , work shop, cedar closet and tons of storage! Excellent schools in the area such as St. Vincents, Oakville Trafalgar Highschool, Maple Grove Public School, St. Mildreds Lightbourne Schools and close proximity to QEW. Follow your Dream, Home.

250 Gatestone Avenue, Oakville

$3,098,888
5 Beds ⋅ 6 Baths ⋅ W13614454 MLS
Experience exceptional luxury at 2359 Saw Whet Blvd, set on a rare 200ft+ deep ravine lot backing onto Fourteen Mile Creek Trails in Glen Abbey. >Built by Fernbrook Homes, this architectural showpiece offers over 5,500 sq ft of refined living space featuring a castle-inspired facade, Juliet balcony, French double doors, and a rare 3-car tandem garage.Highlights include soaring ceilings (11ft main, 10ft upper/lower, 22ft living room), engineered hardwood, polished porcelain, bespoke chandeliers, and Hunter Douglas motorized drapery. The chef's kitchen boasts Sub-Zero & Wolf appliances, a dual-height quartz island, and a sunlit breakfast nook overlooking the lush ravine.All 5 spacious upper bedrooms feature private ensuites, highlighted by a primary suite with heated floors, a 5-piece spa bath, and a custom dressing room.Complete with a private hydraulic elevator across all levels, coffered ceilings, a glass sunroom, and architectural plans for an indoor pool, this estate offers timeless elegance and tranquil ravine living.

2359 Saw Whet Boulevard, Oakville

$3,088,000
6 Beds ⋅ 6 Baths ⋅ W13640460 MLS
LUXURY AT EVERY TURN! This NEWLY BUILT CUSTOM RESIDENCE in PRIME WEST OAKVILLE offers over 5,000 SQ. FT. of exceptional living space, thoughtfully designed for those who appreciate refined architecture and modern elegance. The striking CONTEMPORARY EXTERIOR is fully landscaped and complemented by an AGGREGATE STONE DRIVEWAY & WALKWAY for outstanding curb appeal. Enter through the OVERSIZED FRONT DOOR into a dramatic 23-FT FOYER with HEATED OVERSIZED ITALIAN TILE FLOORS throughout the main level. Soaring 12-FT CEILINGS, a PRIVATE OFFICE, elegant living room with STONE & MIRRORED FEATURE WALLS, custom millwork, and FLOOR-TO-CEILING WINDOWS create a bright and sophisticated setting. The OPEN-TO-ABOVE FAMILY ROOM features a custom DIAMOND-INSPIRED FEATURE DOUBLE SIDED TV WALL, DOUBLE-SIDED DIMPLEX FIREPLACE, and seamlessly connects to the CHEF'S KITCHEN with a waterfall island, CUSTOM CABINETRY, BUILT-IN MIELE APPLIANCES, and a SEPARATE fully equipped PREP/SPICE KITCHEN. The formal dining room walks out to the FULLY FENCED BACKYARD. The upper level boasts 10-FT CEILINGS and 4 SPACIOUS BEDROOMS, each with a PRIVATE ENSUITE, HEATED FLOORS, custom floating vanities, and designer finishes. The PRIMARY SUITE offers a custom walk-in closet and a SPA-INSPIRED 5-PIECE ENSUITE with a freestanding soaker tub, CURBLESS GLASS SHOWER, and dual vanities. A second-floor LAUNDRY ROOM adds everyday convenience. The professionally finished basement features 11.5-FT CEILINGS, a bright recreation area, SECOND KITCHEN, 2 ADDITIONAL BEDROOMS, shared bath, and a DEDICATED HOME THEATRE with 4 BUILT-IN SPEAKERS. A WALK-UP BASEMENT and oversized windows fill the space with natural light. Additional highlights include 16 BUILT-IN SPEAKERS, premium craftsmanship, and exceptional attention to detail. Ideally located minutes to DOWNTOWN OAKVILLE, LAKE ONTARIO, top-rated schools, parks, trails, shopping, and all amenities.

1374 Tansley Drive, Oakville

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

2073 Deramore Drive, Oakville

$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

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

1337 Waverly Avenue, Oakville

$2,999,999
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, 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 (den can be converted to a third bedroom), 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

$2,999,900
2 Beds ⋅ 3 Baths ⋅ W13658162 MLS ⋅ The Randall BLDG.
Experience an exceptional standard of luxury in this rare penthouse at The Randall Residences, Oakville's most prestigious boutique condominium. Reserved exclusively for the penthouse level, soaring 12-foot ceilings, exquisite custom millwork, and refined finishes create an atmosphere of timeless elegance. A grand circular stone floor foyer welcomes you into this beautifully designed residence, complete with a spacious front hall closet, powder room, and an generous walk-in laundry room with laundry sink. The spectacular open-concept kitchen is the heart of the home, featuring a generous centre island, marble countertops, premium appliances, and seamless flow into the dining area with custom built-in pantry cabinetry. The living room is framed by floor-to-ceiling wraparound windows that flood the space with natural light, while custom built-ins and a striking fireplace provide warmth and sophistication. Step onto the private south-facing balcony to enjoy sunny views and effortless indoor-outdoor living. The luxurious primary retreat offers a beautifully appointed dressing room and a spa-inspired five-piece marble ensuite. The second bedroom is equally impressive with floor-to-ceiling south-facing windows, a generous closet, and its own private three-piece ensuite. With only 32 exclusive residences, The Randall offers unparalleled privacy and service, including 24-hour concierge, three elevator banks, impeccably maintained underground parking with soaring ceilings, two premium parking spaces, and a private locker. Perfectly situated in the heart of downtown Oakville, you're just steps from the lake, boutique shopping, cafés, fine dining, and the renowned Sotto Sotto restaurant located on the main floor. A truly exceptional opportunity to own one of downtown Oakville's most distinguished penthouse residences.

300 Randall Road Unit PH5, Oakville

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

168 Walby Drive, Oakville

$2,999,000
5 Beds ⋅ 3 Baths ⋅ W13722374 MLS
Well positioned property in historic Old Oakville, south of Lakeshore, just steps to the beach, Oakville harbour and Town Square. Sitting proudly up on a rise, this 2 1/2 storey home features wonderful views, light and plenty of space to create your dream home. With lot dimensions of 105' x 105' this full-sized 11,044 SF lot is exactly twice the size of adjacent properties. Savvy buyers may investigate opportunities to sever the lot or explore the creation of an accessory dwelling unit on the property. Zoning RL3, Special Provision 11. The existing home sits entirely on one half of the property in the northeast corner leaving the south and the west portions of the lot open to potential. The existing residence features high ceilings, a grand staircase, formal living room with wood burning fireplace and adjacent sunroom. Lovely southeast dining room takes in all the sunlight. The kitchen and back entrance are in the southwest corner of the main floor. The second floor features 4 bedrooms and one main bathroom. The third floor with two large rooms used as the Primary suite features wonderful views over the garden, the lake, church tower and the beautiful trees of Old Oakville.

200 WILLIAM Street, Oakville

$2,999,000
4 Beds ⋅ 6 Baths ⋅ W13684180 MLS
Straight from the pages of a design magazine, this beautifully renovated, on-trend home offers more than 4,500 sq. ft. of thoughtfully designed living space. Tucked away on a quiet cul-de-sac in prestigious Southwest Oakville, it's just steps from Appleby College and the shores of Lake Ontario. The property is professionally landscaped by award-winning Gildermans, creating a stunning setting that perfectly complements this exceptional home.Designed for both everyday living and effortless entertaining, the main floor features a spacious formal dining room and a warm, inviting family room with a wood-burning fireplace. The stunning chef's kitchen is a true showpiece, featuring a Wolf induction cooktop, two double wall ovens, Sub-Zero refrigerator, two Miele dishwashers, two Marvel wine and beverage refrigerators, quartz countertops, and an impressive 9-foot island. The kitchen flows seamlessly into the family room, creating the perfect setting for gathering with family and friends.Upstairs, the luxurious primary suite serves as a private retreat, complete with a spa-inspired five-piece ensuite, walk-in closet, and an expansive terrace-ideal for enjoying your morning coffee or unwinding in the evening sun. This level also includes a generously sized second bedroom with its own ensuite, two additional bedrooms, a home office, a full bathroom, and a brand-new full laundry room for ultimate convenience.The finished lower level offers exceptional additional living space with a large recreation room, a second laundry room featuring a Miele washer and dryer, and a three-piece bathroom.Step outside to your own private backyard oasis, where a sparkling saltwater pool and beautifully landscaped gardens create the perfect escape. This exceptional home combines luxury, comfort, thoughtful design, and an unbeatable location-an opportunity not to be missed.

105 WHITTINGTON Place, Oakville

$2,999,000
3 Beds ⋅ 4 Baths ⋅ W13625136 MLS
Lakefront, large and very spacious, freehold townhouse, rarely offered, in prestigious Bronte with unobstructed, panoramic views of Lake Ontario. One of only a select few waterfront residences in this exclusive enclave and seldom available, this exceptional townhouse is offered for the first time and has been professionally renovated from the ground up, representing a complete rebuild with all-new systems, infrastructure, and bespoke designer finishes throughout. Thoughtfully reimagined with refined architectural detail, the residence showcases a dramatic custom staircase, sun-filled open-concept living spaces, and expansive windows that frame breathtaking lake views from multiple levels. Seamless indoor-outdoor flow creates an unparalleled waterfront living experience rarely available in townhouse ownership. The designer kitchen features custom cabinetry and premium appliances, including a high-end stove with oven, range hood, microwave, dishwasher, and refrigerator, curated for elevated everyday living and elegant entertaining. Engineered hardwood flooring extends throughout, complemented by heated bathroom floors and three fireplaces, including two gas fireplaces and an electric fireplace in the private primary suite. The spa-inspired primary ensuite features a steam shower. The third bedroom offers flexibility to be a family room (presently used as one). Basement office/den has multiple uses. Two private waterfront decks, including an impressive 40-ft deck(approx.) on the main and a fully covered one on the third floor, provide exceptional outdoor living and spectacular sunset views. Located in one of Oakville's most coveted waterfront communities with private tennis courts, just steps to Bronte Harbour, marina, waterfront trails, fine dining, and boutique shops. A truly rare turnkey lakefront offering.

10 Southwind Terrace, Oakville

$2,999,000
2 Beds ⋅ 2 Baths ⋅ W13548676 MLS
Superior Rare Wide Lot Ideal for Builders/Investors! This exceptional property, located in the prestigious Eastlake neighborhood, offers over 15,000 sq. ft. of prime real estate. Surrounded by multi-million dollars homes, this rare lot presents an incredible opportunity for development. The property features RL-01 zoning (maximum lot coverage of 30%) and is being sold "As Is," providing flexibility for your plans. Included in the sale is an exterior skimmer pool with complete filtration equipment, perfect for unwinding and enjoying serene moments by the pool deck. Relish the tranquility of the beautiful backyard, ideal for relaxing with a coffee and rejuvenating your soul. Listing agent related to the Seller.

275 Eastcourt Road, Oakville

$2,998,000
7 Beds ⋅ 5 Baths ⋅ W13823956 MLS
PREMIUM 90' X 125' LOT IN PRESTIGIOUS CORONATION PARK! REIMAGINED CUSTOM RESIDENCE! Situated in one of South-West Oakville's most coveted neighbourhoods, this impressive residence offers over 4,500 SF of finished living space, six bedrooms, 4.5 bathrooms, and exceptional indoor-outdoor living. Thoughtfully designed, the home makes a memorable first impression with its dramatic double-height living room featuring a soaring 17' ceiling, expansive architectural windows, gas fireplace, and automated drapery. The chef-inspired kitchen is beautifully appointed with quartz countertops, farmhouse sink, prep island with sink, peninsula seating, and a 36" Thermador gas range, flowing seamlessly into the dining area and out to a composite deck with glass panels. The second level is highlighted by a vaulted-ceiling lounge, powder room, and two spacious bedrooms, one with its own four-piece ensuite. The private primary retreat occupies its own level and features dual walk-in closets, one with laundry rough-in, and a luxurious five-piece ensuite with freestanding tub, oversized glass shower, and heated floor. Two additional bedrooms and a five-piece bathroom complete the third level. The finished lower level and basement add outstanding versatility with a media room, sixth bedroom/office, recreation area with walkout, gym, full bathroom, laundry room, extensive built-in storage, and direct garage access. Engineered hardwood flooring, dual HVAC systems, Ecobee smart thermostats, exterior soffit lighting, and parking for six vehicles are among the many additional highlights. The private backyard is an entertainer's dream with a saltwater pool, outdoor wet bar, pergola, and multiple seating areas. Walk to Coronation Park, the lake, and top-ranked schools. A rare opportunity to enjoy exceptional custom living, a remarkable private backyard, and an enviable location - all in one outstanding residence. (certain images have been digitally enhanced and virtually staged)

1601 Venetia Drive, Oakville

$2,998,000
4 Beds ⋅ 5 Baths ⋅ W13795212 MLS
Welcome to 2354 Eighth Line! Perfectly positioned in one of Oakville's most desirable family-oriented neighbourhoods, this newly built residence by Stuart Riley Bespoke Builder offers approximately 3,500 SF of thoughtfully designed living space. Every detail has been crafted to elevate the way you live. Step inside to a bright, open-concept main floor where natural light fills the home & creates an inviting atmosphere for both daily living & special occasions. The chef-inspired kitchen offers generous prep space, abundant storage, & overlooks to the expansive living room, where a stunning fireplace invites family & friends to gather. A formal dining area sets the stage for memorable celebrations, while the private main-floor den provides the flexibility, ideal as a home office, study space, library, or quiet retreat.The impressive open-to-above staircase leads to a beautifully designed upper level. The primary suite serves as a true escape, complete with a spacious walk-in closet & a luxurious spa-inspired 5-piece ensuite. Three additional oversized bedrooms each offer walk-in closets & ensuite access, providing comfort & room to grow for every member of the family. An upper-level laundry room adds everyday convenience. The unfinished lower level presents an exciting opportunity to create a space that reflects your lifestyle, whether that's a home theatre, gym, games room, in-law suite, kids' play zone, or the ultimate entertainment hub. Beyond the interiors, enjoy access to top-rated schools, beautiful parks, scenic walking & cycling trails, golf courses, community centres, & everyday conveniences. Spend weekends exploring local favourites, enjoying nearby cafés & restaurants, visiting Bronte Creek Provincial Park, or taking advantage of Oakville's vibrant shopping districts & charming waterfront. With easy access to major highways, GO Transit, & countless recreational amenities, this location effortlessly connects work, play, & family life.

2354 Eighth Line, Oakville

$2,998,000
5 Beds ⋅ 3 Baths ⋅ W13673902 MLS
Rare raised bungalow featuring over 4000 SF of luxury living space in prime South East Oakville. Exceptional renovations throughout. The heart of the home is the large open concept kitchen / great room with walk-out to covered porch with retractable screens. Spectacular chef's kitchen with extensive custom cabinetry, quartz countertops, high-end appliances and a large 10x4 centre island. Large windows, 9 inch wide-plank engineered hardwood and quality lighting create an inviting living space around the exceptional stone fireplace with walnut mantel, perfect for large family gatherings. The main floor Primary suite features extensive built-in wardrobes and a luxurious 5-piece ensuite with glass shower and spa-inspired soaker tub. Two further generously-sized bedrooms with its own walk-in closets and a large newly renovated family bathroom as well as a handy main floor study area and mudroom entry complete the main floor. Fully finished lower level, featuring a large recreation room and billiard room with new luxury vinyl flooring. There are two further bedrooms with wall to wall wardrobes, a seasonal closet, renovated 3-piece bath, large walk-in closet, large laundry room and extensive storage. There is even a kitchenette creating the perfect space for a nanny or in-law suite. Step outside onto the stunning covered back porch complete with remote screens and electric heaters for all season enjoyment. The expansive 79'x151' lot has been professionally landscaped with patios, elegant outdoor lighting and a full irrigation system. Large double driveway with parking for 6 cars plus a deep garage with high-end shelving system and an EV charger. Located on a mature, sought-after street in Southeast Oakville, this home offers a rare combination of location, lot, quality and extensive recent improvements. Move-in and immediately enjoy one of Oakville's most sought after neighbourhoods just steps to Maple Grove Public School and Oakville Trafalgar High School. Don't miss!

1485 Duncan Road, Oakville

$2,998,000
5 Beds ⋅ 4 Baths ⋅ W13574626 MLS
Rare offering of Mattamy's largest model "The Ryland" located in the prestigious upper Joshua Creek community offering over 3,700 sq. ft. of beautifully designed living space. This exceptional residence features 10' ceilings on the main floor and 9' ceilings on the second level and a walk-out basement, creating an open, airy feel throughout. Designed with modern family living in mind, the open-concept layout showcases a spectacular chef's kitchen complete with high-end appliances, including a Sub-Zero fridge and Wolf range. The oversized island serves as the perfect gathering place, while expansive windows flood the space with natural light and seamlessly connect the kitchen to the inviting family room with a elegant gas fireplace. A separate dining room with a convenient servery is ideal for formal entertaining, while a private main-floor office offers the perfect work-from-home setup. The thoughtfully designed mudroom with custom built-ins adds everyday functionality. Upstairs, the luxurious primary suite features elegant tray ceilings, dual custom walk-in closets, and a spa inspired ensuite with a glass-enclosed shower and freestanding tub overlooking tranquil green space. Three additional generously sized bedrooms, each with ensuite access and most with custom closets, provide comfort and privacy for the whole family. Plus and extra large media room that could be turned into a 5th bedroom. The second floor laundry room is bright and spacious. The walk-out basement with oversized windows offers endless potential for additional living space. Set on an impressive fully fenced 60 x 152 ft lot, this home enjoys true privacy and rare pond and ravine views, with direct access to trails and nature. Relax or entertain on the main-level deck while taking in the serene surroundings

1416 Ford Strathy Crescent S, 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

$2,988,000
5 Beds ⋅ 4 Baths ⋅ W13696852 MLS
Executive bungalow in prestigious Eastlake offering 5431 sqft of finished space on a mature, naturally elevated lot with excellent drainage. Located in top school zones (E.J. James FI, New Central, Maple Grove, OT). Ideal layout with 3 main-floor bedrooms including a primary suite with 5-pc ensuite. Vaulted ceilings, custom columns, hardwood floors, and premium windows bring elegance and comfort. Kitchen opens to family room and walk-out to saltwater pool and private yard. Walk-out basement adds 2 more rooms, rec room, office, gym, and kitchenetteideal for in-laws or teens. Recent upgrades include security camera system, alarm, recessed lighting, basement flooring, water softener, water filtration, newer A/C, and lawn irrigation system. Solid construction, quality finishes, and long-term potential in Oakvilles most coveted enclavemove-in ready, with opportunity to customize over time.

223 Trelawn Avenue, Oakville

$2,988,000
2 Beds ⋅ 3 Baths ⋅ W13635096 MLS
Waterfront Living, An Incredible Opportunity to Own Over 2200 sq. ft. Of Total Luxury And Extraordinary Living, In One Of Oakville's exclusive Waterfront residences. +* this is an Extremely Popular Building * The Living room Showcases Breathtaking Views of The Waterfront And Harbour. The Living Room Also Accesses An enormous Oversized Balcony . This Room Has Floor to Ceiling Windows That Display Stunning Natural Light , Giving The Residence A Magical Ambience All Year-Round. Near to Your Living Rm , Is The dining Room Where One can Entertain and Escape through marble foyer's to a Water -viewing Balcony that Becomes its Own Paradise. A Master bedroom which accesses the Terrace And Comes With A Hollywood Style bathroom Luxury Abound. This Residence has Downsview Kitchen With Granite Counters. Built -in gas stove top, Built in SubZero Fridge, Built-in Wolf Oven And Microwave, Built-in Dishwasher , and marble Foyers. 24 Hr security Concierge, with Luxurious Amenities. Two Convenient Parking Spaces . A Second bedroom with Its Own Washroom . and Also come With A Large Laundry Room. Listing broker is related to the seller .

111 Forsythe Street Unit 402, Oakville

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

3348 Skipton Lane, Oakville