267 Montgomery Boulevard

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.

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.

Welcome to 77 Zina Street, a charming bungalow located on one of Orangeville's most sought-after streets, just steps from downtown shops, restaurants, theatres, schools, parks, and everyday amenities. With bright, functional living spaces and a deep backyard, this home offers the perfect blend of comfort and unbeatable in-town convenience. Stepping inside, you're greeted by a sun-filled sunroom featuring oversized windows, and elegant wall sconce lighting - a warm and inviting space to enjoy year-round. The heart of the home is the stylish open-concept kitchen and dining area, complete with quartz countertops, a centre island, ample cabinetry, and a convenient walkout to the oversized fully fenced backyard with a spacious deck and storage shed - ideal for entertaining and outdoor living. The adjoining living room offers an open-concept feel with pot lights and laminate flooring, creating a seamless and comfortable main living space. The main level features three well-appointed bedrooms, each with large windows that bring in an abundance of natural light. A beautifully renovated 4-piece bathroom with ceramic finishes and a ground-level laundry area adds further functionality with a vaulted ceiling, laminate flooring, and a walkout to the garden. Additional living space is found in the partially finished lower level, offering a versatile recreation room perfect for a family room, play area, or home office, along with plenty of storage potential. Set on a deep lot in a highly walkable location close to everything downtown Orangeville has to offer, this home is a fantastic opportunity for families, downsizers, or anyone looking to enjoy the charm and ease of in-town living. Updates: Roof ('15), Furnace ('19) Air Conditioner ('19), Garden Shed ('21), New Front Door ('22) [All As per previous owner]; Rear Door ('24), Deck Rail Added ('26), Portion of new Fence ('26), Painting Throughout ('26)[Current owner]

Welcome to 327 Perry Road - a charming, beautifully updated home in a fantastic Orangeville location where you can walk to schools, parks, trails, restaurants and downtown!From the moment you step inside, this home just feels good. The bright and welcoming main floor offers plenty of space for everyday family life and entertaining, with a stylish updated kitchen featuring quartz countertops with a waterfall edge, modern cabinetry and updated appliances. Fresh luxury vinyl flooring carries through the home, giving it a clean, contemporary feel.Upstairs, the primary bedroom is a cozy retreat of its own, complete with a fireplace, beautiful ensuite and generous closet space. Two additional bedrooms and three bathrooms throughout the home make this a great fit for families, first-time buyers or anyone looking for a move-in-ready home with room to grow.And there's more downstairs! The fully finished basement adds valuable extra living space for movie nights, a playroom, home gym or office - plus your very own private sauna for a little at-home relaxation.Outside, you're surrounded by everything that makes this area of Orangeville so desirable. Walk to Island Lake Public School, Island Lake Conservation Area, parks, restaurants and the downtown core, while still enjoying quick access to Highway 10 and Highway 9 for commuters.Updated, inviting and full of personality, 327 Perry Road is the kind of home that makes it easy to picture yourself living here. Come take a look - this one is even cuter in person!

Beautiful Detached home Located In A Highly Desired Neighbourhood! Steps to Island Public School, Plaza and Headwaters Health care. Open Concept Main Floor Living Area W/ Hardwood Floors & Pot Lights, Stainless Appliances, Granite Counters, Pantry & Walk-Out To Backyard. Oak Staircases Throughout. Primary Bedroom W/ 4-Piece Ensuite & Walk-In Closet, 2nd Floor Laundry Room W/ Extra Shelving & Storage. Gas Fireplace In Basement. No Sidewalk-Lots of parking. Good size 1.5 garage. Garden shed for extra storage.

Welcome to 16 Brenda Boulevard - a beautifully maintained bungalow that checks every box for first-time buyers and savvy investors alike. This move-in ready home features a thoughtfully renovated kitchen, updated vanities, and an open-concept living and dining area filled with natural light and finished with new laminate flooring. Relax and unwind in the three generous upper bedrooms, while the updated 4-piece bath with jacuzzi tub adds a touch of luxury. Step through the kitchen walkout onto a stunning deck - the perfect spot for morning coffee, summer barbecues, and evening entertaining in your private fenced backyard. The lower level offers incredible bonus living space with a full-size pool table, and laundry -ideal for hosting or simply unwinding. Direct garage access, close proximity to schools, parks, and all amenities make this an easy yes. Opportunities like this don't last. *Some photos are virtually staged.

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.

Bright & Welcoming 3+1 Bedroom Home in Family Friendly Location. Covered Front Porch Entry into Open Foyer with Convenient 2pc Powder Room. Traditional Spacious Kitchen with Easy Flow into Open Concept Dining & Living Rooms, with Lg Windows & Patio Doors that Walk Out to Raised BBQ Lounging Deck & Private Backyard. 2nd Level with 3 Good Size Bedrooms. Primary with Barn Board Feature Wall, Lg Window & Wall Closet w/ Organizer. Lg Hallway Storage & Linen Closets plus Main 4pc Bath. Finished Lower Level with Bedroom/Office, Laundry/ Utility Rm with Lg Window. Bright Spacious Rec Room w/ Sliding Doors that Walk Out to Stone Patio & Yard with Side Gate Perennial Gardens & Lots of Backyard Green Space for Family, Friends & Pets to Enjoy. 1 Car Garage w/ Opener, Storage Space & Workbench. Close to Schools, Park and Minutes from Downtown Orangeville with All Amenities & Activities.

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.

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!

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!

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*

Welcome to 14 Elizabeth Street, a lovely detached home in the heart of Orangeville. This warm, inviting residence features hardwood floors throughout the main living areas and bright windows that fill the home with natural light. The eat in kitchen offers two sunny windows, vinyl floor, classic white solid wood cabinets, and all included appliances. A spacious living room with gas fireplace opens directly to a cozy sunroom, perfect for 3 season relaxing. The main level includes two comfortable bedrooms, both with hardwood flooring and bright windows. The second bedroom features a walk out to accessible rear ramp leading to spacious deck with a gazebo, a private shed, and a large yard with rear lane access and a detached one car garage .Downstairs, the versatile lower level boasts a cozy recreation room with a built in bar area, a dedicated workshop, a cold cellar, 2 piece bathroom, and laundry room complete with a window. Conveniently located within easy walking distance of local shops, medical offices, dining, and schools, this property offers an exceptional blend of comfort, functionality, and community living. A home waiting for the next family to make memories.

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.

Charming, Historic, Cottage-Style Home Across from Mill Creek! Brimming with character and old-world charm, this beautiful home is perfectly situated across from picturesque Mill Creek. Offering two bedrooms and one bathroom, this inviting property is full of warmth and personality, with a cosy gas fireplace, convenient walk-in pantry at the rear of the home, and a spacious, private backyard. Beautiful gardens adorn the property, creating a lovely setting to relax, entertain, and enjoy the outdoors. A detached garage provides valuable storage space, while the convenient location puts everyday amenities close at hand.The primary bedroom is a true highlight, featuring fantastic built-in closets that combine style and functionality. From its charming architectural details to its lush gardens and peaceful outdoor spaces, this delightful home is huge on charm and wonderfully easy to love. (*Floor Plans in photos)