Oakville Real Estate Search

Oakville Properties between $1,500,000 and $2,000,000 for Sale

Our website features the best real estate search for between $1,500,000 and $2,000,000 properties available in Oakville and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

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Newest Oakville Properties between $1,500,000 and $2,000,000 for Sale

$1,799,000
4 Beds ⋅ 4 Baths ⋅ W12922340 MLS® #
Discover Luxury And Comfort In This Contemporary 4-Bedroom, 4-Bathroom, 2-Car Garage Detached Home In The Prestigious Neighbourhood Of Upper Joshua Creek. Featuring High-End Stainless Steel Appliances, Gorgeous Quartz Countertops, Modern Hardwood Flooring, And Countless Other Upgrades, This Home Is Designed For Stylish Suburban Living. This Mattamy's "Windfield Model" Offers Over 3,100 Sq Feet Of Spacious, Open Concept Design Fitted With High Ceilings, Upgraded Lighting Fixtures. The Sun-Filled, Open-Concept Floor Plan Is Anchored by Rich Hardwood Flooring and a Chef-Inspired Kitchen. Culinary Enthusiasts will Love the Organic White Quartz Countertops, Designer Backsplash, And Premium Integrated Appliance Package. The Inviting Great Room with 20-feet Ceiling, Centred Around A Sleek Gas Fireplace, Offers the Perfect Ambiance for Hosting. The Second Level Is Thoughtfully Designed With Four Spacious Bedrooms And Three Full Baths ,Centred Around A Spacious Loft Or Home Office Area, Ideal For Work Or Relaxation. The Lavish Primary Suite Features a Walk-in Closet and a Spa-like 5-piece Ensuite. A Rare Secondary Junior Suite Also Boasts Its Own Private Ensuite, Providing Comfort For Guests Or Multi-Generational Living. Surrounded by Ponds, Forests, Trails and Parks. It's a Short Drive to Both Clarkson and Oakville GO Stations, And Close to Amenities Like Uptown Shopping Centres, Premium gyms, And Community Centres. Experience the perfect blend of comfort with the best in luxury finishes. It has been meticulously maintained by current owners. This Luxurious Home Is in Pristine, Move-in condition.It's a true gem you don't want to miss., Centered Around A Spacious Loft or Home Office Area, Ideal for Work or Relaxation. Still Under New House Tarion Warranty.

1467 Everest Crescent, Oakville

Listing courtesy of CRIMSON ROSE REAL ESTATE INC..

$1,850,000
2 Beds ⋅ 3 Baths ⋅ W12898434 MLS® #
Rarely available in highly sought-after West Harbour, this turnkey home delivers a relaxed, walkable lakeside lifestyle perfect for downsizers or young professionals. The bright interior is modern and move-in ready. Neutral decor and hardwood floors flow seamlessly across the two main levels. Large south-facing windows bring an abundance of natural light. In the living room, custom built-ins flank the ethanol fireplace to add both character and practical storage, while the separate dining room is great for entertaining. The main floor den is a highly flexible space that serves perfectly as a home office or a cozy family room. The chef's kitchen offers a full pantry wall and ample counter space. The adjacent breakfast room is surrounded by large windows and has direct access to the private backyard-the ideal spot for your morning coffee. Upstairs, the primary bedroom features a charming nook with peekaboo lake views, making a lovely spot for a desk, vanity, or reading chair. A spacious second bedroom and an updated 3-piece bathroom with heated floors and towel rack complete the top floor. The finished lower level provides versatile bonus space for a home gym, recreation room, or additional workspace. Outside, the property truly shines. The backyard has undergone extensive landscaping to create a lush, private retreat. The multi-level stone patios provide multiple zones for entertaining and relaxing surrounded by low-maintenance mature perennials. An automated irrigation system and garden shed make maintenance a breeze. A subtle water feature echoes the lakeside setting with its soft, relaxing sounds. Out front, exceptional curb appeal is highlighted by the classic covered porch-the perfect spot to wind down and take in the sunset. The lifestyle here is unbeatable. Leave the car at home and walk straight down to the water, launch your paddleboard or canoe at the harbour-front Tannery Park, or take a short stroll to Oakville's best local shops and restaurants.

32 Anderson Street, Oakville

Listing courtesy of Sotheby's International Realty Canada, Brokerage.

$1,920,000
6 Beds ⋅ 3 Baths ⋅ W12894154 MLS® #
Gorgeous Family Home on Prestigious Chartwell Road in Old OakvilleNestled on a prime 0.29-acre west-facing lot backing onto serene woodlands, this immaculate 4+2 bedroom residence is situated on the coveted "Street of Dreams" Chartwell Road in the heart of highly sought-after Old Oakville. Offering endless potential, this exceptional property is ideal for families looking to move in, renovate, or build their custom dream home in a prestigious neighbourhood.The beautifully maintained home features gleaming hardwood floors, spacious living, dining, family principal rooms, and a thoughtfully updated patio and deck perfect for outdoor entertaining. The finished basement, with a private separate entrance, includes a 2-bedroom in-law suite complete with a full kitchen and bathroom, offering incredible flexibility for multigenerational living or rental income.Enjoy unparalleled convenience with a short walk to Whole Foods, Longos, charming local restaurants, top-rated schools, and minutes to the GO Station and QEW. This is a rare opportunity to own a slice of Oakville's most desirable enclave where lifestyle, luxury, and location meet.

494 Chartwell Road, Oakville

Listing courtesy of Re/Max Hallmark Realty Ltd..

$1,999,999
5 Beds ⋅ 4 Baths ⋅ W12876160 MLS® #
Welcome To This Unique, Custom-Built Home In Desirable East Oakville. Situated On A Premium, Treed Lot, This Home Features An Amazing Heated Sunroom With Massive Windows, Tile Floors, And A Stunning Entertainment Wall Including A Fireplace, Desk, And A Space For Your Wall-Mounted TV. Double Entry French Doors Lead To A Backyard Retreat Patio Area Equipped With An Outdoor Kitchen, Gazebo, Waterfall Feature, Garden Shed, And Ample Room For A Pool Or Hot Tub. Inside Features An Open Concept Main Floor Design With A Grand Kitchen, Built-In Appliances, Granite Countertops, Backsplash, Center Island, Pot Lights, And Large Windows. The Main Floor Bedroom Has Access To A Full 3-Piece Bathroom And Can Be Easily Converted To A Separate Formal Dining Room Or Office. The Space Also Includes Extensive Wall Trims And Hardwood Floors Throughout. The 2nd Floor Has 4 Additional Bedrooms And A Laundry Room. The Finished Basement Has A Possible Side Entrance And An Open Concept Layout With A Kitchen And 3-Piece Bath, Perfect For Large Family Gatherings, An In-Law Suite, Or Additional Income!

427 Pinegrove Road, Oakville

Listing courtesy of RE/MAX REALTY SPECIALISTS INC..

$1,547,500
2 Beds ⋅ 2 Baths ⋅ 40811463 MLS® #
Wake up to breathtaking, unobstructed views of Lake Ontario from this sun-drenched corner residence, ideally positioned in one of Bronte's most sought-after waterfront communities. Perfectly tailored for discerning downsizers, this home offers the rare opportunity to simplify without sacrificing space, comfort, or lifestyle-delivering a true resort-inspired experience steps from the harbour, marina, charming shops, restaurants and picturesque walking trails. A gracious entryway with tray ceiling sets the tone, leading into an elegant interior finished with wainscoting, high ceilings and hardwood flooring throughout. The spacious kitchen is both functional and refined, featuring granite countertops, tile backsplash, valence lighting and stainless steel appliances, flowing seamlessly into the open-concept eating area and main living space. Walls of floor-to-ceiling windows frame breathtaking, unobstructed views of Lake Ontario, filling the home with natural light throughout the day. Step onto the private balcony-large enough for lounging and dining-and take in panoramic lake and marina vistas that feel like a permanent getaway. A second living area, also wrapped in floor-to-ceiling windows, and a formal dining room provide flexibility for entertaining or quiet relaxation. The primary suite is a serene retreat with stunning lake views and a spa-inspired five-piece ensuite featuring dual vanities, a glass walk-in shower and a deep soaker tub. A generous second bedroom, a stylish three-piece bath with walk-in shower, and a dedicated in-suite laundry room complete the layout. Residents enjoy an exceptional array of resort-like amenities including an indoor pool, hot tub, sauna, fitness centre, tennis and squash courts, golf practice area, games and media rooms, library, art and woodworking studios, organized social activities, a lakefront clubhouse, car wash and 24-hour security. An unparalleled opportunity to embrace refined, low-maintenance waterfront living. (id:5764)

2170 MARINE Drive Unit 2008, Oakville

Listing courtesy of Royal LePage Burloak Real Estate Services.

$1,689,000
4 Beds ⋅ 5 Baths ⋅ 40808337 MLS® #
Discover this stunning home in a sought-after Oakville community, offering spacious living and modern convenience. Designed for comfortable living and entertaining, the home features a built-in security system and a basement equipped with a sound system perfect for movie nights or gatherings. Located close to parks and green space, the property also benefits from a brand-new high school scheduled to open nearby in September 2026. An excellent opportunity to enjoy modern living in a growing, family-friendly neighbourhood. (id:5764)

132 SETTLERS Road East, Oakville

Listing courtesy of Keller Williams Edge Realty.

$1,689,000
4 Beds ⋅ 5 Baths ⋅ W12869800 MLS® #
Discover this stunning home in a sought-after Oakville community, offering spacious living and modern convenience. Designed for comfortable living and entertaining, the home features a built-in security system and a basement equipped with a sound system-perfect for movie nights or gatherings. Located close to parks and green space, the property also benefits from a brand-new high school scheduled to open nearby in September 2026. An excellent opportunity to enjoy modern living in a growing, family-friendly neighbourhood.

132 Settlers Road E, Oakville

Listing courtesy of KELLER WILLIAMS EDGE REALTY.

$1,799,000
4 Beds ⋅ 5 Baths ⋅ W12846116 MLS® #
THIS. IS. LUXURY. With $250K in recent, timeless, professional RENOVATIONS, this executive END UNIT FREEHOLD townhome offers 2.5 GARAGE SPACES and a peaceful POND/GREENSPACE VIEW. Drive along this private enclave of prestigious French Chateau-inspired homes and take in the beautiful curb appeal as you pull up. It feels like a detached home w/ the wide open space to the next home. Enter the grand foyer and enjoy the 9' ceilings, abundance of windows and the beautiful high-end finishes. The main level features a separate home office/living room, dining room, powder room, family room w/ cozy gas fireplace and double door walkout to the gorgeous yard and a stunning gourmet kitchen (reno'd in 2025) offering a massive island, an abundance of functional and well thought out cabinetry, new high-end Miele SS appliances (wall oven, induction cooktop, built-in speed oven microwave, dishwasher, range hood), quartz counters/backsplash, coffee station & sunny breakfast area. The solid wood stairs feature shoeless iron spindles and lead up to the second level. There is a convenient laundry, 4-pc Jack n Jill bathroom, 3 large bedrooms, one being the primary bedroom retreat with a gorgeous view of the pond/forest, large walk-in closet and 5-pc ensuite featuring double sinks, soaker tub and separate glass shower. The recently professionally finished basement offers over-sized windows, a full kitchen w/ island and quartz counters, laundry, living area, 2 bathrooms, an ADDITIONAL BEDROOM and loads of storage space. Additional features include: roof (2019), 6-car parking (4 in driveway & 2 in garage), NO SIDEWALKS (= no shoveling), enough space in the garage for a WORKSHOP, garage entry into home, reverse osmosis. Ideally located close to all amenities, trails, schools, Provincial Park, Outlet Mall, easy highway access. And the icing on the cake is the close-knit community of wonderful neighbours. You Will Fall In Love! **Please see upgrade list attached - there are too many to include!

3168 Watercliffe Court, Oakville

Listing courtesy of RE/MAX REAL ESTATE CENTRE INC..

$1,799,000
4 Beds ⋅ 5 Baths ⋅ 40808639 MLS® #
THIS. IS. LUXURY. With $250K in recent, timeless, professional RENOVATIONS, this executive END UNIT FREEHOLD townhome offers 2.5 GARAGE SPACES and a peaceful POND/GREENSPACE VIEW. Drive along this private enclave of prestigious French Chateau-inspired homes and take in the beautiful curb appeal as you pull up. It feels like a detached home w/ the wide open space to the next home. Enter the grand foyer and enjoy the 9’ ceilings, abundance of windows and the beautiful high-end finishes. The main level features a separate home office/living room, dining room, powder room, family room w/ cozy gas fireplace and double door walkout to the gorgeous yard and a stunning gourmet kitchen(reno'd in 2025) offering a massive island, an abundance of functional and well thought out cabinetry, new high-end Miele SS appliances (wall oven, induction cooktop, built-in speed oven microwave, dishwasher, range hood), quartz counters/backsplash, coffee station & sunny breakfast area. The solid wood stairs feature shoeless iron spindles and lead up to the second level. There is a convenient laundry, 4-pc Jack n Jill bathroom, 3 large bedrooms, one being the primary bedroom retreat with a gorgeous view of the pond/forest, large walk-in closet and 5-pc ensuite featuring double sinks, soaker tub and separate glass shower. The recently professionally finished basement offers over-sized windows, a full kitchen w/ island and quartz counters, laundry, living area, 2 bathrooms, an ADDITIONAL BEDROOM and loads of storage space. Additional features include: roof (2019), 6-car parking (4 in driveway & 2 in garage), NO SIDEWALKS (= no shoveling), enough space in the garage for a WORKSHOP, garage entry into home, reverse osmosis. Ideally located close to all amenities, trails, schools, Provincial Park, Outlet Mall, easy highway access. And the icing on the cake is the close-knit community of wonderful neighbours. You Will Fall In Love! **Please see upgrade list attached - there are too many to include! (id:5764)

3168 WATERCLIFFE Court, Oakville

Listing courtesy of RE/MAX Real Estate Centre Inc..

$1,759,000
W12805624 MLS® #
Exceptional opportunity to acquire an approx. 2,010 SF at the highly desirable Maple Grove Corporate Centre in the heart of Oakville's established business district. Versatile space suitable for office or retail permitting various uses including medical. Offering open space area, kitchen, storage room, washrooms and several offices and workspaces. Situated within a professionally managed complex offering ample parking and convenient access to major highways including the QEW and Highway 403. This unit can also sold with the neighbouring sale listing at unit 27 for a combined total area of 5,463 SF.

1525 Cornwall Road Unit 26, Oakville

Listing courtesy of REMAX YOUR COMMUNITY REALTY.

$1,759,000
W12805598 MLS® #
Exceptional opportunity to acquire an approx. 2,010 SF at the highly desirable Maple Grove Corporate Centre in the heart of Oakville's established business district. Versatile space suitable for office or retail permitting various uses including medical. Offering open space area, kitchen, storage room, washrooms and several offices and workspaces. Situated within a professionally managed complex offering ample parking and convenient access to major highways including the QEW and Highway 403. This unit can also sold with the neighbouring sale listing at unit 27 for a combined total area of 5,463 SF.

1525 Cornwall Road Unit 26, Oakville

Listing courtesy of REMAX YOUR COMMUNITY REALTY.

$1,799,000
4 Beds ⋅ 2 Baths ⋅ W12679326 MLS® #
An exceptional opportunity to build your dream home in one of Oakville's most prestigious and sought-after neighbourhoods. Set on a quiet, tree-lined 60 x 122 ft lot widening to 78 ft at the rear, this property offers a rare chance to design and build a custom home exceeding 3300 sq.ft.(above grade). The existing home is well maintained and fully livable, allowing you to move in or generate rental income while securing permits. Ideally Located just minutes from Lake Ontario, downtown Oakville, the GO Train, top-ranked schools, parks, and major highways, this address perfectly balances tranquility, convenience, and long-term value. Buyers or their representatives should verify all zoning and building details with the Town of Oakville's Planning and Building Department.

1169 Cynthia Lane, Oakville

Listing courtesy of GFA REALTY LTD..

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