A Versatile Gem in the Heart of Oshawa! Discover exceptional versatility and modern comfort in this beautifully upgraded legal duplex, ideally suited for investors, first-time buyers, young couples, growing families, and those looking to downsize. Warm, inviting, and thoughtfully improved with attention to detail, this property offers outstanding potential for multi-generational living or supplemental rental income.Designed with functionality and safety in mind, the property features sound-dampening insulation, a 90-minute fire-rated separation between units, separate 100-amp electrical meters, and individual water heaters. Building, plumbing, fire, and safety inspections have been completed, and the electrical system is ESA-certified. Two large basement egress windows provide natural light and emergency access.Both units feature stainless steel kitchen appliances and brand-new ranges, while the upper unit boasts new quartz countertops. Fresh paint, new luxury vinyl plank flooring, and upgraded light fixtures throughout create a fresh, contemporary feel. Additional improvements include a roof, gutters, and soffits replaced in 2017, new French doors leading into the basement's main living area, and two exterior storage sheds for garbage and recycling.Further highlights include supplemental basement baseboard heating, full interior basement waterproofing with a French drain and inspected sump pump system, predominantly full-height ceilings in the lower unit, and a conveniently accessible main drain cleanout for ease of maintenance.Whether you're seeking an income-generating investment, a home that accommodates extended family, or a flexible living arrangement that helps offset ownership costs, this thoughtfully upgraded property delivers comfort, practicality, and versatility in the heart of Oshawa.A wonderful opportunity to invest in a home that adapts to your needs today and your plans for tomorrow.More details
Incredible value for a move in ready condo Updated bachelor suite offers updated kitchen with all new stainless steel appliances, counter tops, sink and faucet (July 2026), Updated Washroom with modern new flooring (July 2026), Freshly painted throughout (July 2026). This bright first floor unit offers plenty of room to get creative and design a space that truly feels like home. Wheelchair accessible. You'll love the convenience of a main floor unit! Enjoy this well maintained building with inviting lobby and amenities including fitness room and sauna, party and meeting rooms. Step outside and discover everything downtown Oshawa has to offer. Grab a coffee, pick up groceries, meet friends for dinner, or browse the shops at Mid Town Mall. Bus stop right outside of your building easily connects you to Ontario Tech University, Lakeridge Health, Oshawa Centre and so much more.More details
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.More details
Welcome to this stunning brick two-storey home situated on a 50-foot lot east of downtown Oshawa, with nearly 1,900 square feet above grade (MPAC) as well as a lower-level in-law suite with its own entrance and an inviting and indulgent saltwater inground heated pool in the backyard. The main floor keeps its century charm while offering dreamy updates to offer the absolute best of both worlds! The combined living and dining rooms stretch nearly 27 feet, anchored by a fireplace at one end and bright south-facing windows at the other, finished with crown moulding and luxury vinyl flooring. The family room allows the light to flood through the open concept space with an abundance of south facing windows. It also opens to the kitchen featuring quartz countertops, white cabinetry, glass front uppers, a large island under a stainless chimney hood, and a double sink under the windows. This level is finished with a 2-piece bath and a mudroom leading to the covered back deck. Upstairs, four rooms open off the hall. The primary bedroom is spacious and bright with a large sliding door closets and ultra convenient laundry nook (2022) within! There are 3 more rooms that can be used as bedrooms but are currently presented as a second bedroom, a cozy family room and an office. The 5-piece modern bath includes a shower panel system in a glass shower and a freestanding tub. The lower level, finished in 2022, has a separate entrance, a second kitchen, a rec room, a bedroom, its own laundry, and an elegant 4-piece bath with a make-up station, soaker tub and a glass walk-in shower. Outside, enjoy the heated saltwater pool with concrete surround or let kids play on the lawn while you comfortably watch from the deck. A long private drive runs to the detached garage, with six parking spaces in all. Roof 2022, windows 2020, furnace and central air 2022. Costco and No Frills are both under a kilometre away. Lakeridge Health Oshawa is close by and the 401 is minutes away.More details
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.More details
**PRIME LOCATION IN THE HEART OF OSHAWA - RESIDENTIAL & COMMERCIAL POTENTIAL!** Incredible opportunity with endless possibilities. Discover this well-maintained property offering exceptional residential and commercial potential with R1-C/CIN/SO-D zoning. Featuring 2 separate units with 5 spacious bedrooms and 3 bathrooms, this versatile property offers living spaces on both the main and second floors. Enjoy beautiful hardwood flooring, an updated kitchen with elegant quartz countertops, and a functional layout. Ideal for residential living or a variety of potential professional and commercial uses, including accounting, law, real estate offices, daycare, retirement living, senior care, nursing facilities, and more, subject to municipal zoning and approvals. Conveniently located within walking distance of numerous amenities and just minutes from Highway 401 and Oshawa shopping centre. A RARE OPPORTUNITY FOR HOMEOWNERS, INVESTORS, AND BUSINESS OWNERS! DON'T MISS OUT!More details
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.More details
ALERT! Calling all Car Enthusiasts, First-Time Buyers & Investors! This is truly a UNIQUE UNICORN and you may never see another one like it! With approximately 2,200 sq. ft. of total finished living space, including a finished lower level, this charming 3+1 bedroom brick bungalow has so much to offer, both inside and out! The main floor features a massive living room, large eat-in kitchen, remodelled 3-pc bath and 2 bedrooms. A full-height loft-style bedroom with skylight, 2-pc ensuite and walk-in closet is a rare find! The lower level features a separate side entrance, 7'+ ceilings, 4th bedroom, 3-pc bath, large rec room, workshop and laundry/furnace room. Outside, TWO driveways provide parking for up to 9 cars! And for the home mechanic, the 22' x 24' heated garage features 8' doors, 100-amp service and a 10,000-lb-rated car hoist in the driveway! Whether you work on cars, need an incredible hobby space or simply want an awesome garage, this is truly a rare find! A unique and wonderful home, an exceptional garage, two driveways and incredible versatility - this Unicorn won't lastMore details
Excellent location at the busy intersection of Dean Avenue and Ritson Road, offering great street visibility. Freestanding restaurant with plenty of parking. LLBO licensed for 42 seats plus patio. Fully equipped chef's kitchen with a 14-foot exhaust hood, well-organized layout, and all necessary equipment. Easy to convert to almost any type of cuisine. RENT: $4,900 + HST, with approximately 2 years remaining on the lease.More details
If you are an investor this is your excellent opportunity. With 60ft of frontage and 185 feet of depth this lot with multiple zoning opportunities offers great potential. If you are a first time buyer this provides an amazing opportunity to restore this charming "Old Oshawa" home to its original glory and own a detached property to create memories. Large living and dining rooms, bright kitchen with 4 bedrooms and a Sunroom offers ample of living space to enjoy. Walk to Restaurants, Oshawa centre, Trent University (Durham). On Transit route with features such as schools, place of worship. Includes Stove, Washer/Dryer and Fridge. With 5 mins drive to Hwy 401 makes it a convenient location to access it.More details
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.More details
This freshly painted Semi offers numerous updates and plenty of living space. 3+1 Bedrooms, 3 Washrooms, Rec Rm. On the main floor the eat-in kitchen features a back door to the large covered patio and fenced yard. At the back door is a 2 pc washroom. The large living room with laminate flooring and a picture window can be combined to a living room/dining room. On the second floor is a spacious primary bedroom, 2 additional bedrooms plus a newly renovated 4 pc bathroom (2026) - all with closets and laminate flooring. The finished lower level includes a rec rm,4th bedroom, 3-piece washroom and laundry area. Updates include new carpeting on stairs (2026),all windows(2023), furnace(2021), Central Air(2021), Roof(2017). 3 cars can be parked in driveway. Move in Ready!More details
Data was last updated October 13, 2026 at 03:15 PM (UTC)
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