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

$949,000
3 Beds ⋅ 2 Baths ⋅ W13605880 MLS
Discover the perfect blend of comfort and lifestyle in this lovely, freehold semi-detached home tucked away on a quiet, tree-lined street in highly desirable River Oaks. Situated on an impressive 37.30 x 130.22 foot deep lot with mature landscaping and perennial gardens, this home offers the ultimate setting for an active family. The bright, sunny foyer welcomes you with convenient inside access to the single-car garage. The main floor features a versatile living and dining area perfect for entertaining, complemented by a spacious eat-in kitchen with timeless white cabinetry and a walk-out to a private backyard deck-perfect for summer BBQs and peaceful morning coffee.The second level is thoughtfully designed for family harmony, featuring a primary suite with a walk-in closet and its own private 4-piece ensuite bath. Two additional bright bedrooms overlook the backyard and are served by a second 4-piece bathroom, ensuring smooth morning routines for the whole family. The finished basement maximizes your living space with a large recreation room, open-concept den, and ample storage. Inlaw potential. Living in River Oaks means being at the heart of one of Canada's premier family neighbourhoods. You are just steps from the Sixteen Mile Creek ravine trails and recreation centre, which features ice pads, a skate park, and a bike pump track. This location is a commuter's dream with easy access to the 407, transit, and Oakville Hospital. Families will prize the sought-after school district, including French Immersion and White Oaks High School with its world-renowned IB Program. With schools, parks, libraries, and shops all within walking distance, this home offers incredible value in a community designed for a vibrant, active life. Brand new A/C unit June 11, 2026,

413 Levanna Lane, Oakville
$1,549,000
4 Beds ⋅ 4 Baths ⋅ W13604682 MLS
Beautifully updated 4-bedroom family home situated on a premium pie-shaped lot in the heart of Glen Abbey, widening to an impressive 70 feet across the rear for exceptional outdoor space and privacy. Offering approximately 3,300 sq. ft. of finished living space, this meticulously maintained home features a bright, functional layout designed for modern family living. The renovated kitchen is complete with maple cabinetry, granite countertops, stainless steel appliances, a large centre island with breakfast bar and opens seamlessly to the inviting family room with a gas fireplace. Separate living and dining rooms provide elegant entertaining spaces, while hardwood flooring extends throughout the main and upper levels. Upstairs, you'll find four spacious bedrooms, including a generous primary retreat with a walk-in closet and private ensuite, along with a 5-piece main bathroom. The professionally finished basement adds exceptional versatility with a large recreation room, wet bar, gas fireplace, office, games room and abundant storage. Step outside to enjoy the expansive, fully fenced backyard featuring a large deck, gazebo, hot tub and mature landscaping-an ideal setting for entertaining, family gatherings or relaxing in your own private oasis. New furnace (November 2025). Located within walking distance to Oakville's best schools within a walking distance (Abbey Park, Loyola Catholic, Pilgrim Wood, West Oak), community centers, parks, trails, shopping and offering convenient access to the QEW, Highway 403 and GO Transit.

1379 Bramblewood Green N/A, Oakville
$1,689,000
6 Beds ⋅ 4 Baths ⋅ W13603766 MLS
Welcome to this meticulously updated 4+2 bedroom family home in the highly desirable River Oaks community, offering approximately 3,800 sq. ft. of finished living space. Thoughtfully renovated and meticulously maintained, this move-in ready home blends timeless finishes with exceptional functionality. The bright open-concept main floor features hardwood flooring, smooth ceilings, pot lights, updated lighting, and a stunning kitchen complete with quartz countertops, custom cabinetry, stainless steel appliances, a pantry, and a spacious breakfast area with walk-out to a private backyard and expansive deck-perfect for entertaining or family gatherings. Upstairs offers four generously sized, carpet-free bedrooms, renovated bathrooms, and custom window shades throughout. The professionally finished basement extends the living space with two additional bedrooms, a full bathroom, a large recreation area, and a beautifully appointed kitchenette, making it ideal for extended family, guests, or multi-generational living. **Additional highlights include updated windows, a newer roof, new insulated garage doors, electric fireplace, whole-house water softener, and numerous quality improvements throughout.** Located within walking distance to top-rated schools, parks, trails, shopping, transit, and major commuter routes, this exceptional home offers the perfect combination of comfort, style, and convenience.

2088 Madden Boulevard, Oakville
$525,000
2 Beds ⋅ 2 Baths ⋅ W13602530 MLS ⋅ The Oaks BLDG.
Unwind as you step inside this charming one-level condo with a warm Mediterranean-inspired feel and breathtaking 17th floor views. This move-in-ready suite features elegant arched doorways, a vintage-style kitchen full of character, luxury vinyl plank flooring (2025/2026), fresh paint (2026), bathroom updates, and newer appliances (2023), including a brand-new washer and dryer. Relax on your private balcony and enjoy stunning panoramic views. The unit comes with 1 underground parking space and 1 storage locker. Exceptional building amenities include a newly renovated indoor pool, sauna, games room, woodworking shop, library, and more - all in a desirable Oakville location!

1359 White Oaks Boulevard Unit 1702, Oakville
$599,000
2 Beds ⋅ 2 Baths ⋅ W13601522 MLS ⋅ Soverign I BLDG.
Stunning Fully Renovated South-Facing Corner Suite with Serene Greenspace Views. Presenting a truly exceptional opportunity to own a beautifully renovated south-facing corner unit overlooking picturesque greenspace. Offering an abundance of natural light and tranquil views, this rare residence combines modern luxury with an unbeatable Oakville location. Spanning approximately 1,269 sq. ft., this spacious condominium features 2 generously sized bedrooms and 2 fully renovated bathrooms. Every detail has been thoughtfully updated in 2024 with high-quality finishes throughout. Highlights include: Smooth ceilings and luxury vinyl flooring throughout the entire unit. A completely redesigned kitchen featuring raised ceilings, LED pot lights, custom cabinetry, and brand-new stainless steel appliances purchased during the renovation. Bright and spacious primary bedroom enhanced with LED pot lighting. Two beautifully renovated bathrooms showcasing modern vanities and faucets, American Standard toilets, elegant tile flooring and shower walls, a frameless glass walk-in shower, and premium finishes throughout. Located in a meticulously maintained condominium community in the heart of Oakville, this home offers exceptional convenience with easy access to the QEW, GO Transit, Sheridan College, and is ideally situated between both Uptown and Downtown Oakville. Rarely available, this remarkable corner suite offers peaceful natural surroundings, extensive top-to-bottom renovations, and outstanding value-an exceptional place to call home.

1230 Marlborough Court Unit 403, Oakville
$2,098,000
4 Beds ⋅ 3 Baths ⋅ W13600724 MLS
Stunning custom renovations throughout this luxurious Glen Abbey home! Nestled on a huge, private pie-shaped lot backing onto a true ravine, this 4-bedroom, 3,115 sq. ft. executive residence offers the perfect blend of comfort, elegance, and outdoor living. Host intimate dinners in the formal dining room overlooking the backyard oasis, or unwind in the main floor family room with a cozy wood fireplace. The main floor office is ideal for working from home.The custom kitchen features granite counters, a massive centre island, and high-end appliances, all overlooking your backyard retreat. The in-ground saltwater pool with a stone waterfall provides the ultimate entertainment space for the whole family, while the expansive ravine lot gives you a cottage-like feel right in the city.The primary suite boasts an updated ensuite with heated floor, walk-in closet, and inviting sitting area, while three additional bedrooms offer flexibility for family or guests. Enjoy easy access to top-ranked Abbey Park High School and Pilgrim Wood Elementary, Muskoka-like trails, Monastery Bakery, parks, shopping, public transit, and highways. Additional highlights include underground sprinklers and excellent Feng Shui. Nothing to do but move in and enjoy! See List Of Upgrades.

1417 Greendale Terrace, Oakville
$799,900
3 Beds ⋅ 3 Baths ⋅ W13598414 MLS
This Wonderful End unit 3 bedroom townhome is located in a private enclave of townhomes in the sought-after River Oaks community & Offers hardwood floors in Living/dining room, updated kitchen with stainless steel appliances, eat-in area offers convenient walkout to a private patio, ideal for outdoor entertaining. The family room offers a cozy wood-burning fireplace, updated 2-piece powder room, Upstairs, the primary bedroom is generously sized and includes a beautifully renovated 3-piece ensuite with a glass shower. The two additional bedrooms are spacious and share an updated main bath, professionally finished lower level rec room offers additional living space with 2 sets of double door closets and ample storage room & laundry, 2025 New High Eff Furnace, windows & garage door replaced. Close to top-rated schools, parks with splash areas, shopping, River Oaks Rec Centre, Oakville Hospital, and major highways & more! This home offers great value and a fantastic location!

2272 Mowat Avenue Unit 56, Oakville
$815,000
2 Beds ⋅ 2 Baths ⋅ W13597622 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 fill the home with natural light, while the open-concept living and dining areas provide an ideal setting for everything from quiet evenings at home to entertaining family and friends. The convenience of in-suite laundry completes the space. The generously sized primary bedroom offers a walk-in closet and a well-appointed ensuite with a double vanity, separate shower, and soaker tub, creating a comfortable retreat at the end of the day. The second bedroom is perfect for guests, a home office, or additional living space and is located just steps from the second full bathroom. The updated kitchen combines modern finishes with plenty of cabinetry and workspace, making it as practical as it is stylish. Step outside onto your private balcony and enjoy the peaceful treed views-a perfect place to start your morning with a coffee or unwind as the day comes to an end. Residents of The Arboretum enjoy an exceptional selection of amenities, including a well-equipped fitness center, indoor swimming pool, hot tub, sauna, and a spacious party room for hosting family gatherings and special occasions. Ample visitor parking makes welcoming guests easy. Ideally located just minutes from Glen Abbey Golf Club, the scenic trails of Sixteen Mile Creek, local shops, cafés, a neighbourhood bakery, and some of Oakville's top-rated schools, this home also offers convenient access to the QEW, Highway 407, and the Oakville GO Station for an

1903 Pilgrims Way Unit 302, Oakville
$2,050,000
5 Beds ⋅ 4 Baths ⋅ W13597196 MLS
Every season brings something to enjoy at 456 Aspen Forest Drive. Set on a quiet, tree-lined street in Southeast Oakville's coveted Ford neighbourhood, this beautifully renovated family home was designed to embrace its surroundings year-round. From summer afternoons spent entertaining on the expansive deck to crisp autumn evenings overlooking the gardens from the fully enclosed Muskoka room, every space has been thoughtfully created to connect indoor comfort with outdoor living.Offering 2,308 square feet above grade, the home features four bedrooms, four bathrooms, and a beautifully updated interior that is completely move-in ready. Bright principal rooms with soaring ceilings create an inviting sense of openness, while the renovated kitchen flows effortlessly into the dining and family spaces. The year-round Muskoka room serves as a true extension of the home, providing a place to gather, unwind, and enjoy every season in comfort.Upstairs, the spacious primary suite features a walk-in closet and private ensuite, accompanied by three additional bedrooms. The finished lower level adds exceptional versatility with a large recreation room, dedicated gym, fifth bedroom, full bathroom, laundry, and generous storage.Outside, the private backyard is made for entertaining, with extensive decking, mature landscaping, and multiple spaces to dine, lounge, and relax. A secluded hot tub offers the perfect place to unwind after a snowy winter walk or a busy summer day. Fronting onto neighbourhood green space with direct access to parks and trails, the setting feels peaceful while remaining moments from Aspen Forest Park, top-rated schools, Clarkson GO Station, and the best amenities Southeast Oakville has to offer.

456 Aspen Forest Drive, Oakville
$1,155,000
3 Beds ⋅ 3 Baths ⋅ W13590482 MLS
Welcome to this well-maintained two-storey home in the highly desirable Glen Abbey community, offering 1,779 sq. ft. of living space on the main and second levels, plus a 535 sq. ft. finished recreation room in the basement-providing plenty of space for comfortable family living and entertaining. Numerous updates have been completed in recent years: 2025 Furnace, 2024 The roof, water tank, 2022 sofit lights, 2021 garage door, 2020 carpet. A welcoming front entry opens to a bright living room seamlessly combined with the dining room and finished with elegant hardwood flooring. The functional kitchen offers abundant cabinetry, a pantry, and a sunny breakfast area with a walkout to the fully fenced backyard. Adjacent to the kitchen, the inviting family room features a cozy gas fireplace, creating the perfect gathering space. Upstairs, the spacious primary bedroom boasts a walk-in closet and a private ensuite bathroom. Two additional well-sized bedrooms are served by a full main bathroom, while a convenient powder room is located on the main level. The finished basement includes a recreation room, a rough-in for a future bathroom, and abundant storage space. Outside, enjoy a beautifully maintained, fully fenced backyard ideal for relaxing, gardening, or entertaining. Located in one of Oakville's most sought-after neighbourhoods, this move-in-ready home is close to top-rated schools, parks, trails, shopping, recreation centres, and major highways, making it an exceptional opportunity for families seeking comfort, convenience, and a wonderful community.

394 Maidstone Crescent, Oakville
$1,399,900
3 Beds ⋅ 3 Baths ⋅ W13590372 MLS
Welcome to 262 Chalmers Street, set in one of Oakville's most desirable communities, known for its charm and lively neighbourhood lifestyle. Positioned on an exceptionally wide lot - a genuine rarity - this beautifully renovated home is ready for its next owners to move right in. Wide-plank oak engineered hardwood runs throughout a thoughtfully designed open-concept layout that fills with natural light. At its heart, a stunning chef's kitchen with elegant quartz countertops and generous workspace flows effortlessly into the living and dining areas - made for both everyday living and effortless entertaining. A convenient main-floor powder room rounds out the space. Upstairs, the spacious primary retreat offers a private ensuite with heated floors and a generous walk-in closet. The second bedroom also enjoys a walk-in closet, while the third comes complete with a practical Murphy bed, included with the home. The bright, spacious main bathroom features heated floors and a full-depth vanity. Below, the finished basement delivers a versatile recreation room plus a dedicated home office suited to today's lifestyle - approximately 1,800 sq ft of finished living space in all. Nature is right at your doorstep: directly across the street, Westbrook Park follows Bronte Creek along scenic trails down to the lake - a peaceful escape available any time of day. Enjoy a true sense of community with summer festivals and local events, all within an unbeatable walkable setting. Stroll to nearby cafés, lakeside restaurants, the harbour and the beach. Commuters will appreciate quick access to the QEW, Bronte GO Station and the 407. With flexible closing available to suit your timeline, this one is ready when you are. More than a home - it's a lifestyle, and an opportunity that won't wait.

262 Chalmers Street, Oakville
$1,888,888
5 Beds ⋅ 3 Baths ⋅ W13590214 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
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