Oakville Real Estate | Oakville 5 Bedroom Properties for Sale

Welcome to 455 Samford Place, a remarkable custom-built luxury home in one of Southwest Oakville's most sought-after neighbourhoods. Set on a premium 65' x 115' lot, this stunning residence blends sophisticated design, exceptional craftsmanship, and modern family living. Its limestone and stucco exterior, expansive driveway, double-car garage, and rare rear-access garage door create an impressive first impression. Step inside to bright, open-concept living with 10-foot ceilings, oversized windows, and elegant custom millwork throughout. Designed for everyday living and entertaining, the chef's kitchen features a large quartz island, designer lighting, premium Thermador appliances, and a convenient spice kitchen. The family room is a true gathering space, highlighted by a dramatic floor-to-ceiling porcelain fireplace feature wall and French doors opening to the private backyard for seamless indoor-outdoor living. A grand wood staircase with skylight and custom paneling leads to the upper level, where four spacious bedrooms each offer an ensuite and walk-in or built-in closet. The primary suite is a private retreat with a beautiful feature wall and spa-inspired ensuite showcasing double walnut vanities and luxurious porcelain finishes. The professionally finished lower level offers endless flexibility for entertaining, recreation, or multi-generational living, featuring a spacious rec room, second laundry area, stylish wet bar with sink, dishwasher, fridge, wine storage, and space for a beverage cooler. A separate walk-up to the backyard adds exceptional convenience and versatility. With refined finishes, premium upgrades, and an unbeatable Oakville location close to schools, parks, shopping, and the lake, this exceptional home offers the perfect blend of luxury, comfort, and timeless elegance. (id:5764)

455 SAMFORD Place, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$1,599,000

5 Beds ⋅ 5 Baths ⋅ 40873429 MLS® #

Welcome to Lakeshore Woods living at its best! Located directly across from Nautical Park, this warm and inviting home offers approximately 2,600 sq. ft. above grade, four spacious bedrooms upstairs, and a thoughtfully designed layout that offers room for the whole family. The main floor features a large, open kitchen that flows into the family room, while the separate living and dining room offers a comfortable space to relax and unwind. Upstairs, discover two primary bedrooms, each with its own private ensuite—an ideal arrangement for families, guests, or those looking for added flexibility. The fully finished basement extends the living space with an additional bedroom and bathroom, perfect for guests, a home office, a teenager’s retreat, or extended family. But the true standout is the LOCATION. With Nautical Park directly across the street, enjoy soccer fields, a playground, and plenty of green space right outside your door—a dream setting for families and dog lovers alike. All this in a sought-after Lakeshore Woods neighbourhood with convenient highway access, and close proximity to Bronte Village, shopping, and everyday amenities. A home that offers space, flexibility, and a lifestyle you’ll love coming home to. (id:5764)

364 NAUTICAL Boulevard, Oakville

Listing courtesy of Royal LePage Burloak Real Estate Services.

$1,629,000

5 Beds ⋅ 4 Baths ⋅ 40873182 MLS® #

Welcome to this spacious 4+1-bedroom, 4-bathroom detached family home, ideally situated in sought-after Glen Abbey and backing onto peaceful green space. A double-door entrance opens to an impressive foyer with a grand staircase and leads into generously sized principal rooms featuring hardwood flooring throughout. The upgraded kitchen offers plenty of cabinetry, generous prep space and a spacious eat-in area, with direct access to a beautiful multi-tiered deck overlooking the private backyard oasis. The inviting family room is centred around a gas fireplace with a classic brick surround, creating a warm and comfortable space for everyday living. A convenient mudroom provides additional storage, a double-door closet and a separate side entrance. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary retreat complete with a walk-in closet and grand four-piece ensuite. Three additional well-proportioned bedrooms and a full main bathroom provide plenty of room for the entire family. The finished lower level adds even more versatile living space with a large recreation area, three-piece bathroom and an additional room perfect for a fifth bedroom, home office, gym or guest space. Outside, the multi-tiered deck and private backyard create a true retreat, made even more special by the tranquil green space beyond. Offering generous living space inside and out, this is a wonderful opportunity to enjoy a well-appointed family home in one of Oakville’s most established and desirable communities. (id:5764)

1348 FIELDCREST Lane, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,888,000

5 Beds ⋅ 4 Baths ⋅ 40872865 MLS® #

Tucked away in prestigious Southeast Oakville, this extraordinary custom-built bungalow tells a story of timeless elegance and effortless family living. Offering 4,356 sq. ft. of beautifully crafted space on a premium lot, every corner of this home was designed for comfort, connection, and refined everyday living. Beyond the doors, a private backyard retreat and expansive deck create the perfect setting for quiet mornings, lively gatherings, and evenings under the stars. Inside, soaring 10 foot ceilings and rich hardwood floors guide you through sun-filled formal living and dining spaces, warmed by a gas fireplace and framed by grand 8-foot sliding doors. At the heart of the home, the chef-inspired kitchen invites everyone to gather, featuring granite countertops, a Bertazzoni gas stove, a charming Belfast sink, and a bright breakfast area that opens seamlessly to the deck for easy indoor outdoor living. The main-floor primary suite is a peaceful retreat of its own, complete with French doors to the deck, a spacious walk-in closet, & a spa-inspired five-piece ensuite with a clawfoot soaker tub. Two additional 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, second gas fireplace, games area, wet bar, laundry, and two additional bedrooms ideal for extended family, guests, or a private home office setup. Car enthusiasts will appreciate the double car garage with soaring ceilings ready for a lift, along with a double-wide driveway accommodating up to six vehicles. Designed for seamless one level living, this home offers the perfect balance of luxury and practicality for families, professionals, & downsizers alike. Just moments from Oakville Trafalgar High School, Deer Run Park, and Sobeys Maple Grove, this move in-ready residence captures the best of Southeast Oakville living where sophistication, warmth and memories come together. Luxury Certified. (id:5764)

2073 DERAMORE Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$6,500,000

5 Beds ⋅ 5 Baths ⋅ 40872637 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..

$6,199,000

5 Beds ⋅ 7 Baths ⋅ 40870755 MLS® #

Set on an exceptionally private 100' × 272' professionally landscaped lot with mature trees, covered patio, and a horseshoe driveway with two entrances and a double garage with tandem bay and basement access. 368 Fourth Line is a custom 4+1 bedroom bungaloft designed for luxury living and multigenerational flexibility. Floor-to-ceiling windows and a west-facing backyard flood the home with natural light, while the open-concept kitchen, dining, and great room anchor the main living space alongside a main-floor principal bedroom and two front-facing offices. A fully self-contained 900 sq ft main-floor in-law suite with separate entrance, full kitchen, and laundry adds incredible versatility. The loft offers two bedrooms, each with its own ensuite. The resort-inspired indoor amenities include a saltwater pool, infrared sauna, and steam shower. The bright, fully finished lower level features in-floor heating, deep window wells, a bedroom, 3-piece bathroom, wine room, workshop, storage, and walk-up to back garden. Completing the home are a rear covered porch with wood-burning fireplace, built-in BBQ and pizza oven. Premium systems throughout including a security system with cameras, whole-home sound, backup generator, irrigation, central vac, advanced HVAC with full hydronic heating, integrated pool systems, and Seresco dehumidification. (id:5764)

368 FOURTH LINE, Oakville

Listing courtesy of Royal LePage Burloak Real Estate Services.

$1,629,000

5 Beds ⋅ 2 Baths ⋅ 40872370 MLS® #

Welcome to this stunningly renovated 3+2 bedroom set on an expansive mature lot in one of Oakville's most coveted neighbourhoods, just moments from the shores of Lake Ontario. Surrounded by majestic trees in front providing that extra security and stunning view, 2066 Rebecca Street boasts exceptional curb appeal & a welcoming foyer highlighted by elegant wood staircases. The home is filled with massive windows & patio doors throughout, picturesque green scenic views from nearly every room. The sun-filled living room features oversized windows & pot lights throughout, seamlessly flowing into the open-concept living, dining & kitchen spaces, perfect for both everyday living & entertaining. The beautifully appointed kitchen offers stainless steel appliances, Skylight, abundant cabinetry & a charming breakfast nook. Unwind in the inviting family room with a cozy fireplace & walk-out to a private, fully fenced backyard oasis complete with a wooden patio & storage shed, ideal for summer gatherings. Main floor office provides the perfect work-from-home setup. The main level features 3 generously sized bedrooms, including a luxurious retreat with a spa-inspired 4-pc bath & wrap-around balcony overlooking the tranquil surroundings. The fully finished basement with a separate walk-up entrance offers incredible versatility with 2 additional bedrooms, walk in closet, a spacious rec room, family room, 3-pc bath, utility room & laundry area, ideal for extended family or in-law potential. The raised walk-out basement features large windows that allow an abundance of natural light, creating a bright & inviting lower level. It also includes provisions for a future kitchen with plumbing &stove setup already in place, offering excellent potential for multi-generational living or added convenience. Perfectly situated close to schools, parks, shopping & the lakefront, this exceptional home offers the perfect blend of elegance, comfort, & convenience for today's modern family. (id:5764)

2066 REBECCA Street, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$3,999,900

5 Beds ⋅ 5 Baths ⋅ 40872032 MLS® #

Rarely does a property offer this combination of land, privacy and lakeside living. Set on a rare 1/2+ acre estate lot in one of South West Oakville's most coveted neighbourhoods, 1098 Lakeshore Rd is a custom 6,500+ sq. ft. home just steps from Lake Ontario and minutes from Appleby College. Designed with both family living and entertaining in mind, the home features 10' ceilings on the main level and 9' ceilings on the upper and lower levels, with rich hardwood floors, extensive custom millwork and thoughtful architectural details throughout. The Hampton-inspired kitchen and adjoining butler's pantry create a beautiful centre for everyday living and effortless entertaining. The large main-floor primary retreat offers the convenience of single-level living, complete with a custom walk-in closet, gas fireplace and spa-inspired 5-piece ensuite. Upstairs, two generously sized bedrooms each enjoy their own ensuite, offering comfort and privacy for family or guests. The finished lower level adds another layer of flexibility, with a second kitchen, two additional bedrooms, gym, wet bar, games area and expansive recreation space - ideal for multigenerational living, older children, extended family or guests. Outside, mature landscaping creates a private backyard retreat with a saltwater pool, waterfall feature and covered outdoor living area - perfect for summer days by the pool and evenings spent together. Beyond the property, top-ranked schools, parks, steps to the lake, trails and the shops and restaurants of downtown Oakville just minutes away. **Land. Privacy. Location. Flexibility.**A rare opportunity to enjoy space, privacy and lakeside living in one of Oakville's most sought-after settings. (id:5764)

1098 LAKESHORE Road West, Oakville

Listing courtesy of The Agency.

$2,749,000

5 Beds ⋅ 5 Baths ⋅ 40871522 MLS® #

A covered porch, stone and shingle exterior and mature gardens set the tone for this custom-built West Oakville home. With 4+1 bedrooms and 4+1 baths on a 60 × 125 ft lot, it offers generous space for family life, minutes from the lake. Inside, dark-stained wide-plank hardwood, wainscoting and crown moulding extend through the main floor, with a private office near the entrance. At the rear, the kitchen brings together full-height white Shaker cabinetry, a veined slab backsplash, a five-burner Wolf gas cooktop, two Miele built-in ovens, a paneled fridge and Miele dishwasher, walk in pantry and an island that seats four. The adjoining dining area and vaulted family room with a gas fireplace keep the main living spaces connected. A mudroom with a built-in bench, cubbies and laundry provides a practical place for daily arrivals. Sliding glass doors extend the living space to a covered patio with Phantom retractable screens, a stone outdoor fireplace, mounted TV and built-in speakers. Beyond, mature trees frame a private, fenced backyard with two raised vegetable gardens, included with the home. The upper level has four bedrooms and three full bathrooms. The primary suite includes a walk-in closet and a five-piece ensuite with heated floors and a freestanding tub. An expanded second bedroom offers its own sitting area and ensuite. Downstairs, a large rec room is complemented by a gym that could serve as an office or studio, along with a spacious nanny or in-law suite with a private bathroom and walk-in closet. An oversized storage room beneath the porch provides additional storage. The waterfront, Bronte Harbour, downtown Oakville, the YMCA, Appleby College and local schools are nearby, with GO Transit and the QEW a short drive away. From the main-floor office to the lower-level suite, the layout offers flexibility as a family’s needs change. (id:5764)

1394 WAVERLY Avenue, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,799,000

5 Beds ⋅ 4 Baths ⋅ 40871260 MLS® #

RARE PREMIUM LOT $$$ WITH A HUGE BACKYARD! STUNNING 5-BEDROOM, 3.5-BATHROOM DETACHED HOME IN OAKVILLE! An impressive family home offering elegance, spacious interiors and exceptional outdoor living! Situated on a premium lot, this home showcases curb appeal with its brick exterior, mature trees, landscaped grounds, interlocking walkway and double-door entrance. Step inside to a grand foyer featuring soaring ceilings and an oak staircase. The bright main floor boasts hardwood flooring, crown moulding, decorative columns, pot lights and California shutters. Elegant living and dining rooms provide entertaining spaces, while a separate office is ideal for working from home. The gourmet kitchen features rich wood cabinetry, granite countertops, stylish backsplash, stainless steel appliances, a large centre island with breakfast seating and abundant storage. The sun-filled breakfast area offers French doors leading to the backyard. The family room features a fireplace and large windows overlooking the outdoors. Main-floor laundry adds practicality. Upstairs, discover 5 SPACIOUS BEDROOMS featuring hardwood flooring, California shutters and ample closet space. The primary retreat offers a walk-in closet and 5-piece ensuite with double vanity, soaker tub and separate glass-enclosed shower. The unfinished basement offers potential for a recreation room, home gym, theatre or living space. THE TRUE SHOWSTOPPER IS THE PREMIUM LOT WITH AN EXTRAORDINARILY SPACIOUS, FULLY FENCED BACKYARD! Surrounded by mature trees and lush landscaping, this outdoor retreat features an expansive interlocking stone patio, charming gazebo, garden shed and generous lawn, perfect for entertaining, summer barbecues, children's activities and relaxation. Located in a desirable Oakville neighbourhood close to parks, trails, shopping and schools, including Emily Carr Public School and St. John Paul II Catholic Elementary School. A RARE OPPORTUNITY TO OWN AN ELEGANT FAMILY HOME WITH AN INCREDIBLE BACKYARD! (id:5764)

2447 HIGHMOUNT Crescent, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$1,436,777

5 Beds ⋅ 3 Baths ⋅ 40869917 MLS® #

Finally! A renovated 4 bed, 2.5 bath Detached in one of Bronte Harbour's few adjacent little pockets, the quintessential 'lifestyle' location. Bringing me to the top 7 reasons to pick this home: 1. A lifestyle location means your kids grow up walking Bronte Creek trail to the beach park, spending their time in nature when they aren't playing soccer or baseball at the local Westbrook Park; regularly using your bikes instead of a car. 2. Open concept custom kitchen: elegant white cabinetry with the trendy accent island, caesarstone counters, matching tile backsplash, upgraded ceramic floor tiles, crown mouldings, pot lights, s/s appliances, and the gorgeous wall-mounted rangehood. 3. The essential 2 full bathrooms on the 2nd floor means the primary bedrooms gets its own private ensuite with heated floors and steam-shower functionality. 4. Pie shaped lot features a 88 ft back property line giving you lots of space and privacy. 5. Shannon crescent is a quiet road with only-local traffic; the quintessential family road where kids can play, and there is a sense of community in arguably the safest town in the province. 6. The 15ft (1.5) garage means you can park a car and have storage, and features a 240v plug for charging an EV. 7. 100% move-in-ready featuring hardwood flooring, with matching stairs and banisters, wainscoting, modern paint tones, upgraded light fixtures and pot lights, crown mouldings, gorgeous stone accent wall in the family room with gas fireplace and wood mantle. High quality renovations of both full bathrooms featuring newer vanities, tile, tubs, toilets, sinks and faucets. Prof finished basement has lots of rec space, and storage. The landscaping features sprinklers, interlock, mature trees and pergola. Bonus 8th reason would be the excellent build quality of 1992 featuring copper plumbing and electrical, and the modern poured concrete foundation; roof 2024. Great peace of mind that you can just move in and enjoy! Very rare opportunity! (id:5764)

3092 SHANNON Crescent, Oakville

Listing courtesy of SUTTON GROUP QUANTUM REALTY INC.

$1,599,995

5 Beds ⋅ 4 Baths ⋅ 40871109 MLS® #

First Time On The Market! True pride of ownership! Spacious and sun-filled 4+1 bedroom, 4-bathroom executive home nestled on a beautifully landscaped lot with exceptional curb appeal in the top-ranked school district of St. Luke, James W. Hill & Oakville Trafalgar High School. This home has been lovingly maintained and thoughtfully upgraded by the original owners. With 3,068 sq. ft. above grade, this home features formal living and dining rooms, with a soaring cathedral ceiling in the living room-perfect for a grand Christmas tree. Separate main floor office (with potential to convert into a main floor bedroom), inviting family room with wood-burning fireplace, elegant Scarlett O'Hara staircase, and a renovated family-sized eat-in kitchen with custom cabinetry, gas stove, pantry, and walkout to an oversized deck. Convenient main floor laundry, separate side entrance, and direct access to the garage. The upper level has a spacious primary suite with a 4- piece ensuite and walk-in closet, three generous-sized bedrooms, and a 5-piece bathroom. The fully finished basement is an entertainer's dream, featuring a huge recreation room with a wet bar and decorative fountain, additional space for a gym, a den, a fifth bedroom, and a 4-piece bathroom. Step outside to your private backyard paradise featuring a fully fenced yard, beautifully landscaped gardens, and a wooden deck with gazebo-perfect for family gatherings and summer entertaining. Plenty of storage throughout. Conveniently located near the QEW, 403, 407, and both Oakville and Clarkson GO stations. Just steps from shopping, top-ranked schools, and a park featuring a children's playground with splash pad, soccer and baseball fields, and tennis courts. (id:5764)

2442 WYNTEN Way, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,398,000

5 Beds ⋅ 4 Baths ⋅ 40869048 MLS® #

Nestled in the highly sought-after community of Wedgewood Creek, this charming detached home exudes pride of ownership and sits on a corner-lot within walking distance to some of Oakville's top rated schools. This elegant and sun-filled carpet free home features 4+1 bedroom, 3.5 bathrooms and spans over 3,100 sq. ft. of total living space ideal for comfortable family life. The main level, graced with hardwood floors &Pot lights, includes separate living and dining rooms, plus a welcoming family room with a gas fireplace seamlessly connecting to a modern kitchen with lots of storage. Culinary enthusiasts will appreciate the kitchens stainless steel appliances, quartz countertops, breakfast bar, and eat-in area with patio access. A convenient main-floor laundry and powder room add functionality. Upstairs, the primary suite boasts a 4-pieceensuite and walk-in closet, accompanied by three additional bedrooms and an upgraded main bath. The lower level is thoughtfully designed with a fifth bedroom featuring a walk-in closet, a 3-piece bathroom, an office/flex space, and a secondary kitchenette perfect for multi-generational living. Outdoors, the front and backyard are beautifully landscaped, complimented by a backyard shed. Major updates include new Roof (2026), Furnace & AC (approx. 2021). Ideally located near schools, parks, trails, shopping, the GO station, and major highways for effortless convenience. (id:5764)

467 HEDGEROW Lane, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$1,349,999

5 Beds ⋅ 3 Baths ⋅ 40870373 MLS® #

Welcome home to this impressive 4+1 bedroom, newly renovated home where quality craftsmanship and thoughtful upgrades shine throughout. Meticulously updated from the newly installed front door to the newly finished basement, this fully bricked home offers exceptional space, style and comfort. Step inside and immediately notice the abundance of natural light pouring through the many new oversized casement windows. At the heart of the home is a stunning white kitchen featuring hardwood floors, generous quartz countertops, twin stainless steel under-mount sinks with a pull-down spray faucet, porcelain backsplash, soft-close cabinetry and drawers, and four stainless steel appliances. The spacious eat-in kitchen flows seamlessly into the inviting family room, complete with pot lights and elegant crown moulding that continues throughout the main floor. Attention to detail is evident throughout, with new 6-inch baseboards and quality trim surrounding the arches, doors and windows. Hardwood flooring extends throughout the upper two levels, along with a beautifully updated hardwood staircase featuring designer wrought iron pickets. All three bathrooms have been completely updated with porcelain tile flooring, dual-flush toilets, quartz countertops and under-mount sinks. The primary ensuite and main bathroom also feature medicine cabinets and porcelain tub and shower surrounds. The luxurious primary ensuite takes it one step further with an impressive shower system featuring six body jets, a rain shower, and hand shower, all enclosed behind a glass shower door. With a newly finished basement providing even more living space, this home truly has room for the whole family. Major updates include the roof (2018), furnace (2022) and central air conditioning (2024). Beautifully renovated, filled with natural light and finished with quality details from top to bottom, this is a home you’ll be proud to call your own. (id:5764)

2387 LIONSTONE Drive, Oakville

Listing courtesy of CASORA REALTY INC..

$3,895,000

5 Beds ⋅ 6 Baths ⋅ 40869095 MLS® #

Many homes make a wonderful first impression. The best reward your attention until you reach that quiet moment when you begin to understand what makes them truly exceptional. That is the difference between a house that is simply well built and one that has been thoughtfully conceived. It is found in the effortless flow from one space to the next, the way natural light fills the home throughout the day, and the balance between grand entertaining spaces and comfortable everyday living. Newly built by a Tarion Registered builder, this exceptional custom residence offers over 6,300 square feet of finished living space on a premium 75 x 140 foot lot just steps from the lake in Bronte. A soaring 22-foot foyer introduces 11-foot ceilings throughout the main level and a dramatic oak staircase that serves as both an architectural centrepiece and the heart of the home. Formal living and dining rooms create an elegant arrival, while the spectacular great room, expansive kitchen, chef's kitchen and servery provide a setting equally suited to intimate family evenings or entertaining on a much larger scale. Sub-Zero and Wolf appliances, a private elevator and thoughtfully integrated technology reflect the same disciplined approach to design found throughout the home. The upper level continues the same philosophy. A remarkable primary retreat with fireplace, expansive dressing room and luxurious ensuite is complemented by three additional bedroom suites, each with its own ensuite and walk-in closet. The lower level is planned with the same attention to detail, offering generous recreation space, a dedicated theatre, gym, office, bar and elevator access, creating exceptional flexibility for entertaining, extended family or everyday living. Sophisticated home automation, integrated audio and an advanced mechanical package complete a residence where every decision has been made with purpose. Perhaps that is why the finest homes are remembered long after the features fade from memory. (id:5764)

146 THIRD Line, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$1,649,900

5 Beds ⋅ 4 Baths ⋅ 40869919 MLS® #

Welcome to 583 Stephens Crescent, a beautifully maintained family home nestled on one of South West Oakville's most desirable neighbourhoods. Set on an impressive 56 x 180 ft lot—this home offers the perfect combination of comfortable living, exceptional outdoor space, and an outstanding location. Designed with everyday family life in mind, the home features four bedrooms, including the convenience of two on the main level and two on the upper floor, creating a flexible layout that adapts to a variety of lifestyles. The spacious primary suite offers a walk-in closet, a 5-piece ensuite, and a private balcony overlooking the beautifully landscaped backyard, providing a peaceful place to enjoy your morning coffee or unwind at the end of the day. The kitchen is equipped with premium stainless steel appliances and opens to inviting living spaces designed for both everyday living and entertaining. Downstairs, the finished basement extends the home's versatility with a fifth bedroom, a 3-piece bathroom, a den, and a spacious recreation room, providing plenty of room for family, guests, hobbies, or a home office. Step outside and discover one of the property's most impressive features. The expansive backyard offers exceptional privacy and space rarely found in today's market, creating endless opportunities for outdoor entertaining, children's play, gardening, or simply enjoying the mature surroundings. Located on a quiet, family-friendly street surrounded by established homes and beautiful custom residences, this exceptional property is within walking distance of Pinegrove French Immersion and just minutes from Appleby College, Lake Ontario, Bronte Harbour, boutique shopping, parks, private clubs, the QEW, Highway 403, and countless amenities. Whether you choose to enjoy the home exactly as it is or make it your own over time, 583 Stephens Crescent presents an outstanding opportunity to live in one of Oakville's most sought-after neighbourhoods. (id:5764)

583 STEPHENS Crescent, Oakville

Listing courtesy of One Percent Realty Ltd..

$1,499,999

5 Beds ⋅ 4 Baths ⋅ 40868129 MLS® #

Tucked away on a quiet, family-friendly street in Oakville's Westmount area, this well-cared for and impeccable home sits in a community known for top-rated schools, extensive trails and just minutes to Oakville Trafalgar Memorial Hospital, with easy access to the 407, 403 and QEW. An exposed aggregate driveway, walkway and front porch set a polished tone before you even step inside, opening into a generous foyer that flows into a combined living and dining room with hardwood floors, perfect for both everyday living and entertaining. The kitchen features a servery and opens onto a family room with hardwood floors and a gas fireplace, while the main level is rounded out by a guest bathroom, laundry and inside entry from the double car garage. Upstairs, four bedrooms offer flexibility for a growing family or a home office setup and the basement, professionally finished in 2024, adds a rec room with its own electric fireplace, perfect for cozy movie nights, along with a three-piece bathroom and an additional bedroom, ideal for guests or extended family. The entire home has been freshly and professionally painted top to bottom for a crisp, move-in-ready feel, with shingles replaced in 2019. Built in 2004 and thoughtfully maintained since, this is a peaceful, solid and functional home in one of Oakville's most sought-after family neighbourhoods. Don’t be TOO LATE*! *REG TM. RSA. (id:5764)

2241 GLAZEBROOK Circle, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,369,900

5 Beds ⋅ 4 Baths ⋅ 40867235 MLS® #

Live surrounded by some of Oakville's most reputed public schools, so you don't have to spend a fortune on private schools! Totally renovated 4+1 bed, 4 bath detached home with a single-car garage, sitting on a premium 36' wide lot. Boasting an all-brick exterior, 2,600 sq ft of living space and amazing curb appeal with eye-catching landscaping, a large driveway and a large front porch. The fully upgraded and extended kitchen features new cabinets, new countertops and new stainless steel appliances. The finished, renovated basement with its own gas fireplace is ready to be used as an in-law suite. No rental items in the house: the owned heat pump saves thousands in heating costs, and the owned hot water heater and humidifier save you monthly rental fees. Over $135K invested in renovations by the previous and current owners combined. Walking distance to Oakville Trafalgar Memorial Hospital, FreshCo & Shoppers Drug Mart. Family-oriented neighborhood on a quiet street with excellent schools & parks. Top-rated schools include Garth Webb SS, with one of Oakville's top robotics programs and AP preparation, and Forest Trail PS, known for its excellent French Immersion program. Close to Bronte Creek Provincial Park, the Sixteen Mile Creek trail system, Coronation Park and West Oak Trails Community Park. Quick access to Hwys 403, 407 & QEW. (id:5764)

2276 FAIRMOUNT Drive, Oakville

Listing courtesy of eXp Realty (Agent Branch).

$3,649,000

5 Beds ⋅ 5 Baths ⋅ 40866741 MLS® #

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

540 PATRICIA Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,595,000

5 Beds ⋅ 4 Baths ⋅ 40866715 MLS® #

Welcome to 2381 Grand Oak Trail - a beautifully maintained 4 bedroom, 3.5-bathroom detached home in Oakville's highly sought after Westmount neighbourhood. Meticulously kept and offering over 3,500 sq. ft. of comfortable living space, this inviting home features a bright and spacious layout with hardwood flooring on the main level. The well-appointed kitchen showcases granite countertops and flows effortlessly into the adjoining living and dining areas, making it perfect for everyday family living and entertaining. Upstairs, the spacious primary bedroom offers a wonderful private retreat, complete with a large 4-piece ensuite and generous walk-in closet. Three additional well-sized bedrooms and a full bathroom provide plenty of space for the whole family. The finished basement adds valuable living space, featuring a bedroom and 3-piecebathroom-ideal for guests, a teenager, home office or private retreat. Situated on a 36 x 100 ft. lot, this home offers a wonderful balance of indoor and outdoor living. Enjoy the convenience of being within walking distance to Captain R. Wilson Elementary School and Garth Webb Secondary School, with easy access to Oakville Hospital, GO Transit, major highways, shopping, parks and everyday amenities. A lovingly cared for family home in a wonderful Westmount location-ready for you to move in and make it your own. (id:5764)

2381 GRAND OAK Trail, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$5,799,000

5 Beds ⋅ 6 Baths ⋅ 40866459 MLS® #

Poised along one of Oakville’s finest streets, 1074 Lavender Lane is a custom-built residence where enduring craftsmanship and gracious family living come together. Surrounded by distinguished homes in a prestigious neighborhood, this luxury-certified property offers more than 7,000 square feet of total living space. Inside, refined formal living and dining rooms are complemented by a private office and an inviting family room with built-in television cabinetry. The gourmet kitchen is designed for serious cooking and effortless hosting, showcasing granite surfaces, integrated appliances, a substantial island, and direct connection to the family room. A butler’s pantry elevates entertaining with a dual-zone wine refrigerator, a beverage refrigerator, and a double-drawer dishwasher. Main-floor laundry and a mudroom provide practical access to the garage and outdoors. Upstairs, the primary retreat impresses with a cathedral ceiling and an expansive walk-in closet offering conversion potential. Each upper bedroom enjoys ensuite access. The finished lower level adds a guest bedroom, bathroom, music or exercise room, expansive recreation area, and a remarkable stone-lined wine cellar entered through a hand-carved door. Outside, a screened porch with a gas fireplace overlooks a private, tree-lined, resort-like setting with an inground pool and attached hot tub. Ideally situated near top-rated public, Catholic, and private schools, scenic parks and ravine trails, convenient transit, and the upscale shops and dining of downtown Oakville, this thoughtfully crafted home offers an exceptional setting for refined family living. Built with exceptional care and attention to detail, it combines comfort, privacy, and an enviable Oakville location. Luxury Certified. (id:5764)

1074 LAVENDER Lane, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,580,000

5 Beds ⋅ 4 Baths ⋅ 40859149 MLS® #

Welcome to 1396 Thorncrest Crescent, a spacious 4+1 bedroom, 4-bathroom detached home tucked away on a quiet cul-de-sac in Oakville’s highly sought-after West Oak Trails community. Offering approximately 2,000–2,500 sq. ft. above grade plus a fully finished basement, this beautifully maintained family home delivers exceptional space, functionality, and a fantastic location. Step inside to a bright and inviting main floor featuring generous living and dining rooms, a spacious kitchen with adjoining breakfast area, and a welcoming family room with fireplace. The thoughtful layout provides plenty of room for both everyday family living and entertaining, while convenient main-floor laundry adds to the home's functionality. Upstairs, you'll find four generously sized bedrooms, including a spacious primary retreat with its own ensuite, along with an additional full family bathroom. All toilets throughout the home were replaced in 2022. The fully finished lower level adds even more versatile living space with a large recreation room, dedicated exercise area, fifth bedroom, and 3-piece bathroom—perfect for overnight guests, older children, a home office, gym, or extended family. Outside, enjoy a fully fenced backyard with garden shed, attached double garage, and parking for four vehicles. Major updates provide added peace of mind, including roof, furnace, and windows approximately 10 years old, plus A/C approximately 5 years old. Ideally located close to highly regarded schools, parks, trails, Oakville Trafalgar Memorial Hospital, shopping, and everyday amenities, this move-in-ready West Oak Trails home offers the space and location families are looking for. (id:5764)

1396 THORNCREST Crescent, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,299,000

5 Beds ⋅ 4 Baths ⋅ 40861787 MLS® #

Welcome to this rarely offered custom Fernbrook Bungaloft located on a quiet street in sought after Bronte Creek. This exceptional stone, stucco and brick residence offers 3,239 sq. ft. above grade living, plus over 1,900 sq. ft. of professionally finished lower-level living space - perfectly suited for multi-generational living. Inside you'll find elegant and thoughtful details throughout. Rich hardwood flooring, custom lighting, soaring ceilings and oversized windows that fill the interior with natural light. The chef-inspired kitchen features custom cabinetry, stainless steel appliances and a large centre island overlooking the great room with a cast stone fireplace. Spacious breakfast area opens through French doors to the private deck overlooking the manicured backyard. The main-floor primary suite offers the ease of bungalow living, complete with his and her closets and a spa-inspired five-piece ensuite. A formal dining room with coffered ceiling, private office, powder room and laundry room complete the main level. Upstairs two generously sized bedrooms share a full bath. The walk-out lower level is an exceptional extension of the home, incredible natural light, a full kitchen, an expansive recreation room with gas fireplace, two bedrooms, a three-piece bathroom and roughed in second laundry room. With direct access to the backyard, this thoughtfully designed space is ideal for extended family, older children, guests or multi-generational living. The fully landscaped front and rear grounds feature an inground sprinkler system, stone pavers and thoughtfully designed living areas that maximize privacy and entertaining. A true double-car garage with loft storage provides exceptional functionality. Ideally located steps from Bronte Creek Provincial Park, scenic walking trails, and green space, this incredible home offers an exceptional lifestyle in one of Oakville’s most coveted communities. (id:5764)

3248 RIBBLE Crescent, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$2,690,000

5 Beds ⋅ 5 Baths ⋅ 40862377 MLS® #

Welcome to 408 Seabourne Drive, a charming 4 + 1 bedroom and 4.5 Bath custom-built home in desirable West Oakville, surrounded by mature trees and showcasing exceptional curb appeal. The stone and stucco exterior, architectural metal accents, extensive interlocking and covered entrance create a striking first impression. Inside, the bright and beautifully finished main level features marble-look flooring, rich hardwood, crown moulding, pot lights, an elegant staircase and a living area with large windows and a dramatic floor-to-ceiling fireplace. The stunning custom kitchen offers extensive cabinetry, quartz-style countertops and backsplash, a large contrasting island with seating, decorative glass cabinetry, under-cabinet lighting and stainless steel appliances, along with a spacious family room, private office and stylish powder room. The upper level features hardwood floors, generous bedrooms and excellent closet space. The impressive primary retreat includes a custom walk-in closet and spa-inspired ensuite with dual vanities, freestanding soaker tub and oversized glass shower. Convenient upper-level laundry adds everyday functionality. The expansive finished lower level offers a large recreation/media area, second kitchen with grey cabinetry, wood countertops, stainless steel appliances and a striking live-edge island, plus a wood-lined pantry, bedroom, renovated bathroom and flexible space for a gym, office or games area. The garage is equipped with separate heating equipment, providing added comfort and year-round functionality. Outside, enjoy a generous private lot with mature trees, landscaped grounds, expansive interlock patios, tiered gardens and a large covered gazebo with decorative lighting. Ideally located close to green space, tennis courts, community amenities and beautiful Lake Ontario. A beautifully appointed home combining custom craftsmanship, modern elegance and exceptional indoor-outdoor living. (id:5764)

408 SEABOURNE Drive, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

$1,549,999

5 Beds ⋅ 3 Baths ⋅ 40864269 MLS® #

Welcome to this beautifully updated detached home situated on a spacious 65 x 115 ft lot in one of Oakville’s MOST DESIRABLE FAMILY-FRIENDLY neighbourhoods. Thoughtfully renovated with quality finishes throughout offering over 2200sqft+ of finished living space. Featuring an open-concept layout, a stylish modern kitchen with stainless steel appliances, engineered hardwood flooring, three generously sized bedrooms on the main level, and two full bathrooms, including a private ensuite in the primary bedroom. The fully finished lower level with a separate entrance offers two additional spacious bedrooms, a full bathroom, and a rough-in for a kitchen or wet bar, creating excellent potential for an in-law suite or multi-generational living. Step outside to your impressive private backyard oasis, completely redesigned in 2022. Enjoy the professionally landscaped yard featuring a stunning interlocking patio, spacious entertaining area, and an inviting HEATED IN-GROUND POOL perfect for relaxing or hosting family and friends. Additional updates include Furnace (2019), Pool Liner (2020), and Pool Heater (2024) offering added peace of mind. Ideally located within walking distance to the highly rated Sunningdale Public School and White Oaks Secondary School, as well as White Oaks Park, Oakville Public Library, River Oaks Community Centre, shopping, restaurants, transit, and QUICK ACCESS TO QEW. (id:5764)

98 MILLER Road, Oakville

Listing courtesy of Re/Max Twin City Realty Inc..

$6,575,000

5 Beds ⋅ 5 Baths ⋅ 40861694 MLS® #

153 Balsam Drive is a sophisticated 4,337 sqft custom residence set on a 50' x 304' park-like lot in one of Oakville's most sought-after settings. Close to Downtown Oakville, top-rated schools, the home pairs craftsmanship with thoughtful functionality. A dramatic double-volume marble foyer with heated flooring and architectural staircase creates an elegant arrival, while custom millwork, designer lighting, oversized windows and premium white oak flooring establish a refined aesthetic throughout. The main level is designed for family living and entertaining, with gracious living and dining spaces flowing into a warm family room with a wood-burning fireplace. A dedicated office overlooks mature greenery. At the heart of the home, the kitchen features a 10' x 4' marble island, face-frame cabinetry, marble surfaces, bespoke lighting and a 60 Lacanche range with a custom plaster hood. A marble-finished pantry and heated natural-stone mudroom add function and elegance. Upstairs, four bedrooms each feature a walk-in closet. The primary suite offers a vaulted ceiling, double skylights with remote blinds, a lounge area and an oversized walk-in closet. The spa-inspired ensuite features heated marble floors, a steam shower with double heated marble seating, custom wainscoting, detailed marble trim and an imported Water Monopoly bathtub. The lower level extends the home's living and entertaining spaces with 10' ceilings and zoned underfloor heating. A fifth bedroom, recreation and games rooms, gym, wine cellar and theatre/flex space offer exceptional versatility for family living and entertaining. A heated three-car garage with car-lift capacity for two additional vehicles, plus exterior snow-melt infrastructure, adds year-round convenience. 153 Balsam Drive is a rare combination of timeless architecture, refined materials, modern functionality and exceptional attention to detail, thoughtfully brought together on one of Oakville's most coveted streets. (id:5764)

153 BALSAM Drive, Oakville

Listing courtesy of Century 21 Miller Real Estate Ltd..

$7,188,000

5 Beds ⋅ 7 Baths ⋅ 40862616 MLS® #

Crafted by the celebrated designer Gren Weis, this extraordinary estate stands as a testament to architectural brilliance, delivering more than 10,000 square feet of refined living across an expansive half-acre property in one of Oakville’s premier lakeside enclaves. Every detail reflects master-level craftsmanship, highlighted by dramatic soaring ceilings, rich custom millwork, and an effortless layout designed to host grand gatherings or intimate family moments with equal grace. The main living areas transition smoothly into generously proportioned rooms filled with natural light. On the upper level, the home features private suites for all bedrooms, each accompanied by its own dedicated luxury ensuite bath. The lower level serves as an elite entertainment retreat, thoughtfully appointed with a climate-controlled wine cellar and a private cinematic theatre room that provides an immersive movie-going experience right at home. Outdoors, the resort-style grounds unfold into a breathtaking private sanctuary. Covered stone terraces provide space for year-round alfresco dining, complete with a fully equipped built-in outdoor kitchen and a resort-inspired luxury cabana. Meandering through the lushly planted mature gardens, a picturesque bridge crosses a natural stream, all beautifully illuminated in the evenings by custom accent landscape lighting. At the front of the property, a classic tier-inspired fountain and meticulous stonework set a commanding tone, bestowing the residence with an unmistakable and distinguished street presence on a prominent Oakville avenue. Located just moments from the region's highest-ranked public and private academies, this landmark residence seamlessly harmonizes timeless architectural prestige, modern everyday comfort, and sheer sophistication in an unrivaled setting. Luxury Certified (id:5764)

1081 ARGYLE Drive, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$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..

$1,799,900

5 Beds ⋅ 4 Baths ⋅ 40858034 MLS® #

Exquisite 3,164 sq ft brick residence. 4+1 bedrooms, 3.5 baths. Updated gourmet kitchen with double built-in ovens and gas stove-top, flowing seamlessly to the open family/dining area. Dedicated main floor office. Massive primary bedroom with a magazine-worthy ensuite. 1400+ sq ft professionally finished basement features wet bar, rec room, extra bedroom, full bath, workshop and storage. Mature landscaping frames a tranquil front patio. The south-facing backyard is built for entertainment and relaxation with a multi-tiered deck, oversized retractable awning, BBQ gas hook-up, and multi-purpose shed. Two-car garage with inside entry to laundry/mudroom. Move-in ready perfection! (id:5764)

1472 LIVERY Lane, Oakville

Listing courtesy of Keller Williams Edge Realty.

$9,995,000

5 Beds ⋅ 7 Baths ⋅ 40857946 MLS® #

15 Chartwell Rd offers a lifestyle of unparalleled luxury.Drive through the gates & discover the grandeur of this palatial estate.South of Lakeshore,1 door from the lake on a half acre lot.Painstakingly curated, the contemporary limestone masterpiece you’ve been waiting for. Solid iron doors lead to a grand foyer revealing the opulent book matched marble floors.Floor to ceiling windows & French doors flood the house with light. Cascading waterfalls flank the hall.The Dining Room has statement lighting & servery making hosting a breeze. Soaring 18ft ceilings & a grand gas f/p are focal points of the Great Room, w/captivating views of the resort style yard.Experience culinary excellence in the black lacquer & glass kitchen by NEFF that features top of the line appliances & a B/I coffee machine & butlers pantry.The intimate Living Room w/ f/p is the ideal retreat.A main floor office w/built-in cabinetry.2 powder & 2 laundry rooms.The backyard oasis has a gunite pool,waterfalls,fire bowls,covered terrace & outdoor kitchen & f/p.The pool house has a change room,3-pc bath & servery.Towering trees surround the home & are positioned to create privacy.A stone driveway,circular fountain & lush gardens create a breathtaking landscape.Floating marble stairs divide the 3 levels of this home or, you can take the elevator.Skylights make the upstairs airy & bright.The principal suite has nearly 13ft ceilings, an exquisite 6-pc ensuite &2 walk-in closets. A private balcony overlooks the yard.3 add'l bedrms have 10-ft ceilings,private ensuites & walk-in closets.The LL caters to all family members.A 5th bedroom/ensuite makes an ideal guest suite.Gym,R/I Golf Simulator,home theatre,Wine Cellar & doggie Spa.The Games & Rec Rooms have a 2nd kitchen & walkout.Heated garage,baths & LL floors.Automation.Designed by Bill Hicks & features the artistic creativity of the KT Design Group. Located on Oakville’s Street of Dreams,this is an iconic living space designed to impress. LUXURY CERTIFIED (id:5764)

15 CHARTWELL Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$7,599,000

5 Beds ⋅ 7 Baths ⋅ 40857110 MLS® #

Walk to downtown Oakville from this 2024 custom-built residence, third house from Lake Ontario on a 65 x 158 lot south of Lakeshore. A rare new-construction opportunity in Old Oakville's most walkable pocket: minutes walk to the harbour, the Oakville Club, Lakeshore Road shops and restaurants, and waterfront trails.4,362 sqft above grade plus 2,468 sqft finished lower level (6,830 sqft total). Net Zero Ready, Tarion warranty. Designed by Chatsworth Fine Homes with architect John Willmott and designer Jane Lockhart. Herringbone white oak floors, panel mouldings throughout, and a formal dining room with dual chandeliers. The chef's kitchen is equipped with Miele appliances including built-in coffee system plumbed to the waterline, dual Miele ovens (standard & steam), SubZero refrigeration, and a SubZero wine and beverage column. Opens to a great room anchored by a linear fireplace, custom built-ins, and expansive rear-yard windows. Servery, custom mudroom with exterior access, and private main-floor office. The primary suite is a quiet retreat with spa-inspired ensuite: freestanding tub, oversized shower, double vanity, and dressing-island walk-in closet. Secondary bedrooms each with private ensuite. Heated floors and curbless showers throughout. Upper-level laundry with 2 washer/dryer sets. The lower level (10' ceilings) is built for entertaining: rec room with custom bar and kitchenette, additional bedroom, gym, theatre room, full bath, and walk-up access to the rear yard. West-facing rear yard with covered heated lounge, in-ground pool with waterfall, and hot tub: built for afternoon sun and long summer evenings. Heated driveway, partial lake views, radiant in-floor heating, Crestron home automation, Tesla charger rough-in, and standby generator. A new-construction home in walkable Old Oakville, steps from the lake. Morning coffee on the porch, lunch on Lakeshore Road, dinner by the pool. Inventory like this rarely comes to market in this pocket. LUXURY CERTIFIED. (id:5764)

46 SECOND Street, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,629,000

5 Beds ⋅ 4 Baths ⋅ 40854688 MLS® #

Welcome to this one-of-a-kind end-unit freehold bungalow with loft, double garage, and backyard backing onto protected greenspace in Oakville's desirable Bronte Creek community. Offering 2,356 sq. ft. above grade plus a fully finished basement, this home combines accessible living with privacy and community. Wide doorways and smooth, level flooring provide added convenience for those using mobility aids. Step inside to bright living and dining areas, two main-floor bedrooms, and convenient main-floor laundry. Upstairs, a spacious loft with an additional bedroom offers flexibility for guests or a private retreat. The finished basement (2013) features two additional bedrooms, kitchen, bathroom, and living space, ideal for extended family or multigenerational living. Outside, enjoy a peaceful backyard backing onto protected provincial parkland, with no future development directly behind, plus a stone patio completed in 2021. Situated on an exclusive private street, residents benefit from professionally maintained common greenspaces, prompt snow removal, additional visitor parking, and a monthly condominium road fee of $216.60. A recently established, invitation-only neighbourhood group chat connects property owners, encouraging mutual support, communication, and neighbourhood safety. Annual late-summer potluck gatherings offer further opportunities to connect with neighbours and enjoy a genuine sense of community. Additional highlights include excellent soundproofing, an oversized double garage, parking for four vehicles, roof and windows (2011), and a furnace, heat pump, and privately owned water heater, all replaced together in 2024, paid for, and covered by 10-year manufacturer and installer warranties. No water heater rental contract! Approximately 10 minutes from Oakville Trafalgar Memorial Hospital and close to parks, schools, shopping, and amenities, this unique home offers an exceptional combination of comfort, accessibility, privacy, and community. (id:5764)

3353 LIPTAY Avenue Unit 17, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,582,000

5 Beds ⋅ 4 Baths ⋅ 40854458 MLS® #

Spacious 5-bedroom family home in sought-after River Oaks! Discover the lifestyle that has made River Oaks one of Oakville's most desirable communities for families. Surrounded by highly regarded schools, parks, playgrounds, scenic walking trails and recreation facilities. This welcoming neighbourhood offers everything you need to enjoy everyday life, with shopping dining and major commuter routes just minutes away. Set on a quiet, child-friendly street, this well-maintained home features mature landscaping and a private backyard with a large exposed aggregate patio - an ideal setting for outdoor dining, entertaining or simply relaxing while the kids play. The bright kitchen overlooks the family room with a cozy gas fireplace, while the separate front living room provides added flexibility for entertaining, working from home or enjoying some quiet time. The finished basement extends the living space with a large recreation room, a full bathroom and a fifth bedroom with an egress window, making it well suited for guests, older children, extended family or an in-law suite. Additional features include a stamped concrete driveway, double garage with inside entry through the main floor laundry room. Enjoy the convenience of being just a short drive to the GO Station, major highways and all the amenities that make River Oaks such an exceptional place to call home! (id:5764)

2527 ANDOVER Road, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$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..

$3,099,900

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..

$2,599,999

5 Beds ⋅ 4 Baths ⋅ 40845570 MLS® #

Perfectly positioned in one of Southwest Oakville's most sought-after neighbourhoods, directly across from the prestigious Appleby College, this exceptional family residence offers over 5,000 square feet across all levels, blending timeless elegance with outstanding functionality. Thoughtfully designed for both everyday living and entertaining, the main level showcases expansive principal rooms filled with natural light. The chef-inspired kitchen is the heart of the home, featuring custom cabinetry, granite countertops, a large centre island, quality appliances, and an adjoining breakfast area overlooking the private backyard. The inviting family room offers beautiful seamless access to the outdoor living spaces, while the formal living and dining rooms provide refined spaces for hosting family gatherings and special occasions. A handsome wood-panelled home office creates the perfect work-from-home environment. Upstairs, the home offers 3 spacious bedrooms, highlighted by a luxurious primary retreat complete with a generous walk-in dressing room and spa-inspired ensuite with heated floors. The additional bedrooms are well-proportioned and ideal for family or guests. The finished lower level extends the living space with 2 additional bedrooms, a large recreation/media room, a custom wine cellar, ample storage, and flexible space perfect for extended family, teenagers, or a home gym. Set on a private, mature lot, the backyard features an in-ground pool, hot tub and exceptional privacy, creating the perfect setting for summer entertaining. Ideally located just moments from the lake, parks, downtown Oakville, and top-rated schools, this is an outstanding opportunity to own a distinguished family home in one of Oakville's most coveted neighbourhoods. (id:5764)

104 WHITTINGTON Place, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$7,470,000

5 Beds ⋅ 7 Baths ⋅ 40839389 MLS® #

Welcome to 129 Wolfdale Ave, a custom-designed modern craftsman estate, positioned on a premium lot in Southwest Oakville. With approximately 7,300 sq.ft. of living space, and an incredible 1,700 sq.ft. two level garage that stores 6 cars indoors, serviced by a car elevator. This exceptional home blends refined architecture resort-inspired outdoor living, surrounded by a private, tree-lined backdrop. The portico leads into a breathtaking foyer, setting the stage for the elegant interiors beyond. Considered finishes include coffered ceilings, herringbone marble flooring, and wide-plank oak throughout the principal spaces. A stylish main floor office, complete with bespoke millwork. The great room features 14' ceilings, a custom walnut media wall, and a floor-to-ceiling stone fireplace. This space flows effortlessly into the chef's kitchen, beautifully appointed with a full Thermador fridge and freezer, Gaggenau double ovens, range, steam oven, warming drawer, and quartz countertops. A fully equipped butler's pantry that keeps entertaining effortless. The upper-level hosts four spacious bedrooms, each with private ensuites with heated floors. The primary suite is a true retreat, featuring a private balcony, a spa-inspired five-piece ensuite, and a custom walk-through closet. The finished lower level offers additional living space, including a fifth bedroom, walk-up access to the rear garden, gym and home theatre. All six garage spaces, along with driveway and front walkway are radiant heated, ensuring year-round comfort and no snow buildup. (id:5764)

129 WOLFDALE Avenue, Oakville

Listing courtesy of RE/MAX Escarpment Realty Inc..

$1,610,000

5 Beds ⋅ 4 Baths ⋅ 40838179 MLS® #

Freshly renovated executive home in prestigious Wedgewood Creek! This spacious 5-bedroom, 4-bathroom residence offers approximately 2825 sq. ft. of beautifully designed living space featuring new flooring throughout the main and upper levels, formal living and dining rooms, a dedicated home office, and a welcoming family room with a gas fireplace. The updated kitchen boasts quartz countertops, stainless steel appliances, a centre island, and a walkout to a private backyard. Upstairs, enjoy a luxurious primary retreat with a 5-piece ensuite, plus a versatile fifth bedroom with its own ensuite—ideal for guests or multigenerational living. A full, unfinished basement offers incredible future potential. Furnace (2020), NEW AC ( 2026), and water heater (2023) are new, no rentals. Washer/dryer 2025. Double garage and 4-car driveway. Located near top-rated schools, parks, trails, shopping, community centres, and major highways. An exceptional opportunity in one of Oakville’s most desirable family communities. (id:5764)

2425 NICHOLS Drive, Oakville

Listing courtesy of Right at Home Realty.

$1,999,900

5 Beds ⋅ 4 Baths ⋅ 40836934 MLS® #

Welcome to 2205 Shaftesbury Court, nestled in Oakville’s beloved Joshua Creek community. This stunning 4+1 bedroom home features a thoughtfully designed main floor with a formal living and dining room, eat-in kitchen, and family room, perfect for everyday family living and entertaining. The walkout basement complete with in-law suite offers incredible flexibility for multigenerational families, a teenager retreat, or rental income potential. Sitting at the end of a quiet court, enjoy an extended driveway with ample parking for family and guests. Steps to top-rated Halton district schools, a park, and all the charm that makes Joshua Creek one of Oakville’s most sought-after communities. A home that adapts to every stage of family life, this one is truly special. (id:5764)

2205 SHAFTESBURY Court, Oakville

Listing courtesy of Real Broker Ontario Ltd..

$2,679,000

5 Beds ⋅ 6 Baths ⋅ 40828660 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. (id:5764)

390 SEATON Drive, Oakville

Listing courtesy of RE/MAX Aboutowne Realty Corp..

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