Oakville Real Estate | Oakville 5 Bathroom Properties for Sale

Welcome to this exceptional executive home in the prestigious Joshua Creek community, offering over 6,200 sq. ft. of finished living space, including approximately 4,100 sq. ft. above grade. Designed with both elegance and functionality in mind, this home features soaring ceilings, hardwood flooring throughout, and a thoughtfully designed layout perfect for family living and entertaining. The main level offers a private office with French doors, a formal living room with a double-sided gas fireplace, and a spectacular family room with soaring 18-foot ceilings. The spacious kitchen is complemented by a convenient servery leading to the formal dining room, while the mudroom, laundry room, and stylish powder room add everyday convenience. Upstairs, the luxurious primary suite features two walk-in closets and a spa-inspired 5-piece ensuite with a freestanding tub, glass shower, and double vanity. Three additional generously sized bedrooms each enjoy ensuite or semi-ensuite access, providing comfort and privacy for family and guests. The finished lower level is designed for both relaxation and entertainment, complete with a recreation room featuring a gas fireplace and custom built-ins, a wet bar, a home gym, and a full bathroom. Step outside to your private backyard oasis with mature landscaping, a spacious deck, built-in gas BBQ, and an inviting in-ground pool—perfect for entertaining or relaxing all summer long. Ideally located close to top-rated schools, parks, scenic trails, shopping, restaurants, and major highways, this remarkable Joshua Creek home offers the perfect combination of luxury, comfort, and convenience. (id:5764)

2384 ROCK POINT Drive, Oakville

Listing courtesy of Keller Williams Edge Realty.

$5,399,000

5 Beds ⋅ 5 Baths ⋅ 40859654 MLS® #

WATERFRONT PROPERTY! Experience the Potential of Lakeside Living. Perfectly situated on a premium 90' x 152' lakefront lot, this residence offers breathtaking, unobstructed water views from every principal room. With over 5,700 square feet of finished living space, the home presents an exceptional opportunity to bring your vision to a truly remarkable waterfront setting. The existing layout offers generous space for family living and entertaining, with rich hardwood flooring, limestone tiles, four skylights, two spacious family rooms, a private office, and a large kitchen with lake views! Upstairs, four generously sized bedrooms provide excellent space and privacy, while the primary suite showcases spectacular lake views. A convenient upper-level laundry room and walkout to the second-floor terrace offer additional potential to create a beautiful retreat overlooking the water. The fully finished lower level includes a fifth bedroom with a private ensuite, ideal for guests, extended family, or a nanny suite. Outdoors, the property offers an incredible foundation for creating your own waterfront oasis. The views, privacy, and ever-changing beauty of the waterfront truly have to be experienced to be fully appreciated, as the changing seasons, light, and skies create a new view from moment to moment. Additional highlights include a three-car garage, four fireplaces, an irrigation system, and ample storage throughout. This is a rare opportunity to transform an expansive waterfront property into a spectacular lakeside home, while enjoying the privacy, scale, and extraordinary setting that cannot be replicated. Luxury Certified. (id:5764)

2372 CARRINGTON Place, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,758,000

5 Beds ⋅ 5 Baths ⋅ 40858040 MLS® #

Set On A Coveted Street In SW Oakville, 203 Weybourne Road Is A Rare Architectural Statement Where Old World Craftsmanship Meets New World Sophistication. Built By Heights Custom Homes And Designed By Heights Studio, This Custom-Built Home Spans Over 4,900 SqFt Of Refined Space, Seamlessly Blending Natural Imported Materials Like Honed Marbles, Venetian Plaster, And White Oak With The Latest In Smart Home Innovation.Every Inch Of This Residence Reflects A Commitment To Top-Tier Materials And Timeless Design. Enter Through 10-Foot Triple-Pane French Doors Into A Soaring 11-Foot Main Floor Where Light Streams Through 8-Foot Tall Fiberglass Windows, Framing The Open- Concept Living, Dining, And Kitchen. Anchored By A Venetian Plaster Ortal Fireplace And Samsung Frame TV, The Great Room Flows Into A Chefs Kitchen Outfitted With Perla Venata Quartzite, Wolf/Sub-Zero/Miele Appliances, Integrated Lighting, And Hidden Coffee Station. A Private Prep Kitchen Connects Effortlessly To A Fully Integrated Outdoor Kitchen And Limestone Patio - Ideal For Intimate Evenings Or Grand Entertaining.This Home Features Control4 Automation for Lighting and Audio/Video, Surveillance, And Climate Control. The Lower Level Offers A Dolby Atmos Theatre, 120 Bottle Wine Cellar, Gym, Bar, Home Theatre And Spa Steam Room - All Beneath 9-10 Ft Ceilings With Radiant In- Floor Heating.Upstairs, The Serene Primary Suite Offers Remote Blinds, Dual Custom Closets, And A Magazine-Worthy Ensuite In Calacatta Green Marble. Additional Bedrooms Feature Vaulted Ceilings, Designer Finishes, And Private Or Semi-Private Baths.Exterior Highlights Include A Heated Front Porch, Custom Lighting, Holiday Integration, Lift-Ready Garage With 22 Ft Ceilings, Radiant Slab Heating-4 car potential . Walking Distance to Lakeshore Dr, Dt Oakville and Lake Ont. Close Proximity to Appleby College, St. Thomas Aquinas. Completed In 2023, This Is Not Just A Home - Its A Curated Experience Of Enduring Beauty And Relaxed Luxury. (id:5764)

203 WEYBOURNE Road, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$1,938,888

6 Beds ⋅ 5 Baths ⋅ 40857302 MLS® #

Welcome to this exceptional executive home offering over 3,400 sq. ft. above grade, situated on a premium 56-ft lot backing onto peaceful ravine greenspace in one of Oakville’s most desirable family communities. Featuring 4+2 bedrooms, 5 bathrooms, a main-floor office and fully finished basement, this impressive home offers outstanding space, privacy and recent upgrades. The newly updated kitchen features quartz countertops, stainless-steel appliances, modern lighting, abundant cabinetry and a generous centre island overlooking the backyard. The bright family room and main-floor office both enjoy serene ravine views. Upstairs, hardwood flooring flows throughout. The spacious primary retreat features his-and-hers closets and an updated spa-inspired ensuite. Two bedrooms share an updated Jack & Jill bathroom, while the fourth bedroom has its own private ensuite. The professionally landscaped backyard oasis features a luxury low-maintenance swim spa offering the enjoyment of both a pool and hot tub, expansive deck, stone patio, gardens and composite fencing—all surrounded by tranquil ravine views. The finished basement offers a large recreation room, wet bar, home gym, 2 additional bedrooms and full bathroom—ideal for guests, teenagers or extended family. Recent upgrades include quartz countertops & kitchen lighting (2026), refrigerator (2026), stove & primary ensuite (2025), Jack & Jill bathroom & upper hardwood (2023), furnace (2022) and composite fencing (2022). Close to top-rated schools, parks, trails, shopping, Oakville GO and major highways. A rare combination of 3,400+ sq. ft., ravine privacy, versatile living space and a resort-inspired backyard in an established Oakville community. (id:5764)

2295 GLAZEBROOK Circle, Oakville

Listing courtesy of CASORA REALTY INC..

$2,950,000

4 Beds ⋅ 5 Baths ⋅ 40855885 MLS® #

Some homes impress with their interiors. Others with their setting. Rarely do you find one that delivers both quite like this. Tucked into a quiet court and set against a spectacular mature ravine in the heart of River Oaks, this exclusive model offers over 6,000 sq ft of finished living space and a remarkable combination of privacy, scale and timeless sophistication. Generous principal rooms unfold across a light-filled main level, from elegant living and dining rooms to a 25-ft kitchen with custom cabinetry and premium built-in appliances and a separate family room with fireplace. At the rear, a nearly 22-ft sun room with skylights and fireplace draws your eye to the greenery beyond. Upstairs, the impressive primary retreat spans almost 30 ft and is joined by three generous bedrooms and a substantial private office with its own fireplace. The lower level is made for entertaining, with a large recreation room and wet bar, gym, full bath, winecellar, separate tasting room and walk-up to the backyard. But step outside and the character of this property changes completely. More private resort than backyard, a series of outdoor living spaces unfolds against the ravine. A sparkling pool and hot tub anchor the setting, surrounded by extensive hardscaping and an elevated deck for dining and BBQs. A covered pergola creates an intimate outdoor lounge, while a separate terracetucked among the trees offers another quiet escape. Mature landscaping wraps around it all, creating remarkable privacy and a backdrop that changes with the seasons. All this in one of Oakville's most established family neighbourhoods, surrounded by parks and trails and close to highly regarded public and private schools. A home where exceptional space, remarkable privacy and the natural beauty of its ravine setting come together in one of River Oaks' most desirable locations. (id:5764)

324 OAKRIDGE Court, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$1,179,000

5 Beds ⋅ 5 Baths ⋅ 40853079 MLS® #

OPEN HOUSE : 23rd August: FROM 2PM TO 4 PM Welcome to the new and exclusive sought after area of Oakville. This amazing freehold townhouse from Caivan Builders has all the spaces and features you have been dreaming about. Total living space of 2708 sqft includes 5 bedrooms, 5 bathrooms, finished basement, loft bedroom suite with linen closet. Tons of upgrades including hardwood flooring on main floor and second floor hallway, 9 ft ceiling on main and second floor, custom island countertop, granite countertop. Upgraded staircases, smooth ceiling, upgraded bathtubs, tankless hot water, AC and HVAC, California shutters and zebra blinds throughout, soaker tub, fenced backyard, Teslca charger (LV2) in garage and 3 parking spaces including garage. House is close to walking trails, parks, playgrounds for kids, Oakville Go, 403/407, schools, YMCA. Two new catholic elementary and high schools are being built just across the road. This is a must see house, so book your appointment and enjoy the showing. (id:5764)

3487 POST Road, Oakville

Listing courtesy of International Realty Firm, Inc..

$7,249,000

5 Beds ⋅ 5 Baths ⋅ 40852110 MLS® #

Welcome to 54 RAYMAR PL, OAK ON L6J 6M1, a single-family residence built in 1988 that has undergone a complete transformation. This property, fully updated from its recently refreshed exterior to its meticulously remodeled interior, offers a contemporary aesthetic designed for modern living. The heart of this home is undoubtedly the recently updated kitchen, a culinary enthusiast's dream. It features a generous island with a built-in sink, providing ample space for preparation and casual dining, complemented by a convenient wine cooler. Adjacent to this, the living room provides a comfortable gathering space, enhanced by the warmth of a fireplace. The bathrooms throughout the home offer a touch of luxury, with features such as double vanities, floating vanities, and invigorating walk-in showers. Beyond the interior, the private yard is an entertainer's paradise, offering an outdoor living space complete with a fire pit and a dedicated outdoor dining area. For ultimate relaxation, indulge in the private pool or unwind in the private outdoor hot tub. The property also includes a workshop and a patio, along with a built-in garage providing four spaces for vehicles. Discover the exceptional lifestyle this meticulously updated property offers; schedule your private viewing today. Over 7000 Square ft. of Living Space. (id:5764)

54 RAYMAR Place, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,149,000

4 Beds ⋅ 5 Baths ⋅ 40852178 MLS® #

A rare opportunity to own an exceptional ravine property in the heart of Westmount. Set on one of the neighbourhood's most coveted ravine-rimmed streets, this impressive 3,000 sq ft residence backs directly onto the ravine, offering a remarkable setting where privacy, nature, and family living come together. Designed with generous principal rooms and an effortless flow, the main level features formal living and dining rooms, a spacious kitchen with adjoining breakfast area, and a spectacular double-storey great room that serves as the heart of the home. A mezzanine loft overlooking the great room provides the perfect space for a home office, library, or quiet retreat. The upper level offers four spacious bedrooms and the rare convenience of three full bathrooms, an ideal layout for growing families. The fully finished walk-out basement extends the living space with a recreation room, games area, exercise room, and a full bathroom. With its versatile layout, it could easily accommodate a fifth bedroom, home theatre, guest suite, or multigenerational living. Location is everything, and few can rival this one. Situated in the heart of Westmount, the home is within walking distance of highly regarded schools, parks, trails, shopping, and everyday amenities, while remaining just minutes from Oakville Trafalgar Memorial Hospital, GO Transit, and major commuter routes. Outstanding homes begin with outstanding locations, and this is one of Westmount's finest-a premium ravine setting offering the perfect balance of natural beauty, family comfort, and everyday convenience. (id:5764)

2380 WOODCREST Drive, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$1,999,999

6 Beds ⋅ 5 Baths ⋅ 40851961 MLS® #

Imagine never needing a cottage again. Welcome to one of Lakeshore Woods' most exceptional properties, where luxury living meets the tranquility of a private Muskoka-inspired retreat. Set on a spectacular 50 x 180 ft lot backing onto protected greenspace, this remarkable home offers nearly 3,000 sq. ft. above grade, plus 1,280 sq. ft. of beautifully finished lower-level living space. Designed for both everyday living and effortless entertaining, the resort-style backyard is the true showpiece, featuring a saltwater pool with a stone waterfall, gazebo, cabana, professionally landscaped gardens, and complete privacy surrounded by mature trees. Inside, timeless elegance meets modern comfort with rich hardwood floors, a natural oak staircase, soaring 18-foot cathedral ceilings, and an abundance of natural light. The gourmet kitchen flows seamlessly into the breakfast area and opens directly to the backyard, while the inviting family room with a gas fireplace creates the perfect gathering space. Upstairs, you'll find four spacious bedrooms, including a luxurious primary retreat with a spa-inspired ensuite and custom walk-in closet. The fully finished lower level adds incredible versatility with two additional bedrooms, a brand-new three-piece bathroom, rough-in for a future kitchen, and potential for a separate walk-up—ideal for extended family or multi-generational living. Complete with parking for up to eight or nine vehicles and located just minutes from Lake Ontario, scenic trails, hidden beaches, top-rated schools, shopping, the GO Station, and major highways, this is more than a home—it's a lifestyle. (id:5764)

215 BURLOAK Drive, Oakville

Listing courtesy of Royal LePage Burloak Real Estate Services.

$3,949,000

4 Beds ⋅ 5 Baths ⋅ 40851190 MLS® #

This completely renovated contemporary residence represents the pinnacle of modern design and sophisticated living in one of Oakville's most desirable locations of Old Oakville. Every detail of this 4 Bedroom | 4+1 Bathrooms | 4,819 Sq Ft Finished Living Space has been meticulously reimagined to deliver an unparalleled standard of quality and craftsmanship.The highly functional main floor plan centers around an exceptionally sleek kitchen open to the Great Room with gas fireplace and walk out to the resort style backyard and pool.The kitchen is outfitted with luxury high-end appliances, an oversized island seating eight, and an additional peninsula for casual entertaining in the bar area. Adjacent to the kitchen, is a walk in pantry with an additional dishwasher and fridge. Not to be missed is the impressive temperature-controlled wine room accommodates approx 1,000 bottles-a striking feature for the discerning entertainer.A versatile family room/main floor bedroom with ensuite which can be used as a principal bedroom or guest suite, laundry room, walk-in main closet for storage and access to oversized double car garage.The 2nd level principal suite is a private sanctuary featuring juliette balcony, gas fireplace, two walk-in closets and a spa-inspired ensuite with heated floors, walk-in shower, and a standalone soaking tub.Two additional spacious bedrooms each with their own ensuites complete the level.Not to be missed is the finished lower level room with added storage in the pantry and crawl space area.The backyard is an entertainer's paradise, showcasing a saltwater pool, two expansive patio areas, two gazebos with a gas fire table, and premium Dutch-imported artificial turf that remains lush year-round with zero maintenance.Ideally situated steps from Whole Foods Market, Oakville GO Train, for seamless transit connectivity, and the Oakville Trafalgar Community Centre this extraordinary property offers both refined luxury & everyday convenience. LUXURY CERTIFIED (id:5764)

287 MACDONALD Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,199,900

5 Beds ⋅ 5 Baths ⋅ 40850482 MLS® #

1077 Bridge Road offers over 5,300 sq. ft. of finished living space on a landscaped 100' x 120' lot in sought-after West Oakville, minutes to downtown Oakville, Bronte Harbour, Lake Ontario, parks, the YMCA, top-rated schools, and Appleby College.A grand foyer with 10-foot ceilings, plaster crown moulding, and a hardwood staircase leads to a private office, formal dining room, and butler's servery with wine fridge. Wide-plank hardwood floors, 9-inch baseboards, custom millwork, coffered ceilings, and a gas fireplace complement the open-concept living space. The chef's kitchen features Sub-Zero, Wolf, and Bosch appliances, a large island, and breakfast area.The second level offers four bedrooms with ensuite access, including a primary suite with a walk-in closet and a heated-floor ensuite. A second bedroom has a private ensuite, while two others share a Jack-and-Jill bath. Second-floor laundry adds convenience.The finished lower level features heated floors, a spacious rec room with a stone gas fireplace, fifth bedroom, 3-piece bath, and flexible space for a gym, media room, or games area.Outside, enjoy a covered porch, stone patio, landscaped backyard with irrigation, Generac whole-home generator, security system, and epoxy-finished double garage. A custom-built home combining quality craftsmanship, functional design, and an exceptional West Oakville location. (id:5764)

1077 BRIDGE Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,498,000

4 Beds ⋅ 5 Baths ⋅ 40848426 MLS® #

Tucked away on a quiet dead-end crescent on one of Bronte's best streets, this custom-built home blends thoughtful design and family-friendly living. It is steps from a park and playground, and within walking distance of Bronte's renowned restaurants, waterfront, and marina.Offering over 3,500 square feet above grade, plus a newly finished basement (2026), every inch has been designed for everyday living and effortless entertaining. A formal foyer creates a beautiful first impression, opening to an elegant living room and private main floor office.The heart of the home is an impressive chef's kitchen with premium appliances, an oversized centre island, and exceptional storage. A butler's pantry seamlessly connects the kitchen to the walk-in pantry and formal dining room. A generous breakfast area flows into the inviting family room, featuring a warm gas fireplace.Designed as an extension of the living space, the professionally landscaped backyard was transformed by ProScape Land Design into a private outdoor retreat. It features a covered dining area with a built-in BBQ, tiered seating beneath a pergola, and a private putting green.Upstairs, the layout offers privacy for everyone. The primary suite is a true retreat with a spa-inspired ensuite and a spacious walk-in closet. Two secondary bedrooms share a beautifully appointed Jack-and-Jill bathroom, while the fourth bedroom enjoys its own private ensuite.The newly completed lower level expands the living space with beautifully finished recreation areas, a custom built-in bar with beverage and wine refrigerators, a wine display, extensive built-in cabinetry, a dedicated home gym, and a convenient two-piece bathroom.From its exceptional custom design and family-friendly layout to its magazine-worthy backyard and unbeatable Bronte location, this home is a fantastic opportunity in one of Oakville's most cherished neighbourhoods. (id:5764)

2458 MEADOWOOD Crescent, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$1,649,000

4 Beds ⋅ 5 Baths ⋅ 40849838 MLS® #

Welcome to 285 Surrey Drive, a beautifully updated home in the heart of Bronte—one of Oakville’s most sought-after neighbourhoods known for its lakeside lifestyle, walkability, and strong sense of community. Located on a quiet, family-friendly street south of Rebecca, this 4-bedroom, 4- bathroom home sits on a private, fully fenced 60 x 100 ft lot and offers excellent curb appeal with a striking stucco and brick exterior. The main floor features a bright, open-concept layout with large windows that fill the space with natural light. Spacious living and dining areas flow into a well-designed kitchen with a large island, perfect for everyday living and entertaining, complete with a NEW dishwasher. The family room includes a double-door walkout to the backyard, and a convenient 2-piece bathroom completes the main level. The upper level offers three bedrooms, including one with a 2-piece ensuite, along with an additional 4-piece bathroom. The second level is dedicated to the primary retreat, featuring a walk-in closet and a beautifully updated 4-piece ensuite. The lower level provides additional living space with a cozy family room or potential 5th bedroom, a 3-piece bathroom, and a large laundry room with plenty of storage. Ample parking with space for three vehicles in the driveway and two in the garage. Enjoy the best of Bronte living just minutes to the lake, waterfront trails, Bronte Harbour, parks, GO Train, schools, and shopping. A great opportunity to live in a quiet, established neighbourhood close to everything. (id:5764)

285 SURREY Drive, Oakville

Listing courtesy of Real Broker Ontario Ltd..

$3,898,000

5 Beds ⋅ 5 Baths ⋅ 40846700 MLS® #

Set on a pristinely landscaped lot in coveted Morrison, this refined family residence blends timeless architecture w/everyday livability in one of Oakville’s most prestigious neighbourhoods. Positioned w/in a supreme school catchment, steps to Oakville Trafalgar HS, & moments to parks, Edgemere Promenade + local amenities, the location is as exceptional as the home itself. Traditional detailing, steep gables + crisp architectural lines lend a classic presence, while mature trees, curated gardens + layered natural stone frame the polished exterior. The resort-inspired rear grounds with a glistening pool, stone lounges + tranquil gardens are ideal for family fun. With over 5500sf of living space, 4+1 beds & 4.5 baths this home space + privacy when needed. Expansive glazing + elevated ceilings define bright, airy principal spaces. The dining room anchors the main level, seamlessly connecting the great room + expansive kitchen for effortless entertaining. The great room is centred around a fireplace + opens through double French doors to a private lounge with concrete gas fire bowl. The oversized kitchen island creates a natural gathering place, while a tucked-away home office overlooks the lush front gardens.The upper level offers four generously sized bedrooms with elevated ceilings, walk-in closets + expansive glazing. Privately positioned, the primary suite features vaulted ceilings, a marble fireplace, fully outfitted dressing room + hotel-inspired ensuite.The LL extends the home’s polished living spaces w/a spacious rec room, wet bar, games area, additional bedroom + full bath. Outdoors, multiple lounge + dining areas surround the resort-style pool beneath a canopy of mature trees, creating a private setting designed for both relaxed living + effortless entertaining. This is a refined home with a polished exterior in one of Oakville’s most established neighbourhoods. (id:5764)

376 WEDGEWOOD Drive, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$4,499,000

5 Beds ⋅ 5 Baths ⋅ 40842845 MLS® #

Set on a rare and private 1/2+ acre estate lot in one of South West Oakville's most coveted lakeside neighbourhoods, this stunning custom designed home offers over 6,500 sq. ft. of luxurious living space just steps from Lake Ontario and within minutes to esteemed Appleby College. Thoughtfully designed for both everyday living and grand-scale entertaining, the home features 10' ceilings on the main level, 9' ceilings on the upper and lower levels, extensive custom millwork, rich hardwood flooring, and exceptional craftsmanship throughout. The Hampton-inspired custom kitchen and butler's pantry serve as the heart of the home, complemented by luxurious ensuite bathrooms and high-end finishes at every turn. The main floor primary retreat offers the convenience of single-level living, complete with a custom walk-in closet, spa-inspired 5-piece ensuite, gas fireplace, and serene backyard views. The fully finished lower level is ideal for multigenerational living, featuring a second kitchen, two additional bedrooms, a gym, wet bar, games area, and expansive recreation room. Step outside to your own private resort, where mature landscaping surrounds a saltwater pool, waterfall feature, and covered outdoor living area. A truly exceptional opportunity to own a custom estate property on one of Oakville's most prestigious streets, surrounded by luxury homes, steps to the lake, and moments to top-ranked schools, parks, and downtown Oakville. Some opportunities are measured in sq footage, others are measured in land, location and the life you'll build there. 1098 Lakeshore Rd is not to be missed. (id:5764)

1098 LAKESHORE Road West, Oakville

Listing courtesy of The Agency.

$1,798,800

4 Beds ⋅ 5 Baths ⋅ 40845026 MLS® #

Welcome to 2330 Valleyridge Drive, an exceptional move-in ready family home offering 4 bedrooms, 5 bathrooms, and 3,937 sf of finished living space in one of Oakville’s most sought-after communities. Deceptively spacious & much larger than it appears, this impressive property backs onto a private ravine and features a saltwater inground pool, professionally landscaped grounds, and a backyard retreat surrounded by mature cedar trees. A 1.5-car garage with inside entry and parking for 4 cars completes the property. Ideally located close to top-rated schools, parks, walking trails, shopping & everyday amenities. Hardwood flooring extends throughout the principal rooms. The living room features 9’ ceilings, a gas fireplace, and built-in surround sound. The family room flows seamlessly into the breakfast area and eat-in kitchen featuring granite countertops, custom cabinetry with soft-close drawers, pot and pan drawers, under-cabinet lighting, stainless steel appliances, pot lights, and a walkout to the backyard. A 2pc powder room completes the main level. The upper level offers four generous bedrooms, including a private primary retreat with a walk-in closet and 5pc ensuite featuring double sinks, a freestanding soaker tub, glass-enclosed shower, and separate water closet. Two additional 4pc bathrooms and upper-level laundry complete this floor. The finished lower level adds exceptional living space with a large recreation room, 3pc bathroom, and abundant storage. Outside, the private backyard showcases a saltwater pool, new deck (2025), mature cedar trees, and a peaceful ravine setting, creating an exceptional space for outdoor entertaining and relaxation. Combining generous living space, a functional family layout, move-in ready (newer roof, furnace, pool heater & pump) convenience, and an exceptional ravine setting, this Oakville home presents an outstanding opportunity in a highly sought-after neighbourhood. (id:5764)

2330 VALLEYRIDGE Drive, Oakville

Listing courtesy of Royal LePage Burloak Real Estate Services.

$3,295,000

5 Beds ⋅ 5 Baths ⋅ 40843227 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. (id:5764)

487 ORCHARD Drive, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$3,499,000

4 Beds ⋅ 5 Baths ⋅ 40839973 MLS® #

Welcome to an extraordinary custom-built contemporary residence in South East Oakville, featuring a private elevator, a spectacular oversized balcony, and over 5,600 sq. ft. of finished living space. Expertly designed by renowned architect David Small and built by Bachly Homes on a 78' x 146' lot, this remarkable home blends striking West Coast architecture with modern luxury. A dramatic two-storey foyer with soaring ceilings, expansive windows, and an open-riser wood staircase makes an unforgettable first impression. The main level is designed for everyday living and entertaining, featuring a stunning great room with 13'+ ceilings, linear gas fireplace with reclaimed wood feature wall, and floor-to-ceiling windows. The chef-inspired kitchen showcases premium built-in appliances, custom cabinetry, quartz surfaces, and an oversized island, flowing into 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 level. Upstairs, the luxurious primary retreat features a spa-inspired ensuite with Toto Washlet, custom walk-in closet, double-sided fireplace, and an impressive oversized private balcony overlooking the backyard. Two additional bedrooms each offer walk-in closets and ensuite access. The finished lower level is made for entertaining 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 further potential. Outside, enjoy a covered patio, hot tub, greenhouse, mature landscaping, and private backyard oasis. Additional features include Tesla EV charger, sprinkler and alarm systems, new water heater (2025), and parking for 6 vehicles including a double garage. Close to top-rated schools, parks, Downtown Oakville, and the lake. Luxury Certified. (id:5764)

2104 DEVON Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$3,195,000

3 Beds ⋅ 5 Baths ⋅ 40806328 MLS® #

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive 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. (id:5764)

21 BLOCK Unit 6, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$1,689,000

4 Beds ⋅ 5 Baths ⋅ 40808337 MLS® #

Discover this stunning home in a sought-after Oakville community, offering spacious living and modern convenience. Designed for comfortable living and entertaining, the home features a built-in security system and a basement equipped with a sound system perfect for movie nights or gatherings. Located close to parks and green space, the property also benefits from a brand-new high school scheduled to open nearby in September 2026. An excellent opportunity to enjoy modern living in a growing, family-friendly neighbourhood. (id:5764)

132 SETTLERS Road East, Oakville

Listing courtesy of Keller Williams Edge Realty.

$3,498,000

6 Beds ⋅ 5 Baths ⋅ 40801717 MLS® #

Unobstructed Lake Ontario views define this rare opportunity in South East Oakville's prestigious Arkendo enclave. A truly breathtaking backdrop with a year round promise of spectacular sunrises over the lake and tranquil evenings. The original but meticulously maintained 5 bedroom residence offers 3,122 sq.ft. above grade plus a 1,330sq. ft. finished lower level, presenting an ideal canvas for renewal or renovation.The generous principal rooms all have lakeviews and the functional layout and abundant natural light throughout provide a solid foundation for a new owners vision. Set among luxury homes and close to top schools, downtown Oakville, and major highways and GO transit, this property is perfect for buyers seeking to create their signature lakeview estate in one of Oakville's most exclusive waterfront pockets on a 12,000sqft lot with RL3-0 zoning and 152ft south facing rear gardens and lake views. Some photos are virtually rendered. (id:5764)

20 ARKENDO Drive, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

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