44 Madison Avenue
Orangeville, Orangeville, L9W 1S3
FOR SALE
$718,000
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3 + 1
BEDROOMS 2
BATHROOMS 1
KITCHENS 10
ROOMS W13206198
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Property Description
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.
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Property Features
Fenced Yard, Park, Place Of Worship, Public Transit, School, Greenbelt/Conservation, Storage, Water Heater, Carpet Free, Water Softener
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Property Details
Address
44 Madison Avenue
Community
City
Postal Code
L9W 1S3
Property Type
Detached, Detached
Lot Size
50' x 113'
Taxes
$5,190 (2025
Basement
Finished with Walk-Out
Exterior
Deck, Patio
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Pool
Above Ground
Parking Spaces
4
Garage Type
Attached
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Listing contracted with Exp Realty
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!
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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!
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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*
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Spacious. Versatile. Connected. Welcome to 27 Rustic Street in the heart of Orangeville-a beautifully maintained 3-level side split offering exceptional space, flexibility, and lifestyle. Ideally located within walking distance to schools and parks, and just minutes to shopping, recreation facilities, and downtown, this home also provides convenient access to Highways 9 and 10 for an easy commute.This thoughtfully designed home features 4 bedrooms and multiple living areas, ideal for growing families or multi-generational living. The garage has been converted to expand the main living space, creating an oversized living room along with a functional laundry/mudroom offering direct access to the backyard.The kitchen is well-appointed with stainless steel appliances, including a gas stove, and flows seamlessly into the dining area with a walk-out to the backyard deck-perfect for everyday living and entertaining.Upstairs, the primary suite has been reconfigured from two bedrooms into a spacious retreat complete with his and hers closets.The lower level offers excellent in-law potential with a separate entrance, two additional bedrooms, a 3-piece bathroom, and a laundry hookup. A second lower level with approximately 5-foot ceilings provides additional versatile space for storage or future use.Set on a fully fenced lot, the backyard is designed for both function and enjoyment. A fantastic opportunity to own a versatile home in a family-friendly community, offering both comfort and convenience in one of Orangeville's most desirable locations.
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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.
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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.
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CHARMING CENTURY HOME STEPS FROM DOWNTOWN ORANGEVILLE! Full of character and warmth, this 2-bedroom, 1-bathroom home offers a wonderful opportunity for first-time buyers, downsizers, or investors in a fantastic central location. Built in 1890, this inviting century home blends small-town charm with everyday convenience, just steps from downtown Orangeville's shops, restaurants, cafés, parks, and amenities, while also offering quick access to the bypass for commuting. Inside, the home has a cozy and welcoming feel, with comfortable living spaces and the charm you would expect from an older Orangeville property. The kitchen offers great everyday function, while the two bedrooms provide flexibility for a small family, couple, home office setup, or investment use. The backyard is a true highlight, offering a large, fully fenced, private, and tranquil outdoor space surrounded by mature trees. Enjoy the lovely perennial garden, relax on the new deck, or gather with family and friends under the gazebo. With plenty of room to enjoy the outdoors, this property offers a peaceful retreat right in the heart of town. A private driveway and separate garage provide added convenience, storage, and functionality. Whether you are looking to enter the market, add to your investment portfolio, or enjoy a character-filled home in a walkable Orangeville location, this is a wonderful opportunity not to be missed. See Additional Photos for Video Tour!
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