Welcome to this unique and beautifully designed 3-storey townhouse at 68 First Street in the heart of Orangeville! Offering an exceptional layout with 3+1 spacious bedrooms, 4 bathrooms and multiple living areas, this home perfectly blends modern style, comfort and functionality. The bright open-concept design features soaring and mixed-height ceilings, oversized windows that fill the home with natural light, and a spacious living area with a walkout to a private balcony-perfect for relaxing or entertaining. Two bathrooms feature elegant standalone bathtubs, adding a touch of luxury. The finished lower level offers additional living space with its own private entrance, providing excellent potential for an in-law suite, home office or extended family living. Enjoy the convenience of a private backyard, abundant storage and an attached garage with remote opener. Ideally situated close to vibrant Downtown Orangeville, shopping, restaurants, major banks and everyday amenities. A fantastic opportunity to own a spacious and versatile home in a highly convenient Orangeville location!More details
Enjoy exceptional in-town living, timeless character and thoughtful updates in this charming century bungalow. Located on a beautiful, mature tree-lined street, this lovingly maintained home is just a short stroll from downtown shops, cafes, restaurants, the theatre and everyday amenities. The impressive 54x188 ft property is a standout, offering a deep, private backyard framed by mature trees and perennial gardens, a generous patio for outdoor entertaining, and the added convenience of rear lane access. Inside, over 1600 sq ft of living space offers a welcoming blend of classic charm and comfortable functionality. The bright sunroom creates a warm first impression & the perfect reading nook or cozy cloakroom. Enter into the spacious great room with gas fireplace, wide baseboards & large windows with deep sills, all providing rich character to this living space. A separate family room provides a relaxing space to gather & unwind. At the rear of the home, the updated kitchen features quartz counters, glass-front cabinetry, a dedicated coffee nook/butler's pantry and corner sink with beautiful corner windows. The dining room enjoys a lovely view of the back gardens and patio. The spacious primary bedroom offers built-in storage and beautiful corner windows, while the 2nd bedroom is complemented by a large window & closet. A 3rd bedroom could easily be added by converting the sitting room at the front of the home. Rear laundry/mudroom provides convenient access to the yard. Pride of ownership is evident throughout, with numerous updates and improvements that offer peace of mind, listed in the attached Feature Sheet. A special opportunity to enjoy the character and warmth of a century home, privacy of an oversized backyard, and convenience of a walkable downtown location, all in a home that has been exceptionally cared for.More details
This is a 2 Story Legal Non Confirming duplex with a Detached 24 X 30 Garage/Workshop and two Huge Fenced Yards . Options-- as an investment property with 3 incomes from the two residential units plus the workshop. --or live in one with terrific supplemental mortgage income from the other unit plus the workshop .--as above but make plans for a garden suite on the large lot for a fourth income ! The house has a main level 3 bedroom unit with a good sized living room and a Eat-In Kitchen With Walk Out To the Deck onto one of the back yards . The upper unit has two separate entrances. two bedrooms, living room combined with the kitchen and a decent sized office area that could be used as another bedroom. Laminate And Hardwood Floors Throughout The House. Each unit has separate gas and hydro service. The workshop has a Overhead Door and 10ft height inside insulated, a raised storage area and again separate hydro . Competively priced and worth seeing .More details
Incredible Investment Opportunity...This Legal registered 2 unit semi-detached, raised bungalow offers 2 bright, spacious, fully self contained, above grade apartments. Ideal for multi-generational living...enjoying rental income while occupying your own private space.... or investment. Tucked away on a quiet court the property features a wide driveway, a charming front porch as well as a new upgraded garage door (AGDO). A convenient shared common area provides separate access to both units, added storage and direct garage entry leading to the shared laundry room. The Ground level apartment is inviting and completely renovated 6 years ago. It showcases an open concept living, dining and kitchen area with updated laminate flooring through-out and a generous 3-pc bath. A large glass sliding door leads to the fenced back yard complete with shed. The upper 3 bedroom apartment has enjoyed a series of quality upgrades including an updated bathroom with stylish quartz top vanity and a complete new shower install. Freshly painted through-out this unit features an eat-in kitchen with updated cabinetry and backsplash, large open living/dining area with picture window. The primary bedroom has walk in closet as well as a 2 piece ensuite. 2 additional nicely sized bedrooms with over sized vinyl windows complete the upper level. Main Level common Laundry (off Garage) is equipped with high efficiency gas furnace and air conditioning (2026) water softener and new washer and dryer.More details
Welcome to this beautifully laid out 2-bedroom, 2 bathroom stacked condo townhouse in the heart of Orangeville. Perfectly positioned just steps from Broadway, you can enjoy the convenience of being close to local restaurants, boutique shops, the Farmers' Market, Blues & Jazz Festival, and all the charm and energy of downtown Orangeville. The main floor offers a bright and inviting open-concept layout with an abundance of natural light. The functional kitchen features stainless steel appliances and flows seamlessly into the living and dining area, creating a comfortable space for everyday living and entertaining. Step out from the kitchen to your private balcony overlooking the beautiful courtyard, an ideal spot for morning coffee, fresh air, or a quiet moment at the end of the day. A convenient 2-piece bathroom, stackable washer and dryer, and thoughtful layout complete the main level.Upstairs, the spacious primary bedroom features a walk-in closet and generous window, creating a comfortable and peaceful retreat. The second bedroom is also well-sized and includes a double closet, making it perfect for guests, a child's room, home office, or hobby space. A 4-piece bathroom completes the upper level. A wonderful opportunity for first-time buyers, empty-nesters, or investors seeking a stylish, low-maintenance home in a highly walkable downtown location.More details
Exceptional opportunity to own and operate a well-established 241 Pizza franchise located at 50 Fourth Avenue, Orangeville, within a high-traffic retail plaza anchored by major brands and surrounded by thriving residential communities. This 1,000 sq. ft. unit enjoys excellent visibility, easy access, and ample parking, making it ideal for both walk-in and delivery-driven business. Operating successfully since 1992, this location has built strong local goodwill and consistent sales.All 241 Pizza locations, including this one, also host a WTF Wings Ghost Kitchen offering 2X lon Uber Eats, DoorDash, and SkipTheDishes which means double the digital exposure and significantly higher delivery potential. The store is fully equipped, clean, and turnkey ready, allowing a new owner to step in and continue operations immediately.Current rent is $2,800/month inclusive of TMI, with a 5-year lease remaining and an option to negotiate a fresh new term, offering flexibility and long-term stability. Orangeville's ongoing growth, with expanding residential neighbourhoods and strong community engagement, ensures steady demand for fast-casual dining and takeout services.Ideal for both experienced restaurateurs and new entrepreneurs seeking a reliable franchise with low overhead, established branding, and multiple digital revenue streams. Don't miss this rare chance to acquire a trusted franchise in a prime, high-visibility plaza a proven performer with strong local roots and future growth potential.More details
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.More details
Welcome to this breathtaking countryside estate, a true gem set on 28 acres of picturesque land. This stunning property boasts mature trees, meticulously designed perennial gardens, and views of rolling hills. Offering 4,963 square feet of above-grade living space, plus a fully finished walkout basement, this luxurious home is designed for both entertaining and everyday comfort. Step inside to find 9 spacious bedrooms and 7 bathrooms, ensuring ample space for family and guests. The primary suite is a true retreat, complete with its own private balcony, a sunlit sitting room with panoramic windows, spacious walk-in closet, and a 5-piece ensuite. The main level showcases multiple walkouts to an expansive deck, where you will find a beautifully landscaped inground pool, surrounded by stone and lush gardens. Enjoy the serene surroundings from the charming gazebo, an ideal spot for relaxation. At the heart of the home, the large eat-in kitchen is a chefs dream, complete with a central island and an open-concept layout ideal for both everyday dining and entertaining. Additionally, the home includes a separate entrance to the second storey, which could serve as a nanny or in-law suite, providing added privacy and flexibility for extended family and guests. This estate is as practical as it is beautiful, featuring a triple-car garage, a cedar shingle roof, and an energy-efficient geothermal heating and cooling system. A carriage barn on the property adds character and offers additional storage or potential for various uses. Offering the perfect blend of luxury, comfort, and natural beauty, this extraordinary estate invites you to embrace the tranquility of country living. Do not miss your opportunity to make this exceptional home your own!More details
Welcome to this great semi-detached bungalow perfect for first-time buyers, down-sizers or anyone looking to add their own personal touches, this home offers outstanding value in a family-friendly neighbourhood just steps to public and Catholic schools, shopping, public transit and convenient access to the bypass for an easy commute.The welcoming tile foyer leads into an updated eat-in kitchen featuring maple cabinetry, ceramic tile flooring, a stylish tile backsplash, gas stove, pot lighting, generous cupboard space and a walk-out to the side yard. Updated luxury vinyl flooring flows through the open living and dining area, where a large picture window fills the space with natural light.The updated main bathroom offers a modern walk-in glass shower, while the spacious primary bedroom overlooks the private, low-maintenance backyard with no rear neighbours and a large custom-built shed for additional storage.The finished lower level provides exceptional flexibility with a comfortable recreation room, two additional bedrooms with large windows, one featuring built-in storage, and a convenient four-piece ensuite with a jet tub (sold as is). A generous laundry, utility and storage area completes the lower level.Situated on a private 30 x 150 foot deep lot, this 3+2 bedroom, 2-bathroom home offers plenty of space for growing families, or those looking for room to work, relax and entertain-all in a convenient location close to everyday amenities.More details
Welcome to your next chapter in the heart of Orangeville! This stylish 3-bedroom condo townhouse is the perfect blend of comfort, function, and modern living-ideal for first-time buyers ready to level up. Step inside to a bright, open-concept main floor featuring sleek laminate flooring and contemporary finishes throughout. The kitchen is designed for both everyday living and entertaining, complete with a breakfast bar and a seamless flow overlooking the dining and living areas-perfect for hosting friends or keeping an eye on everything while you cook. Upstairs, you'll find three spacious bedrooms with plenty of room to grow-whether that means a home office, guest space, or future family plans. Downstairs, the cozy basement is your go-to spot for movie nights, game days, or just unwinding after a long day. But the real vibe? Your private backyard oasis. A low-maintenance flagstone patio makes entertaining effortless-think summer BBQs, morning coffee, or evening hangouts under the stars. You're just minutes from everything that makes Orangeville such a great place to live-shops, restaurants, parks, and easy access to commuting routes. Spend weekends exploring trails, grabbing coffee downtown, or enjoying the charm of this growing community. Whether you're stepping into homeownership or looking for a smart move-up, this home checks all the boxes: modern, functional, and perfectly located. Don't miss your chance to make it yours.More details
Made for busy family life and the moments in between, this beautifully finished home offers plenty of space to gather, unwind and make yourself at home. The open-concept main floor is bright and inviting, with a living room centred around an electric fireplace and shiplap feature wall. In the kitchen, two-tone cabinetry pairs crisp white uppers with rich blue lowers, accented by gold hardware, quartz countertops, under-cabinet lighting and a matte black double undermount sink. Stainless steel appliances and a walk-in pantry keep the space as practical as it is stylish, while the adjoining dining area walks out to the deck for an easy connection to outdoor living. Upstairs, four generous bedrooms include a spacious primary retreat with two closets and a beautifully finished ensuite featuring a freestanding tub and private water closet. An upper-level laundry room adds everyday convenience right where you need it. Downstairs, the finished basement gives everyone a little more room to spread out, with a large rec room ready for movie nights, games, billiards or whatever suits your family. Outside, the multi-level deck offers separate spaces for dining and lounging, while the covered hot tub makes relaxing outdoors a year-round option. The fully fenced yard completes the space. Set in a sought-after family-friendly neighbourhood just steps from parks and walking trails, this is a home that brings together style, function and plenty of room to enjoy it all.More details
The backyard is where this one separates itself. Off the kitchen's garden doors, it boasts armour stone, interlock patio, a cedar pergola on stone piers, a shaded gazebo set on concrete footings, and deep perennial beds and ornamental grasses against a fully fenced corner lot - all of it done between 2013 and 2015 and well grown in since. Inside, this 2011 two-storey has been kept current. New laminate and tile went through the main level in 2025. The kitchen has cream shaker cabinetry, subway tile backsplash (2021), stainless appliances and a breakfast bar peninsula, and it opens to a dining area in a bright bay with garden doors to the patio. The tiled foyer and front living room carry panelled wainscoting. Upstairs, an open landing overlooks the main floor, and the primary bedroom has a five-piece ensuite with a corner soaker tub, separate glass shower and double vanity, alongside two more bedrooms and a four-piece bath. The lower level, finished by the owners in 2015, is the other surprise: a rec room under pot lights and a custom barn board bar with a live edge top and lit display niches, plus a fourth bedroom, a three-piece rough-in and cold storage under the front porch. Attached two-car garage with doors and frames replaced in 2025, and parking for four more in the drive. Recent work includes the furnace and air conditioning (2026), hot water heater (2024, rental), garage doors (2025), main floor flooring and tile (2025), kitchen backsplash (2021), and water softener and reverse osmosis system (2012). Forced air gas, central air, 100 amp copper wiring, central vac and HRV rough-ins. Nothing is excluded - the appliances, washer and dryer, workbench and garden shed all stay.More details
Data was last updated September 17, 2026 at 07:15 PM (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.