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 an
50 pictures
Updated
House
$ 749,900
$ 789,900
5%
viewed
Dufferin, Ontario
GardenDeck
1 day + 11 hours ago
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,
Shops, Schools, Parks, and Groceries. This Townhouse is the Ideal Blend of Luxury and Convenience! Excellent Location & Opportunity This att/row/townhouse home located at 68 First Street, Orangeville is currently for sale and has been available on Zolo. Ca for 32 days. This property is listed at $625,000 with an estimated mortgage of $2,300. Per month. It has 3 beds, 3 bathrooms, and is 1500-2000 square feet. 68 First Street, Orangeville is in the Orangeville neighborhood Orangeville. Rural Mono, Rural East Garafraxa and Rural Amaranth are nearby neighborhoods
2 pictures
Condo
$ 405,000
viewed
Dufferin, Ontario
2 Bedrooms
2 Bathrooms
600 sq.ft
Parking
4 days + 11 hours ago
Renovated with unique brick feature wall. New appliances (fridge, stove and microwave). Laundry facilities available in building (coin operated) common area. Guest parking and 1 exclusive parking spot. Condo fees include: heat, water building insurance, common areas and building insurance. This condo apartment home located at 65 First Street, Orangeville is currently for sale and has been available on Zolo. Ca for 1 day. This property is listed at $405,000 with an estimated mortgage of $1,491. Per month. It has 2 beds, 1 bathroom, and is 500-599 square feet. 65 First Street, Orangeville is in the Orangeville neighborhood Orangeville. Rural Mono, Rural East Garafraxa and Rural Amaranth are nearby neighborhoods
9 pictures
Condo
$ 599,999
$ 607,500
1%
viewed
Dufferin, Ontario
2 Bedrooms
2 Bathrooms
900 sq.ft
Patio
4 days + 11 hours ago
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 amp
47 pictures
House
$ 1,149,900
viewed
Dufferin, Ontario
GardenOffice roomFireplaceDeck
5 days + 11 hours ago
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 recre
8 pictures
House
$ 2,199,900
viewed
Dufferin, Ontario
6 Bedrooms
6 Bathrooms
3,500 sq.ft
PatioFireplace
6 days + 11 hours ago
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
26 pictures
Commercial
$ 349,000
viewed
Dufferin, Ontario
Patio
6 days + 11 hours ago
The fully equipped professional kitchen, along with meticulously maintained furnishings and dining appointments, make this a seamless opportunity for an ambitious restaurateur or investor. Bring your vision to life and elevate an already thriving operation to the next level! (Id: 27)
35 pictures
House
$ 769,900
viewed
Dufferin, Ontario
Patio
1 week + 11 hours ago
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
42 pictures
House
$ 749,900
viewed
Dufferin, Ontario
FireplaceGymCellar
1 week + 4 days ago
The bright and welcoming main floor offers plenty of space for everyday family life and entertaining, with a stylish updated kitchen featuring quartz countertops with a waterfall edge, modern cabinetry and updated appliances. Fresh luxury vinyl flooring carries through the home, giving it a clean, contemporary feel. Upstairs, the primary bedroom is a cozy retreat of its own, complete with a fireplace, beautiful ensuite and generous closet space. Two additional bedrooms and three bathrooms throughout the home make this a great fit for families, first-time buyers or anyone looking for a move-in-ready home with room to grow. And there's more downstairs! The fully finished basement adds valuable extra living space for movie nights, a playroom, home gym or office
8 pictures
Condo
$ 330,000
viewed
Dufferin, Ontario
Parking
2 weeks + 5 days ago
Recent upgrades include luxury vinyl plank flooring throughout, modern pot lights, and a beautifully updated 4-piece bathroom. The renovated kitchen showcases new cabinetry, quartz countertops, and stainless steel appliances, offering both style and functionality. Enjoy a generously sized bedroom along with the convenience of in-suite laundry. Ample visitor parking is available along the building. Centrally located in Orangeville, within walking distance to the downtown core, shopping, restaurants, and more. A must-see opportunity offering comfort, convenience, and strong value. This condo apartment home located at 70 First Street, Orangeville is currently for sale and has been available on Zolo. Ca for 1 day. This property is listed at $330,
41 pictures
House
$ 625,000
viewed
Dufferin, Ontario
BalconyDeck
Aug 26, 2026
Shops, Schools, Parks, and Groceries. This Townhouse is the Ideal Blend of Luxury and Convenience! Excellent Location & Opportunity (id: 27)
35 pictures
House
$ 984,900
viewed
Dufferin, Ontario
FireplaceParking
Aug 23, 2026
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
3 pictures
Commercial
$ 379,900
viewed
Dufferin, Ontario
Parking
Aug 12, 2026
Well-Suited For Owner-Operators Or Investors Looking To Benefit From Orangeville Vibrant And Diverse Market. Exceptional Opportunity To Acquire A Successful Business In A Prime Area, Excellent Location In A Busy Plaza With Very High Traffic, Surrounded By Major National Retailers In
23 pictures
Condo
$ 513,130
viewed
Dufferin, Ontario
BalconyParking
Aug 08, 2026
Features include an open-concept kitchen and living area, ensuite laundry, a 4-piece bathroom, and a private balcony with quality finishes throughout. Conveniently located just steps to parks, shopping, restaurants, public transit, and all essential amenities. (Id: 27)
22 pictures
House
$ 625,000
viewed
Dufferin, Ontario
BalconyDeck
Jul 25, 2026
Shops, Schools, Parks, and Groceries. This Townhouse is the Ideal Blend of Luxury and Convenience! Excellent Location & Opportunity (id: 27)
47 pictures
House
$ 1,099,000
viewed
Dufferin, Ontario
Garden
Jul 21, 2026
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 conne
29 pictures
House
$ 689,900
viewed
Dufferin, Ontario
GardenParking
Jul 19, 2026
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 b
30 pictures
Commercial
$ 199,999
viewed
Dufferin, Ontario
Jul 16, 2026
Location. Near and just beside Orangeville Hospital, in a busy plaza with medical shops, a great neighbourhood with stable income, and a super turnkey opportunity. Exceptional opportunity to acquire a successful, turnkey shawarma restaurant in one of Orangeville's busiest retail plazas. Located at 50 Rolling Hills Drive, Unit 8, this established business offers a fully equipped commercial kitchen, an efficient operating layout, and a strong foundation for continued success. Positioned in a high-visibility, high-traffic location surrounded by growing residential communities, schools, and complementary businesses, the restaurant enjoys consistent customer traffic and excellent exposure. The business is well suited for an owner-operator, family business, or investor looking to capitalize on the continued demand for quality quick-service dining. An attractive lease is in place, with significant upside potential to increase revenue through expanded operating hours, onlin
37 pictures
House
$ 897,900
viewed
Dufferin, Ontario
GardenFireplaceDeck
Jul 16, 2026
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
41 pictures
House
$ 1,100,000
viewed
Dufferin, Ontario
GardenFireplaceCellar
Jul 11, 2026
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 signi
41 pictures
House
$ 1,100,000
viewed
Dufferin, Ontario
GardenFireplaceCellar
Jul 11, 2026
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 signi
35 pictures
House
$ 984,900
viewed
Dufferin, Ontario
FireplaceParking
Jul 11, 2026
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
35 pictures
House
$ 879,000
viewed
Dufferin, Ontario
Jul 09, 2026
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 g
23 pictures
Land
$ 599,900
viewed
Dufferin, Ontario
Jun 23, 2026
Just minutes to Orangeville amenities, schools, shops, restaurants, trails, and commuter routes, this exceptional property presents a rare chance to build your dream home in an established estate neighbourhood. Opportunities like this are truly few and far between. (Id: 27)
7 pictures
Commercial
Request Details
viewed
Dufferin, Ontario
Office room
Jun 21, 2026
Other prominent businesses in the plaza include dentistry, medical offices, Domino's, restaurants, a day care center, and many more. A wide range of permitted retail and commercial uses are available, subject to municipal requirements. The unit was previously occupied as a restaurant and features completed leasehold improvements, making it well-suited for restaurant or food-service operations. Existing restaurant equipment may be available for purchase separately, subject to terms and conditions. The space may also be adapted to accommodate other permitted uses. Located in a thriving commercial corridor with strong exposure and growing residential density. Buyer to verify zoning, permitted uses, measurements, and all information independently. (Id: 27)
49 pictures
House
$ 2,199,900
viewed
Dufferin, Ontario
PatioFireplace
Jun 21, 2026
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
40 pictures
House
$ 745,000
viewed
Dufferin, Ontario
ParkingCellar
Jun 20, 2026
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
29 pictures
Condo
$ 524,900
viewed
Dufferin, Ontario
Balcony
Jun 12, 2026
Step inside to discover a bright & inviting open-concept living/dining area designed for both comfort & functionality. Large windows fill the space w/natural light, while a walkout leads to your private covered balcony, the perfect place to relax, or enjoy summer barbecues while taking in the panoramic views. The kitchen offers ample cupboard & counter space & is equipped with stainless steel appliances, making meal preparation both convenient & enjoyable. The thoughtful layout flows seamlessly into the main living space, creating an ideal setting for everyday living & entertaining. Both bedrooms
19 pictures
Land
$ 1,399,000
viewed
Dufferin, Ontario
May 16, 2026
Whether you are investing or developing, this prime location presents endless potential in a thriving area
