29 John Street

Welcome to this spacious detached 4+1 bedroom, 4-bathroom home backing onto a meandering creek/conservation in the welcoming community of Orangeville! The main floor features a bright and functional kitchen with ceramic flooring, comfortable living room with a large window, 2pc bathroom and a dining room with a walkout an expansive deck, perfect for outdoor dining and entertaining. Upstairs, you'll find four good sized bedrooms, the primary featuring a 3-piece ensuite, and walk in closet and the third bedroom offering a walk-in closet as well! The finished basement provides additional living space with a 2nd kitchen, large living room with walkout to patio and lovely rear yard, an extra bedroom, and 3-piece bath, offering flexibility for extended family, guests, or a variety of lifestyle needs. Complete with an attached single-car garage, this home is conveniently located close to downtown Orangeville, shops, everyday amenities, parks, the dog park, and scenic walking trails. Don't miss out!

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.

Opportunity knocks, here is your chance to get into the market or to down size, in a well maintained and updated detached bungalow with a detached garage with hydro! Sitting on an impressive fenced 50 X 148 ft lot, walking distance to downtown, schools and rec centre. Offering 3 + 1 bedrooms and 2 bathrooms (with heated towel bars). Fully finished basement with 4th bedroom and 2pc bath. Updates include 2025 windows and doors with warranty that stays with the home for the new owners, roof 2018, A/C 2018, furnace 2019, and newer appliances including brand new BOSCH dishwasher. Hardwood floors and tile on main level. Mature fenced and landscaped yard with many perennials and mature trees. Princess Elizabeth and ODSS School District.

Welcome to 67 Carlton Drive - Orangeville's best-kept secret! Perfectly perched on a beautiful corner lot in one of Orangeville's most family-friendly neighbourhoods, this charming home welcomes you with a spacious front porch and mature trees that create instant curb appeal. Steps from schools, parks, and places of worship, it's a dream location for families and commuters alike. Parking is a breeze with space for 4 vehicles, including a single-car garage. Out back, your private oasis awaits: a patio anchored by two steel gazebos, perfect for entertaining or relaxing, plus a garden shed for extra storage.This home has been meticulously maintained and thoughtfully updated from top to bottom. Move in with total peace of mind thanks to a brand-new roof (June 2026) with a transferable warranty. Major mechanicals are all in place, with a newer furnace, A/C, and hot water tank (2019), plus updated eaves, soffits, and fascia (2019). Inside, enjoy sleek laminate flooring on the main level (2016) and a beautifully renovated kitchen (2017), complemented by an updated main bathroom (2016) and a smart thermostat for effortless comfort and efficiency. The appliance list reads like a wish list: washer (2025), dryer (2026), central vac (2026), stainless steel dishwasher (2025), and stainless steel fridge, oven, and microwave (2017) - nothing left to do but move in! Looking for even more value? The finished basement offers incredible flexibility, with in-law suite or duplex potential and room for a private entrance - ideal for multi-generational living or extra income. Don't miss this rare opportunity to own a truly turn-key home in a location that has it all!

Charming Brick Bungalow in a Prime Orangeville Location. Welcome to this well-maintained all-brick bungalow offering the perfect blend of comfort, functionality, and location. Featuring 3 spacious bedrooms and 2 full bathrooms, this home is ideal for families, downsizers, or anyone seeking convenient one-level living with additional finished space. Step inside to discover a bright and inviting main floor with a practical layout designed for everyday living. The fully finished basement provides exceptional additional living space, perfect for a family room, recreation area, home office, gym, or guest accommodations. Outside, you'll appreciate the covered carport, a handy workshop for hobbyists or DIY enthusiasts, and a separate storage shed offering plenty of room for tools, lawn equipment, and seasonal items. The private yard provides space to relax, entertain, or garden. This home is just minutes from excellent schools, beautiful parks, walking trails, shopping, restaurants, and the vibrant downtown core. Enjoy the convenience of nearby amenities while living in a welcoming, family-friendly community. *For Additional Property Details Click The Brochure Icon Below*

Awesome Potential! Solid Detached Brick Raised Bungalow on a Mature 70 x 100 Foot Lot. Needs Updating and TLC Reflected in the Price. What Great Value. This Family Home has Large L Shaped Living and Dining Room Combo. Spacious Eat-In Family Kitchen. 3 + 1 Bedrooms. Very Nice Curb Appeal. Private Treed Backyard with Large Comfortable Back Deck. Great Street in this Desirable Neighborhood. Come Take a Look.

Home Sweet Home! If the walls could talk, they would actually sing many of the songs that were played here over the years! First time offered for sale, this family home is filled with fun memories and now it is ready to welcome a new family to continue the joy! This 4 level backsplit will impress you with the open concept main floor, renovated kitchen with breakfast bar and built-in appliances, extra large primary bedroom (originally 2 bedrooms converted into 1, can be converted back), 3 more bedrooms and a 4th level family "music room" where there were many years of songs played, dancing and togetherness! An added bonus is the storage space above the garage that was used to store snowmobiles and motorcycles! The large lot is fantastic - 60 ft x 100 ft - which provides an extra long and extra wide driveway, with enough parking for 6 cars! The location is fabulous! Walking distance to 3 schools, parks, public transit and more! Recently freshly painted and 2 upstairs windows replaced! Roof was re-shingled in 2025! Hot water heater is owned and included! Furnace was replaced in 2011! All of the appliances are included! Great value for the asking price!! This home is simply awesome and you can be the next lucky owner to live in it!

Bring your vision to 90 Church Street! Set on a fantastic lot in a desirable, established Orangeville neighbourhood, this three-bedroom, three-bathroom home offers character, space and exciting potential. Arched entryways and a wood-burning fireplace bring warmth and charm, while separate living and dining areas provide room to gather. All three bedrooms are upstairs, with a finished basement offering additional living space and a crawl space providing extra storage. A water softener was newly installed in 2026, adding a valuable recent upgrade. Dated and ready for updating, this attractively priced home is an opportunity to renovate to suit your lifestyle and potentially build equity through thoughtful improvements and sweat equity. Make it your own, inside and out!

***HUGE PRICE CORRECTION OCT 23rd!!! CHARMING, RENOVATED BUNGALOW ON A GENEROUS LOT IN THE HEART OF ORANGEVILLE! Welcome to this beautifully updated, move-in-ready bungalow offering the perfect combination of comfort, convenience, and versatility! Situated on a spacious lot in a desirable in-town location, this inviting home is an excellent opportunity for first-time buyers, downsizers, investors, or anyone looking for the ease of bungalow living.Thoughtfully renovated and ready to enjoy, this property offers plenty of possibilities both inside and out. A standout feature is the detached 1.5-car garage complete with workshop space and direct backyard access-ideal for hobbyists, car enthusiasts, extra storage, or those who simply appreciate having room for their projects. LOCATION, LOCATION, LOCATION! Just minutes from Orangeville's vibrant downtown, you'll enjoy easy access to fantastic restaurants, charming cafés, boutique shops, parks, schools, recreational facilities, and everyday essentials. Discover everything that makes Orangeville such a wonderful place to call home, from its welcoming small-town atmosphere and scenic trails to its lively community events and convenient commuter access.Whether you're starting out, simplifying your lifestyle, or adding to your investment portfolio, this property delivers an appealing combination of value, flexibility, and location. RENOVATED, MOVE-IN READY, A GENEROUS LOT, AND A FANTASTIC LOCATION-THIS IS AN OPPORTUNITY WORTH A CLOSER LOOK!

Exceptional Freehold Value in South Orangeville ....With Price Improvement ......Why compromise on narrow lots or monthly condo fees when you can own a fully detached brick bungalow on a premium 50 x 109 ft lot ?.......Welcome to 26 Cardwell street -- a solid , well-maintained home offering unmatched versatility for first-time buyers, downsizers, or savvy investors. Featuring 3 spacious main-floor bedrooms with hardwood floors, bright open-concept living area, and an updated kitchen with stone countertops and walk-out access to the yard.....The fully finished lower level features a massive recreation room and flexible living spaces, offering incredible in-law suit, multiple-generational, or income-helper potential......Major capital updates are already complete: Roof (2023), Basement Windows (2023) and updated entry/patio doors......Rare wide driveway with NO SIDEWALK accommodates parking for up to 5 vehicles including the attached garage......Unbeatable location, minutes to schools, parks, shopping, hospital, and swift Hwy 10/9 commuter routes......Exceptional Value in Dufferin County..... Note: Some photos are virtually staged/concept renderings to illustrate potential layout options

Welcome to this well-maintained all-brick bungalow in a mature Orangeville neighbourhood. Offering 2+1 bedrooms, 2 bathrooms, a finished basement with separate entrance, and a spacious living room with large picture window. The detached heated garage/workshop is an exceptional feature, offering approximately 800 sq. ft. of space for a workshop, hobbies, storage, or additional parking. Situated on a 50 x 142.5 ft. lot, with a private driveway and ample parking. Conveniently located across from a school and within walking distance to parks, Tony Rose Community Centre, downtown Orangeville, shopping, restaurants and other amenities. A great opportunity for first-time buyers, downsizers or investors.

Beautiful and cozy very well kept charming detached home on a quiet cul-de-sac. Close to all major roots. Well established infrastructure in the Area. Large and fully fenced private yard with mature trees, and plenty opportunities for your family and kids! Full of lights eat-in kitchen with stainless steel appliances. The spacious combined living/dining room with walk out to a private sunroom! Three bedrooms upstairs with double closets, along with renovated modern 4-piece bathroom. Spacious finished rec room in basement, giving you additional flexible living space. In addition heating and cooling units in the living room and primary bedroom and second bedroom. Renovated with new ceiling with pot lights, 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.