398 WINSTON CHURCHILL Blvd

Discover this spectacular oasis property in the prestigious Southeast Oakville area, set on over 1 acre of beautifully landscaped grounds. This 2 home estate features 4,500 sqft of total living space via a meticulously renovated main home with 4 bedrooms and 4 bathrooms, plus a charming secondary home with 1 bedroom, a 2-storey family room, full kitchen, and bathroom. Both homes have been extensively updated with high-end finishes, creating a unique multi-family home perfect to accommodate in-laws or adult children. Nestled on a sprawling 147 x 327 double-sized ravine lot close to the lake, the yard offers a private, resort-like retreat complete with saltwater pool, multiple lounging areas, waterfall, diving rocks, outdoor shower, tiki bar, large firepit, and full-size beach volleyball court. This property boasts many luxurious features, including newer kitchens and bathrooms, updated flooring, high-end appliances, new exterior stucco, soffits, fascia, eaves, inground sprinkler system, spacious entertainment patio with hot tub, composite fence, and ample parking for 10 cars. Additional amenities include a separate studio/office, a double car garage, and plenty of storage areas. This unique and fabulous opportunity is located in a prime area, offering a one-of-a-kind property that is truly exceptional!

Top to bottom fully transformed custom family home in the heart of sought-after Morrison S/E Oakville, completely renovated to the studs recently with high end finishes throughout, boasts a reimagined floor plan like double primary ensuits in 2nd floor, open concept kitchen & family rooms, situated on a 75x150ft large south facing premium lot, walk to top rated schools.New stucco exterior with natural stones, oversized windows with plenty of natural light. Brand new hardwood flooring, new kitchen and bathrooms, heated floors in master ensuite fully finished basement with nanny suite with in-floor heating, new pot lights through-out, new doors, designer custom millwork thru-out, designer's accent lighting and hardwares, high end designer tiles in the new bathrooms, built-in speakers, premium hardwood California shutters. Open concept grand living/dining room combination with 13ft high ceiling and wood burning fireplace, extra large open space perfect for entertaining. Brand new spacious custom kitchen open to family room with top of the line appliances(Wolf stove , Fisher Paykal fridge), massive center island and hardwood cabinetry. Beautiful sunroom with full HVAC blends the interior living naturally and seamlessly to its exterior nature - matured trees, bushes, ponds and extensive landscape. Oversized cedar deck in rear garden. Spacious master bedroom with balcony. Tankless hot water tank owned.New spray insulation in basement,new electrical panel,new sump pump.

Rare offering of a modern renovated bungalow on a massive - third of an acre pie shaped lot, backing into a park. Situated at the end of a quiet cul-de-sac on one of the most prestigious streets in South-East Oakville. Surrounded by mature trees the west exposure backyard provides year-round privacy. Upon entering you are greeted by soaring ceilings, skylights and 13' windows providing a direct view into the private, treed backyard and patio. Complementing the great room with fireplace is a spacious and modern kitchen, dining room, powder room, mudroom and laundry. There are three bedrooms on the main level, two with their own en-suite bathrooms, with the third currently being used as a home office. The lower level has been completely redesigned and can function as a separate unit with its own entrance or as a in-law or nanny suite. Complete with a large open concept living room and kitchen there are three bedrooms, two bathrooms, gas fireplace and a dedicated laundry. All Upgraded "Inline" fiberglass windows throughout. All upgraded electrical with 200 Amp Service, All Upgraded Gas Line. The house has a double-car garage with EV charging station, a large park-like, landscaped lot with storage shed and big patios. Not to be missed!

Welcome to 444 Drummond Road, nestled in prime Southeast Oakville. Set on a secluded 75x185' park-like lot backing onto green space, this stunning residence offers elegance and privacy. Redesigned and expanded in 2012/2013, the home showcases high-end finishes and sophisticated design throughout. Upon entering, you are greeted by a large open-concept layout connecting the main living areas. The kitchen, equipped with Wolf and Sub-Zero appliances, overlooks the backyard and pool. An adjacent pantry offers ample storage, while walk-outs from the kitchen and dining area seamlessly blend indoor and outdoor living. The main floor features a magnificent primary suite with a spa-like ensuite, spacious walk-in closet, and intimate sitting room. A combined laundry and mudroom add convenience with extra storage, an overflow fridge, and direct garage access. Upstairs, two generously sized bedrooms include one with a Juliette balcony. A beautifully appointed bathroom serves this level, while unfinished space offers potential for an additional bedroom or office. The lower level is designed for entertaining, featuring a recreation room with a gas fireplace and a custom wet bar complete with cabinetry, a beer tap, freezer, and wine fridge. An additional bedroom, full bathroom, and ample storage complete this level. Outdoors, the park-like setting includes a stunning in-ground pool with a waterfall and multiple spaces for relaxing and dining. A charming bridge leads to an additional area, enhancing this private oasis. Visit the Virtual Tour link for more photos, video and floor plan.

Experience the charm of this beautifully top to bottom renovated family home, featuring 4+1 bedrooms and a spacious 3-car garage, nestled on an expansive 0.42-acre lot at the end of a serene court in the highly desirable Morrison neighborhood. The bright, open-concept design showcases stunning natural oak flooring throughout. The fully updated eat-in kitchen boasts a massive quartz countertop island and Wolf/Sub-Zero top-of-the-line appliances while overlooking a lush, mature garden. The family room is bathed in light from near wall-to-wall windows, featuring a charming window bench that creates an ideal reading nook. A spacious living room flows seamlessly into the open dining area, perfect for entertaining guests. Thoughtful built-in cabinetry enhances the main floor's functionality, which also includes a convenient office, a large mudroom, and a stylish powder room. Upstairs, you'll find four generously sized bedrooms and three newly renovated bathrooms, highlighted by an oversized master suite with large walk-in closet and a luxurious 5 piece ensuite. The recently renovated lower level adds a 5th bedroom, a 3-piece bathroom, a large recreation and media room, and an exercise space. Step outside to discover a Muskoka-like private backyard oasis, complete with a newly finished concrete lounge pool with spa and extensive professional landscaping, surrounded by lush shrubbery and towering trees.Just a short stroll from the lake, Edgemere Promenade parks, and top-rated schools like Maple Grove PS and OTHS, this location is also minutes away from downtown Oakville, Go Train, and major highways.

Spectacular 'mid-century modern' style renovation of this very special 4 Bedroom, 3.5 bath bungalow spanning 3400SF in prime southeast Oakville just off Morrison Road. The sprawling additions create a courtyard around magnificent magnolia tree in the garden. Bright front entry with skylight. Wide plank oak flooring throughout. Custom glass pocket doors to Living Room with fabulous built-in surrounding a sleek gas fireplace. Spacious open concept kitchen with beautiful stone counters, sleek custom cabinetry, high-end built-in appliances and huge centre island features multiple seating and dining areas. A fabulous place to entertain! Huge glass patio doors open to covered porch overlooking the garden and lower decks. The Kitchen opens to a massive scale 24' x 22' Great Room with soaring 12'10 ceiling. This room features a gas fireplace, large skylight, clerestory windows that let the light shine in from the west. Side entry and garage entry to mudroom with bench seating and large closet with built-ins. Main floor Den/Gym with skylight. Main floor Powder Rm. Primary suite is it's own private wing to the house with walk-out to the garden, gas fireplace, luxury ensuite and dressing room. Three further bedrooms, one with its own Ensuite and a brand new sleek main bathroom. The lower level features a Den with fireplace and walk-in closet, New Laundry Room, large Recreation Room. Extensive storage. Incredibly private 0.42acre lot professionally landscaped with extensive hardscaping, deck & fire pit zone. Loads of room to add a pool. Located within walking distance to 7 schools, Gairloch Gardens, Wedgewood Pool, Lawson Park Tennis. A MUST SEE!

Spectacular 'mid-century modern' style renovation of this very special 4 Bedroom, 3.5 bath bungalow spanning 3400SF in prime southeast Oakville just off Morrison Road. The sprawling additions create a courtyard around magnificent magnolia tree in the garden. Bright front entry with skylight. Wide plank oak flooring throughout. Custom glass pocket doors to Living Room with fabulous built-in surrounding a sleek gas fireplace. Spacious open concept kitchen with beautiful stone counters, sleek custom cabinetry, high-end built-in appliances and huge centre island features multiple seating and dining areas. A fabulous place to entertain! Huge glass patio doors open to covered porch overlooking the garden and lower decks. The Kitchen opens to a massive scale 24' x 22' Great Room with soaring 12'10 ceiling. This room features a gas fireplace, large skylight, clerestory windows that let the light shine in from the west. Side entry and garage entry to mudroom with bench seating and large closet with built-ins. Main floor Den/Gym with skylight. Main floor Powder Rm. Primary suite is it's own private wing to the house with walk-out to the garden, gas fireplace, luxury ensuite and dressing room. Three further bedrooms, one with its own Ensuite and a brand new sleek main bathroom. The lower level features a Den with fireplace and walk-in closet, New Laundry Room, large Recreation Room. Extensive storage. Incredibly private 0.42acre lot professionally landscaped with extensive hardscaping, deck & fire pit zone. Loads of room to add a pool. Located within walking distance to 7 schools, Gairloch Gardens, Wedgewood Pool, Lawson Park Tennis. A MUST SEE!

Gorgeous 2820sqft (as per MPAC) 4+1 bedrooms, 1+1 kitchens, 3.5 bath family home on a 0.37 acre (16114 sqft) large premium lot in sought after Morrison SE Oakville, steps to the lake and Gairloch gardens and top rated schools. Full in-law ensuite unit with one bedroom, separate kitchen, bathroom, sitting/dining area and separate entrance walkout to private patio, perfect for extended families or guest/nanny suite. The main level consists of a large great room with wood burning fireplace, office and 2 piece bath. Go up a level you'll find the dining room with wood burning fireplace, breakfast room and main kitchen with stainless steel appliances, this level has two walkouts, one to the covered veranda and the second to a large deck overlooking the large rear yard. The third level has the primary bedroom with ensuite shower room, two further bedrooms and the main bath. The lower level has the 5th bedroom and a generous size laundry room.

Experience elegant Muskoka-style living. This home features 4 bedrooms 4 bathrooms over 4800 sq. ft. of living space. Hard to find two main floor bedrooms, including a master suite with direct access to the deck, hot tub, and swimming pool. Natural Austrian oak floors complementing a gourmet chef's kitchen equipped with top-of-the-line appliances. A Muskoka room connects seamlessly to the outdoor saltwater pool and lush private backyard, ideal for relaxation and entertainment. Additional amenities include a temperature-controlled wine cellar for over 800 bottles, a 6-person Pacific hot tub, Lower-level theatre/library, Study/office, Gym and a sprawling deck accessible from multiple rooms. The property boasts a stunning layered private garden with amazing landscaping and mature trees. Located steps from Lake, close to downtown Oakville, Clarkson GO Station, and top-rated schools like OTHS and Maple Grove Elementary. Ideal for both entertainment and tranquility seekers, this home blends luxury with practicality in Oakville's prestigious neighbourhood. All existing appliances including 36" Sub-Zero glass-door, fridge-over-freezer units (X2), 48 Wolf 2-oven, 4-burner, griddle & grill, Hood enclosure, Wolf under-counter convection microwave, Wolf under-counter warming drawer, Miele Stainless Steel dishwasher, KitchenAid Garburators (X2), metal hanging pot rack, Basement KitchenAid dishwasher and side-by-side freezer-refrigerator, Basement Panasonic convection microwave oven, Maytag front-loading washer/dryer, HUSKY central vacuum unit (in Garage), All interior & exterior electric light fixtures, all window coverings and blinds, All installed (ceiling) speakers, All built-in furniture.

Discover luxury living in this stunning, custom-built residence, perfectly situated in the heart of West Oakville. Crafted with attention to detail, this home features elegant Maibec siding complemented by natural Indiana limestone skirting and sills, creating a stunning exterior. The fully fenced yard and professionally landscaped surroundings by SunMar enhance the property's curb appeal. Step through the grand mahogany door by Doorland into a bright, airy foyer with 10' ceilings on the main floor and 9' ceilings on the second and in the basement. Wide plank white oak flooring runs throughout, accentuated by custom heat registers. The chef's kitchen is a true masterpiece, showcasing custom cabinetry by Misani, porcelain countertops, and top-of-the-line appliances, including a 48 Wolf rangetop, SubZero refrigerator, built-in Wolf microwave, and convection oven. The inviting family room features custom built-ins and a stunning linear gas fireplace with a custom cast surround by Prive Studios, perfect for cozy evenings. The elegant dining room boasts beautiful plaster ceiling details, while the den offers sophisticated millwork. Retreat to the luxurious primary bedroom, complete with a coffered ceiling and a spacious walk-in closet with custom designs by Misani. The ensuite bath is a spa-like haven, featuring a soaking tub, frosted enclosed lavatory, custom-stained vanity, and stylish mirrors. The lower level is an entertainers dream, featuring a basement bar with a beverage center, a custom cast fireplace, alongside a gym and radiant heat flooring. Additional highlights include: Velux skylight on the second floor, custom staircase with elegant spindles, heated floors in all bathrooms, Anderson windows throughout, 200 amp service plus a 60 amp subpanel on the second level. This residence is a rare find, combining luxury, comfort, and functionality in a desirable neighborhood. Dont miss your chance to make this exquisite home your own!

Featured in a fabulous 65 x 142+ Pool size lot, this gorgeous home boasts approx. 5,600 of finished living area with an array of hi-end finishes and all the best in both quality of construction as well as interior finishes. Beautiful porcelain tiles & wide plank wood flooring, 9 3/4 baseboards, solid interior doors to custom cabinetry & wall units. Large Impressive kitchen features a large island, Quartz Countertops, high-end built in appliances & walk-in pantry. Large breakfast area to entertain large gatherings, Family Room with walkout to large covered entertainers patio. Gorgeous open concept main floor. Work from home in your private den with b/in desk & book shelf. Huge laundry room with custom cabinetry & built-in shelving. Exit to your extra wide and deep garage with drive through door to rear yard. Open riser Staircase top to bottom. Walk to 2nd floor leads you to a luxurious master bedroom with a huge walk-in closet and a gorgeous 5pc ensuite with heated floors. 3 other Large bedrooms with large closets, ensuite & semi-ensuite. One bedroom features a huge secondary room that can be used a private living room, office, or as another bedroom. A fully finished basement with amazing party size rec room, 3-pc bath, 5th bedroom, and exercise room. Large cold room perfect to finish as fabulous wine cellar. Security cameras & alarm system. A gorgeous home with a driveway large enough for 6 cars on a quiet a mature area of prime south Oakville!

A New York Loft-Inspired Custom Home Filled With Natural Light, Floor To Ceiling Windows And Soaring Ceiling Heights. Over 6,000 Square Feet With Sophisticated Details Including Coffered And Wood Ceilings, And Cement Feature Walls Creates A Modern Hip Aesthetic. The Backyard Oasis Is An Entertainer's Delight Facing Onto Green Open Parkland. Entertaining Space Continues Throughout The Lower Level, Complete With Bar Entertainment Area, Home Theatre, Gym, Sauna And Wine Room. Custom Wood Ceilings. Custom Black Wood California Shutters. Floating Back-Lit Staircase For Beautiful Flow Between Floors. Main Floor Ceiling Is 10 Ft With 20 Ft High In Entryway And Great Room. Smart Lighting System Throughout. Alarm System With 8 Security Cameras. Built-In Speaker System From Lower Level To Second Floor, Outside Balcony And Back Deck. Radiant Floor Heating In The Entryway, Bathrooms And Basement. Floor To Ceiling Fibreglass Sliding Doors And Windows Overlooking Backyard Oasis. South-West Oakville Neighbourhood Is A Charming Mix Of Small Town And Urban Living Close To The Waterfront With Access To The Waterfront Trail System, Sports Facilities And Great Schools.