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

$999,999
3 Beds ⋅ 2 Baths ⋅ W13773110 MLS ⋅ Marina Estates BLDG.
Nestled in the heart of Bronte Village, a scenic waterfront community that perfectly blends small-town charm with urban conveniences, this beautifully updated 3-bedroom, 1.5-bathroom townhome is a true find. Situated in Marina Estates, an exclusive, well-maintained complex of only 30 townhouses, the property offers a balance of privacy and a sense of community living. Bronte Village is known for its access to the picturesque waterfront trail system, expansive parks, and a vibrant local dining scene. Located just steps from charming shops, a variety of restaurants, and only a short stroll to the serene parks and marinas of Bronte Harbour, this townhome provides an ideal setting for anyone looking for both convenience and peaceful surroundings. Inside, the main floor has been thoughtfully reimagined into an open-concept living, dining, and kitchen area, perfect for modern living. Beautiful White Oak Engineered Hardwood flooring flows throughout, creating a warm and inviting atmosphere. The kitchen is a showstopper with its sleek white cabinetry, quartz countertops, undermount sink, high-arc faucet, and a striking subway tile backsplash with dark grout. Stainless steel appliances complete this modern space. Step out into your private, fully fenced backyard, featuring a patio ideal for outdoor entertaining, from family BBQs to gatherings with friends. The powder room on the main level has been stylishly updated, including a gray vanity, solid surface counter, and ceramic tile flooring. The foyer provides direct access to your single-car garage for added convenience. Upstairs, is a bright and spacious primary bedroom with a large double closet. Two additional bedrooms and a renovated 4-piece bathroom, featuring marble tile flooring, a tub surround, and a solid-surface vanity, complete the upper level. The lower level offers a cozy rec room with plush broadloom, ideal for movie nights or relaxation.

2411 Sovereign Street Unit 17, Oakville
$1,449,777
5 Beds ⋅ 3 Baths ⋅ W13767342 MLS
Finally! A renovated 4 bed, 2.5 bath Detached in one of Bronte Harbour's few adjacent little pockets, the quintessential 'lifestyle' location. Bringing me to the top 7 reasons to pick this home: 1. A lifestyle location means your kids grow up walking Bronte Creek trail to the beach park, spending their time in nature when they aren't playing soccer or baseball at the local Westbrook Park; regularly using your bikes instead of a car. 2. Open concept custom kitchen: elegant white cabinetry with the trendy accent island, caesarstone counters, matching tile backsplash, upgraded ceramic floor tiles, crown mouldings, pot lights, s/s appliances, and the gorgeous wall-mounted rangehood. 3. The essential 2 full bathrooms on the 2nd floor means the primary bedrooms gets its own private ensuite with heated floors and steam-shower functionality. 4. Pie shaped lot features a 88 ft back property line giving you lots of space and privacy. 5. Shannon crescent is a quiet road with only-local traffic; the quintessential family road where kids can play, and there is a sense of community in arguably the safest town in the province. 6. The 15ft (1.5) garage means you can park a car and have storage, and features a 240v plug for charging an EV. 7. 100% move-in-ready featuring hardwood flooring, with matching stairs and banisters, wainscoting, modern paint tones, upgraded light fixtures and pot lights, crown mouldings, gorgeous stone accent wall in the family room with gas fireplace and wood mantle. High quality renovations of both full bathrooms featuring newer vanities, tile, tubs, toilets, sinks and faucets. Prof finished basement has lots of rec space, and storage. The landscaping features sprinklers, interlock, mature trees and pergola. Bonus 8th reason would be the excellent build quality of 1992 featuring copper plumbing and electrical, and the modern poured concrete foundation; roof 2024. Great peace of mind that you can just move in and enjoy! Very rare opportunity!

3092 Shannon Crescent, Oakville
$1,940,000
5 Beds ⋅ 4 Baths ⋅ W13766206 MLS
An exceptional multigenerational home backing directly onto pristine greenspace along Oakville's scenic Crosstown Trail, this stunning residence perfectly balances family togetherness with ultimate privacy. The main level is crafted for warm hospitality and hosting extended family, featuring formal living and dining rooms, a main-floor office with custom built-ins, a cozy family room with a wood-burning fireplace, and an open chef's kitchen with a 5-burner gas stove and walk-out to a deck with custom lighting (2025). Four generous upper-level bedrooms provide peaceful retreats, while the true standout feature is the fully independent lower-level in-law suite-ideal for parents or long-term guests-complete with a separate entrance, full kitchen, private laundry, rec room with a bar and pool table, and a massive fifth bedroom with a heated-floor spa bath (2025). Upgraded for low-maintenance, modern living, this move-in ready home boasts a Lennox furnace/AC (2021), tankless water heater (2021), 200-amp panel, EV charger (2025), smart security and lighting (2025), and a new interlock walkway and rear patio.

376 Carrier Lane, Oakville
$799,999
3 Beds ⋅ 3 Baths ⋅ W13762022 MLS
Absolutely Stunning And Completely Transformed End-Unit Townhome In One Of River Oaks' Most Desirable Private Enclaves! This Bright, Spacious And Exceptionally Renovated Home Offers The Perfect Blend Of Modern Style, Comfort And Low-Maintenance Living In Prime Oakville.The Heart Of The Home Has Been Completely Reimagined! The Entire Main Floor Has Been Professionally Renovated, Including A Beautifully Updated Kitchen And Open-Concept Layout, With Over $80,000 Invested In High-Quality Improvements. The Result Is A Bright, Sophisticated And Seamless Living Space That Is Perfect For Entertaining Or Simply Enjoying Everyday Life.Offering Close To 1,400 Sq Ft Of Comfortable Living Space Plus An Additional Approx. 600 Sq Ft Of Finished Lower-Level Space, This Home Offers Exceptional Space And Versatility. The Beautifully Renovated Kitchen Opens Effortlessly To The Main Living Areas, Creating The Spacious Modern Feel Today's Buyers Are Looking For. Renovated Bathrooms Add To The Home's Move-In-Ready Appeal, Including A Gorgeous 4-Piece Ensuite Off The Primary Bedroom.Enjoy The Rare Privacy Of An End Unit, Complete With A Private Terrace And Beautifully Tree-Lined Yard. A Wonderful Outdoor Retreat Without The Work And Maintenance Of A Traditional Detached Home.Located In The Highly Sought-After River Oaks Community, Just Minutes To QEW/403, Scenic Trails, Parks, Shopping, Restaurants And Coveted Oakville Schools. Whether You're A First-Time Buyer Ready To Step Into The Oakville Market, An Empty Nester Looking For Effortless Living, Or Simply Seeking A Beautifully Renovated Home In An Exceptional Location - This One Checks All The Boxes. Truly Turnkey, Stylish And Ready To Enjoy!

2272 Mowat Avenue Unit 44, Oakville
$3,850,000
4 Beds ⋅ 4 Baths ⋅ W13761476 MLS
Set on a beautiful 100' x 136' lot in Prestigious Olde Oakville, this exceptional family home offers 4,752 sq ft of total living space of refined timeless design & impeccable craftsmanship all just a short stroll to Downtown Oakville, the lake, and some of Oakville's most sought-after schools. classic brick exterior, solid wood front door, and towering mature trees create a warm and elegant first impression. This home exudes an inviting aesthetic that feels made for family living and effortless entertaining.The kitchen features top-of-the-line appliances, two Miele dishwashers, dual walk-in pantries, water filtration system, three sinks including a coffee station/wet bar, and an oversized island that comfortably gathers family and friends for everything from casual breakfasts to holiday celebrations. The adjoining dining room is anchored by a charming wood-burning fireplace, while the spacious family room, also with a wood-burning fireplace, opens seamlessly to the private backyard, creating an ideal indoor-outdoor connection. Enjoy sunny south exposure, a sparkling saltwater swimming pool(liner/pump/heater 2024), Maibec deck with sleek glass railings, and a beautiful stone patio ideal for summer dining and lounging. Despite the impressive outdoor amenities, there remains abundant green space for children to play and the whole family to gather. The functional mudroom and sophisticated main floor den complete the thoughtfully designed main level. The second floor is equally impressive, highlighted by a luxurious primary retreat with its own gas fireplace, walk-in closet, custom built-in storage, and five-piece ensuite with heated flooring. Three additional generously sized bedrooms and a beautifully appointed full bathroom provide ample space for a growing family. Finished to the highest standards, this extraordinary residence offers the rare combination of timeless style, family-focused functionality, and an unbeatable Olde Oakville location. Welcome Home.

528 Michael Terrace, Oakville
$2,438,000
4 Beds ⋅ 5 Baths ⋅ W13760912 MLS
The one you've been waiting for! Exceptional, well appointed, updated 4 bed Glen Abbey home on premium large pie lot at end of a quiet tree-lined court backing onto a fabulous park; no neighbours behind. Mature landscaping, large trees frame the front of the home & lush backyard; sunny, private with patio, large gazebo, perfect for entertaining, hot tub & custom built treehouse! Light filled heart of the home is the open concept eat-in kitchen & family rm with custom fireplace surround, designed & built by Brian Baeumler's team. Spanning the rear of the home, with tranquil views & seamless walk-out access to back yard, patio & BBQ area. Kitchen, updated in elegant, modern neutrals, brand new quartz countertops, bksplsh, all brand new appliances & light fixtures. Formal, separate dining rm, living rm/library, an office & powder rm, all with heated porcelain floors or hardwd throughout. Laundry rm with garage & side yard access, & brand new washer & dryer complete this level.Basement boasts a huge recreation rm & two offices with new, neutral carpet. A separate gym, 3 piece bath, multiple storage areas; offering space, flexibility & endless uses. Upper level showcases a large primary suite with seating area overlooking back yd trees & a long vista across park, with large walk in closet & luxurious 5 piece ensuite, warm-toned travertine stone, heated floors, stand alone soaker tub, double vanity & large walk in shower. 3 additional large beds (1 with ensuite) & main bath & linen closet.Pot lights throughout main flr, basemt, hallways & main bed/bath with smooth ceilings and crown moulding. Location! Back yard access to Heritage Way Park (soccer field, baseball diamond, tennis, pickle ball courts, splash pad, playground, connects to top-rated-rated elem schools that border the park.) Abbey Park HS, Hospital, GA Rec Ctr/Library, rinks, pool, squash, fitness, Oakv. Gymn's, Bronte Prov. Park, GA Golf Course, hwys, GO, Monastary Bakery! Make no compromise!

2097 Innkeeper Court, Oakville
$778,000
3 Beds ⋅ 3 Baths ⋅ W13760102 MLS
Tucked into a canopy of mature trees, this exceptional END UNIT townhome offers a level of privacy and outdoor living rarely found in the city. Set within the sought-after Treetop Estates community, this 3-bedroom, 2.5-bathroom home offers 1,425 sq. ft. plus a finished walk-out lower level, all surrounded by lush greenery and scenic walking trails.Thoughtfully designed across multiple levels, the home features a spacious family room with a walk-out to the private, tree-lined backyard. Three distinct outdoor spaces provide endless opportunities to entertain or unwind, including an impressive private rooftop terrace overlooking the treetops - a peaceful retreat with beautiful views of the surrounding grounds.Enjoy a secluded, nature-filled setting without sacrificing convenience, just minutes from Sheridan College, Oakville GO, Oakville Place, shopping, restaurants, schools, transit and major highways. A truly unique opportunity offering space, privacy and exceptional outdoor living in the heart of Oakville.

1250 Marlborough Court Unit 13, Oakville
$1,598,000
5 Beds ⋅ 4 Baths ⋅ W13760100 MLS
Welcome To 1305 Monks Passage Rd - A Stunning Executive Family Home Nestled On A Rare Corner Lot In The Heart Of Prestigious Glen Abbey, One Of Oakville's Most Sought-After Communities! Surrounded By Mature Trees With Beautiful Southwest Exposure, This Is The Private Backyard Retreat You've Been Waiting For! | KEY HIGHLIGHTS: 4 Bedrooms | 3.5 Bathrooms | Over 3,000 Sq Ft Of Total Finished Living Space | Rare Corner Lot With Exceptional Space & Openness | Quiet, Family-Friendly Street | Over $48K In Recent Upgrades! | OUTDOOR LIVING: Stunning saltwater inground pool perfect for summer enjoyment. Newly built backyard deck designed for entertaining and relaxation. Beautifully landscaped yard with mature trees offering exceptional privacy and seasonal blooms. A true backyard lifestyle property - ideal for family gatherings all season long! | INTERIOR FEATURES: Large principal rooms with excellent flow and abundant natural light. Main floor den/office - ideal for working from home. Bright kitchen with newer built-in cooktop, premium range hood & refrigerator. Generously sized bedrooms with flexible usage options. Renovated second-floor main bathroom. Upgraded basement offering additional living space. | RECENT UPGRADES: Renovated Main Bath ($20K) | Premium Kitchen Appliances & Range Hood ($12K) | New Backyard Deck ($5K) | Basement Upgrade ($5K) | Pool Heating System ($4K) | Roof Insulation Enhancement ($2K) | PRIME LOCATION: Walking distance to top-ranked Ontario schools. Minutes to Glen Abbey Golf Course, parks, trails, Oakville Hospital, shopping & community centres. Quick access to QEW & Hwy 403 for effortless commuting. | The Perfect Family Home Combining Luxury, Privacy & Unmatched Lifestyle In Glen Abbey. Don't Miss This Exceptional Opportunity!

1305 Monks Passage, Oakville
$1,998,000
5 Beds ⋅ 4 Baths ⋅ W13759316 MLS
THE ULTIMATE IN PRIVACY, BACKING DIRECTLY ONTO BRAYS TRAIL! A BEAUTIFULLY UPGRADED FIVE BEDROOM EXECUTIVE RESIDENCE IN THE HEART OF GLEN ABBEY! Surrounded by mature trees and backing onto a tranquil natural setting, this exceptional home offers an enviable combination of space, sophistication, and privacy. Designed for modern family living, the main level features a two-storey foyer, open concept living and dining rooms, family room with a stone floor-to-ceiling woodburning fireplace "as is", den/office, updated powder room, and renovated laundry room (2019) with a quartz countertop, built-ins, and garage access. The stunning gourmet kitchen, renovated in 2019, showcases solid maple cabinetry, quartz countertops, marble backsplash, an oversized island with seating for five, newer stainless steel appliances, 24" x 24" porcelain tile floor, and a walkout to patio. The ravine-facing primary bedroom offers two walk-in closets with custom built-ins and an oversized, recently renovated spa-inspired five-piece ensuite with dual sinks, freestanding soaker tub, and frameless glass shower. Four additional bedrooms complete the upper level, including one with a walk-in closet and renovated three-piece ensuite, plus a renovated four-piece main bathroom featuring a quartz countertop, dual sinks, and porcelain tile flooring. Extensive improvements include ash exposed grain hardwood flooring on the main and upper levels, LED pot lights, all upper level bathrooms (2025), R50 attic insulation (2023), popcorn ceiling removal (2018), Northstar windows and sliding door (2017), roof and garage doors (2017), front door (2016), interlock front walkway and driveway (2015), and hardwood stairs (2014). The incredibly private backyard features mature trees, natural stone patio (2020), and gazebo (2021). This impressive Glen Abbey residence presents a rare opportunity to enjoy refined living, modern upgrades, and a beautiful natural setting - all in one remarkable package.

1170 Giles Gate, Oakville
$1,300,000
2 Beds ⋅ 2 Baths ⋅ W13755296 MLS ⋅ Bronte Harbour Club BLDG.
Spectacular, Premier, South-Facing, rarely offered Terrace unit in Bronte Harbour Club is truly in a league of it's own! Private Terrace (40'8" x 32'3' - one of larger model terraces) showcasing panoramic views of Bronte Marina and the Lake is sure to impress! - perfect for privacy, relaxing and entertaining. Are you intrigued by condo living, but don't want to give up outdoor space? The over-sized terrace provides expansive space for relaxing and entertaining! 1435 sq ft of finished living space, makes this one of the largest models in the building. Turn-key and move-in ready; thoughtful, elegant renovations and updates showcase it's spacious design. Showcasing 9 ft ceilings, a welcoming spacious foyer, large living and dining room with large floor to ceiling windows spanning 2 walls, it's an area flooded with natural light with stunning terrace & Bronte village, lake and marina views. The eat-in, updated kitchen showcases white cabinetry and terrace views. There are 2 bedrooms, a primary with 5 piece ensuite bathroom, double closets and a 2nd bedroom also with terrace views, and 4 piece main bathroom. Brand new light neutral flooring and fully painted throughout. Convenient walk-in laundry & storage room, plus additional storage closet complete the space. 2 Owned Parking (Tandem P1 - #5 & #46) and 1 Owned Locker (P1 - 188). Truly, an unmatched opportunity! Welcome to your new carefree condo lifestyle - elevated condo living that must truly be seen!

2511 Lakeshore Road W Unit 712, Oakville
$10,950,000
5 Beds ⋅ 7 Baths ⋅ W13754954 MLS
Experience breathtaking, panoramic views from this stately lakefront estate, a true sanctuary of elegance and tranquility. Nestled on an expansive 3/4 acre lot, this rare gem boasts an impressive 100 feet of private lake frontage with riparian rights, ensuring unobstructed access to the shimmering waters of Lake Ontario. Spanning 5,800 sq. ft. (excluding the basement), this residence is designed for those who appreciate refined living and timeless sophistication. Step through the grand foyer into an atmosphere of classic luxury, where generous principal rooms flow effortlessly, highlighted by exquisite hardwood flooring and elegant finishes. Two stunning solariums maximize the lake's mesmerizing vistas, creating sun-drenched spaces perfect for relaxation and entertaining. The gourmet kitchen is a chef's dream, featuring a sprawling marble-topped island and an open layout designed for both functionality and style. Upstairs, five spacious bedrooms await, including the lavish primary suite, a private retreat with His & Hers walk-in closets and a spa-like 6pc ensuite bath. A versatile bonus room above the garage offers the perfect hideaway for a teen retreat, nanny suite, or home office. Outdoors, the beautifully landscaped backyard is an entertainer's paradise, complete with a sparkling inground pool, a picturesque patio, and the lake's serene backdrop enhancing every moment. A private gate leads directly to the lush surroundings of Gairloch Gardens, adding to the home's enchanting setting. Located in one of Oakville's most prestigious neighbourhoods, this exceptional property is just minutes from top-rated schools, fine dining, and the boutique shopping of Downtown Oakville. A rare opportunity to own a piece of lakeside luxury.

16 Ennisclare Drive W, Oakville
$1,598,000
4 Beds ⋅ 3 Baths ⋅ W13751866 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
Start Your Search