Buying a home in Oakville, Ontario offers a unique combination of lifestyle, location, and long-term value within Halton Region. Known for its waterfront, established neighbourhoods, and proximity to Toronto, Oakville continues to attract buyers seeking both quality of life and strong real estate fundamentals. The Oakville real estate market remains competitive, particularly in higher price segments, but shifting conditions have created more opportunities for buyers to approach the market strategically. Understanding neighbourhood nuances, pricing dynamics, and timing is essential to securing the right property. Whether you’re looking in Old Oakville, Glen Abbey, Bronte, or Joshua Creek, having a clear strategy matters. Tell us what you’re looking for and we’ll match you with homes that fit – including opportunities you won’t find online.
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2350 GRAND RAVINE Drive Unit# 17 in Oakville: Condo for sale : MLS®# 40812890
2350 GRAND RAVINE Drive Unit# 17 Oakville L6H 6E2 
$968,000Single Family- Status:
- Active
- MLS® Num:
- 40812890
- Bedrooms:
- 3
- Bathrooms:
- 4
- Floor Area:
- 1,300 sq. ft.
Fully renovated and truly move-in ready, this beautifully updated home offers exceptional quality and modern comfort throughout. Extensively renovated in 2025 with over $128,000 invested in upgrades, the property has been thoughtfully redesigned to provide stylish finishes, improved functionality, and peace of mind for years to come. Significant exterior and mechanical updates include a new roof (2023) and all new windows and doors (2024), enhancing both energy efficiency and curb appeal. Inside, the upgraded kitchen features beautiful quartz countertops, offering both durability and a sleek modern look, along with updated appliances including a stove (2021) and new dishwasher (2026). Additional recent upgrades include a new washer and dryer (2024), adding everyday convenience. The home also boasts three beautifully renovated bathrooms (2021), all finished with contemporary fixtures and stylish design. Every detail throughout the home reflects the care and investment that has gone into the renovations, creating a bright, modern space that is both functional and welcoming. With low maintenance fees and extensive updates already completed, this home offers exceptional value for buyers seeking turnkey property with no work required. Simply move in and enjoy the comfort, style, and quality of a fully renovated home. Maintenance Fees Include: Visitor Parking, Snow Removal On Roadway, sidewalks and Visitor Parking and Road Maintenance. Garage door will be touched up and painted in warmer weather. (id:2493) More detailsListed by RE/MAX Escarpment Realty Inc.
- STEVE BAILEY
- CAMBRIDGE/WATERLOO
- 1 (519) 7400001
- Contact by Email
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25 TIMBER Lane in Oakville: Single Family for sale : MLS®# 40804045
25 TIMBER Lane Oakville L6L 2Z4
$1,999,900Single Family- Status:
- Active
- MLS® Num:
- 40804045
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 2,190 sq. ft.
A Rare South-of- Lakeshore Opportunity just steps to the lake; Rarely does a home become available on this prestigious, tree-lined street south of Lakeshore Blvd. Nestled in one of Oakville’s most coveted pockets, 25 Timber Lane offers an unparalleled opportunity to live just steps from the shores of Lake Ontario. This classic residence offers a traditional center -hall plan flanked by a formal living room & dining room. The spacious eat-in kitchen overlooks a private treed yard. Upstairs you’ll find three generously sized bedrooms, including a huge Primary Suite with an ensuite bathroom. The Primary Suite is uniquely complemented by an adjoining bright sunroom which leads to a large private rooftop terrace with spectacular views of the lake. Whether you envision enjoying the character of the existing residence or start fresh to commission your own dream home the potential here is endless. Close to Boutiques, fine dining and beautiful Bronte Harbour. This is lakeside living at its finest. (id:2493) More detailsListed by Right at Home Realty - STEVE BAILEY
- CAMBRIDGE/WATERLOO
- 1 (519) 7400001
- Contact by Email
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2303 HILL RIDGE Court Unit# 16 in Oakville: Condo for sale : MLS®# 40812579
2303 HILL RIDGE Court Unit# 16 Oakville L6M 3N3
$1,499,000Single Family- Status:
- Active
- MLS® Num:
- 40812579
- Bedrooms:
- 4
- Bathrooms:
- 5
- Floor Area:
- 3,716 sq. ft.
Discover this rare gem in the exclusive West Oak Trails community, where only twenty-one fortunate homeowners get to call this secluded oasis home. This executive end unit townhome offers a perfect blend of privacy and sophistication, backing directly onto the trails of tranquil Sixteen Mile Creek. With four spacious bedrooms and four plus 1 bathrooms spread across a total of 3,716 square feet of thoughtfully designed living space, including a convenient elevator ensuring effortless access to all levels. This home welcomes you with nine-foot ceilings and an open concept main floor with serene treed views creating a peaceful backdrop throughout. Step onto the balcony off the living room and breathe in the serenity of your private backyard. Upstairs, the generous primary suite features a cozy gas fireplace, five-piece ensuite, and walk-in closet. Three additional bedrooms offer comfort and convenience, two with access to ensuite bathrooms. The fourth is set as an office with built-ins perfect for those who work from home. The walk-out basement leads to your personal outdoor haven, complete with a stone patio perfect for entertaining or quiet morning coffee moments. The two-car garage and additional driveway parking ensure practicality meets luxury. This lovingly maintained home is move-in ready or add your own personal touch to transform it into something truly extraordinary. With exceptional privacy, it's an opportunity that rarely presents itself in this sought-after community. Your chance to own a piece of tranquil luxury is here. (id:2493) More detailsListed by RE/MAX Escarpment Realty Inc. - STEVE BAILEY
- CAMBRIDGE/WATERLOO
- 1 (519) 7400001
- Contact by Email
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2468 NEWCASTLE Crescent in Oakville: Single Family for sale : MLS®# 40811860
2468 NEWCASTLE Crescent Oakville L6M 4P3
$1,189,000Single Family- Status:
- Active
- MLS® Num:
- 40811860
- Bedrooms:
- 4
- Bathrooms:
- 3
- Floor Area:
- 1,675 sq. ft.
Welcome to this beautifully updated freehold end-unit townhome in Oakville's highly desirable West Oak Trails community. Offering the feel of a semi-detached home, this bright and spacious property features 3 bedrooms and 2.5 bathrooms with a functional layout ideal for family living. The great room includes a cozy gas fireplace and hardwood flooring throughout the main and second levels.Extensively renovated in 2025, upgrades include a renovated kitchen, new flooring, hardwood stairs and railings, new toilets, updated washroom tiling, modern lighting, stainless steel appliances (fridge, stove, dishwasher), and a full interior repaint-making the home completely move-in ready.Upstairs features a spacious primary bedroom with walk-in closet and ensuite, along with two additional bedrooms and convenient second-floor laundry. The professionally finished basement adds valuable extra living space for a rec room or home office. Exterior improvements include a new garage door, dark concrete double driveway, and refreshed fence and backyard flooring. Located close to top schools, parks, shopping, community amenities, and the new Oakville hospital. (id:2493) More detailsListed by RE/MAX Escarpment Realty Inc. - STEVE BAILEY
- CAMBRIDGE/WATERLOO
- 1 (519) 7400001
- Contact by Email
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2047 ARDLEIGH Road in Oakville: Single Family for sale : MLS®# 40812242
2047 ARDLEIGH Road Oakville L6J 1V6
$2,549,000Single Family- Status:
- Active
- MLS® Num:
- 40812242
- Bedrooms:
- 4
- Bathrooms:
- 2
- Floor Area:
- 2,640 sq. ft.
Residing on a mature, landscaped lot in Oakville with tree-lined streets creates a gorgeous setting for this lovely 3+1 bedroom bungalow where there are green views from every window. This home provides both a private, tranquil setting and great entertaining spaces. There is a covered porch off the back of the house where views of trees and greenery can be enjoyed. A large, stone patio area hosts an L-shaped pergola framing a sitting or dining area and surrounds the in-ground pool. Centrally located within highly desirable, prestigious Eastlake community of southeast Oakville, this location makes it ideal for accessing both the lake and the area's top amenities and schools. The large, gourmet kitchen has an island breakfast bar and a large window with a view of a Japanese Maple tree. Three bay windows offer a warm, inviting ambience; two in bedrooms and one in the dining room. The basement has in-law suite potential as there is a storage area under the kitchen that sides onto the bathroom, and there is separate entrance potential. Situated close to the town's most valuable amenities, there is top-tier education, lakeside leisure with green spaces and close proximity to the waterfront including Gairloch Gardens and scenic Lake Ontario trails. For convenience and community, enjoy a short drive to vibrant shops, gourmet restaurants, and cultural attractions of historic downtown Oakville. Maple Grove Village offers excellent shopping and services. Come and see all that this area and home have to offer! (id:2493) More detailsListed by Royal LePage State Realty Inc. - STEVE BAILEY
- CAMBRIDGE/WATERLOO
- 1 (519) 7400001
- Contact by Email
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2486 OLD BRONTE Road Unit# 401 in Oakville: Condo for sale : MLS®# 40811936
2486 OLD BRONTE Road Unit# 401 Oakville L6M 9Y5
$424,900Single Family- Status:
- Active
- MLS® Num:
- 40811936
- Bedrooms:
- 1
- Bathrooms:
- 1
- Floor Area:
- 527 sq. ft.
Beautiful open concept 1 bedroom condo located in prestigious Mint complex in Bronte Creek. Freshly installed quartz countertops, vinyl plank flooring and paint. Suite includes 1 underground parking/storage locker and in suite laundry. Amenities include gym, party room and rooftop. No smoking or pets permitted. Close to highways, shopping, hospital and Go Station. (id:2493) More detailsListed by RE/MAX Escarpment Realty Inc. - STEVE BAILEY
- CAMBRIDGE/WATERLOO
- 1 (519) 7400001
- Contact by Email
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139 STEWART Street in Oakville: Single Family for sale : MLS®# 40810397
139 STEWART Street Oakville L6K 1X8
$775,000Single Family- Status:
- Active
- MLS® Num:
- 40810397
- Bedrooms:
- 1
- Bathrooms:
- 2
- Floor Area:
- 1,040 sq. ft.
Build Your Dream Home! An outstanding opportunity to secure a premium 39' x 123' lot in sought-after and evolving Kerr Village neighbourhood, minutes from downtown Oakville. This property presents the ideal setting for a custom luxury residence, surrounded by an increasing number of newly constructed executive homes that continue to elevate the street’s appeal. Perfectly positioned for an active lifestyle, the property is just minutes from Forster Park, the excellent amenities at Trafalgar Park Community Centre, and the picturesque Waterfront Trail along Lake Ontario. Whether you are a builder, investor, or future homeowner envisioning a custom dream home, this lot offers a rare chance to create something truly special in a thriving Oakville community known for its charm, walkability, and proximity to the waterfront. (id:2493) More detailsListed by Keller Williams Edge Realty - STEVE BAILEY
- CAMBRIDGE/WATERLOO
- 1 (519) 7400001
- Contact by Email
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1379 REBECCA Street in Oakville: Single Family for sale : MLS®# 40807379
1379 REBECCA Street Oakville L6L 1Z3
$3,075,000Single Family- Status:
- Active
- MLS® Num:
- 40807379
- Bedrooms:
- 5
- Bathrooms:
- 5
- Floor Area:
- 6,154 sq. ft.
Welcome to this exceptional home in the heart of sought-after West Oakville, where timeless design meets modern comfort. Discover refined living, where elegance, space, and privacy come together on a premium lot with gated driveway, double car garage & landscaped front & back yards. This large home offers an ideal balance, perfect for both executive entertaining & a family home. An impressive cathedral-ceiling entrance with stunning chandelier fills the home with natural light & creates a grand first impression. The main floor features a spacious open-concept living area that offers elegant finishes & seamless flow throughout. The large gourmet kitchen with wine & bar fridge, & space for a large kitchen table for those informal get togethers is a home chef’s delight. Family room, with gas fireplace and built-in bookshelves, can be closed off with large French doors. Separate dining & living rooms for more formal entertaining. A large main floor office, walk-in closet, powder room & mud room with access to the attached double car garage complete this level. The second floor delivers comfort & privacy for family members & guests alike. The primary bedroom has ample storage with beautifully designed built-in closets, a separate walk-in closet & 5-pc ensuite. Each bedroom is generously sized. Two bedrooms share a 5-pc ensuite & the 4th bedroom offers a 4-pc ensuite & walk-in closet. The beautifully finished walk-out basement provides incredible versatility, complete with in-law suite capability, good size bedroom with large walk-in closet, 3-pc bath, entertaining area, & kitchenette, ideal for multi-generational living, extended family, or potential income opportunities. Located in one of Oakville’s most desirable neighbourhoods, close to top-rated schools, parks, lakefront trails, Walmart, Metro, LCBO & QEW, this home offers the perfect blend of luxury, functionality, & lifestyle. A rare opportunity in West Oakville — don’t miss your chance to call it home. (id:2493) More detailsListed by RE/MAX Aboutowne Realty Corp. - STEVE BAILEY
- CAMBRIDGE/WATERLOO
- 1 (519) 7400001
- Contact by Email
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114 TRACINA Drive in Oakville: Single Family for sale : MLS®# 40809034
114 TRACINA Drive Oakville L6L 4B7
$5,549,888Single Family- Status:
- Active
- MLS® Num:
- 40809034
- Bedrooms:
- 5
- Bathrooms:
- 6
- Floor Area:
- 6,077 sq. ft.
This custom luxury residence is a masterclass in design, proportion, and craftsmanship. Every detail has been thoughtfully curated, creating a true statement of contemporary living. Offering over 6,000 sq ft of high-end living space, this home features 5 bedrooms, 6 bathrooms, a chef inspired kitchen with bespoke cabinetry, an open-concept main floor designed for entertaining, and a fully finished lower level with theatre, gym, wine wall, and walk-up access to the outdoor living space. Perfectly designed for both family life and entertaining, the interiors combine functionality with elegance in every room. The home is set on a premium 90 x 128 lot in Oakville's coveted Coronation Park neighbourhood. Known for its estate properties, mature trees, and proximity to Lake Ontario, this community offers the best of Oakville living minutes to Bronte Village, Downtown Oakville, and top-rated private and public schools. The exterior is clad in timeless limestone with expansive windows, a wide private drive, and a 2-car garage. Professionally landscaped grounds include a covered outdoor living space with fireplace and grilling area, ideal for year-round entertaining. From the grand foyer to the backyard retreat, every element of this home has been designed to impress. Some photos are virtually staged. (id:2493) More detailsListed by eXp Commercial Brokerage - STEVE BAILEY
- CAMBRIDGE/WATERLOO
- 1 (519) 7400001
- Contact by Email
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123 MAURICE Drive Unit# 201 in Oakville: Condo for sale : MLS®# 40812166
123 MAURICE Drive Unit# 201 Oakville L6K 2W6
$2,295,990Single Family- Status:
- Active
- MLS® Num:
- 40812166
- Bedrooms:
- 4
- Bathrooms:
- 4
- Floor Area:
- 2,099 sq. ft.
LIVE IN SOUTH OAKVILLE's NEWEST LUXURY BUILDING, THE BERKSHIRE. ONLY 7 REMAINING SUITES AVAILABLE. First class amenities including Concierge, Roof Top Oasis, Party Room, Gym with state of the art equipment, Visitor Parking. Brand New – Ready to Move In! Luxury Living Awaits at The Berkshire Residences in Oakville Indulge in sophisticated living with this 3-bedroom + den suite at The Berkshire Residences, offering an expansive 2,099 sq. ft. of beautifully designed space. Featuring a 168 sq. ft. balcony, this home seamlessly blends indoor and outdoor living for the ultimate comfort and style. The suite is designed with exceptional attention to detail, including 10-foot ceilings, bespoke soft-close cabinetry, and porcelain slab countertops with matching backsplash. The modern kitchen is equipped with extended-height cabinets, a stunning waterfall edge island, and a complete 6-piece appliance package. Luxurious touches continue throughout, with heated bathroom floors and premium hardwood flooring. The bathrooms feature upgraded vanities and high-end tiles, ensuring both functionality and elegance. With the added convenience of 2 parking spaces and a locker, this suite offers everything you need for an upscale lifestyle at The Berkshire Residences. Condo Fees Approximate. Steps to Lake Ontario, waterfront promenades and downtown Oakville's finest shops and restaurants. IMMEDIATE OCCUPANCY AVAILABLE. no development charges (id:2493) More detailsListed by RE/MAX Escarpment Realty Inc. - STEVE BAILEY
- CAMBRIDGE/WATERLOO
- 1 (519) 7400001
- Contact by Email
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148 LITTLEWOOD Drive in Oakville: Single Family for sale : MLS®# 40812227
148 LITTLEWOOD Drive Oakville L6H 6T7
$900,000Single Family- Status:
- Active
- MLS® Num:
- 40812227
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 2,009 sq. ft.
LOCATION, LOCATION, LOCATION! Welcome to Oak Park/Uptown Core where everything you need is just steps away. This large 3-storey semi-detached home in the highly sought-after River Oaks community offers over 2,000+ sq ft of above-grade living space PLUS a basement ready for your personal touch. Featuring 3 bedrooms, 3 bathrooms and a generous upper-level family room that can easily be converted into a fourth bedroom, home office or additional living space. Recent updates include fresh paint throughout, new light fixtures and all new SS kitchen and laundry appliances. The home also offers a detached double garage and a private yard. Known for its Perfect location and sought-after school district, including French Immersion and White Oaks High School with its world-renowned IB Program. Situated within walking distance to parks, schools, shopping, restaurants and everyday amenities in the vibrant Uptown Core. Commuters will appreciate quick access to the QEW, 407, GO Transit and public transit. A fantastic opportunity to own a spacious home in one of Oakville's most desirable family-friendly neighbourhoods. (id:2493) More detailsListed by RE/MAX Aboutowne Realty Corp. - STEVE BAILEY
- CAMBRIDGE/WATERLOO
- 1 (519) 7400001
- Contact by Email
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123 MAURICE Drive Unit# 105 in Oakville: Condo for sale : MLS®# 40812190
123 MAURICE Drive Unit# 105 Oakville L6K 2W6
$1,745,990Single Family- Status:
- Active
- MLS® Num:
- 40812190
- Bedrooms:
- 3
- Bathrooms:
- 3
- Floor Area:
- 1,637 sq. ft.
LIVE IN SOUTH OAKVILLE's NEWEST LUXURY BUILDING, THE BERKSHIRE. ONLY 7 REMAINING SUITES AVAILABLE. First class amenities including Concierge,Roof Top Oasis, Party Room, Gym with state of the art equipment,Visitor Parking.Experience luxury living in South Oakville with this stunning 2-bedroom plus den model suite at The Berkshire Residences, now move-in ready. Offering 1,637 square feet of beautifully designed space, this suite features soaring 10-foot ceilings, a spacious laundry room, and premium brushed oak hardwood flooring throughout. The modern kitchen is a chef's dream, complete with soft-close cabinetry, a large island with a waterfall edge, quartz countertops and matching backsplash, and a full 6-piece stainless steel appliance package. Additional upgrades include extended-height kitchen cabinets, upgraded vanities and tiles in all bathrooms, and a sleek Napoleon Entice Series electric fireplace with a contemporary stone surround. Enjoy the comfort of heated flooring in the bathrooms and the sophisticated, townhouse-style feel of the layout. Two parking spaces and a storage locker are also included, offering added convenience in this upscale residence. Steps to Lake Ontario, waterfront promenades and downtown Oakville's finest shops and restaurants. IMMEDIATE OCCUPANCY AVAILABLE The Berkshire Residences combines striking architecture with modern elegance, making this suite a perfect place to call home. Condo Fees approximately. no development charges (id:2493) More detailsListed by RE/MAX Escarpment Realty Inc. - STEVE BAILEY
- CAMBRIDGE/WATERLOO
- 1 (519) 7400001
- Contact by Email
Data was last updated March 17, 2026 at 06:45 PM (UTC)
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