Oakville ON Real Estate, Homes with Pool for Sale

An exceptional opportunity to own a luxurious family residence in one of Southeast Oakville's most prestigious lakeside neighbourhoods. Ideally situated south of Lakeshore Road and just three homes from the lake, set on a spectacular approximately 109 by 189 foot lot, the property is surrounded by extensive professional landscaping, mature trees, stonework, and a beautifully designed backyard featuring a heated saltwater pool. With more than 5,000 square feet of refined living space, the home has been thoughtfully designed for comfortable family living and sophisticated entertaining.The versatile floor plan offer 3 bedrooms on the second floor and two bedrooms on the main level. The luxurious primary suite provides a peaceful private retreat with generous closet space, a private balcony overlooking the landscaped grounds, and a spa inspired ensuite complete with heated floors, dual vanities, a glass enclosed shower, and a deep soaker tub. At the heart of the home is the impressive great room, featuring soaring coffered ceilings, a gas fireplace. The kitchen offers an inviting gathering space for everyday living and entertaining, while the separate living and dining rooms provide additional elegance and functionality. Located moments from the lake, waterfront trails, parks, shopping, dining, and major commuter routes, the home is also situated within the highly sought after Maple Grove Public School and Oakville Trafalgar High School catchments and close to several of Canada's finest private schools. This is a rare opportunity to own an exceptional estate on one of South Oakville's most desirable streets, offering an extraordinary combination of location, lifestyle, privacy, and luxury

75 Arbour Drive, Oakville

$1,125,000

3 Beds ⋅ 1 Baths ⋅ W13614184 MLS

Renovate or build your dream home. Great lot, siding and backing onto park on quiet street close to all amenities, schools, parks, bus, Go and hwy's.

2075 Seabrook Drive, Oakville

$1,880,000

5 Beds ⋅ 5 Baths ⋅ W13612860 MLS

Set In prestigious neighbourhood, this exquisite nearly 3,500 sq. ft. residence, enhanced by a beautifully finished 1,600 sq. ft. lower level-offers an exceptional blend of elegance and comfort. Beginning with a sun-drenched living room and an inviting formal dining room ideal for sophisticated entertaining. A stunning kitchen, appointed with dark maple cabinetry and quartz counters and plenty of cupboards. The large eat-in area opens seamlessly to a bright, cozy family room with a gas fireplace and large windows overlooking the beautiful backyard oasis with its sparkling saltwater pool and sitting area. Rich hardwood floors flow throughout most of the home. The upstairs level boasts a sumptuous primary suite with a custom walk-in closet and an expansive 5 pc. sunny ensuite, two additional bedrooms connected by an elegant Jack & Jill bathroom, and a fourth bedroom with its own private ensuite. The luxurious lower level extends the home's lifestyle appeal with a stylish recreation room, a dedicated workout studio, and a private guest bedroom and a full bathroom, creating a truly exceptional setting for refined living.

2211 GLENCAIRN Road, Oakville

$1,325,000

4 Beds ⋅ 2 Baths ⋅ W13612122 MLS

Welcome to 2225 Wyandotte Drive, where you are immediately drawn in by the unmistakable "cottage in the city" vibe nestled on the tree-lined street. The three-season sunroom with new flat roof (2026) is an absolute showstopper, elegantly updated in 2024, offering the perfect place to relax by the fireplace w/ your favourite drink or to start your day as the sounds of nature pour in while you sip your coffee, chapters deep in a favourite book, all while overlooking the pool & expansive grassy space of this exceptionally private backyard. A heat pump added in 2024 extends the enjoyment of this spectacular space. The backyard is an entertainer's dream, featuring a heated saltwater pool (approximately 20' x 40'), perfect for the next Olympic swimmer or a lazy summer float-fully enclosed w/ an elegant wrought-iron fence, while still providing uninterrupted views of the grassy area ideal for play or gardening. Extensive pool updates include the liner, heater, salt cells & pool crawler, ensuring worry-free enjoyment. Step back inside to a home that has been freshly painted in Benjamin Moore Baby Fawn & thoughtfully updated w/ major improvements, including an updated furnace & air-conditioning system. The kitchen features new stainless steel fridge, stove & dishwasher, all installed in 2026. The lower level offers excellent additional living space, complete w/ private home office, large storage room & a spacious recreation room w/ a cozy gas fireplace, large windows allowing natural light to pour in, new berber carpet - a space ideal for family evenings or teens and in-laws who need their own space. Enjoy a short stroll to QE Park Community Centre with its indoor pool, tennis courts, recreational amenities & kids' summer camps. A true commuter's dream, this home is located just over 2 km from Bronte GO Train Station. Ideally situated on one of West Oakville's most sought-after streets, this home offers a rare combination of outdoor space, privacy & serenity.

2225 Wyandotte Drive, Oakville

$1,925,888

5 Beds ⋅ 5 Baths ⋅ W13610260 MLS

Imagine spending your summers in complete privacy, tucked away in your own Westmount ravine sanctuary. Freshly painted and beautifully curated, this premium pie-shaped property expands to a massive 131-foot-wide rear yard, creating a completely secluded backyard experience. Step outside into your resort-style oasis to host sun-drenched gatherings by the custom 9-foot-deep saltwater pool, unwind to the soothing sound of the waterfall, or watch kids and pets play freely on the expansive lawns. Inside, the home balances grand scale with everyday warmth, offering over 4,000 sq ft of meticulously maintained living space. Picture working from home in your quiet main-floor office, gathering under the family room's dramatic cathedral ceilings, or coming home through the mudroom to seamless hardwood floors that span both levels. Upstairs, every family member enjoys luxury with four spacious bedrooms, each enjoying dedicated ensuite access. The fully finished basement expands your possibilities, featuring a second full kitchen, bathroom, and a flexible layout perfect for an in-law suite, independent guests, or the ultimate recreation zone. Additional features include an in-ground sprinkler system, security system, insulated garage doors with automatic garage door openers. Nestled in one of Oakville's premier neighborhoods, you can walk the kids to top-rated Elementary Captain R. Wilson, Garth Webb Secondary School, or St. Joan of Arc Elementary school, while enjoying effortless proximity to the Oakville Hospital, local parks, upscale shopping, and highways 407 and the QEW. Every update has been handled with care - Freshly painted throughout, new powder room vanity, quartz countertops in ensuites, Roof (2018), Main Floor Appliances (within 5 years) including a brand-new pool transformer (2026), salt cell (2025) and pool safety cover (2024). Ready for you to move in and start making memories.

2275 Whitecliffe Way, Oakville

$3,949,000

4 Beds ⋅ 5 Baths ⋅ W13610074 MLS

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

287 MacDonald Road, Oakville

$2,699,000

5 Beds ⋅ 6 Baths ⋅ W13609458 MLS

Welcome to this upscale Southwest Oakville home offering an exceptional lakeside lifestyle, steps from nature & a short drive to conveniences & highways. This sought-after neighbourhood, just 2 blocks from Lake Ontario, close to waterside parks & beaches, is perfect for outdoor enthusiasts. Extensive professionally landscaped grounds, including the private, resort-style backyard, featuring a 14' x 28' heated pool with a sheer descent waterfall, LED colour-changing lighting, copper filtration, a spacious concrete patio, & composite wood seating platforms, elevate summer get-togethers. Cameras monitor the building exterior, & Smart technology allows you to control the pool functions & thermostat via an app on your phone. Inside, enjoy approximately 3,200 sq. ft. of luxury living space with 4+1 bedrooms & 5.5 bathrooms, plus the professionally finished basement, & approximately $400,000 in recent upgrades. Premium finishes include 9 & 10-foot ceilings, upgraded hardwood floors, deluxe laminate in the lower level, oversized designer tile in all bathrooms, pot lights, chic light fixtures, wainscotting, a dramatic 2-storey mirrored foyer feature wall, & the floating oak staircase with glass railings is beyond impressive. The main level offers a formal living & dining area, a family room with a coffered ceiling & gas fireplace, a private office, powder room, & laundry with garage access. The chef's eat-in kitchen features quartz countertops, deluxe white cabinetry, a butler's pantry, a centre island, premium appliances, & walkout to the dream backyard. Upstairs, you'll find 4 spacious bedrooms, each with walk-in closets & dedicated ensuite bathrooms, including the primary suite with a tray ceiling, an electric fireplace & spa-like five-piece ensuite. The finished lower level includes a large rec room with an electric fireplace & wet bar, a fifth bedroom, & a stylish 3-piece bath-ideal for entertaining, extended family, or guests.

175 Burloak Drive W, Oakville

$3,490,000

4 Beds ⋅ 5 Baths ⋅ W13608712 MLS

Welcome to this stunning custom-built residence in prestigious Morrison, offering over 5,000 sq. feet of finished living space plus an award winning rear yard oasis and heated double-car garage with pet access to a private enclosed outdoor area. Recently upgraded with fresh paint, brand-new engineered hardwood flooring on the main and second levels, a new Quartz kitchen island, and stylish modern pendants in the foyer and dining room, this home blends timeless elegance with modern convenience. A grand mahogany double door opens to a soaring two-storey foyer with polished marble floors. The formal dining room is enhanced with a tray ceiling and new pendant, while the great room showcases a dramatic two-storey coffered ceiling, gas fireplace, and abundant natural light. Adjacent to it, the spacious home office offers brightness, natural light, and tranquil views of the beautifully landscaped front yard, creating an inspiring space with direct access to the great room. The gourmet kitchen features custom cabinetry, high-end stainless steel appliances, the new Quartz island centerpiece, and a walk-in pantry. Upstairs, the master retreat includes a gas fireplace, walk-in closet, and spa-inspired ensuite with infinity soaker tub. Three additional bedrooms with walk-in closets, two more baths, and a convenient laundry room complete the upper level. The fully finished lower level is designed for entertaining, with a theatre featuring new laminate flooring, a projection screen with surround sound, an exercise room with closet which can be easily changed to a guest bedroom. A dual steam shower in lower bathroom, a wet bar with a granite countertop, and a temperature-controlled wine cellar. Step outside to your private resort-style backyard, featuring a heated salt-water pool with waterfall, cabana with bar and TV mount, built-in gas BBQ oven & fireplace, and professional landscaping. Perfect for entertaining or quiet family enjoyment, this home defines luxury living.

452 Avon Crescent, Oakville

$2,388,000

4 Beds ⋅ 5 Baths ⋅ W13608694 MLS

5 Elite Picks! Discover 5 Reasons To Make This Exceptional Family Home Yours: 1. Beautifully Upgraded Kitchen Featuring Refinished Cabinetry with Updated Hardware ('24), Granite Countertops, Stainless Steel Appliances & Spacious Breakfast Area with Walk-Out to Patio & Private Backyard. 2. Elegant Principal Rooms Including Family Room with Gas Fireplace & Stone Cast Mantle ('21), Formal Dining Room with Coffered Ceiling & Bow Window, Living Room with Wainscotting & Large Private Office. 3. Spacious Upper Level Offering 4 Bedrooms & 3 Full Baths. Primary Suite Features Huge Walk-In Closet with Custom Organizers & Stunning 5pc Ensuite with Double Vanity, Soaker Tub & Glass-Enclosed Shower ('19). 2nd & 3rd Bedrooms Share a 3pc Semi-Ensuite, While the 4th Bedroom Offers a Walk-In Closet & Private 4pc Semi-Ensuite. 4. Professionally Finished Basement with Large Rec Room Featuring Gas Fireplace, Games Area, Gym/Play Room, 3pc Bath & Excellent Storage. 5. Spectacular Backyard Oasis with Salt Water Pool, Rock Waterfall, Extensive Armour Stone Patio, 2 Cedar Sheds, Landscape Lighting, Mature Trees & Beautiful Perennial Gardens. 9' Ceilings Throughout Main Level. Main Floor Laundry with Garage Access. Patterned Concrete Driveway, Walkway & Stairs. Recent Updates Include New Furnace & A/C ('26), Owned HWT ('26), Stove & Dishwasher ('26), Pool Heater ('25), Pool Liner ('24), Smoothed Ceilings ('20), Washer & Dryer ('20), Upgraded Insulation & Roof Vents ('19). Additional Features Include Hardwood on 2nd Level, Argon Windows, California Shutters, Crown Moulding, Upgraded Baseboards & 30-Year Shingles. Ballantry-Built Home Offering 4,015 Sq.Ft. Above Grade Plus Finished Basement On A Premium Pie-Shaped Lot. Located In Prestigious Joshua Creek, Minutes To Top-Rated Schools, Parks, Trails, Rec Centre, Shopping, Restaurants & Easy Highway Access.

1517 Craigleith Road, Oakville

$2,098,000

4 Beds ⋅ 3 Baths ⋅ W13600724 MLS

Stunning custom renovations throughout this luxurious Glen Abbey home! Nestled on a huge, private pie-shaped lot backing onto a true ravine, this 4-bedroom, 3,115 sq. ft. executive residence offers the perfect blend of comfort, elegance, and outdoor living. Host intimate dinners in the formal dining room overlooking the backyard oasis, or unwind in the main floor family room with a cozy wood fireplace. The main floor office is ideal for working from home.The custom kitchen features granite counters, a massive centre island, and high-end appliances, all overlooking your backyard retreat. The in-ground saltwater pool with a stone waterfall provides the ultimate entertainment space for the whole family, while the expansive ravine lot gives you a cottage-like feel right in the city.The primary suite boasts an updated ensuite with heated floor, walk-in closet, and inviting sitting area, while three additional bedrooms offer flexibility for family or guests. Enjoy easy access to top-ranked Abbey Park High School and Pilgrim Wood Elementary, Muskoka-like trails, Monastery Bakery, parks, shopping, public transit, and highways. Additional highlights include underground sprinklers and excellent Feng Shui. Nothing to do but move in and enjoy! See List Of Upgrades.

1417 Greendale Terrace, Oakville

$1,145,000

3 Beds ⋅ 2 Baths ⋅ W13600074 MLS

Summer is calling...and so is your dream backyard! Come get your swim on before summer, and this home, are gone! From your private resort-style pool oasis to the sparkling shores of the lake just steps away, every day feels like a vacation. Nestled on a quiet, tree-lined street in one of West Oakville's most coveted family neighbourhoods, this beautifully maintained home offers the perfect blend of lifestyle, privacy & future potential. Escape to your beautifully landscaped backyard sanctuary, surrounded by towering cedar hedges for year-round privacy. A stunning in-ground pool, lush gardens & inviting outdoor living/dining spaces create the perfect setting for relaxing & entertaining. Beyond the pool, a large, fully fenced green space lets kids & pets play freely in complete privacy. Inside, bright living spaces are designed for comfortable family living & effortless entertaining, with large windows filling the home with natural light. Enjoy an unbeatable location just moments from Lake Ontario, Bronte Harbour, waterfront trails, parks, top-rated public & private schools, shopping, GOTransit & major highways. Dreaming of your forever home? The current owners have invested 10s of thousands of $$$ in architectural, engineering & design work for a spectacular custom renovation w/addition. The package includes custom floor plans, concept renderings, survey, grading & servicing plans, arborist report, HVAC engineering & supporting documentation, saving you significant time, money & months of planning. Whether you enjoy the home as is, bring the existing vision to life, or create your own masterpiece, this property offers exceptional flexibility in one of West Oakville's desirable lakeside communities. A rare opportunity to own a home that blends a resort-inspired backyard, an unbeatable location steps to the lake, incredible future potential & the lifestyle you've always imagined. Don't miss your chance to make it yours before summer & this amazing opportunity are gone!

433 Seabourne Drive, Oakville

$1,848,800

3 Beds ⋅ 2 Baths ⋅ W13599772 MLS

A Builder's Dream Lot at 75x152ft. Located In The Quiet, Family Friendly Street In The Desirable Coronation Park Neighbourhood. House Is 3+1 Bed, 2 Bath, 2,915 Sqft Of Living Area. Open Liv/Din, Crown & H/W T/O, Oversized Kit, Private Yard With Deck And In-Ground Pool. Fin Ll Includes Fam Rm With F/P, 4th Bed/Den, Games, Powder, Storage, Utility And Laundry Rms. 2 Car Garage, New Fenced-In Yard, Garden Shed Completes This Family Home On A Desirable Lot. Near All The Wonderful Shops & Restaurants Bronte Village Has To Offer! Offers Anytime.

1566 Venetia Drive, Oakville

$1,599,000

4 Beds ⋅ 4 Baths ⋅ W13598470 MLS

Life is better by the lake! This classic 4-bedroom, 2-storey home offers a rare combination of space, privacy & location on a quiet, family-friendly street in Bronte's Samuel Curtis Estates-moments from South Shell Park, Bronte Beach, Bronte Harbour, waterfront trails, parks & the shops & restaurants that give this pocket its character. Step through the front door to a layout built for real life: an open living & dining room for everyday flow & entertaining, a double car garage with easy inside access through the laundry/mudroom, 3 full bathrooms + a main floor powder room, a kitchen equipped to do the heavy lifting, with a Dacor 6-burner gas cooktop, wall ovens & warming drawer for easy entertaining, plus a new LG stainless steel fridge. a fully finished basement & a bright family room anchored by a gas fireplace & oversized windows that frame the backyard in every season. That backyard is the real draw. A private, tree-lined lot with an in-ground pool featuring a natural stone waterfall plus a stunning natural stone patio - the kind of space that turns an ordinary Tuesday into a reason to stay home. Long summer barbecues, quiet mornings with coffee before the day starts, evening swims once the sun goes down - this yard was built to be lived in, not just looked at. Upstairs, the primary suite makes a statement with an impressive double door entry, his & hers closets & a large 5-piece ensuite - a true retreat at the end of the day. 3 additional generous bedrooms give every member of the family their own space, while the finished lower level adds room to grow - a rec room, home gym, office, playroom or guest suite, whatever the next stage of life calls for. Set within sought-after school catchments & a short distance to Bronte's cafes, shops & restaurants, this is a rare chance to put down roots in one of Oakville's most desirable lakeside communities - where the lake isn't just nearby, it's part of how you live every single day.

89 Waldie Road, Oakville

$1

3 Beds ⋅ 3 Baths ⋅ W13594854 MLS

"LUXURIOUS "" SHOW STOPPER" Spent millions of dollars on high end quality renovations. MULTIPLE USEpermitted endless business/ investment potential some conditions apply - day care , bed and breakfast, lodginghouse, short term accmmodation, boarding kennel , home occupation, winery, winery arenas, indoor and outdoorsports facilities list goes on... CUSTOMIZED wodden GATE with fence , Amazing One Of A Kind Country Estateaprox 6.67 acres Featuring fully renovated 2,040 sqft Country-Chic Home with Finished Basement and separateentrance; Lots of upgrades. With 2 indoor highly upgraded Arena's a) 3000 sqft with amazing Gloss Epoxy floor,along with Swimming pool area with turf; b) 2000 sqft upgraded Arena with laminate floor Approx 8500 + Sq ft 20stalls, Arenas can be used for any Horses/decor's/Make-up artists/photography/videos; 2 Indoor Riding Arenas withsand Approx24000 sq ft combined.; Both With Heated Upper-Lounge Viewing Areas, Large Outdoor Sand RingCompleted In 2020 With A Proper Base, Drainage And Granite Sand For Durability As Well As Stadium Lights ForEvenings. Picturous wooden walkway for photography makes it dreamland. This is Your Chance To Take The LeapInto Owning Your Dream Home And Property, Don't Miss Out On Calling This Luxurious Property Yours!

2483 Burnhamthorpe Road, Oakville

$4,450,000

5 Beds ⋅ 6 Baths ⋅ W13591888 MLS

Architect-designed. Never lived in. Statement residence in Bronte. Crafted by Ni Ni (B.C.I.N. #41885), this custom contemporary sits on a rare pie-shaped lot with exceptional rear width and privacy, minutes to Lake Ontario, Bronte Marina and waterfront trails. Not builder-grade-designed, permitted and executed to a cohesive architectural vision. The home offers 5 bedrooms, 6 bathrooms and a dedicated pet spa. A grand foyer opens to an open-concept living area anchored by a dramatic 23-ft floor-to-ceiling window wall. Premium aluminum gliding windows with German hardware, engineered white oak flooring and ambient pot lighting enhance the bright, airy feel. Chef-inspired kitchen with top-of-the-line Dacor appliances, custom cabinetry, Calacatta marble backsplash, pot filler and a waterfall island. Napoleon fireplaces in living and family rooms. Main floor guest suite with private ensuite; private office with separate backyard entrance. Cambridge hydraulic elevator to all levels. Upstairs: three bedrooms with spa-inspired ensuites, walk-in closets and 12 ft 3 in ceilings. Fully finished walkout lower level with radiant heated floors (ready), home theatre, recreation space, full kitchen/bar, guest suite, oversized cold storage and direct backyard access via premium aluminum doors. Exterior: fully fenced yard with aluminum perimeter and frameless glass railings; large inground pool with heating provisions; heated driveway permit approved. Systems and extras: Control4 automation (3 iPads), whole-home audio, security system, central vacuum, 3 fireplaces, 4 skylights, BBQ rough-in and parking for up to 8 vehicles. A rare, meticulously executed contemporary home offering luxury, functionality and proximity to Bronte's waterfront lifestyle.

468 Saville Crescent, Oakville

$1,698,000

3 Beds ⋅ 3 Baths ⋅ W13591306 MLS

Welcome to this beautifully renovated 4-level side-split detached, offering approximately 2000 sq.ft. of finished living space. Ideally situated on a premium pie-shaped lot and a quiet crescent. Featuring a spectacular resort-style backyard in one of Oakville's most desirable neighbourhoods. Boasting 3 spacious bedrooms and 3 bathrooms, including two fully renovated spa-inspired baths with heated floors, heated smart toilets, jet showers, illuminated vanity mirrors, and electric blinds, every detail has been thoughtfully designed.The stunning chef's kitchen is the heart of the home, showcasing quartz countertops, a large centre island, Bosch stainless steel appliances, built-in wine cooler, double sink with garburator and sleek custom cabinetry with abundant storage. The inviting living room with fireplace and bright dining area overlook the beautifully landscaped backyard. Step outside to your private oasis with a heated saltwater in-ground pool, newly stained deck, contemporary gas fire pit, lush landscaped gardens and no rear neighbours-backing onto open green space for exceptional privacy.The newly renovated basement features a spacious recreation room with a stylish wet bar, built-in Bosch microwave, gas fireplace, large windows, modern laminate flooring, upgraded laundry room with new sink and washer and dryer. Two crawl spaces with new laminate flooring provide ample storage. Major Updates: Bathrooms & Basement (2026), Kitchen, Bosch Appliances, Laundry Room, Paint & Entryway Flooring (2025), Roof , Garage Doors (2025), Pool Filter & Heater, Furnace & A/C (Rental 2022). Ideally located just minutes from Oakville's waterfront, Bronte GO Station, Downtown Oakville, top-rated schools, parks, trails, community centres, shopping, and restaurants. Note: the garage doors in the pictures have been replaced with new doors.

2442 Woburn Crescent, Oakville

$2,049,000

4 Beds ⋅ 4 Baths ⋅ W13590468 MLS

Welcome To One of Falgarwood's Most Exceptional Properties, Perfectly Positioned on a Premium 75' X 150' Ravine Lot Backing Directly onto Morrison Valley South. This Fully Renovated Four-Bedroom Executive Home Offers a Rare Blend of Luxury, Privacy, & Everyday Comfort. Surrounded by Mature Trees and Spectacular Ravine Views, Retreat to Your Own Backyard Oasis Where Nature Becomes Part of Your Everyday Lifestyle. The Beautifully Renovated Interior Showcases Rich Hardwood Flooring, Spacious Principal Rooms, and a Stunning Chef-Inspired Kitchen with Quartz Countertops, Stainless Steel Appliances, and a Large Centre Island. The Inviting Family Room with a Gas Fireplace Overlooks the Breathtaking Ravine. While the Upper-Level Features Four Generous Bedrooms, including a Luxurious Primary Retreat with a Spa-Inspired Ensuite, Walk-In Closet, Vaulted Ceiling, & Gas Fireplace. The Professionally Finished Walk-Out Basement Adds Exceptional Living Space with a Theatre Room, Gym, And Direct Access to Your Private Outdoor Retreat. Unwind in the Heated Inground Pool with Waterfall, relax in the Hot Tub, Entertain on The Expansive Patios, or Simply Enjoy the Peace & Tranquility of One of Falgarwood's Most Coveted Ravine Settings. Minutes to Top-Rated Schools, Parks, Trails, Sheridan College, GO Transit, Shopping, & Major Highways. A Truly Rare Opportunity in One of Oakville's Most Desirable Neighbourhoods.

1302 Hillview Crescent, Oakville

$2,049,000

6 Beds ⋅ 4 Baths ⋅ W13588766 MLS

338 Woodale Ave is a detached West Oakville home offering six bedrooms, four bathrooms, and over 4,000 sq ft of finished living space across three levels - on a 65 x 122 ft professionally landscaped lot with a double car garage, four-car driveway, and no sidewalk on the garage side. Total parking for 6 vehicles. The main floor bedroom is worth calling out on its own. A full bedroom with a private bath -completely on the ground level. No stairs, no compromise. This is the feature multi-generational families search for and rarely find in a home this size: aging parents or in-laws who want their own space, guests who need real privacy, or anyone with mobility considerations. Most two-storey homes tack this on as an afterthought. Here it's a well-proportioned, fully finished room - and it changes the way an entire family can live in this house. The main floor kitchen and family room feature quartz counters, stainless appliances, and a large island with seating for 4 - open to a dining area for 8 and a gas fireplace. Hardwood floors run throughout the main and upper levels. Upstairs, the primary suite has a private ensuite and walk-in closet. Two additional bedrooms share a Jack-and-Jill bath with dedicated workspace. The fully finished basement adds two more bedrooms, a full bath, and a large recreation room. The 122-foot lot depth creates a genuinely private backyard. Out back: a year-round heated swim spa - rare at this price point in Oakville - with professional landscaping, patio dining, HBO, and multiple gas fireplace settings. Automatic sprinkler system. Minutes from downtown Oakville, GO Transit, and Highways 403/QEW Served by W.H. Modern Public School - one of Oakville's top-ranked public elementary schools.

338 Woodale Avenue, Oakville

$2,499,000

6 Beds ⋅ 6 Baths ⋅ W13588684 MLS

Step into true luxury with this stunning 5+1 bedroom, 2 storey custom home, offering high-end finishes throughout and the rare opportunity to be the first occupant. Sits on a premium lot in the heart of West Oakville; surrounded by top schools, parks, trails, and quick access to highways, lake, and shopping. The main floor features a mudroom with a dog wash station and laundry area, along with an open-concept kitchen, family, and dining room that walks out to a beautiful patio and in-ground pool - ideal for indoor/outdoor living and entertaining. Showcasing exceptional craftsmanship throughout, notable features include engineered hardwood flooring, pot lights, quartz countertops in the kitchen & bathrooms, and oversized windows that fill the home with natural light. The second level offers a spacious primary retreat with a large walk-in closet and a 6-piece ensuite, along with an additional bedroom on the same level - perfect for a nursery, office, or private guest suite. The upper level includes three additional bedrooms, each complete with its own walk-in closet and ensuite bathroom, plus a second laundry room conveniently located on this level. Two of the bathrooms feature skylights, adding an abundance of natural light. The fully finished basement includes a large recreation room, a sixth bedroom, and a 4-piece bathroom - perfect for guests, extended family, or a private retreat. Pre-wired for smart home technology, this home offers modern convenience, thoughtful design, and exceptional comfort throughout. Luxury Certified

2488 Bridge Road, Oakville

$4,898,000

5 Beds ⋅ 7 Baths ⋅ W13588170 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

$2,180,000

6 Beds ⋅ 4 Baths ⋅ W13587132 MLS

STUNNING EXECUTIVE RESIDENCE nestled in prestigious Southeast Oakville. Boasting over 2900 Square Feet with 4+2 Bedrooms, this IMMACULATE & SPACIOUS home offers refined living with top to bottom renovations, showcasing premium upgrades and high-end finishes throughout. The Main Level features elegant dark Brazilian hardwood flooring, a Gourmet Kitchen with granite countertops, high-end built-in appliances, custom cabinetry by Gravelle, a substantial centre Island, heated travertine tiles and a walk-out to a Private backyard Oasis. Hosting a Formal Dining Room with over-sized windows - allowing abundant amount of natural light & a Living Room with high quality crown moulding and an elegant gas fireplace decorated with black granite. Upper Level features a Magnificent Primary Retreat with walk-in closet and spa-like 6 piece ensuite featuring his and her sink vanities, air jet soaker tub, and stand-in shower. The fully finished Lower Level is an ENTERTAINER'S dream, complete with a large recreation room along with media surround speaker system plus two additional large Bedrooms and a 3 piece Bathroom. Lower Level hosts a WET BAR created by K Design with granite countertop, Sub-Zero wine fridge, Kitchen Aid Bar fridge, Fisher & Paykel dishwasher drawer, B/I Panasonic Microwave, bar sink and under counter lights. Outdoors, a Private backyard retreat with a Saltwater Inground Pool, 5 Zone Irrigation system, and an inviting lounge patio, ideal for summer gatherings. This LUXURIOUS home is surrounded by parks, scenic walking trails and minutes away to major highways, GO Train, Shopping, Restaurants and TOP-RATED SCHOOLS. This home delivers luxury, comfort and UNBEATABLE LOCATION. DON'T MISS OUT - BOOK TODAY!!

500 Blenheim Crescent, Oakville

$5,250,000

4 Beds ⋅ 6 Baths ⋅ W13585382 MLS

Exceptional custom-built luxury home with approximately 4,655 sq. ft., plus the professionally finished basement on a premium 185' deep lot with west exposure, on one of Southwest Oakville's coveted lakeside streets. Steps to Lake Ontario, & a 20-minute walk to historic downtown Oakville, Oakville Harbour, trendy shops & restaurants, & close to major highways & GO Station. Outstanding curb appeal highlighting a timeless stone exterior, exposed aggregate driveway, natural stone walkways, iron fencing, irrigation system, manicured gardens & mature trees. The spectacular resort-style, dream backyard features an in-ground saltwater pool, raised hot tub, expansive stone patios, custom gazebo, covered terrace area with ceiling fans & heaters, cabana with serving bar, lush gardens, & a tranquil waterfall & creek surrounded by mature trees for exceptional privacy. The elegant interior features soaring ceilings, hardwood floors, deep crown mouldings, custom cabinetry, pot lights, built-in speakers, 4 gas fireplaces, oversized windows & walkouts, with custom blinds & draperies. Designed for both entertaining & family living, the home offers a stunning open-concept great room off the foyer, formal living room & separate private dining room, spacious family room, & a renovated chef's kitchen (2018) with premium appliances, quartz counters, a large island, breakfast bar & bright breakfast area with walkout to the backyard. Upstairs is a generous laundry room, 4 spacious bedrooms, (4th bedroom currently used as den but can be converted to 4th bedroom) & 3 full bathrooms, including a luxurious primary suite with cathedral-style ceilings, a fireplace, & a renovated 6-piece ensuite (2015). The professionally finished basement features a home theatre, recreation/games room, wet bar, gym & 3-piece bathroom. Additional updates include a new pergola & awning (2024), furnace, air conditioner, & renovated kitchen (2018), re-shingled roof & renovated ensuite bathroom (2015).

70 Shorewood Place, Oakville

$1,599,900

6 Beds ⋅ 4 Baths ⋅ W13585206 MLS

**Welcome To This Stunning, Extensively Renovated Executive Home Nestled In The Heart Of Oakville's Prestigious River Oaks Community. Thoughtfully Redesigned With Exceptional Attention To Detail, This Move-In Ready Residence Showcases Brand New Flooring Throughout, A Spectacular Chef-Inspired Kitchen Featuring Custom Cabinetry, Quartz Countertops, Premium Stainless Steel Appliances And Designer Finishes. A Beautiful Solid Oak Staircase, Fresh Designer Paint, Modern Lighting And Elegant Upgrades Throughout Create A Bright, Sophisticated Living Environment.****The Functional Family-Friendly Layout Offers Spacious Principal Rooms, A Warm And Inviting Family Room, And Seamless Living Spaces Perfect For Everyday Living And Entertaining. The Professionally Finished Basement Provides Exceptional Additional Living Space, Ideal For A Recreation Room, Home Theatre, Home Gym Or Office.****Step Outside To Your Own Private Backyard Oasis Featuring A Sparkling Inground Swimming Pool And A Spacious Deck, Creating The Perfect Setting For Summer Entertaining, Relaxing Weekends, And Making Lasting Memories With Family And Friends.****Ideally Situated On A Quiet, Family-Oriented Street In One Of Oakville's Most Desirable Neighbourhoods, This Exceptional Home Is Close To Oakville GO Station, Public Transit And Major Highways For An Easy Commute. Enjoy Walking Distance To Parks, Scenic Trails, Sheridan College And Highly Rated Schools, With The Vibrant Uptown Core Just Minutes Away, Offering Convenient Access To Walmart, Real Canadian Superstore, Restaurants, Cafés, Shopping And Everyday Amenities. A Rare Opportunity To Own A Truly Turn-Key Home That Seamlessly Blends Timeless Style, Modern Comfort And Resort-Style Outdoor Living.**

2105 Oakmead Boulevard, Oakville

$1,678,888

5 Beds ⋅ 4 Baths ⋅ W13584592 MLS

Located In The Highly Sought-After West Oak Trails Community, This Beautifully Updated 4 Bedroom, 4 Bathroom Family Home Offers Over 3,300 Sq Ft Of Finished Living Space, A Bright And Well-Balanced Layout, Exceptional Privacy And Access To Some Of Oakville's Most Respected Schools, Including Forest Trail Public School, Garth Webb Secondary School And The White Oaks Secondary School International Baccalaureate Program. Convenient School Bus Pickup Is Located Right At The Door. The Main Floor Features Generous Formal Living And Dining Areas, Hardwood And Marble Flooring, And A Sun-Filled Open-Concept Kitchen And Family Room Designed For Comfortable Everyday Living, Family Gatherings And Entertaining. Large Windows Bring In An Abundance Of Natural Light, While The Walkout To The Deck And Pool Creates A Seamless Connection To The Private Outdoor Setting. Upstairs, The Spacious Primary Retreat Includes A Walk-In Closet And Spa-Inspired Ensuite, Along With Three Additional Well-Proportioned Bedrooms Offering Space For Children, Guests Or A Dedicated Home Office. The Finished Lower Level Adds Valuable Flexibility With A Large Recreation Room, Wet Bar, Gas Fireplace And Ample Space For Extended Family, Older Children, A Fitness Area, Media Room Or Work-From-Home Space. The Mature Backyard Offers A Generous Deck, Above-Ground Pool, And Direct Access To The Heritage Trail Network And Sixteen Mile Creek Pathways, With No Rear Neighbours Providing A Rare Sense Of Privacy. Additional Highlights Include A Double Car Garage, Private Driveway With No Sidewalk, Updated Furnace And AC, And An Irrigation System Updated In 2023. Minutes From Bronte Creek Provincial Park, Oakville Trafalgar Memorial Hospital, Shopping, Transit And Major Commuter Routes, This Is A Welcoming And Versatile Home Offering Comfort, Convenience And Long-Term Value In One Of Oakville's Most Desirable Family Neighbourhoods.

2137 Frontier Drive, Oakville

$2,779,900

6 Beds ⋅ 5 Baths ⋅ W13581570 MLS

**Private Court Location in Sought After Fairway Hills Neighborhood. This Home Offers Stunning Panoramic Views of Conservation Lands and Backs Onto The 18th Tee at Glen Abbey Golf Course. **Over 3,800 sq ft Above Grade of Luxury Finishes Plus 2000 sq ft. Of Professional Finished Basement. **The Ground Floor Features Double Story Foyer, Library(Living Room) and Family Room. Double Height Windows, Vaulted & Custom Coffered Ceilings, Hardwood Floor Throughout, Custom Doors, Large Office, Two Serveries & Pantry. Large Eat-In Kitchen With Six B/I Stainless Steel Appliances. Central Island W/Granite Countertops. **The Upper Level Features Spacious Primary Bedroom w/Balcony Overlooks The Golf Course, Large W/I Closet W/Organizers. Lavish 6pc SPA Ensuite, Glass Shower, Soaker Tub, Double Vanity W/Expansive Counter Space. 3 Additional Well Sized Bedrooms, All Boast Walk In Closets & Bathroom Access. **Lower Level by Bachly Construction, Offering over 2,000 sq ft of Relaxation With Fireplace, 2 Guest Bedrooms and Full Bath. Outstanding Exterior Features Including Custom Decks and Large Covered Porch, Beautiful Landscaping Front and Back. In Ground Pool (2004) with Jets/Waterfall, Liner(2023), Pump(2021). Close To Top Public and Private Schools: Abbey Park, Rotherglen. Located Amongst Numerous Walking Trails and a Direct, Short Drive to Downtown Oakville. Fantastic Location for Commuters. Roof Shingles (2025). Furnace & CAC W/Reliance (-$139.99/month Plus HST). There Is a Fairview Hills Association Fee For Common Elements Maintenance: Approximately $1000 Annually.

530 Golfview Court, Oakville

$2,378,000

7 Beds ⋅ 5 Baths ⋅ W13572434 MLS

Welcome to this exceptional custom-built Dimarco executive family home, offering over 5,600 sq.ft. of beautifully finished living space in one of West Oak Trails' most sought-after neighbourhoods. Extensively renovated throughout, this impressive 5+2 bedroom residence combines timeless design, generous proportions, and a family-focused layout rarely found in today's market. Designed for both everyday living and effortless entertaining, the home showcases elegant principal rooms, a dedicated main-floor office with custom built-in cabinetry, and a beautifully appointed chef's kitchen featuring premium built-in appliances, custom maple cabinetry, and an oversized centre island. The professionally landscaped backyard is a private retreat, complete with a heated saltwater pool, expansive outdoor living spaces, and multiple areas for entertaining and relaxation. The rare five-bedroom upper level provides exceptional space for growing families, while the fully finished lower level offers outstanding flexibility with additional bedrooms, recreation and media spaces, a gym/flex room, full bathroom, wet bar, and abundant storage - ideal for multi-generational living and evolving family needs. Located within walking distance of highly rated schools and just steps to 16 Mile Creek, Lions Valley Park, and scenic trails. Minutes to shopping, recreation facilities, Oakville Trafalgar Memorial Hospital, Oakville GO Station, major highways, and everyday amenities. This is more than a home, it's a lifestyle designed for families who value space, comfort, and connection.

2101 Westoak Trails Boulevard, Oakville

$2,725,000

4 Beds ⋅ 5 Baths ⋅ W13572128 MLS

Set on a spectacular south-facing lot backing onto mature woods, this beautifully renovated Mattamy-built family home offers over 4,800 SF of luxurious living space. With sophisticated finishes t/o, 4 BR, and 4.5 baths, it is designed for exceptional family living effortless entertaining.The welcoming main level features elegant principal rooms with hardwood floors and expansive windows, including a gracious living room with soaring vaulted ceiling, formal dining room, private home office, convenient main-floor laundry, and a beautifully reno'd powder room. At the heart of the home is the stunning 2021 kitchen, beautifully appointed with quartz countertops, stainless steel appliances, abundant cabinetry, and a bright breakfast area that flows seamlessly into the spacious family room with gas fireplace.The lux primary suite offers two walk-in closets and a beautifully renovated spa-inspired ensuite, a freestanding soaker tub, and an oversized glass shower. Two additional bedrooms share a beautifully renovated family bathroom with a striking black-framed glass shower, while the fourth bedroom enjoys its own four-piece ensuite.The professionally finished lower level, accessed by both the main staircase and a convenient second staircase, offers exceptional additional living space with above-grade windows, a spacious recreation and media area, gas fireplace, wet bar with beverage fridge, gym, and billiards area.The professionally landscaped backyard is a true private retreat. Surrounded by mature trees and backing onto peaceful woods, it features an IPE hardwood deck, built-in outdoor barbecue, gas firepit, spectacular inground pool, and lush perennial gardens-creating an extraordinary setting for relaxing, entertaining, and making the most of summer days and evenings.Located in sought-after Joshua Creek, this exceptional home is surrounded by top-rated schools, beautiful parks, and an extensive network of walking trails, with shopping, GO Transit, and major highways

1478 Creekwood Trail, Oakville

$1,988,888

5 Beds ⋅ 4 Baths ⋅ W13571646 MLS

Beautifully renovated and thoughtfully designed for family living, this exceptional Glen Abbey home offers 4+1 bedrooms, 4 bathrooms, and timeless style with thoughtful functionality throughout. Bright, spacious principal rooms are complemented by a beautifully updated kitchen with quality finishes and ample workspace, flowing seamlessly into inviting living and family areas. Upstairs features four generous bedrooms, an open loft ideal as a reading nook, office or play area, and a spacious primary retreat with ensuite and walk-in closet. The finished basement adds valuable living space with an additional bedroom, stylish full bar, large recreation room, and ample storage. Outside, enjoy a private backyard oasis with professional landscaping, hardscaping, mature privacy, built-in lawn irrigation, and an in-ground saltwater pool. Walk to Pilgrims' Way P.S., Abbey Park H.S., and Loyola Catholic Secondary School, with parks, trails, shopping, highways, the GO Station, and Oakville Trafalgar Memorial Hospital nearby.

1291 Windrush Drive, Oakville

$2,948,000

5 Beds ⋅ 5 Baths ⋅ W13569862 MLS

Designed by Keeren Design & built by VersaCorp, this exceptional custom residence is set on a private, mature 70-foot-wide lot in sought-after South West Oakville. Framed by established landscaping, the property offers remarkable privacy & an outstanding connection to its outdoor spaces, highlighted by a saltwater pool completed in 2023 & a professionally finished lower level completed the same year. Timeless architecture, quality craftsmanship & thoughtful updates combine to create a home that is both refined & highly functional. The main level is designed for effortless everyday living & entertaining, featuring soaring ceilings, hardwood flooring, custom millwork, built-in speakers & all-new lighting that create a bright, contemporary atmosphere throughout. Formal living & dining rooms provide elegant spaces for hosting, while the open-concept family room flows seamlessly into the chef's kitchen, complete with custom cabinetry, a large centre island & walk-in pantry. A dedicated main-floor office offers an ideal work-from-home environment, while the mudroom provides practical everyday convenience. The second level features four generously sized bedrooms, each with direct access to a bathroom, allowing family members & guests to enjoy privacy & comfort without leaving their personal space. Skylights introduce natural light throughout the upper level, while the second-floor laundry room adds another layer of convenience to daily living. The professionally finished lower level significantly expands the home's functionality with a media room, spacious recreation room, wet bar, fireplace, dedicated office or gym, an additional bedroom with its own private washroom & abundant storage. Together, these spaces create a flexible extension of the home suited to entertaining, extended family living, fitness or quiet retreat. A rare offering where architecture, privacy & modern family living come together on one of South West Oakville's most desirable streets.

540 Weir Avenue, Oakville

$6,599,000

5 Beds ⋅ 7 Baths ⋅ W13569686 MLS

Set on an oversized 100' 170' estate lot in Morrison, one of Oakville's most established neighbourhoods, this custom-built residence offers approximately 7,800 sq. ft. of finished living space, including a walk-out lower level designed for elegant entertaining and comfortable family living.A dramatic two-storey foyer introduces expansive principal rooms with soaring ceilings, oversized windows, and custom millwork throughout. The chef-inspired kitchen features premium appliances, custom cabinetry, a walk-in pantry, wine cellar, and a large centre island, flowing seamlessly into the breakfast area and family room. Sliding glass doors open to a covered patio with a built-in BBQ, generous dining area, and separate lounge. Formal living and dining rooms, a private office, and well-planned service areas complete the main level.The second floor is highlighted by a luxurious primary suite with a custom dressing room, spa-inspired ensuite, and private balcony overlooking the landscaped grounds. Three additional spacious bedrooms each offer ensuite access and walk-in closets, providing exceptional comfort and privacy.The professionally finished walk-out lower level includes a fitness area, games room, media room, playroom, and a fifth bedroom for guests or extended family. Large windows and direct backyard access create abundant natural light and seamless indoor-outdoor living.The private backyard is surrounded by mature trees and professionally landscaped grounds, featuring a resort-inspired swimming pool, covered outdoor living area, and multiple spaces for entertaining and relaxation.Ideally located close to Lake Ontario, downtown Oakville, top-rated public and private schools, shopping, community centres, parks, and a full range of local amenities.

265 Maple Grove Drive, Oakville

$1,478,800

4 Beds ⋅ 3 Baths ⋅ W13568964 MLS

Your dream home awaits in one of Oakville's most sought-after lakeside communities! Welcome to this elegant 2-storey detached home, perfectly situated on a quiet cul-de-sac, backing onto Victoria Park and surrounded by mature trees for exceptional privacy. Designed for both everyday living and entertaining, the bright open-concept kitchen and family room is the heart of the home, featuring elegant Dekton countertops, stainless steel appliances, a gas range, a centre island with sink, and a cozy fireplace. Patio doors lead to your private backyard oasis where you can relax, entertain, and cool off in the above-ground pool all summer long. Start your mornings on the charming covered front porch with a coffee while enjoying the peaceful neighbourhood setting. The spacious main floor also offers a welcoming living and dining room combination. Upstairs, you'll find three generous bedrooms, including a beautiful primary retreat with French doors, a walk-in closet, and a private ensuite. A second full bathroom serves the additional bedrooms, while a convenient powder room is located on the main level. The finished basement adds even more living space with a large recreation room and a fourth bedroom-ideal for guests, teens, a home office, or extended family. A home where your family can truly grow and create lasting memories! Minutes to Bronte Village, Harbour, the marina, waterfront trails, beaches, boutique shops, cafés, restaurants, excellent schools, and nearby Shell Park. An exceptional opportunity to embrace the Bronte lifestyle. Why just read about it when you can see it in person?

3287 Victoria Street, Oakville

$1,175,000

5 Beds ⋅ 3 Baths ⋅ W13568052 MLS

Rare opportunity to build your dream home on a premium 10,000+ sqft corner lot in one of Oakville's most established and family-friendly neighbourhoods. With over 70 foot frontage and a depth of 125 feet this expansive West facing lot is the ultimate opportunity for those seeking sought after afternoon sun. Surrounded by custom new builds homes, this property offers exceptional potential for builders, investors, or buyers looking to create a custom residence in a highly desirable location. Enjoy the perfect balance of privacy and convenience, just minutes to top-rated schools, parks, trails, golf courses, shopping, dining, and easy access to major highways and GO Transit for effortless commuting. Located close to Oakville's vibrant downtown core, waterfront parks, and countless everyday amenities, this is an incredible chance to secure a property in a prestigious neighbourhood known for its mature streetscapes, luxury custom homes, and outstanding lifestyle appeal. Whether envisioning a modern masterpiece or timeless family estate, the possibilities here are endless in one of Oakville's most sought-after communities. Compare lot sizes to most recent corner sales in the area ... this is superior value! Property being sold as is where is. Lot size as per Geowarehouse

482 Sherin Drive, Oakville

$1,949,000

5 Beds ⋅ 4 Baths ⋅ W13564528 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.

1171 Fairmeadow Trail, Oakville

$2,899,000

4 Beds ⋅ 4 Baths ⋅ W13558488 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

$6,250,000

5 Beds ⋅ 7 Baths ⋅ W13558096 MLS

This is not your average home-it's a statement.Set on a premium, near half-acre lot, this custom masterpiece brings together the vision of Gren Weis, the craftsmanship of Bachly Construction, and the landscape artistry of Mark Pettes-creating a residence that feels as elevated as it is effortless.From the moment you step inside, the energy shifts. Soaring 10-ft ceilings and a stunning 17-ft sun-drenched family room set the tone-open, airy, and designed to impress. A dedicated main floor office offers the perfect balance of productivity and privacy, ideal for today's work-from-home lifestyle. Whether it's an intimate night in or a full house of guests, the flow is seamless. A prep kitchen keeps everything behind the scenes running smoothly, while the newly added main-floor bar invites you to pour a drink and stay awhile. The glass-encased wine room? Pure drama-in the best way.Every bedroom is its own private retreat, complete with a luxe ensuite-because comfort should never be compromised.Downstairs, the vibe continues. Think late nights at the wet bar, morning workouts in your private gym, spa-level relaxation, and a fully equipped nanny suite. A walk-out lower level leads directly to the hot tub-blurring the line between indoor comfort and outdoor indulgence. This level isn't just extra space, it's a lifestyle.And then there's the backyard. Tiered, curated, and designed to be lived in. A newly added pool sets the scene, while the covered cabana lounge and outdoor kitchen make entertaining feel like a vacation. There's even a dedicated dog run-because every detail has been considered.Sleek, bold, and undeniably fun-this is a home that doesn't just look good, it lives beautifully.

1102 Crestview Street, Oakville

$6,399,998

6 Beds ⋅ 8 Baths ⋅ W13556804 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

$1,658,000

5 Beds ⋅ 4 Baths ⋅ W13552962 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

$2,749,000

6 Beds ⋅ 6 Baths ⋅ W13550880 MLS

Set on a coveted street in Bronte West, this 5-bedroom, 6-bathroom home is built for family life, entertaining, and complete privacy, backing directly onto greenspace with no rear neighbours in sight. For families who want room to grow without sacrificing the little details that make a house feel like home, this one delivers on every front. Inside, the open-concept kitchen anchors the main level, designed for the everyday rhythm of a busy household as much as it is for hosting, a natural gathering point for morning routines, homework at the island, and dinners with friends. The main floor also features a fully custom in-law suite, complete with its own living room, bedroom, and bathroom that opens directly to the backyard, a rare and thoughtful layout that's ideal for extended family, live-in support, or guests who deserve their own private space. Upstairs, the primary suite is a genuine retreat, offering a spa-inspired 5-piece en suite and a separate custom walk-in closet built for real storage, not just show. The remaining bedrooms give a growing family the flexibility it needs, whether that's space for kids, a home office, or a dedicated guest room. The fully finished basement extends the living space even further, with a wet bar, fridge, dedicated laundry room, and additional crawl space for storage; every practical need is considered. Step outside and the backyard becomes its own destination. A saltwater pool and hot tub sit alongside a separate bar cabana, a custom four-season canopy for year-round enjoyment, and a custom stream that ties the whole space together. Backing onto greenspace, the setting is completely private, a rare find this close to everything Bronte has to offer. Every inch here has been designed for entertaining, unwinding, and the everyday moments that make family life good. This is a home built for families who want space, flexibility, and a backyard unlike anything else in Bronte West.

493 Tipperton Crescent, Oakville

$2,149,000

5 Beds ⋅ 4 Baths ⋅ W13550196 MLS

Extensively Renovated Inside and Out | Premium Miele Appliances | Custom Millwork Throughout | Private Backyard Oasis with Pool.Welcome to 2366 Devon Road, an extensively renovated family residence nestled on a quiet, tree-lined street in Oakville's prestigious Eastlake community. Offering 4+1 bedrooms and 4 beautifully updated bathrooms, this exceptional home seamlessly blends timeless elegance with modern functionality, delivering a truly turnkey lifestyle.Thoughtfully redesigned from top to bottom, the home showcases superior craftsmanship and substantial investments in upgrades, including a newer roof, updated electrical systems, refined interior finishes, and meticulously curated living spaces. At the heart of the home is a stunning chef-inspired kitchen featuring premium Miele appliances, custom cabinetry, and abundant storage solutions designed for both everyday family living and effortless entertaining.Luxury custom millwork is highlighted throughout, including beautifully crafted kitchen cabinetry, designer bathroom vanities, and an elegant built-in bar area, adding sophistication, warmth, and practicality to the home. Spacious principal rooms, a dedicated home office, and a versatile fifth bedroom provide exceptional flexibility for growing families, multigenerational living, guests, or those seeking an inspiring work-from-home environment.Step outside to your own private backyard oasis featuring an inviting in-ground swimming pool, mature landscaping, and generous entertaining space, creating the perfect setting for summer gatherings, family fun, and relaxing weekends at home.Ideally located near top-ranked schools, parks, scenic trails, shopping, fine dining, and major commuter routes, this meticulously upgraded residence presents a rare opportunity to own a truly move-in-ready family home in one of Oakville's most sought-after neighbourhoods.

2366 Devon Road, Oakville

$3,325,000

5 Beds ⋅ 6 Baths ⋅ W13550008 MLS

Welcome to this exceptional family residence in prime Southeast Oakville, just steps to the lake and within the coveted catchments of Maple Grove Public School and Oakville Trafalgar High School, as well as close to some of Canada's finest private schools. Set on a premium 100' x 150' professionally landscaped lot, this impressive home offers over 5,000 sq. ft. of luxurious living space designed for comfortable family living and elegant entertaining.A welcoming front porch leads into a thoughtfully designed interior featuring hardwood floors throughout, generous principal rooms, and quality finishes. Designed with families in mind, the home offers 4+1 bedrooms, each with its own ensuite bathroom and walk-in closet. The luxurious primary suite is a private retreat, complete with a gas fireplace, Juliet balcony overlooking the beautifully landscaped backyard, and a newly renovated spa-inspired ensuite with dual vanities, a glass shower, and a soaker tub.The heart of the home is the spectacular open-concept kitchen and great room with soaring vaulted ceilings and a gas fireplace. The main floor also features a spacious dining room, private office, den/games room, and convenient mudroom.The professionally finished lower level provides exceptional additional living space with a large recreation room and bar, theatre room with projection screen, fifth bedroom, and a beautifully finished laundry room.The private backyard is a true oasis with mature landscaping, a heated in-ground pool, hot tub, expansive composite deck, stone patios, and landscape lighting, creating the perfect setting for outdoor living and entertaining. Completing this remarkable property is a triple-car garage equipped plus a car lift, offering exceptional space for collectors, hobbyists, or additional storage. An outstanding opportunity to own a luxurious family home in one of Oakville's most prestigious lakeside neighbourhoods.

2160 Aintree Terrace, Oakville

$2,999,000

2 Beds ⋅ 2 Baths ⋅ W13548676 MLS

Superior Rare Wide Lot Ideal for Builders/Investors! This exceptional property, located in the prestigious Eastlake neighborhood, offers over 15,000 sq. ft. of prime real estate. Surrounded by multi-million dollars homes, this rare lot presents an incredible opportunity for development. The property features RL-01 zoning (maximum lot coverage of 30%) and is being sold "As Is," providing flexibility for your plans. Included in the sale is an exterior skimmer pool with complete filtration equipment, perfect for unwinding and enjoying serene moments by the pool deck. Relish the tranquility of the beautiful backyard, ideal for relaxing with a coffee and rejuvenating your soul. Listing agent related to the Seller.

275 Eastcourt 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 luxurious primary 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

$1,289,990

4 Beds ⋅ 2 Baths ⋅ W13545806 MLS

Exceptional opportunity in the highly sought-after College Park community of Oakville! Welcome to 127 Mayfield Drive, a well-maintained, move-in-ready bungalow offering 4 spacious bedrooms, 2 full washrooms, a bright living room with fireplace, a generous dining area, and an expansive kitchen-perfect for families, investors, or builders alike. The home has just become vacant and was previously generating $4,200 per month in rental income, making it an excellent investment opportunity with immediate income potential if leased again.Situated on a premium lot, the property features parking for up to 8 vehicles, including a 6-car driveway and a 2-car attached garage. The backyard offers a full-size 16 ft x 32 ft in-ground swimming pool, creating a fantastic outdoor entertaining space. The pool is fully in place and functional but requires routine maintenance and a new liner, presenting a great opportunity for the next owner to restore it to its full potential. For builders and developers, this property comes with approved permits to construct approximately 3,400 sq. ft. above grade (approximately 5,200 sq. ft. including the basement), allowing you to build a spectacular luxury custom home in a neighbourhood surrounded by newly built multi-million-dollar residences. Ideally located just 7 minutes from Lakeshore Road, 2 minutes from the golf course, and 5 minutes from Downtown Oakville, with easy access to top-rated schools, parks, shopping, restaurants, transit, and all major amenities.Whether you're looking for a move-in-ready home, a strong investment property, or the perfect lot to build your dream custom residence, 127 Mayfield Drive presents a rare opportunity in one of Oakville's fastest-transforming luxury neighbourhoods.

127 Mayfield Drive N, Oakville

$3,898,000

5 Beds ⋅ 5 Baths ⋅ W13543596 MLS

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

376 Wedgewood Drive, Oakville

$2,049,000

6 Beds ⋅ 5 Baths ⋅ W13540704 MLS

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

215 Burloak Drive, Oakville

$3,950,000

5 Beds ⋅ 7 Baths ⋅ W13538450 MLS

Exceptional Keeren Design luxury residence nestled at a quiet cul-de-sac off Morrison Road in prestigious Southeast Oakville. Set on a lush, professionally landscaped ravine lot with creek views, this 2 year new custom-built home offers around 5,400 sqft. of refined living space, exuding elegance, unparalleled craftsmanship, and modern innovation throughout.Stepping in through the triple-pane mahogany front entry, soaring 10 ceilings on the main floor and 9 ceilings upstairs are complemented by white oak hardwood floors, extensive plaster crown moulding, custom wainscoting, and a dramatic open-riser staircase. The chefs kitchen is outfitted with double centre islands, top of the line appliances, Riobel fixtures, Zomodo sinks, Top Notch cabinetry, and a second fully equipped spice kitchen. Additional features include main floor office with custom cabinetry, accent walls through-out, a built-in mudroom, and floor-to-ceiling fiberglass windows framing the ravine.2nd floor is entrenched with natural light through the flared skylight with LED Light Valance, all bedrooms feature custom panel detail, crown moulding, and private ensuites with Riobel fixtures, large-format tiles, heated floors, and wall-hung toilets. The spa-like primary ensuite includes a steam unit and LED valance lighting. The walk-up basement boasts a 5th bedroom with private ensuite, a bar, large recreation space, and a stunning under-garage theatre room wired for Dolby Atmos.Enjoy the private resort-like outdoor living with in-ground pool, paving stone patios, armour stone accents, and a smart RainBird irrigation system, 6"x6" privacy fence, stone skirt. Smart home features include motorized blinds, Lutron lighting, 16 hardwired security cameras, Ecobee, Honeywell security, MyQ garage control, CAT6 wiring, and a smart irrigation system all designed for seamless living in Oakville's most coveted neighbourhood.

1225 Baldwin Drive, Oakville

$4,488,800

3 Beds ⋅ 3 Baths ⋅ W13538440 MLS

Exceptional property, situated in prime Morrison area of southeast Oakville, 1.293 Acres with tall trees and English-country gardens, abutting Morrison Creek at the back for total privacy. The home offers a sense of timeless elegance and warmth, with rich solid-wood floors in principal rooms and light pouring in from multiple bay windows throughout. Walk into the refined living room/great room and find a grand, wood-burning fireplace, with lush views of the backyard from both bay windows. The dining room offers a sophisticated light-filled space from a front-facing bay window and provides ample table room for large gatherings. Next to the dining room is the charming office space, with built-in bookshelves and wood floors, plus a walkout to yard. There is a potential in-law suite at the end of this row, with a den and a 4-pc bathroom (was originally planned as one). The eat-in kitchen provides plenty of cupboard space and a cozy sunroom added - a tranquil reading nook looking out to the gardens. The spacious, charming primary bedroom provides a 4-pc ensuite bathroom, walk-in closet, and an adorable alcove/sitting room looking out to the front courtyard. Down the hall, a sunny, quaint walk-through to the back wing looks out to the private courtyard and 40' salt-water pool, with skylights and a separate entry. Two more 2 bedrooms plus a 5-pc bathroom services this wing. The property provides lovely landscaping, trees and fragrant bushes in the expansive backyard, with the lawn extending all the way back to the slope of Morrison Creek and the protected flood plain below. Lot measures: 112ft (front and back) x 497ft (south side) x 505ft (north side). There is a 2-car garage and ample parking on the interlock driveway. Oakville Trafalgar High School district. Showings are by appointment only.

230 Morrison Road, Oakville

$5,888,000

5 Beds ⋅ 6 Baths ⋅ W13533014 MLS

Nestled within one of Oakville's esteemed neighborhoods, this exceptional residence epitomizes luxury living. Boasting proximity to the lake, renowned schools, tennis courts, parks, and various amenities, this property offers a blend of convenience and exclusivity. Upon entering, guests are welcomed by an exquisite interior spanning over 5,000 square feet of above-grade living space. The detached home showcases a distinctive architectural design and impeccable artisanship, radiating elegance. Crafted to emulate a lavish retreat, the residence features an array of amenities including an in-ground pool, hot tub, backyard putting green, a meticulously landscaped outdoor area complete with a bathroom and shower. Inside this dream showhome offers ample space for entertaining. In the kitchen, grey-blue cabinets with black uppers pair beautifully with a sleek quartz countertop and backsplash for a modern industrial look. A two-storey hallway connects the kitchen to the rest of the main floor and offers drama of its own with rich velvet drapes and a series of French doors. Enjoy this one of a kind basement including a bowling alley, a gym room, open-concept media room and a 5th guest bedroom. Luxury Certified.

393 Maple Grove Drive, Oakville

$2,390,000

4 Beds ⋅ 3 Baths ⋅ W13531074 MLS

Welcome to 383 Maplehurst Avenue, an exceptional redevelopment opportunity in the heart of West Oakville, surrounded by luxury custom homes on one of the area's most sought-after streets. Seton a premium 75 272 ft lot (approximately **20,505 sq. ft.), this remarkable property offers endless possibilities to renovate, expand, or build a spectacular custom estate. Zoned RL2 SP:1, the property permits a detached dwelling of up to 3 storeys and 12 metres in height, offering exceptional flexibility for a custom home design (subject to applicable approvals). The expansive lot provides an extraordinary canvas for resort-style outdoor living, with ample space for a pool, cabana, outdoor kitchen, or beautifully landscaped gardens. Located on a quiet, tree-lined street with no sidewalks, the property benefits from full-width driveways, enhanced front landscaping opportunities, and exceptional curb appeal-hallmarks of Oakville's most sought-after luxury neighbourhoods. Surrounded by prestigious custom-built residences, the setting offers both privacy and a refined streetscape that continues to attract discerning homeowners and builders alike. The existing residence offers immediate functionality while future plans are developed, making it an ideal opportunity for end-users, builders, and investors alike. Located just moments from Lake Ontario, Appleby College, Downtown Oakville, Bronte Harbour, waterfront parks, marinas, and some of Oakville's top-ranked public and private schools, this prestigious address combines an exceptional lifestyle with outstanding long-term value. Convenient access to the QEW, Highway 403, and GO Transit ensures effortless commuting throughout the GTA. Whether you're envisioning a landmark custom residence, a luxury family estate, or a strategic land acquisition in one of Oakville's most established neighbourhoods, 383 Maplehurst Avenue represents a truly rare opportunity to secure one of West Oakville's premier building sites.

383 Maplehurst Avenue, 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

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