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$897,900
3 Beds 3 Baths W13565194 MLS
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.

39 Passmore Avenue, Orangeville

$1,099,000
3 Beds 3 Baths W13557118 MLS
Welcome to 7 Henry Street, a beautifully crafted newly built, two storey home blending refined design with thoughtful everyday functionality. Built with exceptional attention to detail and premium materials, this residence offers a sophisticated living experience with a layout designed for both comfortable family living and elegant entertaining. The open concept main level is bright and inviting, highlighted by 9 foot ceilings and White Oak "Toffee Crunch" engineered hardwood flooring throughout. At the centre of the home is the stunning kitchen featuring custom Barzotti cabinetry, elegant Taj Mahal quartz countertops, and a spacious centre island with breakfast bar. A cleverly designed hidden walk in pantry provides additional storage while maintaining the kitchen's aesthetic. The living and dining areas are thoughtfully defined by custom white oak shelving, adding architectural interest while preserving the open flow. From the dining area, a walk out to the yard creates an ideal connection between indoor and outdoor living. The main level also features a 2 piece powder room and a functional mudroom with storage and direct access to the garage. Upstairs offers three spacious bedrooms, two full bathrooms, and convenient second floor laundry. The primary suite is a private retreat with a vaulted ceiling, two walk in closets, and a beautifully appointed 4 piece ensuite featuring a double vanity, oversized walk in shower, and private water closet. Bedroom two includes a walk in closet, while bedroom three offers a double closet, providing excellent storage. The unfinished lower level presents excellent future potential with large windows, storage under the stairs, and a rough in for a full bathroom. Landscaping to be completed Spring 2026, with glass installation for the primary ensuite shower also scheduled. Customization options are available.

7 Henry Street, Orangeville

$1,100,000
4 Beds 3 Baths W13550588 MLS
Welcome to 225 Zina Street, a breathtaking brick bungalow that perfectly blends sophisticated interior updates with a massive, country-sized property. From the moment you arrive, the incredible curb appeal, pristine landscaping, and premium hardscaping hint at the quality within. Step inside to a beautifully modernized main level featuring gorgeous updated flooring and a brand-new chef's kitchen. The kitchen boasts a large center island, gleaming quartz countertops, & all-new appliances. Right off the kitchen, you'll find a spacious living room centered around a beautiful gas fireplace, featuring a large window that floods the space with natural light & overlooks the front porch & lush gardens. The primary suite serves as a peaceful retreat, complete with a private 3-pce ensuite and scenic views of the mature backyard. A second bedroom and a newly renovated 4-piece main bathroom with lovely quartz finishes complete this level. The fully finished basement expands your living space significantly. It offers a large, versatile recreation room-the perfect space for a family lounge. There are also two additional bedrooms and another 3-pce bathroom, making it a perfect setup for guests or older children. Outside, the property truly shines. Situated on a phenomenal 80' x 142' lot, the backyard is an entertainer's paradise. Relax on the 800 sq ft expansive deck under the shade of your private gazebo, or utilize the massive green space, which offers plenty of room to install your dream pool. The oversized, heated double-car garage is a rare find, complemented by a driveway that comfortably parks 8 vehicles. Located in a highly desirable neighborhood, this home is within walking distance to top-tier schools, beautiful parks, vibrant restaurants, & all the amenities Orangeville has to offer. Whether you are a young family looking for a phenomenal school zone or seniors seeking the ease of bungalow living without sacrificing space, this home shows beautifully and is a must-see!

225 Zina Street, Orangeville

$984,900
4 Beds 4 Baths W13547352 MLS
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

29 Alder Street, Orangeville

$1,049,000
4 Beds 2 Baths W13542600 MLS
Exceptional investment opportunity in the heart of Orangeville! Situated on a prominent corner lot at First Street and Fead Street, this solid two-storey brick duplex offers incredible potential for investors or those looking to live in one unit while generating rental income from the other. The property features two self-contained units, each offering 2 bedrooms, 1 full bathroom, and laundry, providing comfortable layouts that appeal to A++ tenants. With parking for up to five vehicles, this is a rare and valuable feature for a duplex in such a desirable central location. Ideally positioned within walking distance to Orangeville's vibrant downtown Broadway, residents will enjoy easy access to restaurants, cafés, boutique shopping, parks, schools, and everyday amenities. Whether you're looking to expand your investment portfolio, generate steady rental income, or take advantage of a fantastic live-in investment opportunity, this well-located duplex offers outstanding value in one of Orangeville's most sought-after neighbourhoods. Don't miss your chance to own a versatile income property with excellent long-term potential.

52 First Street, Orangeville

$1,099,000
4 Beds 5 Baths W13539166 MLS
Located in one of Orangeville's most sought-after family neighbourhoods, surrounded by parks, scenic walking trails, excellent schools, and some of the town's newest and most thoughtfully designed homes, this beautifully upgraded executive home offers nearly 3,000 sq. ft. of bright, elegant living space. Extensively enhanced with impressive hardscaping, warm-toned stamped concrete surrounds the driveway, front porch, walkways, and backyard, creating exceptional curb appeal and upscale outdoor living. Large architectural windows fill the home with natural light while the open-concept layout offers both comfort and versatility. Features include high ceilings, crown moulding, smooth ceilings, pot lights, California shutters, hardwood flooring, main floor office, laundry room, and a custom kitchen complete with premium countertops, abundant cabinetry, coffee/bar area, and a massive waterfall island overlooking the living space with natural gas fireplace. The spacious dining room offers flexibility as either an elegant entertaining area or additional family room space. Upstairs features 4 exceptionally large bedrooms including 2 primary-style suites with private ensuites. The main primary retreat offers double door entry, built-in closet cabinetry, double sinks, soaker tub, walk-in shower, and private water closet. Two additional oversized bedrooms share a beautifully designed Jack & Jill bathroom with double sinks and separate shower/toilet area. The finished basement extends the living space with stylish vinyl flooring, pot lights, kitchenette area, cold cellar, finished bathroom with walk-in shower, large rec room, additional storage, and a charming nook perfect for a children's play area or hobby space. A rare opportunity to own a standout family home in one of Orangeville's finest communities.

27 Drew Brown Boulevard, Orangeville

$879,000
5 Beds 3 Baths W13538418 MLS
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.

74 John Street, Orangeville

$798,000
3 Beds 2 Baths W13537296 MLS
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.

39 Townline N/A, Orangeville

$1,149,900
4 Beds 3 Baths W13534286 MLS
Welcome to 23 Clarke Avenue, a beautifully appointed 4-bedroom family home nestled in one of the area's most sought-after neighbourhoods. From the moment you step inside, you'll be welcomed by a bright formal living room, offering an elegant space to relax or entertain. The heart of the home features a spacious open-concept kitchen overlooking a warm and inviting family room with a cozy fireplace-perfect for everyday living and hosting family and friends. Walk outside to your private inground pool which features stamped concrete throughout making it effortless to maintain. A formal dining room completes the main level, providing the ideal setting for holiday dinners and special occasions. Upstairs, you'll find four generously sized bedrooms, including a spacious primary retreat featuring a spa-inspired ensuite with a luxurious soaker tub, creating the perfect place to unwind at the end of the day. The lower level is partially finished, offering endless possibilities for a recreation room, kids' play area, home gym, or additional storage. Step outside to your own private backyard oasis, complete with an in-ground pool that's ready for summer entertaining, weekend barbecues, and relaxing afternoons with family and friends. Offering exceptional space, comfort, and a prime location, this is the perfect place to call home. Don't miss your opportunity to make 23 Clarke Avenue yours!

23 Clarke Avenue, Orangeville

$799,900
3 Beds 2 Baths W13531000 MLS
Welcome to 17 First Street, a charming Queen Anne-style two-storey semi-detached century home in the heart of Orangeville. This tastefully modernized residence beautifully blends historical elegance with contemporary comforts. Step inside to discover a main floor adorned with pot lights and a bright, inviting atmosphere. The main floor and second-storey windows have been replaced but retain the original stained glass arch transoms, filling the home with natural light and showcasing its heritage. The gourmet kitchen boasts quartz countertops and stainless-steel appliances, offering modern convenience while complementing the home's classic charm. Convenience is key with a full bathroom and a laundry room located on the main floor, adding to the home's functionality. Upstairs, you'll find three generous bedrooms and an additional bathroom, providing ample space for family living. The large unfinished attic presents a fantastic opportunity to expand your living space imagine a cozy loft, home office, or studio tailored to your needs. Outdoor living is equally impressive with a large private deck in the backyard, ideal for entertaining or enjoying quiet evenings. Parking is convenient with space for two cars. The property's C5 zoning provides the flexibility to use the space for much more than just a residence, opening doors to various possibilities. Location is everything, and this home delivers. You're less than a five-minute walk to the vibrant shops and restaurants on Broadway, allowing you to fully embrace the downtown lifestyle. Don't miss this amazing opportunity to own a piece of Orangeville's history while enjoying all the modern amenities you desire. **EXTRAS** This C5-zoned property offers a range of business opportunities, with the added option to convert the attic into extra living space. Imagine the potential for your business and lifestyle here it's a canvas ready for your vision! Seller will offer financing to qualified buyers.

17 First Street, Orangeville

$735,000
4 Beds 2 Baths W13506774 MLS
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.

111 Diane Drive, Orangeville

$799,000
4 Beds 3 Baths W13496450 MLS
This is the move-in-ready home in town a modern updated all-brick raised bungalow offering 3+1bedrooms and 3 bathrooms, with quick and easy access to Highways 10, 9, and 109 that puts everything you need within easy reach. The main level features engineered hardwood flooring,fresh modern colours throughout, and brand new kitchen cabinets with new backsplash and quartz countertop, stainless steel appliances, a huge pantry, and a pull-out spice rack cabinet for added convenience. The bright living room offers a warm, open feel, while three bedrooms deliver flexible living space. The main bathroom has been upgraded with new flooring,a quartz countertop, and convenient new ensuite access, and a brand new 2-piece bathroom has been added on the main floor. The fully finished lower level offers a huge family room filled with natural light and warmed by a cozy gas fireplace. A large bedroom paired with an adjacent 3-piece bath featuring new ensuite access, plus a convenient laundry area, makes a perfectin-law suite or additional living space. Ideally located just minutes from the Alder StreetRecreation Centre, Sobeys, No Frills, and Westside Secondary School, with scenic walking trailsand mature parks all around. Whether you are a growing family needing room to thrive,downsizers wanting single-level convenience, or a buyer who wants a renovated property, this home truly is worth visiting. Homes this turn-key, in a community this desirable, simply do not last very long.

19 Mckitrick Drive, Orangeville

$839,099
3 Beds 3 Baths W13493904 MLS
Welcome to a home where thoughtful design meets everyday living. Situated on a gigantic corner lot, this move in ready home offers the perfect blend of style, comfort, and space for the whole family. Inside, you'll find 3 spacious bedrooms, 2.5 bathrooms, a beautifully finished basement, and an inviting gas fireplace with a custom mantle that anchors the main living space. The kitchen features built in bench seating, while carefully curated feature walls throughout the home create a modern urban chic aesthetic. The primary suite is a true retreat, complete with three separate closets to provide exceptional storage.Step outside and discover what truly sets this property apart. The expansive backyard is perfect for entertaining and making memories, featuring a large deck, extended seating area, and a swim spa set on a concrete pad that can be enjoyed year round, even on Christmas Day. Whether you're hosting friends, watching the kids play, or relaxing after a long day, this home offers the space, style, and lifestyle you've been looking for. Just unpack and start enjoying everything it has to offer.

323 Michael Drive, Orangeville

$1,149,900
4 Beds 3 Baths W13490510 MLS
Welcome to this beautifully maintained, carpet-free 4-bedroom family home backing directly onto conservation land in one of Orangeville's desirable neighbourhoods. Offering a peaceful backyard setting with no home directly behind, this property combines comfortable family living with an impressive list of recent updates.The bright, open-concept main floor features a spacious living room with abundant natural light and a cozy gas fireplace, an oversized eat-in kitchen with breakfast bar and walkout to the backyard, plus a versatile dining room with hardwood flooring. Step outside to enjoy the newer deck, updated railings and fully fenced backyard - a great space for relaxing or entertaining.Upstairs, the generous primary bedroom features a walk-in closet and private 4-piece ensuite with soaker tub and separate shower. Three additional well-sized bedrooms provide plenty of room for family, guests or a home office.The finished lower level adds valuable living space with a spacious recreation room, while the 2-car garage offers direct interior access and convenient loft storage.Recent updates include hardwood flooring, baseboards and staircase (2023), windows (2023), attic insulation (2024), garage door and opener (2024), and water softener (2025). Stamped concrete driveway, front stairs and walkway (2019).

53 Abbey Road, Orangeville

$999,333
5 Beds 3 Baths W13469324 MLS
UBID HOME FOR SALE. HOMEOWNER RELOCATING ($999,333) TOP 5 REASONS YOU WILL LOVE THIS HOME! 1. Rare bungaloft design offering 3+1 bedrooms, 3 bathrooms, and an ideal layout that provides privacy, functionality, and plenty of space for the entire family. 2. Situated on a premium-pie shaped lot, this property features a beautifully landscaped backyard complete with an in-ground pool, hot tub, expansive deck, and plenty of room for entertaining family and friends. 3. The bright open-concept main level showcases a spacious eat-in kitchen with granite countertops, stainless steel appliances, walk-in pantry, and walkout access to backyard. 4. The fully finished walkout basement adds incredible versatility with a large family room, gas fireplace, additional bedroom, office space, and direct access to the backyard. Perfect for growing families, guests, or working from home. 5. Located in one of Orangeville's most sought-after neighbourhoods, you'll enjoy convenient access to parks, schools, recreation facilities, shopping, public transit, and all the amenities today' families are looking for. This exceptional home combines space, comfort, and lifestyle on a premium lot, creating a rare opportunity to own a move-in ready family home in the heart of Orangeville.

29 Cameron Court, Orangeville

$745,000
3 Beds 2 Baths W13466964 MLS
ATTENTION FIRST-TIME BUYERS, MULTI-GEN FAMILIES & SAVY INVESTORS! Positioned on a premium 50x109 ft mature lot with NO sidewalk for maximum parking and privacy, this solid detached bungalow is the ultimate "forced equity" opportunity in South Orangeville, why pay a premium for someone else's renovations when you can secure this similar structural footprint at an entry-level price point and build your own wealth.......Big-Ticket updates are already complete: New Roof 2023, New High Efficiency Basement Windows 2023, New Front Door 2023, and and main Kitchen updated in 2021 wth stone countertops, stainless steel appliances, gas stove. The main level boasts original hardwood flooring, a bright layout, 3 well - sized bedrooms, and a full washroom. ...........THE WEALTH BUILDING OPPORTUNITY: Standing out with a rare official legal 6 bedroom designation (MPAC), this home offers unbeatable layout flexibility. The massive lower level is an ideal candidate for a compliant Town of Orangeville 2 Bedroom Additional Residential Unit (ARU). ......The deep lot easily satisfies the local zoning mandate for a 1.2m wide pedestrian path and off-street tenant parking space. ......With a proven , established value ceiling for converted bungalow configuration on this street, 26 Cardwell is a perfect "blank canvas" to invest your own finishes and instantly drive up appraisal value. Unbeatable location close to top schools, parks, shopping, and commuter routes. Pictures are from previous listing. NOTE: Re-Imagined concept photos of the lower level are provided as a visual aid to showcase the incredible potential.

26 Cardwell Street, Orangeville

$2,549,900
7 Beds 5 Baths W13455468 MLS
Welcome to 15-17 York Street where old original meet new addition and an incredible 4 Car Garage And Carriage house! Located in the heart of Orangeville where you can walk to amazing restaurants, schools and shops. This home sits on a lot that widens to 118 feet with a depth of 288 feet backing on to green space. Beautiful design it has to be seen to be appreciated. Main floor boasts a spacious front office and entry, open space dining and living room with double sided gas fireplace. Fabulous Kitchen with Family size centre island and a chef's dream of a kitchen. Double Ovens, Gas cook top, all leading out to the wonderful covered porch with outdoor cook space and mounted outdoor TV! The deck with gas fireplace over looks the massive back yard that makes you feel like you are at the cottage. Rough in for in ground pool and hot tub just waiting for your final touch.

15 - 17 York Street, Orangeville

$659,900
2 Beds 2 Baths W13441298 MLS
Nestled in a prime central town location, this quaint and well-maintained bungalow offers the perfect blend of historic character and incredible potential. The home welcomes you through a charming enclosed front porch, leading into a spacious living room highlighted by a large front picture window that floods the space with natural light. Beneath the existing carpeting in the living and dining rooms lies original hardwood flooring waiting to be revealed. The main floor features two comfortable bedrooms and a functional rear kitchen that overlooks an impressive 52' x 140' lot. For those who love the outdoors, the rear 3-season sunroom provides a peaceful retreat with a direct entrance to the home. The partially finished basement adds significant living space, featuring a recreation room, wet bar, powder room, and guest space. Practicality abounds with a separate laundry room equipped with a shower stall, a dedicated workshop, a cedar closet, and a cold cellar. Car enthusiasts or hobbyists will appreciate the double-deep tandem garage and ample parking. With updated main-level windows and a location that puts the Orangeville Theatre, local shops, restaurants, and professional services just a short stroll away, this home is a rare find for those seeking convenience and classic charm.

34 Elizabeth Street, Orangeville

$799,999
3 Beds 3 Baths W13413880 MLS
Discover this beautifully updated family home in Orangeville's desirable Montgomery Village neighbourhood. Featuring 3 generous bedrooms plus a flexible den or home office, this home offers the perfect blend of comfort, style, and functionality. The bright, open concept main floor is highlighted by a modern eat in kitchen with granite countertops, stainless steel appliances, and a large island that's ideal for meal prep, casual dining, or entertaining guests. The finished basement includes a dedicated gym area and a comfortable living space, creating the perfect spot to stay active, relax, and spend time with family and friends. Outside, you'll find a fully landscaped, low maintenance backyard complete with concrete walkways, a gazebo, and a firepit inviting setting for summer barbecues, family gatherings, or quiet evenings outdoors. A detached garage and ample driveway parking add to the home's practicality and convenience. Located within walking distance to Montgomery Village Public School, Westside Secondary School, parks, and the Alder Recreation Centre, this home offers unmatched convenience for growing families. Enjoy quick access to shopping, restaurants, and Highway 10, making commuting a breeze. Combining an unbeatable location, functional layout, and welcoming neighbourhood atmosphere, this is the perfect place to call home.

334 Cottonwood Street, Orangeville

$689,900
3 Beds 2 Baths W13246606 MLS
Get into the market with this charming detached home tucked away on a quiet cul-de-sac. From the moment you arrive, the curb appeal stands out. A newer driveway and carport lead to a covered front porch-an ideal spot to unwind. Out back, you'll find a fully fenced yard with mature trees, offering privacy and space for kids, pets, or entertaining. Commuters will appreciate the quick access to the bypass just seconds away. Inside, the main floor offers a bright eat-in kitchen complete with stainless steel appliances. The spacious living room sits at the rear of the home and walks out to a private sunroom overlooking the backyard-perfect for year-round enjoyment. Upstairs, there are three bedrooms, including two generously sized rooms with double closets, along with redone full 4-piece bathroom. The lower level is partially finished with a rec room, giving you additional flexible living space. Added comfort comes from supplemental heating and cooling units in the living room and primary bedroom and second bedroom. A solid opportunity for first-time buyers or families looking for space, privacy, and convenience. 15 minute walking distance to downtown Orangeville. Updates include: new ceiling with pot lights, electrical sockets & all light switches, new plumbing, attic insulation has been added to todays R Value, staircase carpet and railings, all closet doors, EV charger, both washrooms redone, roof approximately 11 years old, sunroom, carport and driveway approximately 12 years old, AC/heating units, new lighting, and fresh paint throughout. Heat pumps are very efficient & the hydro bill is very reasonable.

1 Steven Street, Orangeville

$649,900
3 Beds 2 Baths W13228092 MLS
This beautifully updated 3-bedroom, semi-detached home is move-in ready and located in a quiet, welcoming neighborhood just steps from parks, schools, shopping, and public transit. Whether you're starting out or looking for a comfortable, stylish home in a great area, this one checks all the boxes. Inside, you'll find pot lights throughout the main floor and basement, fresh paint, and updated flooring. The heart of the home is the brand new kitchen, featuring quartz countertops, modern cabinetry, and plenty of prep space. Its a bright, functional space perfect for everyday cooking and weekend hosting. Upstairs offers three good sized bedrooms with ample closet space and natural light, along with a completely renovated 4-piece bathroom that's sleek and modern. The finished basement adds even more living space ideal for a rec room, home office, or play area also finished with pot lights and new flooring. Outside, enjoy a fully fenced backyard with lots of room to relax, entertain, or let the kids and pets play. This is the perfect home for anyone looking to break into the market without compromising on style or location. Just move in and make it yours!

125 Bythia Street, Orangeville

$789,900
3 Beds 1 Baths W13207758 MLS
Welcome to 77 Zina Street, a charming bungalow located on one of Orangeville's most sought-after streets, just steps from downtown shops, restaurants, theatres, schools, parks, and everyday amenities. With bright, functional living spaces and a deep backyard, this home offers the perfect blend of comfort and unbeatable in-town convenience. Stepping inside, you're greeted by a sun-filled sunroom featuring oversized windows, and elegant wall sconce lighting - a warm and inviting space to enjoy year-round. The heart of the home is the stylish open-concept kitchen and dining area, complete with quartz countertops, a centre island, ample cabinetry, and a convenient walkout to the oversized fully fenced backyard with a spacious deck and storage shed - ideal for entertaining and outdoor living. The adjoining living room offers an open-concept feel with pot lights and laminate flooring, creating a seamless and comfortable main living space. The main level features three well-appointed bedrooms, each with large windows that bring in an abundance of natural light. A beautifully renovated 4-piece bathroom with ceramic finishes and a ground-level laundry area adds further functionality with a vaulted ceiling, laminate flooring, and a walkout to the garden. Additional living space is found in the partially finished lower level, offering a versatile recreation room perfect for a family room, play area, or home office, along with plenty of storage potential. Set on a deep lot in a highly walkable location close to everything downtown Orangeville has to offer, this home is a fantastic opportunity for families, downsizers, or anyone looking to enjoy the charm and ease of in-town living. Updates: Roof ('15), Furnace ('19) Air Conditioner ('19), Garden Shed ('21), New Front Door ('22) [As per previous owner]; Rear Door ('24), Deck Rail Added ('26), Portion of new Fence ('26), Painting Throughout ('26)

77 Zina Street, Orangeville

$718,000
4 Beds 2 Baths W13206198 MLS
Welcome To 44 Madison Ave In The Heart Of Orangeville. A Warm And Inviting 3level Backsplit Nestled In A Quiet, Family-Friendly Neighbourhood Just Steps From Parks, Trails, And Parkinson Centennial Public School At The End Of The Street, Offering JK Through Gr 8. This Home Offers An Excellent Opportunity For Growing Families, First-Time Buyers, Downsizers, Or Investors Looking To Get Into The Market.Step Inside To Find Bright And Spacious Principal Rooms Filled With Natural Light, New Windows Throughout (Except 2nd Flr Bath) Warm Hardwood Floors, And A Practical Layout Designed For Everyday Living. The Kitchen Offers Plenty Of Cabinet Space, A Functional Eat-In Area, And An Easy Flow Into The Dining Space, Making It Ideal For Family Dinners Or Entertaining. The Cozy Living Room Creates The Perfect Spot To Unwind. The Finished Basement Features A Spacious Rec Room, Convenient 2-Piece Bathroom, Laundry Room, Expansive Storage Space, And An Additional Room That Can Easily Function As A Fourth Bedroom, Home Office, Guest Room, Or Hobby Room. The Walkout From The Basement To The 3-Season Sunroom Adds Versatility And Creates A Seamless Connection Between Indoor And Outdoor Living.Outside Is Where This Property Truly Shines. The Fully Fenced Backyard Features A Brand-New Privacy Fence, Expansive Multi-Level Deck, 3-Season Sunroom, Above-Ground Pool, Mature Trees, And Plenty Of Green Space For Children And Pets To Enjoy. Whether You're Hosting Summer Bbqs, Relaxing Poolside, Gardening, Or Enjoying Quiet Evenings Outdoors, This Backyard Offers The Perfect Setting For Making Lasting Memories With Family And Friends.Located Close To Schools, Parks, Recreation Centres, Shopping, Restaurants, And Scenic Walking Trails, This Home Offers The Lifestyle So Many Buyers Are Searching For. With A Welcoming Community Atmosphere And Easy Access To Everyday Amenities, This Is A Fantastic Opportunity To Own A Well-Loved Home In One Of Orangeville's Desirable Family-Oriented Neighbourhoods.

44 Madison Avenue, Orangeville

$1,179,999
5 Beds 4 Baths W13153844 MLS
Stunning 2015 Summit model with high-end craftsmanship and thoughtful design throughout. Enter through double doors into a grand foyer with ceramic tile, coat room and a dramatic wrought iron staircase. The open main level offers luxurious living - gleaming hardwood floors, formal dining room, separate living room with gas fireplace, and an elegant chef's kitchen with quartz countertops, center island, high-end stainless appliances, ceramic flooring, custom lighting and a bright breakfast area. Large oversized windows flood the home with brilliant natural light. Primary suite is a true retreat with rich hardwood floors, an extra-large window provides an abundance of natural light and a luxurious 5-piece ensuite with soaker tub & glass shower. Additional bedrooms feature hardwood floors, generous closets and abundant light. Three full bathrooms provide convenience for family and guests. Outdoor living is exceptional: fully fenced yard, no rear neighbors, and striking double decker timbered deck - perfect for entertaining and serene privacy. Beautifully finished walkout lower level adds flexible living space for relaxation or recreation. Key Features- Built 2015 by reputable builder; upgraded finishes throughout- Luxurious main-level living: hardwood & ceramic floors, formal dining, separate living room- Chef's kitchen: quartz counters, center island, high-end S/S appliances, custom lighting- Breakfast area with W/O access to a Large Sunlit Deck- Primary bedroom with large 5-pc ensuite- 3 full bathrooms- Fully finished walk-out basement- Fully fenced backyard, double-decker timbered deck, no rear neighbors- Grand foyer with ceramic tile and wrought-iron staircase This Summit model delivers "WOW" finishes at every turn - move-in ready and built for elegant everyday living.

21 Paula Court, Orangeville

$664,999
5 Beds 2 Baths W13148394 MLS
Welcome to 33 Fourth Avenue, a spacious 1,732 sq. ft. home set in a highly convenient location just steps from shopping, dining, and everyday amenities in Orangeville. This well maintained four bedroom home offers generous living space for the whole family, with thoughtful updates throughout. The carpet free main level features a bright, open concept living and dining area, complemented by an upgraded kitchen with stainless steel appliances, granite countertops, a stylish backsplash, and pot lighting. An additional oversized room on this level provides flexibility for a home office, playroom, or family room. A walkout leads to the backyard deck, and a convenient two piece powder room completes the main floor. Upstairs, you'll find four comfortable, great sized bedrooms, including a primary bedroom with a semi ensuite for added convenience. The fully finished basement adds even more versatility, currently set up as a fifth bedroom but equally suited as a spacious recreation area for relaxing or entertaining. Outside, the large driveway offers ample parking, while the fully fenced backyard provides a private outdoor space perfect for enjoying warmer months. This is a great opportunity to own a move in ready home in an extremely convenient location. Additional updates include: Water Softener (2022) Hot Water Tank (2024) Back Fence (2024) Front Deck & Fence (2024) Kitchen Granite Countertops (2020) Roof (2015)

33 Fourth Avenue, Orangeville

$769,900
3 Beds 3 Baths W13091146 MLS
Serenity Meets Modern Living! Welcome to 364 Adams Court, a lovely 3-bedroom detached home nestled on a quiet court and backing onto Conservation land. The bright and airy main floor features durable laminate flooring throughout the kitchen, living, and dining areas. The eat-in kitchen with stainless steel appliances is a true highlight, boasting a sliding door walk-out to a private deck-perfect for morning coffee while overlooking the peaceful greenery of the conservation area. Tour the upper level to find an oversized primary bedroom with large closet and loads of natural light, brand new upscale broadloom (2024) throughout the hallway and all three bedrooms, and an updated 4 pc bath with soaker tub, modern subway tile, and a convenient built-in cabinet. The fully finished lower level offers incredible potential for an in-law suite or extended family living featuring a second kitchen and a 3-piece bathroom with shower, and a good-sized recreation room with a patio door walk-out to a lower-level patio and fully fenced rear yard. Updates include Furnace 2024, Air Conditioning 2020.

364 Adams Court, Orangeville

$2,199,900
4 Beds 4 Baths W13067060 MLS
Bring your sketchbook, your contractor & your boldest ideas to transform this iconic estate into this neighbourhood's next masterpiece. Experience the timeless grandeur of one of Orangeville's most iconic homes and massive property. Admired for over 140 years, this stately .70-acre property is a rare gem nestled in the heart of downtown, offering a sprawling 164' x 187' private lot and endless possibilities. The home's quality craftsmanship is evident in every detail, from the original doors and trim to the soaring ceilings and elegant hardwood floors. The main level invites grand-scale entertaining with its expansive foyer, formal living room featuring an original fireplace, and a massive dining room with a second fireplace. Quiet retreats abound in the dedicated library, or enjoy a good read in the cozy den. A spacious kitchen offers lots of space for meal prep and a sun-filled breakfast area that opens to a private side patio. Upper-level highlights 3 bedrooms, with an open landing leading to the primary bedroom featuring a walk-in closet and 3-piece ensuite bath. A unique secondary, rear staircase to the 2nd level provides access to a self-contained guest or in-law suite, complete with its own living/dining area, kitchen, bedroom, and full bath. Outside, the park-like grounds feature mature trees, a massive yard, and a historic driveshed/storage building. This is a rare opportunity to own a piece of local history on a one-of-a-kind downtown lot.

11 Third Avenue, Orangeville

$1,311,990
4 Beds 4 Baths W12490892 MLS
Offered by the Builder. Welcome to Five Creeks by Great Gulf - where luxury, nature, and modern living come together. This brand-new Fendley Model (Elevation B) sits on a premium ravine lot with a walkout to deck, offering sweeping natural views and the rare opportunity for a walkout basement. Designed with over 2,230 sq ft of elegant living space, this 4-bedroom, 4-bath detached home showcases 9-ft ceilings, an inviting gas fireplace, and sun-filled, open-concept living areas that seamlessly connect to the outdoors. The chef-inspired kitchen boasts quartz countertops, extended cabinetry, a stainless range hood, and a bright breakfast area with a convenient walk-in pantry and walkout to the deck overlooking the ravine - perfect for family gatherings or morning coffee. Upstairs, the primary retreat features his and hers walk-in closets, a freestanding tub, glass-enclosed shower, and double-sink vanity. Each secondary bedroom offers generous space, ensuite or semi-ensuite access, and walk-in closets - ideal for growing families. Built by one of Canada's most award-winning builders, Great Gulf, this home delivers quality craftsmanship and energy efficiency at every turn: triple-pane Energy Star windows, HRV air system, 200 AMP electrical service, rough-in EV charger, and full Tarion warranty for lasting peace of mind. Experience the privacy and tranquility of ravine living in Orangeville's newest master-planned community, just minutes from schools, shopping, and major highways. Walkout, finished basement available. A rare chance to own a luxury new-build backing onto nature - where every detail enhances comfort, connection, and lifestyle.

52 Meyer Drive Unit Lot 46, Orangeville