Oakville Real Estate | Oakville Single Family Homes for Sale

Nestled in the heart of downtown Oakville, this magnificent historical home offers unparalleled charm and elegance, combined with modern amenities. Spanning over 8,000 square feet, the expansive layout provides both grandeur and comfort, perfect for family living or entertaining on a grand scale. With stunning views of the sparkling waters of Lake Ontario, every room is designed to maximize the beauty of its lakeside setting. The home boasts high ceilings, intricate architectural details and walnut hardwood floors, blending timeless craftsmanship with contemporary design. The private lush yard with 104 feet of frontage is a rare gem, providing a serene outdoor oasis with mature trees and ample space for outdoor activities or quiet relaxation and complete privacy. Whether you're enjoying a morning coffee while gazing at the lake or hosting a summer gathering, the outdoor space is as inviting as the interiors. The property's prime location puts you just steps from Oakville's charming downtown, offering convenient access to world-class dining, shopping, and cultural attractions, while still providing the tranquility of lakeside living. With its rich history, extraordinary space, and unbeatable location, this is a once-in-a-lifetime opportunity to own a piece of Oakville's heritage.

350 King Street, Oakville

$1,999,900

5 Beds ⋅ 4 Baths ⋅ W13417624 MLS

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

2205 Shaftesbury Court, Oakville

$1,599,999

4 Beds ⋅ 4 Baths ⋅ W13235508 MLS

This beautifully maintained 4-bed, 3.5-bath family home situated on a premium ravine lot backing onto protected greenspace, offering exceptional privacy with no rear neighbours & peaceful natural views. Located in one of Oakville's sought-after family-friendly communities, this home is just min to Oakville Trafalgar Memorial Hospital, parks, shopping, top-rated schools, & major highways. Designed with both comfort & functionality in mind, this move-in ready home features 10-foot ceilings on the main floor, hardwood flooring throughout, neutral décor, & a thoughtfully designed layout. The main flr office provides the ideal work-from-home space, while additional sound insulation enhances everyday comfort. The open-concept living & dining rms are anchored by a striking three-sided gas fireplace & flow seamlessly into the spacious kitchen, featuring quartz countertops, stainless steel appliances, a centre island, ample cabinetry, & a bright breakfast area with walkout to the backyard deck. The living rm overlooks the private ravine setting, creating a beautiful backdrop for everyday living. Cat6 ethernet connectivity is also available in the living rm. A standout feature of this home is its upgraded bdrm configuration, offering the rare benefit of two ensuite bdrms on the second level. The spacious primary suite features a raised ceiling & a luxurious 5-piece ensuite complete with a separate glass shower, soaker tub, & double vanity. A secondary bedroom enjoys its own private 3-piece ensuite, ideal for guests, older children. Two additional bedrms, both with Cat6 ethernet connectivity, share access to the main family bathroom. second-floor laundry completes the upper level. The unfinished basement provides a blank canvas for future customization & additional living space. Offering a premium ravine setting, an upgraded floor plan with two ensuite bath, & a highly desirable location close to every amenity, this family home is ready for its next owners to move in & enjoy.

3291 Harasym Trail, Oakville

$1,188,000

5 Beds ⋅ 2 Baths ⋅ W13221180 MLS

A truly rare offering in one of Oakville's most sought-after neighbourhoods, this 3+2 bedroom, 2-bathroom, 1+2 kitchens (rare) bungalow is set on an exceptional pie-shaped lot - a highly rare find that presents outstanding potential for families, builders or investors. The main floor features a generous, light-filled living room anchored by a classic wood-burning fireplace, with large bedrooms and a functional layout throughout. Primary bedroom features a large walk in closet. For families, there is a walk-out basement with private separate entrance, 2 bedrooms, and full kitchen providing immediate rental income potential or an in-law suite. The massive tree-lined backyard is among the largest and most private available in this market, offering limitless possibilities for luxury outdoor living, future development, or both. An extended private driveway provides ample parking with a charming front yard. Perfectly positioned minutes from Appleby College, The Oakville waterfront, walking trails, shopping, QEW/401, and the GO Train corridor. A compelling combination of lot size, location, and income potential in one charming home!

517 Pinegrove Road, Oakville

$1,999,900

5 Beds ⋅ 5 Baths ⋅ W13212812 MLS

Welcome To This Modern, Extensively Upgraded Luxury Residence Nestled Within An Exclusive Enclave In The Prestigious River Oaks Community - Just Steps To 16 Mile Creek & Lion's Valley Park.Offering Approximately 4,000 Sq. Ft. Of Thoughtfully Designed Living Space, This Exceptional 4+1 Bedroom Family Home Delivers A Perfect Blend Of Sophistication, Comfort & Lifestyle.Soaring 9-Foot Ceilings, Rich Hardwood Flooring & Pot Lights Flow Seamlessly Throughout The Open-Concept Layout. The Two-Storey High Family Room Creates A Striking Architectural Statement At The Heart Of The Home.The Chef's Dream Kitchen Showcases A Centre Island, Custom Cabinetry & A Full Suite Of Premium Appliances, Including A Sub-Zero Two-Door Refrigerator, Wolf Cooktop, Dual Ovens (Steam & Conventional), Built-In Warmer & ASKO Dishwasher - Truly Curated For The Discerning Entertainer.The Expansive Primary Suite Retreat Features Custom Built-In Closets With Professionally Designed Organizers & A Spa-Inspired 5-Piece Ensuite Complete With Heated Floors. The Generously Appointed Second Primary Bedroom Enjoys Its Own Private 3-Piece Ensuite - Perfect For Extended Family Or Guest Stays. Two Additional Upper Bedrooms Complete This Level.The Finished Basement Adds Versatile Living Space With A Fifth Bedroom, Jenn-Air Wine Fridge & Jenn-Air Built-In Microwave - Ideal For Entertaining Or In-Law Use. Perfectly Positioned For Commuters & Families Alike, This Prime Location Offers Effortless Access To Hwy 403, The QEW & Hwy 407. Top-Ranked Public & Private Schools Including St. Ignatius Of Loyola, Forest Trail Public School & White Oaks Secondary Are Just Minutes Away.Shopping, Grocery Stores, Fine Dining, Medical Centres & The Vibrant Oakville GO Station Are All Nearby - Offering The Ultimate Balance Of Peaceful Neighbourhood Living & Urban Convenience.

2480 Upper Valley Crescent, Oakville

$2,899,000

5 Beds ⋅ 4 Baths ⋅ W13215172 MLS

MUSKOKA-LIKE SETTING BACKING ONTO A RAVINE! LUXURY LIVING IN AN EXCLUSIVE ENCLAVE! MAIN FLOOR PRIMARY RETREAT! PROFESSIONALLY FINISHED WALKOUT LOWER LEVEL! Welcome to 1227 Riverbank Way, an exceptional residence in prestigious Valleyview Estates, tucked away at the end of an extremely private cul-de-sac. Upon arrival, you'll be captivated by the striking stone and stucco exterior, natural stone driveway, majestic trees, and lush landscaping. The centrepiece of the main level is the dramatic living room featuring a soaring 15'8 vaulted ceiling with decorative beams and a corner gas fireplace. A chef-inspired Downsview Kitchen with custom cabinetry, granite countertops, designer backsplash, premium stainless steel appliances, centre island, breakfast area, and walkout to the composite deck is ideal for effortless indoor/outdoor living. The rare main floor primary retreat offers a private balcony, vaulted ceiling, gas fireplace, walk-in closet, and spa-inspired five-piece ensuite with double sinks, vanity area, and luxurious soaker tub. Two additional bedrooms and a four-piece bathroom with skylight are located on the upper level. Professionally finished in 2018, the walkout lower level extends the living space even further with an oversized recreation/games area, two bedrooms, three-piece bathroom, and family room with patio access - ideal for multi-generational living. Notable updates include furnace and central air (2023), hardwood flooring throughout the upper level (2018), shingles (2018), and epoxy garage floors (2023). The tranquil backyard oasis showcases an expansive composite deck, natural stone patios and steps, stone benches, extensive river rock, landscape lighting, and the ultimate in privacy. This one-of-a-kind setting is surrounded by an extensive trail network along Sixteen Mile Creek, Lions Valley Park, forests, and greenspace, offering an unparalleled blend of luxury, nature, elegance, and lifestyle. (certain images have been virtually staged)

1227 Riverbank Way, Oakville

$1,680,000

4 Beds ⋅ 4 Baths ⋅ W13208388 MLS

Newly Corner Lot Detached House With 9' High Ceilings On Main And 2nd Fl. 4 Large Bedrms, 3 Full Bathrms On 2nd Fl. Office Room On The Main Fl. Gorgeous Kitchen W/Granite Counter Tops. Built-In 2 Cars Garage & 2 Cars Parking Space On Driveway. Minutes Access To Hwy 403, 407, Qew. Close To Shopping Mall, School & Hospital.

3127 Streamwood Pass, Oakville

$1,799,000

6 Beds ⋅ 4 Baths ⋅ W13137924 MLS

Welcome to 2439 Bridge Road, a professionally renovated and expanded home in the heart of Southwest Oakville, set on a premium mature lot in one of the area's most established and sought-after neighbourhoods. The home's front elevation and entry have been reimagined with an elevated covered portico, leading into a dramatic two-storey foyer that creates an immediate sense of scale, openness, and arrival. From there, the home flows into a bright, expansive main level defined by a modern open-concept layout, offering approximately 3,070 sq ft of living space, clean architectural lines, glass-panel railings, and custom lighting with integrated LED features throughout. The kitchen offers quality cabinetry, stone counters, and a functional layout that anchors the living space. Bedrooms across levels provide flexibility for family, guests, work-from-home needs, or multi-generational living. A standout feature is the private primary suite addition, designed as a true retreat with soaring ceilings, Juliette balconies, a walk-in closet, dedicated climate control with its own furnace, and a refined ensuite with heated floors, offering rare separation, comfort, and architectural presence. The lower level has enlarged above-grade windows, bringing in natural light and creating a bright, open living area that feels connected to the outdoors rather than below grade. The backyard is a private oasis with mature landscaping, inground pool, patio areas, cabana, and a dedicated herb and vegetable garden, offering lifestyle, privacy, and function. Extensively renovated, remodelled, and expanded with over $500,000 invested, including exterior finishes and the primary suite addition, the scope and quality reflect a level of finish significantly more costly to replicate today. Located minutes to Bronte Harbour, the lake, parks, trails, Bronte GO Station, top-rated schools, amenities, and convenient QEW access, this is a compelling opportunity in one of Oakville's most desirable pockets.

2439 Bridge Road, Oakville

$2,679,000

5 Beds ⋅ 6 Baths ⋅ W13126692 MLS

An exceptional custom residence set on a commanding 150 x 75 ft lot in one of Southwest Oakville's most established and coveted neighbourhoods.Boasting over 6,300 square feet of total living space, this home offers 5 bedrooms and 6 bathrooms across three beautifully finished levels. This home showcases a rare and highly desirable layout with two primary suites - one on the main floor and a second grand retreat upstairs. Designed for elevated living and effortless entertaining, the home features refined principal rooms including formal living and dining areas, a private office, two powder rooms, and a full laundry suite. At its heart, the chef's kitchen impresses with rich cabinetry, granite countertops, marble flooring, a large centre island with seating, built-in stainless steel double wall ovens, gas cooktop, beverage fridge, and seamless flow into the family room with gas fireplace and custom built-ins. The main-floor primary suite offers privacy, an ensuite bath, and walk-in closet - ideal for multigenerational living or main-level convenience. Upstairs, the second primary retreat feels like a private sanctuary with its own fireplace, spa-inspired ensuite, and generous dressing space. Two additional bedrooms share a spacious 5-piece Jack & Jill bath, creating a functional family wing. The fully finished lower level enhances the lifestyle appeal with a large recreation lounge, wet bar, gym area, fifth bedroom, and full bath - perfect for guests or extended family. Outdoors, a private backyard oasis framed by mature landscaping features an inground pool, pergola-covered lounge, multiple hardscape entertaining areas, and a detached shed. A double garage with upgraded tiled flooring and private driveway complete this distinguished offering. Five bedrooms. Two primary suites. Three finished levels. A rare estate-sized lot in Southwest Oakville. 390 Seaton Drive - a home of scale, versatility, and enduring elegance.

390 Seaton Drive, Oakville

$3,800,000

5 Beds ⋅ 6 Baths ⋅ W13125176 MLS

Be the first to live in this custom built upgraded 5-bedroom, 6-washroom home in the sought-after Glen Abbey Encore community. Situated on a ravine-backed corner lot overlooking the Fourteen Mile Creek, this home offers over 4,440 sq ft above grade plus over 2,160 sq ft of unfinished basement space with walk-up access to a fully fenced backyard. Enjoy access to one of the area's largest parks featuring tennis & pickleball courts, basketball, soccer field, splash pad, playground, and trails. Featuring 11 ft ceilings on the main floor and 9 ft ceilings on the second floor and basement, upgraded 90" solid-core interior doors, hardwood flooring, coffered ceilings with crown moulding, pot lights, oversized windows, skylight above the staircase, open-riser staircase with stainless steel square spindles, elevated deck, dual furnaces & A/C systems, central vacuum including garage connection, smart lighting, exterior cameras, motorized blinds, and smart garage door openers with integrated cameras. All five bedrooms feature direct bathroom access, including three ensuites and a Jack & Jill bath. The primary suite offers ravine views, dual walk-in closets, and a spa-inspired ensuite with heated floors. The home also features two exterior entrances with covered porches, plus a main-floor office/den connected to a full bathroom. The custom Downsview Kitchen (one of Canada's premier luxury kitchen brands) features premium appliances including Sub-Zero column fridge/freezer and undercounter refrigerator, Wolf built-in oven, microwave & gas range, Miele built-in coffee system, and two Bosch dishwashers. Finished with quartz slab backsplash, double waterfall quartz island, large-format porcelain slab flooring, designer apron-front workstation sink, custom pull-out organizers, deep soft-close cabinetry, under-sink retractable central vacuum hose system, and a fully equipped servery with additional sink and second dishwasher connected to the breakfast area overlooking the ravine.

1283 Meadowside Path, 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

$1,970,000

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

$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

$1,689,990

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

$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

$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

$3,790,000

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

$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

$3,450,000

3 Beds ⋅ 3 Baths ⋅ W12778182 MLS

Attention Investors & Developers! Zoning approved for four luxury townhome units (RM1) with a total buildable gross floor area of 14,736 sq. ft. on a 0.24-acre lot (building permits not included). Features both surface and underground parking. Renderings available for review. Located in a prestigious and tranquil enclave in West Oakville, just south of Lakeshore. Steps from Bronte Heritage Waterfront Park, Bronte Boathouse, and Marina! An upgraded, move-in-ready home is currently on-site, perfect for living or renting. **EXTRAS** Includes stainless steel appliances: fridge, stove, built-in dishwasher; front-loading washer and dryer; light fixtures; window coverings; garage door opener; gazebo; garden shed; and greenhouse.

47 Nelson Street, Oakville

$1,699,000

4 Beds ⋅ 2 Baths ⋅ W12679326 MLS

An exceptional opportunity to build your dream home in one of Oakville's most prestigious and sought-after neighbourhoods. Set on a quiet, tree-lined 60 x 122 ft lot widening to 78 ft at the rear, this property offers a rare chance to design and build a custom home exceeding 3300 sq.ft.(above grade). The existing home is well maintained and fully livable, allowing you to move in or generate rental income while securing permits. Ideally Located just minutes from Lake Ontario, downtown Oakville, the GO Train, top-ranked schools, parks, and major highways, this address perfectly balances tranquility, convenience, and long-term value. Buyers or their representatives should verify all zoning and building details with the Town of Oakville's Planning and Building Department.

1169 Cynthia Lane, Oakville

$4,295,000

6 Beds ⋅ 8 Baths ⋅ W12644824 MLS

This is a remarkable vacant lot that includes drawings and building permit. House pictures are renderings and details are from the drawings. Embark on a life of uncompromised luxury with this architectural masterpiece by renowned architect David Small. Perfectly located South of Lakeshore steps from Appleby College, lake and downtown Oakville. Evoking a sophisticated "Laneway Country" atmosphere on a rare 90' x 340' lot with walk-out basement. The estate features a long circular private drive that frames a sun-drenched, West-facing backyard. The home is designed as the ultimate multi-generational sanctuary, that offers a rare "Double Primary" layout: a magnificent main-floor master suite for accessible luxury, plus a second-level master retreat with separate "His & Her" ensuites. The elevator services all three levels, ensuring effortless movement throughout soaring interiors defined by dramatic cathedral ceilings. With building permits in hand and a bespoke interior package by WOLFE Interior Design, this Net Zero Ready estate blends timeless character with elite modern performance. Car enthusiasts will prize the 5-car capacity, utilizing the attached garage and the detached tandem garage within the cabana. Beyond the essentials, the floor plan is packed with exceptional features, including a main floor office, lower level dedicated music/theater room, glass-walled fitness center, custom sauna and steam room, wine cellar, and private nanny and guest suites. Surrounded by 10M-12M estates. Architectural drawings, interior design, floorplans and building permits available on request. 10+++

408 Lakeshore Road W, Oakville

$3,250,000

4 Beds ⋅ 3 Baths ⋅ W12419345 MLS

Nestled south of Lakeshore in the heart of Old Oakvilles historic district, this beautifully restored Georgian-style home, designed by Gren Weis, blends timeless character with modern updates. Steps from the lake, river, and vibrant Downtown, it offers an unmatched lifestyle location.The home boasts exceptional curb appeal with a flagstone path leading to a spacious foyer. Sun-filled interiors feature Farrow & Ball paint, new hardwood on the main level, preserved fir upstairs, smooth ceilings, and recessed LED lighting.The updated kitchen includes a large island, built-in appliances, and desk area. The dining room offers panelled walls, RH sconces, French doors to the garden, and plantation shutters. A charming living room features built-in bookcases, window seat, wood-burning fireplace, and walkouts to a sunroom overlooking the southwest garden and pool. A mudroom and stylish powder room complete the main floor.Upstairs are four bedrooms with ample closets and antique brass hardware. The primary suite offers custom built-ins and a renovated ensuite with heated Carrara marble floors and zero-threshold shower.The fully finished lower level (8 ceilings, slate flooring) adds living space with a media room, workout room, cedar closet, laundry, and storage. Updated mechanicals include a high-efficiency furnace, central AC, 100 AMP panel, irrigation. Cedar roof, new fencing, cobblestone driveway. Outside enjoy a private oasis with saltwater inground pool, brick patios, and landscaped gardens. Steps to the Lake, Oakville Club, Yacht Squadron, Library, Performing Arts Centre, Downtown, and top schools.

53 Thomas Street, Oakville

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