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779 Bessborough Drive in Oshawa: Centennial House for sale : MLS®# E13814402
779 Bessborough Drive Oshawa L1G 4H4 
$895,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13814402
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to a charming and exceptionally well-cared-for home in one of Oshawa's most desirable and established neighbourhoods. Tucked away in a quiet, clean, and family-friendly community where homeowners tend to stay for years, this property offers the perfect blend of comfort, convenience, and versatility. Enjoy easy access to highly regarded schools, parks, golf, amenities, and major highways, all while coming home to a welcoming neighbourhood setting. Step inside to a bright and inviting main level featuring a lovely open-concept layout, an updated kitchen, and an abundance of natural light. Three spacious bedrooms upstairs are complemented by an updated bathroom, providing a comfortable and functional layout for families. The home's split-level design creates exceptional versatility, offering options for growing families, multigenerational living, or those looking for additional space and flexibility. The lower level is a standout feature, complete with a brand-new updated kitchen, living room, bathroom, and bedroom. With a walkout and separate entrance, this space offers the potential for a self-contained living area, extended family accommodations, guest space, or rental opportunities, subject to applicable approvals. A fantastic option for those seeking flexibility now and into the future. Outside, the impressive 90' x 125' double-wide lot is a rare find, offering incredible space and endless possibilities. Whether you're looking to move in and enjoy, accommodate extended family, explore additional income potential, or customize the home to suit your vision, this property offers the space and opportunity to make it your own. A wonderful home in a location people are proud to call home. More detailsListed by Strive Realty Ltd.- BRIAN GUY
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17 King Street W in Oshawa: Central Commercial for sale : MLS®# E13816378
17 King Street W Oshawa L1H 1A1
$70,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- E13816378
- Major Bus.:
- Bakery
- Total Area:
- 1,600 sq. ft.
Turnkey Cafe for Sale in Prime Downtown Oshawa Location!!! Beautifully renovated cafe space with full equipment, currently operating as a Japanese-style cheesecake and pastry shop. Situated in the heart of downtown Oshawa, this location offers high foot traffic and strong street visibilityperfect for a wide range of food and beverage concepts.Over $150,000 in renovations have been invested, and the space has been meticulously maintained. The current lease has 2 years remaining, with a 5-year renewal option available. Flexible use: keep the charming dessert concept or bring your own vision to life in this ready-to-go space. More detailsListed by KELLER WILLIAMS REALTY CENTRES- BRIAN GUY
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220 Mcnaughton Avenue in Oshawa: Central House for sale : MLS®# E13815082
220 Mcnaughton Avenue Oshawa L1H 3B6
$699,998Residential Freehold- Status:
- Active
- MLS® Num:
- E13815082
- Bedrooms:
- 5
- Bathrooms:
- 3
Exceptional Income Property in Prime Oshawa Location - Walk to the Upcoming GO Station! A rare opportunity to own a versatile detached home offering exceptional value, impressive income potential and an outstanding location. Situated on a premium 50-ft lot, this property offers flexibility that is increasingly difficult to find. The thoughtfully designed main level features two separate living accommodations, providing an excellent opportunity for an owner-occupier to live in one area while generating rental income from the other. Adding even more flexibility is the finished basement area with its own kitchen, bedroom + den, full bathroom and laundry facilities, offering valuable additional space for in-laws or other permitted uses. Subject to applicable municipal requirements and approvals to be received by the buyer. Extra storage space in furnace room. Detached open garage provides excellent additional parking, storage or workshop potential. The extra-wide private driveway accommodates 5 vehicles, offering exceptional convenience for homeowners, tenants and investors alike. Location is everything - Enjoy easy access to the upcoming GO station, Highway 401, shopping plazas, restaurants, schools, parks and everyday amenities. The combination of transit accessibility, a premium lot, multiple living accommodations and additional basement space makes this property particularly appealing to both homeowners and investors. Don't miss the opportunity to make this exceptional Oshawa property your next home or investment! Upgraded roof shingles 2023; owned water heater tank; sewer backflow valve installed in 2024. No rental equipment to waste your money. More detailsListed by RE/MAX CROSSROADS REALTY INC.- BRIAN GUY
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748 Hillcroft Street in Oshawa: Eastdale House for sale : MLS®# E13813870
748 Hillcroft Street Oshawa L1G 7H6 OPEN HOUSE: Sep 26, 202601:00 PM - 03:00 PM EDTOpen House on Saturday, September 26, 2026 1:00PM - 3:00PMOPEN HOUSE: Sep 27, 202601:00 PM - 03:00 PM EDTOpen House on Sunday, September 27, 2026 1:00PM - 3:00PM
$549,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13813870
- Bedrooms:
- 3
- Bathrooms:
- 2
Open Houses Saturday September 26th and Sunday September 27th from 1-3pm. Welcome to this 3-bedroom semi-detached home nestled in a wonderful family-friendly neighbourhood, ideally situated within walking distance to schools, parks, groceries, shopping, and everyday amenities, with convenient access approximately halfway between Hwy 401 and 407. Offering lovely curb appeal, the home opens into a spacious main floor with a large living room featuring an oversized front window that fills the space with natural light. The adjoining dining room offers a sliding door walkout to the back deck and private backyard. With the neighbouring semi positioned further back, along with mature evergreens and established trees surrounding the property, the outdoor space enjoys an added sense of privacy. The good-sized kitchen features a convenient pass-through overlooking the dining area, helping to keep the main living spaces feeling bright and connected. Hardwood flooring flows through the kitchen, hallway, and dining room. Upstairs, you'll find three well-sized bedrooms, each complete with a window and closet, along with a 4-piece main bathroom. The primary bedroom features updated laminate flooring. The basement provides valuable additional living and functional space, along with a separate side entrance, and features a recreation room, separate laundry area, workshop, and a 3-piece bathroom complete with a relaxing jet tub. With great bones, some freshly painted areas, and opportunity for further updates, this home is ready for its next owners to bring their own style and make it their own. A fantastic opportunity to settle into an established neighbourhood while creating a home that suits your vision. More detailsListed by RE/MAX Rouge River Realty Ltd.- BRIAN GUY
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257 Wilson Road S in Oshawa: Donevan House for sale : MLS®# E13814294
257 Wilson Road S Oshawa L1H 6C4
$579,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13814294
- Bedrooms:
- 3
- Bathrooms:
- 2
Solid Brick Bungalow On A Premium 50 X 136 Ft Lot In An Established Oshawa Neighbourhood, Offering A Fantastic Combination Of Space, Updates And Value! With A Practical Layout, Finished Basement And Spacious Private Backyard, This Well-Maintained Home Is Move-In Ready And An Excellent Opportunity For First-Time Buyers, Investors Or Downsizers. The Main Floor Offers A Bright, Welcoming Feel With An Open Concept Layout That Features Spacious Eat-In Kitchen With Ample Cabinetry And A Walkout To The Covered Rear Deck/Sunroom Perfect For Morning Coffee, Outdoor Dining Or Enjoying The Backyard In Any Season. The Main Level Also Features A Generous Living Room, Two Bedrooms And An Updated Washroom With Walk-In Shower. The Fully Finished Basement Adds Valuable Living Space With A Large Recreation Room Featuring A Cozy Gas Fireplace, A Third Bedroom, 4-Piece Bathroom And Separate Laundry Room. Step Outside To Enjoy The Extra-Deep Backyard, Offering Plenty Of Room For Gardening, Play Or Simply Relaxing. An Oversized Shed Provides Convenient Additional Storage. 4 Car Driveway Parking. Numerous Updates Have Been Completed, Including The Furnace (2017), Hot Water Tank (2018), Electrical Panel Upgrade (2021), A/C (2022), Front Door, Sliding Back Door And Nursery Window (2025). Roof Is Approximately 10 Years Old. A Wonderful Opportunity To Own A Solid Brick Home On A Generous Lot At An Affordable Price Point In A Beautiful Oshawa Neighbourhood! More detailsListed by The Nook Realty Inc.- BRIAN GUY
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163 Windsor Street in Oshawa: Donevan House for sale : MLS®# E13814412
163 Windsor Street Oshawa L1H 6G4
$649,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13814412
- Bedrooms:
- 3
- Bathrooms:
- 2
RARE FIND! Lovingly maintained for over 60 years, this spacious 1234 square foot bungalow offers incredible space, parking and potential on a beautifully landscaped lot in a quiet, family-friendly neighbourhood - just a short walk to school! The main floor features an eat-in kitchen, oversized living room with newer picture window, 3 spacious bedrooms and a bright, heated sunroom with oversized windows, 2 skylights and walkout to patio with retractable awning. Need more space? The mostly finished lower level delivers an enormous rec room with gas fireplace, built -in wall unit, second 3-piece bath and an additional room ideal for an office, bedroom or hobby room. The garages are a dream! Detached 2-car garage with electrical & gas hook-up, PLUS an additional single car garage, along with parking for up to 6 cars in the driveway. Add a covered front porch, 200-amp electrical service, garden shed, garage workbench and loads of storage. Don't let the cosmetics fool you- this home is packed with space, functionality and opportunity. Bring your vision and unlock the potential! More detailsListed by COLDWELL BANKER - R.M.R. Real Estate- BRIAN GUY
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488 Cromwell Avenue in Oshawa: Vanier House for sale : MLS®# E13808450
488 Cromwell Avenue Oshawa L1J 4V2
$689,900Residential Freehold- Status:
- Active
- MLS® Num:
- E13808450
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to this well maintained home, being sold for the first time. Built in 1955..This home has been Updated but still offers some old charm. Original high baseboards, red oak strip hardwoods newly refurbished in living room and 3 bedrooms, original doors. Family size kitchen recently updated. No carpet in this home! The main 4 piece bathroom is updated. Great curb appeal with a detached single garage (24 x 13 ft) with a private double driveway that fits up to 6 vehicles. Bright and inviting home. The back deck (27 x 12 ft) is an entertainers delight with a gazebo. Man door to the garage off the deck. Tiered backyard with mature trees. The home backs onto Corpus Christie French Catholic School. Walking distance to College Hill Public School and St. Thomas Catholic School. The separate side entrance to a finished in-law suite offers a great space with above grade windows, ceramic flooring in kitchen and 3 pce bathroom. Bedroom with Ceramic floor and above grade window/closet. Huge Rec Room with laminate flooring. Large laundry/furnace room and a storage/pantry behind the kitchen. Many possibilities... Updates: 2013- Gas Furnace; 2016 Electric Water Heater (owned); 2018 - Roof re-shingled; 2019 - Windows upstairs; 2026 - Air Conditioner; 2026 - Paint, Kitchen updated with new cupboards, quartz counters, vinyl flooring; Within last 5 years new garage door. No rental contracts. 100 amp service. Yearly costs: Hydro $1601.37; Gas $691.44; Water $673.24. Truly a move-in ready home in a family friendly neighbourhood. Minutes to Highway 401, Oshawa Centre, Large Smart Centre, Storie Park with walking trails to Lake Ontario. More detailsListed by RIGHT AT HOME REALTY- BRIAN GUY
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180 Olive Avenue in Oshawa: Central House for sale : MLS®# E13810924
180 Olive Avenue Oshawa L1H 2P2
$540,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13810924
- Bedrooms:
- 5
- Bathrooms:
- 2
There's more here than you might expect. Built in 1922, this detached Oshawa home has retained much of the character you hope to find in an older house - original oak floors, restored trim and doors, and 9.5' main-floor ceilings - while some of the less exciting (but very important) work has already been done. The main floor offers a comfortable living room, dining room open to the kitchen, and double garden doors leading out to the deck and large fully fenced backyard. The kitchen includes some thoughtful extras, including really great appliances and an island with a built-in deep freezer, beverage fridge and additional storage, plus a black Blanco Silgranit sink and handy glass rinser. Upstairs, you'll find three bedrooms and an updated 4-piece bathroom. Need more room? The finished lower level has a separate entrance, two additional bedrooms, an updated 3-piece bathroom and above-grade windows - giving you some useful flexibility beyond the main living space. And don't miss the attic, accessible by a pull-down ladder, with plenty of additional storage space. Outside, the 50' x 107' lot offers plenty of room to enjoy, with a gazebo, firepit area, garden shed, and built-in deck cabinet with stone countertop. And while there's no garage, there's something you don't often find on an older in-town property: a private driveway with parking for up to approximately eight vehicles. Behind the character are some meaningful updates, too: roof, windows, 100-amp breaker panel and PEX plumbing (2016); owned furnace and tankless water heater (2017); central air (2019); copper wiring; and a newer 4" main drain to the city shutoff with anti-backflow protection, interior inspection and exterior cleanout. If you've been looking for an affordable detached home with character, a surprisingly generous amount of space, a big backyard and some of the major updates already taken care of, this home might be worth a closer look. More detailsListed by RE/MAX Jazz INC.- BRIAN GUY
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House in Oshawa
Residential Freehold- BRIAN GUY
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491 Drew Street in Oshawa: Central House for sale : MLS®# E13808522
491 Drew Street Oshawa L1H 5B8
$999,999Residential Freehold- Status:
- Active
- MLS® Num:
- E13808522
- Bedrooms:
- 5
- Bathrooms:
- 4
An excellent opportunity for investors, multi-generational families, or buyers looking to combine residential ownership with rental income. Please refer to the attached Feature Sheet for additional property details.Welcome to this modern, custom-built legal triplex .MAIN FLOOR: Bright and beautifully finished 2-bedroom, 2-bathroom suite. The primary bedroom has been extended to create an oversized and comfortable retreat. Features a modern kitchen with custom cabinetry, large windows providing abundant natural light, and two beautifully crafted stand-up showers. Walk out to a spacious private deck overlooking the fully fenced backyard with mature fruit trees. Private entrance and well-designed living space ideal for families or tenants.SECOND FLOOR: Spacious 3-bedroom, 2-bathroom suite featuring an open-concept kitchen and living area. Large windows throughout provide exceptional natural light. Enjoy a large private balcony with clear, open views. The unit also features its own dedicated furnace, private laundry, and private entrance, offering excellent privacy and convenience.Currently unfinished and offering excellent future potential. A building permit is already in place for the basement, giving the purchaser the option to proceed with the existing approved plans or, subject to municipal approval, revise the permit to suit their own preferred layout and use. Large windows provide strong natural light, making the space well suited for future finishing and additional living or rental accommodation. More detailsListed by HOMELIFE LANDMARK REALTY INC.- BRIAN GUY
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96 Oakes Avenue in Oshawa: O'Neill House for sale : MLS®# E13810572
96 Oakes Avenue Oshawa L1G 6C6
$559,000Residential Freehold- Status:
- Active
- MLS® Num:
- E13810572
- Bedrooms:
- 6
- Bathrooms:
- 2
More house, more flexibility and a backyard to actually enjoy. Set on a quiet street in Oshawa's established O'Neill neighbourhood, this renovated 3+1 bedroom bungalow delivers a smart combination of comfortable everyday living and valuable space for the way families live today. The main floor is bright and welcoming, with a traditional layout that gives the living and dining areas their own sense of space, plus an eat-in kitchen designed for real everyday use. Three bedrooms and a full bathroom keep everything you need on one level, making the layout equally appealing for young families, downsizers or anyone looking for fewer stairs. Downstairs is where this home really expands its possibilities. With a separate entrance, second kitchen, full bathroom, additional bedroom, generous living area and flexible den/office space, the finished lower level creates an entirely different layer of functionality that's ideal for extended family, older kids, overnight guests, working from home or simply having more room to spread out. Outside, a 42.5 x 105 ft property gives you a proper fenced backyard, while the detached garage and parking for up to six vehicles solve one of the practical challenges many homes simply can't. The location keeps daily life convenient too, with schools, parks, shopping and transit nearby and easy connections across Oshawa and Durham Region. Renovated, versatile and offering considerably more than meets the eye from the street, 96 Oakes is the kind of home that can adapt as your needs change-without having to move every time life does. More detailsListed by Signature Elite Realty Ltd.- BRIAN GUY
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429 50 RICHMOND Street E in Oshawa: O'Neill Condo Apartment for sale : MLS®# E13807354
429 50 RICHMOND Street E Oshawa L1G 7C7
$397,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- E13807354
- Bedrooms:
- 3
- Bathrooms:
- 2
Step into space, style, and ultimate convenience at McLaughlin Square. This rare 3-bedroom, 2-bathroom spacious corner unit which delivers an incredible turn-key lifestyle, highlighted by a primary bedroom retreat with direct walkout access to a massive balcony stretching the entire width of the suite. Topped off with a prime parking spot located just steps from the elevator, this sun-drenched home checks every single box on your wishlist! Beyond the suite, McLaughlin Square provides an exceptional turnkey lifestyle. Comprehensive maintenance fees cover key building services alongside an included Bell TV package for worry-free monthly budgeting. Residents enjoy resort-style building amenities including a landscaped courtyard, indoor pool, relaxing sauna, billiards room, library, and party room. For ultimate day-to-day convenience, the ground-floor commercial space houses an array of essential services, including a pharmacy, medical and dental clinics, a hair salon, and professional offices. Situated within easy walking distance to local transit, Costco, No Frills, dining, and downtown Oshawa amenities, this condo is a fantastic place to call home. More detailsListed by CENTURY 21 LEADING EDGE REALTY INC.- BRIAN GUY
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Data was last updated September 22, 2026 at 06:15 PM (UTC)
Brian Guy
The Renovating REALTOR®
242 King St E Suite 1, Oshawa, ON L1H 1C7