52 First Street

Welcome to this fantastic family home, set on a premium 60-foot lot surrounded by mature trees. The bright and well-maintained interior features a spacious living room, a separate dining area, and garden doors leading to the deck and oversized, fully fenced backyard.The renovated kitchen features granite countertops, a stylish backsplash, updated cabinetry, and black stainless steel appliances. Hardwood flooring runs throughout the main and upper levels, complemented by capped stairs, updated flooring, modern light fixtures, and pot lights.Upstairs, you'll find generously sized bedrooms and a beautifully renovated bathroom with a granite countertop. The finished lower level provides plenty of additional living space, including a large family room with an electric fireplace, a renovated three-piece bathroom, and a flexible area that could be used as a fourth bedroom, home office, or playroom. There is also plenty of storage space.Additional improvements include an updated roof, windows, interior doors, baseboards and trim, window coverings, front walkway and gardens, washer and dryer, and a water softener installed in 2023. The interior and exterior were freshly painted in 2024. Direct access from the garage to the backyard and a gas line for the BBQ add extra convenience.Located within walking distance of schools, parks, shopping, and everyday amenities, with downtown just a 10-minute walk away, this is a wonderful home in a convenient, family-friendly neighbourhood.

Welcome to 12 Maude Court, an exceptional Karleton model on a quiet cul de sac in Orangeville's popular Settlers Creek neighbourhood. This spacious 4-bedroom, 3-bathroom home has been beautifully updated and tastefully decorated, offering plenty of room for a growing or multi-generational family. The bright, open-concept main floor features new flooring, fresh paint and new baseboards, along with stylish feature walls that add warmth and character throughout. At the heart of the home is the spacious eat-in kitchen, where a large picture window overlooks the private backyard and inground pool - with the added bonus of no neighbours directly behind. Need flexible living space? A separate main-floor room can easily adapt to your lifestyle as a formal dining room, home office, craft room or even an additional bedroom. Upstairs, you'll find four generously sized bedrooms plus a charming loft/library area - a perfect spot for reading, homework or a quiet workspace. The recently updated lower level provides even more finished living space and includes a rough-in for an additional bathroom, giving you options for the future. Additional updates include a new air conditioner, making this home truly move-in ready. With its spacious layout, thoughtful updates, flexible living areas and a backyard made for summer days around the pool, 12 Maude Court is a home designed for both everyday family living and entertaining.

Nestled on a quiet, family-friendly street, this beautifully maintained Bungaloft offers the perfect blend of comfort, functionality, and lifestyle. The bright open-concept main floor features hardwood flooring, spacious principal rooms, and an updated eat-in kitchen complete with stainless steel appliances, ample cabinetry, stylish finishes, and a walk-out to the elevated deck overlooking the backyard oasis.The unique Bungaloft layout offers two generously sized bedrooms on the main floor, while the private upper-level primary retreat boasts custom built-in wardrobes, a walk-in closet, and a 3-piece ensuite. The finished walk-out basement expands the living space with a large family room, an additional bedroom ideal for guests or a home office, a full bathroom, and a spacious recreation area.Step outside to your own private resort-style backyard featuring a sparkling saltwater in-ground pool, expansive deck, mature landscaping, and no rear neighbours-creating the perfect setting for entertaining or relaxing in complete privacy.Located close to excellent schools, parks, trails, shopping, and everyday amenities, this exceptional home is ideal for growing families, professionals, or anyone seeking a move-in-ready property in one of Orangeville's most desirable neighbourhoods.

Opportunity Is Knocking! Prime premium corner location in the heart of Downtown Orangeville, zoned C5 and offering endless possibilities.This well-cared-for century home (circa 1910) showcases timeless character including exposed brick walls, original oversized trim, a stunning curved bannister, tray ceilings, and charming architectural details throughout. Enjoy a welcoming front porch, French doors off the kitchen leading to a deck, and a large screened-in porch-perfect for relaxing or entertaining.The property has been updated throughout, featuring new flooring, a new main-floor bathroom, and a brand-new boiler system. Major improvements over the years include an updated roof, vinyl windows on the main level, paved driveway and parking area, and updated window coverings.The upper floor/loft offers excellent rental or income potential, making this legal duplex a flexible option for residential, commercial, or mixed-use purposes. Dual driveways and entrances off both First Street and Third Street provide exceptional access and ample parking.Set in a highly walkable location, just steps to shops, restaurants, and downtown amenities, this property combines charm, flexibility, and convenience. If you're looking for a beautifully maintained century property with income potential, business flexibility, and a premier downtown setting, look no further.

Welcome to this exceptional 4 Bedroom, 2,000+ sq. ft. detached home, ideally located in one of Orangeville's most sought-after family neighbourhoods. Set on a quiet street close to excellent schools, parks, walking trails, shopping & everyday amenities. This beautifully maintained all-brick two-story home offers the perfect blend of space, comfort & functionality for today's growing family. From the moment you arrive, the home's impressive curb appeal & newer front entry door create a warm welcome. Inside, the spacious foyer showcases a stunning oak staircase w/elegant iron railings, setting the tone for the quality found throughout. The bright & inviting living & dining room provide an ideal space for both everyday living & entertaining. The spacious eat-in kitchen offers ample cabinetry, generous counter space, making meal preparation a breeze. One of its standout features is the walkout to the back deck, creating the perfect setting for morning coffee, summer barbecues, or relaxing evenings overlooking the private, generously sized backyard. Just off the kitchen, the cozy family room is highlighted by a charming wood-burning fireplace, offering the perfect place to gather w/family & friends. Convenient main-floor laundry room w/direct access to the double-car garage adds practicality. Upstairs, you'll find 4 generously sized bedrooms, each featuring large windows that fill the rooms w/natural light & closet space. The spacious primary suite could accommodate a king-sized bedroom set & includes a walk-in closet along w/private 4-piece ensuite. 4-piece main bath serves the remaining bedrooms, all of which feature glass-door closets & multiple windows. Finished lower level provides an expansive rec room that's perfect for a games area, home theatre, fitness space or children's playroom. With abundant storage & endless possibilities, this level offers valuable add'l living space for the entire family. This exceptional property is one you won't want to miss.

Rare redevelopment opportunity on Broadway! Attention builders, developers, and investors-this expansive 99.77 ft x 295.74 ft lot (approximately 0.682 acres) offers exceptional potential in one of Orangeville's most sought-after locations. Situated on prestigious Broadway, just minutes from downtown, this prime property is ideally suited for a tear-down and redevelopment project. Buyers are responsible for completing their own due diligence regarding zoning and permitted uses. The property features a 1,357 sq. ft. dwelling, a massive 6-car detached garage with workshop, a circular driveway, and parking for 10+ vehicles, with the true value found in the land and its outstanding redevelopment potential. This property may be purchased separately or together with 290 Broadway, creating an even larger development opportunity in the heart of Orangeville.

Welcome to this beautifully appointed all-brick detached home, ideally situated in a desirable family friendly neighborhood and offering a thoughtfully designed layout with exceptional functionality throughout. The main level welcomes you with a spacious open-concept living and dining area featuring recessed lighting and stylish updated laminate flooring. The inviting family room boasts a cozy gas fireplace and flows seamlessly into the beautifully updated kitchen, showcasing updated cabinetry and a custom backsplash, a great layout, and an abundance of workspace-perfect for everyday living and entertaining. A convenient walk-out provides direct access to the gorgeous backyard, creating an effortless indoor-outdoor connection. The upper level offers three generously sized bedrooms, thoughtfully designed utilizing excellent use of every square foot. The spacious primary retreat features a walk-in closet and a beautifully updated 4 piece ensuite, providing a comfortable private escape. The mostly finished basement adds valuable living space with a large recreation room, a fourth bedroom roughed-in bathroom, and ample closet storage offering excellent potential for a growing family, guests, or additional entertainment space. Set in a fantastic neighborhood with convenient commuter access, this home combines timeless all-brick curb appeal, thoughtful updates, generous room sizes, and versatile living space. A wonderful opportunity to move into a well-maintained and thoughtfully updated home with room to grow and enjoy for years to come.

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.

Welcome to this exceptional two-storey residence on a large, fully fenced corner lot in a highly desirable neighbourhood close to excellent schools and shopping. Soaring cathedral ceilings create an open, light-filled main level perfect for modern living and entertaining. The chef inspired eat in kitchen offers sparkling views of the in ground pool and features an extra large built-in refrigerator and freezer, gas range, and ample counter/prep space. A separate large dining room is ideal for gatherings. The expansive family room centers on a gas fireplace flanked by custom built-in bookcases. Upstairs you'll find three incredibly spacious bedrooms. The primary suite includes a luxurious four piece ensuite and generous walk-in closet. A double car garage plus driveway parking for four vehicles provides exceptional convenience. For complete peace of mind, a built-in Generac gas generator powers the entire home indefinitely during any prolonged or massive power outage. This rare combination of thoughtful design, private outdoor oasis, desirable location, and reliable whole home backup power is ready for its next owners .House Roof - 2023Generator hardwired to house - 2024Shed Roof - 2026

Welcome to this well-maintained 4 level open concept backsplit, lovingly cared for by its original owners for 23 years in Orangeville's sought after west end. Located on a quiet street in an established neighbourhood, this spacious home offers a functional layout, generous living space and numerous updates. The bright main level features a spacious living room with ceramic flooring, large window and electric fireplace, flowing into the dining area and kitchen with generous cabinetry, breakfast bar and sliding glass doors leading to the deck and private rear yard. The dining area overlooks the large lower family room, creating an open and connected feel. The lower level offers a generous family room with laminate flooring, natural gas fireplace and a bright walkout to the newer fully fenced backyard. Mature fruit trees provide shade and a great setting for outdoor entertaining. Convenient main-floor laundry with cabinetry is combined with a 3-piece bathroom. Upstairs you'll find three bedrooms, including a spacious primary with 4-piece ensuite and walk-in closet. A second 4 piece bathroom serves the additional bedrooms. Both bathrooms feature upgraded sinks and painted vanities (2020). The finished basement provides additional living space with a rec room, built in storage, large multipurpose room and access to a sizeable cold cellar. The utility room includes a sink and built-in shelving. Enjoy the convenience of an attached 2-car garage, driveway parking and a private fenced yard. Updates include furnace (2025), windows (2016, excluding basement), glass doors (2021) and shingles (2018). Ideally located close to schools, shopping, recreation centre, parks, trails and public transit. A fantastic opportunity to own a spacious, well-maintained original owner home in a convenient location.

Come check out this gorgeous detached home in one of Orangeville's most sought-after, family-friendly neighbourhoods. As you enter, the open-concept main floor boasts a spacious 2,036 sq ft layout, per mpac, featuring a large living and dining area with gleaming hardwood floors, coffered ceilings, and potlights. The chef's kitchen features upgraded cabinets, countertops, a central island, and a large undermounted sink. The main floor also features a versatile den/office area. Upstairs, you'll find three spacious bedrooms, including the primary bedroom that features a spa-like ensuite and a freestanding tub. Convenient upstairs laundry makes it functional for your daily living. Outside, a fully fenced backyard with an interlocked patio and shed is perfect for kids or entertaining. Plus, an extended driveway provides ample parking. Close to schools, parks, and many local amenities. Pride of ownership shines through this home, clean, well-maintained and move-in ready.

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.

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.

*LEGAL BASEMENT*Welcome to 19 Cardwell Street a beautifully maintained bungalow nestled in one of Orangeville's most family-friendly neighbourhood.Step inside to a bright, open-concept living and dining area filled with natural light, offering a warm and functional space for everyday living and effortless entertaining. The well-appointed kitchen walks out directly to a mature, private backyard a peaceful retreat perfect for summer barbecues, gardening, or unwinding after a long day.The main floor features three spacious bedrooms with plenty of closet space, while the legal finished basement adds two additional bedrooms and significantly expands the home's living potential. Whether you're looking for extra space for a growing family, multi-generational living, or added income potential, this setup offers incredible flexibility. With three bathrooms throughout the home, comfort and convenience are built in for the whole household. Outside, the location is hard to beat. You're steps from Every Kids Park, situated on a school bus route, and just minutes from the Highway bypass, making daily commuting simple and convenient. Shopping, dining, schools, parks, and all of Orangeville's downtown charm are close at hand.Whether you're a first-time buyer, a growing family, or a savvy investor, 19 Cardwell Street delivers outstanding value with the added benefit of a legal basement in a location that truly has it all.Don't miss this one book your private showing today.

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.

Welcome to 108 Glengarry Road - this beautiful home is situated in an desirable location, just steps away from the recreation centre, vibrant shops, local restaurants, and schools, and easy access to major highways for commuting. From the welcoming front porch, you can step inside to a spacious foyer featuring direct access to the attached garage & main floor powder room. Follow through to a bright, modern kitchen with ample storage, quartz counters, tile floor. Picture yourself relaxing or entertaining guests in an inviting living and dining room highlighted by pristine new hardwood flooring. The kitchen offers a seamless walkout to a large deck with stairs taking you down to a fully fenced rear yard, perfect for outdoor entertaining amidst a beautiful mature lot adorned with large shade trees and lovely perennial gardens. Upstairs, the Primary suite serves as a tranquil retreat complete with a walk-in closet, new broadloom and a luxurious 4-piece ensuite bath featuring a relaxing soaker tub. Bedrooms 2 & 3 are also complete with new broadloom, with hall access to the main bath and large linen closet. Downstairs offers a fully finished walkout basement with bright L-shaped recreation room, sliding doors to the lower patio, separate laundry room, cold cellar and utility room with high-efficiency furnace installed in 2025. No more vehicle shuffling, there is an expansive driveway with ample parking for three cars. This property truly offers everything you need for comfortable modern living!

This gorgeous 3-bedroom, 2.5-bath home, complete with a private backyard oasis and no neighbours behind, is as turnkey as it gets! Spacious renovated country kitchen with quartz countertops & backsplash, walkout to stunning two-level composite deck completed in 2026, with amazing views and entertainer's dream backyard . Large primary bedroom with W/I closet & 4-pc ensuite. Finished basement with pot lights offers flexible space for entertaining, a home office or additional bedroom. No need to worry about parking! Parking for 4 vehicles, 3 on the driveway plus 1 in the garage. The spacious driveway can accommodate 2 full-size pickup trucks side by side, plus another vehicle!Pride of ownership is captured in this rare gem. The exceptional craftsmanship and meticulous attention to detail reflects the owner's high standards, shaped by over a decade of experience in the home-building industry. This home has seen significant upgrades throughout, including newer appliances, windows & doors, roof and attic insulation, a renovated kitchen with quartz countertops & backsplash, vinyl flooring throughout the main level, furnace & A/C, water softener, and owned water heater. **Over $150k in improvements** Too many upgrades to list, please see attached list for full scope with dates. Located in most desirable area of Orangeville in a family-friendly neighbourhood, this home is just steps from scenic trails, parks, shopping, and within walking distance to the hospital. Offering quick access to Highways 9 and 10, as well as nearby transit options.This is a must see property! Be prepared to fall in love. *Bonus: No Rental Items*