Oshawa Homes with 31-50 Approx Age

Oshawa Homes with 31-50 Approx Age

Welcome to Oshawa, Ontario – a vibrant city that beautifully blends rich history with modern living. Nestled in the heart of Durham Region, Oshawa is known for its welcoming community, diverse culture, and stunning natural landscapes. Just a short drive from Toronto, this city offers residents the perfect balance of urban amenities and suburban charm.

Oshawa has a rich industrial heritage, once recognized as the automotive capital of Canada. Today, it continues to thrive with a robust economy, a variety of educational institutions, and a growing arts scene. The city boasts numerous parks, recreational facilities, and waterfront activities along Lake Ontario, making it an ideal location for families and outdoor enthusiasts alike.

When it comes to real estate, Oshawa offers a diverse range of housing options, particularly homes with an approximate age of 31-50 years. These properties often feature classic designs and spacious layouts, perfect for families looking for character and comfort. Many of these homes are situated in established neighborhoods, providing a sense of community and proximity to local amenities such as schools, shopping centers, and parks.

Whether you're a first-time homebuyer or seeking to invest in a property with historical charm, Oshawa's homes from this era offer great potential. With a variety of styles and sizes available, you’re sure to find the perfect fit for your lifestyle. Embrace the opportunity to call Oshawa home, where history and modern living harmoniously coexist!

Newest Oshawa Homes with 31-50 Approx Age

167 Sinclair Avenue, Oshawa
$749,992
5 Beds ⋅ 2 Baths ⋅ E14017964 MLS
Positive Cash Flow Opportunity!!!Welcome to a home that works as hard as you do. This well-laid-out property offers a bright and functional main floor with 3 generous bedrooms and an open-concept kitchen, living and dining area, ideal for everyday family living and effortless entertaining.Downstairs, a separate entrance basement features 2 bedrooms and a kitchenette, creating an excellent opportunity for a private space for extended family and guests. Whether you're a first-time buyer looking to offset carrying costs or an investor seeking a property with positive cashflow potential, this home checks the boxes. Conveniently located close to schools, parks, shopping, transit and major highways.Opportunities like this don't last. Book your private showing today! Some Photos are edited with the Help of Ai.

167 Sinclair Avenue, Oshawa
444 Drew Street, Oshawa
$574,000
4 Beds ⋅ 2 Baths ⋅ E14012710 MLS
Attention Investors, First-Time Buyers & Multi-Generational Families! Welcome to 444 Drew Street, a legally registered duplex situated on a generous 50 x 110 ft lot in Central Oshawa. This detached bungalow offers two self-contained units with separate entrances, providing excellent flexibility for investors and end users alike. Featuring a total of 4 bedrooms, 2 bathrooms and ample parking, the property presents an excellent opportunity to generate rental income or live in one unit while renting out the other. With significant value-add potential, buyers can renovate, modernize and maximize the property's income-producing capabilities. Conveniently located near schools, parks, shopping, public transit and Highway 401. Whether you're looking to expand your investment portfolio, enter the market with a mortgage helper or explore the potential of a large urban lot, 444 Drew Street offers exceptional versatility and opportunity. Don't miss your chance to unlock the potential of this legal duplex! Photos have been enhanced using AI.

444 Drew Street, Oshawa
89 Harmony Road N, Oshawa
$639,900
3 Beds ⋅ 2 Baths ⋅ E13991258 MLS
Welcome to this clean and well-maintained 3-bedroom, 2-bathroom bungalow offering exceptional curb appeal and a generous 50-by-150-foot lot. The bright main floor has been freshly painted and features hardwood flooring, large windows and an open-concept living and dining area filled with natural light. The spacious eat-in kitchen was updated in 2018 and provides plenty of room for everyday family living. Thoughtfully adapted for wheelchair accessibility, the home includes an accessible main-floor bathroom renovated in 2014 and a wheelchair lift located at the rear deck. A separate side entrance leads to the partially finished basement, which features plenty of windows and a 3-piece bathroom, offering excellent in-law suite potential. Some finishing work remains, including flooring, allowing the next owner to complete the space to suit their needs. Additional improvements include a storage shed (2015), eavestroughs (2017) and gas heating High-efficiency gas-fired boiler providing hydronic heating (2024). Ideally located for commuters, this attractive bungalow is just minutes from Highway 401, shopping, parks, public transit and everyday amenities. A wonderful opportunity offering accessibility, space, future potential and a large city lot.

89 Harmony Road N, Oshawa
119 Elizabeth Street, Oshawa
$1,149,000
6 Beds ⋅ 4 Baths ⋅ E13885242 MLS
A rare opportunity for multi-generational living on an exceptional 61 x 179 ft private lot in Oshawa's established McLaughlin community! This spacious raised bungalow offers incredible flexibility with 3 bedrooms on the main level plus a finished lower level featuring a 2-bedroom basement apartment with its own separate entrance. Perfect for extended or multi-generational families, the lower level can be accessed completely independently from outside while also maintaining interior access from the main home, allowing families to stay connected while enjoying their own space and privacy. The main level features generous principal rooms, including a bright living room, separate dining room, family room with fireplace, kitchen overlooking the backyard, and 3 spacious bedrooms. The primary bedroom offers an ensuite, with 3 full bathrooms throughout the home. The finished lower level expands the possibilities with additional bedrooms, a second kitchen, a bathroom, above-grade windows and a private entrance-ideal for parents, adult children, extended family, or additional living space. Outside is where this property truly sets itself apart. The incredible 61 x 179 ft lot offers exceptional space and privacy, mature surroundings, a covered back porch and plenty of room for entertaining, gardening, children, and pets. An attached double garage and parking for multiple vehicles add even more practicality. Close to schools, parks, shopping, transit, and amenities. One home. Two private living spaces. An extraordinary lot. A fantastic opportunity to live together without giving up your independence.

119 Elizabeth Street, Oshawa
337 Simcoe Street N Unit 405, Oshawa
$675,000
2 Beds ⋅ 3 Baths ⋅ E13876060 MLS
Welcome to a home that feels like a private retreat in the heart of the city. Tucked inside an exclusive boutique building just steps from the hospital, this beautifully updated and impeccably maintained two-storey residence offers an exceptional blend of luxury, privacy, and effortless everyday living. From the moment you enter, there is a sense of calm. Thoughtfully designed across two levels, providing separation between living and sleeping, this beautiful condo offers two bright bedrooms and three beautifully appointed bathrooms, providing both connection and separation when desired. The peaceful east-facing outlook is one of the home's most captivating features. Framed by mature treetops, the views create a tranquil, almost treehouse-like setting - a beautiful backdrop to your morning coffee or quiet evenings at home. The primary suite is a true sanctuary, complete with a luxurious full ensuite and private balcony. Step outside and take in the quiet treetop views, or retreat indoors to your own private space at the end of the day. Every detail has been lovingly cared for. The home is spotless, updated, and move-in ready, with the convenience of in-suite laundry and secure underground parking. The building is self-managed, offering the intimate, personal character and pride of ownership that is increasingly difficult to find. Perfectly positioned for those who value proximity without sacrificing peace and privacy, this is more than a condo - it is a sophisticated urban retreat. A truly special opportunity for hospital professionals, downsizers, professionals, or anyone seeking a quiet, meticulously maintained home in a prime location. Kitchen and baths updated in 2021.

337 Simcoe Street N Unit 405, Oshawa
640 Hillcroft Street, Oshawa
$769,900
4 Beds ⋅ 3 Baths ⋅ E13866666 MLS
Welcome to 640 Hillcroft St, a charming 3+1 bedroom backsplit located in the desirable Eastdale community of Oshawa. This spacious home offers a versatile layout with plenty of room for growing families, guests, or a home office. The main level features a bright and inviting living space. Walking into the home you will pass the front family room with a vaulted ceiling overlooking the front yard. The upper level has an open concept which brings together the kitchen with a breakfast bar, living room, and dining room which overlooks the front family room. The lower level provides additional flexibility with a fourth bedroom with a semi-ensuite bathroom, recreation space with a wet bar, and ample storage. Step outside to your private backyard retreat, complete with an in-ground pool-perfect for summer entertaining, relaxing, and making memories with family and friends. Situated in a family-friendly neighbourhood close to schools, parks, shopping, transit, and everyday amenities, this home combines comfort, functionality, and outdoor enjoyment all in a great Eastdale location.

640 Hillcroft Street, Oshawa
822 Southdown Street, Oshawa
$549,900
4 Beds ⋅ 2 Baths ⋅ E13858574 MLS
Welcome to 822 Southdown Street in Oshawa. This detached bungalow is perfectly situated on a spacious 50' x 105' lot in a desirable area of south-east Oshawa. It is a clean and well-maintained 2 + 2 bedroom home with a white vinyl sided exterior and a paved driveway offering lots of parking for 5 vehicles. As you enter, you'll find a bright and inviting eat-in kitchen, complete with a large front window that floods the space with natural light. The eat-in kitchen has light oak cabinetry, ceramic backsplash, inclusive of appliances, plus laminate flooring (2 years). A south side door leads to a newer deck/fence (2025), perfect for morning coffee or barbecuing off the kitchen or overlooking the fenced rear yard in a westerly exposure. The spacious living room features broadloom with a large picture window that overlooks the front yard. Off the hallway, there are 2 bedrooms on the main floor, along with a full 4-piece washroom. Venturing downstairs, you'll discover additional living space with 2 additional bedrooms, a 3-piece washroom, and a rec room that is ideal for family gatherings or entertaining. The laundry/utility area offers space for storage and includes the appliances, new furnace/air conditioner installed October 2025, plus a rental HWT (2 years). The roof is believed to be within the last ten years. There's also a shed in the rear yard, equipped with hydro, and offering more storage space. The homeowner has cherished this home and neighbourhood for 33 years and it is time to move on to the next chapter. With its clean condition and great location just off the 401 and Harmony Road exit, making it an ideal choice for commuters, this home is perfect for first-time buyers, those seeking to downsize, or investors. We welcome all offers with a flexible possession date.

822 Southdown Street, Oshawa
510 Fairglen Avenue, Oshawa
$999,000
5 Beds ⋅ 3 Baths ⋅ E13856426 MLS
Welcome to 510 Fairglen Avenue, located in the highly desirable Northglen community of Oshawa, backing onto protected greenspace. This stunning 5-level sidesplit home hosts a plethora of luxurious features and a professionally landscaped private lot. When you step through the ornate front door, you are immediately greeted by sleek marble flooring stretching past the spacious living room that overlooks the peaceful front yard. The open dining room serving as the median between the relaxing vibe of the living room and the bustle of the gorgeous kitchen. With modern finishes, plenty of built-in cabinetry, stainless steel appliances and an oversized centre island, the kitchen are perfect for entertaining distinguished guests. The simple but sweet breakfast/eating area within the kitchen features a bay window and overlooks the cozy family room. The flooring across the living room, dining room and family room have all been updated as recently as 2026, allowing for a fresh feeling throughout this already magnificent home. A built-in wood-burning fireplace and walkout to the perfect patio for any gathering light up the family room in any season. You will find that 4 spacious bedrooms, all with double closets and hardwood flooring, and a beautifully designed 5-piece washroom with a shimmering backsplash and 'his and hers' sinks, make up the upper level. The fully finished basement takes comfort and style to another level with a newly installed wet bar (2025) waiting to serve quality beverages for those who wish to take advantage of the theatrically built recreation area where the built-in speakers provide ample immersion when watching your favourite films. An additional bedroom and 3-piece washroom in the basement give potential to host overnight guests. Close to schools, parks, shopping, with plenty of updates to count and lovely finishes throughout, this home is the perfect getaway for any family without having to leave the city.

510 Fairglen Avenue, Oshawa
1090 Thimbleberry Circle, Oshawa
$839,900
4 Beds ⋅ 4 Baths ⋅ E13851498 MLS
Welcome to 1090 Thimbleberry Circle, a well cared for 4 Bed, 4 Bath home in Oshawa's established Eastdale community. Set on a pie-shaped lot in a mature, family friendly neighbourhood, this is a home with plenty of room to relax & enjoy where you live. The main floor offers a traditional layout with separate living, dining & family rooms, giving everyone space to spread out. Beautiful hardwood floors, large windows & a wood burning fireplace add warmth & character. The eat-in kitchen has plenty of cabinetry & workspace, with a walkout to the large deck & covered solarium. It's a great extension of the living space & a wonderful spot to enjoy the backyard through much of the year. Main floor laundry adds everyday convenience. Upstairs, the spacious primary bedroom features a huge walk-in closet & renovated ensuite with walk-in shower. The 2nd bedroom also has a walk-in closet, while two additional bedrooms offer plenty of room for family, guests or a home office. A good-sized linen closet provides additional storage. The finished basement offers even more living space with a large recreation room, wet bar, stone feature wall & powder room. Outside, enjoy the fully fenced pie-shaped yard, front porch, large deck & covered outdoor space. A 2 car garage & paved driveway provide plenty of parking. Updates include the iron fence and paved driveway (2013), shingles & garage doors (2008), carpet on the second floor & in the basement (2022) & most of the windows are casement. This is not a cookie-cutter home & that's part of its charm. The traditional rooms offer separation & flexibility, while the larger lot, mature surroundings & established neighbourhood provide a feeling that's hard to find in many newer communities. Rainbow Park has been beautifully renovated & is close by, with schools, transit & easy access to Hwy 401 & 407 nearby. A comfortable, character-filled home with space to spread out, a backyard to enjoy & a neighbourhood where you can put down roots.

1090 Thimbleberry Circle, Oshawa
700 Wilson Road N Unit 806, Oshawa
$799,900
2 Beds ⋅ 2 Baths ⋅ E13848084 MLS
What sets this suite apart is its true western exposure, with beautiful sunset views from the balcony and three separate walkouts. The view is only the beginning. Thoughtfully redesigned and extensively upgraded, the suite offers the space and finish of a custom home with the ease of condominium living. Walls were removed to create an open, flowing layout, anchored by a custom Interior Woodcraft Designs kitchen with a generous island, quartz surfaces and high-end appliances. The adjoining family room features a built-in bookcase, while California shutters provide both privacy and light control throughout. The exceptionally spacious primary bedroom includes a dressing area with abundant storage and a beautifully renovated ensuite. The second full bathroom has been finished to the same high standard. For buyers coming from a larger home, this is that rare condominium that doesn't feel like a compromise. There is room to entertain, room to live comfortably and room to enjoy the freedom that comes with leaving exterior maintenance behind. Step onto the balcony at the end of the day and watch the sun set over the trees. This is more thana beautiful suite. It is a particular kind of lifestyle, in a building where people tend to stay.

700 Wilson Road N Unit 806, Oshawa
221 Ormond Drive Unit 18, Oshawa
$399,000
3 Beds ⋅ 2 Baths ⋅ E13846450 MLS
** First time home buyer friendly ** 221 Ormond Dr Unit 18, Newly renovated and spanning over 1,500 sqft of living space including a fully finished basement, this functionally laid out 2-storey townhome is one you do not want to miss. Freshly painted with updated flooring, modern kitchen, finished basement with powder room, and a private backyard that you simply can't find at this price point. Take advantage of this move-in ready home along with the space and peace of mind that comes with a well maintained and established community. Metro, Starbucks & Giant Tiger less than a 2 minute drive away, Costco 10 minutes north, and for commuting to the city you have easy access to the 407 or enjoy an incredibly efficient 45 minute commute to Downtown Toronto. Seller is open to RTO (rent-to-own) the property, under certain conditions. Ductless heating: updated 2021. HVAC/AC: updated 2026.

221 Ormond Drive Unit 18, Oshawa
693 Barnes Crescent, Oshawa
$899,900
5 Beds ⋅ 3 Baths ⋅ E13846452 MLS
Opportunity knocks, FORECLOSURE Great condition home is under power of sale and is sold in as is where is condition, the Seller & agent here does not make any representation or warrant any information in the listing, please attach Sch A, seller's B and office Sch C, form 801 to all offers, This over 2,000+ sq ft executive home located in a family oriented neighbourhood, home has a great layout, One of the cleanest and well renovated home you have probably seen under Power of Sale, Renovated Kitchen, Renovated 3 bathrooms, perfect for a growing family, home has great curb appeal, walk out from family room/kitchen to rear deck, primary bedroom features a full ensuite bath, large walk in closet, all other bedrooms feature large closets, main floor laundry room with a side entry to the house. Double attached garage, double wide driveway, Renovated kitchen, renovated bathrooms, close to parks, schools, shopping, public transit and many more amenities.

693 Barnes Crescent, Oshawa
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