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

$2,369,000
4 Beds ⋅ 5 Baths ⋅ W13774528 MLS
Welcome to one of Glen Abbey's most coveted and rarely offered court locations. Nestled on a quiet family-friendly street and backing onto a mature ravine & wooded area, this exceptional home offers the perfect blend of privacy, space, and lifestyle. Set on an impressive nearly 10,000 sq ft pie lot, well above average for the area, this home offers approx. 3,500 sq ft AG plus over 1,500 sq ft of basement space. An open staircase connects all levels, while oversized windows fill the home with natural light and showcase beautiful views of the surrounding trees. Designed for family living and entertaining, the main floor features spacious principal rooms, a living room with hardwood floors & gas fireplace open to the dining room, and a welcoming family room with a second gas fireplace overlooking the backyard. The family-sized kitchen offers abundant workspace, stainless steel appliances, and a large eat-in area ideal for gathering with family and friends. Main floor laundry with inside access to the double garage adds convenience. Upper level offers four generous bedrooms & three full bathrooms, with all bedrooms enjoying ensuite access. The oversized primary retreat features a spacious sleeping area, sitting room or office space, walk-in closet & ensuite. Numerous renos completed in late 2023 include multiple bathrooms, hardwood flooring, and carpeting. The walk-up lower level is ideal for multigenerational living & features a recreation room with gas fireplace, wet bar, games area, and two flexible spaces for bedrooms, home offices, or a gym. Summer is unforgettable in the private backyard oasis featuring an inground pool, multiple entertaining areas, space for a hot tub, mature trees & spectacular ravine views. Lovingly maintained by one family, this is a rare opportunity to own an exceptional home in a premier Glen Abbey location close to top-rated schools, parks, trails, recreation, and all that Oakville has to offer. Photos from when home was previously staged.

1113 Valleywood Court, Oakville
$1,499,000
3 Beds ⋅ 1 Baths ⋅ W13774378 MLS
LOCATION! LOCATION! Rare opportunity to purchase a totally renovated family home on stunning 60 x 125' mature landscaped lot siding and backing onto parkland offering breathtaking panoramic views and the ultimate privacy. This beautiful home features over $160,000 in high quality upgrades and renovations. Move into this gorgeous updated home and enjoy for years then build your dream home in this premium location in the future if desired. Upgrades include beautiful metal steel roof 2023, gorgeous new windows and doors 2023, open concept layout with elegant modern kitchen 2018, large center island with cooktop, granite counters, stainless appliances and stunning views from main floor overlooking tranquil parkland and lovely mature gardens, hardwood floors 2018, new furnace and AC 2024, freshly painted throughout 2026, new fence 2023 & gorgeous modern bathroom 2021. Huge lower level family features fabulous extra large above grade windows filling the room with natural light. This home faces west providing an abundance of sunlight across the property and throughout the home. With no neighbours to the west and open parkland, the backyard is sunfilled from early morning to sunset making it truly ideal for those wanting a sunny pool one day for the family to enjoy. Ideally situated on a quiet child safe crescent, this property offers the ultimate lifestyle for your family. Steps to transit and excellent schools and only minutes to the lake, upscale Bronte Village and downtown Oakville and just minutes to the GO Train, QEW and 403. Featuring 1662 sq.ft. of living space, a huge crawl space for storage and parking for 4 cars, this is a great family home in the best location! Truly perfect for the most discriminating buyers.

2103 Seabrook Drive, Oakville
$3,995,000
4 Beds ⋅ 4 Baths ⋅ W13774358 MLS
An exceptional opportunity on one of Southeast Oakville's most prestigious streets. Set on a nearly half-acre lot, 16 Colonial Crescent offers approximately 100 feet of frontage and more than 210 feet of depth, with outstanding proportions for a substantial custom build. The lot's generous dimensions and mature setting allow for an impressive new residence while maintaining exceptional privacy and meaningful outdoor space. Surrounded by mature trees and distinguished homes, the property offers a sense of scale and seclusion rarely found this close to the lake. RL1-0 zoning provides the potential for more than 6,000 square feet of above-grade living space, while still allowing for generous outdoor living, a pool and landscaped gardens, subject to applicable approvals. The property is currently a spacious four-bedroom residence offering approximately 3,700 square feet above grade, plus a finished lower level, attached double garage and inground pool-providing the flexibility to lease the home while planning a future build. Colonial Crescent is a quiet, established enclave known for its large properties, mature tree canopy, and impressive custom homes. Just steps from the lake and Gairloch Gardens, the location also offers convenient access to Downtown Oakville, excellent public and private schools, parks and the waterfront. A rare opportunity to secure a significant building lot on one of Southeast Oakville's premier streets and create an exceptional custom home in an highly sought-after location.

16 Colonial Crescent, Oakville
$1,750,000
3 Beds ⋅ 3 Baths ⋅ W13774066 MLS
Charming home on a rare oversized lot with clear sun exposure, offering over 17,000 sq ft of prime land, an exceptional canvas for a luxury mansion build. Situated in one of South West Oakville's most sought-after pockets, surrounded by elite custom estates, and within walking distance to the lake and top schools. Ideal for end-users or luxury builders.

1119 Rebecca Street, Oakville
$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
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