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

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1-10/15

  • 20 Eastwood Avenue N in Oshawa: Samac E12315154 - House

    20 Eastwood Avenue N Samac Durham L1G 3Y6
    Main Photo: 20 Eastwood Avenue N in Oshawa: Samac E12315154 - House

    20 Eastwood Avenue N Durham L1G 3Y6 Samac

    $1,950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12315154
    Bedrooms:
    5
    Bathrooms:
    5
    Step into this stunning custom-built home which is an entertainers paradise and family-centric masterpiece. It is crafted by an award winning local contractor featuring multi zoned HVAC and crown moulding throughout. Nestled at the peaceful end of a quiet cul de sac, this home combines functionality with luxury, ideal for multigenerational living, hobby enthusiasts, or those who appreciate elevated design. This home features a self-contained in-law suite complete with its own entrance, kitchen, living area, full bath, and laundry. The thoughtful layout of the basement also includes rough-ins and space for a second in-law suite, encouraging future expansion to suit your evolving lifestyle. It adds invaluable finished sq ft and is finished with a full bedroom, bathroom, large rec room, and wood fireplace. The main level has 9foot ceilings and includes the master bedroom where the ensuite has heated floors, and a luxurious steam shower. The great room features a vaulted ceiling and a stone-accented fireplace. Entertain in style in the designer kitchen, equipped with premium built-in appliances, a spacious center island, and designer backsplash tile. The kitchen door opens onto a beautiful covered patio; expanding your living space outdoors. With gas heat, this patio can be enjoyed well into the colder months. Car lovers and hobbyists will appreciate the 1,100sqft heated garage, fitted with its own furnace and insulation. This workshop of dreams can accommodate multiple vehicles, RVs, or a custom-built workspace. More details
    Listed by RE/MAX CENTRE CITY REALTY INC.
    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

  • 176/180 Nassau Street in Oshawa: Vanier E12313404 - House

    176/180 Nassau Street Vanier Durham L1J 4A5
    Main Photo: 176/180 Nassau Street in Oshawa: Vanier E12313404 - House

    176/180 Nassau Street Durham L1J 4A5 Vanier

    $1,998,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12313404
    Bedrooms:
    16
    Bathrooms:
    12
    Welcome to your next investment opportunity. This property has a 2 large Modern legal non conforming fourplexs properties. Each Building has 2 (3 Bedroom 2 Bath Units) and 2 (1 Bedroom 1 Bath Units). Mixed with great long term tenants and newer tenants. Offering a generous 4.5 Cap Rate at current rents with ability to bring to a 6.2 Cap Rate at market rent. See Rent / Expense Statement and Floor Plans Attached. 176 Nassau and 180 Nassau are registered separately but seller would like them to be purchased together, which offers a great opportunity to a diligent investor. Properties are in a great area, close to 401, public transit, parks, shopping and more! More details
    Listed by DAN PLOWMAN TEAM REALTY INC.
    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 IPRO REALTY LTD
    LISTING DETAILS
    John Owen, Broker

  • 961 Coates Road W in Oshawa: Rural Oshawa E12277152 - House

    961 Coates Road W Rural Oshawa Durham L1H 7K4
    Main Photo: 961 Coates Road W in Oshawa: Rural Oshawa E12277152 - House

    961 Coates Road W Durham L1H 7K4 Rural Oshawa

    $1,999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12277152
    Bedrooms:
    6
    Bathrooms:
    6
    Discover this stunning and picturesque 54-acre property, featuring an exquisite custom-built bungalow that embodies serenity and tranquility. Nestled in a natural paradise, it offers breathtaking views showcasing the very best that nature has to offer. Step into the main floor, where a welcoming front entrance invites you into a spacious family room and dining area, both adorned with soaring 12-foot ceilings. The family room opens beautifully to a deck, providing an idyllic setting to savor the captivating views of the lake. This level also boasts three generously sized bedrooms, 2.5 beautifully appointed bathrooms, and convenient garage access to a well-designed main floor laundry space. The basement offers additional living space. More details
    Listed by HOME CHOICE REALTY INC.
    LISTING DETAILS
    John Owen, Broker

  • 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

  • 23 Steepleview Court in Oshawa: Columbus E12267797 - House

    23 Steepleview Court Columbus Durham L1H 0S6
    Main Photo: 23 Steepleview Court in Oshawa: Columbus E12267797 - House

    23 Steepleview Court Durham L1H 0S6 Columbus

    $2,780,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12267797
    Bedrooms:
    5
    Bathrooms:
    4
    Luxury Redefined at 23 Steepleview Court. Welcome to one of the most remarkable estate properties in Meadow Lane Estates, an exclusive enclave in Columbus. This 1.5-acre masterpiece offers the ultimate in privacy, design, and sophistication. Over $1.3 million in premium upgrades create a lifestyle that few homes can match. Tailored for car collectors, professionals, executives, or multigenerational families, the residence boasts parking for 40 vehicles, including an attached 824 sq ft garage, and a 1,077 sq ft detached outbuilding that is perfect for a studio, garage, workshop or future dwelling expansion. Over 8,000 sq ft of interlocking stone and exquisite landscaping add unmatched curb appeal and functionality. Step inside to an open-concept layout flooded with natural light, 9-foot ceilings adorned with premium hardwood floors, German-engineered tilt-and-turn windows, and solid-core doors. Sleek stainless steel railings with Glass panels complement the space, and a chef's kitchen features high-end appliances and custom finishes, ideal for everyday elegance and entertaining. The luxurious primary retreat features a custom walk-in dressing room and a 6-piece spa-style ensuite, offering a daily escape into comfort. The professionally finished lower level, featuring a private entrance, includes a stylish 1-bedroom apartment with a modern kitchen, an open living and dining area, a 6-PC Bath, a home gym, a wine room, a billiards room, and a separate laundry room, perfect for extended family or rental income. Additional highlights include a Steel roof, a Swiss Bavona motorized pergola, a 22 kW Kohler generator, a Built-in security-monitored system with six cameras, and the potential to add a pool and a tennis court. Set in a tranquil cul-de-sac of just 18 estate homes and only minutes from Hwy 407 and all city conveniences, 23 Steepleview Court isn't just a home, it's a statement, a rare opportunity for those who demand space, style, and substance without compromise. More details
    Listed by RE/MAX REALTRON MARIUS MITROFAN GROUP
    LISTING DETAILS
    John Owen, Broker

  • 758 Masson Street in Oshawa: Centennial E12178980 - House

    758 Masson Street Centennial Durham L1G 5A8
    Main Photo: 758 Masson Street in Oshawa: Centennial E12178980 - House

    758 Masson Street Durham L1G 5A8 Centennial

    $2,149,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12178980
    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, BROKERAGE
    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
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Data was last updated August 2, 2025 at 04:15 AM (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.
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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.