Rare and versatile property set on an extraordinary private 160 ft deep lot surrounded by mature trees and open views. Offering a renovated main residence, a self contained lower level suite, and a detached 'Z House', this home is ideal for families, multi generational living, work from home, or income potential, and can easily be converted back to a single family. The beautifully renovated main house features a renovated kitchen with stone countertops, Blanco Silgranit sink, brand-new stainless steel appliances, gold hardware, and a multifunction faucet. The dining room walks out through sliding glass doors to a landscaped backyard w/ limestone pathway, large patio, custom catio, perennials, mature trees freshly pruned in 2026. The big & bright combined living & family room offers a bay window, hardwood flooring, pot lights. Smart home features: Ring doorbell, WiFi dimmers & Nest thermostat. Upstairs, the primary bedroom includes a wall to wall closet, large picture window & laundry rough-in. 2-additional bedrooms offer generous sizes, hardwood flooring & garden views. Renovated family bathroom ft. custom 'stone-tile', soaker tub, floating vanity, luxurious lighting, and Bluetooth speaker fan. Lovely bright upper landing w/linen closet. Lower level includes a self contained suite with kitchen, bathroom and flexible living space. The detached Z House has been fully upgraded with new roof, smooth ceilings, laminate flooring, new side door with window, and a large picture window overlooking trees. 50-amp panel, wall-mounted Heatstorm heater, built in solid-wood workbench & shelving, updated lighting and garden views. Additional features include new eavestroughs, owned water softener, central air, deep private drive w/ parking for three, a new stone front patio & solar landscape lighting. Steps to Parkinson Elementary and walking distance to French immersion, Catholic schools, and historic downtown. A unique opportunity offering space, flexibility, and lifestyle.

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69 Madison Ave, Orangeville, Ontario L9W1R9

Welcome to 25 Settlers Road, perfectly situated in the heart of beautiful West Orangeville. This Detached Stunning 2-Storey Home is professionally painted and offers tasteful finishes throughout and plenty of space for the whole family to grow and gather. The main floor features a bright, open-concept living and dining room, an inviting modern kitchen with walkout to the backyard and new deck, featuring stainless steel appliances with gas stove and Corian counter tops, fully fenced yard-ideal for entertaining or relaxing outdoors. Enjoy the added convenience of inside access to the garage. Upstairs, you'll find three generously sized bedrooms and two four-piece bathrooms with primary bedroom ensuite with double sink and Glass Shower, providing comfortable accommodations for the entire household. Basement is professionally finished for the ideal rec/family room with vinyl flooring making the home carpet free. True Pride of Ownership this home shows beautifully and has been thoughtfully maintained with major updates, Furnace (2020), A/C (2021) Windows (2020), Oak Stair Railings Vinyl Flooring Thru-Out (2020), Reverse Osmosis Filter (2020), Back fence (2021), Deck (2025) Front exposed concrete entry and driveway border (2025)Attic Insulation (2025) Garage Door and Wi-Fi Opener (2025). pot lights Thru-Out Main and Lower Level. Truly Maintenance Free home Loaded With Upgrades Just Move In, Priced To Sell Great Value In Great Family Town Dare To Compare Best Deal !

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25 Settlers Rd, Orangeville, Ontario L9W5B2

Beautiful detached bungalow offering spacious and functional living in a desirable Orangeville neighbourhood. This home features a finished walk-out basement with separate side entrance, including 2 bedrooms, full kitchen, full washroom, and dedicated living space-offering excellent in-law or potential income opportunities. Conveniently located close to schools, parks, hospital, library, and all major amenities. 9-foot ceilings on Main Floor comes with Hardwood Floors!! Modern Kitchen featuring Stainless Steel Appliances, Quartz counter tops, and a large Island breakfast bar. Enjoy a private, separate individual driveway offering ample parking space and convenience!! Must See!!

22 Wardlaw Ave, Orangeville, Ontario L9W6K1

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.

5 Lawrence Ave, Orangeville, Ontario L9W1S5

Welcome to this bright and well-maintained condo in Orangeville's south end, the perfect opportunity for first-time buyers looking to get into the market, investors wanting to add to their rental portfolio, or those looking to downsize.This carpet-free unit features an updated kitchen complete with granite countertops and ample cabinetry, flowing seamlessly into the combined dining area and spacious living room. Enjoy easy indoor-outdoor living with a walkout to your balcony, ideal for morning coffee or evening relaxation.The updated bathroom adds a modern touch, while the functional layout makes excellent use of the space.With ample unassigned parking available and a prime south-end location, this condo is especially appealing for commuters seeking convenient access in and out of town. The building also offers coin-operated laundry facilities for added convenience.Affordable, low-maintenance living in a fantastic location. A smart move no matter your stage of life!

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304 9 Princess St, Orangeville, Ontario L9W1W1

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.

94 Diane Dr, Orangeville, Ontario L9W3N5

Stack 2 story condo apt with great view,  w/o to balcony facing East. Modern 1073 Square feet as per MPAC. Open concept kitchen boasting an abundance of cabinetries, with large breakfast area and walk out to open balcony for fresh air and great view. Large living room with big window and hardwood floors. Enjoy open concept kitchen, breakfast area, and large living room. Main level laundry closet and main floor 2 piece powder room. Large primary bedroom with walk in closet and second bedroom with double closet. Sunny and bright. Main bath is spacious. Walk to all of Broadways amenities , restaurants, library, shops, and near by parkette. Upper level Unit.

25 5 Armstrong St, Orangeville, Ontario L9W0C5

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.

18A Margaret St, Orangeville, Ontario L9W2N2

Beautiful & Well Maintained 3 Bed, 4 Bath Townhouse with Finished Basement with1 Bedroom In Law Suite. Bright and Modern Main Floor with Large Windows, Pot Lights & Decorative Feature Wall w/ Gas Fireplace. Covered Front Porch into Tiled Entry with Dbl Coat Closet & 2pc Powder Room. Open Concept Living Area w/ Eat In Kitchen with Breakfast Bar Island,  Built In SS Appliances and Quartz Backsplash. Walk Out from Cozy Living Rm to Private Full Fenced Backyard. 2nd Level with 3 Good Size Bedrooms & Main 4pc Bath. Large Primary Bedroom with 3pc Ensuite with Walk In Glass Shower. Finished Modern In Law Suite with Large Bedroom, Laminate Floors and Pot Lights. Kitchenette with Plenty of Cupboards, Open Living Area, Beautiful 3pc Bathroom with Walk In Shower and Storage Closet. 1 Car Garage with Convenient Inside Access. Close to Schools, Rec. Centre, Shopping, Dining & More. Quick Access to Riddell & Hwy 10. Great for Commuters. Great Family Home with Potential Extra Income. A Must See!

11 Winterton Crt, Orangeville, Ontario L9W7N5

WELCOME TO THIS WELL-MAINTAINED DETACHED HOME nestled in a quiet, family-friendly neighbourhood in ORANGEVILLE. Offering approximately 2,001 SQ FT ABOVE GRADE, this residence features 4 BEDROOMS and 4 BATHROOMS with a functional layout ideal for families.          -THE MAIN LEVEL offers a bright, practical design for everyday living and entertaining. The UPDATED KITCHEN features quartz countertops (2017) and stainless steel appliances, open to living/dining. Flooring updates (2019) add a MODERN TOUCH.                                                                                                                       -THE FULLY FINISHED BASEMENT offers 2 ADDITIONAL BEDROOMS and a separate living area, ideal for extended family or in-law potential.            -THIS HOME HAS BEEN WELL MAINTAINED with updates including roof (2014), furnace (2024), water softener (2018), washer/dryer (2021), and EV charger (2025). Additional improvements include bathrooms (2022), basement flooring (2025), interlocking (2021), and front patio (2023), enhancing function and curb appeal.                                                                                                                                                                                                                        -AS AN ADDED BONUS, the hot water tank rental includes a promotional credit covering the next two years and will transfer to the new owner, offering TWO YEARS WITH NO RENTAL PAYMENTS.                                                                                                                                                                                        -SITUATED NEAR PARKS, SCHOOLS, AND AMENITIES, this move-in ready home offers SPACE, COMFORT, AND LONG-TERM VALUE in one of ORANGEVILLE'S MOST DESIRABLE communities.  PLEASE DONT LET THE CAT OUT!

70 Hunter Rd, Orangeville, Ontario L9W5C5

Whether You're Searching For Your First Home Or Need More Space For Your Growing Family, This Stunning 2-BedroomCondo In Historic Downtown Orangeville Is Sure To Impress. Located In The Heart Of Broadway, You'll Be Just Steps From Restaurants, Pubs, Banks, Shopping, And More. Thoughtfully Upgraded With $$$ In Premium Finishes, This Home Features Brand-New Luxury Vinyl Plank Flooring(March 2025), A Sleek Quartz Countertop (2024), And Newer Stainless Steel Appliances (2024). High Ceilings And A Large Skylight Flood The Space With Natural Light, Creating An Airy And Inviting Atmosphere. In The Warmer Months, Step Out Onto Your Private Terrace That Is Perfect For Barbecues And Making Memories With Loved Ones.

Building Amenities

3 166 Broadway, Orangeville, Ontario L9W1K3

Exceptional 4-bedroom, two-storey detached home, ideally situated in one of Orangeville's most desirable family-friendly neighbourhoods. Backing onto the Rebecca Hills Playground with Splashpad with no neighbours behind, this property offers the perfect combination of privacy, space, and scenic views. Step inside to a thoughtfully designed main floor featuring a spacious family room with a cozy fireplace, a separate dining room for hosting, and a large, sun-filled kitchen with a walkout to an expansive deck, perfect for entertaining or enjoying peaceful mornings overlooking green space. The convenience of main floor laundry with direct access to the double car garage adds everyday functionality. Upstairs, you'll find four generously sized bedrooms ideal for growing families. The fully finished walkout basement offers incredible versatility, complete with a second kitchen, making it ideal for extended family or in-law suite potential. With a separate walkout to the backyard patio and hot tub, this lower level creates the perfect retreat for relaxation or additional living space. Outdoors, enjoy a beautifully private setting with a large backyard, patio, and hot tub-your own personal oasis backing directly onto parkland. Located just minutes from Headwaters Health Care Centre, as well as schools, parks, shopping, and Orangeville's vibrant downtown core, this home offers both convenience and lifestyle. With access to trails, recreation facilities, and a strong sense of community, this is an outstanding opportunity to call one of Orangeville's most sought-after area of homes.

240 Howard Cres, Orangeville, Ontario L9W4W6

Unlock the potential in one of South Orangeville's most established neighbourhoods-this solid strong opportunity to customize and unlock further value. This bungalow offers a rare opportunity to build equity and create long-term value through personalization and smart upgrades.....Set on a mature 50 x 109 ft lot with no sidewalk, the property provides ample parking and a private backyard, ideal for families and future outdoor enhancements......The main level features original hardwood flooring, a bright functional  layout and a kitchen updated in 2021 with stone countertops, stainless steel appliances, gas stove, offering a comfortable starting point for everyday living. Three well-sized bedrooms , full bath complete the main level, offering a practical livable footprint.....The lower level adds significant additional space , with multiple finished rooms creating strong potential for multi-generational family living, work-from-home needs, or in-law suite potential. While the space would benefit from updating, the structure and layout offers a strong opportunity to customize and unlock further value....Key improvements have already been completed, including a roof (2023), new front door with built-in screen (2023), and updated basement windows (2023)- allowing buyers to focus on improvements that enhance both lifestyle and long-term return......Designated as a legal 6-bedroom home (MPAC) , this property stands out for its flexibility, footprint, and future potential - an ideal option for buyers looking to secure space in a desirable location while investing in a home they can truly make their own......Located close to schools, parks, shopping, and commuter routes, this property rewards vision.......A strong option for buyers seeking to enter the neighbourhood at an accessible price point and unlock value over time through thoughtful improvements.

26 Cardwell St, Orangeville, Ontario L9W2V6

Welcome to this stunning Sunvale-built detached home offering approx. 3,191 sq. ft. of total living space on a rare pie-shaped lot, nestled in a quiet, family-friendly cul-de-sac in Orangeville. Just a short walk to Headwaters Hospital and minutes from Island Lake Conservation Area, this beautifully upgraded, carpet-free home offers modern comfort with excellent income potential. Step inside to a grand 17-ft foyer that opens into a bright, open-concept layout. The main floor features a versatile formal living room-ideal as a home office-along with a fully updated kitchen boasting stainless steel appliances and quartz countertops. The kitchen flows seamlessly into a spacious family room with a gas fireplace, perfect for everyday living and entertaining. Walk out from the dining area to a large deck with gazebo and a fully fenced, expansive backyard-ideal for hosting or relaxing in privacy. Upstairs, the primary suite offers vaulted ceilings, a Palladian window, walk-in closet, and spa-like ensuite. The second bedroom features a walk-in closet, while the third includes double closets. Convenient second-floor laundry adds practicality. The finished basement includes a large rec room, full bathroom, and two bedrooms. Permits are already secured to convert it into a legal 2-bedroom rental unit-ideal for added income. Recent upgrades: Stove (2025), stairs (2023), second-floor & basement flooring (2023), roof, furnace & A/C (2022).Includes 2-car garage and parking for up to 6 vehicles. Close to transit, shopping, Hwy 10, and under 25 minutes to Brampton. A rare turnkey opportunity-don't miss it!

24 MURRAY Crt, Orangeville, Ontario L9W0A1

Welcome to 292 Lisa Marie Drive in Orangeville, a spacious 4+3 bedroom, 4 bath, detached home. Featuring a walk-out basement, double car garage, and a backyard that does more than check a box. The brick exterior, black-framed windows and doors, and wide driveway give the home a clean, polished first impression. Set on a pie-shaped lot with mature trees and open field views behind, this property gives you privacy, room, and an exclusive outdoor setup -- in town. The backyard is the kind of space people remember. A 15' x 30' fiberglass saltwater pool featuring LED lighting and waterfalls anchors the yard. Stonework, lounging areas, a large deck, and lower covered space give you options for summer dinners, pool days, and quiet evenings outside. Inside, the home feels bright and open, with large windows, plenty of natural light, a formal dining room, a comfortable family room with a fireplace, and a living room with French doors that works well as a sitting room, office, or play space. The kitchen has a clean, updated feel with white cabinetry, backsplash, peninsula seating, and walkout to the deck. Upstairs, you'll find four bedrooms, including a generous primary bedroom with a walk-in closet and a large private ensuite with a freestanding tub and separate shower. The finished walk-out basement adds three additional bedrooms, a bathroom, and extra living space, making it a strong fit for larger families, multi-generational living, guests, work-from-home needs or potential for a separate apartment. Main floor laundry with garage access adds everyday convenience. You are also walking distance to parks, schools, shopping, restaurants, groceries, and everyday services, with Orangeville's downtown, recreation centres, trails, and big-box amenities just minutes away. Quick access to Highways 9 and 10 keeps commuting practical while still giving you a quiet residential setting.

292 Lisa Marie Dr, Orangeville, Ontario L9W4P4

Welcome to this beautifully upgraded and extended Canterbury model in Orangeville's sought-after Settlers Creek-where thoughtful design meets everyday family living and effortless entertaining.  Offering 4+1 bedrooms and 4 bathrooms, this home delivers the space and flexibility today's families are looking for. Hardwood flooring runs throughout the main and second levels, complemented by a formal dining room that's perfect for hosting holidays, celebrations, and everything in between. The bright, eat-in kitchen features ample cabinetry and generous workspace, and walks out seamlessly to the deck and backyard-creating the ideal connection between indoor living and outdoor enjoyment. Upstairs, you'll find spacious bedrooms designed with growing families in mind. The finished lower level adds exceptional versatility, complete with a cozy (but not small) family room with gas fireplace, kitchenette, additional bedroom, and full bathroom-perfect for a granny suite, extended family, or adult children seeking their own private space. And then...there's the backyard. Your own private retreat awaits, featuring a stunning inground pool and cabana, designed for summer living at its absolute best. Picture yourself unwinding in the pool, catching the game, entertaining friends, and creating the kind of memories that truly define home. Homes like this-offering space, versatility, and a resort-style backyard-rarely come available in Orangeville.  Updates: Furnace & A/C '25, Stairs '25, Ensuite reno '24, Main bath '24, Garage doors '21, Roof '15, Pool '14

73 Spencer Ave, Orangeville, Ontario L9W5E7

If a Large Lot & Parking is Important Then this is Your Future Home!! Add the Extensive Perennial Gardens and Gate at back of yard for easy Access to Schools/Rec Centre/Shopping. This 3 Bedroom 1.5 Bathroom Home has an inviting front Deck and sitting area overlooking the lovely front yard with Beautiful Gardens. Enjoy the Eat- in  Kitchen with Dining Room and Living Area Just off of it.  The Recreation Room in the Lower Level is a Great place to Gather with Friends & Family. Don't forget the 10x14 Garden Shed that is insulated with Hydro. Don't Miss Out book your showing today.

60 Cannon Crt, Orangeville, Ontario L9W3P8

Wake up to soft morning light filtering through the windows of your bright, open concept condo townhome. You ease into the day with a coffee in hand, stepping out onto your private balcony where mature trees offer a peaceful, quiet start before the world gets busy.Inside, the modern kitchen is ready for whatever the day brings whether it's a quick breakfast at the island or prepping something more elaborate with your stainless steel appliances. The flow between the kitchen and living space makes everything feel connected, easy and comfortable.By mid-morning, it's just a short stroll into downtown Orangeville. You stop at Mochaberry for your favourite coffee and maybe a fresh pastry, then wander through the charming boutique shops that line the streets. There's always something new to discover, whether it's local art, unique gifts, or seasonal finds.Afternoons can be as active or relaxed as you like. Spend time at nearby parks, catch a local festival or community event, or simply head back home to unwind in your inviting living space. Everything about the home feels effortless modern finishes, thoughtful layout, and completely move-in ready so you can focus on enjoying life, not maintaining it.As the day winds down, you head back out to meet friends for dinner at Greystones, just minutes away. Good food, great atmosphere, and no long commute home.Back at your townhouse, the evening settles in quietly. Upstairs, your spacious primary suite offers a true retreat, complete with a walk-in closet and a spa-like ensuite. It's the perfect place to relax and recharge.This is more than just a home it's a lifestyle where comfort, convenience, and community all come together seamlessly.

311 17 Centre St, Orangeville, Ontario L9W7S6

Inviting FREEHOLD Townhome featuring an open concept main level offering an eat in kitchen w' white cabinetry, tile flooring, SS appliances, movable Stainless Steel island, urban chic backsplash & a custom wood shelf. The Living room has laminate flooring, O/L's the fully fenced backyard, offers a walkout to the large deck and grill gazebo. (Grill Gazebo has frame only. Needs a top canopy). Also featured is a large window for plenty of natural daylight. The main level offers tile & laminate flooring (no carpet), has a convenient 2pc powder rm + interior access to the garage. Spacious Upper Landing Leads to the Primary bedroom offering His & Her double closets, beautiful accent wall & 2 large windows. Two additional comfortably sized Bedrooms have b/i closets & good size windows. The main 4pc washroom is spacious & offers neutral tile flooring, modern vanity & soaker tub. Finished Rec Room for additional living space & entertaining offers a built in bar area with shelving + a stylish rolling Barn Door! Great space to entertain family & friends. The lower level also houses a laundry room & storage space. Roof shingles 5/2025, Located Close To Shops, restaurants, cafe's, Schools, Dog Park, Public Trans. and loads of Amenities! Convenient access to Highways 10 & 9.

49 James Arnott Cres, Orangeville, Ontario L9W0B5

This well-maintained 4-level side split home sits on a spacious pie-shaped lot, widening to approximately 97 feet at the rear-perfect for outdoor living and family enjoyment. The home features 3 bedrooms and 2 washrooms, along with a bright separate living room highlighted by a charming bay window and a dedicated dining area. A convenient walk-in pantry adds extra storage and functionality. Outside, you'll find two garden storage units and ample parking for up to 6 vehicles. Ideally located across from Harvey Curry Park in a welcoming, family-oriented neighbourhood, this property offers both space and a great community setting. Great opportunity for first time home buyers!

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