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1508 Oakhill Drive, Oakville
$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

253 Church Street Unit 402, 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

1227 Riverbank Way, Oakville
$2,899,000
5 Beds ⋅ 4 Baths ⋅ W13215172 MLS
MUSKOKA-LIKE SETTING BACKING ONTO A RAVINE! LUXURY LIVING IN AN EXCLUSIVE ENCLAVE! MAIN FLOOR PRIMARY RETREAT! PROFESSIONALLY FINISHED WALKOUT LOWER LEVEL! Welcome to 1227 Riverbank Way, an exceptional residence in prestigious Valleyview Estates, tucked away at the end of an extremely private cul-de-sac. Upon arrival, you'll be captivated by the striking stone and stucco exterior, natural stone driveway, majestic trees, and lush landscaping. The centrepiece of the main level is the dramatic living room featuring a soaring 15'8 vaulted ceiling with decorative beams and a corner gas fireplace. A chef-inspired Downsview Kitchen with custom cabinetry, granite countertops, designer backsplash, premium stainless steel appliances, centre island, breakfast area, and walkout to the composite deck is ideal for effortless indoor/outdoor living. The rare main floor primary retreat offers a private balcony, vaulted ceiling, gas fireplace, walk-in closet, and spa-inspired five-piece ensuite with double sinks, vanity area, and luxurious soaker tub. Two additional bedrooms and a four-piece bathroom with skylight are located on the upper level. Professionally finished in 2018, the walkout lower level extends the living space even further with an oversized recreation/games area, two bedrooms, three-piece bathroom, and family room with patio access - ideal for multi-generational living. Notable updates include furnace and central air (2023), hardwood flooring throughout the upper level (2018), shingles (2018), and epoxy garage floors (2023). The tranquil backyard oasis showcases an expansive composite deck, natural stone patios and steps, stone benches, extensive river rock, landscape lighting, and the ultimate in privacy. This one-of-a-kind setting is surrounded by an extensive trail network along Sixteen Mile Creek, Lions Valley Park, forests, and greenspace, offering an unparalleled blend of luxury, nature, elegance, and lifestyle. (certain images have been virtually staged)

1227 Riverbank Way, Oakville

390 Seaton Drive, Oakville
$2,679,000
5 Beds ⋅ 6 Baths ⋅ W13126692 MLS
An exceptional custom residence set on a commanding 150 x 75 ft lot in one of Southwest Oakville's most established and coveted neighbourhoods.Boasting over 6,300 square feet of total living space, this home offers 5 bedrooms and 6 bathrooms across three beautifully finished levels. This home showcases a rare and highly desirable layout with two primary suites - one on the main floor and a second grand retreat upstairs. Designed for elevated living and effortless entertaining, the home features refined principal rooms including formal living and dining areas, a private office, two powder rooms, and a full laundry suite. At its heart, the chef's kitchen impresses with rich cabinetry, granite countertops, marble flooring, a large centre island with seating, built-in stainless steel double wall ovens, gas cooktop, beverage fridge, and seamless flow into the family room with gas fireplace and custom built-ins. The main-floor primary suite offers privacy, an ensuite bath, and walk-in closet - ideal for multigenerational living or main-level convenience. Upstairs, the second primary retreat feels like a private sanctuary with its own fireplace, spa-inspired ensuite, and generous dressing space. Two additional bedrooms share a spacious 5-piece Jack & Jill bath, creating a functional family wing. The fully finished lower level enhances the lifestyle appeal with a large recreation lounge, wet bar, gym area, fifth bedroom, and full bath - perfect for guests or extended family. Outdoors, a private backyard oasis framed by mature landscaping features an inground pool, pergola-covered lounge, multiple hardscape entertaining areas, and a detached shed. A double garage with upgraded tiled flooring and private driveway complete this distinguished offering. Five bedrooms. Two primary suites. Three finished levels. A rare estate-sized lot in Southwest Oakville. 390 Seaton Drive - a home of scale, versatility, and enduring elegance.

390 Seaton Drive, Oakville

1283 Meadowside Path, Oakville
$3,800,000
5 Beds ⋅ 6 Baths ⋅ W13125176 MLS
Be the first to live in this custom built upgraded 5-bedroom, 6-washroom home in the sought-after Glen Abbey Encore community. Situated on a ravine-backed corner lot overlooking the Fourteen Mile Creek, this home offers over 4,440 sq ft above grade plus over 2,160 sq ft of unfinished basement space with walk-up access to a fully fenced backyard. Enjoy access to one of the area's largest parks featuring tennis & pickleball courts, basketball, soccer field, splash pad, playground, and trails. Featuring 11 ft ceilings on the main floor and 9 ft ceilings on the second floor and basement, upgraded 90" solid-core interior doors, hardwood flooring, coffered ceilings with crown moulding, pot lights, oversized windows, skylight above the staircase, open-riser staircase with stainless steel square spindles, elevated deck, dual furnaces & A/C systems, central vacuum including garage connection, smart lighting, exterior cameras, motorized blinds, and smart garage door openers with integrated cameras. All five bedrooms feature direct bathroom access, including three ensuites and a Jack & Jill bath. The primary suite offers ravine views, dual walk-in closets, and a spa-inspired ensuite with heated floors. The home also features two exterior entrances with covered porches, plus a main-floor office/den connected to a full bathroom. The custom Downsview Kitchen (one of Canada's premier luxury kitchen brands) features premium appliances including Sub-Zero column fridge/freezer and undercounter refrigerator, Wolf built-in oven, microwave & gas range, Miele built-in coffee system, and two Bosch dishwashers. Finished with quartz slab backsplash, double waterfall quartz island, large-format porcelain slab flooring, designer apron-front workstation sink, custom pull-out organizers, deep soft-close cabinetry, under-sink retractable central vacuum hose system, and a fully equipped servery with additional sink and second dishwasher connected to the breakfast area overlooking the ravine.

1283 Meadowside Path, Oakville

1075 North Service Road W Unit 5-9, 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

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

338 MACDONALD Road, Oakville

321 Helen Lawson Lane, 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

Lot 101 Douglas Avenue, Oakville
$4,290,000
4 Beds ⋅ 4 Baths ⋅ W12899014 MLS
Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. The Douglas Collection is an extension of the inaugural development with an exclusive collection of seven homes located on Douglas Avenue. Distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. "The Chatsworth"; detached home with 48-foot frontage, between 3,188-3,204sf finished space w/an additional 1,000+sf (approx)in the lower level & 4beds & 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry+ generous breakfast, expansive great room overlooking LL walk-up. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

Lot 101 Douglas Avenue, Oakville

47 Nelson Street, Oakville
$3,450,000
3 Beds ⋅ 3 Baths ⋅ W12778182 MLS
Attention Investors & Developers! Zoning approved for four luxury townhome units (RM1) with a total buildable gross floor area of 14,736 sq. ft. on a 0.24-acre lot (building permits not included). Features both surface and underground parking. Renderings available for review. Located in a prestigious and tranquil enclave in West Oakville, just south of Lakeshore. Steps from Bronte Heritage Waterfront Park, Bronte Boathouse, and Marina! An upgraded, move-in-ready home is currently on-site, perfect for living or renting. **EXTRAS** Includes stainless steel appliances: fridge, stove, built-in dishwasher; front-loading washer and dryer; light fixtures; window coverings; garage door opener; gazebo; garden shed; and greenhouse.

47 Nelson Street, Oakville

408 Lakeshore Road W, Oakville
$4,295,000
6 Beds ⋅ 8 Baths ⋅ W12644824 MLS
This is a remarkable vacant lot that includes drawings and building permit. House pictures are renderings and details are from the drawings. Embark on a life of uncompromised luxury with this architectural masterpiece by renowned architect David Small. Perfectly located South of Lakeshore steps from Appleby College, lake and downtown Oakville. Evoking a sophisticated "Laneway Country" atmosphere on a rare 90' x 340' lot with walk-out basement. The estate features a long circular private drive that frames a sun-drenched, West-facing backyard. The home is designed as the ultimate multi-generational sanctuary, that offers a rare "Double Primary" layout: a magnificent main-floor master suite for accessible luxury, plus a second-level master retreat with separate "His & Her" ensuites. The elevator services all three levels, ensuring effortless movement throughout soaring interiors defined by dramatic cathedral ceilings. With building permits in hand and a bespoke interior package by WOLFE Interior Design, this Net Zero Ready estate blends timeless character with elite modern performance. Car enthusiasts will prize the 5-car capacity, utilizing the attached garage and the detached tandem garage within the cabana. Beyond the essentials, the floor plan is packed with exceptional features, including a main floor office, lower level dedicated music/theater room, glass-walled fitness center, custom sauna and steam room, wine cellar, and private nanny and guest suites. Surrounded by 10M-12M estates. Architectural drawings, interior design, floorplans and building permits available on request. 10+++

408 Lakeshore Road W, Oakville

53 Thomas Street, Oakville
$3,250,000
4 Beds ⋅ 3 Baths ⋅ W12419345 MLS
Nestled south of Lakeshore in the heart of Old Oakvilles historic district, this beautifully restored Georgian-style home, designed by Gren Weis, blends timeless character with modern updates. Steps from the lake, river, and vibrant Downtown, it offers an unmatched lifestyle location.The home boasts exceptional curb appeal with a flagstone path leading to a spacious foyer. Sun-filled interiors feature Farrow & Ball paint, new hardwood on the main level, preserved fir upstairs, smooth ceilings, and recessed LED lighting.The updated kitchen includes a large island, built-in appliances, and desk area. The dining room offers panelled walls, RH sconces, French doors to the garden, and plantation shutters. A charming living room features built-in bookcases, window seat, wood-burning fireplace, and walkouts to a sunroom overlooking the southwest garden and pool. A mudroom and stylish powder room complete the main floor.Upstairs are four bedrooms with ample closets and antique brass hardware. The primary suite offers custom built-ins and a renovated ensuite with heated Carrara marble floors and zero-threshold shower.The fully finished lower level (8 ceilings, slate flooring) adds living space with a media room, workout room, cedar closet, laundry, and storage. Updated mechanicals include a high-efficiency furnace, central AC, 100 AMP panel, irrigation. Cedar roof, new fencing, cobblestone driveway. Outside enjoy a private oasis with saltwater inground pool, brick patios, and landscaped gardens. Steps to the Lake, Oakville Club, Yacht Squadron, Library, Performing Arts Centre, Downtown, and top schools.

53 Thomas Street, Oakville

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