Simcoe & Rossland Real Estate for Sale

Opportunities like this do not come around often. Welcome to one of Oshawa's most prestigious and coveted streets, where this magnificent 3-bedroom, 3-bathroom ranch bungalow offers a lifestyle of unparalleled privacy and natural beauty. This stunning home will give you an unmatched sense of peace. Perfect for entertaining with a practical layout, welcome family and friends to your own country oasis in the city. You are steps from The Oshawa Golf Club which is Oshawa's premier private club since 1906. Sprawling across nearly a full acre of pristine land, your backyard is a private sanctuary that backs directly onto the Oshawa Creek. With a country-like setting you can unwind and enjoy nature all around you, including the occasional deer! 630 Brookside Dr., is close to all amenities including great schools and the hospital. This is a once-in-a-lifetime chance to secure a legacy property in an unbeatable location.

Welcome home to 47 Churchill Ave., a charming and cozy bungalow tucked away on a quiet cul-de-sac in a desirable pocket of the Centennial neighbourhood, situated on a spacious corner lot with incredible potential for families, investors, or multi-generational living! This well-maintained 3 bedroom, 2 bathroom home offers original hardwood flooring throughout the upper level and a warm, inviting layout full of character. While the home has a more classic interior, it has been lovingly cared for by the same owner for 40 years and provides the perfect opportunity to move in, renovate over time, or customize to your taste. Outside, you will find standout features rarely offered together: an inground pool, two separate driveways and two garages (one attached and one detached); providing ample parking, storage and workshop space. The separate entrance adds excellent flexibility and along with the two driveways, creates strong potential for a future in-law suite or second unit setup, making this property an attractive investment opportunity. Conveniently located close to schools, parks, shopping, transit and amenities, the property combines comfort, functionality and long-term potential in an established Oshawa neighbourhood!

Built in 1927 and rewired for modern living, this brick 1.5-storey sits on a deep 40 by 118 foot lot in an established north Oshawa pocket close to both DR S J PHILLIPS P.S. and O'NEILL C.V.I. Hardwood floors run through an open living and dining room lit by pot lights and oversized windows. A contemporary staircase with a black spindle railing climbs to a vaulted upper level: a flexible 22-foot loft for a home office, media room, or sitting area, plus an adjoining bedroom. The kitchen has been refreshed with pot lighting, a deep stainless sink, a white subway tile backsplash, and clean white cabinetry. Two main-floor bedrooms sit beside a renovated four-piece bath finished with a backlit mirror, new tile, and updated lighting. Outside, a fully fenced and private backyard gives you room for gardens, a patio, and quiet evenings, served by a long private drive and a detached garage. The big pieces are done: the home was rewired with a new breaker panel, with a furnace from 2021, central air from 2016, and roof shingles from 2019. The unfinished lower level holds the laundry and generous storage. You are close to Alexandra Park, Lakeridge Health Oshawa, Simcoe Street groceries, and several schools, with the Oshawa GO Station and Highway 401 a short drive south.

Fabulous move-in-ready 3-bedroom bungalow on a gorgeous tree-lined street in North Oshawa. This home has been lovingly cared for with pride of ownership throughout. Lovely floor plan with original strip hardwood floors, large living room with bay window, 3 bedrooms all on the main floor, upgraded eat-in kitchen with breakfast area and custom backsplash and upgraded flooring and an additional bay window that walks out to the lovely yard with perennial gardens and raspberry bushes! Amazing 14x24 detached garage/workspace with hydro and features a covered patio area that is perfect for your morning coffee! The finished basement with separate entrance features a large rec room area and a cozy gas fireplace with an additional 2 piece bathroom with large storage area with cold cellar. The basement offers income/in-law potential with full seperate entrance and large spacious layout with additional bathroom. Massive 50x134 foot lot with extra-long driveway, approximately 1500 sqf of living space. This home is waiting for your new family's memories! Lovely front porch, interlock walkways, crown mouldings, upgraded windows and so much more. Excellent North Oshawa family location close to all parks, schools, shopping, walking trails and so much more. Short distance to UOIT and so much more. This is a 10+ move in ready home. Do not wait!

Welcome to 23 Arlington Ave! This spectacular 3 bedroom, 3-bathroom detached 2-storey home is beautifully renovated from top to bottom, inside and out. Nestled on a quiet street in Oshawa's highly desirable O'Neill community, this property perfectly blends modern elegance with mature charm. The contemporary open-concept layout features a bright, custom kitchen and a spacious main floor family room with pot lights and a seamless walk-out to a large entertainment deck. Professionally painted with updated fixtures throughout, it offers total move-in readiness. The fully fenced, beautifully landscaped backyard provides a private outdoor oasis. Located in a premier neighborhood just steps from the historic Parkwood Estate, legendary Buckingham Meat Market, Lakeridge Health Hospital, and top-tier schools including O'Neill C.V.I. and Dr. S.J. Phillips P.S. Don't miss this turnkey gem-just move in and make it your own!

Welcome to this legal 2-unit (Legal Duplex) raised bungalow with a walk-out basement, nestled on a quiet street in one of Oshawa's most desirable neighbourhoods. Perfectly positioned just 120 metres from transit and minutes to Rossland Rd E and Simcoe St N, this is a rare opportunity for investors, families, and multi-generational buyers alike. The upper suite offers a bright, spacious, sun-filled living room, private laundry, direct garage access, and a newly finished oversized rear deck, ideal for summer BBQs, morning coffee, or relaxing evenings outdoors. Both units enjoy their own separate fenced backyard spaces, offering privacy and a true sense of independent living. The lower suite is equally impressive, featuring a brand-new kitchen, new flooring, new windows, private laundry, and a walk-out to the backyard, creating a bright and inviting space that feels far from a typical basement apartment. With estimated rental income of $4,500/month, this property is a standout turnkey investment opportunity, while also offering the perfect layout for mortgage support, extended family, or multi-generational living.

Beautifully Renovated Detached 2-Storey Home Situated On A Large Lot With A Huge Private Backyard! Featuring A Bright Open-Concept Main Floor With Modern Finishes Throughout, New Flooring Throughout The Entire Home, Pot Lights, And A Fully Renovated Extended Kitchen With Stainless Steel Appliances. Fully Renovated Main Bathroom Plus Main Floor Powder Room. Spacious Living And Dining Areas Perfect For Entertaining. Finished Lower Level With Separate Entrance Offers Excellent Additional Living Space And In-Law Potential. New Basement Windows Added. Long Private Driveway With Ample Parking. Massive Backyard With Mature Trees, Patio Area, And Two Garden Sheds. Conveniently Located Close To Schools, Parks, Shopping, Transit, And Highway Access. Move-In Ready Opportunity For Families, Investors, Or Multi-Generational Living.

Welcome to 569 Masson Street-an exceptional circa 1920 character home nestled on one of Oshawa's most sought-after, tree-lined streets. Surrounded by charming heritage properties, this beautifully maintained 3-bedroom, 3-bathroom residence is far from your typical cookie-cutter home. Step inside to a bright, warm and inviting main floor featuring hardwood flooring throughout the living and dining rooms, perfect for entertaining. The spacious kitchen offers ample counter space and functionality, while the oversized family room boasts brand new broadloom, a convenient powder room, walk-in storage closet, and walk-out to a private backyard deck-ideal for indoor-outdoor living. Upstairs, you'll find three generously sized bedrooms, all with hardwood floors and closets, along with a bright and well-appointed 4-piece bathroom. The finished basement adds valuable living space with endless versatility-perfect as a recreation room, home office, or guest suite (walk-up)-complete with a 2-piece bathroom, laundry area, and additional storage. Enjoy your own private, fully fenced backyard oasis, a true gardener's delight featuring mature trees, a garden shed, and a laneway behind. Parking is a breeze with a detached 1-car garage plus a 4-car driveway-ideal for families and entertaining guests. Major updates include furnace and air conditioning (2021) and roof (2021). Located in the highly desirable Dr. S.J. Phillips Public School and O'Neill Collegiate district, and close to parks,amenities, and transit. Come fall in Love.

Welcome To 134 Switzer Dr, Oshawa - A Beautiful Detached Bungalow Situated On A Huge Frontage In The Highly Sought-After Centennial Community! This Spacious Income-Generating Property Offers Exceptional Value For First-Time Buyers, Multi-Generational Families, And Savvy Investors Alike. The Bright Main Floor Features 3 Generous Bedrooms, 1 Full Bathroom, And A Sun-Filled Living Room Highlighted By Large Bow Windows Bringing In Abundant Natural Light. The Fully Finished Legal Basement Apartment Comes With A Separate Entrance, 4 Bedrooms, 1 Full Bathroom, 1 Half Bathroom, Kitchen, Newly Upgraded Flooring, And Fresh Paint - Creating Excellent Rental Income Potential. Both The Main Level And Basement Have Separate Hydro Meters, Offering Added Convenience For Tenants And Investors. Currently Separately Rented, Generating Approx. $2,700/Month From The Main Level And the basement previously rented separately for $2,300/Month, Offering Strong Income Potential And Mortgage Support For End Users. The Fully Fenced Backyard Provides Great Privacy And Is Perfect For Family Gatherings, Kids, And Outdoor Enjoyment. Located In Oshawa's Established Centennial Neighbourhood Known For Its Quiet Family-Friendly Atmosphere, Mature Trees, Parks, And Excellent Convenience. Residents Enjoy Easy Access To Parks, Schools, Grocery Stores, Restaurants, Cafes, Public Transit, And Everyday Amenities. Walking Distance To Many Schools And Bus Stops, With Convenient Access To Durham College, Ontario Tech University, Shopping Centres, And Major Highways. A Fantastic Opportunity To Own A Versatile Property In One Of Oshawa's Most Desirable Communities!

Victorian Style 2 1/2 Storey Home Located In Central Heart Of Oshawa. Close to All Amenities. Featuring 4+1 Bedrooms & 5 Baths. High Ceilings, Laminate wood flooring Thru Out, Refinished stairs, Potlights in & out. Approx 3000 SqFt. Large Primary Rooms, Beautifully Renovated Kitchen W/Quartz Counters, Centre Island. Upper Floor Loft Can Be Converted To Huge Office - Work From Home Space Or 5th Bedroom W/Ensuite Bath. Large Corner 85Ft Lot. Double Car Garage. Needs Some TLC. Inground Pool (Not Completed) Rewired full house 200AMP panel, water softner as- is.

Well cared for detached 3 bedroom bungalow in a desirable North Oshawa location. The layout features both comfort and functionality. The welcoming front foyer offers two closets with a beautiful glass door leading into the combined Livingroom/ dining room area. This flowing area is perfect for entertaining.The modern updated kitchen has a convenient breakfast bar for mealtimes.The primary bedroom easily accommodates a king size bed and features two closets. While the inviting third bedroom with sliding glass doors to a large deck allows for natural light to brighten the room. Ideal for use as a den/retreat area to relax and enjoy the views of the backyard oasis. Downstairs the open concept recreation room features a free standing natural gas fireplace surrounded by brick wall accents. The additional large separate room adds valuable versatility for use as a guest bedroom with access to a 3 piece bathroom or utilized as a hobby room. A separate laundry room increases convenience to the downstairs area.The enclosed back porch presents a useful space for coats/boots and accessto the covered walkway leading to the garage side door.Outside the over-sized single car garage and shed offer additional storage and workshop space. The newer paved driveway enables ample parking for guests.The backyard is a great place for relaxing on the large deck or hosting family BBQ get togethers.

Tucked into one of The Glens' most picturesque ravine settings, this exceptional 6-bedroom bungalow is a true private retreat-surrounded by lush greenery, mature gardens, and the soothing sounds of nature. Featuring a tranquil zen pond and breathtaking ravine views, the property offers unmatched peace and privacy. Designed with a growing family in mind, the home blends timeless charm with a spacious, functional layout. Pride of ownership is evident throughout, from the elegant interlock driveway to the expansive walk-out basement. At the heart of the home, the kitchen is perfectly equipped for everyday living and entertaining, featuring granite countertops, a double oven, gas stove, and a welcoming breakfast bar. A grand foyer opens into a stunning sunken living room, where large windows frame picturesque ravine views and fill the space with natural light. With over 4,400 square feet of thoughtfully designed living space, there is room to relax, entertain, and create lasting memories. Step outside or unwind in the luxurious Hydropool swim spa-ideal for both entertaining and quiet moments of relaxation. The bright and beautifully finished 2-bedroom in-law suite with separate entrance offers incredible flexibility for multi-generational living or extended guest stays. With space to truly breathe and views that inspire, this is more than just a home-it's a lifestyle.

Set on a rare 100 x 175 ft lot in Oshawa's established Bessborough Park neighbourhood, just steps from the nearby ravine and surrounded by mature trees. Fully renovated from top to bottom, this home combines modern finishes with the space and privacy that make properties like this so desirable. Inside, the main floor opens into a bright open-concept living, dining, and kitchen space filled with natural light. Seamless recessed pot lighting throughout gives the home a clean modern feel, while the updated kitchen features sleek cabinetry, stainless steel appliances, and a generous island that naturally becomes the heart of the home for everyday living and entertaining. Upstairs you'll find 3 well-sized bedrooms and 3 bathrooms, while the fully finished basement with its own separate entrance adds valuable flexibility with 2 additional bedrooms, a kitchen, and a separate living area-ideal for extended family, multi-generational living, or private guest space. The home also includes two separate laundry areas with two washers and two dryers, adding convenience for larger households. The backyard truly sets this property apart. Sitting on an impressive 100 x 175 ft lot, it offers outdoor space rarely found in the area, with privacy created by the surrounding greenery and endless potential to relax, entertain, or create your own outdoor retreat. Located in a family-friendly neighbourhood close to parks, schools, and convenient highway access for commuters. Homes with this level of renovation on a lot of this size in Bessborough Park rarely come available-and this one is best experienced in person to appreciate the space and setting.