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
Calling All First Time Buyers & Investors! Very Clean and Charming 3 + 2 Bedroom Brick Bungalow Close to Transportation and all Amenities. This Solid Home Features 3 Spacious Bedrooms with Updated Windows, Large Eat In Kitchen with Modern White Cabinets Including B/I Dishwasher, Microwave, Double Sink, Fridge, Stove, Ceramic Tile Floor and Built In Laundry. Living Room with Crown Molding and Large Window for Plenty of Sunlight. Updated 4Pc. Bathroom with Ceramic Tile Floor. There is More! Separate Side Entrance Leading to a Self Contained Lower Level In Law Unit with Open Concept Kitchen and Living Room, 2 Bedrooms, 3 Pc. Bathroom and Separate Laundry Room. Outside Features Include Single Car Garage, Paved Driveway and Large Fenced Back Yard. Don't Miss This One! Ideal for Investors or First time Buyers.More details
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.More details
Move-in ready and completely turn-key! Welcome to 293 Brighton Court, a fully renovated 4-bedroom, 2-full-bath backsplit semi tucked away on a quiet, private court in Oshawa's sought-after Eastdale community. Backing onto a peaceful ravine with no rear neighbours, this home delivers the kind of privacy and natural backdrop that's rarely found in the city.Five years ago, this home was renovated from top to bottom, with completely new mechanicals professionally installed, including the furnace, A/C, hot water heater, humidifier, ductwork, electrical panel and wiring, and a new roof. Most of the plumbing has also been updated. Inside, you'll find a custom kitchen with new cabinetry and countertops, stainless appliances, refinished hardwood floors with new hardwood in select areas, fresh trim, and updated lighting and hardware throughout. Every big-ticket item has been done, so there's nothing left to do but unpack and enjoy.All four bedrooms are generously sized, a real find in a semi-detached, and the brand new finished basement adds a bright second living space for movie nights, a playroom, a home office or guests. A separate side entrance offers the added flexibility of an easy conversion to a rental suite, a great way to help with the mortgage.Step out to your fully fenced, private backyard and enjoy the ravine views, whether it's morning coffee, a summer BBQ or room for the kids and pets to play. Close to schools, parks, shopping and transit, with quick access to Highway 401/407.For first-time buyers who want the dream without the to-do list, this is the one. Come see it today!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
This Is The One You've Been Waiting For! Welcome To 865 Regent Dr, A Fully Renovated 4-Bedroom, 3-Bathroom Detached Home On A Quiet, Family-Friendly Street In Oshawa's Desirable Eastdale Community. Bright, Stylish And Completely Move-In Ready, This Home Has Been Thoughtfully Updated From Top To Bottom. The Main Floor Features Premium Flooring, Designer Lighting And A Beautiful Custom Kitchen Perfect For Everyday Living And Entertaining. Step Through The Brand-New Sliding Patio Door Onto The Expansive Rear Deck-An Ideal Space For Summer BBQs, Family Gatherings Or Relaxing Outdoors. Upstairs, You'll Find Four Spacious Bedrooms And Beautifully Renovated Bathrooms Featuring Custom Vanities, Premium Hardware And Spa-Inspired Finishes. Brand-New Windows Throughout The Main And Upper Levels Add Comfort, Efficiency And Peace Of Mind. Need More Space? The Partially Finished Basement Offers Incredible Flexibility With A Separate Walk-Up Entrance And Plenty Of Room For A Recreation Area, Home Office, Gym, Guest Space Or Potential Multi-Generational Living. All Of This In A Quiet, Private Setting Just Minutes From Schools, Parks, Shopping, Highway 401, GO Transit And Everyday Amenities. Detached. Renovated. 4 Bedrooms. 3 Bathrooms. Separate Basement Entrance. Move-In Ready. Homes Offering This Much Space, Flexibility And Finish At This Price Deserve A Closer Look. Book Your Private Showing And Come See Why 865 Regent Dr Could Be Your Next Home.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
Lots of space (almost 1500 sq ft finished above grade) in this custom-built 5-level split-level home with great curb appeal, situated on a good-sized lot, on a quiet street, in a quality neighbourhood. Windows, exterior doors, shingles and heating system all redone in the last 8 - 12 years. There is hardwood flooring under broadloom in all bedrooms, large recreation room with a corner fireplace (not used for some time) with an insert (as is) and above-grade windows. Direct access is provided to the garage. The visionary Buyer will want to repair some plaster damage in the living room and consider re-carpeting or refinishing the hardwood floors and other updates.More details
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).More details
Data was last updated October 6, 2026 at 04:15 PM (UTC)
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