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
Beautiful brick Century home with 2+1 beds and 2 baths, within walking distance to the private Oshawa Golf Club and the hospital, Parkwood Estates, Robert McLaughlin Gallery, Botanical Gardens, Tennis Courts and Alexandra Park. Kitchen is open to the dining area and features a walkout to the Private backyard which faces west and has a large, two-tier covered deck. A separate side entrance leads to the basement laundry, recreation room and office. Second floor has a large four-piece bathroom; the principal bedroom includes a sitting room. Bonus: 200 amp service, knob & tube removed; Furnace (2017); Air Conditioning 2022.More details
Updated Raised Bungalow in a Prime Central Oshawa Location!Located in a sought-after family-friendly neighbourhood, this move-in-ready home is just minutes to Highways 401 & 407, GO Transit, schools, parks, shopping, restaurants, and all amenities. This meticulously maintained home features numerous recent upgrades, including a newer roof, furnace, hot water tank, washer, dryer, stove, central air conditioner and dishwasher. The updated kitchen with a quartz countertop. Hardwood flooring throughout the main level.The newly renovated lower level features premium high-end laminate flooring. The main floor currently offers 2 spacious bedrooms, with the option to easily convert back to the original 3-bedroom layout. The fully finished basement includes a large living room, an additional bedroom, an office, a full bathroom, and offers excellent income potential or space for an extended family. oversized front yard and spacious backyard, a garage and ample driveway parking.More details
Step back in time and discover a home with a story to tell! This stately 1922 Edwardian-style residence is brimming with charm, character, and original architectural details that are becoming increasingly difficult to find. Set in one of Oshawa's most established neighborhoods and backing directly onto Alexandra Park, this distinctive home offers exceptional space and endless possibilities for growing families, multi-generational living, or buyers looking to create something truly special. From the moment you arrive, you'll appreciate the presence and craftsmanship of this character-filled home. Highlights include three inviting porches, beautiful original wood trim and doors, impressive 10" baseboards, double French pocket doors, and timeless stained-glass windows. A separate side entrance to the basement adds further flexibility and potential. The location is hard to beat! Enjoy Alexandra Park right beyond your backyard, while Dr. S.J. Phillips Public School, O'Neill Collegiate & Vocational Institute, and Lakeridge Health Oshawa are all just a short 5-minute walk away. Ready for your decorating vision, this is an exciting opportunity to preserve the beauty and character of a bygone era while creating a home perfectly suited to your own style. Important updates include roof (2016), electrical (2015), gas furnace/boiler (2024), and some newer basement windows.A rare opportunity to own a spacious, character-filled century home in an exceptional Oshawa location.More details
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 tranquility 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.More details
Welcome to this beautifully upgraded home in the heart of Oshawa, offering the perfect blend of style, space and versatility. This home is a great opportunity for a family looking to settle down or an investor looking for the newest addition to their portfolio. From the moment you walk in, you'll notice an abundance of natural light enhanced by pot lights that make this home bright and inviting after a long day. Take a look around and fall in love with the tasteful upgrades, modern finishes and spacious rooms that make this home the one. The finished basement provides excellent flexibility for an in-law suite, private home office, entertainer's den or playroom. The choice is yours! With three separate entrances, this home also offers great multi-unit potential. Just a few steps away, you'll find a Costco and NoFrills among many other shops and restaurants. UOIT, Oshawa Centre, Highway 401, GO station, parks, entertainment and more are all conveniently located nearby. This an opportunity you don't want to miss! *** EXTRAS *** Brand new windows & brand new roof.More details
Welcome To This Charming 2.5 Storey Detached Home Featuring 4 Bedrooms And 3 Bathrooms That Offers Generous Living Space For Families Or Those Needing Room To Grow. This Approximately 1,500 Square Foot Property Includes Bright Rooms, A Functional Layout, And Comfortable Bedroom Sizes Throughout. The 3rd Level Really Adds So Much More Versatility To This Home With An Additional Open Concept Family Room Beside Another Bedroom, A 4-Piece Bathroom And A Rough In For A Kitchenette. Conveniently Located Close To Transit, Schools, And Major Amenities At The Ritson/Wilson Shopping Plaza Like Costco, No Frills, Restaurants And So Much More. A Walking Trail Directly Behind The Home Is Perfect For Outdoor Enjoyment. A Fantastic Opportunity To Own A Spacious Home In A Highly Accessible, Family Friendly Neighbourhood. Perfect For First Time Home Buyers Looking For That Extra Space For All Your Family Needs!More details
Attention! builders, investors, renovators, and first time home buyers. Come see this amazing opportunity on a beautiful corner lot. Seller is selling as-is where is. No warrantees or guarantees. Basement is renovated and has a separate walk-up side entrance to the car port. This is a beautiful 3 bed 2 bath Bungalow in a quaint North Oshawa neighbourhood. No rental items - Hot water tank. furnace and A/C is owned. Fully Fenced Yard, Garden Shed Perfect For Storage, Lower Level Is Finished And Has A Huge Family Room With Fireplace, Large Workshop, Separate Storage Room, Hardwood Floors Under Carpet Upstairs, Central Vac, Central Air Conditioning.More details
Welcome to this beautifully maintained condo offering over 1,000 square feet of comfortable living space in one of Oshawa's most desirable buildings, where opportunities to own are few and far between. Bright and inviting, the open-concept layout is enhanced by updated flooring throughout and offers plenty of space to relax or entertain. The spacious living and dining area flows effortlessly to an oversized private balcony, where you'll enjoy peaceful west-facing views over the Oshawa Valley Botanical Gardens and spectacular sunsets. Whether you're hosting family dinners or enjoying a quiet evening, this home offers the perfect setting. The generous primary bedroom features a walk-in closet and easily accommodates a full bedroom suite. A versatile second bedroom with direct balcony access is ideal for guests, a home office, or additional living space. Complete with secure underground parking, this well-managed condominium is conveniently located close to parks, walking trails, transit, shopping, and everyday amenities. Offering generous room sizes, abundant natural light, and a location in a building where units are rarely available, this is an exceptional opportunity to enjoy carefree condo living.More details
Data was last updated October 8, 2026 at 04:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.