Buy Simcoe & Rossland Real Estate in Oshawa with Bitcoin

Welcome to 559 Masson Street for a rare opportunity to own a beautifully updated century home on one of Oshawa's most coveted and picturesque streets. Full of character, charm, and timeless appeal, this exceptional residence perfectly blends the craftsmanship of a bygone era with a large main-level extension for a desirable modern living space. Nestled in a highly sought-after family-friendly neighbourhood, this home is located close to top-rated schools including Dr S.J. Phillips Public School, O'Neill C.V.I. and just minutes from Lakeridge Health Oshawa, one of the region's leading hospitals. Lovingly maintained and extensively upgraded, this remarkable home boasts over $100,000 in renovations, including a stunning new kitchen with whirlpool stainless steel appliances (incl. gas range) and gorgeous granite countertops. Elegant coffered ceilings that add warmth, style, and architectural distinction, and a brand new welcoming front porch to enjoy your evenings. Step out back and discover your own private retreat, complete with a beautiful in-ground swimming pool - perfect for entertaining, relaxing, and creating unforgettable summer memories with family and friends. The mature surroundings and tree-lined street create an atmosphere of tranquillity and prestige that is increasingly difficult to find. Rich in history yet thoughtfully updated, 559 Masson Street offers a rare combination of character, comfort, and location. Whether you are drawn to the home's century-old charm, its impressive upgrades, or its prime setting in one of Oshawa's most desirable neighbourhoods, this is a property that truly stands apart.

Welcome home to 47 Churchill Ave., a charming and cozy bungalow tucked away on a quiet cul-de-sac in a desirable pocket of the Centennial neighbourhood, situated on a spacious corner lot with incredible potential for families, investors, or multi-generational living! This well-maintained 3 bedroom, 2 bathroom home offers original hardwood flooring throughout the upper level and a warm, inviting layout full of character. While the home has a more classic interior, it has been lovingly cared for by the same owner for 40 years and provides the perfect opportunity to move in, renovate over time, or customize to your taste. Outside, you will find standout features rarely offered together: an inground pool, two separate driveways and two garages (one attached and one detached); providing ample parking, storage and workshop space. The separate entrance adds excellent flexibility and along with the two driveways, creates strong potential for a future in-law suite or second unit setup, making this property an attractive investment opportunity. Conveniently located close to schools, parks, shopping, transit and amenities, the property combines comfort, functionality and long-term potential in an established Oshawa neighbourhood!

Tucked away on a quiet dead-end street and surrounded by mature trees, this lovingly maintained 3-bedroom bungalow offers exceptional privacy, picturesque golf course views, and the warmth of a true family home. From the charming front porch to the beautifully updated interior, every detail reflects pride of ownership and thoughtful care throughout the years. The inviting layout features practical principal rooms, a fully renovated main bathroom completed in 2023, and a bright welcoming atmosphere throughout. The finished lower level adds valuable living space with a comfortable rec room, as well as a newly created basement bathroom and laundry room. Enjoy peaceful mornings and relaxing evenings in the screened-in three-season room overlooking the private backyard. Countless updates provide peace of mind, including all new electrical (2019), new plumbing (2021), furnace (2023), and a durable metal roof (2012). A rare opportunity to own a beautifully updated bungalow in a serene setting where comfort, privacy, and pride of ownership come together effortlessly.

Presenting 100 Arlington Ave. This beautiful, fully updated one and a half storey 3+1 bedroom, 2 full bathroom detached house. Located in the highly sought after O'Neill Community. Steps to the golf course, schools (K-8 and high school), Alexandra Park and Lakeridge Hospital. Many improvements including new 10'x16' shed and base '25, eaves '25, kitchen '25, 3 main doors '24, new front porch, stairs and ceiling '24, sunroom windows and flooring '24, furnace '22, floors '18 and roof '15. Unspoiled basement with 6ft height ceilings. With parking for 4 cars. Enjoy the 3-season sunroom and the fully fenced private backyard which offers an oversized deck and two patios. Simply move in and enjoy!

Welcome to this beautifully updated 2+2 bedroom, 2 bathroom detached home, perfectly situated on a picturesque tree-lined street in the highly sought after O'Neil community. Blending timeless charm with modern updates, this inviting home offers stylish finishes and thoughtful renovations through out, creating a warm and functional space for today's lifestyle. Step outside to your own private backyard retreat, complete with a sparkling 28' x 16' in-ground pool, a spacious deck and retractable awning - perfect for relaxing, entertaining and making the most of summer.The finished basement adds versatility with a 4 pc bathroom and two bonus rooms, ideal for a home office, gym, guest space or growing family. Enjoy an unbeatable location just steps from Alexandra Park and public transit, with shopping, schools, hospital and Oshawa Golf Course all within a short walk. This is a wonderful opportunity to own a move-in-ready home in one of Oshawa's most established and family friendly neighbourhoods.

Opportunities like this do not come around often. Welcome to one of Oshawa's most prestigious and coveted streets, where this magnificent 3-bedroom, 3-bathroom ranch bungalow offers a lifestyle of unparalleled privacy and natural beauty. This stunning home will give you an unmatched sense of peace. Perfect for entertaining with a practical layout, welcome family and friends to your own country oasis in the city. You are steps from The Oshawa Golf Club which is Oshawa's premier private club since 1906. Sprawling across nearly a full acre of pristine land, your backyard is a private sanctuary that backs directly onto the Oshawa Creek. With a country-like setting you can unwind and enjoy nature all around you, including the occasional deer! 630 Brookside Dr., is close to all amenities including great schools and the hospital. This is a once-in-a-lifetime chance to secure a legacy property in an unbeatable location.

Set on a rare 100 x 175 ft lot in Oshawa's established Bessborough Park neighbourhood, just steps from the nearby ravine and surrounded by mature trees. Fully renovated from top to bottom, this home combines modern finishes with the space and privacy that make properties like this so desirable. Inside, the main floor opens into a bright open-concept living, dining, and kitchen space filled with natural light. Seamless recessed pot lighting throughout gives the home a clean modern feel, while the updated kitchen features sleek cabinetry, stainless steel appliances, and a generous island that naturally becomes the heart of the home for everyday living and entertaining. Upstairs you'll find 3 well-sized bedrooms and 3 bathrooms, while the fully finished basement with its own separate entrance adds valuable flexibility with 2 additional bedrooms, a kitchen, and a separate living area-ideal for extended family, multi-generational living, or private guest space. The home also includes two separate laundry areas with two washers and two dryers, adding convenience for larger households. The backyard truly sets this property apart. Sitting on an impressive 100 x 175 ft lot, it offers outdoor space rarely found in the area, with privacy created by the surrounding greenery and endless potential to relax, entertain, or create your own outdoor retreat. Located in a family-friendly neighbourhood close to parks, schools, and convenient highway access for commuters. Homes with this level of renovation on a lot of this size in Bessborough Park rarely come available-and this one is best experienced in person to appreciate the space and setting.

Victorian Style 2 1/2 Storey Home Located In Central Heart Of Oshawa. Close to All Amenities. Featuring 4+1 Bedrooms & 5 Baths. High Ceilings, Laminate wood flooring Thru Out, Refinished stairs, Potlights in & out. Approx 3000 SqFt. Large Primary Rooms, Beautifully Renovated Kitchen W/Quartz Counters, Centre Island. Upper Floor Loft Can Be Converted To Huge Office - Work From Home Space Or 5th Bedroom W/Ensuite Bath. Large Corner 85Ft Lot. Double Car Garage. Needs Some TLC. Inground Pool (Not Completed) Rewired full house 200AMP panel, water softner as- is.

Exceptional opportunity to own a spacious, upgraded detached bungalow in the highly sought after Centennial neighbourhood of Oshawa. Situated on an oversized lot 66.06 x 101.27 Feet, this legal duplex offers outstanding flexibility for families, multigenerational living, investors, or buyers looking to offset their mortgage with rental income. The bright main level features approximately 1,400 sq. ft. of well-designed living space with3 generous bedrooms, 1 full bathroom, a large sun-filled living room, a spacious eat-in kitchen overlooking the front yard, and separate laundry. The functional layout is ideal for everyday family living and entertaining. The fully finished walkout legal basement offers excellent income potential with 3 full-size bedrooms, a separate kitchen, 1 full bathroom, 1 powder room, a spacious ground-level living room, and its own separate laundry. Separate hydro meters for the upper and lower units provide added convenience for owners and tenants alike. Enjoy exceptional privacy with this fully detached home, offering generous space on all four sides. The fully fenced backyard is easily accessible through a wide side access, providing ample outdoor space for family enjoyment, gardening, or future possibilities. Additional highlights include an attached garage and parking for up to 7 vehicles, making it ideal for large families, multiple tenants, or guests. Perfect for homeowners seeking a mortgage helper, multigenerational families, or savvy investors looking to add a strong income-producing property to their portfolio. Ideally located just minutes from top-rated schools, parks, shopping, public transit, Highway401, GO Transit, and all essential amenities, this is a rare opportunity to own a versatile, income-generating property in one of Oshawa's most established and desirable neighbourhoods. Move in, rent out, or do both-this is the investment you've been waiting for!

Well cared for detached 3 bedroom bungalow in a desirable North Oshawa location. The layout features both comfort and functionality. The welcoming front foyer offers two closets with a beautiful glass door leading into the combined Livingroom/ dining room area. This flowing area is perfect for entertaining.The modern updated kitchen has a convenient breakfast bar for mealtimes.The primary bedroom easily accommodates a king size bed and features two closets. While the inviting third bedroom with sliding glass doors to a large deck allows for natural light to brighten the room. Ideal for use as a den/retreat area to relax and enjoy the views of the backyard oasis. Downstairs the open concept recreation room features a free standing natural gas fireplace surrounded by brick wall accents. The additional large separate room adds valuable versatility for use as a guest bedroom with access to a 3 piece bathroom or utilized as a hobby room. A separate laundry room increases convenience to the downstairs area.The enclosed back porch presents a useful space for coats/boots and accessto the covered walkway leading to the garage side door.Outside the over-sized single car garage and shed offer additional storage and workshop space. The newer paved driveway enables ample parking for guests.The backyard is a great place for relaxing on the large deck or hosting family BBQ get togethers.

Welcome to 23 Westmoreland Ave., a distinguished detached home in a high-scale neighbourhood. with high-ranking schools. Situated on a safe, quiet street that ends at a serene ravine, this 2,200 sq ft living space offers 4 large bedrooms and 3 bathrooms. Enjoy an open living and dining layout, an updated kitchen, and generous porch and deck for relaxing. Practical features include a private driveway, fenced backyard, and separate basement entrance. Commuters appreciate easy access to the GO train and 401.

This wonderfully cared-for and upgraded two-bedroom bungalow sits in a highly sought-after North Oshawa location. From top to bottom, this home shows true pride of ownership with modern updates and exceptional outdoor amenities, making it move-in ready for its next owner. The main floor features a spacious living room complete with a fireplace and a large bay window that pours in natural light, while the renovated kitchen showcases elegant grey cabinetry, premium stainless steel appliances, and a breakfast bar. Adjoining the kitchen is a bright breakfast area with a walk-out to the back deck. The home offers two ample bedrooms, alongside a full bathroom with modern fixtures. Adding accessory unit potential, the home features a separate entrance to the basement, which was partially finished in 2026. The exterior of this property is just as impressive as the interior! A concrete patio (2020) with natural gas offers a fantastic space for summer barbecues, while the impeccably maintained and extremely private backyard is "pool ready". Another highlight is the amazing detached garage, which has been converted into a fully insulated and heated space perfect for a hobbyist, a home office or an additional entertaining space. Notable upgrades include: Furnace '15, windows and exterior doors '17, additional attic insulation '19, Air conditioner '19, driveway paving '21, deck '21, soffits/fascia/eaves/siding '21, shingles '21, quartz counters/kitchen sink '24, shed '25, and more!

Welcome to this legal 2-unit (Legal Duplex) raised bungalow with a walk-out basement, nestled on a quiet street in one of Oshawa's most desirable neighbourhoods. Perfectly positioned just 120 metres from transit and minutes to Rossland Rd E and Simcoe St N, this is a rare opportunity for investors, families, and multi-generational buyers alike. The upper suite offers a bright, spacious, sun-filled living room, private laundry, direct garage access, and a newly finished oversized rear deck, ideal for summer BBQs, morning coffee, or relaxing evenings outdoors. Both units enjoy their own separate fenced backyard spaces, offering privacy and a true sense of independent living. The lower suite is equally impressive, featuring a brand-new kitchen, new flooring, new windows, private laundry, and a walk-out to the backyard, creating a bright and inviting space that feels far from a typical basement apartment. With estimated rental income of $4,500/month, this property is a standout turnkey investment opportunity, while also offering the perfect layout for mortgage support, extended family, or multi-generational living.

Set on a gorgeous tree lined street in Oshawa's established O'Neill neighbourhood, 651 Christie Avenue offers rare character, practical updates, and an affordable lifestyle. This charming century home has a warm cottage inspired feel, with updated windows, central air conditioning, and a forced air gas furnace. The main floor features two bedrooms and a 4 piece bathroom, making it an excellent option for downsizers. The kitchen offers plenty of cupboard space and a pantry for added storage.The professionally finished basement adds flexibility with pot lights, a custom wall unit, generous recreation space, a roughed in bathroom, updated plumbing in the laundry room, a 2022 sump pump, and updated electrical panel and wiring throughout. Upstairs, the loft provides another excellent living area, with enough space to function as a bedroom, studio, office, or family room. Outside, the property continues to offer more than expected. The 23 x 16 ft garage is insulated, drywalled, and equipped with its own electrical panel, custom cabinetry, and excellent workspace potential. It is ideal for hobbyists, trades, storage, or anyone looking for a serious garage setup. Enjoy summer days by the above ground saltwater pool with an updated filter (2024) and heater, then unwind in the screened in porch overlooking the backyard. Recent updates include the pool in 2018, electrical (2019) basement (2019) bathroom rough-in (2022) and back deck and mudroomv(2023) along with updated fencing and gate.The location is especially convenient, with Lakeridge Health Oshawa walking distance away, everyday shopping, restaurants, parks, tennis courts, and transit all within a stone's throw. Area school options include nearby Dr. S.J. Phillips Public School, O'Neill CVI, and local Catholic school options serving the neighbourhood. A home with tonnes of personality, function, parking, and a garage that truly adds value, this one suits buyers who want something different from the typical starter home.

Welcome to 477 Masson Street, a thoughtfully updated character home on one of Oshawa's most iconic and sought-after streets. Homes on Masson rarely come to market, and for good reason. This isn't just another address-it's a neighbourhood where front porches are still gathering places, neighbours stop to chat during evening walks, children look forward to annual Easter egg hunts and Halloween festivities, and community is part of everyday life. Rich in history as part of the McLaughlin estate neighbourhood, Masson Street has earned its reputation as one of Oshawa's most desirable places to call home. Built in 1922, this 3-bedroom, 2-bath home blends timeless character with thoughtful modern updates. Original millwork, elegant crown moulding, a welcoming staircase, and a cozy fireplace preserve the home's charm, while new quartz kitchen countertops (2026), fresh paint throughout (2026), and a beautifully renovated upper-level bathroom (June 2026) provide a fresh, contemporary feel. The bright kitchen overlooks a sun-filled dining area beneath a skylight, creating an inviting space for everyday living and entertaining. The partially finished basement adds valuable flexibility, offering the ideal space for a home office, gym, playroom, or creative studio. Outside, enjoy one of the home's standout features-a fully covered, waterproof outdoor living area perfect for entertaining or relaxing in every season. Beyond, the deep 40 x 144-foot lot offers mature trees, landscaped gardens, generous green space, and a detached garage. You're also within walking distance of the Oshawa Golf Club, Lakeridge Health Oshawa Hospital, parks, schools, restaurants, and everyday amenities. Combining character, thoughtful updates, an exceptional lot, and one of Oshawa's most admired addresses, 477 Masson Street offers something increasingly difficult to find: a home with timeless appeal in a neighbourhood where people don't just live-they truly belong.

Beautifully Renovated Detached 2-Storey Home Situated On A Large Lot With A Huge Private Backyard! Featuring A Bright Open-Concept Main Floor With Modern Finishes Throughout, New Flooring Throughout The Entire Home, Pot Lights, And A Fully Renovated Extended Kitchen With Stainless Steel Appliances. Fully Renovated Main Bathroom Plus Main Floor Powder Room. Spacious Living And Dining Areas Perfect For Entertaining. Finished Lower Level With Separate Entrance Offers Excellent Additional Living Space And In-Law Potential. New Basement Windows Added. Long Private Driveway With Ample Parking. Massive Backyard With Mature Trees, Patio Area, And Two Garden Sheds. Conveniently Located Close To Schools, Parks, Shopping, Transit, And Highway Access. Move-In Ready Opportunity For Families, Investors, Or Multi-Generational Living.

Some photos are virtually staged. Located in a mature and desired area of Oshawa. This 3 bedroom semi is waiting for someone's touch. Great backyard with privacy. Located close to hospital, places of worship, and shopping. Located close to bus routes and premium schools. Homes in this area don't come up often! Roof 2017