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

$459,000
1 Beds ⋅ 1 Baths ⋅ W13772018 MLS
Very clean & well maintained condo in this desirable boutique building at Park Place II in Oak Park*** Quiet and well managed low rise building with only 4 levels** Right across the street from Millbank Park and within walking distance to the many amenities in Uptown Oakville** This charming 1 bedroom, 1 bath condo offers an open concept living and dining area with a walk-out to a private balcony ** Good amount of counter space for meal preparation in the kitchen with ample cabinetry for storage *** Great layout with separate dining nook and breakfast bar ** This unit has premium laminate flooring throughout and brand new windows and sliding glass door leading to balcony** amenities include huge party room with walkout to yard** community events held at building for residents who like to mingle with other residents** bicycle storage room on ground floor** unit includes one underground parking spot (#51) and one locker on the ground floor (#143)** maintenance fee includes everything except hydro

2300 Parkhaven Boulevard Unit 308, Oakville
$3,250,000
5 Beds ⋅ 6 Baths ⋅ W13771750 MLS
EXCEPTIONAL RIVER OAKS RETREAT WITH A PRIVATE BACKYARD OASIS BACKING ONTO LIONS VALLEY PARK AND SIXTEEN MILE CREEK! RARE THREE CAR GARAGE! Situated on a quiet cul-de-sac, this impressive residence delivers an exceptional lifestyle where everyday living feels like a private resort. The professionally landscaped backyard is the showpiece, featuring an inground pool framed by a natural stone surround, raised TimberTech composite deck (2020), lush gardens, mature trees, and towering cedars creating an extraordinary sense of privacy. With direct access to Lions Valley Park and Sixteen Mile Creek, this is a spectacular setting for summer entertaining, poolside gatherings, outdoor dining, and relaxed family living. Inside, the main level offers a living room with soaring 18' decorative ceiling and gas fireplace, elegant dining room, den with vaulted ceiling, and a dedicated home office. The stunning gourmet kitchen features refinished maple cabinetry (2019), granite countertops, stainless steel appliances, pantry, centre island, and bright breakfast area with built-in dining table and walkout to deck. The primary bedroom offers two walk-in closets and a five-piece ensuite renovated in 2025 with a glass shower, dual sinks, and dual toilets. The professionally finished walkout lower level offers excellent potential for an in-law or nanny suite. Highlights include 9' ceilings throughout all three levels, hardwood staircase (2025), windows (2019), front and back doors (2015), furnace and central air (2020), roof replacement with an outdoor heating element on lower roof (2015), inground sprinkler, and incredible curb appeal with an attractive stone and brick exterior. Close to trails, Sixteen Mile Sports Complex, private schools, shopping, restaurants, Glen Abbey Golf Club, transit, highways, and GO Train. A rare opportunity to enjoy exceptional family living, a resort-inspired backyard, and a remarkable sense of privacy in one of River Oaks' most coveted settings.

1036 Valley Crest Circle, Oakville
$1,799,900
5 Beds ⋅ 5 Baths ⋅ W13771036 MLS
Set against lush greenspace and scenic walking trails, this extensively updated Westmount home offers a beautiful setting and over 4,260 sq. ft. of finished living space. Extensively renovated in 2023 and situated on a premium landscaped lot, the home features hardwood flooring throughout the main living areas, upper hall and all bedrooms, along with crown moulding, California shutters and neutral décor. The main level offers a private office, combined living and dining room, and a bright family room with coffered ceilings and gas fireplace, open to the chef-inspired kitchen and breakfast area. The kitchen features an oversized quartz island with breakfast bar and waterfall edge, quartz backsplash, extended custom white cabinetry with glass display accents, walk-in pantry, S/S appliances, undermount sink, designer pendant lighting, pot lights and large-format porcelain tile flooring. Surrounded by windows, the breakfast area walks out to a spacious deck and fully fenced backyard overlooking tranquil greenspace. Upstairs are 4 spacious bedrooms, including a primary retreat with 2 walk-in closets and spa-inspired ensuite with double sinks, large glass shower, soaker tub and water closet. Bedrooms 2 and 3 share a semi-ensuite 4-pc bath, with an additional 4-pc bath and upper-level laundry featuring built-in cabinetry, counter space, utility sink and side-by-side washer/dryer. The finished basement offers laminate flooring, pot lights, a large rec room, 5th bedroom and full bath. Additional features include central vacuum, roof (2018), double garage with inside entry and double driveway. Close to top-rated schools, parks, trails, shopping, transit, Oakville Trafalgar Hospital and major highways.

2371 Calloway Drive, Oakville
$999,900
3 Beds ⋅ 3 Baths ⋅ W13770846 MLS
Welcome to this beautifully maintained and updated 3-bedroom, 2.5-bathroom freehold townhome in sought-after West Oak Trails. Surrounded by mature trees, this inviting home offers exceptional privacy and a fully fenced backyard featuring an expansive composite deck, walkway to the single-car garage and additional parking space. Inside, you'll find fresh paint, new light fixtures, pot lights and baseboards, plus rich dark-finished bamboo flooring throughout the main living areas. The spacious living and dining rooms are ideal for entertaining, while the renovated kitchen features white cabinetry with black hardware, under-cabinet lighting, granite countertops, stone tile backsplash, stainless steel appliances and a peninsula overlooking the family room. The adjoining breakfast area and open-concept family room offer a comfortable gathering space complete with California shutters, a gas fireplace with rough-cut stone surround and rustic wood mantel, and French doors leading to the backyard. Upstairs are three generously sized bedrooms and two full bathrooms. The bright primary suite features four large windows, a walk-in closet and a 4-piece ensuite with a luxurious soaker tub and separate corner shower. The unfinished basement provides excellent storage and plenty of potential for future development, along with a laundry area featuring a Samsung washer and dryer. Recent updates include a York high-efficiency furnace with two-speed variable fan (July 2026), air conditioner (2023), house roof shingles (2020), garage roof shingles (2021) and an owned hot water tank. Ideally located across from convenient neighbourhood retail and just steps from Sixteen Mile Creek ravine trails, the Heritage Trail system, Lions Valley Park, schools and parks. Minutes to Glen Abbey Golf Club, Dorval Crossing, Oakville Trafalgar Memorial Hospital and the QEW/403. A wonderful opportunity to enjoy comfort, style and convenience in one of Oakville's most family-friendly communities.

2268 Westoak Trails Boulevard, Oakville
$1,299,000
3 Beds ⋅ 4 Baths ⋅ W13770028 MLS
Welcome to this beautifully renovated detached home in the highly sought-after Wedgewood Creek community. Located within one of Oakville's highest-ranked school districts, home to Munn's Public School (Top 2%) and Iroquois Ridge High School (Top 1%), according to the Fraser Institute. This bright and spacious home offers 3 bedrooms, 3.5 bathrooms, and has been meticulously renovated from top to bottom. Rich hardwood flooring extends throughout the main and second levels, while the thoughtfully designed open-concept layout seamlessly connects the living room with its classic fireplace, formal dining area, and inviting breakfast space.The stunning chef's kitchen features quartz countertops, premium cabinetry, a full-height tile backsplash, breakfast bar seating, and a suite of nearly new stainless steel appliances. Upstairs, the spacious primary bedroom offers a fully renovated 4-piece ensuite, creating the perfect private retreat. Two generously sized secondary bedrooms share a beautifully updated 3-piece bathroom with a custom glass walk-in shower.A professionally finished basement adds exceptional versatility with space for a recreation room, home office, fitness area, or media lounge.Step outside to enjoy the private, generously sized backyard complete with a deck and storage shed - perfect for relaxing or entertaining.Nature lovers will appreciate being surrounded by ponds, forests, valleys, parks, and scenic walking trails, while remaining just a short walk to Uptown Core, Iroquois Ridge High School, the community centre with pool, gym, library, newly renovated tennis courts, pickleball courts, cricket facilities, and more. Combining exceptional comfort, thoughtful renovations, and an unbeatable location, this move-in-ready home is nestled in one of Oakville's most desirable family neighbourhoods. A rare opportunity to own in Oakville's Wedgewood Creek - Don't miss this sweet home!

506 PONDVIEW Place, Oakville
$1,730,000
5 Beds ⋅ 4 Baths ⋅ W13769980 MLS
Welcome to an exceptional 4+1 bedroom detached residence nestled in the highly sought-after, family-friendly Westmount neighbourhood. This beautifully appointed home offers a seamless blend of elegance and comfort, highlighted by soaring 9-foot ceilings, pot lights, and rich hardwood flooring throughout, creating a bright and sophisticated ambiance. At the heart of the home lies a stunning, fully renovated open-concept kitchen, thoughtfully designed for both everyday living and effortless entertaining. Overlooking the inviting family room, the space features a charming breakfast area and a walkout to a spacious backyard deck, perfect for al fresco dining and summer gatherings. The family room is anchored by a striking, modern floor-to-ceiling fireplace, adding warmth and contemporary flair. Upstairs, you'll find three generously sized bedrooms along with a serene primary retreat, complete with a luxurious four-piece ensuite featuring a whirlpool tub and a sleek glass-enclosed shower. The professionally finished basement extends the living space with a stylish open-concept recreation area, highlighted by a distinctive live-edge wet bar ideal for entertaining. This level also includes a fifth bedroom and a beautifully updated three-piece bathroom, perfect for guests or extended family. Equipped with security cameras and an alarm system, this home offers peace of mind alongside its many comforts. Ideally located just minutes from the hospital, public transit, top-rated schools, everyday amenities, and major highways, this residence delivers an unparalleled lifestyle of convenience, sophistication, and family-friendly living.

2066 Willhaven Trail, Oakville
$1,549,000
4 Beds ⋅ 3 Baths ⋅ W13769768 MLS
The home you've been waiting for! In Oakville's sought-after, family-friendly Westmount neighbourhood. Offering 2406 sq ft above grade, this double garage family home features 4 beds and 2.5 baths. Warm, inviting decor and spacious principal rooms, with an open concept floor plan, that seamlessly blends space, style, function and comfort-creating a warm and inviting place to call home. Impressive curb appeal, & a covered front porch welcome you to the bright main level with 9-foot ceilings, a bright foyer, a living / dining room with spectacular vaulted ceilings and two-storey windows. The heart of the home spans across the back of the house with a family room showcasing a gas fireplace, & private back yard views through a large bay window that opens onto an eat-in kitchen. The kitchen features a walk-in pantry, and a large island with quartz counters, warm cabinetry, and back yard access through large glass doors. A convenient mudroom joins the kitchen to garage, perfect for keeping busy families organized! Upper level offers a spacious upper hallway, a large primary bed with double door entry, & ensuite bath with tub & separate shower & walk-in closet. Three additional beds, a full main bath, & linen closet complete this level. The lower level offers the opportunity to finish to your own taste and needs! There is a large unobstructed room / space, featuring large above grade windows, and an area dedicated to laundry room with a sink with a window, and a cold / storage room. Walk out from the kitchen to the back yard, spacious, fully fenced and meticulously maintained, showcasing a large deck with sunshade - the perfect space to enjoy relaxing, family time and entertaining. Desirable location near extensive trail systems, top-ranked schools, OTMH Hospital, Glen Abbey & Pine Glen rec centres, shopping, dining, hwys, and GO. Immaculately maintained, move-in ready, & ideal for families - a must-see home that truly checks all the boxes.

2254 Dunforest Crescent, Oakville
$1,098,000
3 Beds ⋅ 3 Baths ⋅ W13769372 MLS
Nestled In The Highly Sought-After Community Of West Oak Trails, This Beautifully Upgraded Family Home Offers The Perfect Blend Of Modern Farmhouse Charm, Comfort, And Exceptional Outdoor Living. Step Outside To A Low-Maintenance Entertainer's Dream Backyard Featuring Custom Interlock, A Cedar Garden, A Custom-Built Insulated Shed, And A Covered Pergola-Complete With A Natural Gas Line For Barbecue Hook-Up, Ideal For Al Fresco Dining And Weekend Gatherings. New Modern French Doors (2020) Along With New Back And Side Windows (2020) Seamlessly Connect Indoor And Outdoor Living. Inside, The Inviting Great Room Boasts Upgraded Reclaimed Hardwood, A Cozy Gas Fireplace, And Abundant Natural Light. The Bright Family-Sized Kitchen Showcases Granite Countertops, Stainless Steel Appliances, And A Warm Breakfast/Dining Area, While The Upgraded Powder Room Features Elegant Marble Floors. Custom Crown Moulding, Refinished Staircases To Upper And Lower Levels, And Refinished Hardwood On The Upper Level Add Timeless Sophistication Throughout. The Fully Renovated Primary Suite Is A True Retreat, With New Hardwood And A Custom-Built Boutique-Style Ensuite. Custom Closet Built-Ins Grace Every Bedroom, And The Former Cold Cellar Has Been Beautifully Converted Into A Dressing/Vanity Area With Built-In Storage. The Fully Finished Basement Extends The Living Space With A Fireplace, Storage Rooms, Full Laundry, And Dedicated Gym Area. Additional Highlights Include Upgraded Insulation Throughout (Including Attic), A Newer Roof (2016), Inside Garage Entry With A Custom-Built Mudroom, A Custom Workshop And Shelving In The Garage, And Parking For Four Cars In The Driveway. Ideally Located In An Excellent School District, Minutes To Scenic Trails, Parks, Shopping, And The New Oakville Hospital-Offering An Exceptional Lifestyle In One Of Oakville's Most Desirable Neighbourhoods.

2148 Stillmeadow Road, Oakville
$1,139,000
4 Beds ⋅ 4 Baths ⋅ W13768354 MLS
Welcome to this elegant, stunningly upgraded 3+1-bedroom, 4-bathroom end-unit townhome in Oakville's sought-after Uptown Core, featuring a professionally finished basement and renovated, self-contained coach house above the detached double garage with excellent rental potential. Walk to schools, parks, trails, shopping, restaurants, banks, services and the Transit Terminal, with Oakville Trafalgar Hospital, Oakville GO Station and major highways just minutes away. Beautiful professional landscaping, mature trees, raised stone-lined gardens, interlocking walkway and covered front veranda enhance curb appeal, while the sunny backyard offers newer fencing, upgraded stone patio with BBQ gas line, access to the garage and stairs to the fully insulated coach house. Inside, upgraded wide-plank maple hardwood spans three levels, deep crown mouldings, pot lights, smooth ceilings, an upgraded maple staircase with iron pickets, and elegant crystal/chrome lighting. Recent updates include renovated/updated bathrooms and kitchen, plus furnace and A/C (2020). The main floor showcases a spacious living room with a tray ceiling and three Palladian windows, alongside a chef-inspired kitchen with floor-to-ceiling custom cabinetry, quartz counters, an island with a breakfast bar and quality appliances including a gas stove. The adjoining dining area features extensive custom cabinetry and a garden-door walkout to the private backyard. The second level offers a family room with a gas fireplace, two bright bedrooms, an updated 4-piece bath, and a laundry room. The secluded top-floor primary retreat features a walk-in closet and lavishly renovated 4-piece ensuite with a freestanding soaker tub and separate shower. The finished basement adds a large recreation room, gym area, utility room and storage areas.

184 Gatwick Drive, Oakville
$1,945,000
5 Beds ⋅ 5 Baths ⋅ W13767326 MLS
Situated on a quiet circle in Oakville's sought-after Westmount enclave, this exquisite detached residence boasts a massive rear yard with an inground saltwater pool and falls within the boundary for Ontario's #1 ranked high school. Set on a premium pie-shaped lot with custom hardscaping and a pool house, this carpet-free home opens into a light-filled main floor featuring a dedicated office, formal dining room, and a chef's maple kitchen equipped with quartz counters, a central island, and a double-oven gas stove. Upstairs beneath a central skylight, the primary retreat features a fireplace, walk-in closet, and a 5-piece ensuite, accompanied by a second suite with its own newly updated 3-piece bath. Finished basement with rec room, games area,hobby room and gym with above grade windows for natural light. Newer roof, upgraded security, and a newly repaved double driveway with French curbs, this turn-key luxury property sits steps from scenic trails, Oakville Hospital, and major transit options-click the virtual tour link for the full interactive walk-through experience. Updates: pool liner (2024), roof (2024), AC (2019), repaved drive with french curbs (2025), security system (2024).

2283 Briargrove Circle, Oakville
$679,999
3 Beds ⋅ 2 Baths ⋅ W13763586 MLS
Exceptional corner-unit 3-bedroom townhome with a private rooftop terrace in the highly desirable West Oak Trails community. Enjoy the convenience of being just minutes from Oakville Trafalgar Memorial Hospital, major highways, GO Transit, parks, and top-rated schools. The bright ground level features 9' ceilings and a spacious family room. The open-concept main floor showcases hardwood flooring, a contemporary kitchen with rich cabinetry, stainless steel appliances, and a peninsula with breakfast bar, complemented by a charming French balcony. The spacious primary suite is complete with a luxurious 4-piece ensuite.

2614 Dashwood Drive Unit 17, Oakville
$1,989,000
W13763058 MLS
Live, work & savour the Bronte lifestyle in this stunning 3-bedroom, 5-bathroom freehold townhome with a rare ground-level commercial/retail space & premium Lakeshore Road West exposure. Just steps to banks, pharmacies, groceries, boutiques, cafés, pubs & restaurants, with easy access to Bronte GO & major highways, this unique property offers exceptional flexibility for business, investment or personal use. Original owners have invested approximately $300K in high-end renovations, & the home features custom cabinetry & built-ins, hardwood flooring, pot lights, designer tiles & fixtures, stone counters, California shutters, premium appliances & built-in audio. The main level showcases an ultramodern design with clean lines, oversized windows & abundant natural light, plus a spacious living/dining area with gas fireplace & a spectacular chef's kitchen with custom high-gloss black & stainless cabinetry, granite counters, island/breakfast bar, display cabinetry & premium built-in appliances. A large walkout leads to a private balcony. Upstairs offers laundry, 3 bedrooms & 2 luxurious bathrooms, including a primary suite with wall-to-wall custom cabinetry & a spa-inspired 6-piece ensuite with freestanding soaker tub & separate glass shower. The ground-level salon/retail space is accessed from & highly visible on Lakeshore Road West, with 12-ft ceilings, upgraded lighting, & huge windows, & there is direct access to the attached double garage on this level, which also connects to the residence. Basements 1 & 2 add additional retail areas, two 2-piece baths, an unfinished gym area & storage. A spectacular rooftop terrace provides privacy, multiple seating & entertaining areas, & captivating views toward Bronte Inner Harbour & Lake Ontario. The rooftop terrace is an outdoor extension of the home, ideal for dining, entertaining & enjoying Bronte's waterfront atmosphere. Note: Seller may agree to remain as a tenant of the main-floor commercial retail space.

120 Bronte Road Unit 7, Oakville
Start Your Search