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$769,900
4 Beds ⋅ 2 Baths ⋅ W13568990 MLS
Welcome to this beautifully maintained detached bungalow with an attached garage, ideally located in a highly sought-after family-friendly neighbourhood just steps from Harvey Curry Park. This spacious bungalow offers the perfect blend of comfort, style and functionality, making it an excellent choice for families, downsizers, or anyone looking for the convenience of main-floor living with additional finished space below. The bright and inviting living and dining room is filled with natural light from large windows, creating a warm and welcoming atmosphere. The well-designed kitchen features modern appliances, generous counterspace, and plenty of cabinetry for storage. The main level offers three spacious bedrooms and a full bathroom, while the fully finished basement provides even more room to enjoy with a large recreation room featuring a cozy gas fireplace, a fourth bedroom that is perfect for guests, a teenager, or an in-law suite, and a second full bathroom for added convenience. Step outside to your private, fully fenced backyard oasis complete with beautiful gardens, a garden shed, a fire pit, and a screened-in deck that is perfect for relaxing or entertaining family and friends. Conveniently located close to parks, schools, shopping, and everyday amenities, this exceptional bungalow offers everything you need in a location you will love. Do not miss your opportunity to make this beautiful property your next home!

88 Shirley 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
$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
$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
$1,349,000
4 Beds ⋅ 2 Baths ⋅ W13473022 MLS
Excellent opportunities with this well maintained and updated duplex in a great location on Broadway. Close to all amenities that Orangeville has to offer (theatre, dining, trails, parks, shopping and fine dining) Units show well. Floor plans attached. Detached oversize garage. Paved rear lot allows for ample parking. Ideal situation for home occupation with a rental unit or simply as a solid investment opportunity. Walk in basement has tons of potential. New roof in fall of 2025. Portion of rear yard is rented to neighbouring commercial business for client parking. 2 furnaces (tenants pay their own heat). Garage (24' x 34') is heated. Shared laundry in basement. Interior stairs from basement to main entry and apartments. Endless possibilities. Building will be vacant on closing so you can set your own rents.

300 A Broadway N/A, Orangeville
$689,900
3 Beds ⋅ 2 Baths ⋅ W13469532 MLS
Welcome to the beautifully freehold designed, stunning 3 bedroom townhouse with modern open concept layout. The primary suit offers walk in closet and 4 piece ensuite creating the perfect retreat at the end of the day. The main floor features hardwood floor throughput the great room, kitchen and dining area. The unfinished basement offers to be customized to suit your needs and style. An excellent opportunity for the first time buyers. The home perfectly contemporary luxury with everyday practicality. Enjoy the convenience of being close to the park, school, shopping and restaurants.

114 Parkinson Crescent, 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
$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
$685,000
2 Beds ⋅ 2 Baths ⋅ W13432322 MLS
Welcome To 17 Centre Street - A Warm, Inviting, And Beautifully Bright Condo Located In The Heart Of Orangeville. This Spacious Two-Bedroom, Two-Bathroom Unit Offers An East-Facing Layout That Fills The Open-Concept Living Space With Morning Sun. The Newer Kitchen Features A Large Island, Ample Cabinetry, And A Seamless Flow Into The Dining And Living Areas, Creating A Perfect Space For Everyday Living And Entertaining. Enjoy Direct Access To Your Own Private Terrace - Ideal For Morning Coffee, Quiet Evenings, Or Hosting Guests. With Only Five Steps To Enter The Unit, This Main-Floor Location Provides Exceptional Convenience For Retirees, Downsizers, Or Anyone Seeking Minimal Stairs Without Compromising Style Or Comfort. Just Moments From Downtown, Shops, Restaurants, And Everyday Amenities, This Condo Combines Modern Living With Unbeatable Accessibility. Bright, Comfortable, And Move-In Ready - This Is The Perfect Place To Call Home.

17 Centre Street Unit 104, 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
$470,000
2 Beds ⋅ 2 Baths ⋅ W13221718 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
$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
$494,900
3 Beds ⋅ 2 Baths ⋅ W13152514 MLS
Look no further with this beautifully maintained 3 bedroom, 2 bathroom end unit townhome with sought after 2 car tandem parking outside of your front door. The main floor showcases an open concept feel with combination living and dining room area with electric fireplace overlooking the modern desinged kitchen with west facing window offering lots of natural light and is complimented with ample cupboards and counter space, back splash and quality stainless steel appliances. Upstairs features 3 cozy bedrooms with an updated 4 piece bathroom. French door leads to a spacious finished basement with its alluring hanging fireplace, pot lights, 2 piece bath, laundry room with sink, storage room with lots of shelving that could also be used as a pantry or work shop area. Enjoy the entertaining-size front and side yard of this home making it truly unique from any other unit in the neighbourhood. Located close to all amenities and a short walk to Parkinson Centennial Public School and summer splash pad. Truly a great place to call home!

2 Parkview Drive Unit 4, Orangeville
$519,900
3 Beds ⋅ 2 Baths ⋅ W13152500 MLS
This lovely townhouse offers the perfect blend of comfort, convenience and location. With 3 spacious Bedrooms and 2 well-appointed updated bathrooms. The main floor Living room flows seamlessly into the kitchen, boasting ample cabinetry making meal prep a breeze, just off the kitchen you will find patio sliding doors that lead you to your private fenced backyard backing onto no rear neighbours! The large PrimaryBedroom features a walk in closet with plenty of space, the basement offers a finished Recreation room for extra space for the whole family to enjoy. This is one home you don't want to miss!

100 Century Drive Unit 16, 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