Oakville Homes with 16-30 Approx Age

Oakville Homes with 16-30 Approx Age

Welcome to Oakville, Ontario—a vibrant gem nestled along the shores of Lake Ontario, just a short drive from Toronto. Known for its picturesque waterfront, charming downtown, and rich history, Oakville offers a perfect blend of suburban tranquility and urban convenience. With its tree-lined streets, beautiful parks, and a thriving arts scene, this city is not just a place to live; it’s a community to thrive in.

For those seeking homes in Oakville, you’ll find an impressive selection of properties that reflect the area’s diverse architectural styles. Among the most sought-after are homes built approximately 16 to 30 years ago. These residences often boast modern amenities while retaining a sense of timeless elegance. Many feature spacious layouts, updated kitchens, and lush backyards, perfect for families and entertaining guests.

The neighborhoods in Oakville are family-friendly, with excellent schools, recreational facilities, and a strong sense of community. Residents enjoy easy access to a variety of shopping, dining, and cultural experiences, all within a short distance. Whether you’re strolling along the scenic waterfront or exploring the quaint boutiques in Bronte Village, Oakville offers a lifestyle that is both enriching and enjoyable.

With its blend of natural beauty, community spirit, and modern conveniences, Oakville is an ideal choice for those looking to plant their roots in a welcoming and vibrant city. Discover your dream home in this enchanting area and experience the best of what Oakville has to offer!

Newest Oakville Homes with 16-30 Approx Age

338 Woodale Avenue, Oakville
$1
6 Beds ⋅ 4 Baths ⋅ W14114604 MLS
Offers reviewed Sunday, November 1. Detached 2-storey on a 65 x 122 ft lot in West Oakville, with 4+2 bedrooms, 4 bathrooms and approx. 4,300 sq ft of finished living space across three levels. A main-floor bedroom with a full bath on the same level gives flexible space for extended family, guests or a home office, with no stairs. The open-concept main floor has hardwood floors, a combined living/dining room for 8, and a kitchen with stainless steel appliances and a large island with seating for 4. Upstairs: a primary suite with 5-pc ensuite and walk-in closet, two large bedrooms sharing a Jack-and-Jill bath, and second-floor laundry. The finished lower level adds two bedrooms, a 4-pc bath, a recreation room and a media room. The 122 ft lot depth creates a private, fully fenced backyard with professional landscaping, patio dining and an automatic sprinkler system. Heated swim spa available for purchase separately. Double attached garage plus a four-car driveway with no sidewalk (parking for 6). Minutes to downtown Oakville, the lake, parks, GO Transit and the QEW/403. W.H. Morden PS catchment. All measurements, square footage, lot size and taxes are approximate; buyer and buyer's agent to verify. Seller and listing brokerage make no representation or warranty.

338 Woodale Avenue, Oakville
203 Burloak Drive, Oakville
$2,799,900
4 Beds ⋅ 5 Baths ⋅ W14112590 MLS
Beautifully updated executive residence showcasing exceptional pride of ownership, thoughtful design, & a functional Upgrades ideal for family living and entertaining. Renovated kitchen, powder room, laundry room & garage entrance (2022), professionally painted throughout, new LED lighting on main & lower levels, new TOTO washlet toilets & Thermador appliances. Elegant main floor features maple hardwood flooring, crown moulding, pot lights, California shutters, custom built-ins, travertine foyer with medallion detail, bay window & pocket doors. Updated kitchen & breakfast area with quartz counters, oversized island, built-in microwave, 6-burner gas Stove with grill, b/i Thermador wall coffee station, charging station drawer. Custom Pantry with Beverage fridge, B/I Wine Rack and Storage Galore. Family feature cast stone fireplace and 21" ceiling, decorative columns, oversized windows & Swarovski chandelier in Dining Rm. Spacious primary suite with sitting area & Cast Stone fireplace, walk-in closet w/ organizer, and spa-inspired ensuite with rain shower, soaker tub, granite counters & California shutters. Additional bedrooms feature hardwood flooring, double closets, upgraded finishes, and Jack & Jill bath with granite counters & wood-looking tile flooring. Fully finished walkout basement with above-grade windows, recreation area, wet bar with double sink, gas fireplace with Wood mantle, built-in shelving, additional storage, cold cellar with automatic lighting, 3-piece bath. Mature landscaped backyard with private setting, outdoor bar seating, BBQ area, backyard WiFi router & shed added in 2022. Pool upgrades include new heater & Pentair Prowler (2022), liner (2023), filters & Intellichlor IC40 cell (2024). Additional updates include furnace & humidifier (2023), duct cleaning, serviced tankless hot water system, garage door hardware replaced, plus power washing, joint replacement & professional tree pruning completed in 2024.

203 Burloak Drive, Oakville
3275 Stalybridge Drive Unit 24, Oakville
$1,119,990
4 Beds ⋅ 4 Baths ⋅ W14111884 MLS
EXCEPTIONALLY UPGRADED HOME IN SOUGHT-AFTER BRONTE CREEK! Discover the perfect blend of elegance, comfort, and modern living in this meticulously maintained 3-bedroom home, nestled on a quiet, family-friendly street in one of Oakville's most desirable communities. Featuring 9-ft ceilings, hardwood flooring throughout, California shutters, and a spacious semi-open-concept main floor designed for effortless entertaining. The beautifully updated kitchen showcases granite countertops, a stylish backsplash, and a premium Bosch 500 Series dishwasher (2026). Step outside to an extra-wide backyard deck, perfect for summer gatherings. The finished basement offers additional living space, a versatile bonus room, bathroom, and ample storage. EXTENSIVE RECENT UPGRADES & MAJOR IMPROVEMENTS! Freshly painted interiors, upgraded main floor bathroom vanity, pot lights, and Wi-Fi-enabled smart switches. Significant upgrades include a Lennox 70,000 BTU furnace and 2-ton central A/C (July 2025), premium GAF architectural shingle roof (Mar 2025), upgraded attic insulation (2026), and LG AI-enabled smart washer and dryer (Mar 2025). Additional highlights include a Samsung refrigerator, EV charging Point, Google Nest smart thermostat, and parking for 3 vehicles. Ideally located near excellent schools, scenic trails, parks, shopping, and major highways. MOVE-IN READY, BEAUTIFULLY UPDATED, AND LOADED WITH PREMIUM UPGRADES-AN EXCEPTIONAL OPPORTUNITY IN PRIME OAKVILLE!

3275 Stalybridge Drive Unit 24, Oakville
1036 Valley Crest Circle, Oakville
$2,988,000
5 Beds ⋅ 6 Baths ⋅ W14110728 MLS
RAVINE! PRIVATE BACKYARD OASIS! RARE THREE-CAR GARAGE! Discover an exceptional River Oaks residence nestled on a quiet cul-de-sac, where refined family living meets a remarkable natural setting. Backing onto Lions Valley Park and Sixteen Mile Creek, this impressive home offers a rare blend of space, privacy, and outdoor living. The professionally landscaped backyard is a private retreat, featuring a saltwater pool with a natural stone surround, raised TimberTech composite deck (2020), lush gardens, mature trees, and towering cedars that stay green year-round. Enjoy the ultimate setting for summer entertaining, outdoor dining, and poolside relaxation with direct access to scenic trails. The inviting main level features a living room with soaring 18' decorative ceiling and gas fireplace, elegant dining room, vaulted-ceiling den, and dedicated home office. The gourmet kitchen showcases refinished maple cabinetry, granite countertops, S/S appliances, pantry, centre island, and bright breakfast area with built-in dining table and walkout to rain-proof deck. Spacious primary retreat offering two walk-in closets and a renovated (customizable) five-piece ensuite (2025) with glass shower, dual sinks, and dual toilets. The professionally finished walkout lower level offers versatile living space with potential for an in-law or nanny suite. Additional highlights include 9' ceilings on all three levels, hardwood staircase (2025), windows (2019), front and rear doors (2019), furnace and air (2020), roof (2015) with outdoor heating element on lower roof, inground sprinkler system, and attractive stone and brick exterior. Ideally located close to scenic trails, Sixteen Mile Sports Complex, private schools, shopping, restaurants, Glen Abbey Golf Club, transit, highways, and GO Train. A truly exceptional River Oaks offering where a rare three-car garage, private resort-inspired backyard, and breathtaking ravine setting come together to create an extraordinary family lifestyle!

1036 Valley Crest Circle, Oakville
254 Donessle Drive, Oakville
$5,349,000
6 Beds ⋅ 6 Baths ⋅ W14110352 MLS
From the moment you arrive, 254 Donessle Drive makes a lasting impression. Stately and estate-like, this meticulously maintained residence showcases timeless architecture, exceptional craftsmanship and the generous proportions of a distinguished family home.Set on a magnificent 108' x 192' west-facing property on one of Southeast Oakville's most coveted streets, the home offers approximately 7,531 sq. ft. of living space amid mature trees, established gardens and remarkable privacy.A soaring two-storey foyer introduces rich hardwood floors, exquisite millwork and elegant principal rooms. The dramatic two-storey living room features towering windows, French doors and a floor-to-ceiling stone fireplace. A wood-panelled executive den and formal dining room provide refined spaces for work and entertaining.The expansive kitchen features custom Downsview cabinetry, a 13' island with granite countertop and Wolf and Sub-Zero appliances. Open to the breakfast area and fireside family room, it forms the heart of the home.Upstairs, four bedrooms each enjoy a private ensuite. The primary retreat includes a fireplace, custom walk-in closet and luxurious five-piece bath with heated floors, steam shower and air-jet tub. The finished lower level offers a recreation room, custom bar, wine cellar, gym and two additional bedrooms.Outside, the west-facing gardens are equally impressive, with a heated saltwater pool, custom cabana with bar and change room, stone terraces and expansive lawns-an exceptional setting for afternoon sun and evening entertaining. A triple-car garage, fitted mudroom and abundant storage complete the home.Moments from the lake, excellent schools and local amenities, 254 Donessle Drive is a rare opportunity to own a home of enduring quality, where the grounds are every bit as remarkable as the residence itself. Luxury Certified.

254 Donessle Drive, Oakville
2403 Marine Drive, Oakville
$1,412,000
4 Beds ⋅ 4 Baths ⋅ W14109784 MLS
Steps to Lake Ontario and the Bronte Lifestyle! This stunning executive freehold townhouse offers 3+1 bedrooms and over 2,400 sq. ft. of total living space, including the finished lower level. The main floor flows seamlessly from the sunlit living room, with French doors overlooking the courtyard below, through the spacious dining room to the beautifully updated open concept kitchen and family room, complete with a gas fireplace and access to the elevated private deck. Upstairs, the primary suite features a vaulted tray ceiling, enlarged windows, an updated 4pieceensuite and walk-in closet, complemented by two additional bright bedrooms and a stunning updated main bathroom. The lower level is another extraordinary feature of this chic urban home. A spacious recreation room with a 3pieceensuite bathroom offers flexible living space for independent family members, overnight guests or a private home office. French doors open directly to the beautifully landscaped courtyard, creating a wonderful connection between indoor and outdoor living. Laundry, abundant storage and interior access to the double garage complete this fabulous home. Enjoy exceptional walkability in this prime Bronte location, with some of the best restaurants, patios, cafés and shops just a short stroll away. Spend your days and evenings exploring the waterfront paths, beaches and harbour. Welcome to 2403 Marine Drive!

2403 Marine Drive, Oakville
2280 Baronwood Drive Unit 95, Oakville
$959,000
3 Beds ⋅ 4 Baths ⋅ W14109544 MLS
MUST SEE TO BELIEVE! Experience refined living in this beautifully upgraded executive end-unit townhouse in prestigious West Oak Trails, Oakville. The sought-after "Abbey" model offers over 2,100 sq. ft. of finished living space, including a fully finished walkout basement, generous principal rooms, abundant natural light and an inviting open-concept design. Features 3 spacious bedrooms, 4 bathrooms, main-floor laundry, California shutters on the upper level and in the basement, and 2 parking spaces. Extensive upgrades include backyard fence (2023), garage storage rack, living room and kitchen flooring (2023), elegant fluted accent wall (2023), custom primary bedroom walk-in closet (2023), front and backyard interlock/paving improvements (2023), cedar trees in the front and backyard (2024), basement powder room (2024), remodelled kitchen with upgraded countertops and island with drawers (2024), new kitchen sink and over-the-counter microwave (2024), new LG washer and dryer (2024), laundry room sink (2024), living room roll-up blinds (2024), upgraded light fixtures in the living room, kitchen and basement (2024), and fresh paint (October 2026). The primary suite features a walk-in closet and private 3-piece ensuite. Turnkey, meticulously maintained and move-in ready, this exceptional home is ideal for first-time buyers, young couples and growing families. Ample visitor parking. POTL fee contributes toward shared snow removal, seasonal landscaping and more. Ideally located near top-rated schools, parks, trails, shopping and everyday amenities, with convenient access to Bronte Road, GO Transit, QEW, 407 and Oakville Trafalgar Memorial Hospital. A distinguished offering combining style, comfort, upgrades and an enviable Oakville address.

2280 Baronwood Drive Unit 95, Oakville
2254 Norfolk Drive, Oakville
$949,777
3 Beds ⋅ 4 Baths ⋅ W14109344 MLS
Rare opportunity to get a large (2100+ sqft above-ground) Semi-detached in one of the best school catchments in Ontario, and consequently one of the most sought-after communities in Oakville; Oak Park! Top 7 Reasons to buy this home: 1. $150,000 discount for a wonderful home that just needs a bit of TLC; some painting and drywall repair, re-door kitchen, etc. but very move in ready. 2. Top schools! Post's Corners ranked 84th percentile in ON, and White Oaks ranked 96th percentile. 3. A location people never want to leave. Oak Park, in the heart of Oakville, is naturally only 2-5 minutes from trails, kids parks, dog parks etc., and even the major Walmart plaza is only a 12 minute walk away. 4. Finished basement with laundry, rec room and third full bathroom. 5. Well maintained: modern construction from 1997 means a poured concrete foundation, copper plumbing, copper wiring, adequate attic ventilation, everything you want in a solid home. 6. Two full bathrooms is too essential these days; a bathroom on every level makes this a very practical and versatile layout; 3 full bathrooms total. 7. Semi-detached! Why settle for a townhouse when you can have the privacy and direct backyard access of a semi? Book your showing today before it's gone!

2254 Norfolk Drive, Oakville
2206 Golden Orchard Trail, Oakville
$1,249,000
3 Beds ⋅ 3 Baths ⋅ W14108640 MLS
Welcome to Westmount - A Wonderful Place to Call Home! Proudly presenting this well-maintained detached freehold in Oakville's desirable Westmount community. Lovingly cared for by its longtime owners, this inviting 3-bedroom, 2.5-bathroom home offers comfortable family living in a well-established neighbourhood known for its convenience, green spaces and welcoming community atmosphere. The functional kitchen features a gas stove, while the finished basement, complete with a gas fireplace, provides additional living space ideal for relaxing, entertaining or family gatherings. Step outside to enjoy the gas BBQ hookup and inground sprinkler system, perfect for making the most of the warmer months. Additional features include a single-car garage, double-length driveway, concrete pad for a shed and a convenient cold cellar. The roof is approximately 10 years old. Westmount is especially appealing for families, with an abundance of nearby schools, parks, shopping, everyday amenities and public transportation. Enjoy access to green spaces and hiking trails, as well as proximity to the Oakville Community Centre and the many programs and recreational opportunities the area has to offer. Sports enthusiasts will appreciate being close to the Oakville Soccer Club, Oakville Hornets and Oakville Rangers hockey programs, and Oakville Minor Baseball. Oakville Hospital is also nearby, and the shores of Lake Ontario are just a 10-minute drive away. Beyond the amenities, Westmount offers the kind of neighbourhood atmosphere that makes a house feel like home, with a strong sense of community and neighbours who look out for one another. A wonderful opportunity to settle into a sought-after Oakville neighbourhood and enjoy the comfort, convenience and community that make Westmount such a special place to call home.

2206 Golden Orchard Trail, Oakville
121 Lakeshore Road W Unit 5, Oakville
$1,549,900
3 Beds ⋅ 4 Baths ⋅ W14105644 MLS
Beautiful, fully renovated freehold live/work property offering exceptional versatility inprime area of Downtown Oakville. Ideal for business owners, investors, this turnkey property features distinct commercial and residential components. The commercial unit with excellent visibility spans approximately 880 sqft. with high ceilings, dedicated office/kitchenette, and a 2-piece washroom. The residential 3-story layout features bright, open-concept living with generous principal rooms and large windows throughout. The layout includes 3 bedrooms, 2.5bathrooms, second-floor laundry and a private primary bedroom retreat complete with a walk-in closet and spa-inspired ensuite. Upgrades include wooden floors throughout, potlights, newer appliances, granite counters, custom made kitchen cabinets and built-in wall unit. Enjoy outdoor entertaining on the private rooftop terrace with sunset views. Fantastic location, steps to Oakville marina, lake, waterfront trails, cafes, and restaurants, with quick access to the GO Train, QEW, and 407.

121 Lakeshore Road W Unit 5, Oakville
240 Poplar Drive, Oakville
$5,845,000
5 Beds ⋅ 6 Baths ⋅ W14104434 MLS
Space, privacy and an exceptional Southeast Oakville location. Set on a generous 130 x 130 ft lot surrounded by mature trees, 240 Poplar Drive offers an inviting setting for family life and entertaining, within walking distance of downtown Oakville, the lake, parks, restaurants and boutiques.The backyard features an inground saltwater pool and room to relax, gather and enjoy the outdoors. Inside, the fully finished lower level provides versatile space for recreation, fitness, hobbies and guests.Located in the established Morrison neighbourhood, close to sought-after schools, this property offers the space of a substantial lot with the convenience of Oakville's shops, dining and waterfront nearby. A home to enjoy through every season, with room for family and friends.

240 Poplar Drive, Oakville
1225 Winterbourne Drive, Oakville
$1,668,000
6 Beds ⋅ 4 Baths ⋅ W14103054 MLS
Located in a highly renown Oakville Trafalgar secondary school district.Spacious 4-bedroom, 3.5-bath in a desirable Oakville neighbourhood with lots of upgrades! Classic centre hall plan featuring functional living/dining rooms, family room, eat-in kitchen with walkout to the modern composite maitenance free patio, and main-floor laundry. Spacious primary bedroom with double-door entry, brand New 5pcs ensuite and walk-in closet. Finished walk-out basement features a second kitchen, 2 large bedrooms, separate laundry, 3 pcs bathroom and ample storage. Corner lot with abundant natural light. EXTRA gas fireplace in the basement. Extensive upgrades: new engineered flooring on main floor, smooth ceilings, pot lights, renovated primary ensuite and powder room(2026), iron picket railings(2026); basement(2024) , 200-amp electrical panel, updated garage interior, composite deck and interlocking patio(2023); front double door(2023) ; A/C(2020); roof(2019) and half of the windows. Interlocking in the backyard(2023) Stove as-is(small warming element not working). Easy access to QEW, highway 403, GO Train and community service.

1225 Winterbourne Drive, Oakville
Start Your Search

How much is your home worth?

Get instant property value now!