Oshawa Homes with 51-99 Approx Age

Oshawa Homes with 51-99 Approx Age

Welcome to Oshawa, a vibrant city nestled in the heart of Ontario, Canada. Known for its rich history and dynamic community spirit, Oshawa offers a unique blend of urban living and natural beauty. Located along the shores of Lake Ontario, this city boasts stunning waterfront parks, scenic trails, and a variety of recreational activities, making it an ideal place for families, young professionals, and retirees alike.

Oshawa is steeped in heritage, with its roots tracing back to the early 19th century. As a former automotive hub, the city has evolved into a thriving center for education, health care, and technology, thanks in part to the presence of Durham College and Ontario Tech University. The local economy is diverse, offering a wealth of job opportunities and a strong sense of community.

For those looking to settle down in Oshawa, homes with an approximate age of 51-99 years offer a charming glimpse into the city's architectural history. These properties often feature unique designs and character, reflecting the craftsmanship of bygone eras while being conveniently located near modern amenities. Many of these homes are nestled in established neighborhoods, providing a sense of community and connection that newer developments may lack.

With its friendly atmosphere, excellent schools, and convenient access to major highways and public transit, Oshawa is a wonderful place to call home. Whether you’re enjoying a leisurely stroll along the waterfront or exploring the local arts scene, this city is sure to capture your heart. Discover your perfect home in Oshawa today!

Newest Oshawa Homes with 51-99 Approx Age

$549,900
3 Beds ⋅ 2 Baths ⋅ E13804494 MLS
This Family Friendly Neighbourhood is just a block away from Lake Ontario and the WaterFront Trail! With easy access to 401 and the Amazing Waterfront Parks & Rec facilities, theres no suprise that the Original owners have kept it in the family since it was originally purchased back in 1958. This Raised bungalow is positioned on a quiet corner lot with great yard space and privacy. With over 1000sqft of main floor living space and 3 bedrooms, the layout is very functional. There is a seperate side entrance to the basement so there is potential to do a basement rental unit or in-law suite, with an existing 3 Pc Bathroom Rough-in already in place. If the Lake Breeze isn't enough for you. The Central AC is Ice Cold, Gas Furnace with HRV System and ON-Demand Hotwater.( Currently Rented) It can be assumed or bought out by the seller on closing. This home has served them well, but is ready for a new Family to Love, Put your own touches on it and make it your own!

1500 Lakeside Street, Oshawa
$979,900
9 Beds ⋅ 4 Baths ⋅ E13801100 MLS
Exceptional turnkey investment opportunity with outstanding income potential! This extensively updated property offers incredible flexibility for investors, multi-generational families, or those seeking a mortgage helper. The upper level features 6 spacious bedrooms and 3 full bathrooms, providing ample living space for large or extended families. The fully finished lower level includes 3 additional bedrooms, 1 full bathroom, a kitchen, and a separate entrance, offering excellent in-law or income potential (buyer to verify permitted use). Major updates include a new furnace (2025) and central air conditioning (2025), providing added comfort and peace of mind. A rare highlight is the massive driveway with parking for up to 8-9 vehicles, an exceptional feature seldom found in residential properties. The oversized detached garage offers abundant storage, workshop space, or future potential. Ideally located close to shopping, restaurants, parks, public transit, major highways, and Beau Valley Public School. Whether you're looking to expand your investment portfolio or secure a spacious home with exceptional income potential, this versatile property is one you don't want to miss.

980 Ritson Road N, Oshawa
$1,199,999
5 Beds ⋅ 3 Baths ⋅ E13796894 MLS
Do you need an amazing house, or an amazing workshop? This property has both; your search can finally end! Welcome to 440 Conlin Rd E., Oshawa, a stone-front and red-brick 4+1 bedroom bungalow offering flexible family living plus an exceptional backyard workshop. The home features a modern kitchen with centre island and breakfast area, separate dining room and a main-floor primary bedroom addition with ensuite. Covered porches at both the front and rear extend the living space outdoors. The lower level boasts a large recreation room was made for entertaining, with a stone-front fireplace, spacious TV viewing area for game day, and plenty of room for a pool table. Now, let's talk about that workshop! It's Heated 24' x 38' approximately 912 sq. ft. with an 11'6" ceiling height, it features a trolley beam /w 500 lb capacity, R20 insulation, 9' x 9' garage doors, 60-amp electrical service and two 220-volt receptacles. There is also upper storage measuring 38' x 8' with approximately 6' of headroom (no access to upper storage during showings). The garage also has an alarm system. The rear yard includes a natural gas connection for the BBQ and an outdoor natural gas fireplace. A second driveway is used as a turnaround, making it easier to enter and leave the property. Key dates and additional property information: windows ~ 2003; house furnace ~ 2011; shingles ~ 2015.

440 Conlin Road E, Oshawa
$849,800
4 Beds ⋅ 4 Baths ⋅ E13793744 MLS
Nestled in one of Oshawa's most desirable, family-centric communities, this beautifully maintained 4-bedroom, 4-bathroom residence offers impressive space across all three finished levels. The main level welcomes you with hardwood floors, California shutters, and a seamless open-concept flow between the living and dining rooms. Cooking and gathering are a joy in the updated kitchen, complete with premium quartz countertops and stainless steel appliances. Outdoors, your private summer haven awaits. Enjoy peaceful mornings on the expansive deck or relax in the fully fenced yard framed by mature greenery. With a fully finished basement rec room, a serene primary suite, and immediate proximity to the 401, 407, Oshawa Centre, and Trent University, this home truly has it all.

349 Siena Court, Oshawa
$700,000
3 Beds ⋅ 2 Baths ⋅ E13791308 MLS
There's no place like home; and this area has so much to offer! Welcome to 699 Grierson St., Oshawa, a 3-bedroom bungalow in an established neighbourhood with Dr. S.J. Phillips Public School and O'Neill CVI as the currently assigned public schools. Backing onto the Michael Starr Trail, this carpet-free home gives you direct access to one of Oshawa's paved urban trails. Inside you'll find an updated kitchen and washrooms, hardwood flooring and the convenience of bungalow living with the principal living spaces and bedrooms on the main floor. The lower level adds even more living space with a rec room and fireplace. With so many of the big-ticket items already taken care of, there is plenty to appreciate here. Key Dates: Freshly painted ~2026; Main washroom ~Mar. 2025; Front porch railings ~2021; Furnace ~2020; Air conditioner ~2017; Water tank ~2022; Screen doors ~2021; Windows ~2016; Kitchen ~2016; Shingles ~2007; replaced caps ~2026; New driveway ~2020; Deck ~2016; Hardwood floors ~2023; Ducts cleaned Nov. 2025.

699 Grierson Street, Oshawa
$699,000
4 Beds ⋅ 3 Baths ⋅ E13786138 MLS
Welcome to this beautiful brick bungalow in the highly desirable Donevan community. This spacious 3+1 bedroom, 3 bathroom home offers a functional layout with plenty of room for the whole family. The main level features beautiful hardwood flooring throughout, creating a warm and inviting feel with timeless appeal. The kitchen offers stainless steel appliances and plenty of functionality for everyday family living. The primary bedroom features a convenient 2-piece ensuite, while the additional bedrooms provide comfortable space for family, guests, or a home office. The finished basement adds even more living space and versatility, featuring a gas fireplace, additional bedroom, bathroom, ample storage, and a separate entrance. With the separate entrance and flexible lower level layout, the possibilities are endless for multigenerational or extended family living, a private space for older children, guests, or additional living accommodations. Additional features include an attached single-car garage and an upgraded gas-powered backup generator with a direct hookup to the electrical panel, providing added comfort and peace of mind. Lovingly cared for over the years and ready for its next chapter, this home is waiting for the next family to make it their own. Enjoy a quiet, family-friendly lifestyle with everyday convenience, ideally located close to shopping, public transportation, parks, schools, and Highway 401. Whether you're looking for a family home with room to grow, a property with flexible living space, or simply a well-maintained bungalow in a fantastic Oshawa location, this is an excellent opportunity to make yourself at home.

241 Viewmount Street, Oshawa
$1,325,000
4 Beds ⋅ 3 Baths ⋅ E13785172 MLS
Welcome to 169 Marica Avenue! Unwind as you stroll down this leafy street in the desirable Centennial neighbourhood! Lovingly cared for, this four-bedroom family home is the perfect oasis! This four-level side split is great for entertaining or for those cozy nights in with the family! The open concept main floor consists of an elegantly designed living room with built-in cabinetry, is open to the dining room and kitchen, and is perfect for hosting family gatherings! The kitchen boasts a large island with breakfast bar, custom cabinetry, and crown molding. Step down to the cozy, ground-floor family room with sliding doors to the backyard oasis! Whether you soak in the sun with a morning coffee, or make yourself snug next to the fireplace with a good book, the family room is marvelous for creating your own quiet space! There are four roomy bedrooms for the family! One bedroom has a built-in desk with cabinet lighting, perfect for helping the kids with homework. Open the curtains in the primary bedroom to a Juliette balcony, overlooking your private garden! The primary bedroom has a large walk-in closet and 3-piece ensuite with heated floors. The basement is a great place for the kids to hang out in, with a recreation room, and an arts and crafts room with laundry! The tranquil backyard has a two-tiered deck with step lighting, a large patio and in-ground saltwater pool with landscaped gardens, making this the perfect getaway in your own home! Whether you decide on mood lighting or to celebrate a special occasion, the gem lighting allows you to add your own unique flair throughout the year! Don't wait to make this your family home!

169 Marica Avenue, Oshawa
$619,000
3 Beds ⋅ 1 Baths ⋅ E13783566 MLS
Welcome to 706 Stone St, great value for this detached sidesplit located right across from Lake Ontario, with Stone St being a part of the Lakefront trail with cyclists, runners and walkers passing by and enjoying the neighbourhood. This home has been loved & cared for by the original family since 1958, on the exterior you can see the new awnings that keep the south facing sun from radiating into the livingroom and foyer, new steel front exterior door, shingles replaced in two phases approx 8 years ago & most windows are vinyl . Step inside the large foyer with deep coat closet & you will see the new flooring - vinyl plank throughout other than on the stairs & bedrooms which is new broadloom. The gas furnace is approx 4 years new and will keep you cozy warm this winter. In the summer you will find that there is a breeze off the lake & this owner loved having her windows open to enjoy the fresh air, rarely using the cental AC. You will appreciate the vaulted ceilings in the living and dining areas & the large south facing window with a lakeview between the houses. The galley kitchen has good counter space and a breakfast area also with a vaulted ceiling that has a patio door walking out to the stone patio and backyard. There is a mainfloor family room with both a large east facing window and south facing window that overlooks the frontyard & driveway. The primary bedroom has a double closet and overlooks the backyard. The south facing bedroom has a clear lake view, single closet and is lovely and bright. The middle bedroom has a closet & east facing window. The large laundry room has a large window overlooking the backyard & has lots of space to add a bathroom if you choose. Bonus the large crawl space provides tons of extra storage, this is where the gas furnace is located. Great pocket of the Lakeview area with easy access to the 401, South Oshawa Community Centre, large ice rinks near by & the beautiful lakefront trails...Great value for a detached, loved home!

706 Stone Street, Oshawa
$499,999
4 Beds ⋅ 2 Baths ⋅ E13782344 MLS
Welcome to 509 Arnhem! This 4 level sidesplit is a wonderful opportunity for the discerning visionary! Although there is work to be done, this lot & location are wonderful! The home backs onto a ravine for serine sounds from the raised & covered deck--accessible from the kitchen. The ground level has a separate entrance by the garage, with a walk-out to the pool patio, and access to the basement apartment for your in-law's retreat, or for a tenant.

509 Arnhem Drive, Oshawa
$649,900
3 Beds ⋅ 2 Baths ⋅ E13782044 MLS
One-owner, all brick bungalow situated on a mature lot in an established Oshawa community! This inviting home features a detached garage with awning, driveway parking for up to 6 vehicles, a fully fenced yard and an inground pool complete with solar blanket and winter cover. A welcoming front porch and established gardens create wonderful curb appeal. Inside, you'll find generous principal rooms enhanced by extensive crown moulding and elegant arched entryways. The spacious family room features a large picture window overlooking the front gardens. The family sized kitchen offers a centre island with breakfast bar, ceramic backsplash, charming brick feature wall and a spacious breakfast area with a large window. Three generous bedrooms provide excellent closet space, with two featuring built-in desks. Ideally located steps to parks, transit, shopping and more. Updates include: roof (2020), furnace (2019), central air conditioning (2022), windows (2014) and hot water tank (2016).

285 Muriel Avenue, Oshawa
$749,900
4 Beds ⋅ 2 Baths ⋅ E13779274 MLS
Exceptional investment opportunity! This well-maintained legal duplex, fully registered with the City of Oshawa, features 3+1 bedrooms, a bright walk-out basement apartment, and is ideally situated at the entrance of a quiet court with no through traffic. Perfect for investors or owner-occupiers, you can live in one unit and generate rental income from the other. Both the main floor and basement are currently occupied by AAA tenants, who are willing to stay or vacate with the required 60 days' notice, offering excellent flexibility for buyers. Conveniently located close to public transit, parks, schools, places of worship, shopping, and other amenities, this property also features a fully fenced backyard, making it ideal for families and tenants alike. A rare opportunity to own a turnkey income-generating property in a desirable Oshawa neighbourhood.

284 DOVER Street, Oshawa
$669,900
4 Beds ⋅ 2 Baths ⋅ E13777400 MLS
Rare 4-Level Backsplit Semi-Detached on an Extra-Large 27.6 x 200.3 Ft Lot! This spacious and well-maintained home offers exceptional potential for homeowners, extended families, and investors alike. Situated on an extra-deep lot measuring approximately 27.6 x 200.3 ft, this property provides an abundance of indoor and outdoor space that is rarely found in the area. The main level features a large family-sized eat-in kitchen overlooking the living room, complete with a beautiful bow window that fills the space with natural light and laminate flooring. The upper level offers two generously sized bedrooms and a large 3-piece bathroom. The lower level features an extra-large primary bedroom with two closets and a renovated bathroom, providing excellent additional living space. A separate side entrance to the lower level adds tremendous flexibility and makes this property particularly attractive to investors and multi-generational families. The layout and separate entrance also offer potential for conversion into a legal duplex, subject to applicable municipal zoning, permits, building code and other requirements. Enjoy 3-car parking, a huge backyard with two storage sheds, and a front yard equipped with an installed sprinkler system for convenient lawn maintenance. The home also features a new air conditioner for added comfort during the warmer months. An exceptional opportunity to own a spacious 4-level backsplit with an extra-large, 200+ ft deep lot, excellent parking, separate entrance, and outstanding future potential. Must See!

430 Harcourt Drive, Oshawa
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