Refine Search
Sort by
$6,399,998
6 Beds 8 Baths W13777260 MLS
Welcome to an approx. 7,500 sq ft of exceptional living in Southeast Oakville! Set on a professionally landscaped almost half-acre lot in the prestigious Eastlake, this custom Hightower-built estate offers thoughtfully designed, luxurious space. The crown jewel of the home is a newly upgraded, million-dollar backyard oasis. Including a 600 sq ft covered patio with a built-in kitchen with a Napoleon BBQ, a gas fireplace, a saltwater pool with spillover spa, a dedicated play area, and lush perennial gardens. Retreat to an 800 sq ft primary retreat, delivering privacy and true wow factor with vaulted ceilings, two-sided fireplace, wet bar, sitting area, boutique walk-in closet, and a spa-like ensuite featuring heated floors, a soaker tub, and a glass shower. The main floor is designed for both grand entertaining and everyday comfort with natural light pouring through oversized windows. Interior features include 10-foot ceilings, chevron-patterned wide plank hardwood, LED pot lights, built-in speakers, and designer chandeliers. The chef's kitchen is finished in dual-tone lacquered cabinetry with Caesarstone counters, premium Dacor appliances, a bright breakfast area, and a butlers server that connects to the sophisticated dining room. A sleek linear fireplace anchors the family room. The home office stands out with 15-foot cathedral ceilings, a fireplace, custom built-ins, and a walkout to the gardens. Above, you'll find three generously sized bedrooms, each with radiant heated ensuite baths and custom closets. Downstairs, the walk-up lower level is built to impress with a full wet bar, wine cellar, large rec room, two guest bedrooms, a gym with cushioned flooring, cedar infrared sauna, and a new two-tiered home theatre. Additional features include a Control4 smart home system, a two-car garage with car lift potential, and a location just minutes from top-rated public and private schools, lakefront parks, downtown Oakville, and QEW access for a seamless Toronto commute.

231 Wedgewood Drive, Oakville

$7,188,000
5 Beds 7 Baths W13776348 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

1081 Argyle Drive, Oakville

$1,859,000
4 Beds 3 Baths W13775124 MLS
One of South-East Oakville's most coveted neighbourhoods, 470 Carlton Drive is perfectly positioned on a quiet, tree-lined street within an exceptional school district. Walk to Maple Grove Public School and Maple Grove Village, with E.J. James French Immersion and Oakville Trafalgar High School nearby. Downtown Oakville, the lake and QEW are just minutes away. Set on a beautifully landscaped lot, this exceptional family home offers nearly 3,900 sq ft of finished living space and a spectacular private backyard retreat. The bright main floor features hardwood floors, crown moulding and an open-concept kitchen and family room with white shaker cabinetry, large island, gas range and fireplace, with views overlooking the deck and pool. Upstairs offers four generous bedrooms, including a spacious primary with enlarged walk-in and spa-inspired ensuite with heated floors. The 1,428 sq ft finished lower level features large above-grade windows, family/games area, play zone, home gym and office nook. Outside, enjoy the raised deck, hot tub and inground pool surrounded by mature greenery and complete privacy. A truly special Oakville home in an unbeatable location.

470 Carlton Drive, Oakville

$2,369,000
4 Beds 5 Baths W13774528 MLS
Welcome to one of Glen Abbey's most coveted and rarely offered court locations. Nestled on a quiet family-friendly street and backing onto a mature ravine & wooded area, this exceptional home offers the perfect blend of privacy, space, and lifestyle. Set on an impressive nearly 10,000 sq ft pie lot, well above average for the area, this home offers approx. 3,500 sq ft AG plus over 1,500 sq ft of basement space. An open staircase connects all levels, while oversized windows fill the home with natural light and showcase beautiful views of the surrounding trees. Designed for family living and entertaining, the main floor features spacious principal rooms, a living room with hardwood floors & gas fireplace open to the dining room, and a welcoming family room with a second gas fireplace overlooking the backyard. The family-sized kitchen offers abundant workspace, stainless steel appliances, and a large eat-in area ideal for gathering with family and friends. Main floor laundry with inside access to the double garage adds convenience. Upper level offers four generous bedrooms & three full bathrooms, with all bedrooms enjoying ensuite access. The oversized primary retreat features a spacious sleeping area, sitting room or office space, walk-in closet & ensuite. Numerous renos completed in late 2023 include multiple bathrooms, hardwood flooring, and carpeting. The walk-up lower level is ideal for multigenerational living & features a recreation room with gas fireplace, wet bar, games area, and two flexible spaces for bedrooms, home offices, or a gym. Summer is unforgettable in the private backyard oasis featuring an inground pool, multiple entertaining areas, space for a hot tub, mature trees & spectacular ravine views. Lovingly maintained by one family, this is a rare opportunity to own an exceptional home in a premier Glen Abbey location close to top-rated schools, parks, trails, recreation, and all that Oakville has to offer. Photos from when home was previously staged.

1113 Valleywood Court, Oakville

$3,995,000
4 Beds 4 Baths W13774358 MLS
An exceptional opportunity on one of Southeast Oakville's most prestigious streets. Set on a nearly half-acre lot, 16 Colonial Crescent offers approximately 100 feet of frontage and more than 210 feet of depth, with outstanding proportions for a substantial custom build. The lot's generous dimensions and mature setting allow for an impressive new residence while maintaining exceptional privacy and meaningful outdoor space. Surrounded by mature trees and distinguished homes, the property offers a sense of scale and seclusion rarely found this close to the lake. RL1-0 zoning provides the potential for more than 6,000 square feet of above-grade living space, while still allowing for generous outdoor living, a pool and landscaped gardens, subject to applicable approvals. The property is currently a spacious four-bedroom residence offering approximately 3,700 square feet above grade, plus a finished lower level, attached double garage and inground pool-providing the flexibility to lease the home while planning a future build. Colonial Crescent is a quiet, established enclave known for its large properties, mature tree canopy, and impressive custom homes. Just steps from the lake and Gairloch Gardens, the location also offers convenient access to Downtown Oakville, excellent public and private schools, parks and the waterfront. A rare opportunity to secure a significant building lot on one of Southeast Oakville's premier streets and create an exceptional custom home in an highly sought-after location.

16 Colonial Crescent, Oakville

$1,849,900
3 Beds 3 Baths W13773492 MLS
Discover this beautifully upgraded bungalow in one of Oakville's most desirable locations, just a short walk to Kerr Village and downtown Oakville. Thoughtfully designed for easy, comfortable living, the home offers a bright open-concept layout with a modern kitchen overlooking spacious living, dining, and family areas, perfect for everyday life and entertaining (two dishwashers!).The main level features two bedrooms and 1.5 baths, with the flexibility to create a private primary retreat. The finished basement adds valuable living space for guests, a home office, hobbies, or family time. Outside, the beautifully landscaped backyard is a true extension of the home, complete with a built-in pool added in 2020. It's a wonderful setting for summer afternoons, relaxed evenings, and entertaining friends and family. An ideal opportunity for downsizers looking to enjoy single-level living without giving up space, a finished basement, or a beautiful backyard. Equally well suited to a young family, this is a home that offers flexibility for years to come. With its thoughtful updates, inviting layout, private outdoor space, and walkable location close to shops, restaurants, parks, and the lake, this is a rare opportunity in the heart of Oakville.

278 Carolyn Drive, Oakville

$1,988,000
6 Beds 4 Baths W13773220 MLS
Welcome To This Bright And Spacious 4-Bedroom, 3+1-Bath Detached Family Home On A Quiet, Tree-Lined Cul-De-Sac In Coveted Southwest Oakville, South Of Rebecca. Set On An Impressive Approx. 77' X 137' Lot Backing Onto 14 Mile Creek With No Direct Rear Neighbours, This North-South-Facing Property Offers Exceptional Privacy, Abundant Natural Light, No Sidewalk, A Rare 3-Car Garage And Parking For Up To 9 Vehicles. The Airy Open-Concept Layout Is Ideal For Everyday Living And Entertaining. At Its Heart Is A Gourmet Kitchen Featuring A Large Granite Island, Double Wall Ovens, Induction Cooktop And Soft-Close Cabinetry, Opening To A Sun-Filled Breakfast Area With Expansive Windows And Patio Doors To The Backyard. Step Outside To A Private Resort-Style Oasis With A Large Covered Deck, Multiple Entertaining Areas, A Beautifully Maintained Fenced Inground Pool, Pergola And Dedicated Pool Equipment/Storage Building. The Finished Walk-Up Basement Has A Separate Entrance And Offers A Spacious Recreation Room With Gas Fireplace, 2 Office/Flex Rooms And A 3-Piece Bath-Perfect For Working From Home, Extended Family Or Guests. Recent Updates Include Fresh Premium Interior Paint, Updated Bathroom Vanities And Faucets, Custom Laundry Cabinetry With Quartz Counters, 2024 Furnace And Humidifier, Plus A New Pool Pump And Cover. Walk To Lake Ontario, Parks, Appleby College And Highly Rated Thomas A. Blakelock High School; Minutes To Coronation Park, Bronte Village And Harbour, Downtown Oakville, GO Transit, Shopping, Dining And The QEW. A Rare Lifestyle Opportunity In One Of Oakville's Most Desirable Neighbourhoods!

224 Valleyview Court, Oakville

$1,799,000
5 Beds 4 Baths W13772082 MLS
Beautiful 4-bedroom, 4-bath detached home in the highly desirable Glen Abbey community of Oakville. This well-maintained residence features a spacious layout with bright living areas, smooth ceilings, a cozy family room with a fireplace, and a finished basement with a home theatre, offering additional space for family entertainment. The private backyard oasis is perfect for summer enjoyment, featuring an in-ground pool, outdoor BBQ area, serving table with a working sink, hot/cold water access, and an extensive inground sprinkler system. The home has been thoughtfully upgraded with a 200-amp electrical panel, enhanced insulation, LED pot lights, updated mechanical systems, pool equipment, upgraded storage solutions, and more. Conveniently located near top-rated schools, parks, trails, golf courses, shopping, and major highways. A wonderful opportunity to own a beautiful family home in one of Oakville's most sought-after neighbourhoods. Offers to be reviewed on 22nd Sept, 2026 at 7 pm.

1171 Fairmeadow Trail, Oakville

$1,695,000
5 Beds 5 Baths W13771842 MLS
Welcome to 2796 Teak Crescent, a beautifully appointed 4+1 bedroom, 3 full and 2 half bath home offering approximately 4,547 sqft of finished living space in the sought-after Clearview community of Oakville. Surrounded by family-friendly amenities, this exceptional home blends timeless elegance with thoughtful updates and everydayfunctionality.The main floor welcomes you with a dedicated office, formal living and dining areas, and an inviting family room featuring a gas fireplace, custom built-ins, and beautiful coffered ceilings. The gourmet kitchen is designed for both entertaining and family life, showcasing stainless steel appliances, a gas stove and double oven, generous cabinetry, and a bright breakfast area with a large sliding-door walk-out to the expansive deck and private backyard.Enjoy summer days by the beautiful pool, with a convenient shed providing additional storage.Everyday family life is made easy with a functional main-floor laundry room offering direct access to the double-car garage, along with custom built-ins that provide an organized drop zone for coats, shoes, backpacks and everydayessentials.Upstairs, the spacious primary retreat features custom built-ins, a walk-in closet and an updated 5-piece ensuite designed for relaxation. The additional bedrooms are generously sized, providing plenty of room for growing children or teens, with one bedroom enjoying its own 2-piece ensuite. Plus, a separate 4-piece family bathroom.The finished basement features a bedroom, 3-piece bathroom, spacious recreation room, plenty of storage and acold room. Perfect for teens looking for their own space, overnight guests, movie nights, a playroom or a futurehome gym.Located close to excellent schools, shopping, dining and major highways, this family-friendly home offers the rare combination of space, functionality and an incredible location. A home designed to grow with you and plenty ofroom for everyone to call their own.

2796 Teak Crescent, Oakville

$3,250,000
5 Beds 6 Baths W13771750 MLS
EXCEPTIONAL RIVER OAKS RETREAT WITH A PRIVATE BACKYARD OASIS BACKING ONTO LIONS VALLEY PARK AND SIXTEEN MILE CREEK! RARE THREE CAR GARAGE! Situated on a quiet cul-de-sac, this impressive residence delivers an exceptional lifestyle where everyday living feels like a private resort. The professionally landscaped backyard is the showpiece, featuring an inground pool framed by a natural stone surround, raised TimberTech composite deck (2020), lush gardens, mature trees, and towering cedars creating an extraordinary sense of privacy. With direct access to Lions Valley Park and Sixteen Mile Creek, this is a spectacular setting for summer entertaining, poolside gatherings, outdoor dining, and relaxed family living. Inside, the main level offers a living room with soaring 18' decorative ceiling and gas fireplace, elegant dining room, den with vaulted ceiling, and a dedicated home office. The stunning gourmet kitchen features refinished maple cabinetry (2019), granite countertops, stainless steel appliances, pantry, centre island, and bright breakfast area with built-in dining table and walkout to deck. The primary bedroom offers two walk-in closets and a five-piece ensuite renovated in 2025 with a glass shower, dual sinks, and dual toilets. The professionally finished walkout lower level offers excellent potential for an in-law or nanny suite. Highlights include 9' ceilings throughout all three levels, hardwood staircase (2025), windows (2019), front and back doors (2015), furnace and central air (2020), roof replacement with an outdoor heating element on lower roof (2015), inground sprinkler, and incredible curb appeal with an attractive stone and brick exterior. Close to trails, Sixteen Mile Sports Complex, private schools, shopping, restaurants, Glen Abbey Golf Club, transit, highways, and GO Train. A rare opportunity to enjoy exceptional family living, a resort-inspired backyard, and a remarkable sense of privacy in one of River Oaks' most coveted settings.

1036 Valley Crest Circle, Oakville

$1,945,000
5 Beds 5 Baths W13767326 MLS
Situated on a quiet circle in Oakville's sought-after Westmount enclave, this exquisite detached residence boasts a massive rear yard with an inground saltwater pool and falls within the boundary for Ontario's #1 ranked high school. Set on a premium pie-shaped lot with custom hardscaping and a pool house, this carpet-free home opens into a light-filled main floor featuring a dedicated office, formal dining room, and a chef's maple kitchen equipped with quartz counters, a central island, and a double-oven gas stove. Upstairs beneath a central skylight, the primary retreat features a fireplace, walk-in closet, and a 5-piece ensuite, accompanied by a second suite with its own newly updated 3-piece bath. Finished basement with rec room, games area,hobby room and gym with above grade windows for natural light. Newer roof, upgraded security, and a newly repaved double driveway with French curbs, this turn-key luxury property sits steps from scenic trails, Oakville Hospital, and major transit options-click the virtual tour link for the full interactive walk-through experience. Updates: pool liner (2024), roof (2024), AC (2019), repaved drive with french curbs (2025), security system (2024).

2283 Briargrove Circle, Oakville

$9,180,000
6 Beds 5 Baths W13765232 MLS
Gracefully located at the foot of Trafalgar Road in the heart of prestigious Old Oakville, this extraordinary lake view estate presents a rare opportunity to own one of the area's most distinguished residences. Set on an expansive 155' x 104' property, the home enjoys breath taking views of Lake Ontario, offering ever-changing waterfront vistas, spectacular sunrises, and an unparalleled lifestyle just steps from the town's vibrant downtown core. Steeped in history and meticulously transformed into a magnificent custom residence, this approximately 10,000 sq. ft. home spans three levels of refined living space. Featuring six spacious bedrooms and nine luxurious bathrooms, every detail has been thoughtfully designed to blend timeless elegance with modern comfort. The grand interior showcases soaring ceilings, a custom chef's kitchen, sophisticated entertaining spaces, and designer finishes throughout. Exceptional amenities include a private elevator, walk-in wine cellar, fully equipped fitness area, loft space, and a walk-out lower level ideal for extended family, guests, or a nanny suite. The home's striking exterior seamlessly blends timeless architectural character with refined modern updates. Natural stone and wood exterior finishes create an elegant façade that complements its coveted waterfront setting. The expansive, maturely landscaped grounds provide exceptional privacy while maximizing lake views from multiple outdoor vantage points. It boasts your own private putting green, a fire pit area, expansive deck/entertaining area including a pizza oven and gorgeous salt water pool with a captivating water fall. Beyond the home, residents enjoy an enviable walkable lifestyle with immediate access to the lakefront, marina, scenic trails, parks, boutique shopping, cafés, and fine dining. Combining historic character, exceptional craftsmanship, and a premier waterfront-adjacent location, 26Trafalgar Road represents luxury Oakville living at its finest.

26 Trafalgar Road, Oakville

$3,359,000
5 Beds 6 Baths W13765006 MLS
Welcome to this exceptional custom-built residence where luxury, comfort, and thoughtful design come together. Offering 4+1 spacious bedrooms, 5 full bathrooms, and a convenient main-floor powder room, this home is perfectly suited for both family living and entertaining. The heart of the home features a stunning chef's kitchen equipped with premium JennAir appliances, including a sleek induction cooktop, blending style and performance for everyday cooking and special occasions alike. Designed for year-round comfort, the home includes forced-air heating, central air conditioning, a tankless water heater, and a central vacuum system. The primary ensuite provides a spa-like retreat with a luxurious heated bathroom floor, while the fully finished basement features radiant heated floors for added warmth and comfort. Step outside to your own private backyard oasis featuring a heated saltwater pool, underground sprinkler system, and a covered rear porch-perfect for relaxing or entertaining throughout the seasons.Additional premium features include vinyl windows, custom remote-controlled blinds, and a double-car custom-finished garage complete with built-in storage and remote door openers. A rare combination of elegance, efficiency, and modern convenience, this outstanding property offers an elevated lifestyle in every detail.

1189 Tisdale Street, Oakville

$2,449,000
5 Beds 5 Baths W13762746 MLS
Discover luxury living in this Branthaven executive home in Oakville's prestigious Bronte Creek neighbourhood, just steps from trails, Colonel William Woods Park, & Bronte Creek Provincial Park-ideal for hiking, biking, & family adventures. This exceptional Bronte Creek real estate gem sits on a re-landscaped lot with a stone & stucco facade, stone tile walkways, manicured gardens, soffit lighting, & a private backyard oasis featuring a saltwater pool, sheer descent waterfall, & extensive stone patio for outdoor entertaining. Inside, over 5,000 sq. ft. of upgraded living space includes 4+1 bedrooms, 4.5 bathrooms, & a professionally finished basement (2020) with a recreation room, wet bar, glass-enclosed gym, a fifth bedroom, & a modern 3-piece bath. Elegant finishes-wide-plank hardwood floors, crown mouldings, designer tiles, custom cabinetry, custom blinds, California shutters, & stone countertops-are complemented by 9-foot ceilings & expansive windows. The main level offers formal living & dining rooms, a custom kitchen with premium appliances, a dramatic two-storey family room with fireplace, a private office, a dream laundry room & chic powder room. Upstairs features 4 spacious bedrooms & 3 spa-like bathrooms, including a primary retreat with a 5-piece ensuite boasting a lavish soaker tub & separate glass shower. Recent upgrades include 2 updated upstairs bathrooms, new second level laminate floors & baseboards, 100 new pot lights, updated fire stones in the electric fireplace, integrated wall vents, designer feature wall in the dining room, fresh paint, new door hardware, & a Tesla charger added to the garage. Located minutes from top-rated schools, shopping, restaurants, Oakville Trafalgar Hospital, & major highways, this showpiece family home in Bronte Creek offers luxurious living in a prime Oakville location.

3456 Liptay Avenue, Oakville

$1,239,900
3 Beds 3 Baths W13762134 MLS
Located in popular 'Oak Park', this gorgeous 'Richmond' model with versatile floor plan, is approx. 2100 sq.ft.total living space 2845 Sq.ft Like new only better ! Swimspa!!! We have so many upgrades that we created a list, over 200K in value, see in attachments, a few highlights totally repainted 2026 September in designer colours, new bathrooms 2025, new quartz countertop 2026 September, backsplash 2026 September, new carpet 2026 September Upgraded with 9' ceilings, hardwood flooring, The open concept kitchen is open to the family room with a cosy fireplace and walk-out to the backyard and double car garage. Please note this model offers 2nd floor family room and laundry, the 3rd level principal retreat with ensuite bath incl. soaker tub and separate shower and 2 walk in closets, Windows replaced, roof replaced, AC and furnace replaced, upgraded to 200 AMP service Easy access to shops, transportation, QEW and 407 and great schools.

253 Gatwick Drive, Oakville

$3,850,000
4 Beds 4 Baths W13761476 MLS
Set on a beautiful 100' x 136' lot in Prestigious Olde Oakville, this exceptional family home offers 4,752 sq ft of total living space of refined timeless design & impeccable craftsmanship all just a short stroll to Downtown Oakville, the lake, and some of Oakville's most sought-after schools. classic brick exterior, solid wood front door, and towering mature trees create a warm and elegant first impression. This home exudes an inviting aesthetic that feels made for family living and effortless entertaining.The kitchen features top-of-the-line appliances, two Miele dishwashers, dual walk-in pantries, water filtration system, three sinks including a coffee station/wet bar, and an oversized island that comfortably gathers family and friends for everything from casual breakfasts to holiday celebrations. The adjoining dining room is anchored by a charming wood-burning fireplace, while the spacious family room, also with a wood-burning fireplace, opens seamlessly to the private backyard, creating an ideal indoor-outdoor connection. Enjoy sunny south exposure, a sparkling saltwater swimming pool(liner/pump/heater 2024), Maibec deck with sleek glass railings, and a beautiful stone patio ideal for summer dining and lounging. Despite the impressive outdoor amenities, there remains abundant green space for children to play and the whole family to gather. The functional mudroom and sophisticated main floor den complete the thoughtfully designed main level. The second floor is equally impressive, highlighted by a luxurious primary retreat with its own gas fireplace, walk-in closet, custom built-in storage, and five-piece ensuite with heated flooring. Three additional generously sized bedrooms and a beautifully appointed full bathroom provide ample space for a growing family. Finished to the highest standards, this extraordinary residence offers the rare combination of timeless style, family-focused functionality, and an unbeatable Olde Oakville location. Welcome Home.

528 Michael Terrace, Oakville

$1,598,000
5 Beds 4 Baths W13760100 MLS
Welcome To 1305 Monks Passage Rd - A Stunning Executive Family Home Nestled On A Rare Corner Lot In The Heart Of Prestigious Glen Abbey, One Of Oakville's Most Sought-After Communities! Surrounded By Mature Trees With Beautiful Southwest Exposure, This Is The Private Backyard Retreat You've Been Waiting For! | KEY HIGHLIGHTS: 4 Bedrooms | 3.5 Bathrooms | Over 3,000 Sq Ft Of Total Finished Living Space | Rare Corner Lot With Exceptional Space & Openness | Quiet, Family-Friendly Street | Over $48K In Recent Upgrades! | OUTDOOR LIVING: Stunning saltwater inground pool perfect for summer enjoyment. Newly built backyard deck designed for entertaining and relaxation. Beautifully landscaped yard with mature trees offering exceptional privacy and seasonal blooms. A true backyard lifestyle property - ideal for family gatherings all season long! | INTERIOR FEATURES: Large principal rooms with excellent flow and abundant natural light. Main floor den/office - ideal for working from home. Bright kitchen with newer built-in cooktop, premium range hood & refrigerator. Generously sized bedrooms with flexible usage options. Renovated second-floor main bathroom. Upgraded basement offering additional living space. | RECENT UPGRADES: Renovated Main Bath ($20K) | Premium Kitchen Appliances & Range Hood ($12K) | New Backyard Deck ($5K) | Basement Upgrade ($5K) | Pool Heating System ($4K) | Roof Insulation Enhancement ($2K) | PRIME LOCATION: Walking distance to top-ranked Ontario schools. Minutes to Glen Abbey Golf Course, parks, trails, Oakville Hospital, shopping & community centres. Quick access to QEW & Hwy 403 for effortless commuting. | The Perfect Family Home Combining Luxury, Privacy & Unmatched Lifestyle In Glen Abbey. Don't Miss This Exceptional Opportunity!

1305 Monks Passage, Oakville

$2,199,000
6 Beds 5 Baths W13758868 MLS
Absolutely Stunning Executive Family Home Where Refined Design Meets Resort-Inspired Living In The Estates Of Joshua Creek. Extensively Renovated, This Exceptional Family Home Offers A Reimagined Open-Concept Floor Plan, Beautifully Connected Principal Rooms And Carefully Selected Designer Finishes. The Custom K-Design Kitchen Features Full-Height Cabinetry, Cambria Quartz Countertops, Jenn Air Built-In Appliances, A Wolf Gas Cooktop And An Adjacent Bar And Servery With Illuminated Display Shelving. Wire-Brushed Solid-Plank Hardwood, Elegant Lighting, Custom Millwork And Smart-Home Integration Continue Throughout. The Upper Level Offers Four Bedrooms, All With Ensuite Privileges, A Serene Primary Retreat With Custom His & Hers Closets And A Spa-Inspired Ensuite Featuring A Freestanding Neptune Tub, Custom Glass Shower, Double Vanity layered with Caesarstone countertops, Heated Tile Floors, And A Wall-Mounted Toilet. The Finished Lower Level Provides Additional Space For Recreation And Entertaining. Outside, The Private Backyard Oasis Features A Saltwater Pool With Triple Waterfall, Built-In Napoleon BBQ, Custom Gazebo With Gas Fireplace And Multiple Patio Areas. Complete With A Professionally Finished Garage, Detailed Landscaping And Natural Flagstone Curb Appeal, This Turnkey Home Is Minutes From Top-Rated Schools, Parks, Trails, Shopping, Transit And Major Highways.

2234 Lyndhurst Drive, Oakville

$2,799,000
4 Beds 4 Baths W13755078 MLS
Welcome to this exceptional upscale residence set on a sprawling 75 x 150 ft lot in prestigious Coronation Park. A 10-minute walk to Coronation Park on Lake Ontario and minutes to Bronte Harbour and Village, Oakville Harbour and downtown Oakville, for upscale shopping and restaurants. A 5-minute drive to the QEW and Bronte GO Station for commuters. Showcasing outstanding curb appeal with a stucco and stone façade, deluxe mouldings, professional landscaping, a stone walkway, covered flagstone porch and an extra-long driveway to a triple (tandem) garage, the home transitions seamlessly to a private backyard oasis-an entertainer's dream with upgraded stone patios, a custom saltwater pool with armour stone waterfall, lush gardens, multiple seating areas and ultimate privacy with mature trees. Offering 4 spacious bedrooms, 3.5 bathrooms and a professionally finished walk-up basement, the interior exudes refined craftsmanship with exotic hardwood floors, smooth ceilings, rounded drywall corners, crown mouldings, custom cabinetry, an impressive floating staircase, and abundant natural light. Highlights include a grand dining room, a dramatic family room with a cathedral ceiling, a gas fireplace and walkout, a private office, and a chef's kitchen with custom cabinetry, granite counters, an oversized island and premium Viking appliances. Upstairs features four generous bedrooms and two lavish bathrooms, including the primary retreat with a spa-inspired ensuite offering a jetted tub and a glass shower. The walk-up basement impresses with a large recreation room, a games room with a fireplace, a media lounge, and a 3-piece bath-perfect for family living and entertaining.

1387 Willowdown Road, Oakville

$10,950,000
5 Beds 7 Baths W13754954 MLS
Experience breathtaking, panoramic views from this stately lakefront estate, a true sanctuary of elegance and tranquility. Nestled on an expansive 3/4 acre lot, this rare gem boasts an impressive 100 feet of private lake frontage with riparian rights, ensuring unobstructed access to the shimmering waters of Lake Ontario. Spanning 5,800 sq. ft. (excluding the basement), this residence is designed for those who appreciate refined living and timeless sophistication. Step through the grand foyer into an atmosphere of classic luxury, where generous principal rooms flow effortlessly, highlighted by exquisite hardwood flooring and elegant finishes. Two stunning solariums maximize the lake's mesmerizing vistas, creating sun-drenched spaces perfect for relaxation and entertaining. The gourmet kitchen is a chef's dream, featuring a sprawling marble-topped island and an open layout designed for both functionality and style. Upstairs, five spacious bedrooms await, including the lavish primary suite, a private retreat with His & Hers walk-in closets and a spa-like 6pc ensuite bath. A versatile bonus room above the garage offers the perfect hideaway for a teen retreat, nanny suite, or home office. Outdoors, the beautifully landscaped backyard is an entertainer's paradise, complete with a sparkling inground pool, a picturesque patio, and the lake's serene backdrop enhancing every moment. A private gate leads directly to the lush surroundings of Gairloch Gardens, adding to the home's enchanting setting. Located in one of Oakville's most prestigious neighbourhoods, this exceptional property is just minutes from top-rated schools, fine dining, and the boutique shopping of Downtown Oakville. A rare opportunity to own a piece of lakeside luxury.

16 Ennisclare Drive W, Oakville

$4,898,000
5 Beds 7 Baths W13754410 MLS
Tucked away on a private road, south of Lakeshore, neighbouring distinguished Appleby College, The Enclave offers a blend of luxury, privacy, & timeless design in one of Oakville's most coveted neighbourhoods. Situated on the largest of only 5 lots of unparallelled privacy. Flanked to the west is Appleby College's soccer fields, and putting green to the south. Showcasing over 6,800sqft of exquisitely finished living space w 10' ceilings on all levels. Extensive custom millwork, & intricate wall panelling create an atmosphere of sophistication throughout. Custom 'Top Notch' Cabinetry features a 13ft island w walnut base, 2 dishwashers, 6 burner gas range with 2 ovens, & built-in work space for studies. 2nd lvl is anchored by an impressive primary retreat featuring a spacious walk-in dressing room and a luxurious spa-inspired ensuite. Three additional generously proportioned bedrooms, each appointed with their own private ensuite bathroom, provide exceptional comfort & privacy for family and guests alike. fully finished lwr lvl is the perfect extension of the home's luxurious living space & features in-floor heating, a spacious 5th bdrm/office w custom built-in shelving w/a private ensuite, a dedicated theatre room, an expansive games and entertainment area with pool table and wet bar, & a striking glass-enclosed fitness studio. Outside, a resort-inspired backyard oasis awaits. Professionally landscaped gardens surround a Gibsan swimming pool, while multiple outdoor living spaces provide the perfect setting for relaxation and entertaining. Enjoy summer evenings beneath the covered flagstone terrace featuring an outdoor television, gas BBQ, and elegant dining area. Perfectly enveloped by one of Canada's most prestigious educational institutions, the lake, downtown Oakville, renowned dining, boutique shopping, and waterfront trails, this exceptional residence offers a rare opportunity to experience luxury living at its finest. This is a home that truly stands apart.

456 Lakeshore Road W, Oakville

$2,190,000
6 Beds 3 Baths W13751404 MLS
Gorgeous, recently updated bungaloft sits on an double-sized lot surrounded by mature trees in sought-after S.E. Oakville, offering outstanding privacy and potential to sever into two lots. Offering over 3,300 sqft. of finished living space, this spacious family home features a versatile layout with 2 bedrooms on the main level and 2 additional bedrooms upstairs, along with 2 full bathrooms. The recently renovated main floor showcases a bright and airy open-concept living and dining area, engineered hardwood flooring, solid wood doors, and a skylight that fills the home with natural light. At the heart of the home is the upgraded kitchen, featuring a large granite centre island, premium stainless-steel appliances, and plenty of space for family gatherings and entertaining. The primary bedroom offers a beautifully renovated ensuite completed in 2025. The fully finished lower level provides excellent potential for a private in-law suite, complete with a separate entrance, 2 additional bedrooms, a full renovated bathroom, an expansive recreation room anchored by a cozy gas fireplace-ideal for extended family, guests, teenagers, or a private work-from-home retreat. Step outside to an impressive private backyard oasis, highlighted by a large in-ground saltwater pool and mature landscaping. An expanded front porch enhances the home's curb appeal, while the recently upgraded interlock front walkway with integrated landscape lighting creates an inviting entrance. The repaved driveway accommodates 6+ vehicles, providing exceptional convenience for a larger household. Enjoy an exceptional family-friendly location just a short walk to top-rated Oakville Trafalgar HS and Maple Grove PS, with the lake, parks, and convenient shopping just steps away. A unique combination of space, privacy, location and future potential-enjoy this beautifully updated family home today while holding a substantial oversized property in one of South East Oakville's most desirable neighbourhoods.

2031 DUNCAN Road, Oakville

$1,299,999
4 Beds 2 Baths W13749916 MLS
Welcome to 2221 Wyandotte Drive in the heart of Bronte, Oakville, ON. As you enter this spacious, updated 3+1 bedroom, 2 bathroom home, you immediately have a feeling of serenity and calm. With a beautifully updated kitchen, engineered hardwood on the upper/main levels and finished lower level, you have all the space here that you will need. Situated in the centre of the community, walking distance to elementary schools, a private tennis club, playground,tracks and many other amenities, this detached back-split is a walker's paradise! The upper level features 3+1 bedrooms, one of which can function as a perfect home office with a view of the pool, as well as a 4-pc bath. On the main level you will find a grand kitchen and dining area with a large waterfall granite island, and large-sized family room. There are many options within this home which can be catered to your needs. Nature lovers will appreciate the hydrangeas and flowers that surround the large inground pool in this very private backyard.

2221 Wyandotte Drive, Oakville

$1,599,900
4 Beds 2 Baths W13742846 MLS
Behind its striking curb appeal lies a home that has been thoughtfully reimagined from top to bottom. Nestled on a quiet, tree-lined street in the highly sought-after Iroquois Ridge School district, this beautifully renovated four-level side split offers the perfect balance of style, comfort and functionality. The bright, renovated kitchen and dining area have been designed for everyday living and effortless entertaining. Quality finishes, engineered hardwood on the main and upper levels, modern stairs, and a charming coffee nook create an inviting space for family and friends. Walk out from the kitchen to the expansive entertaining deck overlooking your outdoor oasis. Designed to be enjoyed in every season, the private backyard features an inground pool, oversized deck with glass railings, a second walkout patio off the family room, a secluded deck beside the shed, mature trees, lush landscaping, an extended privacy hedge and plenty of lawn for children and pets to play. Spacious bedrooms are complemented by a luxurious renovated bathroom with ensuite privileges, a freestanding soaker tub, oversized shower and elegant finishes. The huge family room is perfect for relaxing or entertaining. The completely rebuilt lower level offers exceptional flexibility with a spacious bedroom featuring an egress window and walk-in closet, a beautifully renovated bathroom, impressive laundry room and storage-ideal for guests, teens, a home office or gym. Extensive updates mean you can simply move in and enjoy, including the pool with a new pump, ionizer and heat exchanger. Across the street, enjoy easy access to scenic ravine trails and walking paths. Walk to shops, restaurants and everyday amenities, and easy access to highways and the GO for commuters. Beautifully renovated. Exceptionally private. Effortlessly livable. The kind of home you'll love coming home to. For full list of upgrades see the brochure.

1281 Lakeview Drive, Oakville

$2,280,000
5 Beds 4 Baths W13742366 MLS
Luxurious and Renovated 5 Bedrooms + Main Floor Office 3.5 Baths in Prestigious Glen Abbey! This stunning Mattamy 'Yorkshire' model features 3,791 sqft plus an additional 1,200 sqft of finished basement space. Fully transformed and meticulously maintained gem in the top-ranked Abbey Park High School district. Gorgeous dark hardwood floors flow throughout the main and upper levels. smooth ceiling and pot lights thru out main floor. The beautifully renovated dream kitchen boasts solid maple cabinets, gas stove, quartz countertops, breakfast bar, walk-in pantry and chef's desk with with illuminated display cabinets. Gorgeous family room with bow window, wainscoting,limestone fronted fireplace. convenient office on main floor with double door entry. a grand Scarlett O'Hara staircase illuminated by a large skylight leads to the upper floor, where you'll find 5 bedrooms and 3 full bathrooms. The massive primary suite includes a renovated bathroom with a free-standing bathtub, frameless glass shower, double sinks, and a massive walk-in closet. An adjoining bedroom which is open to master bedroom offers flexible and convenient space as a nursery, media room, or second office. renovated Jack-and-Jill bathroom with 2nd skylight.The finished basement, featuring new vinyl flooring, is perfect for entertainment with dedicated game, media w/ gas fireplace and exercise rooms. over 530sf unfinished storage room for all your stuff. entire house is freshly painted. Escape to your private summer retreat, featuring a refreshing 18'x36' pool with new pool heater and pump(23) and a deep diving end, an interlocking patio, a charming muskoka rock garden, and fruit trees and bushes including Raspberry, Prune and Peach. **EXTRAS** freshly painted(24),bsmt vinyl flooring(24),renewed kit.(24),W/D(23), pool pump(23),pool heater(23),Attic insulation(22), flooring & three bathrooms (16), Windows14, Roof 12, Pool Rebuilt13, Furnace W Hepa Filter 00/10, Ac 05.

1321 Monks Passage N/A, Oakville

$10,900,000
5 Beds 4 Baths W13738344 MLS
Situated on just over half an acre on the shores of Lake Ontario, 10 Brookfield Road is a truly exceptional waterfront property offering an extraordinary combination of views, privacy, recreation and year-round enjoyment. With unobstructed vistas of Lake Ontario from virtually every angle, the setting is as captivating as it is rare. The property's exceptional waterfront experience begins with riparian rights- the ultimate in waterfront living - and is highlighted by a detached boathouse with dedicated boat storage and a marine rail. Above, a spacious viewing deck and built-in gazebo create an ideal setting for entertaining, intimate gatherings, a lakeside bar or live music, all overlooking breathtaking panoramic views of the lake. Beyond the waterfront, an in-ground swimming pool and pool house with change rooms create a private, resort-like environment for summer entertaining and relaxed days at home. A parkette immediately to the east adds an exceptional sense of privacy, openness and seclusion rarely found in such a prominent waterfront setting. The natural topography creates distinct elevations and vantage points, allowing the home and outdoor spaces to fully embrace the lake. Inside, the spacious great room is designed for both everyday living and entertaining, complemented by an updated kitchen, walkout lower level and expansive windows that flood the home with natural light and showcase the views. Multiple walkouts provide seamless access to generous decks and outdoor entertaining spaces. Ideally located in close proximity to Lakeshore and Kerr Village, the property is also only a 15-minute walk to Downtown Oakville, offering convenient access to shops, restaurants, cafes and the vibrant village atmosphere. Whether enjoying a quiet morning overlooking the water, hosting friends poolside or launching a boat from the boathouse, 10 Brookfield Road is a truly rare waterfront offering. Luxury Certified.

10 Brookfield Road, Oakville

$1,199,000
5 Beds 2 Baths W13737256 MLS
Nestled on a quiet, family-friendly street in desirable Falgarwood, this beautifully maintained back-split offers over 1,800 sq. ft. of living space plus a fully finished basement. The renovated kitchen opens into a bright, welcoming living room featuring a cozy fireplace and custom built-ins-perfect for everyday living and entertaining.The spacious lower-level family room includes a gas fireplace and walkout to a private backyard retreat. Upstairs, you'll find a generous primary bedroom along with two additional bedrooms, while the lower level offers a fourth bedroom which can be used as an office. The finished basement adds even more flexibility with an additional bedroom and den.Set on a premium ravine lot, the backyard is a true oasis complete with a pool featuring a heat pump as well as a new liner (updated 2025), bi-level decks, gazebo, and shed, all surrounded by mature, professional landscaping. Additional recent upgrades include a new air conditioner installed in 2025, offering added comfort and peace of mind.Conveniently located close to top-rated schools, beautiful walk-in trails, shopping, and with easy highway access, this home combines comfort, space, and an unbeatable setting.

1266 Lakeview Drive, Oakville

$2,389,999
4 Beds 5 Baths W13735560 MLS
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.

2384 Rock Point Drive, Oakville

$2,325,000
4 Beds 4 Baths W13735068 MLS
Welcome to 489 Rebecca Street in one of South West Oakville's most desirable neighbourhoods. Beautifully renovated with a transitional contemporary style, blending timeless character, warm natural finishes, and modern updates throughout, this 3+1 bedroom, 4 bathroom home offers 2,483 square feet plus a finished lower level. The thoughtfully redesigned main floor features engineered hardwood, custom cabinetry, two gas fireplaces, a spacious great room, a main floor den, powder room, mudroom, and an inviting kitchen and dining area designed for everyday living and entertaining.Upstairs, the private bedroom level offers three generous bedrooms, including a serene primary retreat with walk-in closet, a separate sitting room/den, and a spa-inspired 5-piece en suite. The finished lower level adds excellent flexibility with a large rec room/bedroom, 4-piece bathroom, laundry area, storage, and utility/workshop space.The backyard is the showpiece of the property - an award-winning private oasis with extensive stonework, lush landscaping, irrigation, multiple seating areas, two pergolas, natural gas BBQ connection, and a stunning saltwater pool with waterfall feature, hot tub, gas heater, and remote-controlled pool system. A detached two-car garage adds further convenience and has been updated with a new garage door and opener, exterior keypad, reinforced roof structure, and set up for EV charging.

489 Rebecca Street, Oakville