44 Madison Avenue

FOR SALE
$749,000
44 Madison Avenue, Orangeville
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
44 Madison Avenue
Browsing Limit Reached
Please Register for Unlimited Access
3 + 1
BEDROOMS
2
BATHROOMS
1
KITCHENS
10
ROOMS
W13206198
MLSID
Contact Us
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.
Property Features
Fenced Yard, Park, Place Of Worship, Public Transit, School, Greenbelt/Conservation, Storage, Water Heater, Carpet Free, Water Softener
Property Details
Address
44 Madison Avenue
Community
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
Listing contracted with Exp Realty
Similar Listings
30 Parkview Drive, Orangeville
2+2
BEDS
2
BATHS
$725,000
FOR SALE
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 ever 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 truly 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 to one, can be converted back), 3 more bedrooms and a 4th level family "music room"! An added bonus is the storage space above the garage that was used to store snowmobiles and motorcycles! The lot size is fabulous - 60 ft x 100 ft which provides an extra long and extra wide driveway...enough for 6 cars! And the location is fabulous...walking distance to 3 schools, parks, public transit and more! This home is simply awesome and you can be the next lucky family to live in it!!
27 Rustic Crescent, Orangeville
2+2
BEDS
2
BATHS
$694,500
FOR SALE
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.
94 Diane Drive, Orangeville
3+1
BEDS
2
BATHS
$599,999
FOR SALE
4 Level Side Split in Great Family Location! 3 + 1 Bedroom & 2 Bath Home. Bright Eat-In Kitchen that Overlooks Spacious Family Room with Hardwood Floor & Walk Out to Large Private & Fully Fenced Backyard. Open Concept Dining/Living Rm with Hardwood Floor and Large Windows to the Front. Upper Floor with 3 Good Size Bedrooms, Linen Closet & Main 4pc Bathroom with Lg Vanity. Huge Primary with His & Hers Closets & Semi-Ensuite. Basement with Recreation Rm, Laundry/Utility Rm. Plus Plenty of Easy Access Crawl Space Storage. Great Property that Backs onto Well Maintained Lions Sports Park with Various Activities, Pavilion & Walking Paths. Close to Schools, Shopping, Downtown & Alder Recreation Centre. One Car Garage and Side by Side Parking for 2, Plus Backyard Storage Shed. Perfect Home for Do It Yourselfer, Add Your Own Personal Touches to Make It Your Own.
5 Lawrence Avenue, Orangeville
3
BEDS
2
BATHS
$747,500
FOR SALE
This cozy family friendly backsplit home is positioned beautifully in Orangeville. This well cared for abode gives you a warm feeling of welcome as you enter. With a galley kitchen waiting for you with ample space to prepare family meals, then move into the dining /living room for coffee, desert and family conversations. With 3 spacious bedrooms and a fully finished basement this house is great for families with kids. This home draws you to meander, entertain and spend time enjoying well thought out perennial gardens curated with love. Conveniently located across the road from "Every Kids Park" the family fun is only a stones throw away for kids young and old. Two schools within 10 minute walk in either direction, town transit bus stops less than a minute walk . Close to shopping, restaurants, services, etc. Excellent proximity for commuters easy on, easy off. A/C is 2 years old, well running, certified tech maintained Lennox furnace. New 100 AMP service installed May 22/2026.
1 Steven Street, Orangeville
3
BEDS
2
BATHS
$699,900
FOR SALE
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. Updates include: 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.
85 Elizabeth Street, Orangeville
3+2
BEDS
2
BATHS
$699,000
FOR SALE
Welcome to 85 elizabeth Street - Ideally situated in the heart of Orangeville. This well located property offers unbeatable convenience, just steps from all amenities, shops, dining and the charm of Orangeville's vibrant downtown core, known for it's festivals, markets and community events. Set in a desirable, established neighbourhood, the home also features a large yard perfect for ooutdoor enjoyment, added tenant appeal or future potential. An excellent investmnet opportunity, this property is fully tenanted on both the upper and lower levels providing immediate rental income with strong long term upside. Whether you're looking to expand your portfolio or secure a property in one of Orangevilles most sought after areas, this is an opportunity you won't want to miss.
72 Karen Court, Orangeville
3
BEDS
2
BATHS
$674,900
FOR SALE
Skip the semi or townhome - step up to a renovated detached on a quiet, child-friendly court in the heart of Orangeville. Set on a rare extra-large 135ft pie-shaped lot (an impressive 64ft across the rear fence), this property offers the outdoor space today's families crave - just seconds to modern amenities & within walking distance to schools & parks. Inside, pride of ownership is immediately evident. A spacious foyer welcomes you into a thoughtfully designed layout featuring high-end laminate flooring throughout the living & dining areas. Large windows flood the home with natural light, while a side door connects seamlessly to the expansive backyard w/ lrg shed, a true blank canvas for entertaining, gardening or creating the ultimate family retreat. The galley-style kitchen includes an additional breakfast area, s/s appliances, backsplash, Dbl sink. Freshly carpeted staircase & hallway lead to upstairs, consistent laminate flooring continuous through 3 generously sized bdrms. The king-sized primary suite boasts a wall to wall closet while 2 queen-sized bedrooms provide ample space for growing children or a home office setup. A bright updated 4-piece bathroom completes the second level with a clean modern finish. The fully finished, brand new basement is a standout bonus - featuring high-end vinyl floors, an open-concept recreation space & a sleek modern 3-piece bathroom. Ideal for extended family living, a media room or flexible lifestyle space. This detached oversized lot finished basement on a quiet court location is hard to beat. Close to everything you need: Minutes to shopping & daily conveniences including Orangeville Mall, Walmart, Zehrs & the vibrant shops and restaruants of Broadway. Walk to area schools such as Parkinson Centennial Public School, St. Peter Catholic School & Westside Secondary School. Enjoy nearby green space & recreation at Fendley Park & Island Lake Conservation. Area. This is the move-up opportunity your family has been waiting for.
48 Townline, Orangeville
3
BEDS
2
BATHS
$624,900
FOR SALE
Welcome to 48 Townline, a truly charming Century Home built in 1890, where timeless character meets everyday comfort. From the moment you step inside, you'll appreciate the warmth and craftsmanship of a bygone era, showcased through soaring 9-foot ceilings, original pine plank floors, oversized baseboards, and classic crown mouldings that add elegance throughout. Set on a spacious in-town lot, this inviting property offers wonderful privacy and a peaceful outdoor retreat. Enjoy morning coffee or evening gatherings on the lovely deck, framed by mature surroundings that create a cozy, tucked-away feel-right in the heart of town. The generous driveway provides parking for up to five vehicles, making it easy to host family and friends. Location is everything, and this home delivers. Take a leisurely stroll to downtown Orangeville to explore local shops, restaurants, farmers' markets, schools, parks, and beloved summer festivals. Commuters will love the quick one-minute access to the Orangeville Bypass with seamless connections to Highway 10. Whether you're drawn to the charm, the convenience, or the lifestyle, this special home offers exceptional value and an opportunity to create lasting memories. Don't miss your chance to make it yours!
340 Perry Road, Orangeville
4
BEDS
3
BATHS
$599,999
FOR SALE
Location Location and Location, Welcome to this beautifully updated family home, perfectly situated in one of Orangeville's most sought-after neighborhoods! Enjoy the convenience of being just minutes from top-rated schools, shopping, dining, the hospital, and multiple parks all while also benefiting from easy access to Highway 10 and Highway 9, effortless commuting. Step inside to discover a spacious with 2750 total living space and inviting layout with thoughtful upgrades throughout . The large primary suite offers a private retreat complete with an Ensuite bathroom and ample closet space. With three additional bedrooms and a total of three bathrooms, there is plenty of room for the entire family. The heart of the home is the modern upgraded kitchen, showcasing stunning quartz countertops, modern new sleek cabinetry, and brand-new stainless steel appliances, - perfect for cooking, entertaining, and everyday living. Separate family and living rooms provide additional comfort and flexibility for growing families. Brand new washer and dryer, Stained OAK Stairs in the entire hone, including going to basement. Need even more space? The fully finished basement offers endless possibilities, whether you envision a home office, playroom, gym, recreation area or media lounge. Enjoy the perfect blend of nature and convenience. This home is within walking distance of Island Lake Public School, Island Lake Conservation Area, local restaurants, hospital, vibrant bars, and the charming downtown core. Conveniently located Close to school, park, hospital, highway 10 , Highway 9, plazas, shopping complex, and movie theatres.
18A Margaret Street, Orangeville
2+1
BEDS
2
BATHS
$599,900
FOR SALE
Sun-filled and full of charm, this beautifully maintained 1.5-storey detached home sits proudly on a bright corner lot in one of Orangeville's most established, tree-lined neighbourhoods. A fantastic opportunity to step into detached home ownership at an accessible price point, ideal for first-time buyers or those looking to downsize without compromise. Warm and inviting interior featuring an abundance of natural light, spacious principal rooms, and a functional layout designed for everyday living. Updated eat-in kitchen with large pantry, cozy living space with gas fireplace and walkout, and efficient gas heating adding both comfort and character. Fully finished lower level extends the living space with an additional bedroom and three-piece bath, perfect for guests, recreation, or a private home office. Thoughtful updates provide added peace of mind, including roof (2020), fencing (2022), driveway (2025), and new water heater and washer/dryer (2026). Rare for the area, this property offers two separate driveways with parking for up to four vehicles, a major convenience for families and visitors alike. Enjoy a peaceful residential setting just steps to Kay Cee Gardens, where scenic walking paths and a tranquil stream provide a natural retreat, and only minutes to the shops, dining, and charm of Broadway Avenue. Quick access to Highway 10 and County Road 109 makes commuting simple. A bright, welcoming home offering space, flexibility, and exceptional value in a sought-after community.
75 John Street, Orangeville
3
BEDS
1
BATHS
$699,000
FOR SALE
Must see charming bungalow with tons of character and curb appeal. Soaring 10 ft. ceilings with original baseboards throughout this amazing home. Cozy dining room & living room with hardwood floors & wood stove. Family addition offers plenty of space for gatherings with walk out to new large deck area and a beautiful hot tub. Walking distance to schools, shopping, and downtown.
73 Dufferin Street, Orangeville
2
BEDS
2
BATHS
$649,900
FOR SALE
Welcome to this charming, detached home nestled on a quiet street in desirable Orangeville, offering exceptional value and comfort for first-time buyers, downsizers, or anyone seeking a cozy, well-maintained space to call home. Situated on a private, fully fenced lot, this property features a spacious backyard complete with deck, perfect for outdoor entertaining and a convenient garden shed for additional storage. Inside, the home welcomes you with a bright and inviting main level. The eat-in kitchen offers walkout to side deck leading to the yard, ample cupboard space, making meal prep and storage a breeze, while the hardwood floors add warmth and character throughout. A sun-filled front room provides flexibility as either a living or dining area, highlighted by a large window that fills the space with natural light. The main level also includes a well-appointed 4-piece bathroom with a durable acrylic tub surround. Upstairs, you'll find two generously sized bedrooms, ideal for restful retreats. The primary bedroom features a walk-in closet and its own private 2-piece ensuite, adding both convenience and comfort. The lower level boasts a cozy rec room centered around a gas fireplace, perfect for relaxing evenings and movie nights. Downstairs, the basement expands your living space with a dedicated office, ideal for working from home, along with a large laundry room offering plenty of functionality. This home is loaded with thoughtful built-in cabinetry throughout, maximizing storage and efficiency. Numerous updates provide peace of mind, including windows, roof, eaves, furnace, and more. With a single-car garage, a peaceful setting, and a great price point, this delightful Orangeville home is a fantastic opportunity you won't want to miss.
DIALOG CONTENT
Would you like to receive Similar Listing Alerts as soon as they are uploaded to MLS®?
How would you rate our website?
Would you like to rate us on Google?
Yes
214304005