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150 Wolfdale Avenue, Oakville
$4,999,000
5 Beds ⋅ 7 Baths ⋅ W13706006 MLS
POWER OF SALE: Welcome to a true entertainer's residence - a 2023 build by Ambassador Fine Custom Homes, set on a 0.36-acre lot in one of Southwest Oakville's most coveted enclaves. Spanning 7,276 square feet across three finished levels, this estate home pairs architectural drama with impeccable craftsmanship. A 22-foot grand foyer draws you in, opening to a soaring 24-foot atrium crowned by a skylight and anchored by a sculptural circular staircase - a showpiece bathed in natural light. Radiant heated porcelain floors and near 11-foot ceilings carry that same sense of scale across the main level, complemented by a private home office, an elevator servicing all three floors, and a temperature-controlled wine cellar built for 180+ bottles. At the heart of the home, the kitchen commands attention: a 10-foot waterfall island, quartz slab backsplash, and two-toned custom cabinetry, outfitted with Wolf, Sub-Zero, and Miele appliances. It flows seamlessly into the great room and dining room - an open-concept design made for large-scale entertaining - while a tucked-away mud room, walk-in closet with custom shelving, and an elegant powder room keep daily life organized with direct access to the garage and rear yard. Upstairs, a vaulted, skylit hallway leads to a primary suite spanning the rear of the home, framed by backyard views and anchored by a spa-inspired ensuite and a skylit walk-in closet. Three additional bedrooms - each with its own ensuite - a library, and a laundry room complete the level, every space individually finished with its own character. Refined, light-filled, and built without compromise. 150 Wolfdale Avenue is a rare offering for the discerning buyer.

150 Wolfdale Avenue, Oakville

1114 TRUMAN Avenue, Oakville
$3,649,999
4 Beds ⋅ 5 Baths ⋅ W13697878 MLS
Tucked into a quiet court, this custom modern farmhouse, built by custom home builder Millbay Carpentry, sits on a 66 x 187 ft lot and offers over3,900 sq ft above grade with 4 bedrooms and 5.5 bathrooms, plus a finished walkout basement for approximately 5,500 sq ft of total living space. A custom EPAL front door opens to a double-height foyer with pine stairs and matte black railings, complemented by 10 ft main-floor and 9 ft upper- and basement-level ceilings. The great room features a wall of windows overlooking the pool and gardens, accented by cedar beams.The chef's kitchen showcases custom Barzotti cabinetry, a porcelain CIOT backsplash, JennAir appliances and an 8-burner range, along with a hidden walk-in pantry, custom built-ins and designer lighting. The primary ensuite features a steam shower, while the finished basement offers a gym, theatre, bar, lounge, gaming area and ample storage. Outdoors, enjoy a heated saltwater pool with an automatic cover, turf, irrigation and landscape lighting. Conveniently located near Oakville's only public International Baccalaureate (IB) school, as well as GO Transit, major highways and Oakville Place. (71030456)

1114 TRUMAN Avenue, Oakville

223 Trelawn Avenue, Oakville
$2,599,900
5 Beds ⋅ 4 Baths ⋅ W13696852 MLS
Executive bungalow in prestigious Eastlake offering 5431 sqft of finished space on a mature, naturally elevated lot with excellent drainage. Located in top school zones (E.J. James FI, New Central, Maple Grove, OT). Ideal layout with 3 main-floor bedrooms including a primary suite with 5-pc ensuite. Vaulted ceilings, custom columns, hardwood floors, and premium windows bring elegance and comfort. Kitchen opens to family room and walk-out to saltwater pool and private yard. Walk-out basement adds 2 more rooms, rec room, office, gym, and kitchenetteideal for in-laws or teens. Recent upgrades include security camera system, alarm, recessed lighting, basement flooring, water softener, water filtration, newer A/C, and lawn irrigation system. Solid construction, quality finishes, and long-term potential in Oakvilles most coveted enclavemove-in ready, with opportunity to customize over time.

223 Trelawn Avenue, Oakville

518 Sherin Drive, Oakville
$3,000,000
5 Beds ⋅ 7 Baths ⋅ W13695240 MLS
A rare opportunity to own a striking custom-built contemporary home in one of Oakville's most desirable communities. Ideally located in central Oakville, just minutes from Coronation Park, the waterfront, top-rated schools, restaurants, shopping, and everyday amenities. Convenient access to the QEW, public transit, and Bronte GO Station makes commuting easy.Thoughtfully designed with modern architecture, clean lines, upscale finishes, and an abundance of natural light. Floor-to-ceiling windows and 10-foot ceilings with integrated pot lights create a bright, spacious, and inviting atmosphere. The well-planned layout offers seamless flow between the principal rooms, ideal for both everyday living and entertaining.The home features three kitchens: a main kitchen and a chef's kitchen on the main floor, plus a third kitchen in the basement. Each bedroom is generously sized and features its own ensuite bathroom and walk-in closet, offering exceptional privacy and convenience.The fully finished lower level expands the living space with a wet bar, powder room, additional bedroom with ensuite, and a large recreation area, perfect for entertaining or relaxing.The garage has been expanded by approximately 20% with City approval. The garage can accommodate 2 vehicles, with additional parking for 4 more vehicles in the driveway. A sophisticated home offering exceptional space, thoughtful design, and modern comfort in a highly sought-after Oakville location.

518 Sherin Drive, Oakville

2378 Rebecca Street, Oakville
$2,989,000
5 Beds ⋅ 7 Baths ⋅ W13692950 MLS
Custom contemporary masterpiece set on a rare, deep 150-foot lot in prime South Oakville, surrounded by prestigious multi-million-dollar estates. Spanning over 5,000 square feet of meticulously crafted total living space, this architectural home seamlessly blends European sophistication with cutting-edge modern luxury.Step inside to an breathtaking open-concept layout defined by soaring 20-foot ceilings in the grand foyer and main living room. The entire main floor features imported Italian Versace tile with integrated radiant floor heating, creating an ambiance of absolute refinement. The heart of the home is a chef-inspired gourmet kitchen equipped with dual marble islands, an extended breakfast bar, premium cabinetry, and an adjoining double-sided marble stone Dimplex fireplace with dual-mounted TV setups. A dramatic floor-to-ceiling marble waterfall feature wall serves as a stunning visual centerpiece.Ascend the architectural floating glass staircase to the second level, where you will find 4 spacious bedroom suites. Every bedroom boasts its own private heated-floor ensuite bathroom and tailored custom closet built-ins. The primary retreat offers a tranquil sanctuary featuring a private walk-out balcony and a lavish spa-like ensuite with a deep standalone soaking tub.The bright, sun-filled walk-out lower level expands your living options with 9-foot ceilings and oversized windows throughout. It includes a spacious open-concept recreation room, a 5th bedroom ideal for a nanny or guest suite, 2 additional bathrooms, and pre-plumbed rough-ins ready for a future second kitchen or custom wet bar.Located minutes from elite private schools, Oakville Harbour, downtown boutiques, fine dining, parks, and major transit routes. Uncompromising quality, world-class finishes, and an unbeatable South Oakville address!

2378 Rebecca Street, Oakville

491 Fourth Line, Oakville
$3,389,000
6 Beds ⋅ 7 Baths ⋅ W13690642 MLS
Welcome to 491 Fourth Line, an Exceptional Custom-Built Home in one of West Oakville's most sought-after neighborhoods. This residence offers over 6,152 sq. ft. of Magnificent Modern Finishes Living Space, blending timeless architecture with modern family functionality. Set on a professionally landscaped lot with circled driveway for luxury life style! the home features a fully fenced backyard, expansive fully covered patio with gas fireplace and natural Indiana-Lime Stone, and covered porch, creating the perfect outdoor living space for family gatherings and summer entertaining. Inside, soaring ceilings, 12-foot at the main floor, oversized 10-foot interior doors, and dramatic floor-to-ceiling windows fill the home with natural light. The chef-inspired kitchen with wood veneer cabinets serves as the heart of the home, featuring built-in appliances, a large centre island, double corner Bi-Folding doors to blend the exterior with the interior! butler's pantry, and separate walk-in pantry, offering exceptional storage and entertaining space. Spacious size living, dinning and family rooms wrapped by state of the art modern wall panels! The family room has16 ft ceiling height with three sided modern gas fire place, floor to ceiling window with the most fancy chandelier! As well as spacious mudroom with custom veneer closets for today's family needs. The upper level with 10 ft height ceiling offers four spacious bedrooms with their full ensuite bathrooms! As well as laundry, second furnace room and skylights for optimum level of comfort! The luxurious primary retreat features a spa-inspired ensuite complete with a free stand tub, oversized glass shower, double vanities, and walk-in closet. The professionally finished basement provides incredible additional living space with full kitchen, Gym, Theatre/Game room, two bedrooms, laundry, two washrooms, living room with gas fireplace and Bi-Folding doors at the Walk-out Basement! This is Your Dream Home!

491 Fourth Line, Oakville

1485 Duncan Road, Oakville
$2,998,000
5 Beds ⋅ 3 Baths ⋅ W13673902 MLS
Rare raised bungalow featuring over 4000 SF of luxury living space in prime South East Oakville. Exceptional renovations throughout. The heart of the home is the large open concept kitchen / great room with walk-out to covered porch with retractable screens. Spectacular chef's kitchen with extensive custom cabinetry, quartz countertops, high-end appliances and a large 10x4 centre island. Large windows, 9 inch wide-plank engineered hardwood and quality lighting create an inviting living space around the exceptional stone fireplace with walnut mantel, perfect for large family gatherings. The main floor Primary suite features extensive built-in wardrobes and a luxurious 5-piece ensuite with glass shower and spa-inspired soaker tub. Two further generously-sized bedrooms with its own walk-in closets and a large newly renovated family bathroom as well as a handy main floor study area and mudroom entry complete the main floor. Fully finished lower level, featuring a large recreation room and billiard room with new luxury vinyl flooring. There are two further bedrooms with wall to wall wardrobes, a seasonal closet, renovated 3-piece bath, large walk-in closet, large laundry room and extensive storage. There is even a kitchenette creating the perfect space for a nanny or in-law suite. Step outside onto the stunning covered back porch complete with remote screens and electric heaters for all season enjoyment. The expansive 79'x151' lot has been professionally landscaped with patios, elegant outdoor lighting and a full irrigation system. Large double driveway with parking for 6 cars plus a deep garage with high-end shelving system and an EV charger. Located on a mature, sought-after street in Southeast Oakville, this home offers a rare combination of location, lot, quality and extensive recent improvements. Move-in and immediately enjoy one of Oakville's most sought after neighbourhoods just steps to Maple Grove Public School and Oakville Trafalgar High School. Don't miss!

1485 Duncan Road, Oakville

319 Beechfield Road, Oakville
$4,689,000
8 Beds ⋅ 9 Baths ⋅ W13673406 MLS
This exceptional property presents a unique opportunity for multi-generational living or income-generating potential with its fully self-contained in-law suite.Situated on a quiet tree-lined street in the highly sought-after Ford area,this impressive residence offers over 5,600 square feet of total living space,thoughtfully designed to accommodate a variety of modern lifestyles. The main house features 4+1 bedrooms and 5 baths.Step into the double-height foyer, where a statement chandelier sets the tone for the sophisticated interiors and open concept main living area with separate office area.The heart of the home is a custom-designed chef's kitchen,outfitted with premium Wolf and Sub-Zero built-in appliances,incl a beverage fridge. An oversized island,wide plank oak hardwood flooring,high-end lighting, and a spacious main floor laundry/mudroom with abundant storage complete the refined main level. Floating stairs lead you to the 2nd level.The principal bedroom features a walk in closet and 5pc spa like ensuite.3 additional bedrooms and 2x4 pc bathrooms offer comfort and privacy.The finished lower level includes an additional 5th bedroom,recreation space, a 4pc bathroom, & rough-in home theatre area. Connected via the mudroom but also offering a private separate entrance,the second dwelling home offers 2,056+ square feet of thoughtfully appointed living space.The main floor features living/dining & kitchen area with stainless steel appliances.The 2nd level with principal bedroom,walk in closet and 5 pc ensuite.2 additional bedrooms with shared ensuite access and conventiently located laundry room completes this level.Fully finished basement with wet bar and 4-piece bath.This home is perfect for extended family or tenants. Set on a large,pool-sized lot,the backyard awaits your personal touch-ideal for creating a private outdoor retreat. Don't miss the opportunity to live in one of Oakville's great neighbourhoods! Luxury Certified.

319 Beechfield Road, Oakville

235 LAKEWOOD Drive, Oakville
$4,390,000
5 Beds ⋅ 5 Baths ⋅ W13673302 MLS
Located in coveted West Harbour, come discover tranquility and elegance at 235 Lakewood Drive. Nestled on a generous .56-acre lot, embraced by majestic foliage in a private cul-de-sac, this residence epitomizes serene living mere steps from the lake. Crafted by renowned architect Gren Weis, the fusion of stone and wood siding spans over 6,200 square feet. Step into the foyer with its soaring cathedral ceilings, offering glimpses of the expansive living spaces beyond. Designed for seamless flow, this sophisticated layout effortlessly accommodates both grand and intimate gatherings. A bespoke oak staircase adorned with shimmering Schonbek chandeliers leads to the upper levels, where solid oak hardwood flooring graces much of the home. The living room boasts exquisite millwork, custom fireplace, and state-of-the-art entertainment amenities by Canadian Sound Ltd. The gourmet kitchen, recently reimagined, features top-tier appliances, quartz countertops, and abundant storage, with access to a sprawling composite, low maintenance deck. A stately maple wood-paneled study overlooks manicured gardens, providing a serene retreat. Five generous bedrooms, each with an ensuite and ample closets, offer luxurious comfort. The primary suite is a haven of indulgence, flaunting dual walk-in closets, spa-like ensuite with airy vaulted ceilings, skylights, and deluxe fixtures. The lower level is all about leisure and function, boasting a custom-painted wood-paneled rec room with lakeside vibes, alongside a gym, wine cellar, and top-notch utility room. Outside, the meticulously landscaped grounds offer a saltwater pool with waterfall, a spa, and outdoor entertainment system, perfect for alfresco movie nights. This home boasts a brand new roof with lifetime warranty! Stroll to lovely downtown Oakville, trendy Kerr Village, Tannery Park along the Lake & waterfront trails. Close proximity to highly esteemed schools.

235 LAKEWOOD Drive, Oakville

1387 WAVERLY Avenue, Oakville
$4,349,000
5 Beds ⋅ 6 Baths ⋅ W13670214 MLS
Set on a premium 60-foot lot in one of Oakville's most coveted pockets, this extraordinary custom residence offers over 5,800 square feet of meticulously crafted living space that redefines modern luxury through uncompromising engineering and timeless European-inspired design. Built with insulated concrete forms (ICF) extending through the second floor, the home features high-performance European windows, extensive microcement finishes, radiant heated floors throughout-including the basement and garage-and a striking architectural cantilever staircase. Highlights include a stunning main kitchen with a separate butler's pantry, an exceptional lower-level entertainment zone complete with a custom microcement bar, walk-in wine display, and private home theatre, plus a car-enthusiast garage and a backyard featuring an approved pool permit. With an estimated completion of October 2026, the purchaser still has a rare opportunity to select and customize final finishes. A masterclass in contemporary craftsmanship, delivering an unmatched standard of refined, energy-efficient living.

1387 WAVERLY Avenue, Oakville

2076 GLENFOREST Crescent, Oakville
$3,590,000
5 Beds ⋅ 4 Baths ⋅ W13669660 MLS
Spectacular 2/3-acre premium lot in South East Oakville's highly coveted private crescent. Thoughtfully designed for both refined family living and multi-generational flexibility, this beautifully renovated residence blends contemporary architecture, sophisticated finishes, and an impressive resort-style setting. At the heart of the home is the sleek Top Notch kitchen, featuring high-gloss white cabinetry, marble backsplash, an oversized 12+ feet long white Caesarstone central island, and premium appliances. The elegant living room is anchored by a linear fireplace and striking glass-enclosed wine cellar, creating a sophisticated setting for entertaining. The luxurious primary suite features a spa-inspired ensuite with heated floors, floating contemporary cabinetry, and a walk-in glass shower. Heated flooring extends through all bathrooms, the mudroom, and laundry room, adding comfort and quality throughout. A rare highlight is the fully self-contained 2-bedroom in-law suite, complete with a separate entrance, private kitchen, laundry, and bathroom-ideal for extended family, guests, or live-in support. The main residence is filled with natural light, including a stunning glass-enclosed breakfast area that overlooks the expansive grounds. Outside, the extraordinary grounds offer a true private retreat with an in-ground saltwater pool, hot tub, mini-golf area, mature landscaping, and exceptional privacy. Fully renovated to create a fresh, airy, contemporary feel, this one-of-a-kind home also enjoys a functional family-friendly layout and is within walking distance to some of Oakville's top-rated schools. A rare opportunity to own a truly distinctive residence on one of South East Oakville's most coveted large estate lots.

2076 GLENFOREST Crescent, Oakville

564 Stonecliffe Road, Oakville
$3,199,000
6 Beds ⋅ 6 Baths ⋅ W13668526 MLS
Remarkable custom-built (2023) contemporary residence on an expansive irregular 76' x 143' lot in sought-after West Oakville, offering 4+2 bedrooms, 6 bathrooms and a professionally finished walk-up basement. Ideally located within walking distance to Brookdale Park & outdoor pool, St. Nicholas Catholic Elementary School, Kinoak Arena, library and Thomas A. Blakelock High School, with Coronation Park, Lake Ontario, YMCA, Appleby College and major highways minutes away. Bold stone, wood & glass exterior, stone-edged double driveway with parking for 6, attached double garage with inside entry and beautifully landscaped private rear yard with large deck, stone patio, glass railings, soffit lighting and side golf green. Exceptional construction standards and designer finishes throughout include European white oak engineered hardwood, imported Italian tiles, custom cabinetry, wall mouldings, wood-slat feature walls, designer lighting, premium plumbing fixtures and ceilings ranging from 9' to 20'. Advanced smart-home technology includes Alexa HVAC, lighting & sprinkler controls, smart locks, MyQ garage remotes, DMSS security system, built-in speakers and some automated blinds/curtains. The sophisticated open-concept main floor features an expansive living room, dining room, custom chef's kitchen, family room and office. Upstairs offers four bright bedrooms, three luxurious bathrooms and laundry, including a spectacular primary suite with custom organizer and 5-piecehotel-like ensuite; one of the additional bedrooms features its own 3-piece ensuite, ideal as a second primary suite. The walk-up lower level delivers exceptional versatility with a large recreation room, two bedrooms, two full bathrooms, second kitchen, second laundry and abundant storage. A distinctive West Oakville residence where innovative architecture, luxury finishes and cutting-edge technology unite.

564 Stonecliffe Road, Oakville

197 Polly Drive, Oakville
$3,258,000
6 Beds ⋅ 6 Baths ⋅ W13663186 MLS
Some homes make a statement the moment you arrive. Others reveal themselves gradually, each space uncovering another layer. This remarkable residence does both. Set on a premium ravine lot backing onto mature woodland and walking trails, extensive custom stone landscaping frames both the front and rear gardens, creating an arrival that offers little hint of what awaits within. Step inside and the experience begins. A sculptural floating staircase, soaring 10-foot ceilings and expansive European windows draw your attention to the wooded ravine beyond. Scandinavian-inspired interiors, wide-plank white oak floors, dramatic slab feature walls and bespoke millwork create a calm contemporary aesthetic where architecture, craftsmanship and nature exist in perfect balance. At the heart of the home, an exceptional chef's kitchen is anchored by a dramatic natural quartzite waterfall island, beautifully crafted cabinetry, integrated appliances and thoughtful design that brings everyday living and effortless entertaining together. Upstairs, generous family accommodation gives way to a private primary retreat. A dramatic three-sided fireplace, bespoke walk-in dressing room with custom Italian cabinetry and a beautifully appointed spa-inspired ensuite create a peaceful sanctuary at the end of each day. The finished lower level expands the home's possibilities with a private theatre and recreation lounge, together with a beautifully finished legal two-bedroom secondary suite featuring its own entrance, full kitchen, separate laundry and oversized windows. Ideal for multigenerational living, extended family, guests or supplementary income, it offers exceptional flexibility without compromise. Beautifully conceived inside and out, this is a home where exceptional design serves everyday living rather than demanding attention. Some homes are admired for their finishes. Rare ones, like this, are remembered for how they make you feel.

197 Polly Drive, Oakville

244 Colchester Drive, Oakville
$3,088,888
6 Beds ⋅ 5 Baths ⋅ W13658672 MLS
Welcome to this bright and well-maintained home with 5-bedroom, 5-bathroom and over 4,600sf living space on a 100x151.76ft premium lot in Oakville's prestigious Eastlake community. Set on a quiet, tree-lined street surrounded by mature trees, just steps to top-ranked schools (Oakville Trafalgar High School and Maple Grove Public School)The functional main floor features formal living and dining rooms, a private office, and an open-concept kitchen, spacious breakfast area and family room with a fireplace overlooking the backyard. Multiple windows and skylights fill the space with natural light, while multiple walkouts lead to the covered porch, professionally landscaped backyard and inground pool. The kitchen features a large centre island and was refreshed in 2026 with new countertops, refrigerator, stove and range hood.Interior doors and door frames on the main and second floors were also replaced in 2026. A mudroom, laundry room and powder room complete the main level.The second floor offers a practical and well-designed layout with five bright, generously sized bedrooms and three bathrooms, including a spacious primary suite with a private ensuite and walk-in closet. The thoughtful arrangement provides excellent comfort and functionality for family living.The finished walk-up basement with a separate entrance offers exceptional flexibility and is divided into two distinct living areas. One side features a spacious recreation room with a fireplace and wet bar, while the other includes a second kitchen, bedroom, three-piece bathroom, separate laundry and direct access to the backyard. With two kitchens, two laundry areas and a flexible layout, the home is ideal for a large or multigenerational family, with excellent potential for extended family or secondary living arrangements.Additional updates include the roof in 2018 and furnace in 2024. A rare opportunity combining space, functionality, location, a premium lot and outstanding future potential. Must to see!

244 Colchester Drive, Oakville

300 Randall Road Unit PH5, Oakville
$2,999,900
2 Beds ⋅ 3 Baths ⋅ W13658162 MLS ⋅ The Randall BLDG.
Experience an exceptional standard of luxury in this rare penthouse at The Randall Residences, Oakville's most prestigious boutique condominium. Reserved exclusively for the penthouse level, soaring 12-foot ceilings, exquisite custom millwork, and refined finishes create an atmosphere of timeless elegance. A grand circular stone floor foyer welcomes you into this beautifully designed residence, complete with a spacious front hall closet, powder room, and an generous walk-in laundry room with laundry sink. The spectacular open-concept kitchen is the heart of the home, featuring a generous centre island, marble countertops, premium appliances, and seamless flow into the dining area with custom built-in pantry cabinetry. The living room is framed by floor-to-ceiling wraparound windows that flood the space with natural light, while custom built-ins and a striking fireplace provide warmth and sophistication. Step onto the private south-facing balcony to enjoy sunny views and effortless indoor-outdoor living. The luxurious primary retreat offers a beautifully appointed dressing room and a spa-inspired five-piece marble ensuite. The second bedroom is equally impressive with floor-to-ceiling south-facing windows, a generous closet, and its own private three-piece ensuite. With only 32 exclusive residences, The Randall offers unparalleled privacy and service, including 24-hour concierge, three elevator banks, impeccably maintained underground parking with soaring ceilings, two premium parking spaces, and a private locker. Perfectly situated in the heart of downtown Oakville, you're just steps from the lake, boutique shopping, cafés, fine dining, and the renowned Sotto Sotto restaurant located on the main floor. A truly exceptional opportunity to own one of downtown Oakville's most distinguished penthouse residences.

300 Randall Road Unit PH5, Oakville

56 Birch Hill Lane, Oakville
$3,750,000
5 Beds ⋅ 5 Baths ⋅ W13658150 MLS
Elegant 5-bedroom family home sitting on 0.346 acres on coveted Birch Hill Lane. This quiet and exclusive cul-de-sac south of Lakeshore is just steps to the Lake and Appleby College. Thoughtfully designed with a West Coast flare, this home offers 4336 sf above grade plus a fully finished 2400 sf lower level with separate entrance. Designed for entertaining, the main level features a formal living room with gas fireplace, separate dining room, and a secluded main floor office. The open concept kitchen offers a large centre island, built-in appliances and a rounded breakfast nook overlooking the back gardens. An inviting sunken family room with gas fireplace and custom cabinetry is the perfect end-of-day retreat. A main floor laundry room and powder room complete the main level. Direct access to the 2-car garage. Separate entrance to the lower level from the garage. Upstairs hosts a luxurious primary suite with separate sitting area, walk-in closet and a 5-pc ensuite. 4 additional bedrooms and 2 bathrooms complete the upper floor. The lower level is vast and offers large recreation room, lounge with wet bar, wine cellar, and an exercise room with adjoining spa. A true zen getaway, the 6-pc spa features a freestanding tub, double vanities and a separate steam shower perfect for post workout recovery. The professionally landscaped grounds offer multiple lounging and entertaining areas and is exceptionally private with the green space behind. Ideally located next to top-ranked schools, the lake and a short stroll to all that downtown Oakville has to offer. The perfect enclave for your family to call home.

56 Birch Hill Lane, Oakville

379 River Side Drive, Oakville
$2,999,000
4 Beds ⋅ 4 Baths ⋅ W13647310 MLS
Welcome to this exceptional custom-built bungaloft, thoughtfully owner-designed and completed in 2010, where timeless craftsmanship, luxurious finishes, and an unparalleled setting backing onto Sixteen Mile Creek come together to create a truly one-of-a-kind home. Offering 3 spacious bedrooms and a highly desirable main floor primary suite, this residence has been meticulously designed with no detail overlooked. The primary retreat features a luxurious 6-piece ensuite and a walkout to a private backyard oasis, creating the perfect space to begin and end each day. The heart of the home is the stunning custom kitchen, complete with soapstone countertops, a large centre island, built-in bench seating for relaxed family breakfasts, custom cabinetry with abundant storage, elegant chandeliers, and premium finishes throughout. The kitchen flows seamlessly into the impressive family room, highlighted by soaring vaulted ceilings open to the second level, creating an inviting space for everyday living and entertaining. A walkout leads to the expansive deck overlooking the beautifully landscaped backyard and saltwater pool. Exquisite architectural details, including wrought iron railings throughout, custom millwork, and quality craftsmanship, elevate every room. Main floor laundry adds everyday convenience. The fully finished lower level is designed for entertaining and relaxation, featuring a spacious recreation room overlooked by a full wet bar, games room, exercise room, and a spa-inspired 5-piece bathroom, offering the perfect extension of the home's living space. Backing onto the natural beauty of Sixteen Mile Creek, this remarkable property provides exceptional privacy, scenic views, and a tranquil setting rarely found. Move in, relax, and enjoy luxury living with nothing left to do but unpack.

379 River Side Drive, Oakville

1516 Pinery Crescent, Oakville
$2,649,000
5 Beds ⋅ 5 Baths ⋅ W13646260 MLS
Prestigious Joshua Creek! Exceptional 5 Bed, 5 Bath executive home with over 5,000 sqft of finished living space. Park directly in front and private ravine lot with access to scenic trails. Safe walking distance to top-rated schools (K-G8) - enjoy the rare comfort of watching your children walk to and from school. Main floor features 15-ft ceilings in the living room, private office, formal dining, and open-concept kitchen with unique LG Viatera Quartz counters, Blum push-open cabinetry, upper pull-down storage, and all-new Dacor appliances (2023): 36" hood fan, 36" professional range, 42" built-in fridge, built-in microwave & dishwasher. Walk-out to upper deck overlooking ravine. Hardwood floors throughout main level. Upper level offers 5 bedrooms with ensuite access. Primary retreat with 5-pc ensuite, Jacuzzi tub & 2 walk-in closets. Two Jack & Jill baths serve remaining bedrooms. Fully finished walk-out basement with gas fireplace, bar, pool table area, dance/exercise space, sauna room, 3-pc bath & direct yard access. Landscaped yard with sprinkler system, gas BBQ hookup. Outdoor furniture, pool table & guest room bed included. Extensive updates include: All-new Dacor kitchen appliances (2023) New Whirlpool washer & dryer (2023) Front entry door & patio door replaced (2023) Windows resealed and recaulked (2023) Backyard drainage improvements (2023) Outdoor lighting installed (2023) Roof maintenance (2024) Deck replaced( 2026)

1516 Pinery Crescent, Oakville

10 Southwind Terrace, Oakville
$2,999,000
3 Beds ⋅ 4 Baths ⋅ W13625136 MLS
Lakefront, large and very spacious, freehold townhouse, rarely offered, in prestigious Bronte with unobstructed, panoramic views of Lake Ontario. One of only a select few waterfront residences in this exclusive enclave and seldom available, this exceptional townhouse is offered for the first time and has been professionally renovated from the ground up, representing a complete rebuild with all-new systems, infrastructure, and bespoke designer finishes throughout. Thoughtfully reimagined with refined architectural detail, the residence showcases a dramatic custom staircase, sun-filled open-concept living spaces, and expansive windows that frame breathtaking lake views from multiple levels. Seamless indoor-outdoor flow creates an unparalleled waterfront living experience rarely available in townhouse ownership. The designer kitchen features custom cabinetry and premium appliances, including a high-end stove with oven, range hood, microwave, dishwasher, and refrigerator, curated for elevated everyday living and elegant entertaining. Engineered hardwood flooring extends throughout, complemented by heated bathroom floors and three fireplaces, including two gas fireplaces and an electric fireplace in the private primary suite. The spa-inspired primary ensuite features a steam shower. The third bedroom offers flexibility to be a family room (presently used as one). Basement office/den has multiple uses. Two private waterfront decks, including an impressive 40-ft deck(approx.) on the main and a fully covered one on the third floor, provide exceptional outdoor living and spectacular sunset views. Located in one of Oakville's most coveted waterfront communities with private tennis courts, just steps to Bronte Harbour, marina, waterfront trails, fine dining, and boutique shops. A truly rare turnkey lakefront offering.

10 Southwind Terrace, Oakville

1551 Warland Road, Oakville
$3,498,000
4 Beds ⋅ 5 Baths ⋅ W13611774 MLS
Welcome to 1551 Warland Rd, a stunning custom-built bungaloft in the heart of highly sought-after South Oakville. Nestled just a 5-minute walk from Coronation Park and the serene shores of Lake Ontario, this exceptional residence offers over 5,700 square feet of meticulously finished living space, blending luxury, comfort, and modern convenience. Step inside to discover an inviting main floor where primary rooms exude elegance with coffered ceilings, expansive picture windows flooding the space with natural light, and rich hardwood flooring. The gourmet kitchen is a chefs dream, featuring top-of-the-line JennAir appliances, including dual dishwashers, a gas stove with a custom hoodfan, side-by-side fridge, built-in oven, and microwave. A butlers pantry and servery seamlessly connect the kitchen to the dining room, perfect for effortless entertaining. The bathrooms elevate luxury with quartz countertops, undermount sinks, sleek glass shower enclosures, and heated flooring for year-round comfort. The primary suite, conveniently located on the main level, offers a tranquil retreat with sophisticated finishes and ample space. Downstairs, the lower level impresses with a custom wet bar and wine room, ideal for hosting guests, alongside a dedicated exercise room for your wellness needs. Every detail has been thoughtfully designed to enhance your lifestyle. Step outside to the backyard oasis, where an outdoor patio steals the show with a custom pizza oven, built-in barbecue, and a covered area featuring a cozy fireplace perfect for al fresco dining or relaxing evenings under the stars. Located in one of Oakville's most desirable neighborhoods, this bungaloft combines timeless craftsmanship with modern amenities, all just steps from parks, lakefront trails, and the vibrant South Oakville community.

1551 Warland Road, Oakville

1077 Bridge Road, Oakville
$3,099,900
5 Beds ⋅ 5 Baths ⋅ W13598106 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.

1077 Bridge Road, Oakville

2458 Meadowood Crescent, Oakville
$3,498,000
4 Beds ⋅ 5 Baths ⋅ W13593236 MLS
Tucked away on a quiet dead-end crescent on one of Bronte's best streets, this custom-built home blends thoughtful design and family-friendly living. It is steps from a park and playground, and within walking distance of Bronte's renowned restaurants, waterfront, and marina. Offering over 3,500 square feet above grade, plus a newly finished basement (2026), every inch has been designed for everyday living and effortless entertaining. A formal foyer creates a beautiful first impression, opening to an elegant living room and private main floor office.The heart of the home is an impressive chef's kitchen with premium appliances, an oversized centre island, and exceptional storage. A butler's pantry seamlessly connects the kitchen to the walk-in pantry and formal dining room. A generous breakfast area flows into the inviting family room, featuring a warm gas fireplace.Designed as an extension of the living space, the professionally landscaped backyard was transformed by ProScape Land Design into a private outdoor retreat. It features a covered dining area with a built-in BBQ, tiered seating beneath a pergola, and a private putting green.Upstairs, the layout offers privacy for everyone. The primary suite is a true retreat with a spa-inspired ensuite and a spacious walk-in closet. Two secondary bedrooms share a beautifully appointed Jack-and-Jill bathroom, while the fourth bedroom enjoys its own private ensuite.The newly completed lower level expands the living space with beautifully finished recreation areas, a custom built-in bar with beverage and wine refrigerators, a wine display, extensive built-in cabinetry, a dedicated home gym, and a convenient two-piece bathroom.From its exceptional custom design and family-friendly layout to its magazine-worthy backyard and unbeatable Bronte location, this home is a fantastic opportunity in one of Oakville's most cherished neighbourhoods.

2458 Meadowood Crescent, Oakville

1179 Carey Road, Oakville
$3,450,000
5 Beds ⋅ 5 Baths ⋅ W13548392 MLS
Exceptional contemporary family home on a premium 87x 179 southwest lot on one of Southeast Oakville's most sought-after streets, just steps to top-ranked public schools and prestigious private schools including Linbrook School & St. Mildred's-Lightbourn School. Offering over 5,000 sq. ft. of beautifully finished living space, this impressive residence offers modern design and exceptional family functionality. A generous foyer creates a stunning first impression, with sightlines extending through the home to the beautifully landscaped rear gardens. Professionally designed outdoor living features extensive hardscaping, an inground pool, hot tub, covered gazebo, fire pit zone, and landscape lighting, creating a private resort-like setting for entertaining and family enjoyment. The thoughtfully designed layout offers 4+2 bedrooms and 3+2 bathrooms. All bedrooms feature built-in closets, while the primary generous suite boasts dual walk-in closets and a spa-inspired ensuite with double vanity, soaker tub, and separate shower. The heart of the home is a stunning contemporary kitchen overlooking the spacious family room with a gas fireplace and wall of sliding glass doors opening to the private backyard oasis. Elegant principal rooms include a formal living room with fireplace and oversized windows, a separate dining room, a dedicated main floor office, and a well-appointed mudroom with inside access to the attached two-car garage.The fully finished lower level includes a spacious rec room with gas fireplace, adjoining billiards area, two additional bedrooms, a sauna, laundry room with second refrigerator, direct access to the side yard-ideal for guests, extended family, or recreation. Nestled on one of Southeast Oakville's most desirable streets, this exceptional property offers the charm and tranquility of an established neighbourhood with mature trees, beautiful parks, and convenient access to lakeside parks and Downtown Oakville.

1179 Carey Road, Oakville

104 Whittington Place, Oakville
$2,599,999
5 Beds ⋅ 4 Baths ⋅ W13528872 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 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-paneled 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.

104 Whittington Place, Oakville

488 Macdonald Road, Oakville
$4,999,000
4 Beds ⋅ 5 Baths ⋅ W13524820 MLS
Grand Grounds. Timeless Elegance. Extraordinary Potential.An exceptional opportunity in one of Olde Oakville's most prestigious neighbourhoods. Tucked behind private gates and nestled beneath a magnificent canopy of mature trees, this beautifully landscaped and increasingly rare 0.82-acre estate offers over 7,100 square feet of living space in an irreplaceable setting just moments from Downtown Oakville.Approached by a sweeping circular drive, the timeless brick residence immediately impresses with its classic Colonial Williamsburg-inspired architecture, elegant symmetry, and commanding presence. Beyond the front entrance, peaceful views of the private pond and lush landscape create a tranquil, park-like retreat rarely found in such a coveted urban location.Custom built in 1980, this stately four-bedroom residence offers an extraordinary opportunity to reimagine an exceptional property. Offered in "as is" condition, the home presents the perfect canvas for those looking to undertake a significant renovation, thoughtfully restore its timeless character, or explore the opportunity to create a magnificent custom estate (subject to all necessary approvals). Whether preserving its enduring architectural charm or designing an entirely new vision, the possibilities are truly exceptional.The expansive grounds provide an incredible backdrop for family living, entertaining, and creating lasting memories for generations to come. Properties offering this rare combination of land, privacy, scale, and location are becoming increasingly difficult to find.Ideally situated within one of Oakville's most sought-after school districts and just a short walk to Downtown Oakville, the Oakville GO Station, public and private schools, Post Park, Whole Foods, Longo's, boutique shopping, restaurants, and the lakefront, this is more than an exceptional property-it is a rare opportunity to create a legacy estate in one of Olde Oakville's most coveted locations.

488 Macdonald Road, Oakville

1516 Duncan Road, Oakville
$4,895,000
4 Beds ⋅ 4 Baths ⋅ W13519952 MLS
Welcome to 1516 Duncan Road, an extraordinary custom-built contemporary residence in prestigious Southeast Oakville where exceptional craftsmanship and state-of-the-art smart home technology come together seamlessly. Completed in 2020, this one-of-a-kind bungalow offers 5,000 sq. ft. of living space with 3+1 bedrooms, 4 bathrooms, and a residential elevator servicing all three levels, including the rooftop terrace. Soaring 15-ft floor-to-ceiling windows flood the open-concept interior with natural light while creating a seamless connection to the landscaped backyard featuring extensive hardscaping, an outdoor gas fireplace, heated outdoor living areas, and exceptional privacy. Polished concrete floors with hydronic radiant heating, custom cabinetry, and natural stone finishes define the sophisticated interior. The designer kitchen is equipped with Thermador and Bosch appliances, Brazilian Black Fusion stone countertops, double ovens, a barista station, and a wet bar featuring Grohe Blue chilled, sparkling, and filtered water. The tranquil primary suite overlooks a private bamboo courtyard and offers custom built-ins and a luxurious spa-inspired ensuite. The finished lower level is designed for entertaining with a games area, wet bar featuring Avocatus quartzite, dedicated home theatre, guest suite, and family room. Smart living is elevated through Lutron lighting, Home Assistant automation, Sonos audio, a 24-camera surveillance system, fibre internet with Starlink backup, motorized shutters, and whole-home smart leak protection. Highlights include a heated driveway, walkways and covered porches with integrated snow-melt system, oversized double garage with EV charger, central vacuum, smart irrigation, and low-maintenance landscaping. A truly exceptional residence blending innovative technology, timeless design, and uncompromising luxury in Oakville's most sought-after neighbourhoods.

1516 Duncan Road, Oakville

153 Cairncroft Road, Oakville
$3,890,000
4 Beds ⋅ 5 Baths ⋅ W13512502 MLS
Nestled on an exceptional 15,511sqft mature lot in prestigious Southeast Oakville, this beautifully renovated executive residence offers timeless elegance, luxurious finishes, and an unbeatable location within walking distance to top-ranked schools, including OTHS, EJ PS etc. Offering approximately 3487 sqft. above grade plus a finished lower level, this exceptional home features 4 bedrooms, 5 bathrooms, and thoughtfully designed living spaces perfect for both family living and entertaining.Rich wide-plank hardwood floors, crown mouldings, custom millwork, wainscoting, built-ins, pot lights, stone flooring, an impressive oak staircase with iron pickets, and four gas fireplaces showcase the home's exceptional craftsmanship. The stunning renovated chef's kitchen is appointed with premium Miele appliances, custom cabinetry, and overlooks the inviting sunken family room, creating the perfect gathering space. Elegant formal living and dining rooms provide refined spaces for entertaining, with the living room easily accommodating a baby grand piano.The luxurious primary retreat features its own gas fireplace, an expansive dressing room, and a spa-inspired 4-piece ensuite with a glass shower. The finished lower level offers a spacious recreation room, exercise room, 2-piece bath, and abundant storage.Extensive updates include a complete kitchen renovation, premium Miele appliances, exterior LED lighting, renovated garage, repaved driveway, new eavestroughs, freshly painted exterior façade, new pool liner and heater, and numerous quality improvements throughout.The spectacular backyard is a private oasis featuring a sprawling stone patio, covered terrace, and sparkling in-ground pool surrounded by mature landscaping-perfect for summer entertaining. Ideally located just steps to Lake Ontario, Gairloch Gardens, parks, trails, and only a 3-minute drive to downtown Oakville's boutique shops, fine dining, and waterfront.

153 Cairncroft Road, Oakville

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