Houses for sale in Oshawa over 2000000 - 2 Million

Newest MLS listings in Oshawa over 2000000 - MLS listings including Windfields, Kedron, Pinecrest, Taunton, Samac, O'Neill, McLaughlin, Eastdale, Vanier, Central, Donevan

Oshawa houses for sale over 2,000,000 2 million

Become a member and get these great benefits, at no cost or obligation: Fresher content than Realtor.ca - on new listings, price changes and more! View more details than Realtor.ca - View unlimited listings - Get email updates on your searches as soon as they hit the market, not the next day!
Forgot password Extend Verify Contact
Save search Hide filters
1-10/11

  • 758 Masson Street in Oshawa: Centennial E12354585 - House

    758 Masson Street Centennial Durham L1G 5A8
    Main Photo: 758 Masson Street in Oshawa: Centennial E12354585 - House

    758 Masson Street Durham L1G 5A8 Centennial

    $1,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12354585
    Bedrooms:
    5
    Bathrooms:
    4
    Exquisite Custom Home Thoughtfully Designed to Blend Seamlessly into the Historic Charm of This Prestigious 1920's Neighbourhood. Every detail reflects architectural excellence and the use of premium natural materials from Eastern White Cedar shakes and hand-chipped stonework to cedar garage doors on the TANDEM 3 car garage, front porch and a solid mahogany front door. Distinctive features include porthole windows, coach lighting, and formal landscaping that enhances the home's curb appeal. This timeless, traditional residence impresses at every turn. The Principal Suite features a large 5 piece Ensuite with marble floors & shower. Very large (11 x 17') custom walk-in closet. All Bedrooms feature ensuite or jack and jill ensuite. Lower level features a 5th bedroom; 9ft ceilings and large egress windows. Outstanding 2nd Floor laundry room. Air Conditioner 2023; Professionally landscaped backyard with gorgeous gazebo and built-in bbq, Sprinkler system, heated garage. Includes built-in fridge, dishwasher, wolf oven, washer, dryer and butler's pantry. More details
    Listed by KELLER WILLIAMS ENERGY REAL ESTATE
    LISTING DETAILS
    John Owen, Broker

  • 23 Steepleview Court in Oshawa: Columbus E12355933 - House

    23 Steepleview Court Columbus Durham L1H 0S6
    Main Photo: 23 Steepleview Court in Oshawa: Columbus E12355933 - House

    23 Steepleview Court Durham L1H 0S6 Columbus

    $2,388,777
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12355933
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to one of the most remarkable estate properties in Meadow Lane Estates, an exclusive enclave in Columbus. This 1.5-acre residence showcases over $1 million in premium upgrades (detailed in the attachment), where only the foundation and exterior bricks remain original, offering a seamless blend of modern sophistication and timeless design. Step inside to an expansive open-concept layout illuminated by natural light, featuring 9-foot ceilings, premium hardwood floors, and German-engineered 3 Glaze tilt-and-turn windows. Sleek stainless-steel railings with glass panels add contemporary elegance, while solid-core 8-foot European doors enhance privacy and craftsmanship. The custom kitchen is fitted with high-quality appliances, designer finishes. The view of the outstanding private backyard is showcased through large panoramic windows from all principal rooms. The luxurious primary retreat offers a spa-inspired 6-piece ensuite and a custom walk-in dressing room. A professionally finished lower level with private entrance expands the living space, including a stylish one-bedroom apartment with its own kitchen, dining, and living area, plus a 6-piece bath, gym, wine room, billiards room, and separate laundry, ideal for in-laws or extended family. Beyond its interior brilliance, the property offers exceptional exterior features. An 824 sq ft attached 4-car garage and a 1,177 sq ft detached outbuilding provide endless options for another 4-car garage, studio, workshop, or future new home expansion. Over 8,000 sq ft of interlocking stone, extensive parking, manicured landscaping, and a Swiss Bavona motorized pergola create a private outdoor sanctuary. Practical luxuries include a steel roof, a 22 kW Kohler generator, and a built-in monitored security system with six cameras. Nestled on a quiet cul-de-sac of only 18 estate homes and minutes from Hwy 407 and city conveniences, 23 Steepleview Court is more than a home; it's a statement of style, privacy, and prestige. More details
    Listed by RE/MAX REALTRON MARIUS MITROFAN GROUP
    LISTING DETAILS
    John Owen, Broker

  • 930 Howden Road E in Oshawa: Rural Oshawa E12322242 - House

    930 Howden Road E Rural Oshawa Durham L1H 7K4
    Main Photo: 930 Howden Road E in Oshawa: Rural Oshawa E12322242 - House

    930 Howden Road E Durham L1H 7K4 Rural Oshawa

    $4,590,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12322242
    Bedrooms:
    3
    Bathrooms:
    5
    Only 10 Minutes From The 407, This Property Offers The Best Of Both Worlds With A Rural Lifestyle And Access To Toronto In Under An Hour. Situated Behind A Towering 8' Hedge & Roadside Gates Is An Equestrian Layout Ideal For Both A Private Or Boarding Facility. Impressive Main Dutchmaster's Barn With Arena Includes German Fibre Footing. Second Barn With Additional 8 Stalls, Garage & Spacious Finished Loft. Outdoor Ring With Drainage. Several Paddocks. More details
    Listed by RE/MAX REALTRON WENDY ZHENG REALTY
    LISTING DETAILS
    John Owen, Broker

  • 89 Hurd Street in Oshawa: Raglan E12313364 - House

    89 Hurd Street Raglan Durham L1H 0M3
    Main Photo: 89 Hurd Street in Oshawa: Raglan E12313364 - House

    89 Hurd Street Durham L1H 0M3 Raglan

    $1,949,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12313364
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 89 Hurd St - a rare opportunity to own a fully renovated executive bungalow on 1.74 acres in Raglan, just minutes from North Oshawa and HWY 407. With over 4,500 sq ft of finished living space, this 4-bedroom, 3-bathroom home combines upscale design, modern comfort, and serene country living. The open-concept main floor showcases newly installed engineered oak hardwood floors, pot lights, and fully renovated custom chef's kitchen with Café appliances, quartz waterfall island, gas stove, built-in wine fridge, and an eat-in Breakfast bar. The living room, anchored by a sleek gas fireplace and cathedral ceilings, flows seamlessly from the kitchen, making it ideal for entertaining. The spacious primary suite features a luxurious 5-pc ensuite with soaker tub, double vanity, glass shower, and both a walk-in closet and custom built-in wardrobes - a rare combination of function and luxury. Three additional bedrooms offer flexibility for kids, guests, or in-laws. The fully finished basement expands your living space with a rec room, media/games room with projector rough-in, heated floors, and a newly renovated laundry room with new appliances, utility sink, and folding station - perfect for busy family life or secondary living quarters. Step outside to your private backyard oasis featuring a fully fenced in-ground pool, pool house, mature trees, and over 2,000 sq ft of new interlocking stone in the front and rear yard. The oversized 3-car garage, carport, and extended driveway allow for 13+ car parking. Renovations include: kitchen, upgrades windows + coverings, interior and exterior doors, garage doors, all bathrooms, lighting, and more. This home offers unmatched privacy, convenience, and quality - perfect for families, multigenerational living, or downsizers seeking rural elegance without compromise. More details
    Listed by Keller Williams Home Group Realty
    LISTING DETAILS
    John Owen, Broker

  • 99 Hurd Street in Oshawa: Raglan E12309685 - House

    99 Hurd Street Raglan Durham L1H 7K4
    Main Photo: 99 Hurd Street in Oshawa: Raglan E12309685 - House

    99 Hurd Street Durham L1H 7K4 Raglan

    $3,688,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12309685
    Bedrooms:
    8
    Bathrooms:
    6
    One Of A Kind Spectacular Property In Private Enclave Of Homes. 1.71 Acres Fully Fenced & Double Tree-Lined. Inground Saltwater Pool W/Cabana, Bar, Pool House And B/I Gas Bbq Fridge & Sink Main House With Pot Lights, California Shutters, Hardwood Floors, Grand Entrance Main Fl. Offer 3 Gas Fireplaces. Finished Basement W/ Theatre Room, Games Room, Workout Room 2Bedrooms. Incredible Separate 2-Storey Nanny's Quarters Full Kitchen Family 2 Bed/2 Bath Laundry,Heated Garage. Country Living Minutes To All North Oshawa Amenities. High-Speed Internet. 22 Kw Generator. Furnace (17), Roof (15), Driveway (19), Well Pump (20) - Swimming Pool ( 2024 mantained)See Attached Features List - Too Many To List! Must Be Seen. Hwt Rental More details
    Listed by RE/MAX REALTRON WENDY ZHENG REALTY
    LISTING DETAILS
    John Owen, Broker

  • 447 Simcoe Street N in Oshawa: O'Neill E12287403 - House

    447 Simcoe Street N O'Neill Durham L1G 4T8
    Main Photo: 447 Simcoe Street N in Oshawa: O'Neill E12287403 - House

    447 Simcoe Street N Durham L1G 4T8 O'Neill

    $1,988,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12287403
    Bedrooms:
    6
    Bathrooms:
    6
    Nestled in one of Oshawa's most coveted neighbourhoods, O'Neil, 447 Simcoe St N stands as a testament to timeless elegance and architectural brilliance. This landmark home in "the catchment area" offers an unparalleled blend of history, luxury, and modern living, seamlessly woven together to create a residence that is both sophisticated and welcoming.The expansive property boasts a premium 94 feet of frontage X 150, surrounded by mature trees and landscaping and a 3 car garage as you drive through your porte co-chère, The home is all brick from top to bottom and reflects the craftsmanship and care that has gone into preserving its charm, while modern updates ensure that the home is not only beautiful but also highly functional for contemporary living. The main floor of this remarkable home offers an array of grand principal rooms that are perfect for both intimate gatherings and large-scale entertaining. The chef inspired high end custom kitchen boasts a Wolf 6 burner/griddle/double oven gas stove, Dacor warmer drawer, Meile Refrigerator and Dishwasher, prep sink/garburator, exposed brick and floor to ceiling cabinetry offering the most distinctive buyer the perfect combination of function and finishes. 6 total bedrooms,4 generously sized bedrooms on the 2nd level including a large primary bedroom with combined south facing sunfilled sunroom and full ensuite, and a rare 3rd level flanked by 2 more bedrooms and 6 bathrooms through-out, this home is endless.The focal point of the lower level are the 2 entrances, one walk-up to the patio and a separate side entrance from the driveway, along with the games room, wine room, a full bath and the original powder room!. Step outside into the beautifully landscaped garden where an oasis retreat and a large deck and hotub takes centre stage and where you're just steps away from Parkwood Estates , Alexandria Park and the Michael Starr Trail, you'll enjoy the perfect balance of quiet residential living and modern ameneties. More details
    Listed by iCloud Realty Ltd.
    LISTING DETAILS
    John Owen, Broker
    To access this listing,
    please create a free account

  • 690 Bessborough Drive in Oshawa: Centennial E12270313 - House

    690 Bessborough Drive Centennial Durham L1G 4H2
    Main Photo: 690 Bessborough Drive in Oshawa: Centennial E12270313 - House

    690 Bessborough Drive Durham L1G 4H2 Centennial

    $2,250,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12270313
    Bedrooms:
    5
    Bathrooms:
    3
    This incredible, once in a lifetime, vintage Oshawa property simply astounds! Built in 1940 by the Ansley family, the spectacular house and grounds exude character, craftsmanship and timeless elegance, from its massive 1.16 acre lot, to its handsomely preserved and improved interior. Magnificent is truly the word to use! Lovingly maintained, thoughtfully updated and mindfully stewarded by the current owner for 40 years, there is a rich Oshawa history attached to the property, which once encompassed acres of land. The current owner is only the second owner to ever claim title to 690 Bessborough, having bought the estate directly from Mrs. Ansley herself in 1985. With the spectacular grounds, impeccable location, and phenomenal home, 690 Bessborough is truly an unparalleled offering and a unique opportunity to own a landmark property of Oshawa's noble history. More details
    Listed by RE/MAX JAZZ INC.
    LISTING DETAILS
    John Owen, Broker

  • 215 Raglan Road W in Oshawa: Rural Oshawa E12148198 - House

    215 Raglan Road W Rural Oshawa Durham L1H 0N5
    Main Photo: 215 Raglan Road W in Oshawa: Rural Oshawa E12148198 - House

    215 Raglan Road W Durham L1H 0N5 Rural Oshawa

    $2,149,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12148198
    Bedrooms:
    4
    Bathrooms:
    4
    Experience country living at its finest with a beautiful brick raised bungalow privately situated away from the road with 2 road frontages on 25 acres, bordered on the west side by the Oshawa Creek. There is a myriad of trails, ideal for exploring the natural surroundings of wildlife, white pine, Norway spruce, European larch, red oak, sugar maple and black walnut trees, currently under a Managed Forest Plan which reflects in lower taxes. This home features an over-sized double garage and charming 1-bedroom apartment with separate front entrance, perfect for multi-generational families or in-law suite. This ground level unit offers privacy and convenience, making it an ideal space for extended family members or guests (not retrofitted). As you enter through the custom 9 ft arched door elegantly framed by a matching arched side lite, there is a sunken foyer that leads to an open-concept kitchen/dining/great room accented with a Belgian White Ale pine ceiling and expansive triple pane/Low E windows, highlighting the extensive renos/updates completed in the last decade. Enhancing the culinary experience is an impressive kitchen with huge centre island, quartz counters, breakfast bar, stainless steel appliances, custom coffee bar and custom dining room cabinet, plus a butlers pantry with built-in wine fridge. Walkout to an inviting protected wrap-around deck or relax in the hot tub. The great room is equipped with an efficient hybrid catalytic wood insert, boasting modern technology and traditional design. The primary suite has a sitting area, walk-in closet and luxurious marble finished ensuite where you can unwind in a soaker tub set in a picturesque bay window or indulge in the spacious shower with rain showerhead. The main level also includes 2 good sized secondary bedrooms, each featuring a walk-in closet. Throughout the home, there is beautiful oak doors/trim and some trendy flooring that includes hand-scraped bamboo hardwood, travertine and porcelain tiles. More details
    Listed by RE/MAX IMPACT REALTY
    LISTING DETAILS
    John Owen, Broker

  • 1300 Northbrook Street in Oshawa: Centennial E12085266 - House

    1300 Northbrook Street Centennial Durham L1G 7N6
    Main Photo: 1300 Northbrook Street in Oshawa: Centennial E12085266 - House

    1300 Northbrook Street Durham L1G 7N6 Centennial

    $6,900,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12085266
    Bedrooms:
    3
    Bathrooms:
    1
    ***DON"T MISS THIS AMAZING OPPORTUNITY ***LOCATION***LOCATION***LOCATION***Invest in this RARE 20+ ACRES of Prime Real Estate***Rare Find in North Oshawa***Attention DEVELOPERS***Attention BUILDERS***INVESTORS***Currently Farm with House & Detached Garage***Prime Potential Development Land & Location***Close to so Many Amenities***Ontario University of Technology***Parks***Places of Worship***A Desirable and Convenient Location***Farm House is habitable with a Detached Double Garage and needs some TLC***Imagine All The Possibilities***DON'T MISS THIS ONE!!! More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    John Owen, Broker

  • 5038 Thornton Road N in Oshawa: Rural Oshawa E12084145 - House

    5038 Thornton Road N Rural Oshawa Durham L1H 7K4
    Main Photo: 5038 Thornton Road N in Oshawa: Rural Oshawa E12084145 - House

    5038 Thornton Road N Durham L1H 7K4 Rural Oshawa

    $4,699,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12084145
    Bedrooms:
    6
    Bathrooms:
    6
    Welcome home to this "one-of-a-kind CUSTOM LUXURY ESTATE" in Raglan, set on 51 picturesque rolling acres, including 30 acres of farmland. This stunning property offers over 7,000 sf of living space, designed with unparalleled craftsmanship & high-end finishes. This 6 bedroom, 6 bath home has exquisite interior features, a grand entrance w/custom granite flooring, hardwood floors and soaring high ceilings throughout. Modern, updated kitchen featuring granite countertops, a custom marble backsplash, B/I stainless steel appliances with gas stove, commercial-grade fridge & freezer-perfect for entertaining. Panoramic views from every room, filling the home w/natural light, open concept family room with a cozy fireplace, an additional media room with 16ft ceilings & gas fireplace. Coffered 10ft ceilings in both the living & dining rooms, all the bedrooms feature their own ensuite bathrooms, offering ultimate privacy. Professionally finished expansive basement - ideal for a potential in-law suite or guest space-with a bar, 3 piece bathroom and a luxurious sauna for relaxation, designer finishes throughout, including custom vanities, upgraded light fixtures, skylights, custom crown molding and trim. Premium upgrades & outdoor features include; new roof (2023), furnace (2022), UV system, & water softener, 90% of windows replaced in the past 3 years, expansive deck w/custom landscaping offering a breathtaking south/west view outdoor retreat. This exceptional estate is truly outstanding, blending luxury, functionality, and natural beauty. Separate 2400sf. shop with 18ft ceilings, prestigious offices and a 1600sf, never lived in 2 bedroom apartment. See feature and attachment sheets. Truly a Designers Dream with endless possibilities! More details
    Listed by HOME CHOICE REALTY INC.
    LISTING DETAILS
    John Owen, Broker
1-10/11
 <  12  > 
Data was last updated August 22, 2025 at 07:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
Powered by myRealPage.com
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.