Orangeville Real Estate | Orangeville Properties for Sale

Welcome to this wonderful 3-bedroom, 2-bathroom semi-detached home in Orangeville! Situated on an impressive large corner lot, this inviting home offers a fantastic combination of space, updates and everyday convenience! The upgraded kitchen (renovated in 2025) is sure to impress, featuring modern cupboards, built-in and stainless steel appliances, a quartz countertop, a convenient breakfast bar that's perfect for casual meals or morning coffee, and a separate dining room that provides the ideal setting for family dinners and special occasions! Also on the main floor is a convenient 2 piece powder room, and a walkout to an enclosed sunporch for added outdoor comfort! Upstairs there is the primary bedroom with a walk-in closet, and 2 addtional bedrooms, all with ceiling fans and hardwood flooring! The upstairs 5 piece bathroom was renovated in 2024 and is stunning! The lower level is finished and is currently used as a large office space and there is a laundry room and extra storage. Outside is a suburban paradise as the fully fenced yard offers privacy, gardens, a deck and a gazebo to enjoy those warm Summer evenings! The garage is an extra bonus for parking 1 vehicle or as an extra space for whatever you would like! Currently used as a personal gym! Located close to shopping, schools and public transit and other everyday conveniences within walking distance. Features include: Roof (2014), Furnace (2010), A/C (2019), Polarized Electric Air Cleaner, CVAC, most windows are newer, bathrooms renovated (2024), kitchen renovated (2025). A great opportunity for first-time buyers, families, downsizers or anyone looking for a move-in-ready home in a convenient location! Come and see all that this beautiful home has to offer!

32 Feltre Avenue, Orangeville

$618,000

5 Beds ⋅ 2 Baths ⋅ W13799692 MLS

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 .

60 William Street, Orangeville

$675,000

4 Beds ⋅ 3 Baths ⋅ W13798932 MLS

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.

12 Steven Street, Orangeville

$735,000

4 Beds ⋅ 4 Baths ⋅ W13798564 MLS

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!

68 First Street Unit 6, Orangeville

$875,000

2 Beds ⋅ 2 Baths ⋅ W13798324 MLS

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.

7 Third Avenue, Orangeville

$699,500

3 Beds ⋅ 3 Baths ⋅ W13797912 MLS

The kind of home that makes starting your next chapter feel easy...Warm, thoughtfully updated and filled with personality, this 3-bedroom, 3-bathroom townhome has all the right pieces in all the right places. Hardwood runs throughout, the foyer welcomes you with shiplap detailing, and the kitchen makes a statement with quartz waterfall counters and a full quartz backsplash. Upstairs, the primary has its own ensuite with a glass shower, while the sweetest nursery is finished with classic wainscotting, could be a great office or 3rd bedroom as well. Out back, the fully fenced yard and interlocking patio are ready for summer dinners, morning coffees, kids, dogs and everything in between... and there's still room to make it your own -The bright unfinished basement has plenty of natural light, a rough-in for a future 3-piece bath and lots of potential for whatever extra space life calls for next. Set on Orangeville's west end, close to everything you need while still having that cozy neighbourhood feel, 22 Winterton has great curb appeal, thoughtful upgrades and that hard-to-describe feeling of simply being home.

22 Winterton Court, Orangeville

$465,000

2 Beds ⋅ 2 Baths ⋅ W13793944 MLS

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.

5 Armstrong Street Unit 9, Orangeville

$313,000

W13791604 MLS

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.

50 Fourth Avenue Unit 24, Orangeville

$619,900

5 Beds ⋅ 2 Baths ⋅ W13788360 MLS

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.

41 Madison Avenue, Orangeville

$895,000

4 Beds ⋅ 3 Baths ⋅ W13786788 MLS

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.

45 Fieldgate Drive, Orangeville

$500,000

3 Beds ⋅ 1 Baths ⋅ W13785026 MLS

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.

31 Orange Mill Court Unit 31, Orangeville

$29,000

1 Baths ⋅ W13782022 MLS

Turn-Key Café & Bakery Opportunity in the Heart of Downtown Orangeville!Bring your vision to life in one of Downtown Orangeville's most sought-after locations. Situated within the historic Old Mill Hub, this beautifully maintained café and bakery space offers an exceptional opportunity for entrepreneurs looking to launch or expand their own food and beverage business.Designed for success, the space features attractive leasehold improvements, stunning display showcases, a welcoming customer area, and a fully equipped setup with the tools and equipment needed to start operating right away. Whether you're dreaming of opening a bakery, café, coffee shop, specialty dessert destination, or boutique food concept, the foundation is already in place.Benefit from excellent visibility, steady foot traffic, and a vibrant downtown community that continues to grow and attract visitors year-round. The warm, inviting atmosphere and professional build-out create the perfect environment to establish your brand and build a loyal customer following.This is a rare opportunity to secure a prime location with significant investment already completed, allowing you to focus on what matters most: bringing your passion, creativity, and business vision to life.Prime location. Beautifully finished space. Turn-key equipment. Unlimited potential.The perfect place to launch your next café or bakery venture in the heart of Orangeville.

28 Mill Street Unit 109, Orangeville

$999,900

4 Beds ⋅ 3 Baths ⋅ W13779632 MLS

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.

170 Elaine Drive, Orangeville

$649,900

4 Beds ⋅ 2 Baths ⋅ W13778954 MLS

PRESENTING 21 Ontario Street - a meticulously maintained home in a family-centric community home to mature large lots and established gardens and central to all key amenities a busy household might require. This semi-detached bungalow offers 3+1 bedrooms, 1+1 bathrooms and provides an abundance of living space and storage. Impeccably maintained home with tasteful neutral decor throughout. Main level with renovated and updated kitchen with s/s appliances, French doors lead to the bright living room bathed in natural light from the large front-facing picture window, dining room as well as private living zone with three bedrooms with hardwood flooring and new windows, and updated main 4pc bath with modern vanity. Full finished lower level echoes the sqft of the upper level, extending the functional living space this home offers with another bedroom, large rec room with built-in bar, 3pc bath and laundry. French doors lead from the main level out to the private rear yard. Pride of ownership = truly a move in ready gem!

21 Ontario Street, Orangeville

$789,900

4 Beds ⋅ 4 Baths ⋅ W13778374 MLS

At 128 Elaine Dr, you do not have to choose between a central Orangeville location, useful living space and a backyard that still feels private. This move-in ready 3+1 bedroom, 4 bathroom detached home brings all three together in a layout that works especially well for first-time buyers, downsizers and anyone looking for flexibility without taking on too much house. Large windows fill the main floor with natural light, while the living and dining area, separate family room and kitchen each have their own purpose. The kitchen has stainless steel appliances, a large island and a walkout to the deck, so daily life flows easily from inside to out. Step into the backyard and the setting changes. Mature trees and established gardens create a sense of privacy, while the fully fenced yard gives you a large deck, open lawn and a gazebo that stays. It is an easy space for summer dinners, kids, pets or simply having somewhere quiet to sit outside. Upstairs, the primary bedroom includes a walk-in closet and 4-piece ensuite, with two more bedrooms and another full bath nearby. The finished basement adds a rec room, fourth bedroom, full bathroom and laundry, giving you space for guests, work, hobbies or older kids. The attached garage has inside access and is ready for EV charging, with parking for three more vehicles in the driveway. Updates include the roof in 2019, windows from 2019 to 2025 and water softener in 2019. Close to St. Andrew and Credit Meadows Elementary Schools, parks, trails, shopping and recreation, with convenient access to downtown Orangeville, Hwy 10 and the bypass. It is a home that works well now, with enough flexibility to keep working as life changes.

128 Elaine Drive, Orangeville

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