Oakville Homes with 31-50 Approx Age

Oakville Homes with 31-50 Approx Age

Welcome to Oakville, Ontario—a picturesque gem nestled along the shores of Lake Ontario, just a stone's throw from the bustling city of Toronto. Known for its charming small-town feel, Oakville boasts a vibrant community, stunning waterfront parks, and a rich cultural scene that attracts families and professionals alike. With its tree-lined streets, historic downtown, and an array of top-rated schools, Oakville is a perfect place to call home.

For those seeking a blend of classic charm and modern amenities, the homes in Oakville that fall within the 31-50 year age range offer a unique opportunity. These residences often feature timeless architectural styles, spacious layouts, and mature landscaping that creates a warm, inviting atmosphere. Many of these homes have been thoughtfully updated to include contemporary finishes while retaining their original character, providing the ideal balance of nostalgia and modern living.

Living in Oakville means enjoying access to a variety of recreational activities, from sailing on the lake to exploring the scenic trails of Bronte Creek Provincial Park. The thriving arts community, highlighted by the Oakville Centre for the Performing Arts, offers year-round events and performances, ensuring there's always something to experience.

Whether you’re sipping coffee in one of the quaint cafes or taking a leisurely stroll along the waterfront, Oakville's charm is undeniable. Discover your perfect home in this delightful town, where community spirit and natural beauty come together to create an exceptional lifestyle. Embrace the Oakville experience—your dream home awaits!

Newest Oakville Homes with 31-50 Approx Age

2290 Devon Road, Oakville
$1,799,000
5 Beds ⋅ 3 Baths ⋅ W14117826 MLS
Welcome To 2290 Devon Rd, nestled in one of South East Oakville's most desirable neighbourhoods, on a premium [ 80 x 106 Ft] Lot. This tastefully updated 4+1 bedroom, 3 bathroom home combines style and practicality, offering a space that feels both refined and welcoming from the moment you enter. Hardwood floors and elegant California shutters run throughout, adding warmth and character to every room. At the heart of the home is a spacious, contemporary kitchen designed with families in mind. Featuring custom cabinetry and stainless steel appliances, it flows seamlessly into the main living areas-perfect for everything from relaxed weeknight dinners to entertaining guests. The finished basement adds even more versatility, with a generous recreation space that can easily adapt to your needs-whether it's a media room, play area, or home gym. Outside, the backyard offers plenty of room to enjoy the warmer months, whether you're hosting barbecues, letting the kids play, or simply unwinding after a long day. Surrounded by parks, walking trails, and just a short drive to the lake and downtown Oakville, the location is ideal for those who love both nature and convenience. With quick access to the QEW, Highway 403, and GO Transit, commuting is simple and efficient.

2290 Devon Road, Oakville
1903 Pilgrims Way Unit 302, Oakville
$799,900
2 Beds ⋅ 2 Baths ⋅ W14115716 MLS
Welcome to The Arboretum, a gated condominium community located in the heart of Glen Abbey-one of Oakville's most established and desirable neighbourhoods. Known for its beautifully maintained grounds, mature trees, and welcoming atmosphere, this sought-after community offers the perfect balance of peaceful living and everyday convenience. Offering approximately 1,400 sq. ft., this bright and spacious corner suite features two bedrooms, two full bathrooms, and a thoughtfully designed layout that is both functional and inviting. Large windows flood the home with natural light, while the open-concept living and dining areas provide an ideal setting for both quiet relaxation and entertaining. The added convenience of in-suite laundry completes the main living space. The primary suite serves as a true retreat, featuring a generous bedroom, a walk-in closet, and a 5-piece ensuite with a double vanity, separate shower, and deep soaker tub. The second bedroom offers great versatility as a guest room or home office and sits just steps from the second full bathroom. In the recently updated kitchen, modern finishes combine with abundant cabinetry and counter space to create a room that is as stylish as it is practical. Just off the main living area, step onto your private balcony to enjoy serene, tree-lined views-the perfect backdrop for morning coffee or evening unwinding. Residents of The Arboretum enjoy access to top-tier amenities, including an indoor pool, hot tub, sauna, fully equipped fitness facility, tennis courts, guest suites, and a spacious party room for hosting gatherings. Ideally located minutes from Glen Abbey Golf Club, the scenic trails of Sixteen Mile Creek, local shops, top-rated schools, and major transit routes (QEW, Highway 407, and Oakville GO), this property blends lifestyle, location, and effortless luxury.

1903 Pilgrims Way Unit 302, Oakville
1476 Livery Lane, Oakville
$1,679,000
4 Beds ⋅ 3 Baths ⋅ W14112552 MLS
Popular Mattamy 'Chamberlain' model offers 3136 SF with hardwood on both levels. 4 bedrooms, 2.5 baths with main floor office/den. All bathrooms beautifully renovated in 2020; Windows 2016; Roof tiles 2015; Kitchen 2015. Move-in ready with an unspoiled basement ready for your creative finishes. Main floor family room with wood burning fireplace, wainscotting & crown moulding. Eat-in breakfast area with walkout to large deck, pool sized yard with stone surround that nicely frames the yard, perfect for all your gardening needs. Ideal Glen Abbey location on quiet street with easy access to top rated schools, recreation centre, parks, trails and shopping.

1476 Livery Lane, Oakville
1506 Pilgrims Way Unit 931, Oakville
$479,900
2 Beds ⋅ 1 Baths ⋅ W14111794 MLS
TOP-FLOOR LIVING IN SOUGHT-AFTER GLEN ABBEY! Exceptional value in this rarely offered spacious 2-bedrooms, 1-bathroom condo, one of the largest units in this desirable complex, ideally located in Oakville's family-friendly Glen Abbey community within a highly regarded school catchment. Enjoy the benefits of top-floor living with no neighbours above, added privacy, reduced overhead noise and beautiful views of mature trees. Hardwood flooring throughout adds warmth and elegance complementing the spacious layout and abundant natural light. The generous kitchen features stainless steel appliances and ample prep space, while the separate dining area is ideal for entertaining. Relax by the cozy living room fireplace or step onto the large balcony to enjoy your morning coffee, fresh air and peaceful treed views. A massive pantry offers exceptional storage rarely found in condo living. The spacious primary bedroom features two large windows and a generous walk-in closet with access to the bathroom. Additional highlights include in-suite laundry, underground parking and a large in-suite locker. Enjoy fantastic building amenities, including a gym, sauna and games room with pool table. Perfect for first-time buyers, downsizers or investors seeking space, convenience and value. Located in desirable Glen Abbey, known for its mature tree-lined streets, parks, walking trails, excellent schools and recreational facilities. Groceries, shopping, restaurants and public transit are less than a minute away, making everyday errands and commuting effortless. Space, sunlight, privacy and convenience - this exceptional top-floor condo checks all the boxes! Don't miss this opportunity to enjoy convenient, low maintenance living in one of Oakville's most sought-after communities.

1506 Pilgrims Way Unit 931, Oakville
1199 Leewood Drive, Oakville
$969,900
3 Beds ⋅ 3 Baths ⋅ W14110930 MLS
AMAZING VALUE!! Glen Abbey Gem Backing Onto Parkette! Welcome to this renovated freehold townhome in sought-after Glen Abbey! Set on a premium lot backing onto a parkette, this inviting home combines stylish updates, spacious living a an unbeatable family-friendly location. Step through the 8' custom door & 1.5 storey entry, featuring subway tile flooring. This open-concept main floor is designed for both everyday living & entertaining. The spacious living & dining rooms showcase hardwood flooring & flows seamlessly into the heart of the home-the stunning custom kitchen.The solid-wood cream kitchen is both beautiful & functional, featuring soft-close cabinetry, gorgeous quartz countertops & backsplash, stainless steel appliances, a custom island with breakfast bar a a convenient pantry with sliding drawers.The large eat-in area offers plenty of space & new sliding doors that open to a newly built deck overlooking the private backyard-perfect for morning coffee or summer entertaining. Stylish staircase leads to the upper level, where the spacious primary bedrm offers a peaceful retreat with a walk-in closet complete with organizers a a private 3-piece ensuite. Two additional generous bedrms shares 4-piece main bathrm. The finished lower level adds even more living space with a grand recreation room featuring a cozy electric fireplace a walk-out access to the backyard. Outside, enjoy the fully fenced ,private yard with a covered patio area, creating an inviting extension of your living space. Gated access to open space & parkette will keep the little ones occupied for hours.Recent updates include custom solid wood kitchen, LED pot lights, sliding doors a deck, lower level hardwood flring. Furnace & A/C 2023.Perfectly located in the heart of family-friendly Glen Abbey, surrounded by scenic trails a close to top-rated schools, shopping, recreation, the GO Station, highways a the new Oakville hospital. A wonderful opportunity to enjoy the best of Glen Abbey living!

1199 Leewood Drive, Oakville
287 MacDonald Road, Oakville
$3,769,000
4 Beds ⋅ 5 Baths ⋅ W14110702 MLS
This completely renovated contemporary residence represents the pinnacle of modern design and sophisticated living in one of Oakville's most desirable locations of Old Oakville.Every detail of this 4 Bedroom | 4+1 Bathrooms | 4,819 Sq Ft Finished Living Space has been meticulously reimagined to deliver an unparalleled standard of quality and craftsmanship.The highly functional main floor plan centers around an exceptionally sleek kitchen open to the Great Room with gas fireplace and walk out to the resort style backyard and pool.The kitchen is outfitted with luxury high-end appliances, an oversized island seating eight, and an additional peninsula for casual entertaining in the bar area.Adjacent to the kitchen, is a walk in pantry with an additional dishwasher and fridge. Not to be missed is the impressive temperature-controlled wine room accommodates approx 1,000 bottles-a striking feature for the discerning entertainer.A versatile family room/main floor bedroom with ensuite which can be used as a principal bedroom or guest suite, laundry room, walk-in main closet for storage and access to oversized double car garage.The 2nd level principal suite is a private sanctuary featuring juliette balcony, gas fireplace, two walk-in closets and a spa-inspired ensuite with heated floors, walk-in shower, and a standalone soaking tub.Two additional spacious bedrooms each with their own ensuites complete the level. Not to be missed is the finished lower level room with added storage in the pantry and crawl space area. The backyard is an entertainer's paradise, showcasing a saltwater pool, two expansive patio areas, two gazebos with a gas fire table, and premium Dutch-imported artificial turf that remains lush year-round with zero maintenance.Ideally situated steps from Whole Foods Market, Oakville GO Train, for seamless transit connectivity,and the Oakville Trafalgar Community Centre this extraordinary property offers both refined luxury and everyday convenience.LUXURY CERTIFIED

287 MacDonald Road, Oakville
1240 Marlborough Court Unit 1105, Oakville
$519,999
2 Beds ⋅ 2 Baths ⋅ W14105962 MLS
This bright and well-kept 2-bedroom, 2-bathroom unit offers over 1,200 sq. ft. of comfortable living space in an exceptional ravine-side setting. Flooded with natural light, this functional and well-appointed floor plan features expansive windows that fill the home with natural light throughout the day, creating a warm and inviting open-concept living and dining space while framing beautiful forest views. Backing onto the scenic McCraney Valley Trail, this home offers a peaceful setting surrounded by nature. The spacious eat-in kitchen provides a welcoming space for everyday meals and entertaining. The sunroom, conveniently accessible from both the living room and second bedroom, features an expansive window overlooking the treetops, creating a peaceful space to relax, work, or enjoy the surrounding natural beauty. The spacious, sun-filled primary bedroom features a large walk-in closet and a private ensuite bathroom, while the second bedroom is conveniently located near a full bathroom, providing comfort and privacy for family or guests. Enjoy premium building amenities, including a fitness centre, party room, library, Bell Fibe TV, high-speed internet, and water, all included in the maintenance fees. Located just steps from scenic trails and minutes from major highways, shopping, and downtown Oakville, this exceptional ravine-side residence offers the perfect blend of nature and convenience.

1240 Marlborough Court Unit 1105, Oakville
2086 Sprucedale Drive, Oakville
$1,599,000
6 Beds ⋅ 4 Baths ⋅ W14105632 MLS
3 reasons you'll LOVE this home: 1. It's beautifully maintained and move-in ready - freshly painted and thoughtfully cared for, with gleaming oak hardwood floors throughout the main and upper levels, several new light fixtures, and most windows upgraded. 2. There's room for everyone and everything - generously sized principal rooms, spacious bedrooms, and exceptional storage throughout, including a walk-in primary bedroom closet, walk-in linen closet, and abundant basement storage. 3. An unbeatable River Oaks location - set on a quiet, family-friendly street just a short walk to Rotherglen Elementary and River Oaks Public School, with parks, scenic trails, shopping, transit, highways, and everyday amenities nearby. Offering an impressive 3,714 sq. ft. of finished living space, this 4+2 bedroom, 3.5 bathroom home delivers the perfect blend of space, comfort, and functionality for growing families. The eat-in kitchen features granite countertops, abundant custom wood cabinetry, and a brand-new stainless steel refrigerator and opens up to the inviting family room, complete with a cozy fireplace. Enjoy the convenience of main floor laundry with a door to the side yard plus inside access to the attached double garage and a recently resealed double driveway. Newer roof (approx. 2019). The finished basement has plush new carpeting and expands your living options with a large recreation room, an additional bedroom, a full bathroom, and a gym that could easily serve as a home office or a sixth bedroom. Step outside to a spacious, fully fenced backyard with room to relax, play, and entertain. With its generous layout, thoughtful updates, and sought-after River Oaks location, this welcoming home is ready for you to move in and make it your own!

2086 Sprucedale Drive, Oakville
1414 Harmsworth Square, Oakville
$1,399,000
6 Beds ⋅ 5 Baths ⋅ W14100298 MLS
Muskoka In The City! Welcome To This Beautiful & Exceptionally Spacious 5 Level Backsplit In Oakville's Highly Sought After Sheridan Valley Community, Where Nature, Privacy & ConvenienceCome Together In One Truly Special Home. Backing Directly Onto The Scenic Sheridan Valley Trail System, This Rare Ravine Property OffersAccess To Picturesque Walking Trails, Mature Greenspace & A Tranquil Creek; Creating Your Very Own Backyard Retreat! Offering Approx. 1,952 Sq. Ft. Above Grade Plus Approx. 1,200 Sq. Ft.Across The 4th & 5th Levels, This Home Is Much Larger Than It Looks & Designed For Exceptional Family Living.Featuring 3 Bedrooms on 2nd Floor, Including A Versatile Bedroom Currently Designed As A Custom Home Office at Ground Floor, 2.5 Beautifully Renovated Bathrooms & Generous Living Spaces Perfect For Entertaining. The Lower Levels Offer Incredible Flexibility With A Separate Side Entrance & In Law Suite/Apartments (Not Retrofitted), Rec Room Or Additional Living Space; Ideal For Growing Or Multi Generational Families With 2 Separate Kitchen And Additional Laundry And Bathrooms On Each Level, Previously Used as Rental Accommodations! Step Outside To The Impressive Wraparound Deck Overlooking The Ravine, Complete With A Beautiful Pond & Waterfall. It Is The Perfect Setting For Morning Coffee, Summer EntertainingOr Peaceful Evenings Surrounded By Nature. Ideally Located Near Excellent Schools, Parks, Shopping, Downtown Oakville & Major Commuter Routes Including The QEW, 403 & 407. Rare Ravine Setting! Unmatched Privacy. Exceptional Space, Multi Generational Living & Income Potential* A Truly Unique Property Offering Endless Possibilities!

1414 Harmsworth Square, Oakville
130 Solingate Drive, Oakville
$1,450,000
4 Beds ⋅ 3 Baths ⋅ W14098448 MLS
Attention Builders, Renovators & End Users! An exceptional opportunity just steps from Lake Ontario, surrounded by prestigious multi-million-dollar custom homes in one of Oakville's most sought-after lakeside communities. Situated on a premium 90 x 125 ft lot with no direct rear neighbours, this property offers outstanding privacy and endless potential. The spacious 4-level backsplit features 2,182 sq. ft. (as per MPAC) and is nestled against a mature backdrop of trees, creating a peaceful setting for family living. The well-designed layout includes 3+1 bedrooms, 2.5 bathrooms, a double attached garage with inside entry, and generous principal rooms including separate living, dining, and family rooms-offering plenty of space for growing families or those looking to renovate and personalize. Whether you're planning to build a luxury custom home, undertake a major renovation, or move in and enjoy while designing your future vision, this is a rare opportunity in a neighbourhood where exceptional homes continue to redefine the streetscape. Just minutes to the lake, top-rated schools, parks, shopping, and all the amenities that make Southwest Oakville one of the GTA's premier addresses.

130 Solingate Drive, Oakville
54 RAYMAR Place, Oakville
$6,500,000
5 Beds ⋅ 5 Baths ⋅ W14097832 MLS
This exceptional residence has been extensively upgraded with curated enhancements that seamlessly blend timeless architecture with modern luxury, advanced technology and exceptional craftsmanship. Designed for effortless indoor-outdoor living, the enclosed lanai features floor-to-ceiling glass sliding doors on three sides with automated electronic screens for year-round comfort and privacy. The professionally landscaped grounds include a custom 13' x 9' powered garden pavilion, natural stone entertaining terrace, 1,100 sq. ft. wraparound composite deck, approximately 500 sq. ft. of Ipe hardwood privacy screening, luxury hot tub, heated saltwater pool with waterfall, 20-foot motorized retractable awning and a fully automated seven-zone irrigation system and hot tub. The gourmet kitchen has been refreshed w/ custom cabinetry doors and drawer fronts while maintaining its timeless design. Premium appliances include two built-in dishwashers, two wall ovens, integrated refrigerator and freezer, built-in microwave, approximately 100-bottle wine refrigerator and two oversized island prep sinks with garburators. The principal fireplace has been restored with a custom surround, creating a stunning focal point. The luxurious primary suite features restored wood paneling, a custom dressing room, spa-inspired ensuite with freestanding tub, steam shower, heated floors and heated towel warmers. A DuraDek waterproof roof system (2023) was installed over the private terrace. All upper bedroom ensuites also feature radiant heated floors and heated towel warmers. An upgraded Crestron Smart Home system controls lighting, climate, motorized blinds, distributed audio and home automation. The home is equipped with three owned high-efficiency furnaces, three air con. systems, two steam humid., two-zone climate control. Exterior Shower. Every detail has been thoughtfully curated to deliver timeless elegance & intelligent technology.

54 RAYMAR Place, Oakville
2222 Marine Drive, Oakville
$899,900
3 Beds ⋅ 2 Baths ⋅ W14097436 MLS
Experience ultimate lock-and-leave coastal living in the heart of charming Bronte Village. Perfect for a busy professionals or families wanting total independence without weekend yard chores, this fully renovated, 3-storey end-unit townhome pairs the freedom of your own private driveway and garage with complete, maintenance-free exterior peace of mind. Forget about lawn care or exterior upkeep. The proactive condominium corporation covers everything from the "studs out"-including lawn services, driveway upkeep, deck replacement, attic and roof care, windows, doors, building structural maintenance. Inside, enjoy a turnkey interior with new hardwood floors, smooth ceilings, crisp baseboards, modern pot lighting, upgraded fixtures, and custom doors and hardware. The stunning living room features soaring ceilings and a walkout to an oversized private deck, surrounded by mature greenery with no rear-facing neighbours. The open-concept dining room overlooks the living area, creating an inviting space for entertaining. The updated kitchen features quartz countertops, and brand-new stainless steel appliances with large windows offering peaceful views of the tree-lined street and parkette across the way. Upstairs, discover three bedrooms with new closet doors and built-in organizers, plus a fully renovated 4 pc bathroom. The finished lower-level recreation room walks out to a private, landscaped backyard patio and garden retreat. As an end unit, the home benefits from extra perimeter green space and oversized windows that fill every level with natural light. Bronte's vibrant lakeside enclave offers a distinct, walkable lifestyle: stroll across to waterfront parks, walk your paddle board down to the beach, jog scenic shoreline trails, or wander to the marina pier. After work, leave the car parked and meet friends at local cafés, boutique wine bars, and bustling seaside patios along Lakeshore. A rare combination of standalone privacy, village charm, and zero-maintenance ease.

2222 Marine Drive, Oakville
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