Orangeville Listings

Orangeville Listings

13-24/141
  • 44 Church Street: Orangeville House for sale : MLS®# W13499634

    44 Church Street Orangeville Orangeville L9W 1N8
    Main Photo: 44 Church Street: Orangeville House for sale : MLS®# W13499634
    $1,200,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13499634
    Bedrooms:
    4
    Bathrooms:
    4
    Exceptional opportunity with this fully rented four plex in a great Orangeville location. Easy walking distance to all amenities (theatre, shopping, fine dining, parks, trails and more). Well maintained and upgraded bungalow style building with four one bedroom units. Each unit has separate hydro meters. Zoned RM2 multi residential. Lower level has coin operated laundry, storage, and private storage unit for each apartment. Awesome lot with private rear grounds. Very unique with a long waiting list. See list of extras and upgrades attached. More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 111 Diane Drive: Orangeville House for sale : MLS®# W13506774

    111 Diane Drive Orangeville Orangeville L9W 3M9
    Main Photo: 111 Diane Drive: Orangeville House for sale : MLS®# W13506774
    $735,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13506774
    Bedrooms:
    4
    Bathrooms:
    2
    When Lot Size Matters to you. Opportunities like this don't come along often! This spacious and beautifully maintained 4-bedroom family home offers exceptional value in a sought-after neighborhood. With parking for up to 6 vehicles and a large, private backyard with no rear neighbors, you'll have all the space your family needs. The outdoor oasis features a large above-ground pool (approx. 2020), multiple decks and patios, storage sheds, and plenty of room for entertaining, relaxing, and enjoying summer with family and friends. Inside, you'll find a bright, open-concept layout designed for comfortable family living. The welcoming foyer features a new front door in 2025, pot lights, with additional pot lighting in the family room and finished basement. The cozy family room showcases a beautiful wood-burning fireplace with an iron insert and offers a walkout to the fully fenced backyard. The spacious living and dining rooms flow seamlessly into the kitchen, creating an ideal space for both everyday living and entertaining. The primary bedroom features his-and-hers closets with convenient semi-Ensuite access to the main bathroom. Interior access to the garage from the foyer adds everyday convenience. This home has been lovingly cared for and updated throughout, including: Furnace, central air conditioning, and on-demand water heater (2021), roof (2023), paved driveway (2023), patio door (2020), front door (2025), and above-ground pool (approx. 2020).Ideally located within walking distance to shopping, schools, the recreation centre, public transit, and other everyday amenities, this move-in-ready home truly offers the perfect combination of space, privacy, location, and value. Don't miss your chance to make this exceptional family home your own! PS the big front tree is a beautiful Mulberry Tree. Basement also has a huge Storage area for all your stuff and more. More details
    Listed by HOME REAL ESTATE CORPORATION
  • 39 Townline: Orangeville House for sale : MLS®# W13537296

    39 Townline Orangeville Orangeville L9W 1T7
    Main Photo: 39 Townline: Orangeville House for sale : MLS®# W13537296
    $798,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13537296
    Bedrooms:
    3
    Bathrooms:
    2
    Step into a piece of Orangeville's history with this beautifully preserved 1876 century home, situated on an impressive 1/3 acre lot with the rare benefit of a 4 car detached workshop. This one-of-a-kind property offers exceptional outdoor space, a fully fenced backyard, mature landscaping, a wraparound covered porch, patio, firepit, vegetable garden, and room to enjoy every season. Inside, the home is rich with original architectural details, including hardwood plank floors, 10-foot ceilings, stunning stained glass, original staircase, heavy hardwood doors, 12-inch baseboards, crown mouldings, ceiling medallions, and beautiful millwork throughout. The bright main floor features a welcoming foyer, spacious family room, versatile third bedroom or home office, convenient main floor laundry, and a charming country kitchen with butcher block countertops that walks out to the private backyard. Upstairs, you'll find two generous bedrooms and a beautifully updated Victorian-inspired bathroom featuring an enclosed clawfoot tub and separate shower. The stone coated metal roofing offers lifetime peace of mind. A truly rare highlight is the detached 1000 sq ft insulated garage/shop with 100-amp service, 220V power, lifetime roof, polished concrete floors, woodstove, and space for up to four vehicles. Combined with the fully paved driveway, this property offers parking for an incredible 16 vehicles - an unmatched feature in town, perfect for hobbyists, collectors, home businesses, or anyone needing exceptional storage and workspace. Awarded the Town of Orangeville Heritage Awareness Plaque while not being heritage designated, this remarkable home offers all the charm of a century property without any restrictions. Located just steps to Orangeville's favourite parks, schools, downtown amenities, and the GO Bus, this is a rare opportunity to own one of Orangeville's most distinctive homes. More details
    Listed by EXP REALTY
  • 74 John Street: Orangeville House for sale : MLS®# W13538418

    74 John Street Orangeville Orangeville L9W 2P8
    Main Photo: 74 John Street: Orangeville House for sale : MLS®# W13538418
    $879,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13538418
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome to this beautifully renovated and exceptionally versatile home in one of Orangeville's most desirable neighbourhoods, just a short walk to vibrant downtown shops, restaurants, cafés, festivals, parks, schools, and everyday amenities. Situated on a rare 66 x 165 ft private lot, this move-in-ready property offers the perfect blend of charm, functionality, and endless possibilities.The main home has been extensively updated with new flooring, a stunning modern kitchen featuring granite countertops and custom built-in shelving, bright open-concept living and dining areas, spacious bedrooms, updated bathrooms, and quality finishes throughout. Whether you're upsizing, downsizing, or looking for multi-generational living, this home is designed to adapt to your lifestyle.A standout feature is the self-contained legal studio apartment, complete with soaring ceilings, skylights, a full kitchen, full bathroom, and laundry rough-in. Ideal as an Airbnb, income-generating rental, private guest suite, home office, or independent living space for extended family or teenagers.The lower level adds even more flexibility with additional 2 bedrooms and 1 bath, making this home ideal for large or growing families.Step outside and enjoy your own private backyard oasis featuring mature trees, new concrete patio, and plenty of room to entertain, relax, or let the kids play. The new interlock on driveway adds outstanding curb appeal, while the oversized drive-through double garage and parking for up to six vehicles provide convenience that's hard to find.Beautifully updated, incredibly functional, and located in one of Orangeville's most walkable communities, this is far more than just a home-it's a unique opportunity offering flexibility, income potential, and a lifestyle you'll love for years to come. More details
    Listed by CENTURY 21 PROPERTY ZONE REALTY INC.
  • 312 17 Centre Street: Orangeville Condo Townhouse for sale : MLS®# W13540630

    312 17 Centre Street Orangeville Orangeville L9W 2W9
    Main Photo: 312 17 Centre Street: Orangeville Condo Townhouse for sale : MLS®# W13540630
    $579,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13540630
    Bedrooms:
    2
    Bathrooms:
    3
    Welcome to this stunning, fully finished 2-bedroom, 3-bathroom condo offering over 1,200 sq. ft. of beautifully designed living space. Thoughtfully upgraded with modern finishes and a highly sought-after open-concept layout, this home perfectly blends style, comfort, and functionality.The bright and spacious main level is filled with natural light thanks to additional bonus windows and features a beautifully appointed kitchen complete with a large family-sized centre island-perfect for entertaining, casual dining, or gathering with friends and family. Enjoy the convenience of a main floor laundry room and powder room, along with abundant storage throughout.Step through the large sliding doors to your own cozy and truly private balcony-the perfect place to enjoy your morning coffee or unwind at the end of the day.Upstairs, you'll find two generous bedrooms, including a spacious primary retreat featuring a walk-in closet and a luxurious 4-piece ensuite with a sleek glass walk-in shower. A second full bathroom provides added convenience for family or guests.Ideally located close to all amenities, parks, shopping, restaurants, schools, and the charming shops and cafés of downtown Orangeville, this exceptional condo offers low-maintenance living without compromising space or style. Simply move in and enjoy! More details
    Listed by RE/MAX HALLMARK CHAY REALTY
  • 52 First Street: Orangeville House for sale : MLS®# W13542600

    52 First Street Orangeville Orangeville L9W 2E2
    Main Photo: 52 First Street: Orangeville House for sale : MLS®# W13542600
    $1,049,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13542600
    Bedrooms:
    4
    Bathrooms:
    2
    A rare opportunity to get into the Orangeville real estate market while having rental income help offset your monthly costs. Situated on a prominent corner lot at First Street and Fead Street, this solid two-storey brick duplex features two self-contained 2-bedroom, 1-bathroom units, each with its own laundry. Live in one unit and rent the other, creating an opportunity to build equity while having rental income contribute toward your ownership costs. For investors, the property's two-unit configuration and central location offer a versatile addition to a rental portfolio. Each unit offers a comfortable, functional layout, while parking for up to five vehicles is an added bonus and a valuable feature for a duplex in such a central location. Just a short walk to Orangeville's vibrant downtown Broadway, residents enjoy easy access to restaurants, cafes, shops, parks, schools and everyday amenities. Whether you're a first-time buyer looking for a more affordable path to homeownership, a homeowner wanting to offset your mortgage with rental income, or an investor seeking a well-located income property, this duplex offers flexibility and long-term potential in the heart of Orangeville. More details
    Listed by EXP REALTY
  • 29 Alder Street: Orangeville House for sale : MLS®# W13547352

    29 Alder Street Orangeville Orangeville L9W 5A5
    Main Photo: 29 Alder Street: Orangeville House for sale : MLS®# W13547352
    $984,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13547352
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 29 Alder Street in Orangeville, a beautifully maintained 3+1 bedroom, 4 bathroom home offering spacious family living w/ the added bonus of a finished lower level and the opportunity for a quick & easy in-law suite conversion. From the moment you arrive, this home makes a strong impression with its charming curb appeal, double-car garage, and inviting front entry. Inside features a bright and functional layout with a spacious foyer, convenient powder room, soaring ceiling over the dining area, and hardwood flooring through the principal living spaces. The living room is filled with natural light and a cozy fireplace, while the updated kitchen offers plenty of cabinet space, stainless steel appliances, ample prep space, and a breakfast bar overlooking the family room. This home offers 3 well-sized bedrooms, including a generous primary bedroom complete with a walk-in closet and a beautifully updated ensuite with double sinks, glass shower, and soaker tub. The upper level also offers another full bathroom and the added convenience of second-floor laundry. The finished basement extends your living space with a wet bar, bright living space, bedroom area, and full bathroom, creating excellent flexibility for extended family, guests, or multi-generational living. Step outside to enjoy a private backyard with mature trees, a large lawn, covered patio area, hot tub, and deck space for relaxing or entertaining. Located in a desirable Orangeville neighbourhood close to parks, schools, and amenities, this is a fantastic opportunity to own a spacious home with room for the whole family More details
    Listed by REAL BROKER ONTARIO LTD.
  • 39 Passmore Avenue: Orangeville House for sale : MLS®# W13565194

    39 Passmore Avenue Orangeville Orangeville L9W 4K4
    Main Photo: 39 Passmore Avenue: Orangeville House for sale : MLS®# W13565194
    $897,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13565194
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to 39 Passmore Avenue in Orangeville, a well cared for 2 storey home located in a quiet, family friendly neighbourhood. Lovingly maintained by the original owner, this property reflects true pride of ownership both inside and out, from the beautifully landscaped front gardens to the inviting curb appeal that creates a lasting first impression. Offering approximately 1,929 square feet of thoughtfully designed living space plus a fully finished lower level, this home provides plenty of room for comfortable everyday living and entertaining. Upon entering, you are welcomed by formal living and dining rooms featuring rich hardwood flooring, creating an ideal space for family gatherings and special occasions. The heart of the home is the bright eat in kitchen, which opens to a sunny breakfast area with a walk out to the back deck. The kitchen also overlooks the family room, where a gas fireplace creates a warm and inviting atmosphere.The main floor also includes a convenient 2 piece powder room and laundry area, adding practical function to the layout. Upstairs, the spacious primary bedroom retreat features a private 4 piece ensuite, while two additional bedrooms share a second full bathroom, providing comfortable accommodation for family members or guests. The finished lower level offers additional living space with a large recreation room, a dedicated workshop, and a cold storage room, making it ideal for hobbies, storage, or a flexible family space. Outside, the fully fenced backyard is perfect for outdoor enjoyment, whether relaxing, gardening, or hosting summer barbecues. The property also features an attached 2 car garage and has benefited from numerous upgrades over the years. Located close to parks, schools, and everyday amenities, 39 Passmore Avenue offers a wonderful opportunity to enjoy comfortable living in one of Orangeville's established neighbourhoods. Seller is willing to replace carpet upstairs for new buyers. More details
    Listed by ROYAL LEPAGE RCR REALTY
  • 88 Shirley Street: Orangeville House for sale : MLS®# W13568990

    88 Shirley Street Orangeville Orangeville L9W 2T6
    Main Photo: 88 Shirley Street: Orangeville House for sale : MLS®# W13568990
    $769,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13568990
    Bedrooms:
    4
    Bathrooms:
    2
    Welcome to this beautifully maintained detached bungalow with an attached garage, ideally located in a highly sought-after family-friendly neighbourhood just steps from Harvey Curry Park. This spacious bungalow offers the perfect blend of comfort, style and functionality, making it an excellent choice for families, downsizers, or anyone looking for the convenience of main-floor living with additional finished space below. The bright and inviting living and dining room is filled with natural light from large windows, creating a warm and welcoming atmosphere. The well-designed kitchen features modern appliances, generous counterspace, and plenty of cabinetry for storage. The main level offers three spacious bedrooms and a full bathroom, while the fully finished basement provides even more room to enjoy with a large recreation room featuring a cozy gas fireplace, a fourth bedroom that is perfect for guests, a teenager, or an in-law suite, and a second full bathroom for added convenience. Step outside to your private, fully fenced backyard oasis complete with beautiful gardens, a garden shed, a fire pit, and a screened-in deck that is perfect for relaxing or entertaining family and friends. Conveniently located close to parks, schools, shopping, and everyday amenities, this exceptional bungalow offers everything you need in a location you will love. Do not miss your opportunity to make this beautiful property your next home! More details
    Listed by RE/MAX REALTY SPECIALISTS INC.
  • 5 Fourth Avenue: Orangeville House for sale : MLS®# W13570616

    5 Fourth Avenue Orangeville Orangeville L9W 1G5
    Main Photo: 5 Fourth Avenue: Orangeville House for sale : MLS®# W13570616
    $949,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13570616
    Bedrooms:
    5
    Bathrooms:
    3
    A smart way to enter the Orangeville real estate market while letting rental income help with the mortgage. Welcome to 5 Fourth Avenue, a well-maintained triplex in a convenient location just off First Street and within walking distance of downtown Orangeville, shops, restaurants, parks, schools and everyday amenities. The property features three self-contained units, including two spacious 2-bedroom apartments on the main floor and a 1-bedroom apartment on the upper level. Each unit offers a functional layout with a 4-piece bathroom, while both main floor units also feature in-suite laundry. Each unit has its own separate hydro meter, simplifying utility management. For a first-time buyer, this could be an opportunity to live in one unit while renting the others, helping offset the cost of homeownership and potentially increasing your buying power compared with purchasing a single-family home. For investors, the three-unit configuration provides multiple income streams and the opportunity to add a solid, income-producing property to a growing portfolio. Whether you're looking to generate strong rental income, add to your investment portfolio, or live in one unit while renting the others, this versatile property offers incredible potential in one of Orangeville's most convenient locations. Don't miss your chance to own a solid income-producing property in a thriving community. More details
    Listed by EXP REALTY
  • 67 124 Parkinson Crescent: Orangeville House for sale : MLS®# W13575018

    67 124 Parkinson Crescent Orangeville Orangeville L9W 6R7
    Main Photo: 67 124 Parkinson Crescent: Orangeville House for sale : MLS®# W13575018
    $629,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13575018
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to Unit 67 at 124 Parkinson Crescent in Orangeville, a bright 3 bedroom, 3 bathroom townhome that gives you the space you need without the heavy upkeep. Large windows bring in plenty of natural light and make the home feel open, comfortable, and easy to live in. It's a strong fit for first time buyers, young families, or anyone looking for a more affordable, low maintenance lifestyle without feeling cramped. The layout is practical, the rooms feel spacious, and the fully fenced backyard with a deck gives you a private outdoor space for morning coffee, summer dinners, or a safe place for kids and pets to play. The neighbourhood adds even more value, with parks, schools, and recreation nearby, including Ryan Meadows Park, Kin Family Park, Credit Meadows ES, St. Andrew School, and Alder Recreation Centre. This is an easy move into Orangeville homeownership in a family friendly area, with the right mix of comfort, function, and everyday convenience. More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 102 17 Centre Street: Orangeville Condo Townhouse for sale : MLS®# W13577092

    102 17 Centre Street Orangeville Orangeville L9W 7S6
    Main Photo: 102 17 Centre Street: Orangeville Condo Townhouse for sale : MLS®# W13577092
    $579,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13577092
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to 17 Centre Street, Suite 102, a stylish 2 bedroom, 2 bathroom condominium offering approximately 1,097 square feet of thoughtfully designed living space in the heart of Orangeville all on one level. Located within walking distance of the downtown core, this Smithaven model combines modern finishes, a functional open concept layout, and convenient single level living. Farmhouse luxury vinyl flooring runs throughout the suite, creating a cohesive and easy to maintain interior. The bright, open concept living and dining area is designed for both everyday comfort and entertaining. Sliding patio doors fill the space with natural light and provide direct access to the private patio, offering a convenient outdoor area to relax, or enjoy a morning coffee. At the centre of the home is the gourmet kitchen, featuring a professional 6 burner Kucht gas convection range, coordinating Kucht hood fan, quartz countertops, upgraded 42 inch upper cabinetry, and a spacious centre island with ample breakfast bar seating. Pendant lighting above the island adds a polished finishing touch while creating a natural gathering place for meals and conversation. The primary bedroom offers a walk in closet and a private 4 piece ensuite complete with a double vanity and walk in tiled shower. A second bedroom provides flexible space for guests, a home office, or additional living needs, with access to the main 4 piece bathroom. In suite laundry adds everyday convenience, while the newer building offers a comfortable condominium lifestyle close to Orangeville's shops, restaurants, cafés, parks, and local amenities. With its spacious layout, upgraded kitchen, private outdoor space, and walkable Orangeville location, Suite 102 at 17 Centre Street is an inviting place to call home. More details
    Listed by ROYAL LEPAGE RCR REALTY
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Data was last updated October 7, 2026 at 06:15 AM (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.