Oshawa Homes with 51-99 Approx Age

Oshawa Homes with 51-99 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 friendly community, stunning waterfront along Lake Ontario, and a variety of recreational opportunities. With a population of over 170,000, this dynamic city is a hub for culture, education, and economic growth.

Oshawa boasts a diverse real estate market, and for those seeking homes with a touch of character, properties aged between 51 to 99 years offer a unique charm. These homes often feature classic architectural styles, including Craftsman, Victorian, and Tudor designs, providing a nostalgic glimpse into the past while accommodating modern amenities. Many of these residences are situated in established neighborhoods, surrounded by mature trees and lush gardens, creating a serene environment perfect for families and individuals alike.

The city is not only rich in history but also in recreational activities. Residents enjoy easy access to parks, trails, and the scenic waterfront, making it an ideal location for outdoor enthusiasts. Oshawa is also home to a vibrant arts scene, with galleries, theaters, and cultural events that engage the community year-round.

With its excellent schools, convenient transportation options, and a strong sense of community, Oshawa is an ideal place to call home. Whether you’re a first-time buyer or looking to settle down in a historic gem, homes in Oshawa with an approximate age of 51-99 years offer a perfect blend of character, comfort, and community spirit. Discover the charm of Oshawa and find your dream home today!

Newest Oshawa Homes with 51-99 Approx Age

$699,000
3 Beds ⋅ 2 Baths ⋅ E13606598 MLS
Beautifully Renovated Detached Brick Bungalow With Incredible Versatility! Welcome to this stylishly updated home offering modern finishes, a functional layout, and exceptional potential for families, extended family living, or future rental income. The bright and inviting main floor features an open-concept living and dining area with upgraded laminate flooring, updated baseboards, pot lights, modern light fixtures, and custom window coverings throughout. The stunning renovated kitchen showcases brand-new soft-close cabinetry, elegant quartz countertops, and a convenient butler's server area, adding both style and functionality for everyday living and entertaining. The thoughtfully converted two-bedroom layout offers spacious principal rooms, while the second bedroom provides a walkout to the backyard (door will be replaced before closing) and a new covered deck-perfect for enjoying your morning coffee or relaxing outdoors. All electrical wiring replaced & new 200 AMP electric panel. The fully finished basement offers flexibility & additional living space, with a kitchen, large bedroom that can easily be converted to two bedrooms, a recently updated 4-piece semi-ensuite bathroom, and a separate side entrance. An ideal setup for extended family living or a potential income-generating basement apartment. The basement also features a convenient cold room and laundry facilities with access from both the upper and lower levels. Outside, enjoy a fully fenced, generously sized backyard complete with a shed, perfect for storage and outdoor enjoyment. The newly sealed driveway offers parking for up to four vehicles, in addition to the detached single-car garage. Ideally situated close to schools, parks, community centres, public transit, shopping, and numerous everyday amenities, this home offers the perfect blend of comfort, and convenience. A wonderful opportunity to own a beautifully updated home and room for your family to grow and enjoy for years to come!

58 Central Park Boulevard S, Oshawa
$789,900
3 Beds ⋅ 3 Baths ⋅ E13601632 MLS
Welcome to this beautifully maintained 3-bedroom, 3-bathroom sidesplit, proudly offered for the first time in more than 50 years. 802 Ferndale has been lovingly cared for by the same owners. This home showcases pride of ownership throughout, offering a rare opportunity to own a property that has been meticulously maintained and cherished. Once inside, you will find spacious living areas designed for both comfortable family living and effortless entertaining. The generous layout provides plenty of room to gather, relax, and grow. This home is on a desirable lot in one of Oshawa's most sought-after neighbourhoods. It is located within an outstanding school district and is just minutes from parks, shopping, restaurants, transit, recreation facilities, and all the amenities you could possibly need. Whether you're looking to move right in or personalize the space to suit your style, this home offers incredible potential in an unbeatable location. A true testament to decades of care and craftsmanship, this is an incredible opportunity to become the next proud owner of a home where lasting memories have been made.

802 Ferndale Street, Oshawa
$399,900
3 Beds ⋅ 2 Baths ⋅ E13599698 MLS
*** A fantastic opportunity with endless potential *** Located in a desirable north-west Oshawa neighbourhood, this detached 2+1 bedroom brick bungalow sits on a generous 80' x 102' lot in a southern exposure. There is also a detached 1.5 car vinyl sided garage that was built in 2012 with a drywalled interior and concrete floor plus there's lots of parking in the paved drive. Inside the home, you'll find an eat-in kitchen that is open to the front living room with hardwood floor and corner windows that provide lots of natural light. The main level includes 2 bedrooms and a 4-piece bathroom. A separate side entrance leads to the partially finished lower level, which offers additional living space. Here, you'll find a rec room and third bedroom with above-grade windows, dropped ceiling and laminate flooring. The basement also includes an unfinished laundry area with sink, a separate furnace, storage area and cold cellar. While the property requires some work, it has a functional layout and great location, within walking distance to major retailers, schools and grocery stores, as well as local transit, parks, and everyday amenities. There is an owned hot water tank, breaker panel, and the shingles are approximately 3-4 years old plus the basement was waterproofed in 2014, ensuring peace of mind for future renovations. 505 Annapolis Avenue is being sold "as is/where is" by a Power of Attorney for the Seller. This property is ideal for any first-time buyer, renovator or investor!

505 Annapolis Avenue, Oshawa
$798,000
5 Beds ⋅ 2 Baths ⋅ E13599318 MLS
Absolutely Stunning, Beautifully Renovated. Move-In Ready Detached Home on a Premium 62' x 121' Lot with a Large In-Ground Swimming Pool! Welcome to this beautifully maintained, carpet-free detached home, ideally situated on an impressive 62' x 121' premium lot in one of Oshawa's most sought-after family-friendly neighbourhoods. Offering approximately 1,700 sq. ft. of finished living space, this exceptional home combines modern upgrades, everyday comfort, and outstanding investment potential. Step inside to a bright and inviting layout featuring a beautifully updated kitchen with quartz countertops, stainless steel appliances, and a spacious pantry-perfect for everyday living and entertaining. The renovated bathrooms and new bedroom flooring create a fresh, modern feel throughout. The professionally finished basement (2024) offers excellent flexibility for extended family or rental income and is currently generating $1,800 per month in rental income. Step outside to your private BACKYARD OASIS featuring a large in-ground swimming pool and an expansive backyard, offering plenty of space for entertaining, family gatherings, or simply relaxing. The generous 62' x 121' lot also presents excellent future redevelopment potential. Thousands Spent on Quality Upgrades, Including: Roof (2023), Finished Basement (2024), Kitchen & Pantry (2024), Bathrooms (2024), Bedroom Flooring (2024), Spacious Deck Location truly sets this home apart! Just steps away from Oshawa Centre, highly rated Catholic and public schools, restaurants, cafés, parks, recreation centres, daycare facilities, medical clinics, shopping, and all essential amenities. Public transit is within walking distance, and quick access to Highway 401 makes commuting effortless. Whether you're a growing family, first-time home buyer, or investor seeking immediate rental income and long-term growth potential, this exceptional property truly has it all.

509 Beurling Avenue, Oshawa
$709,251
5 Beds ⋅ 2 Baths ⋅ E13598608 MLS
Welcome to this beautifully maintained 3-bedroom bungalow nestled in a family-friendly Oshawa neighbourhood, offering exceptional versatility, outstanding outdoor living, and an unbeatable location. Step inside to a bright and inviting main floor featuring three spacious bedrooms, a functional layout, and comfortable living spaces designed for everyday living. The fully finished lower level offers a self-contained 2-bedroom in-law suite with its own private entrance, making it an ideal setup for extended family, multi-generational living, or guests. Outside, you'll discover your own private backyard retreat complete with an above ground pool, mature trees, lush gardens, and beautifully landscaped grounds that create the perfect setting for entertaining or unwinding after a long day. The front yard is equally impressive with exceptional curb appeal and thoughtfully maintained gardens. Conveniently located close to parks, walking trails, schools, shopping, public transit, the GO Station, and with easy access to Highways 401 and 407, this home offers the perfect balance of comfort, convenience, and lifestyle. Whether you're looking for extra space for family or a move-in-ready bungalow in a sought-after neighbourhood, this home is one you won't want to miss! Owners and agent do not warrant the status of the basement in law suite. Complete foundation wrap around the house 2015/2016 with double insulated walls in basement.

251 Elizabeth Street, Oshawa
$775,000
4 Beds ⋅ 2 Baths ⋅ E13598546 MLS
Rare opportunity to own a country property in the city. Offered for sale for the first time since 1963, this well built bungalow sits on an impressive 100' x 200' lot - nearly half an acre - providing exceptional space and privacy while remaining close to all amenities. This home features 3+1 bedrooms, a separate entrance to the finished basement and a solid layout for your personal vision. While the property requires updating, it offers tremendous potential for renovators, investors, or buyers looking to create their dream home on a premium lot. If you've been waiting for a large lot with endless possibilities, this is an opportunity you won't want to miss.

616 Bickle Drive, Oshawa
$749,000
5 Beds ⋅ 4 Baths ⋅ E13598264 MLS
Stunning TWO (2) unit basement with 3+2 bedroom, 4-bath detached bungalow in the heart of Oshawa is a true masterpiece! Recently fully renovated in 2026, this home boasts high-end finishes throughout,TURN KEY Property with endless possibilities for Investors, 1st time buyers & upgrade from condo to Freehold. Recently Renovated 3+2 Bedroom with Separate entrance. High Rental Income-very less monthly Mortgage payments. Located in heart of Oshawa North. Just 3.5km from Ontario Tech University. Potential Tenant available year around who willing to maximize rent.The Spacious bedrooms are bathed in natural light, offering ample space for the whole family. The bathrooms are equally impressive, with premium tiles, quartz counters and high-end vanities adding a touch of luxury to your daily routine.Massive 52 X 144 Ft Lot. Enjoy huge backyard perfect for entertaining or family fun. Located in a family-friendly neighbourhood. Step outside to enjoy freshly painted wood built deck overlooking a large & deep lot ideal for outdoor entertaining and relaxation.Exquisite eat in kitchen with granite countertops Open concept living and dining rooms with crown mouldings. 3 well appointed bedrooms on main level & beautifully renovated two (2) full washroom hardwood floors & crown mouldings.Separate entrance to LUXURY renovated lower level with TWO seperate unit, TWO full washroom and spacious RAC room Step outside to discover the spacious backyard with large deck perfect for entertaining for family & friends along with desirable & convenient neighbourhood & unmatched potential.The expansive driveway offers parking for 5+ vehicles, making this home as practical as it is beautiful. Whether you're a growing family, first-time home buyer, or an investor, this property close to All Amenities, Shopping mall, Minutes to 401, Schools, Public Transit & Parks..

113 Pontiac Avenue, Oshawa
$714,900
5 Beds ⋅ 2 Baths ⋅ E13597782 MLS
Welcome to this beautifully updated 3-bedroom bungalow, ideally located in one of Oshawa's family-friendly neighbourhoods, offering the perfect combination of comfort, versatility, and convenience. The bright and inviting main floor features a functional layout with three bedrooms and a beautifully renovated 3-piece bathroom with heated floors, completed in 2021. California shutters (2025) enhance the front windows, adding timeless style and privacy throughout the living space. The fully finished lower level offers a self-contained 2-bedroom in-law suite with a private separate entrance and its own 3-piece bathroom, all thoughtfully updated in 2024/2025. Ideal for multi-generational living or accommodating extended family, this flexible space provides privacy and comfort. Step outside and enjoy your own private backyard retreat featuring a hot tub, and beautifully landscaped gardens, perfect for entertaining or relaxing after a long day. The front landscaping was professionally updated in 2025, creating exceptional curb appeal from the moment you arrive. Additional updates include a new roof (2023), offering peace of mind for years to come.Conveniently located just minutes from parks, scenic walking trails, schools, shopping, public transit, the GO Station, and easy access to Highways 401 and 407, this move-in-ready home is perfectly suited for families seeking space, flexibility, and an outstanding location.A rare opportunity to own a thoughtfully updated bungalow with room for the whole family-inside and out.

461 Gibbons Street, Oshawa
$579,000
3 Beds ⋅ 2 Baths ⋅ E13594446 MLS
Welcome to 40 Keewatin St. S. in Oshawa ~ step into ultimate space and family, friendly living located in a well established mature neighbourhood. This detached four level back split offers the perfect blend of cozy, charm and opportunity. Plenty of room for the whole family with smart secluded separation between the sleeping and entertaining spaces. The sun filled main floor living and dining room flows nicely into a bright kitchen overlooking the backyard. A few steps up leads you to your quiet bedroom retreat while a few steps down reveal a cozy lower level family room with a powder room and access to the garage and the backyard. The basement provides extra space available for a recreation room, home gym or office, a very large laundry room and plenty of storage with a walkup to a lovely patio and large fenced backyard. Whether you're looking to upsize or settle down in a great community, this property has it all. Just minutes to shopping, parks and easy 401 access.

40 Keewatin Street S, Oshawa
$649,900
6 Beds ⋅ 2 Baths ⋅ E13593830 MLS
Exceptional Opportunity at 235 Waverly St South ! This solid all-brick bungalow sits on a generous lot in the highly desirable Vanier community, offering excellent value for families, first-time buyers, and investors. Located in a great and high-demand area, this home is just minutes from the Oshawa Centre, Highway 401, schools, parks, public transit, and all major amenities. The bright and functional main level features 3 spacious bedrooms, a 4-piece bathroom, separate laundry, a large eat-in kitchen, and an open living room overlooking the street. The finished basement offers excellent income potential and is ready to rent, featuring a separate side entrance, kitchen with stainless steel appliances, pot lights, 2 good-size bedrooms, a 3-piece bathroom, and separate laundry. Situated on a larger lot in a prime location, this home is perfect for homeowners, investors, or buyers looking for a mortgage helper. Don't miss this fantastic opportunity !

235 Waverly Street S, Oshawa
$1,299,900
3 Beds ⋅ 3 Baths ⋅ E13587168 MLS
Spectacular 1/2 acre lot manicured to the nines! Pride of ownership shines throughout! Fantastically sized with phenomenally oversized rooms for entertaining. Massive kitchen boasts centre island with sandwich bar, huge pantry, gas fireplace, and an eating area that can accommodate all your holiday functions. Attached sunroom for your hot tub, or just relaxing and drinking in the tranquility and serenity of the breathtaking yard. Entertain in style in the ginormous great room featuring full wet bar, gas fireplace, bow window, and walk-out to multiple patio spaces. Upstairs are 3 bedrooms and office area. The primary bedroom is giant sized, offering hardwood floors, crown mouldings, gas fireplace, huge 5-piece ensuite, and a closet fit for a queen. New main floor 3-piece bath featuring quartz countertops. Basement rec room with gas fireplace and walk-out. Super flexible floor plan that allows for your ultimate hosting lifestyle. So much to offer - see notes attached. Oversized 2.5 car attached garage with driveway that can hold up to 8 vehicles. Nestled in a demand north Oshawa enclave of rarely offered gems, this outstanding property offers close proximity to Brooklin and the 407 and every possible amenity while still delivering the ultimate rural living experience in Oshawa!

624 Roselawn Avenue, Oshawa
$599,000
4 Beds ⋅ 2 Baths ⋅ E13585794 MLS
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!

100 Arlington Avenue, Oshawa
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