Oakville Homes with 100+ Approx Age

Oakville Homes with 100+ Approx Age

Welcome to Oakville, Ontario – a picturesque gem nestled along the shores of Lake Ontario, just a short drive from Toronto. Known for its charming blend of historic character and modern convenience, Oakville is a vibrant community that beckons families, professionals, and retirees alike. With its stunning waterfront parks, scenic trails, and a thriving downtown filled with shops, restaurants, and cultural attractions, Oakville offers a lifestyle that is both enriching and enjoyable.

One of the most captivating aspects of Oakville is its rich architectural heritage. The city boasts an array of homes that are over 100 years old, each with its own unique story to tell. These historic residences are a testament to the craftsmanship of yesteryears, featuring intricate details, classic designs, and timeless appeal. Many of these homes have been lovingly restored, offering modern amenities while preserving their original charm. Living in one of these historic homes allows residents to enjoy a piece of Oakville's history, all while being part of a thriving community.

In addition to its beautiful homes, Oakville is known for its excellent schools, safe neighborhoods, and a plethora of recreational activities. Whether you’re strolling along the lakefront, enjoying a day at the local farmer’s market, or participating in community events, Oakville provides an exceptional quality of life. With its perfect blend of history, culture, and natural beauty, Oakville is not just a place to live – it’s a place to call home. Explore the enchanting neighborhoods and discover the allure of Oakville today!

Newest Oakville Homes with 100+ Approx Age

426 Trafalgar Road, Oakville
$3,949,000
4 Beds ⋅ 6 Baths ⋅ W14162108 MLS
A private retreat in the heart of South East Oakville, with the city at your doorstep. Driving south on Trafalgar Road, this expansive Tudor is one of the first homes to welcome you into SE Oakville. What makes this residence special is what happens beyond its distinguished facade. Step into the backyard & the world changes: mature trees, ravine, 16 Mile Creek & complete privacy create a setting wonderfully removed from the city. Enjoy morning coffee overlooking the creek, dinner in the outdoor kitchen, evenings around the fire pit, or simply relax beneath the trees & enjoy the wildlife & changing seasons. With riparian rights, professionally landscaped gardens, perennial beds, flowering trees, hedges, timber deck, pergola, gazebo, Napoleon & Lynx outdoor kitchen, the backyard feels like a private escape. Inside, this beautifully maintained Tudor offers 3,000+ sqft. 4 bedrooms, 6 bathrooms. Exceptional craftsmanship includes Jatoba hardwood, handmade plaster crown moulding, 8-inch baseboards, Ciot tile, Hansgrohe fixtures & triple-pane windows. The renovated kitchen features custom cabinetry, premium granite & Viking, Wolf & Miele appliances, while the breakfast & family rooms capture spectacular ravine views. The primary suite is a private retreat with three skylights, unobstructed views of the16 Mile Creek, a private balcony & a custom dressing room. The spa-inspired ensuite features a Neptune air-jetted tub & glass shower. Improvements include updated kitchen finishes & flooring, custom fireplace cabinetry, extensive pot & art lighting, new owned furnace, AC & hot water tank, 200-amp service, wine cellar, irrigation, security & smart-controlled systems. Location is exceptional: approximately a 3-minute walk to Oakville GO, under 5 minutes to Downtown Oakville & Lakeshore, & walking distance to groceries, restaurants & shops. QEW, 407 & 410 access is minutes away. Enjoy the peace & privacy of nature while remaining effortlessly connected.

426 Trafalgar Road, Oakville
155 Lakeshore Road, Oakville
$2,999,000
W14148664 MLS
Here is your chance to own this beautiful and very well cared for mixed use building in the core of downtown Oakville. The building provides 2 fully occupied retail units on the main level (A restaurant and Marble Slab) and 5 Apartment buildings on the upper level. Talk about a unique and one of a kind type of Real Estate. It provides you with a very healthy annual return with the highest level of peace of mind and not to mention its excellent and very vibrant location. From the moment you walk up to the building, pride of ownership is evident (same owner for over 2 decades !! ) and when you walk inside you will be impressed. Both retail shops are nice and clean and very well cared for. There has been many upgrades/updates throughout the exterior to the interior of the building over the years. We will be happy to share the complete list. With its strategic positioning and steps from Town Square, it makes this gem that much more unique and special.

155 Lakeshore Road, Oakville
1099 Sixth Line, Oakville
$1,477,700
3 Beds ⋅ 3 Baths ⋅ W14122380 MLS
Welcome to The Louth House, home of former first head pro at Oakville Golf Club, an exceptional 4-bedroom, 3-bathroom Craftsman-style designated Oakville heritage home circa 1927, set on an expansive, private corner lot in Oakville's sought-after College Park. Discover the perfect blend of heritage character, modern living, privacy, and convenience in this remarkable College Park home. Impressive exterior features a refreshed facade, covered front veranda, huge concrete paver driveway, majestic trees, newer fencing, and a secluded backyard oasis with multiple seating areas, perfect for relaxing and entertaining. Inside, discover beautiful oak trim, columns, wainscotting, hardwood floors, California shutters, skylights, and stone countertops. Custom eat-in kitchen features a generous island, breakfast bar, quartz counters, high-end appliances, and a walkout to the deck for effortless indoor-outdoor living. The inviting formal living room with a gas fireplace and the separate elegant dining room is ideal for hosting family and friends. A private office with a coffered ceiling provides the perfect work-from-home space. Retreat to the oversized primary bedroom, complete with a luxurious 5-piece ensuite featuring a relaxing clawfoot tub and a separate glass-enclosed shower. The lower-level features a family room with slate flooring and a walkout to the patio, two bedrooms/office, and a 3-piece bathroom. Extensively updated and beautifully maintained, this unique Oakville real estate offering preserves the character and architectural details of a heritage home while delivering the comfort and functionality today's families desire. Enjoy an exceptional College Park location close to the Oakville Golf Club, Oakville Place Mall, transit, highways and Oakville GO Station for convenient commuting. The Louth House offers a rare opportunity to own a distinctive piece of Oakville history on a generous private lot, with space to live, work, entertain, and create lasting memories.

1099 Sixth Line, Oakville
43 Burnet Street, Oakville
$1,998,000
3 Beds ⋅ 3 Baths ⋅ W13844580 MLS
You may already know this home. Perhaps you've admired it from afar or simply given it a nod or smile when passing by. It's hard not to notice charm, and with its timeless slate roof and recently refreshed periwinkle exterior, 43 Burnet has plenty of it. Brimming with character from the outside in, this fully renovated 3-bedroom, 2.5-bath home offers the perfect retreat in the equally charming lakeside community of West Harbour. The contemporary floor plan is anchored by a large addition spanning the width of the home, with wall-to-wall windows overlooking and opening onto your own secret garden. Bursting with greenery and abundance, it feels wonderfully removed from the everyday, with a natural stone patio overlooking the flowing pond and numerous bird species providing the soundtrack. The converted garage, now a garden shed, makes an excellent potting space or work studio. And with 64' of frontage, there is also the opportunity to create your own double garage when the time is right. Inside, travertine floors, cherry cabinetry, wide-plank hardwood and updated millwork meet three generously sized bedrooms, including a spacious primary with a large ensuite. Upper-level laundry adds everyday convenience, while the abundance of windows fills the home with natural light. And not to be missed is the lower level, with a wonderfully usable tv room and a full bathroom that is unfinished but fully plumbed and ready for completion. A home with genuine character, an exceptional garden and a sense of escape - right in the heart of West Harbour.

43 Burnet Street, Oakville
139 Allan Street, Oakville
$2,749,000
4 Beds ⋅ 3 Baths ⋅ W13798472 MLS
A rare combination of character, space and exceptional walkability in the heart of Downtown Oakville. Set on an impressive 70-foot-wide property, this beautifully renovated four-bedroom home blends the charm of an established residence with the quality and functionality of a thoughtful, high-end renovation. Extensively updated by Stonewood Homes, the interior features wide-plank white oak flooring, exposed wood beams, natural stone fireplaces and custom millwork throughout. The main level offers an impressive collection of living spaces, beginning with a bright enclosed sunroom and flowing through separate living and dining rooms to the open-concept kitchen and family room at the rear of the home. The kitchen is beautifully appointed with custom Chervin cabinetry, high-end appliances and a large centre island with seating. A substantial walk-through servery provides exceptional storage complete with additional cabinetry, sink, beverage refrigeration and wine storage. Upstairs, four bedrooms include a spacious primary suite with a walk-in closet and a beautifully finished ensuite featuring a freestanding tub. Three additional bedrooms and a second full bathroom provide an ideal layout for family living. The finished lower level adds valuable living space with a large recreation room, laundry room, workshop and extensive storage. Outside, the unusually wide lot allows for multiple outdoor living spaces surrounded by mature trees that create a wonderful sense of privacy. A large rear deck extends the main living area outdoors, while the landscaped backyard leads to a separate covered pavilion. Adding to the property's appeal is a detached two-car garage and two separate driveways, a rare offering this close to Downtown Oakville. Located just steps from the restaurants of downtown, and within easy reach of the lakefront, harbour, parks and schools, this is a unique opportunity to enjoy one of Oakville's most desirable and walkable neighbourhoods.

139 Allan Street, Oakville
2527 Dundas Street W, Oakville
$1,899,900
5 Beds ⋅ 1 Baths ⋅ W13721624 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
350 King Street, Oakville
$10,900,000
5 Beds ⋅ 5 Baths ⋅ W13430514 MLS
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
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