Oakville Real Estate | Oakville Single Family Homes for Sale

Welcome to this resplendent custom-built masterpiece in Southeast Oakville, where flawless contemporary design meets the serenity of lakeside living. Steps from scenic parks and every desired amenity, this home offers over 7,400 SF of exquisitely curated living space designed for those who appreciate sophistication and comfort in equal measure.From the moment you enter, the open-concept layout invites a seamless flow between elegant entertaining and relaxed everyday living. The chef's kitchen, anchored by a grand Caesarstone island and outfitted with premium Miele appliances, effortlessly connects to the dining area, perfect for hosting intimate dinners or grand celebrations. Wine enthusiasts will delight in the temperature-controlled 648-bottle cellar, while the floor-to-ceiling double-sided fireplace brings warmth. The primary suite is a private sanctuary, complete with a serene balcony, a designer walk-in closet, and a spa-inspired ensuite featuring heated floors and a double-sided fireplace. Three additional bedrooms, each with their own ensuites, ensure every guest enjoys comfort and privacy. The lower level offers a full lifestyle experience, featuring a nanny suite, fitness area, sauna, wet bar, and a spacious recreation room with a walk-up to the entertainer's backyard. Step outside to a resort-like setting with a heated inground pool, hot tub, outdoor BBQ station, and pool house, all designed for effortless entertaining year-round. Additional highlights include White Oak hardwood flooring, porcelain tiles, LED lighting, built-in speakers, and a heated driveway. This home is a true testament to craftsmanship and thoughtful design.

112 Elton Park Road, Oakville

$2,299,999

4 Beds ⋅ 5 Baths ⋅ W13074626 MLS

Exceptionally crafted by Greenpark Group in 2019, this expansive 4-bedroom family home offers over 5,200 sq ft of beautifully finished living space. Ideally positioned at the end of the row on a rare premium lot with an impressive 98-ft frontage, the property backs onto a wooded trail providing a level of privacy seldom found in the neighbourhood. Thoughtfully designed to balance quiet luxury with everyday living, the home features rich hardwood and porcelain flooring throughout, along with elegant formal spaces including a large dining room and a stunning sitting area highlighted by soaring cathedral ceilings and transom windows. At the heart of the home is a show-stopping modern kitchen, complete with high-end Miele appliances, beautiful stone countertops, and a convenient butler's pantry. The open layout flows effortlessly into a spacious family room with a gas fireplace-perfect for both entertaining and relaxed family time. Upstairs, four generously sized bedrooms provide ample space for a growing family. The primary features two walk-in closets and a stunning 5-pc ensuite. The impressive 1,600 sq ft finished basement adds tremendous versatility, featuring a full bathroom, separate entrance, dedicated laundry room, and a rough-in for a future kitchen. During warmer months, the premium lot truly shines with two distinct outdoor areas ideal for playing, entertaining, or simply unwinding in privacy. The garage is also equipped with EV charging capability. A rare offering that combines space, privacy, and modern luxury-this home truly has it all.

491 Threshing Mill Boulevard, Oakville

$2,100,000

6 Beds ⋅ 4 Baths ⋅ W13071286 MLS

Rarely does a home of this size and setting come to market in Glen Abbey-and when it does, it doesn't last. Set on a deep lot backing onto a trail and ravine, this property offers nearly 5,400 sq. ft. of living space and a level of privacy that is difficult to find. The main floor is designed for everyday family living, featuring a spacious eat-in kitchen with stainless steel appliances, granite countertops, and a full pantry. The adjoining family room includes a wood-burning fireplace and bay windows that frame views of the ravine. Upstairs, five well-proportioned bedrooms provide ample space for a growing family, without compromise. The renovated spacious basement is a standout feature, offering a large open recreation area along with a private bedroom and full ensuite. It is well-suited for guests, extended family, or a dedicated home office. Outdoor living is equally compelling, with a spacious deck surrounded by mature trees and direct access to the adjacent trail, creating a natural and private setting. Despite the seclusion, the location remains highly convenient. Heritage Way Park and Heritage Glen French Immersion School are directly across the street, while Abbey Park High School and the Oakville Recreation Centre & Library are within walking distance. Some photos have been virtually staged to illustrate potential use of space.

1626 Heritage Way, Oakville

$2,079,000

4 Beds ⋅ 4 Baths ⋅ W13068276 MLS

COMPLETELY REDESIGNED IN 2015 WITH A 600 SQUARE FOOT ADDITION! Welcome to 269 Sunray Road, a beautifully renovated home nestled on a quiet, family-friendly street in sought-after Bronte! This exceptional four-bedroom family residence was thoughtfully redesigned in 2015, featuring a spacious 600 square foot primary retreat addition above the garage, complete with an electric fireplace, walk-in closet, and spa-inspired four-piece ensuite. Designed for modern living, the open concept main level offers an ideal floor plan with a bright, centrally located kitchen showcasing a large centre island, quartz countertops, stainless steel appliances, ample cabinetry, and plenty of space for family and friends to gather. Stunning PurParket hardwood flooring (made in Canada) flows throughout the main level (2026) and upper level (2015), adding warmth and continuity. Quality upgrades include custom cabinetry from Precision Cabinetry, spray foam insulation throughout, updated electrical, hardwired fire and carbon monoxide detectors, a 200 amp breaker panel, as well as a furnace and roof (2015). Step outside to your own private backyard oasis, featuring an inground saltwater 16' x 30' pool and hot tub (both installed in 2018) - a perfect space for relaxation, hosting family barbecues, and entertaining guests. Ideally located within walking distance of Eastview Public School, parks, Queen Elizabeth Park Community and Cultural Centre, and South Oakville Centre (Hopedale Mall). Enjoy close proximity to vibrant Bronte Village and the lake, offering the very best of lakeside living. A rare opportunity to experience refined living on one of South Oakville's most coveted streets. (certain images have been digitally enhanced)

269 Sunray Road, Oakville

$1,929,900

5 Beds ⋅ 5 Baths ⋅ W13067736 MLS

Premium 50-ft lot backing onto greenspace in highly sought-after Westmount! Exceptional family home offering over 3,300 sq ft of bright, functional living space with 4+1 bedrooms and 5 bathrooms. Desirable layout features spacious principal rooms, main floor office, oversized family room, and open-concept kitchen with breakfast area overlooking private backyard. Expansive primary retreat with walk-in closet and ensuite. Finished basement with additional bedroom, bath, and recreation area provides ideal space for extended family, guests, or entertaining. Enjoy privacy with no rear neighbours. Close to top-rated schools, parks, trails, hospital, shopping, and major highways. Rare opportunity in one of Oakville's premier family communities.

2481 Whistling Springs Crescent, Oakville

$2,698,000

5 Beds ⋅ 5 Baths ⋅ W13066506 MLS

This Architecturally Designed Home Comes Complete With 5 Bedrooms 3 Full Baths And 2 Half Baths A Custom Kitchen With Built In Appliances, Located In A Highly Sought After Tree Lined Quiet Street In South West Oakville This Quality Custom Built Home Offers Exceptional Decor High End Features And Over 5000 Sq Feet Of Finished Living Space. Great Room Open To Above, Fully Finished Basement, In-Ground 24X32 Salt Water Pool With Extensive Landscaping & Mature Gardens.

531 Jeanette Drive, Oakville

$1,888,000

5 Beds ⋅ 4 Baths ⋅ W13065596 MLS

Recently upgraded Beautiful Executive Colonial Residence offering over 4,600 sq ft total of refined living space on a stunning corner lot. Meticulously maintained & thoughtfully updated, this home blends timeless elegance with everyday comfort. Step into the grand foyer with soaring 16-foot ceilings and make an unforgettable first impression.The main lvl showcases expansive principal rooms, including a formal living rm with a cozy gas f/p and a sophisticated dining rm large enough to seat a table for 8 w/direct access to the renovated kitchen.The kitchen is a true showpiece, featuring custom white cabinetry, quartz counters & backsplash,breakfast bar, & high-end stainless steel appliances.The adjoining breakfast area walks out to the backyard patio-perfect for entertaining. Relax in the spacious great room with a wood-burning f/p & an oversized window that fills the space with natural light. The main flr also offers a private home office, a renovated powder room, and a convenient laundry room with access to the double garage.Upstairs,retreat to the luxurious primary suite w/ double-door entry, dual walk-in closets&a spa-inspired 5-piece ensuite w/heated flrs,glass-enclosed shower, double vanity,luxury b/i dressing table& a soaker tub. Three additional generously sized bdrms and a reno'd 4-piece bath complete the upper lvl. The finished bsmt offers excellent in-law potential, feat a large rec rm with gas f/p a full second kitchen, an exercise rm, spacious fifth bdrm, a 4-piece bath. Enjoy beautifully landscaped front and backyards with interlocking stone walkways, a large patio, & lush green space ideal for relaxing or entertaining. Ideally located directly across from Valleybrook Park, offering scenic walking trails,playground,splash pad,tennis &pickle ball courts.It's also a short distance from a rec centre, library, shopping, & one of Ontario's top-ranked high schools. Exceptional opportunity to own a distinguished home in a highly sought-after neighbourhood!

2101 Grosvenor Street, Oakville

$1,970,000

4 Beds ⋅ 5 Baths ⋅ W13060630 MLS

4-Bedroom Detached Corner Residence In The Prestigious Glen Abbey Encore Community, Built By Lindvest In 2022. Offering 4,171 Sq Ft Total Area / 3,897 Sq Ft Of Finished Living Space (As Per MPAC). Designed With 10 Ft Ceilings On The Main Level And 9 Ft Ceilings On The Upper And Lower Levels. Hardwood Flooring Throughout Main And Second Floors, Complemented By Porcelain Tiles And High-Quality Luxury Vinyl Flooring In The Finished Basement. Chef-Inspired Kitchen Featuring Premium Appliances. Open-Concept Family Room With Fireplace And Main Floor Den Ideal For A Home Office. Well-Designed Layout With Two Bedrooms Offering Private Ensuites And Two Additional Bedrooms Connected By A Jack & Jill Bathroom. Primary Retreat Features A Spa-Inspired Ensuite With Freestanding Tub And Frameless Glass Shower, Along With Generous Walk-In Closets. Professionally Finished Basement With 9 Ft Ceilings, Full Bathroom, And Oversized 36" Windows Providing Abundant Natural Light. Located Steps To Saw Whet Park With Tennis, Pickleball, Soccer Fields, And Playground, And Surrounded By Trails And Green Space Near Fourteen Mile Creek. Photos Virtually Staged.

2395 Saw Whet Boulevard, Oakville

$1,499,999

3 Beds ⋅ 4 Baths ⋅ W13058180 MLS

April showers bring May flowers and just like that spring is in full bloom with amazing homes hitting the market. Where there are thorns there are roses and this one is a beautiful long stem rose with all the bells and whistles. Welcome to 2121 Pinevalley Crescent located in the highly sought after community of Joshuas Creek in Oakville. From the moment you step through the front entrance to the walk out basement leading to the backyard you will love everything in between and all around this exceptional home. Enjoy hardwood flooring throughout making everyday living both stylish and easy to maintain. The chef kitchen seamlessly connects to the home and garden and is complemented by convenient main floor laundry for effortless living. Upstairs you will find three spacious beautifully appointed bedrooms including a serene primary retreat featuring an ensuite bathroom with a soaker tub and separate shower perfect for unwinding after long days. The fully finished walk out basement includes a four piece bathroom and offers excellent suite or income potential if desired. Outside enjoy great neighbours along with a double car garage and driveway. Whether you are looking to raise a family upsize downsize or whatever size this home checks all the boxes. Call your agent and let's chat real estate. Let's go.

2121 Pinevalley Crescent, Oakville

$1,998,000

5 Beds ⋅ 4 Baths ⋅ W13056138 MLS

Great Family Home in a Fantastic Location! Discover this charming family home situated between two top-rated schools in Joshua Creek: St. Marguerite and Iroquois Ridge. Convenience is at your doorstep, with just a few minutes walk in either direction. This property features a rare wrap-around front porch, complemented by a beautiful stone garden. The front-facing room is perfect for a home office or a quiet retreat. The inviting open kitchen and family room boast a cozy gas fireplace and provide easy access to the backyard, making it an ideal space for entertaining. Highlights include: 9 ft ceilings and durable hardwood and tile flooring throughout for easy maintenance. A spacious basement equipped with a second gas fireplace, an extra bedroom, a full bathroom, and a newer laundry suite plus tons of storage space. A 2-car garage with inside entry, along with a side entrance from the mudroom.This home blends comfort, convenience, and style. Enjoy nearby parks, recreational centers, dining, shopping, and easy access to the highway. Don't miss your chance to make this beautiful house your new home!

1259 GLENASHTON Drive, Oakville

$1,588,900

4 Beds ⋅ 4 Baths ⋅ W13056076 MLS

Discover this exceptional almost 2,600 sq ft detached home built in 2024 by Primont Homes. Modern efficiency meets timeless craftsmanship in this barely-lived-in residence, complete with full Tarion new home warranty protection for added peace of mind.This beautiful family-friendly community boasts top-ranked schools: Dr. David R. Williams Elementary School (top 9% in Ontario) & White Oaks Secondary School (ranked 29th out of 747 secondary schools in Ontario with an 8.8/10 rating)Just steps from the brand new park at the end of the street, featuring tennis courts, playground, and green space-perfect for active families.Interior Highlights Include: 4 generous bedrooms, including a massive primary suite with a spa-like ensuite featuring a glass shower, separate soaker tub, and his-and-hers sinks, Spacious his-and-hers walk-in closets in the primary bedroom, 3.5 bathrooms. Open-concept gourmet kitchen with quartz countertops, stylish tile backsplash, large island, stainless steel appliances, and an impressive 5x5 pantry offering abundant storage and counter space 10 ft ceilings on the main floor, Hardwood floors on the main floor, staircase and hallways. Double-sided fireplace creating warmth and elegance, Second-floor laundry room for ultimate convenience, Upgraded LED crystal light fixturesAdditional Features: Unique side-door entrance above the basement staircase deal for easy conversion into a secondary suite or in-law apartment. Double car garage (18 ft wide) with direct interior access. This home perfectly blends modern design, functionality, and lifestyle convenience. Don't miss your opportunity to own a nearly new Primont masterpiece in one of the area's most desirable communities! All measurements and square footage are approximate and must be verified by the buyer and the buyer's agent.

58 William Crawley Way, Oakville

$1,899,000

5 Beds ⋅ 5 Baths ⋅ W13053920 MLS

This stunning 4-year-new luxury home offers over 3,000 sq ft above grade and approximately 4,000 sq ft of total living space, including the finished basement. Featuring top-quality hardwood flooring throughout, this elegant residence blends modern design with exceptional comfort. The gourmet kitchen is equipped with high-end Bosch appliances, including a 5-burner cooktop, a large center island, and a premium Samsung refrigerator. It opens to a beautiful deck with a BBQ rough-in-perfect for entertaining family and friends. The open-concept main floor showcases a spacious family room and dining area, highlighted by a cozy electric fireplace and abundant natural light from large windows on both sides. A versatile main-floor den with French doors can easily serve as a home office, living room, or even a bedroom. Upstairs, you'll find a generous open-concept loft space, ideal as a family lounge or convertible into a fifth bedroom. The second floor also features a conveniently located laundry room with high-end LG washer and dryer. Additional upgrades include stylish zebra blinds throughout, as well as custom double-layered sheer curtains on the large patio door. The basement boasts high ceilings and enlarged windows, bringing in plenty of natural light. The home also includes a high-ceiling garage with EV rough-in and an upgraded air conditioning system. Ideally located close to parks, schools, highways, hospitals, and shopping, this exceptional property offers the perfect combination of luxury, convenience, and lifestyle.

3457 Post Road, Oakville

$6,459,000

5 Beds ⋅ 8 Baths ⋅ W13050914 MLS

This Incredibly Keeren Designed Home Built In 2022! Located In Prestigious Eastlake Neighbourhood. This Home Boasts Approx.6300sf Luxury Living Space! Featuring Top-Notch Architectural Refinements With 4+1 Bdrms, 8 Baths (6 Full, 2 Half). Exterior Facade And Walk-up Area Built With Indiana Stone From The United States, Pella Windows And Doors, 71/2"*3/4 Grandeur White Oak Colour Engineered Hardwood Floor Through Out.The First Floor Boasts 10' Ceiling, A Double-Height Entry W/A Chandelier Lift/Down/W/A Skylight. Spacious Main Flr Office Perfect For Working From Home. The Great Rm Area Includes A Cozy Gas Fireplace, Breathtaking Views Of the Stunning Backyard Pool. Kitchen Equipped With B/I High-end Wolf Gas Stove & Hood, B/I Miele 30'' Fridge, Freezer, Oven & Micro, 2 B/I Asko Dishwashers And 24" Marvel Wine Fridge. A Lg 60* 91 Centre Island, Marble Calacatta Porceline Countertop And Backsplash, Ample Upper & Lower Cabinetry Space.The Interior Showcases Detailed Trim Work, Plaster Crown Molding, A Motorized Blinds System On Main Flr And Master Bdrm, Heated Floors In The Basement And All Ensuite Upstairs. Massive Windows Flooding Every Space With Light. The 2nd Floor Offers 4 Luxurious Bdrms, Each With Its Own Ensuite And W.I.C. Primary Bdrm W/A Lg Dress Rm W/A Skylight & Elegant 5pc Ensuite. The Residence Is Further Equipped With 2 Carrier Air Conditioning Units and 2 Furnaces W/Humidifiers. The Basement Includes A Guest Bdrm W/Ensuite, Rec, Home Theatre, Gym & Glass-enclosed Wine Rm. Designed Landscaping At Front & Backyard. The Fully Fenced Rear Yard Is A True Oasis W/Salterwater Pool W/Waterfall, An Outdoor Covered Porch W/Stone Gas Fireplace & BBQ Area. Irrigation System, Security System W/HD Outdoor Cameras, An Indoor Sound System And Google Home Automation. Six Routers Allow Network Signal Transmitted Within Entire House. HWT Owned. Walking Distance To Town, Parks & The Lake. OT High School, Maple Grove, Ej James, St. Mildreds, Linbrook, Appleby, Maclachlan.

172 Burgundy Drive, Oakville

$1,799,000

4 Beds ⋅ 4 Baths ⋅ W13050008 MLS

Beautiful 4 bedroom, 3.5 bathroom home in the sought-after Glen Abbey community, built by Primont Homes and offering 2,745 sq. ft. of well-designed living space with Approx. $70,000 in upgrades. Bright open-concept layout features hardwood flooring throughout. Family and dining rooms provide generous space for everyday living and entertaining, flowing seamlessly into a well-appointed kitchen and spacious breakfast room with porcelain tiles, centre island, S/S appliances including premium Samsung fridge, pot lights and a quartz countertop. All bedrooms feature either an ensuite or shared bathroom along with large closets for comfortable family living. Second-floor laundry adds everyday convenience. Basement includes a rough-in bath, offering future potential. Excellent location surrounded by nature and located right beside a trail, close to Bronte Creek Provincial Park, Deerfield Golf Course, shopping, dining, Bronte GO Station, and quick access to Highways 403 and 407.

1361 Yellow Rose Circle, Oakville

$1,689,990

4 Beds ⋅ 5 Baths ⋅ W13042670 MLS

Beautiful Valery home with 4 + 1 bedrooms, 5 bathrooms, offering approx. 3400 sq ft including professionally finished basement by the builder. Extensive upgrades including, engineered hardwood flooring, plaster Crown Moulding throughout main Fl and upper hallway, 10 & 9 ceilings, great room with fireplace, upgraded tiles on main fl. surround system on main Fl, beautiful kitchen with quartz counters, quartz backsplash, breakfast counter and top of the line Jenn-Air SS appliances, gas stove and gas oven.. Enlarged basement windows & rough-in for wet bar. 2nd floor laundry room. All upstairs bedrooms have ensuite bathrooms & the primary bedroom with luxe 5-piece ensuite soaker tub & glass shower. Close to schools, hospital Hwy, parks and lots more. Incredible value here! 10+! **EXTRAS** Some Furniture can be included please ask LA.

95 Viva Gardens, Oakville

$1,899,990

4 Beds ⋅ 5 Baths ⋅ W13033272 MLS

Power of Sale! Executive Family Home on a 50 FT Lot In Desirable North Oakville. Premium Elevation Stone/Stucco Built by Greenpark. Situated On a Family Friendly Street. Bright Open Concept 10 FT Main Flr With Large Principal Rooms. Freshly Painted, Hwd Floors, Combined Living/Dining W Coffered Ceilings. Over Sized Kitchen Large Island, Servery, High End S/S Appliances, Quartz Counters & Custom Backsplash. 9 FT Ceilings on 2nd Flr, 4 Beds All Have En-Suite Baths. W/O Unspoiled Basement W 9 Ft Ceilings and Potential In Law Suite/Apt. Well Suited For A Large Family. Over 3300 Sq Ft + Above Grade. Steps To Parks, Schools, Walking Trails, 403/407, Shopping & Grocery Stores. L/A or Seller Make No Representations/Warranties AS IS Where is.

3226 William Rose Way, Oakville

$23,980,000

5 Beds ⋅ 8 Baths ⋅ W13030806 MLS

Welcome to 489 Lakeshore Road East, a truly exceptional estate crafted by the renowned Ferris Rafauli, nestled in the prestigious enclave of southeast Oakville along the serene shores of Lake Ontario. This rare one-acre property boasts a remarkable 18,000+ square foot steel-frame home, meticulously designed to showcase unparalleled craftsmanship and timeless elegance. Every detail of this exquisite residence speaks to a dedication to luxury living, from its concrete structure to its five bedrooms and eight baths, eight fireplaces, three kitchens, and elevator for seamless access to all levels. Indulge in the ultimate relaxation with amenities such as an indoor pool, built-in spa, dry sauna, and cabana with a full kitchen. The property also features a four-car garage, 600-amp electrical service, in-floor heating, and cutting-edge building operation systems, all complemented by award-winning landscaping that surrounds this magnificent estate. For the discerning buyer seeking the epitome of luxury living, 489 Lakeshore Road East offers an unparalleled opportunity to experience a lifestyle of opulence and refinement.

489 Lakeshore Road E, Oakville

$4,750,000

6 Beds ⋅ 8 Baths ⋅ W13023762 MLS

Welcome to 417 Union Street, an exceptional modern home nestled in the heart of prestigious Old Oakville. Completed in 2023, this one-of-a-kind residence blends modern farmhouse inspiration with refined contemporary and traditional design elements, creating a home that is both striking and timeless. The modern farmhouse exterior showcases clean lines, black-framed windows, and a harmonious mix of materials, complemented by a covered porch, professionally landscaped front and back yards, and a stone six-car driveway. The backyard offers a private retreat with a deck, stone patio, and custom garden shed. Inside, the home is filled with natural light and defined by a modern, sleek interior. Wide-plank engineered hardwood flooring, custom ceilings with integrated LED lighting, and large-format matte tiles elevate the main living areas. The chef-inspired kitchen features quartz countertops and backsplash, an oversized centre island, built-in Bosch appliances, and a convenient adjoining servery. A tiered maple staircase with glass railings leads to the upper level, where skylights continue the home's bright and airy feel. The expansive primary suite spans over 700 square feet and offers two walk-in closets and a luxurious five-piece ensuite with double vanity, freestanding tub, and glass-enclosed rainfall shower. Three additional bedrooms each include their own custom three-piece ensuite with modern walk-in showers. The fully finished lower level adds outstanding versatility with a second kitchen, large recreation room, two additional bedrooms with ensuites, and a powder room. Additional highlights include an elevator servicing all three levels, 10-ft ceilings on the main and lower levels, pot lights, blackout blinds, built-in speakers, and a security system. Ideally located minutes from Lake Ontario, parks, trails, Oakville GO, the QEW, and top-ranked schools including Appleby College, this home delivers modern luxury, thoughtful design, and an exceptional lifestyle.

417 Union Street, Oakville

$5,750,000

5 Beds ⋅ 7 Baths ⋅ W13021262 MLS

This exceptional estate exemplifies timeless European elegance and modern sophistication in a most coveted prestigious enclave of S.E Oakville within walking distance to the lake and downtown. Designed by Bill Hicks, this custom home offers approximately 9,200 sqft premium living space across all levels or 5896sf above grade. Built to the owner's highest standards, this masterpiece features an elevator, full power generator, and a 3-car heated garage with heated driveway. The main level showcases herringbone walnut floors,10ft soaring ceilings, and elegant large principal rooms with a hand-carved marble fireplace mantel, a 600+sqft great room could be used as a ballroom for larger entertaining. The chef-inspired kitchen boasts top-of-the-line Wolf/Subzero/Miele appliances, custom cabinetry, and an expansive center island. The primary suite is a private retreat with a luxurious 6-piece ensuite under an artistic glass dome skylight, opulent dressing room, and walk-out terrace. The finished lower level offers a recreation room, theatre, second kitchen, and a nanny suite-ideal for extended family. Enjoy outdoor living on the stone patio and covered porch with gas fireplace, surrounded by professionally landscaped grounds. State-of-the-art mechanicals include radiant heating in the garage, basement, and driveway.

138 DIANNE Avenue, Oakville

$4,500,000

5 Beds ⋅ 7 Baths ⋅ W13019360 MLS

Beautiful Custom Built Home In Fabulous Southeast Oakville Location. 4,140 Sq Ft. Very Private And Bright Corner Lot. Spacious Side Centre Hall Plan With Expansive Kitchen, Family Room And Walk-Out To 335 Sq Ft Of Covered Deck. Gas Line On The Deck And Walk Out To Backyard Oasis. Still Room To Add A Pool. Main Floor Has Separate Formal Living Room, Dining Room And Home Office. 24 X 21 Double Garage Will Hold Two Cars Easily. ALL 4 Bedrooms On The Second Floor Have Ensuites. Second Floor Also Has Laundry Room With Side By Side Machines. Lower Level Has 2 Potential Extra Bedrooms, Screening Room, Wet Bar, Wine Cellar, Gym. Winding Streets And Mature Trees Characterize This Prime Eastwood Neighbourhood. Established, Family Community With Excellent Schools. Walk To Maple Grove Public, St. Vincent, Oakville Trafalgar High School & Ej James. QEW And Lakeshore Blvd Equidistant. Trails To The Lake Are Close By.

302 Pinehurst Drive W, Oakville

$3,850,000

4 Beds ⋅ 4 Baths ⋅ W13018186 MLS

It is rare to find a home that respects its history while boldly defining its future. Set within Oakville's prestigious West Harbour neighbourhood, 55 Chisholm Street is a study in modern heritage, where a century-old stone foundation anchors a home defined by thoughtful design and sustainable innovation. Superior craftsmanship and comfortable, functional spaces create a residence that is both considered and effortlessly livable. Every detail reflects a singular vision. The architecture bridges past and present with quiet confidence, pairing natural plaster walls and custom ironwork with a sculptural three-dimensional stairwell and a professional Valcucine kitchen outfitted with integrated Miele appliances. A striking soapstone fireplace grounds the main living area, while open-concept spaces extend toward landscaped gardens, creating a seamless connection between indoors and out. Its intelligence is expressed through restraint. Geothermal heating, energy-recovery ventilation, and rainwater harvesting are fully integrated, supporting a high level of performance without compromising design integrity. Upstairs, three well-appointed bedrooms and two bathrooms offer calm and privacy. The primary suite opens to a private terrace, while a treetop lookout captures elevated views across the neighbourhood canopy. The lower level includes a modern gym, cedar-lined wine cellar, and guest suite. Outside, the grounds continue the experience with a cedar sauna, outdoor shower, fire pit, and full outdoor kitchen. Steps from the lake and Downtown Oakville, this is a legacy property reimagined for the next century, offering a rare balance of architectural integrity, modern performance, and quiet, enduring livability.

55 Chisholm Street, Oakville

$1,649,990

5 Beds ⋅ 4 Baths ⋅ W13012582 MLS

Location, Location, Location!! This absolutely fabulous 4-bedroom detached home with a finished basement and double garage is located on a quiet, child-friendly crescent in the highly sought-after Westmount community. Offering approximately 2,600 sq. ft., this beautifully upgraded home features an open-concept main floor with a combined living and dining area, a spacious family room, and a large kitchen with breakfast area and walkout to the new deck and BBQ space. The second floor offers four generously sized bedrooms, including a primary suite with a walk in closet, separate shoe closet, and recently renovated ensuite bathroom. The fully finished basement is perfect for entertaining, with a superb recreation room, wet bar, fireplace, home theatre, and office/den or potential 5th bedroom. Enjoy exceptional outdoor living with a split-level deck, pergola, gas BBQ hookup, and inviting entertaining space. Additional highlights include a renovated kitchen with quartz countertops and backsplash, stainless steel smart appliances, gas stove, smart dishwasher, smart oven/microwave, high-CFM chimney, pot filler, hardwood flooring, 9-ft ceilings, pot lights throughout, gas fireplace, owned furnace, air conditioner, water heater, water softener, 200-amp panel, and a Tesla Level 2 charger in the garage. Conveniently located close to major highways, public transit, GO Transit, parks, trails, and award-winning schools, this is an incredible opportunity to own a substantial family home in one of Westmount's most coveted streets.

2434 Blue Holly Crescent, Oakville

$2,399,800

4 Beds ⋅ 3 Baths ⋅ W13006060 MLS

Rare ravine-backed bungalow on an exceptional 27,000 sq ft lot in Old Oakville, backing onto a protected preserve and creek. Thoughtfully renovated and move-in ready with bright principal rooms and beautiful natural views. All renovations and features are detailed in the attached feature sheet. Ideal to Move in now or create your dream estate in one of Oakville's most prestigious and picturesque neighbourhoods. Feels like cottage country, yet steps to Kerr Village, Downtown Oakville, Tannery Park, top schools, the lake, and the GO Station.

327 River Side Drive, Oakville

$3,998,900

4 Beds ⋅ 4 Baths ⋅ W12992608 MLS

Incredible offering in the Harbour district of Old Oakville one block from the lake and harbour and a short stroll to beautiful downtown Oakville. Over 3500SF of luxury living space. Beautiful custom build with open concept floor plan featuring soaring 10' ceilings and filled with light via wall-to wall windows and dramatic skylights. 3-floor elevator. Exceptionally high-end quality construction and attention to detail. Living Room with fireplace open to Kitchen with built-in SubZero & Wolf appliances, quartz counters, Butler's pantry with full height SubZero freezer and exceptional storage. Walk-out to a beautiful fully covered porch 27' x 11' with low maintenance composite decking. Beautiful Primary suite with south-facing lake view from Juliette Balcony, luxury Ensuite with heated floors, dual sinks, soaker tub and glass shower; Walk-in closet with built-in cabinetry. 2 further bedrooms with Juliette balconies with lake views. Main bath with heated floors and glass shower. Second floor Laundry. The ultimate lower level features high ceilings, radiant heated floors throughout, patio door walk-out to covered patio and access to the garden, large open concept Recreation Rm, full second Kitchen with high-end appliances, 4th Bedroom & guest bathroom; Cedar lined sauna with easy access to get outside to the hot tub. Triple Glazed windows throughout. Wired Security System. Irrigation System. The fenced garden features lush landscaping, large patio and gazebo for hot tub. Inside entry from oversized, 2-car garage with 12 ceilings can accommodate a car-lift.

36 Anderson Street, Oakville

$3,950,000

4 Beds ⋅ 4 Baths ⋅ W12991350 MLS

Private, elevated, and unlike anything else in Old Oakville - A true four-season outdoor retreat, your private playground for the outdoor enthusiast-where each day invites skating, paddling, kayaking, hiking, fishing, boating and cross-country skiing, alongside wildlife watching and refined al fresco dining, embracing nature in all its seasons. This lofted waterfront residence commands breathtaking views and unmatched privacy along the tranquil 16 Mile Creek. A testament to craftsmanship and design, this waterfront retreat boasts exclusive riparian rights and a private dock, inviting you to embrace the beauty of Oakville's scenic waterways year-round. .A meticulous 2016 renovation elevated this residence with rich hand-scraped oak floors, solid wood doors, custom millwork, and elegant tray ceilings. The sprawling 1,700 sq. ft. premium Wolf PVC deck includes a hot tub oasis, integrated fire table, and motorized awnings, leading to a dock with a kayak launch, swim ladder, and floating dock. Glass-encased staircases on helical piers deliver striking architectural presence and unbroken sight lines to the creek. Inside, sophistication defines every detail. Floor-to-ceiling windows in the living room frame stunning ravine views and dramatic sunsets, while a gas fireplace with a live-edge mantel adds warmth. The chef's kitchen impresses with a leathered Taj Mahal quartzite island, Wolf and Miele appliances, and an integrated Sub-Zero fridge. Heated floors run throughout, including in the spa-like primary ensuite with marble floors, a rain shower, and double vanity. The lower level offers a linear fireplace, built-in bar, and walkout to the deck. A concrete-lined storage room playfully known as the Bomb Shelter provides additional functionality. Blending natural beauty, refined design, and year-round outdoor living, this one-of-a-kind property is just steps to downtown Oakville and the GO Train offering luxury, serenity, and convenience in equal measure.

382 Trafalgar Road, Oakville

$3,000,000

5 Beds ⋅ 5 Baths ⋅ W12990848 MLS

Step into the pinnacle of modern elegance with this stunning custom-built executive home, nestled in the highly sought-after heart of Southeast Oakville. Offering a seamless blend of sophisticated design, premium finishes, and an abundance of natural light. From the moment you enter, you'll be captivated by the open and intelligently configured interior layout, soaring 10' floating ceilings with cove lighting, and floor-to-ceiling windows that fill the space with sunlight. Every detail has been meticulously crafted, from the European white oak engineered hardwood floors to the 8' solid core doors, flush trim, and hidden anchored glass railings that exude contemporary sophistication. The heart of the home is the designer kitchen, featuring an oversized island, 10' cabinetry, and top-of-the-line appliances, perfect for entertaining or enjoying quiet family moments. The main floor flows effortlessly into a spacious living area, complete with a gas fireplace, built-in surround sound, and motorized blinds for ultimate convenience. Upstairs, natural light continues to shine through skylights and oversized windows, illuminating four generously sized bedrooms, each with its own ensuite bathroom and custom-built walk-in closets. The bespoke laundry room, with floor-to-ceiling cabinetry, adds a touch of practicality and style. The finished basement offers additional living space, ideal for a home theatre, gym, or playroom, while the mono-stringer staircase and glass railings create a striking visual statement from top to bottom. This home is more than just a residence; it's a lifestyle. With its unparalleled craftsmanship, high-end finishes, and prime location in one of Oakville's most desirable neighbourhoods, this property is truly Luxury at Its Finest. Don't miss the opportunity to experience the intricate quality and modern elegance of this exceptional home.

1337 Waverly Avenue, Oakville

$1,599,000

2 Beds ⋅ 2 Baths ⋅ W12986568 MLS

Build your dream home! Nestled on a premium 60 x 136 ft lot in South-east Oakville's prestigious Morrison neighbourhood, this charming 2 bedroom all brick bungalow (formerly 3 bedroom) is a property that rarely comes to market. Zoned RL2-0, the generous frontage and depth offer an outstanding build envelope - ideal for a custom home or a significant addition and renovation. Thoughtfully maintained throughout, the home offers a warm and functional layout with 2 bedrooms, 2 bathrooms, and a beautifully finished basement complete with a custom fireplace, bar, and games area, along with a dedicated office space. Step outside to the covered back deck where an outdoor fireplace sets the tone for relaxed evenings surrounded by nature - the kind of setting that makes it easy to forget you're minutes from everything. The landscaping and mature trees have been carefully tended over many years, with a lush treed rear boundary that adds real privacy and seclusion to the property. Situated on a quiet, tree-lined street surrounded by impressive custom builds, the location offers the very best of South-east Oakville living. Top-ranked schools including St. Mildred's Lightbourn and Linbrook are within walking distance, while the Oakville GO Station, the waterfront, downtown Oakville's shops and restaurants, and convenient highway access are all just minutes away. Whether your vision is a brand new custom home or a thoughtful renovation and addition, this is the property that makes it possible - on one of South-east Oakville's most sought-after streets.

1051 Melvin Avenue, Oakville

$1,099,000

3 Beds ⋅ 2 Baths ⋅ W12983102 MLS

4 level side split on a quiet, kid-friendly crescent in west Oakville. 60X125 lot. Furnace and air conditioner replaced in 2023. Windows done in last 8 years. 3 bedrooms upstairs. Walkout from family room to covered back patio, nice place to bbq and entertain. Hardwood flooring on top 2 levels. Clever dog run setup. Lots of new development in the area. Quick access to highway and Bronte GO. Walk to rec centre. Quiet crescent in mature area in west Oakville.

557 Trafford Crescent, Oakville

$1,390,000

3 Beds ⋅ 1 Baths ⋅ W12976824 MLS

Welcome to 345 Sandlewood Rd, an exceptional opportunity for builders, renovators, and custom-home developers in highly coveted West Oakville. This prime property is situated on a quiet, established street lined with upscale custom builds-making it an ideal site for your next project. The existing 3-bedroom side-split offers approximately 1,600 sq ft of interior space, with an updated kitchen featuring white cabinetry and warm wood countertops, plus a cozy family room with a real wood-burning fireplace. The home also includes a 4-piece bathroom, a 1-car garage, and parking for up to 4 vehicles. However, the true value lies in the large, private lot, offering outstanding flexibility for a full-scale renovation, a substantial addition, or a complete custom rebuild aligned with the area's ongoing transformation into a luxury-home enclave. With many neighbouring properties already redeveloped, this location provides a strong precedent and excellent long-term value for new construction. Positioned within walking distance of Lake Ontario, parks, trails, and Hopedale Mall, this property represents a rare chance for builders, investors, and end-users to secure a premium piece of West Oakville real estate with strong redevelopment potential.

345 Sandlewood Road, Oakville

$1,999,000

4 Beds ⋅ 3 Baths ⋅ W12962650 MLS

**Modern Architectural Home with Value-Add Potential in Prime Central Oakville** An exceptional opportunity for builders, investors, and savvy buyers to acquire a modern, architecturally striking home in one of Oakville's most desirable neighbourhoods. Offering over 3,400 sq ft of above-grade living space, this 4-bedroom residence features soaring 21-ft ceilings, expansive windows, and a bright open-concept layout designed for contemporary living.The main level showcases wide-plank hardwood flooring, a dramatic family room with impressive ceiling height, and seamless flow between living, dining, and kitchen spaces. Large bifold doors open to a side patio, offering indoor-outdoor integration and the opportunity to further enhance exterior living.Upstairs, four generously sized bedrooms include a spacious primary retreat with walk-in closet and 5-piece ensuite. The unfinished basement presents a blank canvas with rough-in already in place - ideal for creating additional living space, a secondary suite, or premium recreational area. Set on a 60 x 119 ft lot in a highly sought-after location close to downtown Oakville, the lakefront, parks, and top-rated schools, this property offers strong long-term upside.Recent improvements underway further enhance functionality, including relocation of the laundry area to improve main floor flow. **Seller financing available** flexible terms with no income qualification (conditions apply). Property being sold in as-is condition. A rare opportunity to customize and add value in a premier neighbourhood.

204 Mary Street, Oakville

$7,749,000

5 Beds ⋅ 7 Baths ⋅ W12960602 MLS

An architectural masterpiece by renowned Gren Weis, this exceptional residence offers over 10,000 sq. ft. of luxurious living space on more than half an acre in one of Oakville's most desirable lake-influenced neighbourhoods. Showcasing soaring ceilings, extensive millwork, and superb craftsmanship, the home features spacious, elegant rooms and a seamless flow for entertaining. All bedrooms include ensuite baths, while the lower level impresses with a wine cellar and theatre. Outside, enjoy covered terraces, a built-in outdoor kitchen, luxury cabana, mature gardens, and a stream with bridge surrounded by landscape lighting. A classically inspired front fountain and spectacular landscaping enhance the property's distinguished presence on an important street. Close to top private and public schools, this private estate blends timeless design, quality, and sophistication in a truly remarkable setting. Luxury Certified.

1081 Argyle Drive, Oakville

$2,449,000

4 Beds ⋅ 4 Baths ⋅ W12949344 MLS

MOVE BEYOND THE STANDARD in Oakville's prestigious Joshua Creek. This refined 4,200+ SF residential asset is a masterclass in architectural volume and intentional flow. Engineered for grand-scale entertaining, the residence opens to a soaring double-height foyer and a curved staircase, leading into a light-filled living space anchored by a sophisticated two-sided gas fireplace. The formal dining room features custom coffered ceilings, while the chef-inspired kitchen and breakfast room offer a seamless transition to the private porch and rear grounds. STRATEGIC LAYOUT & DESIGN - A secondary staircase provides direct lower-level access, complemented by a dedicated mudroom/laundry and abundant storage solutions. The upper gallery leads to a primary suite designed as a private sanctuary, featuring a spa-caliber ensuite and dual walk-in closets. Three additional oversized bedrooms offer unparalleled versatility, including a semi-ensuite and a private ensuite with a custom window bench. PREMIER LOCATION & ACCESS - Positioned within the catchment of Ontario's top-tier institutions-Joshua Creek Elementary and Iroquois Ridge SS-this property offers proximity to elite golf clubs, tranquil trail systems, and rapid transit/highway corridors (403/QEW/407). Experience the intersection of luxury and logic. Move Beyond the Search.

2238 Lyndhurst Drive, Oakville

$1,590,000

4 Beds ⋅ 4 Baths ⋅ W12945970 MLS

Absolutely top school in the area!!!! White Oaks Secondary School 9.7/10 ratings!!!! Holy Trinity Secondary Schoo 8/10 ratings!!! Welcome to 423 Grindstone Trail-a stunning home nestled in a peaceful and highly sought-after community. With 4 spacious bedrooms and 4 bathrooms, this beautifully maintained property offers the perfect balance of comfort, style, and functionality. Step through the front door into a grand foyer that leads into an expansive living, dining, and kitchen. The bright and airy living room is highlighted by elegant bay windows that flood the space with natural light. Freshly painted, Modern Custom Front Door, with brand new aluminum/glass railing on the front porch. Hardwood Floor throughout, Pot lights on Main floor & First Floor hallway. Separate Functional Layout With Living & Family Room with Gas fireplace. A two-car garage and additional driveway parking complete this exceptional property, making it the perfect place to call home. only 8 year old home. Approximately 2620 SF, Timeless Stone Exterior, and Functional Layout, Natural Light Pours Through Large Windows, Brand-new Lighting that Brightens Every Corner of the Home. The Spacious Living and Dining Areas are Ideal for Entertaining, while the Cozy Family Room with a Gas Fireplace The kitchen Offers Generous Counter Space. Fully Fenced Private Backyard* Close To All Amenities / Golf Course / Hwy, Qew, Public Transit Etc. High-Rank Schools*

423 Grindstone Trail, Oakville

$1,999,900

5 Beds ⋅ 1 Baths ⋅ W12936888 MLS

This residential property in North Oakville presents a unique redevelopment opportunity. Buyers can renovate and occupy the existing home, rent it out, or explore rezoning options to unlock its full potential (construction of up to 8 story residential building). Located at the prime intersection of Dundas and Bronte, it offers easy access to a range of amenities, making it an ideal investment or project for the future. Please note: seller is willing to entertain a vendor take back mortgage!

2527 Dundas Street W, Oakville

$3,980,000

W12924914 MLS

ATTN: INVESTORS / DEVELOPERS... Extremely Rare Building Lot in Downtown Oakville That Is Site-Plan & Building permit ready!!! For 3 X 2600 Sq. Ft. Private Elevators To Each Suite, Private Expansive Terraces Of Approximately 450 Sq. Ft. For Outdoor Enjoyment. Owner And Guest Parking Available.

110 Chisholm Street, Oakville

$3,150,000

4 Beds ⋅ 3 Baths ⋅ W12922924 MLS

Spectacular opportunity in Southeast Oakville's prestigious Morrison Road district. Premium0.346-acre lot (102 x 148 ft) with desirable south exposure-ideal to move in, renovate,or build a custom home among multi-million dollar estates.Well-maintained 2-storey home offering approx. 2,549 sq ft with 4 bedrooms, 3 bathrooms, and adouble car garage. Updated throughout and suitable for immediate occupancy with futurepotential.Renovated kitchen features quartz countertops, subway tile backsplash, updated fixtures (2024),LG fridge (2024), and Samsung induction stove (2022), Heated Floors (Hot Water) in main floor family room and finished basement. Bright family room addition includes, skylight, and premium windows and doors. Muskoka room provides a peacefulspace overlooking the mature lot.Hardwood flooring and Napoleon fireplace (2024) in principal rooms. Finished basementincludes fireplace, pot lights, and large above-grade windows.Major updates: roof (2010-11), windows (2010-11), electrical panel (2010-11), furnace (2022),boiler (2022). Exterior features include Muskoka room, additional west facing side deck, Hardie board siding, composite deck (2022), irrigation system,landscaping, and exterior pot lights.Steps to Gairloch Gardens and Lake Ontario. Close to top-ranked schools and minutes toDowntown Oakville, highways, and GO.RL1-0 zoning permits approx. 30% lot coverage (~4,520 sq ft) and 29% residential floor area(~4,370 sq ft).

1268 Hillhurst Road, Oakville

$7,900,000

6 Beds ⋅ 8 Baths ⋅ W12919550 MLS

Located on the prestigious private lane of Lambert Common this masterful 8300 square foot plus home includes a seamless 2024 addition from the original 7 year old build. This custom residential design stuns with grand proportions and meticulous detail. All three levels feature 10-foot ceilings defining the home by its impressive rooms and an atmosphere of space and luxury. The entrance is both welcoming and breathtaking with it's incredible moldings and crystal chandelier casting diamond glints across the foyer flanked by the living and dining rooms. Stepping through to the back of the house, you will enjoy panoramic views of wall to wall glass overlooking the two heated patios. The culinary wing is divided into two distinct zones for the ultimate hosting experience: The Showcase Kitchen: A visual centerpiece featuring a dramatic backlit stone wall that serves as a piece of living art. A 14-foot island, elegantly underlit to create a feeling of light providing sophisticated seating for six to enjoy the stunning kitchen. The Prep Kitchen: Positioned discreetly at the back of the main floor, this secondary kitchen allows for preparation to remain out of sight, ensuring the primary living space remains pristine. The home boasts five bedrooms with walk-in closets and ensuites. The Primary Suite is a dedicated sanctuary with his & hers walk-in closets, fireplace, and private bath, all oriented specifically to provide a serene, view of the lake, allowing the water to serve as a constant, tranquil backdrop. The upper level laundry room is spectacular an appliance package that includes a steam closet. The Entertainment & Wellness Lower Level Maintaining the same 10-foot ceiling height as the upper floors, and a destination unto itself. This level is fully equipped for a high-performance lifestyle, featuring and private glass enclosed gym, theatre room, open recreation room, secondary laundry suite & sixth bedroom with private office. This home is Luxury Certified.

15 LAMBERT Common, Oakville

$3,790,000

4 Beds ⋅ 4 Baths ⋅ W12899458 MLS

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. A selection of distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. Impressive detached w/47-foot frontage, 2836 sqft of finished space w/an additional 1,000+ sqft(approx) in the lower level left untouched. Curated:4 beds + 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry, expansive breakfast+great room. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

338 MACDONALD Road, Oakville

$4,290,000

4 Beds ⋅ 4 Baths ⋅ W12899014 MLS

Nestled in an immensely desired mature pocket of Old Oakville, this exclusive Fernbrook development, aptly named Lifestyles at South East Oakville, offers the ease, convenience and allure of new while honouring the tradition of a well-established neighbourhood. The Douglas Collection is an extension of the inaugural development with an exclusive collection of seven homes located on Douglas Avenue. Distinct detached single family models, each magnificently crafted with varying elevations, with spacious layouts, heightened ceilings and thoughtful distinctions between entertaining and principal gathering spaces. A true exhibit of flawless design and impeccable taste. "The Chatsworth"; detached home with 48-foot frontage, between 3,188-3,204sf finished space w/an additional 1,000+sf (approx)in the lower level & 4beds & 3.5 baths. Utility wing from garage, chef's kitchen w/w/in pantry+ generous breakfast, expansive great room overlooking LL walk-up. Quality finishes are evident; with 11' ceilings on the main, 9' on the upper & lower levels and large glazing throughout, including 12-foot glass sliders to the rear terrace from great room. Quality millwork w/solid poplar interior doors/trim, plaster crown moulding, oak flooring & porcelain tiling. Customize stone for kitchen & baths, gas fireplace, central vacuum, recessed LED pot lights & smart home wiring. Downsview kitchen w/walk-in pantry, top appliances, dedicated breakfast + expansive glazing. Primary retreat impresses w/2 walk-ins + hotel-worthy bath. Bedroom 2 & 3 share ensuite & 4th bedroom enjoys a lavish ensuite. Convenient upper level laundry. No detail or comfort will be overlooked, w/high efficiency HVAC, low flow Toto lavatories, high R-value insulation, including fully drywalled, primed & gas proofed garage interiors. Refined interior with clever layout and expansive rear yard offering a sophisticated escape for relaxation or entertainment.

Lot 101 Douglas Avenue, Oakville

$1,920,000

6 Beds ⋅ 3 Baths ⋅ W12894154 MLS

Gorgeous Family Home on Prestigious Chartwell Road in Old OakvilleNestled on a prime 0.29-acre west-facing lot backing onto serene woodlands, this immaculate 4+2 bedroom residence is situated on the coveted "Street of Dreams" Chartwell Road in the heart of highly sought-after Old Oakville. Offering endless potential, this exceptional property is ideal for families looking to move in, renovate, or build their custom dream home in a prestigious neighbourhood.The beautifully maintained home features gleaming hardwood floors, spacious living, dining, family principal rooms, and a thoughtfully updated patio and deck perfect for outdoor entertaining. The finished basement, with a private separate entrance, includes a 2-bedroom in-law suite complete with a full kitchen and bathroom, offering incredible flexibility for multigenerational living or rental income.Enjoy unparalleled convenience with a short walk to Whole Foods, Longos, charming local restaurants, top-rated schools, and minutes to the GO Station and QEW. This is a rare opportunity to own a slice of Oakville's most desirable enclave where lifestyle, luxury, and location meet.

494 Chartwell Road, Oakville

$15,900,000

5 Beds ⋅ 4 Baths ⋅ W12884912 MLS

Live in or build new. One of the last remaining developable Riparian Lakefront estates in South East Oakville boasting unrivalled and expansive views of Lake Ontario from Downtown Toronto to the Niagara Escarpment. With 184ft of lake frontage and boat access and a total of 3.63 acres and over 3/4 acres of tableland, this breathtaking and extremely private estate offers endless possibilities. With RL1-0 zoning the land can accommodate a new build of up to approximately 10,000 square feet above grade without a variance. The existing bright and spacious 5 bedroom family home has been renovated for even the most discerning buyer with many new updates including a new kitchen and bathrooms. Located on one of Oakville's most sought-after and finest, tree lined and quiet family friendly streets and only 30 minutes to downtown Toronto. This estate has the furthest projected vantage point for Toronto views in Oakville. With a extremely rare concrete docking pier and newer Seawall (2020) with a poured concrete lakefront walkway and development setback lines already established, with architectural plans available, this is an outstanding investment opportunity in a prime location.

3 Ennisclare Drive, Oakville

$3,399,999

4 Beds ⋅ 5 Baths ⋅ W12878342 MLS

Warm, serene, and inviting, this English farmhouse-inspired residence sits on an expansive 0.42-acre corner lot, offering a rare blend of character, privacy, and natural beauty. The impressive frontage and side yard create a true estate-like presence, with generous outdoor space on all sides of the home. Inside, a double-height foyer, gleaming hardwood floors, and an airy sense of volume set the tone for the rest of the residence. To one side, an intimate living room provides a refined setting for quiet conversation or reading, while on the other, a substantial main-floor study with rich architectural details is ideal as a home office, library, or music room. Beyond these formal spaces, the home opens into a relaxed, open-concept layout designed for modern living and effortless entertaining. A sunken family room anchors the informal wing and flows into a welcoming dining room highlighted by a wood-burning fireplace that adds warmth and ambiance to gatherings with family and friends. At the heart of the home, the kitchen is bathed in natural light from overhead skylights. Stainless steel appliances, sleek countertops, generous cabinetry, and warm accents create a space that is both highly functional and inviting. Thoughtfully designed with cozy elegance, the home offers four bedrooms, three full bathrooms, and two half bathrooms. Large windows frame views of manicured corner-lot gardens and offer peek-a-boo glimpses of the lake, giving the property a tranquil, retreat-like feel. Outside, beautifully landscaped grounds wrap the home with multiple outdoor zones, including a hot tub, Scandinavian-style sauna, and enclosed swimming pool, creating a resort-like experience in your own backyard. This exceptional property offers convenient access to major highways, lakeside walking trails, and a highly regarded school catchment area, delivering an elevated lifestyle in one of Oakville's most sought-after neighbourhoods.

24 Birkbank Drive, Oakville

$1,999,999

5 Beds ⋅ 4 Baths ⋅ W12876160 MLS

Welcome To This Unique, Custom-Built Home In Desirable East Oakville. Situated On A Premium, Treed Lot, This Home Features An Amazing Heated Sunroom With Massive Windows, Tile Floors, And A Stunning Entertainment Wall Including A Fireplace, Desk, And A Space For Your Wall-Mounted TV. Double Entry French Doors Lead To A Backyard Retreat Patio Area Equipped With An Outdoor Kitchen, Gazebo, Waterfall Feature, Garden Shed, And Ample Room For A Pool Or Hot Tub. Inside Features An Open Concept Main Floor Design With A Grand Kitchen, Built-In Appliances, Granite Countertops, Backsplash, Center Island, Pot Lights, And Large Windows. The Main Floor Bedroom Has Access To A Full 3-Piece Bathroom And Can Be Easily Converted To A Separate Formal Dining Room Or Office. The Space Also Includes Extensive Wall Trims And Hardwood Floors Throughout. The 2nd Floor Has 4 Additional Bedrooms And A Laundry Room. The Finished Basement Has A Possible Side Entrance And An Open Concept Layout With A Kitchen And 3-Piece Bath, Perfect For Large Family Gatherings, An In-Law Suite, Or Additional Income!

427 Pinegrove Road, Oakville

$6,999,900

6 Beds ⋅ 7 Baths ⋅ W12871004 MLS

Crafted as the personal residence of a renowned designer, this 5+1 bedroom, 10,000+ sq.ft. waterfront estate is a rare offering in one of Bronte's most coveted settings. While neighbouring homes were also designed by him, none compare to the scale, craftsmanship, and artistry dedicated to this residence-his own masterpiece. Expansive windows and soaring ceilings flood the home with natural light, framing breathtaking lake views on every level. Multiple balconies and terraces offer front-row views of sunrises, sunsets, and moonlit water-creating a seamless connection to nature from morning to night. Thoughtfully designed for both family living and elegant entertaining, the main level features grand principal rooms, multiple gas fireplaces, formal and informal living spaces, and a gourmet kitchen with walkout to the lakeside terrace. Each level offers outdoor retreats - private balconies off bedrooms, and expansive terraces perfect for gatherings. The upper level includes generously sized bedrooms, including a luxurious primary suite with private balcony, spa-like ensuite, and unobstructed views of the lake. A full lower level adds an additional bedroom, recreation spaces, gym, and walkout access. Set on a quiet street with a strong sense of community, this home offers a rare blend of privacy and connection. The saltwater pool, manicured grounds, and lakeside setting make every day feel like a peaceful escape. Minutes to Bronte Harbour, boutique shops, trails, parks, and top-rated schools-this residence is more than a home; it is a lifestyle on the water.

3206 Shoreline Drive, Oakville

$1,689,000

4 Beds ⋅ 5 Baths ⋅ W12869800 MLS

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

132 Settlers Road E, Oakville

$13,500,000

5 Beds ⋅ 6 Baths ⋅ W12867960 MLS

Gracefully set along the shores of Lake Ontario, this exceptional custom estate-designed by Gren Weis-occupies a prestigious waterfront property with coveted riparian rights in one of South-East Oakville's most exclusive enclaves. Framed by breathtaking lake views and a rare sense of privacy, the residence offers an extraordinary lifestyle where timeless architecture meets modern luxury. Classical proportions, refined interiors, and impeccable craftsmanship define every space-from intricate millwork and detailed ceilings to radiant heated floors and upgraded lighting. Expansive principal rooms are thoughtfully oriented to capture sweeping water vistas, creating a spectacular setting for elegant entertaining and relaxed family living. At the heart of the main level, a magnificent living room with double French doors welcomes the fresh lake breeze, while a luminous solarium overlooks the gardens. The level is completed by a formal dining room, a gourmet kitchen with professional-grade appliances and dedicated prep kitchen, and a sun-filled family room distinguished by striking waffle ceilings. The upper level reveals a tranquil primary suite with spa-inspired ensuite and dressing room, accompanied by three additional bedrooms, two beautifully appointed bathrooms, and an elegant library with sweeping views across the water. The lower level continues the home's exceptional scale with full-size windows, radiant heated floors, a spacious recreation room with wet bar, fitness studio with full bath, private guest suite with ensuite, and abundant storage. Outdoors, manicured gardens blend seamlessly with the natural beauty of the lakefront. Multiple walkouts connect the home to the grounds and shoreline-making morning paddleboarding or an evening canoe launch part of everyday life. Steps from Gairloch Gardens & minutes to DT Oakville's boutiques, dining, culture, and top schools, this remarkable property offers a rare opportunity to experience waterfront living at its finest

6 Ennisclare Drive W, Oakville

$4,595,000

6 Beds ⋅ 6 Baths ⋅ W12867114 MLS

Beautifully built and impeccably finished, this custom residence offers more than 6,700 square feet of living space in one of Oakville's most sought-after neighbourhoods. Stone construction, a solid wood entry door, heated garage floors, and timeless architectural detailing set the tone for the quality found throughout the home. Inside, the foyer features heated marble tile, plaster crown mouldings, poplar baseboards, and sightlines that lead into bright, open spaces. A dramatic dining room anchors the main level with a soaring skylight, custom wall panelling, integrated speakers, and carefully curated lighting. The chef's kitchen is designed with extensive custom cabinetry, quartz countertops, a large island, and easy flow to the family room. The servery and mudroom connect seamlessly; each finished with thoughtful storage and heated floors. Upstairs, all four bedrooms are generously scaled and feature private ensuite baths. The primary suite includes a fireplace, custom walk-in closet, and a beautifully coordinated ensuite with heated floors, a freestanding tub, glass shower, and frosted-glass water closet. A full-size laundry room with cabinetry and folding space completes this level. The lower level offers exceptional versatility with radiant in-floor heating, two additional bedrooms, a three-piece bath with sauna, a recreation room with fireplace, a wet bar/kitchen setup, and a dedicated theatre room beneath the back porch. Wide walk-up access brings in natural light and creates an ideal in-law or extended-family space. Outdoors, the large stone terrace features a gas fireplace and outdoor kitchen with built-in BBQ, extending the home's entertaining potential. Motorized blinds, CAT-6 wiring, solid core doors, and an oak staircase with glass panels highlight the home's elevated craftsmanship. With top-ranked schools, shopping, GO access, and major highways nearby, this is a quality home in a prime location.

481 Chartwell Road, Oakville

$3,498,000

6 Beds ⋅ 5 Baths ⋅ W12831352 MLS

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

20 Arkendo Drive, Oakville

$1,399,888

4 Beds ⋅ 2 Baths ⋅ W12822550 MLS

Seize this rare opportunity to acquire a beautifully updated 4-level backsplit complete with a full basement and a genuine double car garage. Discover 2033 Saxon Road, nestled on a tranquil, family-oriented street in the highly coveted West Oakville community. Boasting over 2200 sq ft, this spacious residence offers abundant living space for families, ensuring everyone has room to grow. The main floor showcases a sleek kitchen with modern cabinetry, stainless steel appliances, extra pantry storage, and convenient access to the backyard. The open living and dining areas lead out to the rear patio, gazebo, and yard-perfect for entertaining. Upstairs, there's a large primary bedroom, two additional bedrooms, and a refreshed main bathroom. On the lower level, enjoy a comfortable family room with a gas fireplace, a 3-piece bath, and a laundry/utility room with its own walk-up entrance to the backyard. The basement provides flexibility with a fourth bedroom, recreation area, and office/gym space suited for teens or extra living needs. Step outside to a backyard oasis featuring a spacious gazebo, ample patio space, beautifully landscaped flower beds with a water feature, and an above-ground pool for summer enjoyment. This home is ideally located close to transit-including Bronte Go Station-top schools, Queen Elizabeth Community Centre, shopping, restaurants, and local amenities. Walking distance to Bronte Harbour and Bronte Creek Lands Park, situated on a quiet crescent in a friendly neighbourhood, this property is not to be missed!

2033 Saxon Road, Oakville

$3,600,000

5 Beds ⋅ 4 Baths ⋅ W12812288 MLS

Spectacular lakefront property could be your in-town cottage. Tucked away on quiet, mature-cul-de-sac with 93' frontage on Lake Ontario. This quality, custom built, one-owner home offers 4+1 Bedrooms, 3.5 Baths with over 2800SF above-grade + 1400 SF finished lower level is the perfect place to put your personal stamp on a 'not-too-big' forever home on the water. Architecturally designed with wall-to-wall windows overlooking the lake, solid brick construction with clay tile roofing, this home was built to last. 9' and 10' ceilings on the main floor. Oak hardwood floors throughout both levels. Entrance foyer with oak staircase. Beautiful Living Room with fabulous marble fireplace surround with gas insert open to Dining Room with wall to wall patio doors to the terrace with incredible lake views. Fabulous Kitchen/Breakfast Room is a blank canvas with the perfect space to install the waterfront Kitchen of your dreams. Walk-outs to both decks and open to the the Family Room with stunning marble fireplace with gas insert. The main floor features a mudroom with side entry and inside entry from full-sized two-car garage. The Primary suite features oversized windows and a walk-out to second floor balcony with outstanding lake views, luxury ensuite bathroom and walk-in closet. Two more Bedrooms overlook the lake with oversized windows. The front Bedroom opens to a bonus room above the garage which could be handy as a Den or quiet retreat. The Lower Level has excellent ceilings height, good windows and features one Bedroom, a 3-Piece Bathroom, Recreation Room, Den, Laundry Room, storage and more. Beautifully landscaped and maintained property fully fenced with wrought iron gate access to the lake. Cobblestone driveway accommodates 4 cars. Outstanding value on Lake Ontario. A must see!

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